| Staples 2009-10 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1072 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | V Baseball | Seymour (Scrim.) | Away - French Park [Directions] | 3:30 p.m. | 2:30pm, p/u 5:30pm | |
| TBA | FR Boys Basketball | Wilton | Away - Wilton Field House [Directions] | TBA | d/o 2:30pm | |
| TBA | FR Boys Basketball | Fairfield Warde | Home - Staples Field House [Directions] | TBA | ||
| TBA | FR Boys Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| TBA | FR Boys Soccer | Trumbull | Away - JV soccer field [Directions] | TBA | d/o 2:30pm, p/u 5:15pm | |
| TBA | JV Boys Tennis | Darien | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| TBA | FR Girls Basketball | Wilton | Away - Wilton Field House [Directions] | TBA | d/o 2:45pm, p/u 4:45pm | |
| TBA | FR Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS Large Gym [Directions] | TBA | d/o 9:00am | |
| TBA | FR Field Hockey | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 4:45pm | |
| TBA | FR Girls Soccer | Trumbull | Away - Varsity Grass Soccer Field [Directions] | TBA | d/o 2:30pm, p/u 5:15pm | |
| TBA | FR Girls Soccer | Newtown | Home - Wakeman Field E (grass) [Directions] | TBA | ||
| TBA | V Softball | Sacred Heart Academy (Scrim.) | Away - Sacred Heart Academy [Directions] | TBA | d/o 2:30pm, p/u 6:00pm | |
| TBA | JV Softball | St. Joseph | Home - Staples HS - Softball Field [Directions] | TBA | ||
| TBA | FR Softball | Darien | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| TBA | JV Girls Tennis | Darien | Away - WEED BEACH [Directions] | 4:00 p.m. | yes | Ride with varsity |
| TBA | JV Girls Tennis | Wilton | Home - Town Farms Tennis Courts [Directions] | TBA | ||
| Fri., 6/12 | JV Football | Blue White scrimmage | Home - Staples Stadium [Directions] | 5:00 p.m. | ||
| Sun., 8/30 | V Football | Shelton (Scrim.) | Away [Directions] | 12:00 p.m. | 10:30am | |
| Wed., 9/2 | V Football | Bunnell (Scrim.) | Home [Directions] | 4:00 p.m. | ||
| Wed., 9/2 | V Boys Soccer | Trumbull (Scrim.) | Home - Loeffler Field - Staples HS [Directions] | 3:45 p.m. | ||
| Fri., 9/4 | FR Football | Ridgefield (Scrim.) | Away - Football practice field [Directions] | 4:00 p.m. | d/o 3:15, p/u 6:00 | |
| Fri., 9/4 | V Boys Soccer | Wethersfield (Scrim.) | Home - Loeffler Field - Staples HS [Directions] | 4:00 p.m. | ||
| Sat., 9/5 | V Girls Soccer | Bethel (Scrim.) | Away [Directions] | 11:00 a.m. | 9:00am | |
| Mon., 9/7 | V Football | Cheshire (Scrim.) | Home [Directions] | 10:00 a.m. | ||
| Tue., 9/8 | V Boys Soccer | Glastonbury (Scrim.) | Away [Directions] | 4:00 p.m. | 2:20pm | |
| Wed., 9/9 | V Field Hockey | Immaculate (Scrim.) | Away - Immaculate High School [Directions] | W 3-1 | 2:15pm | |
| Wed., 9/9 | JV Field Hockey | Immaculate (Scrim.) | Away - Immaculate High School [Directions] | L 1-0 | 2:15pm | |
| Thu., 9/10 | V Field Hockey | Stamford (Scrim.) | Away - Stamford High School [Directions] | W 4-0 | ||
| Thu., 9/10 | JV Field Hockey | Stamford (Scrim.) | Away [Directions] | L 1-0 | ||
| Fri., 9/11 | V Football | Fairfield Prep (Scrim.) | Away - Alumni Field, Fairfield University [Directions] | 4:00 p.m. | 2:45 | |
| Sat., 9/12 | V Boys Cross Country | Blue vs. White Time Trial | Home [Directions] | 9:00 a.m. | ||
| Sat., 9/12 | V Boys Soccer | Wethersfield (Scrim.) | Away [Directions] | 10:00 a.m. | 8:00am | |
| Sat., 9/12 | V Girls Cross Country | Blue vs. White Time Trial | Home [Directions] | 9:00 a.m. | ||
| Sat., 9/12 | V Girls Soccer | Conard (Scrim.) | Away [Directions] | 1:30 p.m. | 11:00am | |
| Sat., 9/12 | V Girls Volleyball | Val Dickinson Memorial Volleyball Jamboree | Home [Directions] | 9:00 a.m. | ||
| Tue., 9/15 | V Boys Cross Country | St. Joseph, Fairfield Warde, Harding, Greenwich | Away [Directions] | 4:00 p.m. | d/o 2:00pm p/u 6:00pm | ED 1:30pm |
| Tue., 9/15 | V Boys Soccer | Westhill | Home - Loeffler Field - Staples HS [Directions] | W 3-0 | ||
| Tue., 9/15 | JV Boys Soccer | Westhill | Home - Wakeman Field B (turf) [Directions] | W 4-0 | ||
| Tue., 9/15 | FR Boys Soccer | Westhill | Away - Rippowam Middle School [Directions] | W 3-0 | d/o 2:30pm, p/u 5:15pm | |
| Tue., 9/15 | V Girls Cross Country | St. Joseph, Fairfield Warde, Harding, Greenwich | Away [Directions] | 4:00 p.m. | d/o 2:00pm p/u 6:00pm | ED 1:30pm |
| Tue., 9/15 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon High School [Directions] | W 3-0 | d/o 2:30pm, p/u 6:00pm | |
| Tue., 9/15 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon High School [Directions] | 5:30 p.m. | 2:30pm | |
| Wed., 9/16 | FR Football | Trinity Catholic | Home - PJ Romano Field - Saugatuck Elem School [Directions] | 4:00 p.m. | d/o 3:00pm, p/u 4:45pm | |
| Wed., 9/16 | V Boys Water Polo | Greenwich High School | Away | 3:00 p.m. | 2:15pm | |
| Wed., 9/16 | V Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | L 1-0 | 2:45pm | |
| Wed., 9/16 | JV Field Hockey | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 2-0 | d/o 4:15pm, p/u 6:15pm | |
| Wed., 9/16 | V Girls Soccer | Norwalk | Away - Testa Field, NHS [Directions] | W 4-0 | 2:30pm | |
| Wed., 9/16 | JV Girls Soccer | Norwalk | Away - Nathan Hale Middle School [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 9/17 | V Boys Soccer | Harding | Away [Directions] | W 3-0 | d/o 2:30pm, p/u 5:15pm | |
| Thu., 9/17 | FR Boys Soccer | Westhill | Home - Wakeman Field B (turf) [Directions] | W 4-0 | ||
| Thu., 9/17 | V Girls Swimming and Diving | Trumbull | Away - Hillcrest Middle School [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 9/17 | V Girls Volleyball | Danbury | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Thu., 9/17 | JV Girls Volleyball | Danbury | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/17 | FR Girls Volleyball | Danbury | Away - Danbury High School Main Gym [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Fri., 9/18 | V Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | W 24-6 | 12:30pm | ED 11:30am |
| Fri., 9/18 | V Competitive Cheerleading | Trinity Catholic | Away | 3:00 p.m. | 1:45pm | ED 1:30pm |
| Fri., 9/18 | V Field Hockey | Darien | Away - DARIEN STADIUM FIELD [Directions] | L 5-0 | d/o 1:45pm p/u 4:00pm | ED 1:30pm |
| Fri., 9/18 | JV Field Hockey | Darien | Away - DHS Varsity baseball field [Directions] | L 6-1 | 2:45pm, p/u 5:00pm | |
| Fri., 9/18 | V Girls Soccer | Trinity Catholic | Home - Loeffler Field - Staples HS [Directions] | W 1-0 | ||
| Fri., 9/18 | JV Girls Soccer | Trinity Catholic | Home - Wakeman Field E (grass) [Directions] | 3:00 p.m. | ||
| Mon., 9/21 | JV Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | 4:00 p.m. | 2:30pm | |
| Mon., 9/21 | V Boys Soccer | Darien | Away [Directions] | W 5-0 | d/o 2:30pm, p/u 5:15pm | |
| Mon., 9/21 | JV Boys Soccer | Darien | Away - MMS UPPER FIELD [Directions] | T 2-2 | d/o 2:30 pm, p/u 5:15pm | |
| Mon., 9/21 | FR Boys Soccer | Darien | Home - Wakeman Field B (turf) [Directions] | W 6-0 | ||
| Mon., 9/21 | V Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | W 1-0 | d/o 5:00pm, p/u 7:45pm | |
| Mon., 9/21 | JV Field Hockey | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 2-1 | 4:00pm | |
| Mon., 9/21 | FR Field Hockey | Ridgefield | Home - Ginny Parker Field - Staples [Directions] | W 1-0 | ||
| Mon., 9/21 | V Girls Volleyball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Mon., 9/21 | JV Girls Volleyball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Mon., 9/21 | FR Girls Volleyball | Darien | Away - DHS MAIN GYM [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Tue., 9/22 | V Boys Cross Country | Fairfield Ludlowe, Norwalk, Bridgeport Central | Away [Directions] | 4:00 p.m. | d/o 2:00pm ,p/u 6:00pm | ED 1:30pm |
| Tue., 9/22 | V Girls Cross Country | Fairfield Ludlowe, Norwalk, Bridgeport Central | Away [Directions] | 4:00 p.m. | d/o 2:00pm ,p/u 6:00pm | ED 1:30pm |
| Tue., 9/22 | V Girls Soccer | Trumbull | Away - Turf Field - McDougall Stadium [Directions] | L 0-2 | d/o 5:30pm, p/u 8:15pm | |
| Tue., 9/22 | JV Girls Soccer | Trumbull | Away - Varsity Grass Field [Directions] | 5:00 p.m. | 3:45pm | |
| Tue., 9/22 | FR Girls Soccer | Trumbull | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Wed., 9/23 | V Boys Soccer | Brien McMahon | Away [Directions] | W 2-0 | d/o 5:30 pm. p/u 8:15pm | |
| Wed., 9/23 | JV Boys Soccer | Brien McMahon | Away - Brien McMahon High School [Directions] | W 1-0 | 3:45pm | |
| Wed., 9/23 | V Girls Swimming and Diving | Wilton | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Wed., 9/23 | V Girls Volleyball | Bassick | Away [Directions] | W 3-0 | d/o 2:30pm, p/u 6:15pm | |
| Wed., 9/23 | JV Girls Volleyball | Bassick | Away [Directions] | 5:30 p.m. | 2:30pm | |
| Wed., 9/23 | FR Girls Volleyball | Trumbull | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Thu., 9/24 | SO Football | Darien | Away - Royle School Field [Directions] | Cancelled | d/o 2:45pm, p/u 5:30pm | |
| Thu., 9/24 | FR Football | Norwalk | Away - Testa Field, NHS [Directions] | 4:30 p.m. | d/o 3:30pm, p/u 5:30pm | |
| Thu., 9/24 | FR Girls Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:15pm | |
| Fri., 9/25 | V Boys Soccer | Danbury | Away [Directions] | W 2-1 | d/o 4:45pm, p/u 8:15pm | |
| Fri., 9/25 | JV Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | W 1-0 | d/o 3:45pm, p/u 6:45pm | |
| Fri., 9/25 | FR Boys Soccer | Danbury | Home - Wakeman Field E (grass) [Directions] | W 5-0 | ||
| Fri., 9/25 | V Boys Water Polo | Hopkins School | Away | 3:45 p.m. | 2:15pm, p/u 5:15pm | |
| Fri., 9/25 | V Field Hockey | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | T 1-1 | ||
| Fri., 9/25 | JV Field Hockey | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | L 3-1 | ||
| Fri., 9/25 | FR Field Hockey | Fairfield Ludlowe | Away [Directions] | T 0-0 | d/o 2:30pm, p/u 4:45pm | |
| Fri., 9/25 | V Girls Soccer | Fairfield Warde | Home - Loeffler Field - Staples HS [Directions] | T 1-1 | ||
| Fri., 9/25 | V Girls Volleyball | Darien | Away - DHS Main Gym [Directions] | L 0-3 | d/o 2:30pm, p/u 6:15pm | |
| Fri., 9/25 | JV Girls Volleyball | Darien | Away [Directions] | 5:30 p.m. | 2:30pm | |
| Fri., 9/25 | FR Girls Volleyball | Darien | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Sat., 9/26 | V Boys Cross Country | Bethel Invitational | Away | 9:30 a.m. | 7:30am | |
| Sat., 9/26 | V Football | Norwalk | Home - Staples Stadium [Directions] | W 42-6 | ||
| Sat., 9/26 | V Girls Cross Country | Bethel Invitational | Away | 9:30 a.m. | 7:30am | |
| Sat., 9/26 | JV Girls Swimming and Diving | Greenwich, New Canaan | Home - Staples HS Pool [Directions] | 11:00 a.m. | ||
| Tue., 9/29 | V Boys Cross Country | Wilton, Bassick, Westhill | Home - Staples Track/Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | JV Football | Norwalk | Home - Staples Stadium [Directions] | Cancelled | ||
| Tue., 9/29 | V Boys Soccer | Fairfield Ludlowe | Home - Loeffler Field - Staples HS [Directions] | W 4-0 | ||
| Tue., 9/29 | JV Boys Soccer | Fairfield Ludlowe | Home - Wakeman Field B (turf) [Directions] | W 5-0 | ||
| Tue., 9/29 | FR Boys Soccer | Fairfield Ludlowe | Away - Roger Ludlowe Middle School [Directions] | W 2-1 | d/o 2:30pm, p/u 5:30pm | |
| Tue., 9/29 | V Girls Cross Country | Wilton, Bassick, Westhill | Home - Staples Track/Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/29 | V Field Hockey | Greenwich | Away - GHS Field 3 [Directions] | L 3-0 | d/o 2:45pm, p/u 6:15pm | |
| Tue., 9/29 | JV Field Hockey | Greenwich | Away - GHS Field 3 [Directions] | W 1-0 | 2:45pm | |
| Wed., 9/30 | V Boys Water Polo | Choate Rosemary Hall | Away | Cancelled | 2:15pm | |
| Wed., 9/30 | FR Field Hockey | Greenwich | Home - Ginny Parker Field - Staples [Directions] | L 1-0 | ||
| Wed., 9/30 | V Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 0-2 | d/o 4:00pm, p/u 7:15pm | |
| Wed., 9/30 | JV Girls Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:15pm | |
| Wed., 9/30 | FR Girls Soccer | Ridgefield | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Wed., 9/30 | V Girls Volleyball | Wilton | Home - Staples H.S. Gym [Directions] | W 3-1 | ||
| Wed., 9/30 | JV Girls Volleyball | Wilton | Home - Staples H.S. Gym [Directions] | 5:45 p.m. | ||
| Wed., 9/30 | FR Girls Volleyball | Wilton | Away - Wilton Field House [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Thu., 10/1 | FR Football | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | d/o 3:00pm, p/u 5:30pm | |
| Thu., 10/1 | V Boys Soccer | Stamford | Away [Directions] | W 3-1 | d/o 2:30pm, p/u 5:15pm | |
| Thu., 10/1 | JV Boys Soccer | Stamford | Away - Rippowam Field [Directions] | W 1-0 | d/o 2:30pm, p/u 5:15pm | |
| Thu., 10/1 | FR Boys Soccer | Stamford | Home - Wakeman Field B (turf) [Directions] | W 3-0 | ||
| Fri., 10/2 | V Boys Water Polo | Horace Mann (NY) | Away | 4:00 p.m. | 2:30pm | Trinity School |
| Fri., 10/2 | V Field Hockey | New Canaan | Home - Ginny Parker Field - Staples [Directions] | L 2-0 | ||
| Fri., 10/2 | JV Field Hockey | New Canaan | Home - Ginny Parker Field - Staples [Directions] | L 3-2 | ||
| Fri., 10/2 | FR Field Hockey | New Canaan | Away - NCHS Track Field [Directions] | L 0-2 | d/o 2:30pm, p/u 4:45pm | |
| Fri., 10/2 | FR Girls Soccer | Darien | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | V Girls Swimming and Diving | St. Joseph | Home [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | V Girls Volleyball | Trumbull | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Fri., 10/2 | JV Girls Volleyball | Trumbull | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Fri., 10/2 | FR Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Sat., 10/3 | V Boys Cross Country | Wilton Invitational | Away | Cancelled | ||
| Sat., 10/3 | V Football | Ridgefield | Home - Staples Stadium [Directions] | W 30-0 | ||
| Sat., 10/3 | V Boys Water Polo | Knights Water Polo | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Sat., 10/3 | V Girls Cross Country | Wilton Invitational (tentative) | Away | Cancelled | ||
| Sat., 10/3 | V Field Hockey | Westhill | Home - Ginny Parker Field - Staples [Directions] | L 1-0 | ||
| Sat., 10/3 | JV Field Hockey | Westhill | Home - Ginny Parker Field - Staples [Directions] | W 2-0 | ||
| Sat., 10/3 | V Girls Soccer | Westhill | Away - Westhill Front Field [Directions] | L 0-2 | d/o 9:30am, p/u 12:15pm | |
| Sat., 10/3 | JV Girls Soccer | Westhill | Away - Westhill Baseball Field [Directions] | 11:00 a.m. | 9:30am | |
| Mon., 10/5 | JV Football | Ridgefield | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Mon., 10/5 | V Field Hockey | Danbury | Home - Ginny Parker Field - Staples [Directions] | W 2-0 | ||
| Mon., 10/5 | JV Field Hockey | Danbury | Home - Ginny Parker Field - Staples [Directions] | W 2-1 | ||
| Mon., 10/5 | FR Field Hockey | Danbury | Away - Danbury High School Grass Field [Directions] | T 1-1 | d/o 2:30pm, p/u 4:45pm | |
| Mon., 10/5 | V Girls Soccer | Fairfield Ludlowe | Home - Loeffler Field - Staples HS [Directions] | W 3-1 | ||
| Mon., 10/5 | JV Girls Soccer | Fairfield Ludlowe | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Mon., 10/5 | FR Girls Soccer | Fairfield Ludlowe | Away - South Pine Creek Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:15pm | |
| Mon., 10/5 | V Girls Swimming and Diving | Fairfield Ludlowe | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Mon., 10/5 | V Girls Volleyball | Trinity Catholic | Away - Walsh Court | W 3-2 | d/o 2:30pm, p/u 6:15pm | |
| Mon., 10/5 | JV Girls Volleyball | Trinity Catholic | Away - Walsh Court | 4:00 p.m. | 2:30pm | |
| Tue., 10/6 | V Boys Cross Country | New Canaan, Brien McMahon, Trumbull, Darien | Away - Waveny Park [Directions] | 4:00 p.m. | d/o 2:00pm, p/u 6:00pm | ED 1:30pm |
| Tue., 10/6 | V Boys Soccer | Norwalk | Away [Directions] | W 2-1 | d/o 6:20pm, p/u 8:45pm | |
| Tue., 10/6 | JV Boys Soccer | Norwalk | Away - Nathan Hale Middle School [Directions] | W 3-2 | 2:30pm | |
| Tue., 10/6 | FR Boys Soccer | Norwalk | Home - Wakeman Field B (turf) [Directions] | W 2-0 | ||
| Tue., 10/6 | V Girls Cross Country | Trumbull, New Canaan, Brien McMahon, Darien | Away - Waveny Park [Directions] | 4:00 p.m. | d/o 2:00pm, p/u 6:00pm | ED 1:30pm |
| Wed., 10/7 | SO Football | Trumbull | Away - Turf Field - McDougall Stadium [Directions] | 6:00 p.m. | d/o 4:30, p/u 7:30pm | |
| Wed., 10/7 | V Field Hockey | Brien McMahon | Away - Brien McMahon High School [Directions] | OT-L 2-1 | d/o 4:30pm, p/u 6:45pm | |
| Wed., 10/7 | FR Field Hockey | Stamford | Home - Ginny Parker Field - Staples [Directions] | W 2-0 | ||
| Wed., 10/7 | V Girls Soccer | Wilton | Away - Lilly Field - Turf Field [Directions] | L 2-3 | d/o 2:30pm, p/u 5:15pm | |
| Wed., 10/7 | JV Girls Soccer | Wilton | Away - Allen's Meadows [Directions] | 4:00 p.m. | 2:30pm | |
| Wed., 10/7 | FR Girls Soccer | Fairfield Ludlowe | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Wed., 10/7 | V Girls Volleyball | Stamford | Away - Stamford High School [Directions] | W 3-2 | d/o 2:30pm, p/u 6:15pm | |
| Wed., 10/7 | JV Girls Volleyball | Stamford | Away - Stamford High School [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/8 | FR Football | Westhill | Home - Wakeman Field C [Directions] | 3:45 p.m. | ||
| Thu., 10/8 | V Boys Water Polo | Brunswick HS @ Greenwich YMCA | Away | 5:30 p.m. | 4:00pm | |
| Fri., 10/9 | V Field Hockey | Stamford | Home - Ginny Parker Field - Staples [Directions] | W 3-0 | ||
| Fri., 10/9 | JV Field Hockey | Stamford | Home - Ginny Parker Field - Staples [Directions] | W 4-0 | ||
| Fri., 10/9 | V Girls Soccer | Stamford | Home - Wakeman Field B (turf) [Directions] | W 3-1 | ||
| Fri., 10/9 | JV Girls Soccer | Stamford | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Fri., 10/9 | V Girls Swimming and Diving | New Canaan | Away - New Canaan YMCA [Directions] | 3:00 p.m. | 1:30pm | ED 1:15pm |
| Fri., 10/9 | V Girls Volleyball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | L 1-3 | ||
| Fri., 10/9 | JV Girls Volleyball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Fri., 10/9 | FR Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Sat., 10/10 | V Boys Cross Country | Wickham Park Invitational | Away | 9:40 a.m. | 7:00am | |
| Sat., 10/10 | V Football | Westhill | Away - Westhill Football Field [Directions] | W 48-7 | 11:30am | |
| Sat., 10/10 | V Boys Soccer | Brookfield | Away - BHS Stadium Field [Directions] | L 3-1 | d/o 3:30pm, p/u 7:15pm | |
| Sat., 10/10 | V Boys Water Polo | TBA | Home [Directions] | 4:00 p.m. | ||
| Sat., 10/10 | V Competitive Cheerleading | Westhill | Away [Directions] | 2:00 p.m. | 12:30pm | |
| Sat., 10/10 | V Girls Cross Country | Wickham Park Invitational | Away | 9:40 a.m. | 7:00am | |
| Sat., 10/10 | JV Girls Swimming and Diving | Darien, Ridgefield | Home - Staples HS Pool [Directions] | 11:00 a.m. | ||
| Mon., 10/12 | JV Football | Westhill | Away - Westhill Football Field [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 10/12 | V Boys Soccer | New Canaan | Home - Loeffler Field - Staples HS [Directions] | W 3-0 | ||
| Mon., 10/12 | JV Boys Soccer | New Canaan | Home - Wakeman Field B (turf) [Directions] | W 5-0 | ||
| Mon., 10/12 | FR Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | W 2-1 | d/o 2:30pm, p/u 5:15pm | |
| Mon., 10/12 | V Boys Water Polo | TBA | Home [Directions] | 4:30 p.m. | ||
| Mon., 10/12 | FR Girls Soccer | Newtown | Away - Treadwell Town Park [Directions] | 3:45 p.m. | d/o 2:30, p/u 4:45pm | |
| Mon., 10/12 | V Girls Swimming and Diving | Fairfield Warde | Away - Fairfield University- Rec Plex Pool [Directions] | 3:30 p.m. | 2:00pm | ED 1:45pm |
| Tue., 10/13 | V Boys Cross Country | Danbury, Ridgefield, Stamford | Home - Staples Track/Stadium [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | V Girls Cross Country | Danbury, Ridgefield, Stamford | Home - Staples Track/Stadium [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | V Girls Soccer | Darien | Home - Loeffler Field - Staples HS [Directions] | W 3-2 | ||
| Tue., 10/13 | JV Girls Soccer | Darien | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | FR Girls Soccer | Darien | Away [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:15pm | |
| Tue., 10/13 | V Girls Volleyball | St. Joseph | Home - Staples H.S. Gym [Directions] | W 3-1 | ||
| Tue., 10/13 | JV Girls Volleyball | St. Joseph | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | FR Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Wed., 10/14 | V Boys Soccer | Wilton | Home - Loeffler Field - Staples HS [Directions] | W 3-0 | ||
| Wed., 10/14 | JV Boys Soccer | Wilton | Home - Wakeman Field B (turf) [Directions] | W 4-0 | ||
| Wed., 10/14 | FR Boys Soccer | Wilton | Away - Allen's Meadows [Directions] | W 3-1 | d/o 2:30pm, p/u 5:15pm | |
| Wed., 10/14 | V Boys Water Polo | Greenwich YMCA | Home [Directions] | TBA | ||
| Wed., 10/14 | V Girls Swimming and Diving | Danbury | Away - O'Neil Center @ Western Conn. St. Univesity [Directions] | 5:30 p.m. | 3:30pm | |
| Wed., 10/14 | JV Girls Swimming and Diving | Greenwich | Home - Staples HS Pool [Directions] | 3:30 p.m. | ||
| Wed., 10/14 | V Girls Volleyball | Norwalk | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Wed., 10/14 | JV Girls Volleyball | Norwalk | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Wed., 10/14 | FR Girls Volleyball | Greenwich | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Fri., 10/16 | FR Football | Brien McMahon | Away - Brien McMahon High School [Directions] | 6:30 p.m. | d/o 5:00pm. p/u 8:00pm | |
| Fri., 10/16 | V Boys Soccer | Ridgefield | Away [Directions] | W 2-0 | d/o 3:45pm, p/u 7:15pm | |
| Fri., 10/16 | JV Boys Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | W 3-0 | d/o 2:10pm, p/u 5:15pm | ED 1:55 |
| Fri., 10/16 | FR Boys Soccer | Ridgefield | Home - Wakeman Field B (turf) [Directions] | W 1-0 | ||
| Fri., 10/16 | V Girls Swimming and Diving | Greenwich | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/16 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | W 3-2 | d/o 2:15pm, p/u 6:15pm | ED 2:00pm |
| Fri., 10/16 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Fri., 10/16 | FR Girls Volleyball | Bridgeport Central | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Sat., 10/17 | V Football | Brien McMahon | Home - Staples Stadium [Directions] | W 45-0 | ||
| Sat., 10/17 | V Boys Water Polo | Hudson Valley | Home [Directions] | 4:00 p.m. | ||
| Sat., 10/17 | V Field Hockey | Westhill | Away - Westhill Football Field [Directions] | W 1-0 | d/o 12:30pm | |
| Sat., 10/17 | JV Field Hockey | Westhill | Away - Westhill Football Field [Directions] | Cancelled | d/o 2:00, p/u 4:15pm | |
| Sat., 10/17 | FR Field Hockey | Westhill | Home - Ginny Parker Field - Staples [Directions] | W 1-0 | ||
| Mon., 10/19 | JV Football | Brien McMahon | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Mon., 10/19 | V Girls Soccer | New Canaan | Home - Loeffler Field - Staples HS [Directions] | L 1-2 | ||
| Mon., 10/19 | JV Girls Soccer | New Canaan | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Mon., 10/19 | FR Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:15pm | |
| Mon., 10/19 | V Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | W 3-0 | d/o 2:30pm, p/u 6:15pm | |
| Mon., 10/19 | JV Girls Volleyball | New Canaan | Away - NCHS Gymnasium [Directions] | 4:00 p.m. | 2:30pm | |
| Mon., 10/19 | FR Girls Volleyball | New Canaan | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Tue., 10/20 | V Boys Soccer | Greenwich | Away [Directions] | W 3-0 | d/o 2:10 pm, p/u 5:15pm | ED 1:55pm |
| Tue., 10/20 | JV Boys Soccer | Greenwich | Away - GHS Field 3 [Directions] | W 3-1 | d/o 2:10pm, p/u 5:15pm | ED 1:55pm |
| Tue., 10/20 | FR Boys Soccer | Greenwich | Home - Wakeman Field B (turf) [Directions] | W 3-1 | ||
| Tue., 10/20 | V Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | L 3-0 | 2:45pm | |
| Tue., 10/20 | JV Field Hockey | Wilton | Away - Fujitani Field - Turf [Directions] | T 0-0 | d/o 4:00pm, p/u 6:30pm | |
| Tue., 10/20 | FR Field Hockey | Wilton | Home - Ginny Parker Field - Staples [Directions] | L 2-1 | ||
| Wed., 10/21 | SO Football | Westhill | Home - PJ Romano Field - Saugatuck Elem School [Directions] | Cancelled | d/o 2:00pm, p/u 4:45pm | ED 1:45pm |
| Wed., 10/21 | FR Boys Soccer | Westhill | Away - Rippowam Middle School [Directions] | Cancelled | d/o 2:30pm, p/u 5:15pm | |
| Wed., 10/21 | V Field Hockey | Norwalk | Home - Ginny Parker Field - Staples [Directions] | L 2-1 | ||
| Wed., 10/21 | JV Field Hockey | Norwalk | Home - Ginny Parker Field - Staples [Directions] | W 2-0 | ||
| Wed., 10/21 | FR Field Hockey | Norwalk | Away - NHS Grass Field [Directions] | W 2-1 | d/o 2:30pm, p/u 4:45pm | |
| Wed., 10/21 | V Girls Soccer | Brien McMahon | Away - Brien McMahon High School [Directions] | W 3-2 | d/o 5:30pm, p/u 8:15pm | |
| Wed., 10/21 | JV Girls Soccer | Brien McMahon | Away - Brien McMahon High School [Directions] | 5:00 p.m. | 3:30pm | |
| Wed., 10/21 | FR Girls Soccer | Trumbull | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Wed., 10/21 | V Girls Swimming and Diving | Ridgefield | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/21 | V Girls Volleyball | Harding | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Wed., 10/21 | JV Girls Volleyball | Harding | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Wed., 10/21 | FR Girls Volleyball | Stamford | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Thu., 10/22 | V Boys Cross Country | FCIAC Championships @ Waveny Park | Away | 2:30 p.m. | 12:15pm | ED 11:45am |
| Thu., 10/22 | FR Football | Harding | Home - Wakeman Field C [Directions] | Cancelled | ||
| Thu., 10/22 | V Boys Soccer | St. Joseph | Home - Loeffler Field - Staples HS [Directions] | W 9-0 | ||
| Thu., 10/22 | JV Boys Soccer | St. Joseph | Home - Wakeman Field B (turf) [Directions] | W 10-0 | ||
| Thu., 10/22 | V Girls Cross Country | FCIAC Championships @ Waveny Park | Away | 2:30 p.m. | 12:15pm | ED 11:45am |
| Fri., 10/23 | V Field Hockey | Trumbull | Home - Ginny Parker Field - Staples [Directions] | W 2-1 | ||
| Fri., 10/23 | JV Field Hockey | Trumbull | Home - Ginny Parker Field - Staples [Directions] | W 2-1 | ||
| Fri., 10/23 | FR Field Hockey | Trumbull | Away - Varsity Grass Field [Directions] | W 2-1 | d/o 2:30pm, p/u 4:45pm | |
| Fri., 10/23 | V Girls Soccer | St. Joseph | Home - Loeffler Field - Staples HS [Directions] | W 1-0 | ||
| Fri., 10/23 | JV Girls Soccer | St. Joseph | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Fri., 10/23 | V Girls Volleyball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Fri., 10/23 | JV Girls Volleyball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Fri., 10/23 | FR Girls Volleyball | Fairfield Warde | Away - Faifield Warde Large Gym [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Sat., 10/24 | V Football | Harding | Away - Hedges Stadium [Directions] | W 40-0 | 11:00am | |
| Sat., 10/24 | V Boys Water Polo | Canterbury | Away | 2:00 p.m. | 12:00pm | |
| Sat., 10/24 | V Competitive Cheerleading | Harding | Away [Directions] | 1:30 p.m. | 12:15pm | |
| Mon., 10/26 | JV Football | Darien | Home - PJ Romano Field - Saugatuck Elem School [Directions] | 3:30 p.m. | d/o 2:30, p/u 5:00 | |
| Mon., 10/26 | JV Football | Harding | Away - Harding-Hedges Field-Bridgeport [Directions] | Cancelled | 2:30pm | |
| Mon., 10/26 | V Boys Soccer | Fairfield Warde | Home - Loeffler Field - Staples HS [Directions] | W 3-0 | ||
| Mon., 10/26 | JV Boys Soccer | Fairfield Warde | Home - Wakeman Field B (turf) [Directions] | W 1-0 | ||
| Mon., 10/26 | V Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | L 0-3 | d/o 2:30pm, p/u 6:15pm | |
| Mon., 10/26 | JV Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 5:30 p.m. | 2:30pm | |
| Mon., 10/26 | FR Girls Volleyball | Greenwich | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Tue., 10/27 | V Boys Cross Country | Bethel JV Invitational | Away | 4:00 p.m. | 2:15pm | ED 1:45pm |
| Tue., 10/27 | V Girls Cross Country | Bethel JV Invitational | Away | 4:00 p.m. | 2:15pm | ED 1:45pm |
| Tue., 10/27 | V Field Hockey | Darien | Home [Directions] | L 6-0 | ||
| Tue., 10/27 | JV Field Hockey | Darien | Home [Directions] | L 3-0 | ||
| Tue., 10/27 | FR Field Hockey | Darien | Away [Directions] | L 4-0 | d/o 2:30pm, p/u 4:45pm | |
| Tue., 10/27 | V Girls Soccer | Danbury | Away - Danbury High School Stadium [Directions] | W 2-0 | d/o 2:00pm, p/u 5:15pm | ED 1:45pm |
| Tue., 10/27 | JV Girls Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 4:00 p.m. | 2:00pm | ED 1:45pm |
| Tue., 10/27 | FR Girls Soccer | Danbury | Home - Wakeman Field E (grass) [Directions] | 4:00 p.m. | ||
| Wed., 10/28 | V Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | L 2-0 | d/o 4:15pm, p/u 7:15pm | |
| Wed., 10/28 | JV Boys Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | W 3-1 | 2:30pm | |
| Wed., 10/28 | FR Boys Soccer | Bridgeport Central | Home - Wakeman Field B (turf) [Directions] | Cancelled | ||
| Wed., 10/28 | V Girls Swimming and Diving | Darien | Home [Directions] | 4:00 p.m. | ||
| Thu., 10/29 | V Boys Cross Country | Fairfield Prep Freshmen Invitational | Away | 3:45 p.m. | 2:15pm | ED 1:45pm |
| Thu., 10/29 | FR Football | Fairfield Ludlowe | Home - Wakeman Field C [Directions] | 3:45 p.m. | ||
| Thu., 10/29 | V Girls Cross Country | Fairfield Prep Freshmen Invitational | Away | 3:45 p.m. | 2:15pm | ED 1:45pm |
| Thu., 10/29 | V Girls Soccer | Greenwich | Home - Loeffler Field - Staples HS [Directions] | L 0-2 | ||
| Thu., 10/29 | JV Girls Soccer | Greenwich | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Fri., 10/30 | V Football | Fairfield Ludlowe | Away - Taft Field [Directions] | W 38-0 | 4:30pm | |
| Fri., 10/30 | V Boys Soccer | Westhill | Home - Loeffler Field - Staples HS [Directions] | W 5-0 | ||
| Fri., 10/30 | FR Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | Cancelled | d/o 2:30pm, p/u 5:15pm | |
| Fri., 10/30 | V Competitive Cheerleading | Fairfield Ludlowe | Away [Directions] | 7:00 p.m. | 5:45pm | |
| Fri., 10/30 | V Field Hockey | Darien | Away - DHS Stadium Field [Directions] | L 6-0 | 1:30pm | ED 1:15pm |
| Fri., 10/30 | JV Girls Soccer | Fairfield Warde | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Fri., 10/30 | FR Girls Soccer | Greenwich | Away - Cardinal Stadium [Directions] | 3:30 p.m. | d/o 2:00pm, p/u 4:45pm | ED 1:45pm |
| Fri., 10/30 | V Girls Swimming and Diving | East Lyme | Home - Staples HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/30 | JV Girls Swimming and Diving | Pomperaug | Away [Directions] | 6:00 p.m. | 4:00pm | |
| Fri., 10/30 | V Girls Volleyball | Westhill | Away - Westhill Gymnasium [Directions] | W 3-1 | d/o 2:30pm, p/u 6:15pm | |
| Fri., 10/30 | JV Girls Volleyball | Westhill | Away - Westhill Gymnasium [Directions] | 5:30 p.m. | 2:30pm | |
| Fri., 10/30 | FR Girls Volleyball | Westhill | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Sat., 10/31 | V Boys Cross Country | CIAC Class LL Championship @ Wickham Park | Away | 3:05 p.m. | 11:00am | |
| Sat., 10/31 | SO Football | Greenwich | Away [Directions] | 10:00 a.m. | d/o 8:30, p/u 11:30 | |
| Sat., 10/31 | V Boys Water Polo | Greenwich YMCA | Away | 12:00 p.m. | d/o 10:30am, p/u 6:30pm | |
| Sat., 10/31 | V Girls Cross Country | CIAC Class LL Championship @ Wickham Park | Away | 3:05 p.m. | 11:00am | |
| Sat., 10/31 | V Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 2-3 | d/o 9:30am, p/u 12:30pm | |
| Sat., 10/31 | JV Girls Volleyball | Fairfield Warde JV Volleyball Tournament | Away | 9:00 a.m. | d/o 8:00, p/u 1:30pm | |
| Sun., 11/1 | V Boys Water Polo | Greenwich YMCA | Away | 10:10 a.m. | d/o 8:45am, p/u 1:30pm | |
| Mon., 11/2 | JV Football | Fairfield Ludlowe | Home - Staples H.S. [Directions] | 3:30 p.m. | ||
| Mon., 11/2 | V Boys Soccer | Greenwich | Away [Directions] | W 1-0 | d/o 3:15, p/u 6:00pm | |
| Mon., 11/2 | FR Girls Soccer | Masuk | Away - Great Hollow Lake Fields at Wolfe Park [Directions] | 3:30 p.m. | d/o 2:30, p/u 5:00pm | |
| Mon., 11/2 | Unified Sports Soccer | Unified Soccer Tournament | Home - Staples Field House [Directions] | 3:00 p.m. | ||
| Tue., 11/3 | V Girls Volleyball | FCIAC Quarter Finals vs. Ridgefield | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 11/4 | SO Football | New Canaan | Home - PJ Romano Field - Saugatuck Elem School [Directions] | 3:00 p.m. | d/o 2:00pm, p/u 4:45pm | ED 1:45pm |
| Wed., 11/4 | V Boys Soccer | Ridgefield | Away [Directions] | W 4-1 | d/o 5:15, p/u 8:00 | |
| Wed., 11/4 | V Field Hockey | Weston (Scrim.) | Away [Directions] | W 2-0 | 2:45pm | |
| Wed., 11/4 | V Girls Swimming and Diving | FCIAC Trials | Away | 4:00 p.m. | d/o 1:30, p/u 7:00pm | ED 1:15pm |
| Thu., 11/5 | FR Football | Wilton | Away - Fujitani Field- Turf [Directions] | 4:00 p.m. | d/o 3:00pm, p/u 5:00pm | |
| Thu., 11/5 | JV Girls Swimming and Diving | FCIAC JV Championship | Away [Directions] | 4:15 p.m. | d/o 2:30, p/u 7:30 | ED 2:00pm |
| Thu., 11/5 | V Girls Volleyball | FCIAC Semi Finals vs. Darien | Away | 7:00 p.m. | d/o 5:00, p/u 8:00pm | |
| Fri., 11/6 | V Boys Cross Country | CIAC Open Championship @ Wickham Park | Away | 2:00 p.m. | 11:00am | ED 10:30am |
| Fri., 11/6 | V Girls Cross Country | CIAC Open Championship @ Wickham Park | Away | 2:00 p.m. | 11:00am | ED 10:30am |
| Sat., 11/7 | V Football | Wilton | Home - Staples Stadium [Directions] | W 37-6 | ||
| Sat., 11/7 | V Girls Swimming and Diving | FCIAC Finals @ Greenwich HS | Away | 4:00 p.m. | d/o 1:15pm, p/u 6:00pm | |
| Mon., 11/9 | JV Football | Wilton | Home - Staples Stadium [Directions] | 4:00 p.m. | ||
| Mon., 11/9 | V Field Hockey | Fairfield Ludlowe | Away - Taft Field [Directions] | W 2-1 | d/o 2:30pm, p/u 5:00pm | |
| Mon., 11/9 | V Girls Soccer | Manchester | Away - MEMORIAL FIELD AT MHS [Directions] | W 3-0 | 11:30am | ED 11:15am |
| Tue., 11/10 | V Boys Soccer | Conard | Home [Directions] | W 4-1 | ED 12:30pm | |
| Wed., 11/11 | V Field Hockey | CIAC CLass L Quarter Final vs. New Milford | Away | 2:00 p.m. | 12:00 | ED 11:45am |
| Wed., 11/11 | V Girls Soccer | CIAC Class LL Second Round vs. Glastonbury | Away | 2:00 p.m. | 11:30 | ED 11:15am |
| Thu., 11/12 | FR Football | Trumbull | Home - PJ Romano Field - Saugatuck Elem School [Directions] | 3:00 p.m. | 2:00pm | ED 1:45pm |
| Thu., 11/12 | V Boys Soccer | Newtown | Home [Directions] | W 3-2 | ED 12:30pm | |
| Thu., 11/12 | V Girls Volleyball | CIAC Second Round vs. Glastonbury | Home [Directions] | 5:00 p.m. | ||
| Fri., 11/13 | V Football | Trumbull | Away - Turf Field - McDougall Stadium [Directions] | W 34-0 | 4:30pm | |
| Fri., 11/13 | V Competitive Cheerleading | Trumbull | Away [Directions] | 7:00 p.m. | 5:30pm | |
| Sat., 11/14 | V Boys Cross Country | New England Championship @ Wickham Park | Away | 11:00 a.m. | 7:30am | |
| Sat., 11/14 | V Boys Water Polo | Hopkins Tournament | Away | TBA | TBA | |
| Sat., 11/14 | V Girls Cross Country | New England Championship @ Wickham Park | Away | 11:00 a.m. | 7:30am | |
| Sat., 11/14 | V Girls Swimming and Diving | CIAC Class LL Qualifying | Away - Yale [Directions] | 2:00 p.m. | d/o 9:30, p/u 4:00pm | |
| Sat., 11/14 | V Girls Volleyball | CIAC Class L Quarterfinal vs. Greenwich | Away | 11:00 a.m. | 9:00am | |
| Mon., 11/16 | V Boys Soccer | Amity | Away [Directions] | W 3-0 | d/o 10:45, p/u 3:00pm | |
| Mon., 11/16 | V Girls Swimming and Diving | CIAC Class LL Diving Trials/Finals | Away - Hamden HS [Directions] | 5:30 p.m. | ED 1:45pm | |
| Wed., 11/18 | V Boys Soccer | Glastonbury | Away [Directions] | W 3-2 | 4:15 | |
| Wed., 11/18 | V Girls Swimming and Diving | CIAC Class LL Finals | Away - SCSU [Directions] | 6:00 p.m. | d/o 3:30, p/u 8:00 | |
| Thu., 11/19 | FR Football | Greenwich | Away - Cardinal Stadium [Directions] | 3:00 p.m. | d/o 1:45pm, p/u 4:15pm | |
| Thu., 11/19 | V Girls Volleyball | CIAC Class LL Semifinal vs. Fairfield Ludlowe @ Fairfield Warde | Away [Directions] | 7:00 p.m. | d/o 5:30, p/u 8:00 | |
| Fri., 11/20 | V Football | Bridgeport Central | Away [Directions] | 7:30 p.m. | 4:30, p/u 9:00pm | |
| Fri., 11/20 | V Girls Swimming and Diving | CIAC Open Diving | Away - Hamden HS [Directions] | 6:00 p.m. | ||
| Sat., 11/21 | JV Football | Greenwich | Home - PJ Romano Field - Saugatuck Elem School [Directions] | 10:00 a.m. | ||
| Sat., 11/21 | V Boys Soccer | New Milford | Away [Directions] | W 4-0 | Yes | |
| Sat., 11/21 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 12:00 p.m. | d/o 8:45am, p/u 3:30pm | |
| Thu., 11/26 | V Football | Greenwich | Home - Staples Stadium [Directions] | W 30-28 | ||
| Sun., 11/29 | V Girls Basketball | Kolbe Cathedral (Scrim.) | Home - Staples H.S. Gym [Directions] | 1:00 p.m. | ||
| Mon., 11/30 | V Boys Ice Hockey | SHS Alumni Scrimmage | Home [Directions] | 7:00 p.m. | ||
| Tue., 12/1 | V Football | Class LL Semi-finals vs. Xavier at Wilton HS | Home [Directions] | 6:30 p.m. | Yes | |
| Wed., 12/2 | V Boys Ice Hockey | King and Low-Heywood Thomas (Scrim.) | Away | W 8-5 | d/o 3:00, p/u 5:30pm | |
| Wed., 12/2 | V Girls Basketball | Hillhouse (Scrim.) | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/3 | V Girls Basketball | Masuk (Scrim.) | Home - Staples H.S. Gym [Directions] | 5:00 p.m. | ||
| Fri., 12/4 | V Boys Basketball | Bunnell (Scrim.) | Away - Bunnell [Directions] | 5:30 p.m. | d/o 4:00pm, p/u 6:30pm | |
| Sat., 12/5 | V Boys Ice Hockey | Sheehan (Scrim.) | Away - Choate Rosemary Hall [Directions] | L 0-2 | 5:00pm | |
| Sat., 12/5 | V Girls Ice Hockey | Jamboree | Away | 7:00 p.m. | d/o 5:30, p/u 9:00pm | |
| Wed., 12/9 | V Boys Basketball | Foran (Scrim.) | Away - Foran High School [Directions] | 3:30 p.m. | d/o 4:00pm, p/u 8:00pm | |
| Fri., 12/11 | V Boys Basketball | Platt Tech (Scrim.) | Away [Directions] | 6:00 p.m. | d/o 4:30, p/u 7:00 | |
| Fri., 12/11 | JV Boys Ice Hockey | Mamaroneck (NY) (Scrim.) | Home - The Rinks at Shelton [Directions] | 3:45 p.m. | ||
| Fri., 12/11 | V Boys Indoor Track | Blue and White Event Trial | Home [Directions] | 2:45 p.m. | ||
| Fri., 12/11 | V Girls Basketball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | W 58-48 | ||
| Fri., 12/11 | JV Girls Basketball | Trinity Catholic | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/11 | FR Girls Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Sat., 12/12 | V Boys Ice Hockey | Jamboree | Home - The Rinks at Shelton [Directions] | 6:30 p.m. | d/o 5:00pm, p/u 9:00pm | |
| Sat., 12/12 | V Boys Indoor Track | Blue and White Event Trial | Home [Directions] | 9:00 a.m. | ||
| Sat., 12/12 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - The Rinks at Shelton [Directions] | 5:45 p.m. | d/o 4:15pm, p/u 7:00pm | |
| Mon., 12/14 | V Boys Basketball | Basketball Hall of Fame, Springfield, MA | Away | 4:00 p.m. | 1:25pm | ED 1:20pm |
| Mon., 12/14 | V Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | L 47-54 | d/o 3:45pm, p/u 8:15pm | |
| Mon., 12/14 | JV Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | Yes | |
| Mon., 12/14 | FR Girls Basketball | Ridgefield | Away - East Ridge Middle School [Directions] | 3:45 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Tue., 12/15 | JV Boys Ice Hockey | Mamaroneck (NY) (Scrim.) | Away | 8:20 p.m. | ||
| Wed., 12/16 | V Boys Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | W Forfeit | ||
| Wed., 12/16 | JV Boys Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Wed., 12/16 | FR Boys Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Wed., 12/16 | V Boys Swimming and Diving | Ridgefield | Away - Pool at Barlow Mountain School [Directions] | 3:45 p.m. | d/o 2:00pm, p/u 5:00pm | ED 1:45pm |
| Wed., 12/16 | V Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 53-51 | d/o 3:00pm, p/u 6:30pm | |
| Wed., 12/16 | JV Girls Basketball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 4:00 p.m. | Yes | |
| Wed., 12/16 | V Girls Ice Hockey | New Canaan | Home - The Rinks at Shelton [Directions] | 5:00 p.m. | d/o 3:30, p/u 6:15pm | |
| Thu., 12/17 | V Boys Ice Hockey | St. Joseph | Home - The Rinks at Shelton [Directions] | L 0-9 | d/o 6:30pm, p/u 9:00pm | |
| Fri., 12/18 | V Boys Swimming and Diving | Greenwich | Away - GHS Pool [Directions] | 3:00 p.m. | d/o 1:30pm, p/u 4:00pm | ED 1:15pm |
| Fri., 12/18 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away [Directions] | 3:30 p.m. | Yes | |
| Sat., 12/19 | V Boys Basketball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | L 42 53 | ||
| Sat., 12/19 | JV Boys Basketball | Fairfield Warde | Home - Staples H.S. Gym [Directions] | 10:00 a.m. | ||
| Sat., 12/19 | V Boys Indoor Track | Stamford, Fairfield Warde, Ridgefield, Harding, Norwalk | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 12/19 | V Wrestling | Ludlowe Holiday Tournament | Away | 10:00 a.m. | d/o 7:00am, p/u | |
| Sat., 12/19 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS Large Gym [Directions] | W 47-38 | d/o 10:30am, p/u 1:00:00pm | |
| Sat., 12/19 | JV Girls Basketball | Fairfield Warde | Away - Fairfield Warde HS Large Gym [Directions] | 10:00 a.m. | 9:00 am | |
| Sat., 12/19 | V Girls Indoor Track | Stamford, Fairfield Warde, Ridgefield, Harding, Norwalk | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Mon., 12/21 | V Boys Ice Hockey | Lyman Hall | Home - The Rinks at Shelton [Directions] | L 3-8 | d/o 7:00pm, p/u 9:30pm | |
| Mon., 12/21 | V Boys Swimming and Diving | New Canaan | Away - New Canaan YMCA [Directions] | 3:00 p.m. | d/o 1:30pm, p/u 4:15pm | ED 1:15pm |
| Tue., 12/22 | V Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | L 40 41 | d/o 4:00pm, p/u 8:00pm | |
| Tue., 12/22 | JV Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:15 p.m. | 4:00pm | |
| Tue., 12/22 | FR Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 3:45 p.m. | d/o 2:30pm | |
| Tue., 12/22 | V Girls Basketball | Brien McMahon | Home - Staples H.S. Gym [Directions] | W 64-55 | ||
| Tue., 12/22 | JV Girls Basketball | Brien McMahon | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/22 | V Girls Gymnastics | Weston | Home - Weston Middle School [Directions] | Darien 135.9, Staples 116.9, Weston 71.8 | d/o 2:25 only | |
| Wed., 12/23 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft-Mays Rink [Directions] | L 3-7 | d/o 4:45pm, p/u 8:00pm | |
| Wed., 12/23 | V Wrestling | Wilton | Away - Wilton High School Field House [Directions] | 3:30 p.m. | d/o 2:00pm, p/u 4:00 | |
| Wed., 12/23 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - The Rinks at Shelton [Directions] | 3:30 p.m. | d/o 2:00, p/u 4:45pm | |
| Sat., 12/26 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena [Directions] | W 4-2 | d/o 1:20pm, p/u 4:30pm | |
| Sat., 12/26 | V Boys Indoor Track | Trumbull,Bassick, St. Joe's, Ludlowe, Westhill | Home - Staples Field House [Directions] | 12:00 p.m. | ||
| Mon., 12/28 | V Boys Basketball | Weston | Home - Staples H.S. Gym [Directions] | W 60-50 | ||
| Mon., 12/28 | JV Boys Basketball | Weston | Away [Directions] | 11:00 a.m. | 9:15am | |
| Mon., 12/28 | V Girls Basketball | St. Joseph | Away [Directions] | L 34-45 | 4:30pm | |
| Mon., 12/28 | JV Girls Basketball | JV Tournament | Away | 1:30 p.m. | 12:00pm | |
| Tue., 12/29 | V Boys Indoor Track | Hillhouse Winter Relays | Away | 10:00 a.m. | Yes | |
| Tue., 12/29 | V Wrestling | Norwalk, Darien, Trumbull | Away [Directions] | Cancelled | d/o 8:30am, p/u 12:00pm | |
| Wed., 12/30 | V Boys Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | L 47- 50 | ||
| Wed., 12/30 | JV Boys Basketball | Newtown | Away [Directions] | 11:00 a.m. | 9:15am | |
| Wed., 12/30 | V Boys Ice Hockey | Stamford | Home - The Rinks at Shelton [Directions] | L 3-4 | d/o 3:00pm, p/u 5:45pm | |
| Wed., 12/30 | V Girls Basketball | Joel Barlow | Away [Directions] | W 40-25 | Yes | |
| Wed., 12/30 | JV Girls Basketball | JV Tournament | Away | TBA | Yes | |
| Sat., 1/2 | V Boys Ice Hockey | Housatonic Coop | Home - The Rinks at Shelton [Directions] | W 10-3 | d/o 5:00pm, p/u 7:30pm | |
| Sat., 1/2 | V Wrestling | Platt Tech, East Hartford, Haddam Killingworth, Westbook-Old Saybrook, Rocky Hill | Home [Directions] | 9:00 a.m. | ||
| Mon., 1/4 | JV Boys Ice Hockey | Darien | Home - The Rinks at Shelton [Directions] | 3:30 p.m. | ||
| Mon., 1/4 | V Girls Ice Hockey | Darien | Home - The Rinks at Shelton [Directions] | 8:30 p.m. | d/o 7:00pm, p/u 9:30pm | |
| Tue., 1/5 | V Boys Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | W 47-42 | d/o 4:00pm, p/u 8:00pm | |
| Tue., 1/5 | JV Boys Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:15 p.m. | 4:00pm | |
| Tue., 1/5 | FR Boys Basketball | Westhill | Away - Westhill - Main Gymnasium [Directions] | 3:45 p.m. | d/o 2:30pm | |
| Tue., 1/5 | V Girls Basketball | Westhill | Home - Staples H.S. Gym [Directions] | W 49-37 | ||
| Tue., 1/5 | JV Girls Basketball | Westhill | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/6 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | L 1-9 | d/o 6:30pm, p/u 9:30pm | |
| Wed., 1/6 | V Wrestling | Danbury | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | ||
| Thu., 1/7 | V Boys Alpine Skiing | Fairfield, Hand, Farmington | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Thu., 1/7 | V Girls Alpine Skiing | Fairfield, Hand, Farmington, Laurelton Hall | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Thu., 1/7 | V Girls Ice Hockey | Greenwich | Away [Directions] | 8:00 p.m. | d/o 6:30, p/u 9:00pm | |
| Fri., 1/8 | V Boys Basketball | Bassick | Away [Directions] | L 47-52 | d/o 4:00pm, p/u 8:00pm | |
| Fri., 1/8 | JV Boys Basketball | Bassick | Away [Directions] | 5:15 p.m. | 4:00pm | |
| Fri., 1/8 | FR Boys Basketball | Bassick | Away [Directions] | 3:45 p.m. | d/o 2:30pm | |
| Fri., 1/8 | JV Boys Ice Hockey | Wilton | Away - Winter Garden Rink-Ridgefield [Directions] | 4:00 p.m. | ||
| Fri., 1/8 | V Boys Swimming and Diving | Trumbull | Home - Staples HS Pool [Directions] | 3:45 p.m. | ||
| Fri., 1/8 | V Girls Basketball | Bassick | Home - Staples H.S. Gym [Directions] | W 69-38 | ||
| Fri., 1/8 | JV Girls Basketball | Bassick | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Sat., 1/9 | V Boys Indoor Track | New Canaan, Ridgefield, Danbury, Westhill, Harding | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/9 | V Boys Indoor Track | Hartford Invitational @ Wesleyan University | Away | 10:00 a.m. | Yes | |
| Sat., 1/9 | V Wrestling | Bristol Eastern | Away - Bristol Eastern High School [Directions] | 9:00 a.m. | d/o 6:30am | |
| Sat., 1/9 | JV Wrestling | Bristol Eastern | Away - Bristol Eastern High School [Directions] | 9:00 a.m. | Yes | |
| Sat., 1/9 | V Girls Gymnastics | Pomperaug Invitational | Away | Staples 6th place- 121.2 | 8:00am | |
| Sat., 1/9 | V Girls Ice Hockey | Daniel Hand Coop | Home - Harbor Yard [Directions] | 4:00 p.m. | d/o 3:00, p/u 9:00 | |
| Sat., 1/9 | V Girls Indoor Track | New Canaan, Ridgefield, Danbury, Westhill, Harding | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/9 | V Girls Indoor Track | Hartford Invitational | Away | 9:30 a.m. | Yes | |
| Mon., 1/11 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - The Rinks at Shelton [Directions] | 8:30 p.m. | d/o 7:00pm, p/u 9:30pm | |
| Tue., 1/12 | V Boys Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | W 66-60 | ||
| Tue., 1/12 | JV Boys Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/12 | FR Boys Basketball | Trumbull | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/12 | V Boys Ice Hockey | St. Joseph | Away - Shelton Rinks [Directions] | L 1-3 | d/o 7:00pm, p/u 9:30pm | |
| Tue., 1/12 | V Boys Swimming and Diving | Darien | Home - Staples HS Pool [Directions] | 3:45 p.m. | ||
| Tue., 1/12 | V Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | W 51-41 | d/o 4:15pm, p/u 8:00pm | |
| Tue., 1/12 | JV Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | d/o 4:15pm | |
| Tue., 1/12 | FR Girls Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | d/o 3:00pm | |
| Tue., 1/12 | V Girls Gymnastics | Trumbull | Away - Wheeler Recreation Center UB [Directions] | Trumbull 132.5, Staples 120.2 | d/o 2:25pm, p/u 5:30pm | |
| Wed., 1/13 | V Wrestling | Trumbull, Westhill | Away [Directions] | 6:00 p.m. | d/o 4:30, p/u 7:00 | |
| Thu., 1/14 | JV Boys Ice Hockey | Foran | Away - Milford Ice Pavilion [Directions] | 4:20 p.m. | ||
| Thu., 1/14 | V Girls Gymnastics | Greenwich | Home - Weston Middle School [Directions] | Greenwich 120.3, Staples 119.65 | 2:25pm d/o only | |
| Fri., 1/15 | V Boys Basketball | Danbury | Home - Staples H.S. Gym [Directions] | W 76-50 | ||
| Fri., 1/15 | JV Boys Basketball | Danbury | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/15 | FR Boys Basketball | Danbury | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/15 | V Boys Indoor Track | Yale Invitational | Away | 1:00 p.m. | d/o 11:00am, p/u 5:30pm | |
| Fri., 1/15 | V Girls Basketball | Danbury | Away - Danbury High School- Main Gym [Directions] | L 36-42 | d/o 3:45pm, p/u 8:00pm | |
| Fri., 1/15 | JV Girls Basketball | Danbury | Away - Danbury High School-Main Gym [Directions] | 5:15 p.m. | Yes | |
| Fri., 1/15 | FR Girls Basketball | Danbury | Away - Danbury High School Main Gym [Directions] | 3:45 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Fri., 1/15 | V Girls Indoor Track | Yale Classic | Away | 1:00 p.m. | d/o 1:00, p/u 5:30 | |
| Sat., 1/16 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Connors [Directions] | L 5-7 | d/o 5:30pm, p/u 8:15pm | |
| Sat., 1/16 | V Boys Indoor Track | Bridgeport Central, Fairfield Ludlowe, Brien McMahon, Danbury, St. Joseph | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/16 | V Boys Indoor Track | Yale Invitational | Away | 9:00 a.m. | TBA | |
| Sat., 1/16 | V Wrestling | Brien McMahon, E. O. Smith, Montville, Brookfield, Pomperaug | Away [Directions] | 9:00 a.m. | Yes | |
| Sat., 1/16 | V Girls Ice Hockey | Daniel Hand Coop | Away [Directions] | 6:45 p.m. | d/o 5:00pm, p/u 8:00pm | |
| Sat., 1/16 | V Girls Indoor Track | Bridgeport Central, Fairfield Ludlowe, Brien McMahon, Danbury, St. Joseph | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/16 | V Girls Indoor Track | Yale Classic | Away | TBA | share w/ boys? | |
| Tue., 1/19 | V Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | L 52-61 | d/o 4:00pm, p/u 8:00pm | |
| Tue., 1/19 | JV Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | 4:00pm | |
| Tue., 1/19 | FR Boys Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 3:45 p.m. | d/o 2:30pm | |
| Tue., 1/19 | V Boys Ice Hockey | Trinity Catholic | Home - The Rinks at Shelton [Directions] | L 2-7 | d/o 7:00pm, p/u 9:30pm | |
| Tue., 1/19 | V Girls Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | L 30-32 | ||
| Tue., 1/19 | JV Girls Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/19 | FR Girls Basketball | New Canaan | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/19 | V Girls Ice Hockey | West Haven/SHA | Home - The Rinks at Shelton [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 1/20 | V Wrestling | Bridgeport Central | Home - Staples High School [Directions] | 6:00 p.m. | ||
| Thu., 1/21 | V Boys Alpine Skiing | Cheshire, Danbury, Fairfield Prep | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Thu., 1/21 | V Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | L 46-76 | d/o 4:00pm, p/u 8:00pm | |
| Thu., 1/21 | JV Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:15 p.m. | 4:00pm | |
| Thu., 1/21 | FR Boys Basketball | Harding | Away - Harding-Miska Gymnasium [Directions] | 3:45 p.m. | d/o 2:30pm | |
| Thu., 1/21 | JV Boys Ice Hockey | Wilton | Home - The Rinks at Shelton [Directions] | 3:30 p.m. | ||
| Thu., 1/21 | V Girls Alpine Skiing | Cheshire, Danbury | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Thu., 1/21 | V Girls Basketball | Harding | Home - Staples H.S. Gym [Directions] | W 66-24 | ||
| Thu., 1/21 | JV Girls Basketball | Harding | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Thu., 1/21 | V Girls Gymnastics | Wilton | Away - Aux Gym [Directions] | Wilton 134.25, Staples 127.35 | d/o 2:25pm, p/u 5:30pm | |
| Fri., 1/22 | FR Girls Basketball | Darien | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Sat., 1/23 | V Boys Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | L 0-10 | 4:45pm, p/u 7:30pm | |
| Sat., 1/23 | V Boys Indoor Track | Darien, Greenwich, New Canaan, Fairfield Ludlowe, Fairfield Warde | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/23 | V Boys Indoor Track | SCC Coaches Invitational @ Hillhouse | Away | 10:00 a.m. | d/o7:30am, p/u 5:00pm | |
| Sat., 1/23 | V Wrestling | White Plains, NY, Pine Brush, NY Ledyard, Stamford | Away [Directions] | 9:00 a.m. | 7:30am | |
| Sat., 1/23 | V Girls Ice Hockey | New Canaan | Away [Directions] | 8:20 p.m. | d/o 7:00pm, p/u 9:30pm | |
| Sat., 1/23 | V Girls Indoor Track | Darien, Greenwich, New Canaan, Fairfield Ludlowe, Fairfield Warde | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/23 | V Girls Indoor Track | SCC Coaches Invitaional | Away | TBA | Yes | |
| Mon., 1/25 | V Girls Ice Hockey | Fairfield Ludlowe/Fairfield Warde | Away | 4:00 p.m. | d/o 2:30, p/u 5:15 | |
| Tue., 1/26 | V Boys Basketball | Darien | Home - Staples H.S. Gym [Directions] | W 65-51 | ||
| Tue., 1/26 | JV Boys Basketball | Darien | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/26 | FR Boys Basketball | Darien | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/26 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - The Rinks at Shelton [Directions] | T 3-3 | d/o 7:00 pm, p/u 9:45pm | |
| Tue., 1/26 | V Girls Basketball | Darien | Away - DHS MAIN GYM [Directions] | W 40-37 | d/o 4:15pm, p/u 8:00pm | |
| Tue., 1/26 | JV Girls Basketball | Darien | Away - DHS MAIN GYM [Directions] | 5:15 p.m. | Yes | |
| Tue., 1/26 | FR Girls Basketball | Darien | Away - DHS MAIN GYM [Directions] | 3:45 p.m. | 2:45pm | |
| Tue., 1/26 | V Girls Gymnastics | Pomperaug, Nonnewaug | Away - Auxiliary Gym [Directions] | Pomperaug 133.2,Nonnewaug 127.85, Staples 122.2 | d/o 4:15pm, p/u 7:30pm | |
| Tue., 1/26 | V Girls Ice Hockey | Lauralton Hall | Home - The Rinks at Shelton [Directions] | 3:30 p.m. | d/o 1:50, p/u 4:45pm | ED 1:45pm |
| Wed., 1/27 | V Boys Alpine Skiing | Barlow, Wilton, Darien, Amity, Litchfield | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Wed., 1/27 | V Boys Swimming and Diving | Norwalk/Brien McMahon | Away - Norwalk High Pool [Directions] | 3:15 p.m. | d/o 1:45pm, p/u 4:30pm | |
| Wed., 1/27 | V Wrestling | New Canaan, Harding/Bassick/Bridgeport Central | Away - NCHS Gymnasium [Directions] | 7:00 p.m. | 5:00pm | |
| Wed., 1/27 | V Girls Alpine Skiing | Barlow, Wilton, Darien, Amity, Litchfield | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Thu., 1/28 | JV Boys Ice Hockey | Mamaroneck (NY) | Home - The Rinks at Shelton [Directions] | Cancelled | ||
| Fri., 1/29 | V Boys Basketball | Norwalk | Home - Staples H.S. Gym [Directions] | L 53-67 | ||
| Fri., 1/29 | JV Boys Basketball | Norwalk | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/29 | FR Boys Basketball | Norwalk | Home - Staples H.S. Gym [Directions] | 6:45 p.m. | ||
| Fri., 1/29 | V Girls Basketball | Norwalk | Away - Norwalk High Gym [Directions] | W 32-27 | d/o 3:00pm, p/u 6:45pm | |
| Fri., 1/29 | JV Girls Basketball | Norwalk | Away - Norwalk HIgh Gym [Directions] | 5:15 p.m. | Yes | |
| Fri., 1/29 | FR Girls Basketball | Danbury | Away - Danbury High School Main Gym [Directions] | 3:45 p.m. | 2:30pm, p/u 4:45pm | |
| Sat., 1/30 | V Boys Ice Hockey | Wilton | Home - The Rinks at Shelton [Directions] | L 8-10 | d/o 7:15pm, p/u 10:00pm | |
| Sat., 1/30 | V Boys Indoor Track | FCIAC Western Division Championship | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 1/30 | V Wrestling | Fairfield Ludlowe, Guilford, Law, Norwalk, Fairfield Prep | Home [Directions] | 10:00 a.m. | ||
| Sat., 1/30 | V Girls Indoor Track | FCIAC Central Division Championship | Home - Staples Field House [Directions] | 9:30 a.m. | ||
| Mon., 2/1 | JV Boys Ice Hockey | Darien | Home - The Rinks at Shelton [Directions] | 3:30 p.m. | ||
| Mon., 2/1 | V Boys Swimming and Diving | Weston | Home - Staples HS Pool [Directions] | 3:45 p.m. | ||
| Tue., 2/2 | V Boys Basketball | Stamford | Away - Stamford High School [Directions] | W 76-70 | d/o 4:00pm, p/u 8:00pm | |
| Tue., 2/2 | JV Boys Basketball | Stamford | Away - Stamford High School [Directions] | 5:15 p.m. | 4:00pm | |
| Tue., 2/2 | FR Boys Basketball | Stamford | Away - Stamford High School [Directions] | 3:45 p.m. | d/o 2:30pm | |
| Tue., 2/2 | V Boys Ice Hockey | Stamford | Away - Terry Conners Ice Rink [Directions] | L 4-9 | d/o 6:30pm, p/u 9:15pm | |
| Tue., 2/2 | V Girls Basketball | Stamford | Home - Staples H.S. Gym [Directions] | L 26-38 | ||
| Tue., 2/2 | JV Girls Basketball | Stamford | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/2 | FR Girls Basketball | Trumbull | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Tue., 2/2 | V Girls Gymnastics | Fairfield Ludlowe, Fairfield Warde | Home - Weston Middle School [Directions] | Ludlowe 127, Staples 121.7, Warde 113.3 | d/o 2:25 only | |
| Wed., 2/3 | V Boys Swimming and Diving | Wilton | Home - Staples HS Pool [Directions] | 3:45 p.m. | ||
| Wed., 2/3 | V Wrestling | Westhill | Away - Westhill - Main Gymnasium [Directions] | 5:30 p.m. | d/o 4:00pm, p/u 6:30 | |
| Wed., 2/3 | V Girls Ice Hockey | Darien | Away [Directions] | 8:10 p.m. | d/o 6:30pm, p/u 9:15pm | |
| Thu., 2/4 | V Boys Alpine Skiing | Southington, Ridgefield, Pomperaug | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Thu., 2/4 | V Boys Indoor Track | FCIAC Boys and Girls Championship @ Hillhous | Away | 10:00 a.m. | Yes | |
| Thu., 2/4 | V Girls Alpine Skiing | Southington, Ridgefield, Pomperaug | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Thu., 2/4 | V Girls Gymnastics | Westhill, New Canaan | Away - Westhill - New Gymnasium [Directions] | Staples 121.75, Westhill 97, New Canaan 88.45 | d/o 4:00pm, p/u 7:00 | |
| Fri., 2/5 | V Boys Basketball | Wilton | Away - Wilton Field House [Directions] | W 61-55 | d/o 3:00pm, p/u 7:00pm | |
| Fri., 2/5 | JV Boys Basketball | Wilton | Away - Wilton Field House [Directions] | 4:00 p.m. | 3:00pm | |
| Fri., 2/5 | V Boys Swimming and Diving | Danbury | Home - Staples HS Pool [Directions] | 3:45 p.m. | ||
| Fri., 2/5 | V Girls Basketball | Wilton | Home - Staples H.S. Gym [Directions] | W 56-37 | ||
| Fri., 2/5 | JV Girls Basketball | Wilton | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/5 | FR Girls Basketball | Wilton | Home - Staples Field House [Directions] | 4:00 p.m. | ||
| Fri., 2/5 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - The Rinks at Shelton [Directions] | 6:30 p.m. | d/o 5:00pm, p/u 7:30pm | |
| Sat., 2/6 | V Boys Ice Hockey | Ridgefield | Home - The Rinks at Shelton [Directions] | L 1-4 | d/o 7:00pm, p/u 9:45pm | |
| Sat., 2/6 | V Boys Indoor Track | FCIAC JV Championship | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Sat., 2/6 | V Wrestling | Dual Meet Tournament - Norwich Free Academy, Platt, Newtown, Westhill, Harding, Fairfield Prep, Shelton, Norwalk, Greenwich | Home [Directions] | 9:00 a.m. | ||
| Sat., 2/6 | V Wrestling | Greenwich | Home - Staples High School [Directions] | Cancelled | d/o 2:30pm, p/u 5:00pm | |
| Sat., 2/6 | V Competitive Cheerleading | FCIAC Cheerleading Competition | Away | TBA | Yes | |
| Sat., 2/6 | V Girls Indoor Track | FCIAC Championship | Home - Staples Field House [Directions] | 10:00 a.m. | ||
| Mon., 2/8 | V Girls Ice Hockey | Greenwich | Home - The Rinks at Shelton [Directions] | 8:30 p.m. | d/o 7:00pm, p/u 9:30pm | |
| Tue., 2/9 | V Boys Alpine Skiing | Guilford, New Canaan, Glastonbury, Branford | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Tue., 2/9 | V Boys Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | W 56-53 | ||
| Tue., 2/9 | JV Boys Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/9 | FR Boys Basketball | Fairfield Ludlowe | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/9 | V Boys Ice Hockey | Greenwich | Home - The Rinks at Shelton [Directions] | L 1-12 | d/o 7:00pm, p/u 9:45pm | |
| Tue., 2/9 | V Wrestling | Darien | Away - DHS SOUTH Gym [Directions] | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Tue., 2/9 | V Girls Alpine Skiing | Guilford, New Canaan, Glastonbury, Branford | Away | 4:00 p.m. | 2:15pm | ED 2:00pm |
| Tue., 2/9 | V Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | W 43-29 | d/o 4:15pm, p/u 8:00pm | |
| Tue., 2/9 | JV Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | Yes | |
| Tue., 2/9 | FR Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 3:45 p.m. | 2:45pm | |
| Thu., 2/11 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavillion [Directions] | L 3-7 | d/o 2:00pm, p/u 5:00pm | ED 1:45pm |
| Thu., 2/11 | V Boys Swimming and Diving | Fairfield Ludlowe/Fairfield Wardee | Home - Staples HS Pool [Directions] | 3:45 p.m. | ||
| Thu., 2/11 | V Girls Ice Hockey | West Haven/SHA | Away [Directions] | 8:30 p.m. | d/o 6:30pm, p/u 9:30pm | |
| Fri., 2/12 | V Boys Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | L 48-51 | ||
| Fri., 2/12 | JV Boys Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/12 | FR Boys Basketball | Greenwich | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/12 | JV Boys Ice Hockey | Greenwich | Home - The Rinks at Shelton [Directions] | 3:45 p.m. | ||
| Fri., 2/12 | V Wrestling | FCIAC Championship Tournament | Away [Directions] | 4:00 p.m. | d/o 1:45pm, p/u 8:00pm | ED 1:30pm |
| Fri., 2/12 | V Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | W 48-39 | d/o 4:00pm, p/u 8:00pm | |
| Fri., 2/12 | JV Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 5:15 p.m. | Yes | |
| Fri., 2/12 | FR Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 3:45 p.m. | d/o 2:30pm, p/u 4:45pm | |
| Fri., 2/12 | V Girls Gymnastics | FCIAC Championship | Away | Staples 122.7 | TBA | |
| Sat., 2/13 | V Boys Indoor Track | CIAC Class LL Championships | Away - New Haven Athletic Center [Directions] | 10:00 a.m. | d/o 8:00, p/u TBA | |
| Sat., 2/13 | V Wrestling | FCIAC Championship Tournament | Away [Directions] | 10:00 a.m. | d/o 8:00am, p/u 5:00pm | |
| Sat., 2/13 | V Girls Indoor Track | CIAC Class LL Championships | Away - New Haven Athletic Center [Directions] | 10:00 a.m. | d/o 8:00, p/u TBA | |
| Mon., 2/15 | V Boys Basketball | St. Joseph | Away - St. Joseph High School [Directions] | L 68-95 | d/o 4:00pm, p/u 8:00pm | |
| Mon., 2/15 | JV Boys Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 5:15 p.m. | 4:00pm | |
| Mon., 2/15 | FR Boys Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 3:45 p.m. | d/o 2:30pm | |
| Mon., 2/15 | V Girls Basketball | St. Joseph | Home - Staples H.S. Gym [Directions] | L 38-48 | ||
| Mon., 2/15 | JV Girls Basketball | St. Joseph | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/15 | FR Girls Basketball | St. Joseph | Home - Staples Field House [Directions] | 3:45 p.m. | ||
| Wed., 2/17 | V Boys Ice Hockey | Trumbull | Away - Shelton Rinks [Directions] | L 2-3 | d/o 7:30pm, p/u 10:00pm | |
| Wed., 2/17 | V Girls Gymnastics | New Milford, New Canaan | Away - New Milford High School [Directions] | Cancelled | d/o 3:00, p/u 6:30 | ED 1:45pm |
| Wed., 2/17 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away [Directions] | 7:30 p.m. | d/o 5:30pm, p/u 8:30pm | |
| Thu., 2/18 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - The Rinks at Shelton [Directions] | 8:00 p.m. | d/o 6:30pm, p/u 9:00pm | |
| Fri., 2/19 | V Wrestling | CIAC Class LL Championships | Away [Directions] | 4:30 p.m. | d/o 1:45pm, p/u 8:00pm | |
| Sat., 2/20 | V Boys Ice Hockey | Norwalk | Away - Darien Ice Rink [Directions] | W 16-5 | d/o 5:00pm, p/u 7:45pm | |
| Sat., 2/20 | V Boys Indoor Track | CIAC Open Championship | Away - New Haven Athletic Center [Directions] | 12:00 p.m. | Yes | |
| Sat., 2/20 | V Wrestling | CIAC Class LL Championships | Away [Directions] | 9:15 a.m. | d/o 7:15am, p/u 8:00pm | |
| Sat., 2/20 | V Girls Basketball | Ridgefield | Away [Directions] | 2:00 p.m. | d/o 12:00pm, p/u 3:00pm | |
| Sat., 2/20 | V Girls Indoor Track | CIAC Open Championship | Away - New Haven Athletic Center [Directions] | 12:00 p.m. | Yes | |
| Mon., 2/22 | V Boys Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | W 79-74 | ||
| Mon., 2/22 | JV Boys Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/22 | FR Boys Basketball | Ridgefield | Home - Staples H.S. Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/23 | V Boys Ice Hockey | Darien | Away - DARIEN ICE RINK [Directions] | L 4-5 | d/o 6:45pm, d/o 9:30pm | |
| Tue., 2/23 | V Boys Indoor Track | Eastern States Championships (tentative) | Away | TBA | ||
| Tue., 2/23 | V Girls Ice Hockey | Branford | Away [Directions] | 5:30 p.m. | d/o 3:30, p/u 6:30 | |
| Wed., 2/24 | V Boys Alpine Skiing | Berlin, Weston, Greenwich, St Lukes | Away | Cancelled | 2:15pm | ED 2:00pm |
| Wed., 2/24 | V Boys Basketball | Trinity Catholic | Away - Walsh Court | L 71-74 | d/o 4:00pm, p/u 8:00pm | |
| Wed., 2/24 | JV Boys Basketball | Trinity Catholic | Away - Walsh Court | 5:15 p.m. | 4:00pm | |
| Wed., 2/24 | FR Boys Basketball | Trinity Catholic | Away - Walsh Court | 3:45 p.m. | d/o 2:30pm | |
| Wed., 2/24 | V Boys Swimming and Diving | Westhill/Stamford | Away - Westhill Pool [Directions] | 3:00 p.m. | d/o 1:45pm, p/u 4:15pm | ED 1:30pm |
| Wed., 2/24 | V Girls Alpine Skiing | Berlin, Weston, Greenwich, St Lukes | Away | Cancelled | 2:15pm | ED 2:00pm |
| Wed., 2/24 | V Girls Basketball | Brien McMahon (Scrim.) | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/24 | V Girls Ice Hockey | Branford | Home - The Rinks at Shelton [Directions] | 5:00 p.m. | d/o 3:45pm, p/u 6:00pm | |
| Thu., 2/25 | V Girls Basketball | Stamford (Scrim.) | Home - Staples H.S. Gym [Directions] | 4:00 p.m. | ||
| Sat., 2/27 | V Wrestling | CIAC Open Championship | Away - New Haven Athletic Center [Directions] | 9:15 a.m. | d/o 8:15am, p/u 12:00pm | |
| Sat., 2/27 | V Competitive Cheerleading | Cheerleading Competition at Quinnipiac University | Away | Cancelled | d/o 7:30am, p/u 2:00pm | |
| Sat., 2/27 | V Girls Ice Hockey | Lauralton Hall | Away [Directions] | 3:30 p.m. | d/o 2:15pm, p/u 4:30pm | |
| Sun., 2/28 | V Wrestling | CIAC Open Championship | Away - New Haven Athletic Center [Directions] | TBA | d/o 1:45pm, p/u 8:00pm | |
| Tue., 3/2 | V Boys Swimming and Diving | FCIAC Trials at Greenwich High School | Away | 4:00 p.m. | d/o/1:35, p/u 9:00pm | ED 1:20pm |
| Tue., 3/2 | V Girls Basketball | Bridgeport Central | Home - Staples H.S. Gym [Directions] | 7:00 p.m. | ||
| Wed., 3/3 | V Boys Swimming and Diving | FCIAC Diving at Westhill High School | Away | TBA | ||
| Thu., 3/4 | V Boys Swimming and Diving | FCIAC Championships at Greenwich High School | Away | 6:30 p.m. | d/o 4:00pm, p/u TBA | |
| Fri., 3/5 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 5:00 p.m. | ||
| Fri., 3/5 | V Wrestling | New England Championships | Away - New Haven Athletic Center [Directions] | 4:30 p.m. | ||
| Fri., 3/5 | V Girls Basketball | Manchester | Away [Directions] | 7:00 p.m. | 4:00pm | |
| Fri., 3/5 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 5:00 p.m. | ||
| Sat., 3/6 | V Wrestling | New England Championships | Away - New Haven Athletic Center [Directions] | 9:15 a.m. | ||
| Sat., 3/6 | V Competitive Cheerleading | BEST Competition | Away | TBA | Yes | |
| Tue., 3/9 | V Boys Basketball | Windsor | Away [Directions] | 7:00 p.m. | 4:30pm | |
| Thu., 3/11 | V Boys Swimming and Diving | CIAC Class LL Diving Trials/Finals | Away [Directions] | 5:30 p.m. | ||
| Fri., 3/12 | V Competitive Cheerleading | CIAC Cheerleading Competition | Away | TBA | Yes | |
| Fri., 3/12 | V Girls Indoor Track | National Scholastic Indoor Championships | Away | 10:00 a.m. | d/o 7:30, p/u 5:30 | |
| Sat., 3/13 | V Boys Swimming and Diving | CIAC Class LL Qualifying | Away - Hamden HS [Directions] | 3:30 p.m. | d/o 12:15pm, p/u TBA | |
| Sat., 3/13 | V Competitive Cheerleading | CIAC Cheerleading Competition | Away | TBA | Yes | |
| Sun., 3/14 | V Boys Rugby | Darien | Away - Darien HS [Directions] | 11:00 a.m. | d/o 9:30am, p/u 12:30pm | |
| Wed., 3/17 | V Boys Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan Univ. [Directions] | 3:00 p.m. | d/o 12:45pm, p/u TBA | ED 12:30pm |
| Thu., 3/18 | V Boys Swimming and Diving | CIAC Open Diving | Away - Yale University [Directions] | 6:00 p.m. | ||
| Sat., 3/20 | V Boys Rugby | Jamboree at Fairfield | Away | TBA | Yes | |
| Sat., 3/20 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | TBA | |
| Sat., 3/27 | V Boys Lacrosse | Greenwich Jamboree | Away | 9:00 a.m. | d/o 7:30am, p/u TBA | |
| Sat., 3/27 | V Boys Volleyball | Jamboree at Bloomfield | Away | 9:00 a.m. | 7:00am | |
| Sat., 3/27 | V Girls Lacrosse | West Conn scrimmage | Away | 10:00 a.m. | d/o 8:30, p/u 3:30pm | |
| Sat., 3/27 | V Softball | Hamden (Scrim.) | Away - HHS Softball Field [Directions] | 12:00 p.m. | d/o 10:00am, p/u 1:30pm | |
| Sun., 3/28 | V Boys Rugby | Fairfield Warde | Home - Staples Stadium [Directions] | 1:00 p.m. | ||
| Sun., 3/28 | V Softball | Weston | Home - Greens Farms Elementary School [Directions] | 10:30 a.m. | ||
| Mon., 3/29 | V Baseball | Trumbull (Scrim.) | Away - Varsity Baseball Field [Directions] | 3:30 p.m. | d/o 2:30, p/u 5:30pm | |
| Mon., 3/29 | JV Baseball | Trumbull (Scrim.) | Away - JV Baseball Field [Directions] | 3:30 p.m. | Yes | Share bus with varsity |
| Tue., 3/30 | V Girls Lacrosse | Norwalk (Scrim.) | Away [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:30pm | |
| Tue., 3/30 | V Girls Water Polo | Greenwich | Away [Directions] | 3:30 p.m. | d/o 2:15, p/u 4:00 | ED 2:00pm |
| Wed., 3/31 | V Baseball | Fairfield Warde (Scrim.) | Away - Fairfield Warde H.S. [Directions] | 3:30 p.m. | d/o 2:30pm, p/u 5:30pm | |
| Wed., 3/31 | V Boys Lacrosse | Joel Barlow (Scrim.) | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Wed., 3/31 | V Girls Lacrosse | Weston (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 3:30 p.m. | ||
| Wed., 3/31 | JV Girls Lacrosse | Weston (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 3:30 p.m. | ||
| Wed., 3/31 | V Softball | Bethel (Scrim.) | Home - Greens Farms Elementary School [Directions] | Cancelled | ||
| Wed., 3/31 | JV Softball | Bethel (Scrim.) | Home - Staples HS - Softball Field [Directions] | Cancelled | ||
| Thu., 4/1 | V Girls Water Polo | Choate Rosemary Hall | Away - Staples HS Pool | 4:00 p.m. | 2:30pm | |
| Sat., 4/3 | V Baseball | Darien (Scrim.) | Away [Directions] | 10:00 a.m. | 9:00 am bus to stay | |
| Sat., 4/3 | V Boys Lacrosse | Darien (Scrim.) | Away - DARIEN STADIUM FIELD [Directions] | 9:00 a.m. | d/o 7:30am, p/u TBA | |
| Sat., 4/3 | V Boys Rugby | Cheshire | Home - Staples Stadium [Directions] | 1:00 p.m. | ||
| Sat., 4/3 | V Softball | Berlin Round Robin Tournament | Away | 10:00 a.m. | 8:00am | |
| Mon., 4/5 | V Baseball | Notre Dame-Fairfield (Scrim.) | Away - Fabbri Field at Notre Dame [Directions] | 3:45 p.m. | d/o 2:30, p/u 5:30pm | |
| Mon., 4/5 | V Boys Golf | Joel Barlow (Scrim.) | Home - Longshore [Directions] | 3:00 p.m. | ||
| Mon., 4/5 | V Girls Lacrosse | Joel Barlow (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Mon., 4/5 | JV Girls Lacrosse | Joel Barlow (Scrim.) | Home - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Tue., 4/6 | JV Boys Lacrosse | Joel Barlow (Scrim.) | Home - Staples Stadium [Directions] | 5:30 p.m. | ||
| Tue., 4/6 | V Boys Volleyball | Greenwich (Scrim.) | Away - GHS Gymnasium [Directions] | 4:00 p.m. | d/o 2:15, p/u 5:30pm | |
| Tue., 4/6 | JV Boys Volleyball | Greenwich (Scrim.) | Away [Directions] | 3:45 p.m. | Yes | Will travel with varsity |
| Wed., 4/7 | V Boys Golf | Stamford | Away - EG Brennan [Directions] | Staples 156 Stamford 168 | d/o 2:00pm, p/u 6:00pm | ED 1:45pm |
| Wed., 4/7 | JV Boys Golf | Fairfield Ludlowe, Fairfield Warde | Home - Longshore [Directions] | 3:00 p.m. | ||
| Wed., 4/7 | FR Boys Lacrosse | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:30 p.m. | d/o 2:30pm, p/u 5:30pm | |
| Wed., 4/7 | V Boys Outdoor Track | Wilton, Bassick, Fairfield Warde | Home - Staples Track/Stadium [Directions] | 4:00 p.m. | ||
| Wed., 4/7 | V Boys Tennis | Danbury | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Wed., 4/7 | JV Boys Tennis | Greenwich | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Wed., 4/7 | V Girls Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | W 7-0 | d/o 2:45pm, p/u 5:30pm | |
| Wed., 4/7 | JV Girls Tennis | Greenwich | Away - Binney Park [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:15pm | |
| Thu., 4/8 | V Baseball | Masuk | Home - Staples Baseball Field [Directions] | W 6-4 | ||
| Thu., 4/8 | JV Baseball | Masuk | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Thu., 4/8 | FR Baseball | Masuk | Away - John Giampaolo Field @ Masuk [Directions] | 3:45 p.m. | d/o 3:00pm, p/u 5:15pm | |
| Thu., 4/8 | V Boys Golf | Wilton | Away - Rolling Hills [Directions] | Staples 159 Wilton 177 | d/o 2:30pm, p/u 6:00pm | ED 1:45pm |
| Thu., 4/8 | V Boys Lacrosse | Ridgefield | Home - Staples Stadium [Directions] | W 11 to 10 OT | ||
| Thu., 4/8 | JV Boys Lacrosse | Ridgefield | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Thu., 4/8 | V Boys Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | W 6-1 | d/o 2:30, p/u 5:30pm | V and JV will share one bus |
| Thu., 4/8 | JV Boys Tennis | Ridgefield | Away - Yanity Tennis Courts [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:30pm | V and JV will share one bus |
| Thu., 4/8 | V Girls Outdoor Track | Trumbull | Away - Trumbull H.S. [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 6:00pm | |
| Thu., 4/8 | V Girls Tennis | Ridgefield | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Thu., 4/8 | JV Girls Tennis | Ridgefield | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 3:00pm, p/u 5:15pm | |
| Fri., 4/9 | V Baseball | Bridgeport Central | Home - Staples Baseball Field [Directions] | W 15-1 | ||
| Fri., 4/9 | JV Baseball | Bridgeport Central | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 4/9 | V Girls Lacrosse | Trumbull | Home - Ginny Parker Field - Staples [Directions] | W 14-7 | ||
| Fri., 4/9 | JV Girls Lacrosse | Trumbull | Home - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | ||
| Fri., 4/9 | FR Girls Lacrosse | Trumbull | Away - Varsity Grass Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Fri., 4/9 | V Softball | Bridgeport Central | Away - Central H.S. Varsity Softball Field [Directions] | W 8-1 | d/o 2:30pm, p/u 6:00pm | |
| Fri., 4/9 | JV Softball | Bridgeport Central | Away - Central H.S. JV Softball Field [Directions] | 4:00 p.m. | Yes | Ride with varsity |
| Sat., 4/10 | V Boys Lacrosse | Horace Greeley (NY) | Home - Staples Stadium [Directions] | W 9 to 6 | ||
| Sat., 4/10 | JV Boys Lacrosse | Horace Greeley (NY) | Away - Wakeman Field B (turf) | 1:00 p.m. | 11:00am | |
| Sat., 4/10 | V Girls Lacrosse | Mercy | Home - Ginny Parker Field - Staples [Directions] | W 21-5 | ||
| Sat., 4/10 | JV Girls Lacrosse | Mercy | Home - Ginny Parker Field - Staples [Directions] | 3:30 p.m. | ||
| Sun., 4/11 | V Boys Rugby | Branford | Away [Directions] | Cancelled | Yes | |
| Mon., 4/12 | V Baseball | Fairfield Warde | Home - Staples Baseball Field [Directions] | W 21-11 | ||
| Mon., 4/12 | JV Baseball | Fairfield Warde | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Mon., 4/12 | FR Baseball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30pm | |
| Mon., 4/12 | JV Boys Golf | Fairfield Prep | Home - Longshore [Directions] | 3:15 p.m. | ||
| Mon., 4/12 | JV Boys Lacrosse | Darien | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Mon., 4/12 | V Boys Tennis | Wilton | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Mon., 4/12 | JV Boys Tennis | Wilton | Home - Towns Farms Tennis Courts [Directions] | 4:30 p.m. | d/o 3:30, p/u 5:30pm | |
| Mon., 4/12 | V Softball | Fairfield Warde | Away - Fairfield Warde H.S. [Directions] | L 3-2 | d/o 2:30pm, p/u 6:00pm | |
| Mon., 4/12 | JV Softball | Fairfield Warde | Away - Melville Park [Directions] | 4:00 p.m. | Yes | Ride with varsity |
| Mon., 4/12 | V Girls Tennis | Wilton | Away - Wilton High School [Directions] | W 6-1 | d/o 2:30pm, p/u 5:30pm | JV and V will share one bus |
| Mon., 4/12 | JV Girls Tennis | Wilton | Away - Middlebrook School [Directions] | 4:00 p.m. | Yes | V and JV will share one bus |
| Tue., 4/13 | V Boys Golf | St. Joseph, New Canaan | Away - Tashua Knolls, Trumbull [Directions] | 173 | d/o 3:00pm, p/u 6:00pm | |
| Tue., 4/13 | JV Boys Golf | New Canaan | Home - Longshore [Directions] | 3:00 p.m. | ||
| Tue., 4/13 | V Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | W 10 to 3 | d/o 2:00pm, p/u 5:30pm | ED 1:45pm |
| Tue., 4/13 | JV Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 6:00 p.m. | 4:00pm, p/u 7:30pm | |
| Tue., 4/13 | V Boys Outdoor Track | Trinity Catholic, New Canaan, St. Joseph | Home - Staples Track/Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/13 | V Girls Lacrosse | Wilton | Home - Ginny Parker Field - Staples [Directions] | L 9-15 | ||
| Tue., 4/13 | JV Girls Lacrosse | Wilton | Home - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | ||
| Tue., 4/13 | FR Girls Lacrosse | Wilton | Away - Allen`s Meadow [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Tue., 4/13 | V Girls Water Polo | Loomis Chaffee School | Away | 4:30 p.m. | 2:30pm bus will stay | |
| Wed., 4/14 | V Baseball | Brien McMahon | Away - Brien McMahon HS [Directions] | W 10-1 | d/o 2:45pm, p/u 5:30pm | |
| Wed., 4/14 | JV Baseball | Brien McMahon | Away - Roton [Directions] | 4:00 p.m. | yes | Share bus with varsity |
| Wed., 4/14 | JV Boys Golf | Fairfield Prep | Away [Directions] | 3:00 p.m. | d/o 2:15, p/u 5:30 | |
| Wed., 4/14 | FR Boys Lacrosse | Danbury | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Wed., 4/14 | V Boys Tennis | St. Joseph | Away - St. Joseph High School [Directions] | W 7-0 | d/o 2:30, p/u 5:30pm | |
| Wed., 4/14 | JV Boys Tennis | New Canaan | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Wed., 4/14 | V Boys Volleyball | St. Joseph | Away - St. Joseph High School [Directions] | W 3-0 | d/o 2:30pm, p/u 5:00pm | |
| Wed., 4/14 | V Softball | Brien McMahon | Home - Greens Farms Elementary School [Directions] | W 8-2 | ||
| Wed., 4/14 | JV Softball | Brien McMahon | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/14 | FR Softball | Trumbull | Away - Varsity Softball Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:30pm | |
| Wed., 4/14 | V Girls Tennis | St. Joseph | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Thu., 4/15 | V Boys Tennis | Trumbull | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Thu., 4/15 | JV Boys Tennis | Wilton | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Thu., 4/15 | V Boys Volleyball | Kolbe Cathedral | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Thu., 4/15 | JV Boys Volleyball | Kolbe Cathedral | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Thu., 4/15 | V Girls Tennis | Trumbull | Away - Trumbull H.S. [Directions] | W 7-0 | d/o 2:30pm, p/u 5:30pm | |
| Fri., 4/16 | V Baseball | Westhill | Away - Westhill Baseball Field [Directions] | L 10-3 | d/o 2:45pm, p/u 5:30pm | |
| Fri., 4/16 | JV Baseball | Westhill | Away - Rippowam Middle School [Directions] | 4:00 p.m. | yes | Share bus with varsity |
| Fri., 4/16 | FR Baseball | Westhill | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/16 | FR Boys Lacrosse | Westhill | Away - Westhill Front Field [Directions] | 4:00 p.m. | ||
| Fri., 4/16 | V Boys Outdoor Track | Irv Black Invitational @ Manchester | Away | 3:30 p.m. | 1:00pm | ED 12:30pm |
| Fri., 4/16 | V Boys Volleyball | Bassick | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Fri., 4/16 | JV Boys Volleyball | Bassick | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Fri., 4/16 | V Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | W 17-2 | d/o 2:30pm, p/u 6:15pm | |
| Fri., 4/16 | JV Girls Lacrosse | Stamford | Away - Stamford High School [Directions] | 5:30 p.m. | yes | ride with varsity |
| Fri., 4/16 | FR Girls Lacrosse | New Canaan | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Fri., 4/16 | V Girls Outdoor Track | Irv Black Invitational | Away | 4:00 p.m. | 1:00pm | ED 12:30pm |
| Fri., 4/16 | V Softball | Westhill | Home - Greens Farms Elementary School [Directions] | L 11-2 | ||
| Fri., 4/16 | JV Softball | Westhill | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Sat., 4/17 | V Boys Lacrosse | Greenwich | Home - Staples Stadium [Directions] | W 7 to 5 | ||
| Sat., 4/17 | JV Boys Lacrosse | Greenwich | Home - Wakeman Field B (turf) [Directions] | 12:00 p.m. | ||
| Sat., 4/17 | FR Boys Lacrosse | Greenwich | Away - GHS Field 4 [Directions] | 11:00 a.m. | d/o 9:15am, p/u 12:15pm | |
| Sat., 4/17 | V Boys Outdoor Track | Irv Black Invitational @ Manchester | Away | 10:00 a.m. | 7:30am | |
| Sat., 4/17 | V Girls Outdoor Track | Irv Black Invitational | Away | 10:00 a.m. | 7:30am | |
| Mon., 4/19 | V Baseball | Bassick | Away - Veteran's Memorial Field [Directions] | W 19-1 | d/o 2:45pm, p/u 5:30pm | |
| Mon., 4/19 | FR Boys Lacrosse | New Canaan | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Mon., 4/19 | V Boys Tennis | Fairfield Warde | Away - FWHS Blake Courts [Directions] | W 7-0 | d/o 2:30, p/u 5:30pm | |
| Mon., 4/19 | V Boys Volleyball | Trumbull | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Mon., 4/19 | JV Boys Volleyball | Trumbull | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Mon., 4/19 | V Softball | Bassick | Home - Greens Farms Elementary School [Directions] | W 23-0 | ||
| Mon., 4/19 | V Girls Tennis | Fairfield Warde | Home - Staples HS-Tennis Courts [Directions] | W 4-3 | ||
| Tue., 4/20 | V Boys Lacrosse | Trumbull | Home - Staples Stadium [Directions] | W 13 to 6 | ||
| Tue., 4/20 | JV Boys Lacrosse | Trumbull | Home - Wakeman Field B (turf) [Directions] | 11:00 a.m. | ||
| Tue., 4/20 | V Boys Volleyball | Harding | Away - Harding - Miska Gymnasium [Directions] | W 3-0 | d/o 2:30pm, p/u 6:00pm | |
| Tue., 4/20 | JV Boys Volleyball | Harding | Away - Harding - Miska Gymnasium [Directions] | 5:30 p.m. | yes | Share with Varsity |
| Tue., 4/20 | V Girls Lacrosse | Fairfield Warde | Home - Ginny Parker Field - Staples [Directions] | W 20-7 | ||
| Tue., 4/20 | JV Girls Lacrosse | Fairfield Warde | Home - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | ||
| Wed., 4/21 | V Baseball | Trumbull | Home - Staples Baseball Field [Directions] | W 7-4 | ||
| Wed., 4/21 | JV Baseball | Trumbull | Home - Wakeman Field [Directions] | 1:00 p.m. | ||
| Wed., 4/21 | FR Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30pm | |
| Wed., 4/21 | V Boys Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | W 11 to 6 | 12:00pm | |
| Wed., 4/21 | JV Boys Lacrosse | Hall | Away - Hall HS Boys Lacrosse Practice Field [Directions] | 3:00 p.m. | 12:00pm | |
| Wed., 4/21 | FR Boys Lacrosse | Trumbull | Away - The Pit [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Wed., 4/21 | V Boys Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | W 3-0 | d/o 2:30pm, p/u 6:00pm | |
| Wed., 4/21 | JV Boys Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | 5:15 p.m. | yes | ride with varsity |
| Wed., 4/21 | V Softball | Trumbull | Away - Varsity Softball Field [Directions] | W 2-0 | d/o 2:30pm, p/u 6:00pm | |
| Wed., 4/21 | JV Softball | Trumbull | Away - JV Softball Field [Directions] | 4:00 p.m. | Yes | Ride with varsity |
| Wed., 4/21 | FR Softball | Trumbull | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/22 | V Girls Lacrosse | Darien | Home - Ginny Parker Field - Staples [Directions] | L 18-10 | ||
| Thu., 4/22 | JV Girls Lacrosse | Darien | Home - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | ||
| Thu., 4/22 | V Girls Outdoor Track | Penn Relays | Away | 9:00 a.m. | ||
| Fri., 4/23 | V Baseball | Danbury | Home - Staples Baseball Field [Directions] | W 14-11 | ||
| Fri., 4/23 | JV Baseball | Danbury | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 4/23 | FR Baseball | Danbury | Away - Danbury High School [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30pm | |
| Fri., 4/23 | V Softball | Danbury | Away - Danbury High Varsity Softball Field [Directions] | L 5-1 | d/o 2:00pm, p/u 6:00pm | ED 1:45 |
| Fri., 4/23 | JV Softball | Danbury | Away - Danbury High School Junior Varsity Softball Field [Directions] | 4:00 p.m. | Yes | ED 1:45, Ride with varsity |
| Sat., 4/24 | V Baseball | Norwich Free Academy | Away - Dickenman Field [Directions] | W 15-1 | 9:30am | |
| Sat., 4/24 | V Boys Lacrosse | Stamford | Away - Stamford High School [Directions] | W 13 to 3 | d/o 10:00am, p/u 1:15pm | Shuttle with JV |
| Sat., 4/24 | JV Boys Lacrosse | Stamford | Away - Stamford High School [Directions] | 10:00 a.m. | d/o 8:15am | Shuttle with V |
| Sat., 4/24 | V Boys Outdoor Track | Dan O'Grady Relays @ Danbury HS | Away | 9:00 a.m. | 7:00am | |
| Sat., 4/24 | V Girls Lacrosse | Greenwich | Home - Ginny Parker Field - Staples [Directions] | L 12-4 | ||
| Sat., 4/24 | JV Girls Lacrosse | Greenwich | Home - Ginny Parker Field - Staples [Directions] | 12:30 p.m. | ||
| Sat., 4/24 | V Girls Outdoor Track | O'Grady Relays @ Danbury HS | Away | TBA | 7:00am | |
| Sat., 4/24 | V Girls Water Polo | Hopkins School | Away | TBA | Yes | |
| Tue., 4/27 | V Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | Staples 150 NC 162 | d/o 2:00pm, p/u 6:00pm | ED 1:45pm |
| Tue., 4/27 | JV Boys Golf | Fairfield Warde, Fairfield Ludlowe | Away [Directions] | 3:15 p.m. | 2:20pm, p/u 5:15pm | |
| Tue., 4/27 | V Boys Lacrosse | Brien McMahon | Home - Staples Stadium [Directions] | W 11 to 2 | ||
| Tue., 4/27 | JV Boys Lacrosse | Brien McMahon | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Tue., 4/27 | V Boys Outdoor Track | Darien, Harding, Stamford | Away - DHS Stadium [Directions] | 4:00 p.m. | d/o 2:15pm, p/u 6:00pm | ED 1:45pm |
| Tue., 4/27 | V Boys Tennis | Greenwich | Away - GHS Tennis Courts [Directions] | W 4-3 | d/o 2:30, p/u 5:30pm | |
| Tue., 4/27 | JV Boys Tennis | Greenwich | Away - Central Middle School [Directions] | 4:30 p.m. | d/o 2:30pm, p/u 5:30pm | |
| Tue., 4/27 | V Girls Golf | Bunnell | Home - Longshore [Directions] | bunnell 203 | ED 2:00pm | |
| Tue., 4/27 | V Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | L 13-12 | d/o 5:30pm, p/u 8:00pm | Shuttle with JV |
| Tue., 4/27 | JV Girls Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | Cancelled | d/o 4:00pm | Shuttle with varsity |
| Tue., 4/27 | FR Girls Lacrosse | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Tue., 4/27 | FR Softball | Norwalk | Away - Naramake School [Directions] | Cancelled | d/o 2:30pm, p/u 5:30pm | |
| Tue., 4/27 | V Girls Tennis | Greenwich | Home - Staples HS-Tennis Courts [Directions] | L 2-5 | ||
| Tue., 4/27 | JV Girls Tennis | Greenwich | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Tue., 4/27 | V Girls Water Polo | Greenwich | Away [Directions] | 3:00 p.m. | d/o 1:45pm, p/u 4:00pm | ED 1:30pm |
| Wed., 4/28 | V Baseball | Harding | Away - Beardsley Park [Directions] | W 18-0 | d/o 2:45pm, p/u 5:30pm | |
| Wed., 4/28 | V Boys Golf | Fairfield Warde | Home - Longshore [Directions] | Staples 151 Warde 161 | ||
| Wed., 4/28 | FR Boys Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Wed., 4/28 | V Boys Rugby | New Rochelle (NY) | Home - Staples Stadium [Directions] | 4:30 p.m. | ||
| Wed., 4/28 | V Boys Tennis | Norwalk | Away - Norwalk High School [Directions] | W 7-0 | d/o 2:30, p/u 5:30pm | |
| Wed., 4/28 | V Boys Volleyball | Danbury | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Wed., 4/28 | JV Boys Volleyball | Danbury | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Wed., 4/28 | JV Girls Golf | New Canaan | Away - New Canaan CC [Directions] | Cancelled | d/o 2:10pm, p/u 5:15pm | ED 2:00pm |
| Wed., 4/28 | V Girls Outdoor Track | Westhill, Bassick | Away - Westhill Track [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 6:00pm | |
| Wed., 4/28 | V Softball | Harding | Home - Greens Farms Elementary School [Directions] | W 14-1 | ||
| Wed., 4/28 | JV Softball | Harding | Home - Greens Farms Elementary School [Directions] | Cancelled | ||
| Wed., 4/28 | FR Softball | Darien | Away - DHS JV FIELD [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:30pm | |
| Wed., 4/28 | V Girls Tennis | Norwalk | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Wed., 4/28 | Unified Sports Track | Bowling - Nutmeg Lanes | Away | 3:00 p.m. | 2:30pm bus to stay | |
| Thu., 4/29 | V Baseball | New Canaan | Away - Mead Park [Directions] | W 20-3 | d/o 2:45pm, p/u 5:30pm | |
| Thu., 4/29 | JV Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 4:00 p.m. | yes | Share bus with varsity |
| Thu., 4/29 | FR Baseball | New Canaan | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/29 | V Boys Golf | Fairfield Ludlowe | Home - Longshore [Directions] | Staples 158 Ludlow 171 | ||
| Thu., 4/29 | JV Boys Golf | Darien | Away - Woodway [Directions] | 3:15 p.m. | d/o 2:00pm, p/u 5:00pm | ED 1:50pm |
| Thu., 4/29 | JV Boys Tennis | Greenwich | Away - Central Middle School [Directions] | 4:30 p.m. | d/o 3:00, p/u 5:30pm | |
| Thu., 4/29 | V Boys Volleyball | Oxford | Away - OHS-Main Gym [Directions] | W 3-0 | d/o 2:15pm, p/u 6:00pm | ED 2:00p |
| Thu., 4/29 | JV Boys Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 4:00 p.m. | Yes | ride with varsity |
| Thu., 4/29 | V Softball | New Canaan | Home - Greens Farms Elementary School [Directions] | W 5-4 | ||
| Thu., 4/29 | JV Softball | New Canaan | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/29 | V Girls Tennis | Cheshire | Away - Cheshire High School Tennis Courts [Directions] | W 5-2 | d/o 2:30, p/u 5:15pm | |
| Fri., 4/30 | V Baseball | Darien | Home - Staples Baseball Field [Directions] | W 6-4 | ||
| Fri., 4/30 | JV Baseball | Darien | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Fri., 4/30 | FR Baseball | Darien | Away - DHS Baseball Varsity Field [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30pm | |
| Fri., 4/30 | FR Boys Lacrosse | Fairfield Warde | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Fri., 4/30 | V Boys Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | W 3-0 | d/o 2:30pm, p/u 6:00pm | |
| Fri., 4/30 | JV Boys Volleyball | Bridgeport Central | Away - Central H.S. Gym [Directions] | 5:30 p.m. | yes | Share with Varsity |
| Fri., 4/30 | V Girls Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | W 18-12 | d/o 2:15pm, p/u 5:15pm | ED 2:00pm |
| Fri., 4/30 | JV Girls Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 6:00 p.m. | d/o 4:15, p/u 6:30 | |
| Fri., 4/30 | FR Girls Lacrosse | Wilton | Home - Ginny Parker Field - Staples [Directions] | 4:30 p.m. | ||
| Fri., 4/30 | V Softball | Darien | Away - DHS SOFTBALL FIELD [Directions] | L 2-0 | d/o 2:30pm, p/u 6:00pm | |
| Fri., 4/30 | JV Softball | Darien | Away - DHS JV FIELD [Directions] | 4:00 p.m. | Yes | Ride with varsity |
| Sat., 5/1 | V Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 10 to 3 | d/o 1:30pm | Shuttle with JV |
| Sat., 5/1 | JV Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 4:30 p.m. | d/o 3:00pm, p/u 6:00 pm | Shuttle with V |
| Sat., 5/1 | FR Girls Lacrosse | Greenwich | Away - GHS Field 3 [Directions] | 10:00 a.m. | d/o 8:30am, p/u 11:00am | |
| Sat., 5/1 | V Girls Water Polo | Hopkins School | Away | 3:00 p.m. | Yes | |
| Sun., 5/2 | V Boys Rugby | Madison Rugby Club | Home [Directions] | 1:00 p.m. | ||
| Mon., 5/3 | V Boys Lacrosse | Weston | Away - WHS Turf Field [Directions] | W 10 to 5 | d/o 2:30pm | Shuttle with JV |
| Mon., 5/3 | JV Boys Lacrosse | Weston | Away - WHS Turf Field [Directions] | 6:30 p.m. | d/o 4:30pm, p/u 8:15pm | Shuttle with V |
| Mon., 5/3 | V Boys Volleyball | Darien | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Mon., 5/3 | JV Boys Volleyball | Darien | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Mon., 5/3 | V Girls Golf | Fairfield Warde | Away - Smith Richardson [Directions] | warde....199 | d/o 2:10pm, p/u 6:00pm | ED 2:00pm |
| Mon., 5/3 | JV Girls Golf | Darien | Away - Wee Burn [Directions] | 3:15 p.m. | d/o 2:10pm, p/u 5:30pm | ED 2:00pm |
| Mon., 5/3 | V Girls Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | W 16-8 | d/o 2:30pm, p/u 6:15pm | |
| Mon., 5/3 | JV Girls Lacrosse | St. Joseph | Away - St. Joseph High School [Directions] | 5:30 p.m. | yes | ride with varsity |
| Mon., 5/3 | FR Girls Lacrosse | Trumbull | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Tue., 5/4 | V Baseball | Norwalk | Home - Staples Baseball Field [Directions] | W 6-1 | ||
| Tue., 5/4 | JV Baseball | Norwalk | Home - Wakeman Field [Directions] | 3:30 p.m. | ||
| Tue., 5/4 | FR Baseball | Norwalk | Away - City Hall Field [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30pm | |
| Tue., 5/4 | V Boys Lacrosse | Bridgeport Central | Away - Kennedy Stadium [Directions] | W 17 to 1 | d/o 2:30pm, p/u 6:00pm | |
| Tue., 5/4 | V Co-ed Sailing | Greenwich | Away [Directions] | 3:30 p.m. | d/o 2:15pm, p/u 5:30pm | ED 2:00pm |
| Tue., 5/4 | V Girls Golf | Lauralton Hall | Home - Longshore [Directions] | hall .180 | ED 2:00pm | |
| Tue., 5/4 | V Girls Golf | Weston | Home - Longshore [Directions] | weston 208 | ED 2:00pm | |
| Tue., 5/4 | JV Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:30 p.m. | d/o 2:30pm, p/u 5:30pm | |
| Tue., 5/4 | V Girls Outdoor Track | Danbury, Bridgeport Central | Away - Staples High School Stadium [Directions] | 4:00 p.m. | ||
| Wed., 5/5 | V Baseball | Stamford | Away - Stamford High School [Directions] | W 14-6 | d/o 2:45pm, p/u 5:30pm | |
| Wed., 5/5 | JV Baseball | Stamford | Away - Belltown Field [Directions] | 4:00 p.m. | yes | Share bus with varsity |
| Wed., 5/5 | FR Baseball | Stamford | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/5 | V Boys Golf | Trinity Catholic | Away - Sterling Farms | Staples 144 Trinity 158 | d/o 2:00pm, p/u 6:00pm | ED 1:45pm |
| Wed., 5/5 | JV Boys Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | 3:15 p.m. | d/o 2:00, p/u 5:00pm | ED 1:50pm |
| Wed., 5/5 | FR Boys Lacrosse | Danbury | Away - Rogers Park Middle School [Directions] | 3:45 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Wed., 5/5 | V Boys Outdoor Track | Brien McMahon, Bridgeport Central, Fairfield Ludlowe | Away - Brien McMahon HS [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 6:00pm | ED 2:00 |
| Wed., 5/5 | V Boys Tennis | Darien | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Wed., 5/5 | JV Boys Tennis | Fairfield Ludlowe | Away - Dwight Elementary School [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Wed., 5/5 | V Boys Volleyball | St. Joseph | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Wed., 5/5 | V Girls Golf | Daniel Hand | Home - Longshore [Directions] | hand...237 | ED 2:00pm | |
| Wed., 5/5 | V Girls Lacrosse | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | L 9-8 | ||
| Wed., 5/5 | JV Girls Lacrosse | Fairfield Ludlowe | Home - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | ||
| Wed., 5/5 | V Softball | Stamford | Home - Greens Farms Elementary School [Directions] | L 4-0 | ||
| Wed., 5/5 | JV Softball | Stamford | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/5 | V Girls Tennis | Darien | Away - DHS courts [Directions] | W 5-2 | d/o 2:30pm, p/u 5:30pm | Ride with JV |
| Wed., 5/5 | JV Girls Tennis | Fairfield Ludlowe | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Thu., 5/6 | V Baseball | Wilton | Away - Varsity Field [Directions] | W 10-4 | d/o 5:00, p/u 8:30 | Shuttle with JV |
| Thu., 5/6 | JV Baseball | Wilton | Away - J.V Field [Directions] | 4:15 p.m. | 2:45pm | Shuttle bus with varsity |
| Thu., 5/6 | FR Baseball | Wilton | Home - Staples Baseball Field [Directions] | 4:30 p.m. | ||
| Thu., 5/6 | V Boys Golf | Darien | Home - Longshore [Directions] | Staples152Darien158 | ||
| Thu., 5/6 | JV Boys Golf | Darien | Home - Longshore [Directions] | 3:30 p.m. | ||
| Thu., 5/6 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | W 6-1 | d/o 2:30, p/u 5:30pm | |
| Thu., 5/6 | JV Girls Golf | Fairfield Ludlowe, Fairfield Warde | Away - South Pine Creek Par 3 [Directions] | 3:30 p.m. | d/o 2:30, p/u 4:30pm | |
| Thu., 5/6 | FR Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde Grass Utility Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Thu., 5/6 | V Girls Outdoor Track | Darien, Harding | Away - DHS Stadium [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 6:00pm | ED 2:00pm |
| Thu., 5/6 | V Softball | Norwalk | Away - Ray Barry Field, NHS [Directions] | W 2-0 | d/o 2:30pm, p/u 6:00pm | |
| Thu., 5/6 | JV Softball | Norwalk | Away - Naramake School [Directions] | 4:00 p.m. | Yes | Ride with varsity |
| Thu., 5/6 | V Girls Tennis | Trinity Catholic | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Thu., 5/6 | JV Girls Tennis | Greenwich | Away - Binney Park, Greenwich [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Fri., 5/7 | V Boys Tennis | Westhill | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Fri., 5/7 | V Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | W 3-2 | d/o 2:30pm, p/u 6:00pm | |
| Fri., 5/7 | JV Boys Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:00 p.m. | yes | Share bus with varsity |
| Fri., 5/7 | V Girls Lacrosse | Ridgefield | Home - Ginny Parker Field - Staples [Directions] | W 14-8 | ||
| Fri., 5/7 | JV Girls Lacrosse | Ridgefield | Home - Ginny Parker Field - Staples [Directions] | 5:30 p.m. | ||
| Fri., 5/7 | FR Girls Lacrosse | Ridgefield | Away - RHS Lower Grass Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Fri., 5/7 | V Softball | Wilton | Home - Greens Farms Elementary School [Directions] | L 3-1 | ||
| Fri., 5/7 | JV Softball | Wilton | Home - Staples HS - Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/7 | V Girls Tennis | Westhill | Away - Westhill Tennis Courts [Directions] | W 4-3 | d/o 2:30pm, p/u 5:30pm | |
| Sat., 5/8 | V Boys Lacrosse | St. John The Baptist (NY) | Home - Staples Stadium [Directions] | W 11 to 3 | ||
| Sat., 5/8 | JV Boys Lacrosse | St. John The Baptist (NY) | Home - Staples Stadium [Directions] | Cancelled | ||
| Sat., 5/8 | V Boys Outdoor Track | Hartford Public Invitational @ Willowbrook Park | Away | 9:30 a.m. | 7:15am | |
| Sat., 5/8 | V Co-ed Sailing | Coast Guard Academy | Away | 9:00 a.m. | 6:30am | |
| Sat., 5/8 | V Girls Outdoor Track | Hartford Public Invitational | Away | TBA | 7:15am | Share with boys |
| Sun., 5/9 | V Boys Rugby | Simsbury | Away [Directions] | 12:30 p.m. | 10:00am | |
| Mon., 5/10 | V Baseball | Fairfield Ludlowe | Home - Staples Baseball Field [Directions] | W 16-6 | ||
| Mon., 5/10 | JV Baseball | Fairfield Ludlowe | Home - Wakeman Field [Directions] | 4:30 p.m. | ||
| Mon., 5/10 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30pm | |
| Mon., 5/10 | FR Boys Lacrosse | Greenwich | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Mon., 5/10 | V Boys Volleyball | Greenwich | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Mon., 5/10 | JV Boys Volleyball | Greenwich | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Mon., 5/10 | JV Girls Golf | Fairfield Warde, Fairfield Ludlowe | Away [Directions] | 3:00 p.m. | d/o 2:10pm, p/u 5:30 | ED 2:00pm |
| Mon., 5/10 | V Girls Outdoor Track | Ridgefield, Greenwich | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | d/o 2:00pm, p/u 6:00pm | ED 1:30 pm |
| Mon., 5/10 | V Softball | Fairfield Ludlowe | Away - Sturges Park [Directions] | L 10-1 | d/o 3:00, p/u 6:00pm | |
| Mon., 5/10 | JV Softball | Fairfield Ludlowe | Away - Tom Haydon Field [Directions] | 4:30 p.m. | Yes | Ride with varsity |
| Mon., 5/10 | FR Softball | Greenwich | Home - Staples HS - Softball Field [Directions] | 4:30 p.m. | ||
| Mon., 5/10 | JV Girls Tennis | New Canaan | Away - New Canaan Field Club [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Tue., 5/11 | V Boys Golf | Bridgeport Central, Harding, Bassick | Away - Fairchild Wheeler Golf Course [Directions] | 149 | d/o 2:30pm, p/u 6:00pm | |
| Tue., 5/11 | JV Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | 3:00 p.m. | d/o 2:00pm, p/u 5:00pm | ED 1:50pm |
| Tue., 5/11 | V Boys Lacrosse | Westhill | Home - Staples Stadium [Directions] | W 16 to 8 | ||
| Tue., 5/11 | JV Boys Lacrosse | Westhill | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Tue., 5/11 | V Boys Outdoor Track | Trumbull, Norwalk, Westhill | Away - Trumbull H.S. [Directions] | 4:00 p.m. | d/o 2:00pm, p/u 6:00pm | ED 130pm |
| Tue., 5/11 | V Boys Tennis | New Canaan | Home - Staples HS-Tennis Courts [Directions] | W 5-2 | ||
| Tue., 5/11 | JV Boys Tennis | New Canaan | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Tue., 5/11 | V Girls Golf | Danbury | Away - Richter Park Golf Course [Directions] | danbury 208 | d/o 1:15pm, p/u 6:00pm | ED 1:00pm |
| Tue., 5/11 | JV Girls Golf | New Canaan | Home - Longshore [Directions] | 3:15 p.m. | ||
| Tue., 5/11 | JV Girls Lacrosse | Westhill (Scrim.) | Away - Westhill Front Turf Field [Directions] | 4:30 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Tue., 5/11 | FR Girls Lacrosse | Fairfield Ludlowe | Away - FLHS Front Lawn [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Tue., 5/11 | V Girls Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | L 1-6 | d/o 3:00pm, p/u 5:30pm | |
| Wed., 5/12 | JV Boys Golf | Wilton | Home - Longshore [Directions] | 3:00 p.m. | ||
| Wed., 5/12 | V Boys Volleyball | Fairfield Warde | Away - Fairfield Ludlowe H.S. [Directions] | W 3-0 | d/o 2:30pm, p/u 6:00pm | |
| Wed., 5/12 | JV Boys Volleyball | Fairfield Warde | Away - Fairfield Ludlowe H.S. [Directions] | 4:00 p.m. | yes | Share bus with varsity |
| Wed., 5/12 | V Girls Golf | Fairfield Ludlowe | Away - Smith Richardson Golf Course [Directions] | ludlowe...253 | d/o 2:10pm, p/u 6:00pm | ED 2:00pm |
| Wed., 5/12 | V Girls Water Polo | Choate Rosemary Hall | Away | 3:45 p.m. | 1:15pm | ED 1:00pm |
| Thu., 5/13 | V Baseball | Greenwich | Home - Staples Baseball Field [Directions] | W 2-1 | ||
| Thu., 5/13 | JV Baseball | Greenwich | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Thu., 5/13 | FR Baseball | Greenwich | Away - GHS Baseball Field [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30pm | |
| Thu., 5/13 | V Boys Golf | Brien McMahon | Home - Longshore [Directions] | 156 | ||
| Thu., 5/13 | V Boys Lacrosse | Glastonbury | Away - Wesleyan University [Directions] | W 6 to 5 | d/o 2:15pm, p/u 6:00pm | ED 2:00pm |
| Thu., 5/13 | V Girls Golf | Greenwich | Away - Griffith E Harris Golf Course [Directions] | greenwich....187 | d/o 2:10, p/u 6:00pm | ED 2:00pm |
| Thu., 5/13 | V Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | W 16-2 | d/o 5:30pm, p/u 8:00pm | Shuttle with JV |
| Thu., 5/13 | JV Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS [Directions] | 5:15 p.m. | d/o 3:45pm | Shuttle with varsity |
| Thu., 5/13 | V Softball | Greenwich | Away - GHS Softball Field [Directions] | W 6-2 | d/o 2:30pm, p/u 6:00pm | |
| Thu., 5/13 | JV Softball | Greenwich | Away - Julian Curtiss School [Directions] | 4:15 p.m. | Yes | Ride with varsity |
| Thu., 5/13 | FR Softball | Greenwich | Home - Staples HS - Softball Field [Directions] | 4:30 p.m. | ||
| Thu., 5/13 | JV Girls Tennis | Fairfield Warde | Away - Fairfield Woods Middle School Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Fri., 5/14 | JV Baseball | St. Joseph | Away - Unity Park, Trumbull [Directions] | Cancelled | yes | Share bus with varsity |
| Fri., 5/14 | FR Baseball | St. Joseph | Home - Staples Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/14 | FR Boys Lacrosse | Norwalk | Away - Andrews Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Fri., 5/14 | V Boys Tennis | Stamford | Away - Stamford High School [Directions] | W 7-0 | d/o 2:30, p/u 5:30pm | |
| Fri., 5/14 | V Boys Volleyball | Ridgefield | Home - Staples H.S. Gym [Directions] | W 3-1 | ||
| Fri., 5/14 | JV Boys Volleyball | Ridgefield | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Fri., 5/14 | V Co-ed Sailing | Greenwich | Away [Directions] | 3:00 p.m. | d/o 2:15, p/u 6:00 | |
| Fri., 5/14 | V Girls Tennis | Stamford | Home - Staples HS-Tennis Courts [Directions] | W 6-1 | ||
| Fri., 5/14 | JV Girls Tennis | New Canaan | Home - Town Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Sat., 5/15 | V Baseball | St. Joseph | Away - St. Joseph High School [Directions] | W 7-5 | d/o 12:30pm, p/u 3:30 | |
| Sat., 5/15 | V Boys Lacrosse | Norwalk | Home - Staples Stadium [Directions] | W 14 to 1 | ||
| Sat., 5/15 | JV Boys Lacrosse | Norwalk | Home - Staples Stadium [Directions] | 1:30 p.m. | ||
| Sat., 5/15 | V Softball | St. Joseph | Home - Greens Farms Elementary School [Directions] | L 2-0 | ||
| Sat., 5/15 | V Girls Water Polo | Hopkins Water Polo Tournament | Away | 10:30 a.m. | d/o 9:15, p/u 1:30 | |
| Mon., 5/17 | JV Boys Golf | Greenwich | Home - Longshore [Directions] | 3:00 p.m. | ||
| Mon., 5/17 | FR Boys Lacrosse | Westhill | Home - Staples Stadium [Directions] | 5:30 p.m. | ||
| Mon., 5/17 | V Boys Tennis | Fairfield Ludlowe | Home - Staples HS-Tennis Courts [Directions] | W 5-2 | ||
| Mon., 5/17 | V Boys Volleyball | Darien | Away - DHS Main Gym [Directions] | W 3-1 | d/o 2:30pm, p/u 6:00pm | |
| Mon., 5/17 | JV Boys Volleyball | Darien | Away - DARIEN MAIN GYM [Directions] | 5:30 p.m. | yes | Share bus with varsity |
| Mon., 5/17 | V Girls Golf | New Canaan | Away - Country Club of New Canaan [Directions] | new canaan..188 | d/o 2:10pm, p/u 6:00pm | ED 2:00pm |
| Mon., 5/17 | V Girls Outdoor Track | Fairfield Warde, New Canaan | Away - Fairfield Warde H.S. [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 6:00pm | |
| Mon., 5/17 | V Girls Tennis | Fairfield Ludlowe | Away - Fairfield Ludlowe Tennis Courts [Directions] | W 4-3 | d/o 2:30pm, p/u 5:30pm | Share with JV |
| Mon., 5/17 | JV Girls Tennis | Fairfield Ludlowe | Away - Tomlinson Middle School [Directions] | 4:00 p.m. | yes | Share with varsity |
| Tue., 5/18 | V Boys Golf | Fairfield Prep | Away - The Patterson Club - Fairfield, CT [Directions] | Cancelled | Yes | |
| Tue., 5/18 | JV Boys Golf | Wilton | Away [Directions] | 3:00 p.m. | d/o 2:00, p/u 5:00 | ED 1:50pm |
| Tue., 5/18 | FR Boys Lacrosse | Fairfield Ludlowe | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Tue., 5/18 | V Girls Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | W 16-6 | d/o 4:30pm, p/u 7:00pm | Shuttle with JV |
| Tue., 5/18 | JV Girls Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 4:30 p.m. | d/o 3:00pm | Shuttle with varsity |
| Wed., 5/19 | V Baseball | Ridgefield | Home - Staples Baseball Field [Directions] | W 15-4 | ||
| Wed., 5/19 | JV Baseball | Ridgefield | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 5/19 | FR Baseball | Ridgefield | Away - Ciuccoli Field (Old High School Field) [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30pm | |
| Wed., 5/19 | V Boys Golf | Danbury, Ridgefield, Norwalk | Home - Longshore [Directions] | 143 | ||
| Wed., 5/19 | JV Boys Golf | New Canaan | Away [Directions] | Cancelled | d/o 2:00, p/u 5:00pm | ED 1:50pm |
| Wed., 5/19 | JV Boys Golf | Fairfield Prep | Away - Brooklawn CC - Fairfield, CT [Directions] | Cancelled | 2:20, p/u 5:00pm | |
| Wed., 5/19 | V Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | W 5 to 2 | d/o 5:30pm, p/u 8:30pm | Shuttle with JV |
| Wed., 5/19 | JV Boys Lacrosse | Fairfield Ludlowe | Home - Wakeman Field [Directions] | 4:00 p.m. | d/o 3:30pm | Shuttle with varsity |
| Wed., 5/19 | V Boys Tennis | Brien McMahon | Away - Brien McMahon HS [Directions] | W 7-0 | d/o 2:30, p/u 5:30pm | |
| Wed., 5/19 | JV Boys Tennis | Fairfield Warde | Away - FWHS- Knapps Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Wed., 5/19 | V Boys Volleyball | Harding | Home - Staples H.S. Gym [Directions] | W 3-0 | ||
| Wed., 5/19 | JV Boys Volleyball | Harding | Home - Staples H.S. Gym [Directions] | 5:30 p.m. | ||
| Wed., 5/19 | V Co-ed Sailing | TBA | Away | 2:00 p.m. | 1:00pm, p/u 4:00pm | |
| Wed., 5/19 | JV Girls Golf | Trumbull | Away - Tashua Knolls Golf Course [Directions] | 3:15 p.m. | d/o 2:15pm, p/u 4:45pm | |
| Wed., 5/19 | V Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | W 4-3 | d/o 2:30pm, p/u 6:00pm | |
| Wed., 5/19 | JV Softball | Ridgefield | Away - RHS Upper Grass Field [Directions] | 4:00 p.m. | Yes | Ride with varsity |
| Wed., 5/19 | FR Softball | Ridgefield | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Wed., 5/19 | V Girls Tennis | Brien McMahon | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Thu., 5/20 | FR Baseball | Trinity Catholic | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Thu., 5/20 | V Boys Golf | Westhill | Away - Hubbard Brennan Golf Course [Directions] | 147 | d/o 2:00pm, p/u 6:00pm | ED 1:45pm |
| Thu., 5/20 | FR Boys Lacrosse | Ridgefield | Home - Wakeman Field B (turf) [Directions] | 4:00 p.m. | ||
| Thu., 5/20 | V Boys Outdoor Track | Ridgefield, Greenwich, Danbury | Away - Tiger Hollow Stadium [Directions] | 4:00 p.m. | d/o 1:45pmpm, p/u 6:00pm | ED 1:15pm |
| Thu., 5/20 | V Boys Tennis | Bridgeport Central | Home - Staples HS-Tennis Courts [Directions] | W 7-0 | ||
| Thu., 5/20 | JV Boys Tennis | Fairfield Ludlowe | Home - Towns Farms Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:15pm | |
| Thu., 5/20 | V Girls Golf | Trumbull | Home - Longshore [Directions] | trumbull190 | ED 2:00pm | |
| Thu., 5/20 | FR Softball | Danbury | Home - Wakeman Field [Directions] | 4:00 p.m. | ||
| Thu., 5/20 | V Girls Tennis | Bridgeport Central | Away - Central H.S. Tennis Courts [Directions] | W 7-0 | d/o 2:30pm, p/u 5:30pm | |
| Fri., 5/21 | V Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | L 8-5 | d/o 2:45pm, p/u 5:30pm | |
| Fri., 5/21 | JV Baseball | Trinity Catholic | Away - Barrett Field @ Belltown Park | 4:00 p.m. | yes | Share bus with varsity |
| Fri., 5/21 | V Girls Lacrosse | Greenwich | Away - GHS Field 3 [Directions] | 5:00 p.m. | d/o 3:00, p/u 6:00 | |
| Fri., 5/21 | V Softball | Trinity Catholic | Home - Greens Farms Elementary School [Directions] | L 3-2 | ||
| Sat., 5/22 | V Boys Lacrosse | St. Joseph | Home - Staples Stadium [Directions] | L 7 to 10 | ||
| Sat., 5/22 | V Girls Lacrosse | St. Joseph | Home - Staples High School Stadium Field [Directions] | W 17-6 | ||
| Sat., 5/22 | JV Girls Lacrosse | St. Joseph | Home - Ginny Parker Field - Staples [Directions] | 2:00 p.m. | ||
| Sat., 5/22 | V Girls Water Polo | Greenwich Y | Home - Staples HS Pool [Directions] | 10:00 a.m. | ||
| Mon., 5/24 | V Baseball | FCIAC Play-down | Home [Directions] | 4:00 p.m. | ||
| Mon., 5/24 | V Boys Golf | Trumbull | Home - Longshore [Directions] | 149 | ||
| Mon., 5/24 | FR Boys Lacrosse | Darien | Away - DHS Turf #2 [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Mon., 5/24 | V Boys Tennis | Westhill | Home [Directions] | W 6-0 | ||
| Mon., 5/24 | V Girls Golf | Ridgefield, Darien | Away - Ridgefield Public GC (DHLY Ridge) [Directions] | ridgefield...204 | d/o 1:40pm, p/u 5:00pm | ED 1:30pm |
| Mon., 5/24 | JV Girls Tennis | JV FCIAC Tournament @ Wilton HS | Away | 4:00 p.m. | d/o 2:45, p/u 6:00 | |
| Mon., 5/24 | Unified Sports Track | Unified Sports @ Fairfield Ludlowe HS | Away | 3:00 p.m. | 2:20pm bus to stay | |
| Tue., 5/25 | V Boys Golf | Greenwich | Home - Longshore [Directions] | 141 | ||
| Tue., 5/25 | V Boys Lacrosse | FCIAC Semi finals at Brien McMahon | Away | TBA | Yes | |
| Tue., 5/25 | V Boys Outdoor Track | FCIAC Championships @ Danbury | Away | 2:30 p.m. | 12:00pm | ED 11:30am |
| Tue., 5/25 | V Girls Lacrosse | Conard | Home - Ginny Parker Field - Staples [Directions] | W 19-6 | ||
| Tue., 5/25 | JV Girls Lacrosse | Conard | Home - Ginny Parker Field - Staples [Directions] | 5:15 p.m. | ||
| Tue., 5/25 | V Girls Outdoor Track | FCIAC Championship @ Danbuty HS | Away | 2:00 p.m. | d/o 12:00pm, p/u 6:00pm | ED 11:30am |
| Tue., 5/25 | V Girls Tennis | FCIAC Semi Finals vs. Greenwich | Away | 4:00 p.m. | d/o 2:40, p/u 5:30 | |
| Wed., 5/26 | V Boys Golf | Fairfield Prep | Home [Directions] | 143 | ||
| Wed., 5/26 | V Boys Tennis | Ridgefield | Home [Directions] | W 4-0 | ||
| Wed., 5/26 | V Boys Volleyball | Semi-finals vs. Greenwich at Ludlowe | Away | 7:00 p.m. | 5:00 | |
| Wed., 5/26 | JV Girls Golf | Fairfield Ludlowe, Fairfield Warde | Away - South Pine Creek Par 3 [Directions] | 3:30 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Wed., 5/26 | FR Girls Lacrosse | Darien | Away - Middlesex Lower Field [Directions] | 4:00 p.m. | d/o 2:30pm, p/u 5:00pm | |
| Thu., 5/27 | V Boys Golf | Chappa Tournament | Away | TBA | ||
| Thu., 5/27 | V Boys Outdoor Track | Danbury Freshmen Invitational | Away | 4:00 p.m. | 2:00pm | ED 1:30pm |
| Thu., 5/27 | V Boys Tennis | FCIAC Finals | Away | 4:00 p.m. | d/o 2:30, p/u 5:30 | |
| Thu., 5/27 | V Girls Golf | Guimares Tournament @ Lyman Meadow Course in Middletown | Away | 1:00 p.m. | ED 11:00am | |
| Thu., 5/27 | JV Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | 4:00 p.m. | d/o 2:45pm, p/u 5:30 | |
| Fri., 5/28 | V Boys Lacrosse | FCIAC Finals at Brien McMahon | Away | 7:30 p.m. | Yes | |
| Fri., 5/28 | V Boys Volleyball | FCIAC Finals | Away | 7:00 p.m. | Yes | |
| Sat., 5/29 | V Boys Rugby | Connecticut Cup @ Yale | Away | TBA | Yes | |
| Tue., 6/1 | V Baseball | Class LL First Round | Home [Directions] | 3:30 p.m. | will play winner of Hamden vs Crosby | |
| Tue., 6/1 | V Boys Golf | Holahan Tournament | Away | 12:00 p.m. | d/o 10:45, p/u 5:30 | |
| Tue., 6/1 | V Girls Golf | FCIAC Tournament @ H Smith Richardson | Away | staples...212 fciac.. | Yes | ED 9:30am |
| Tue., 6/1 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Manchester HS [Directions] | 2:30 p.m. | ||
| Tue., 6/1 | V Softball | Class LL First Round vs. Fairfield Ludlowe | Away | 4:00 p.m. | d/o 2:30, p/u 6:00 | |
| Tue., 6/1 | V Girls Tennis | Class L Qualifying Round vs. Westhill | Home [Directions] | 12:30 p.m. | ||
| Tue., 6/1 | V Girls Tennis | Class L First Round vs. Hall or Ridgefield | Home [Directions] | 3:00 p.m. | ||
| Wed., 6/2 | V Baseball | Class LL First Round | Home [Directions] | 4:00 p.m. | complete rainout from 6/1 | |
| Wed., 6/2 | JV Girls Golf | FCIAC Championships | Home [Directions] | 3:00 p.m. | ||
| Wed., 6/2 | V Girls Lacrosse | Ridgefield | Home - Ginny Parker Field - Staples [Directions] | 4:00 p.m. | ||
| Wed., 6/2 | V Softball | Class LL First Round vs. Fairfield Ludlowe | Away | 3:30 p.m. | 2:00pm | ED 1:45pm |
| Wed., 6/2 | V Girls Water Polo | Greenwich YMCA | Away | 7:00 p.m. | 5:15 | |
| Thu., 6/3 | V Boys Golf | FCIAC Championships at Fairchild Wheeler | Away | 12:30 p.m. | d/o 11:30, p/u 5:30 | ED 11:15 |
| Thu., 6/3 | V Boys Lacrosse | Division L First Round vs. Newington | Home [Directions] | 3:00 p.m. | ||
| Thu., 6/3 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Manchester HS [Directions] | 2:30 p.m. | 11:30am | ED 11:00am |
| Thu., 6/3 | V Boys Tennis | Class LL First Round @ Hall HS | Away | 9:00 a.m. | d/o 7:30am, p/u TBA | |
| Thu., 6/3 | V Girls Lacrosse | Division II First Round vs. New Milford | Away | 3:00 p.m. | 12:45pm | ED 12:30 |
| Thu., 6/3 | V Girls Outdoor Track | CIAC Class LL Championship | Away - Manchester HS [Directions] | 2:30 p.m. | 11:30am | ED 11:00am |
| Thu., 6/3 | V Girls Tennis | Class L Quarter Finals vs. Bristol Eastern @ Greenwich HS | Away | 1:00 p.m. | d/o 10:45, p/u 3:00 | ED 10:30 |
| Fri., 6/4 | V Boys Tennis | Class LL First Round @ Hall HS continued | Away | TBA | 10:15am | ED 10:00 |
| Fri., 6/4 | V Boys Volleyball | Class L Quarterfinals vs. Danbury | Home [Directions] | 5:00 p.m. | ||
| Sat., 6/5 | V Boys Lacrosse | Division L Qualifying Round vs. Simsbury | Home - Staples Stadium [Directions] | 3:00 p.m. | ||
| Mon., 6/7 | V Boys Golf | CIAC Div. I Championship | Away - Crestbrook Park - Watertown [Directions] | 7:00 a.m. | d/o 9:45am, p/u 5:00pm | |
| Mon., 6/7 | V Boys Outdoor Track | CIAC Open Championship | Away - Willowbrook Park - New Britain [Directions] | 1:30 p.m. | 11:00am | ED 10:30am |
| Mon., 6/7 | V Girls Lacrosse | Division II Quarter Finals vs. Immaculate | Away | 4:00 p.m. | 2:00pm | ED 1:45pm |
| Mon., 6/7 | V Girls Outdoor Track | CIAC Open Championship | Away - Willowbrook Park - New Britain [Directions] | 1:30 p.m. | 11:00am | ED 10:30am |
| Mon., 6/7 | V Girls Outdoor Track | CIAC Open Championship | Away - Willowbrook Park - New Britain [Directions] | 1:30 p.m. | ||
| Tue., 6/8 | V Boys Lacrosse | CIAC Semi Final vs. Fairfield Prep at Brien McMahon | Away | 7:15 p.m. | 5:30pm | |
| Tue., 6/8 | V Boys Volleyball | Class L Semifinals vs. Glastonbury at Oxford HS | Away | 6:00 p.m. | 3:30 | |
| Tue., 6/8 | V Girls Golf | CIAC Girls Golf Championship | Away - Orange Hill CC - Orange [Directions] | 7:30 a.m. | d/o 7:45am, p/u 2:15pm | |
| Wed., 6/9 | V Girls Lacrosse | Division II Semi Finals vs. St. Bernard @ Bunnell HS | Away | 5:00 p.m. | 2:30pm | |
| Fri., 6/11 | V Boys Volleyball | Southington | Away [Directions] | 7:00 p.m. | ||
| Sat., 6/12 | V Boys Outdoor Track | New England Championship | Away - Willowbrook Park - New Britain [Directions] | 11:00 a.m. | 8:00am | |
| Sat., 6/12 | V Girls Outdoor Track | New England Championship | Away - Willowbrook Park - New Britain [Directions] | TBA | ||
| Sat., 6/12 | V Girls Outdoor Track | New England Championship | Away - Willowbrook Park - New Britain [Directions] | TBA | ||
| Tue., 6/15 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Willowbrook Park - New Britain [Directions] | 11:30 a.m. | ||
| Tue., 6/15 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Willowbrook Park - New Britain [Directions] | TBA | ||
| Tue., 6/15 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Willowbrook Park - New Britain [Directions] | TBA | ||
| Wed., 6/16 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willowbrook Park - New Britain [Directions] | 11:30 a.m. | ||
| Wed., 6/16 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Willowbrook Park - New Britain [Directions] | TBA | ||
| Wed., 6/16 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Willowbrook Park - New Britain [Directions] | TBA | ||
| Mon., 6/21 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | ||
| Mon., 6/21 | V Girls Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | ||