| Stamford 2006-07 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 653 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Softball | Greenwich | Away - Bible Street Field [Directions] | Cancelled | ||
| Wed., 8/30 | V Football | Berlin (Scrim.) | Away [Directions] | 4:00 p.m. | 1:30 pm | |
| Thu., 8/31 | V Football | Wright Tech (Scrim.) | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Sat., 9/2 | V Football | Holy Cross (Scrim.) | Away - HCHS [Directions] | 10:30 a.m. | 8:00 a.m. | |
| Sat., 9/2 | V Girls Volleyball | Joel Barlow (Scrim.) | Home - Stamford High School [Directions] | 9:00 a.m. | ||
| Tue., 9/5 | FR Football | Shelton (Scrim.) | Away [Directions] | 3:30 p.m. | 2:00 p.m. | |
| Tue., 9/5 | V Field Hockey | Wilton (Scrim.) | Away - Kristine Lilly Field [Directions] | 3:30 p.m. | 2:30 | |
| Wed., 9/6 | V Boys Soccer | Greenwich (Scrim.) | Away [Directions] | 4:15 p.m. | 3:00 p.m. | |
| Thu., 9/7 | FR Football | Wilton (Scrim.) | Away [Directions] | 4:00 p.m. | 2:30 p.m. | |
| Thu., 9/7 | V Field Hockey | Trumbull (Scrim.) | Away - Field Hockey Grass Field [Directions] | 3:45 p.m. | 2:30 | |
| Thu., 9/7 | V Girls Volleyball | Staples (Scrim.) | Away [Directions] | TBA | 2:30 p.m. | |
| Fri., 9/8 | V Field Hockey | Norwalk (Scrim.) | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Fri., 9/8 | V Field Hockey | Norwalk (Scrim.) | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Sat., 9/9 | V Football | Middletown (Scrim.) | Home - Stamford High School [Directions] | 2:00 p.m. | ||
| Sat., 9/9 | V Field Hockey | Ridgefield (Scrim.) | Home - Stamford High School [Directions] | 1:30 p.m. | ||
| Sat., 9/9 | V Field Hockey | Ridgefield (Scrim.) | Home - Stamford High School [Directions] | 10:00 a.m. | ||
| Sat., 9/9 | V Girls Volleyball | Stafford (Scrim.) | Home - Stamford High School [Directions] | 9:00 a.m. | ||
| Tue., 9/12 | V Boys Cross Country | New Canaan, Wilton, Westhill | Away - New Canaan [Directions] | 4:45 p.m. | 2:30 | Phil DeMent |
| Tue., 9/12 | V Girls Cross Country | New Canaan, Wilton, Westhill | Away - New Canaan [Directions] | 4:00 p.m. | 2:30 | Phil DeMent |
| Tue., 9/12 | V Girls Soccer | Trinity Catholic | Away - Trinity Catholic Soccer Field | W 3-0 | 2:30 | Frank Russo |
| Tue., 9/12 | JV Girls Soccer | Trinity Catholic | Home - Stamford High Soccer Field [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | V Boys Soccer | Danbury | Away - Danbury High School Stadium [Directions] | L 2-1 | 2:00 | Frank Russo |
| Wed., 9/13 | JV Boys Soccer | Danbury | Away - Danbury High School Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | FR Boys Soccer | Danbury | Home [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | V Field Hockey | Fairfield Warde | Away - Fairfield Warde Turf [Directions] | L 2-1 | 2:15 | Bob Meyers |
| Wed., 9/13 | JV Field Hockey | Fairfield Warde | Away - Fairfield Warde Turf [Directions] | 5:30 p.m. | ||
| Wed., 9/13 | V Girls Volleyball | Harding | Home - Stamford High School [Directions] | W 3-0 | ||
| Wed., 9/13 | JV Girls Volleyball | Harding | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Thu., 9/14 | FR Football | Harding | Away [Directions] | 3:45 p.m. | 2:15 | Phil DeMent |
| Fri., 9/15 | V Football | Harding | Home - Stamford High School [Directions] | W 22-0 | ||
| Fri., 9/15 | V Boys Soccer | Westhill | Home - Stamford High School [Directions] | T 1-1 | ||
| Fri., 9/15 | JV Boys Soccer | Westhill | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Dave Borsey |
| Fri., 9/15 | V Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | L 2-0 | 2:15 | Frank Russo |
| Fri., 9/15 | JV Field Hockey | New Canaan | Away - Dunning Stadium [Directions] | 5:15 p.m. | ||
| Fri., 9/15 | FR Field Hockey | New Canaan | Home - Stamford High School [Directions] | Cancelled | ||
| Fri., 9/15 | V Girls Soccer | Fairfield Ludlowe | Away - Turf Stadium [Directions] | L 4-1 | 2:15 | Phil DeMent |
| Fri., 9/15 | JV Girls Soccer | Fairfield Ludlowe | Away - Sturges Park [Directions] | 4:00 p.m. | ||
| Fri., 9/15 | V Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | W 3-1 | 2:15 | Bob Meyers |
| Fri., 9/15 | JV Girls Volleyball | Greenwich | Away - GHS Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 9/15 | FR Girls Volleyball | Greenwich | Home [Directions] | 3:45 p.m. | ||
| Sat., 9/16 | JV Football | Harding | Home - Stamford High School [Directions] | 10:00 a.m. | ||
| Sat., 9/16 | V Girls Swimming and Diving | Darien | Home - Westhill [Directions] | 11:00 a.m. | ||
| Mon., 9/18 | V Girls Soccer | Danbury | Home - Stamford High School [Directions] | W 2-0 | ||
| Mon., 9/18 | JV Girls Soccer | Danbury | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Dave Borsey |
| Mon., 9/18 | V Girls Volleyball | Staples | Away - Staples Gym [Directions] | L 3-2 | 2:15 | Frank Russo |
| Mon., 9/18 | JV Girls Volleyball | Staples | Away - Staples Gym [Directions] | 5:00 p.m. | ||
| Mon., 9/18 | FR Girls Volleyball | Staples | Home [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Boys Cross Country | Fairfield Warde, Bridgeport Central, Brien McMahon, Norwalk | Away - Fairfield Warde [Directions] | 3:45 p.m. | 2:15 | Frank Russo |
| Tue., 9/19 | V Boys Soccer | Trumbull | Away - Varsity Grass Field [Directions] | L 2-1 | 2:15 | Bob Meyers |
| Tue., 9/19 | JV Boys Soccer | Trumbull | Away - JV Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | FR Boys Soccer | Trumbull | Home - Stamford High [Directions] | 4:15 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | Fairfield Warde, Bridgeport Central, Brien McMahon, Norwalk | Away - Fairfield Warde [Directions] | 4:00 p.m. | 2:15 | Frank Russo |
| Tue., 9/19 | V Field Hockey | Staples | Home - Stamford High School [Directions] | W 3-1 | ||
| Tue., 9/19 | JV Field Hockey | Staples | Home - Stamford High School [Directions] | 5:15 p.m. | ||
| Tue., 9/19 | FR Field Hockey | Staples | Away - Ginny Parker Field [Directions] | Cancelled | 2:15 | Cancelled |
| Wed., 9/20 | FR Football | Danbury | Away - Danbury High School Stadium [Directions] | 5:00 p.m. | 2:00 | Frank Russo |
| Wed., 9/20 | V Girls Soccer | St. Joseph | Away - Indian Ledge, Trumbull [Directions] | L 7-1 | 5:00 p.m. | Dewayne Willims |
| Wed., 9/20 | JV Girls Soccer | St. Joseph | Away - St. Catherine's, Trumbull [Directions] | 4:00 p.m. | 2:15 p.m. | Bob Meyers |
| Wed., 9/20 | V Girls Swimming and Diving | Greenwich | Home - Westhill [Directions] | 3:15 p.m. | ||
| Wed., 9/20 | V Girls Volleyball | Fairfield Warde | Home - Stamford High School [Directions] | W 3-0 | ||
| Wed., 9/20 | JV Girls Volleyball | Fairfield Warde | Home - Stamford High School [Directions] | 5:45 p.m. | ||
| Wed., 9/20 | FR Girls Volleyball | Fairfield Warde | Away - Fairfield Warde High School Gymnasium [Directions] | 4:00 p.m. | 2:15 | Dave Borsey |
| Thu., 9/21 | V Football | Danbury | Home - Stamford High School [Directions] | L 12-39 | ||
| Thu., 9/21 | V Boys Soccer | Wilton | Away - Kristine Lilly Field [Directions] | L 4-3 | 5:00 p.m. | Dewayne Willims |
| Thu., 9/21 | JV Boys Soccer | Wilton | Away - Allen's Meadows [Directions] | 4:00 p.m. | 2:30 p.m. | Bob Meyers |
| Thu., 9/21 | FR Boys Soccer | Wilton | Home - Stamford High [Directions] | 4:15 p.m. | ||
| Thu., 9/21 | V Field Hockey | Ridgefield | Home - Stamford High School [Directions] | T 1-1 | ||
| Thu., 9/21 | JV Field Hockey | Ridgefield | Home - Stamford High School [Directions] | 4:30 p.m. | ||
| Thu., 9/21 | FR Field Hockey | Ridgefield | Away - RHS Upper Grass Field [Directions] | Cancelled | 2:15 | Cancelled |
| Fri., 9/22 | V Girls Soccer | New Canaan | Away - Connor Field [Directions] | L 2-1 | 2:00 | Frank Russo |
| Fri., 9/22 | JV Girls Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 3:30 p.m. | 2:00 | Frank Russo |
| Fri., 9/22 | V Girls Volleyball | Westhill | Home - Stamford High School [Directions] | W 3-0 | ||
| Fri., 9/22 | JV Girls Volleyball | Westhill | Away - Westhill Gymnasium [Directions] | 3:00 p.m. | 2:00 p.m. | Bob Meyers |
| Fri., 9/22 | FR Girls Volleyball | Westhill | Away - Westhill Gymnasium [Directions] | 4:30 p.m. | 2:00 p.m. | Bob Meyers |
| Mon., 9/25 | JV Football | Danbury | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Mon., 9/25 | V Boys Soccer | St. Joseph | Away - Indian Ledge, Trumbull [Directions] | W 3-2 | 5:00 | Phil DeMent |
| Mon., 9/25 | JV Boys Soccer | St. Joseph | Away - St. Catherine's, Trumbull [Directions] | 4:00 p.m. | 2:00 p.m. | Frank Russo |
| Mon., 9/25 | V Girls Volleyball | Brien McMahon | Home - Stamford High School [Directions] | W 3-0 | ||
| Mon., 9/25 | JV Girls Volleyball | Brien McMahon | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Tue., 9/26 | V Boys Cross Country | Trumbull, Fairfield Ludlowe, Harding, Bassick | Away - XC Course [Directions] | 4:00 p.m. | 2:15 | Phil DeMent |
| Tue., 9/26 | V Girls Cross Country | Trumbull, Fairfield Ludlowe, Harding, Bassick | Away - Trumbull [Directions] | 4:45 p.m. | 2:15 | Phil DeMent |
| Tue., 9/26 | V Girls Soccer | Brien McMahon | Home - Stamford High School [Directions] | W 1-0 | ||
| Tue., 9/26 | JV Girls Soccer | Brien McMahon | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Frank Russo |
| Wed., 9/27 | V Boys Soccer | New Canaan | Home - Stamford High School [Directions] | W 1-0 | ||
| Wed., 9/27 | JV Boys Soccer | New Canaan | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Bob Meyers Drop-off |
| Wed., 9/27 | FR Boys Soccer | New Canaan | Away - Saxe Middle School Field [Directions] | 4:00 p.m. | 2:15 | Bob Meyers |
| Wed., 9/27 | V Field Hockey | Wilton | Home - Stamford High School [Directions] | L 3-1 | ||
| Wed., 9/27 | JV Field Hockey | Wilton | Home - Stamford High School [Directions] | 5:30 p.m. | ||
| Wed., 9/27 | FR Field Hockey | Wilton | Away [Directions] | 4:15 p.m. | 2:30 | Dave Borsey |
| Wed., 9/27 | V Girls Swimming and Diving | Danbury | Home - Westhill [Directions] | 3:15 p.m. | ||
| Wed., 9/27 | V Girls Volleyball | Danbury | Away - Danbury High School-Main Gym [Directions] | L 3-1 | 2:00 | Phil DeMent |
| Wed., 9/27 | JV Girls Volleyball | Danbury | Away - Danbury High School-Main Gym [Directions] | 5:00 p.m. | 2:00 | Phil DeMent |
| Wed., 9/27 | FR Girls Volleyball | Danbury | Home [Directions] | 3:45 p.m. | ||
| Wed., 9/27 | Miscellaneous Events | School Activities | Away - Fairfield University | 7:00 a.m. | 6:30am | 11:45am return Phil DeMent |
| Thu., 9/28 | FR Football | Trumbull | Home - Stamford High School [Directions] | 6:00 p.m. | ||
| Thu., 9/28 | V Field Hockey | Danbury | Away - Danbury High School Stadium [Directions] | L 2-0 | 2:00 | Phil DeMent |
| Thu., 9/28 | JV Field Hockey | Danbury | Away - Danbury High School Stadium [Directions] | 5:15 p.m. | ||
| Thu., 9/28 | FR Field Hockey | Danbury | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Thu., 9/28 | V Girls Soccer | Fairfield Warde | Home - Stamford High School [Directions] | L 3-1 | ||
| Thu., 9/28 | JV Girls Soccer | Fairfield Warde | Home - Rippowam Field [Directions] | 4:15 p.m. | 2:45 | Dave Borsey |
| Fri., 9/29 | V Football | Trumbull | Away - McDougall Stadium [Directions] | L 0-33 | 4:30 p.m. | Phil DeMent Frank Russo |
| Fri., 9/29 | V Boys Soccer | Bridgeport Central | Home - Stamford High School [Directions] | W 7-0 | ||
| Fri., 9/29 | JV Boys Soccer | Bridgeport Central | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Dave Borsey |
| Fri., 9/29 | V Competitive Cheerleading | Trumbull | Away [Directions] | 7:00 p.m. | 5:30 p.m. | Dewayne Willims |
| Fri., 9/29 | V Girls Volleyball | Bridgeport Central | Away - Central Gym [Directions] | W 3-0 | 2:15 | Bob Meyers |
| Fri., 9/29 | JV Girls Volleyball | Bridgeport Central | Away [Directions] | 5:00 p.m. | 2:15 | Bob Meyers |
| Fri., 9/29 | Miscellaneous Events | Science | Away - Cove Beach | 9:30 a.m. | 9:30am | 1:00pm return/Bob Meyers |
| Sat., 9/30 | Band | Trumbull | Away - Trumbull High School [Directions] | TBA | 3:00pm | Phil DeMent Frank Russo Dewayne Willims |
| Tue., 10/3 | V Boys Cross Country | Ridgefield, Staples, Darien | Away - RHS Upper Grass Field [Directions] | 5:00 p.m. | 2:00 | Phil DeMent |
| Tue., 10/3 | JV Football | Trumbull | Away - McDougall Stadium [Directions] | 6:00 p.m. | 4:00 | Frank Russo |
| Tue., 10/3 | V Girls Cross Country | Ridgefield, Staples, Darien | Away - RHS Upper Grass Field [Directions] | 4:30 p.m. | 2:00 | Phil DeMent |
| Tue., 10/3 | V Field Hockey | Westhill | Away - Westhill Stadium [Directions] | W 2-1 | 2:15 | Bob Meyers |
| Tue., 10/3 | JV Field Hockey | Westhill | Away - Westhill Stadium [Directions] | 5:45 p.m. | ||
| Tue., 10/3 | FR Field Hockey | Westhill | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | V Girls Soccer | Westhill | Home - Stamford High School [Directions] | L 2-1 | ||
| Tue., 10/3 | JV Girls Soccer | Westhill | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 p.m. | Dave Borsey |
| Wed., 10/4 | V Girls Swimming and Diving | Ridgefield | Home - Westhill [Directions] | 3:15 p.m. | ||
| Wed., 10/4 | V Girls Volleyball | Bassick | Home - Stamford High School [Directions] | W 3-0 | ||
| Wed., 10/4 | JV Girls Volleyball | Bassick | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Wed., 10/4 | Miscellaneous Events | Math | Away - Wilton High School | 4:00 p.m. | 2:30pm | Phil DeMent |
| Thu., 10/5 | FR Football | Bridgeport Central | Away [Directions] | 6:00 p.m. | 4:30 | Bob Meyers |
| Thu., 10/5 | V Girls Soccer | Staples | Home - Stamford High School [Directions] | L 2-0 | ||
| Thu., 10/5 | JV Girls Soccer | Staples | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Dave Borsey |
| Fri., 10/6 | V Football | Bridgeport Central | Home - Stamford High School [Directions] | L 22-41 | ||
| Fri., 10/6 | V Boys Soccer | Brien McMahon | Away - Brien McMahon [Directions] | W 3-0 | 2:15 p.m. | Bob Meyers |
| Fri., 10/6 | JV Boys Soccer | Brien McMahon | Away - Brien McMahon [Directions] | Cancelled | Cancelled | |
| Fri., 10/6 | V Field Hockey | Fairfield Ludlowe | Home - Stamford High School [Directions] | W 2-1 | ||
| Fri., 10/6 | JV Field Hockey | Fairfield Ludlowe | Home - Stamford High School [Directions] | 5:15 p.m. | ||
| Fri., 10/6 | FR Field Hockey | Fairfield Ludlowe | Away [Directions] | 4:00 p.m. | 2:15 | Frank Russo |
| Fri., 10/6 | V Girls Swimming and Diving | Trumbull | Away [Directions] | 3:45 p.m. | 2:15 | Phil DeMent |
| Fri., 10/6 | V Girls Volleyball | Darien | Home - Stamford High School [Directions] | L 3-0 | ||
| Fri., 10/6 | JV Girls Volleyball | Darien | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Fri., 10/6 | FR Girls Volleyball | Darien | Away - South Gym [Directions] | 4:00 p.m. | 2:30 | Dave Borsey |
| Fri., 10/6 | Miscellaneous Events | Sceince | Away - Maritime Center | TBA | 8:15am | Phil DeMent |
| Sat., 10/7 | JV Football | Bridgeport Central | Home - Stamford High School [Directions] | 10:00 a.m. | ||
| Sat., 10/7 | Band | Stamford | Home - Stamford High School [Directions] | TBA | ||
| Sat., 10/7 | V Field Hockey | Valley Regional | Away - Valley Regional High School [Directions] | L 3-0 | 9:00 a.m. | Frank Russo |
| Sat., 10/7 | JV Field Hockey | Valley Regional | Away - Valley Regional High School [Directions] | 1:15 p.m. | 9:00 a.m. | Frank Russo |
| Mon., 10/9 | FR Field Hockey | Trumbull | Away - Field Hockey Grass Field [Directions] | 11:00 a.m. | 9:00 a.m. | Frank Russo |
| Mon., 10/9 | V Girls Soccer | Bridgeport Central | Away - Kennedy Stadium [Directions] | T 0-0 | 8:30 | Phil DeMent |
| Tue., 10/10 | V Boys Cross Country | Danbury, Greenwich, St. Joseph | Away - Danbury [Directions] | 4:00 p.m. | 2:00 | Phil DeMent |
| Tue., 10/10 | V Boys Soccer | Darien | Away - Darien Stadium [Directions] | W 2-0 | 2:15 | Dave Borsey |
| Tue., 10/10 | JV Boys Soccer | Darien | Away - Middlesex Middle School [Directions] | 4:00 p.m. | ||
| Tue., 10/10 | FR Boys Soccer | Darien | Home - Stamford [Directions] | 4:00 p.m. | ||
| Tue., 10/10 | V Girls Cross Country | Danbury, Greenwich, St. Joseph | Away - Danbury [Directions] | 4:00 p.m. | 2:00 | Phil DeMent |
| Tue., 10/10 | V Girls Volleyball | Wilton | Away - Wilton Field House [Directions] | L 3-0 | 2:30 | Frank Russo |
| Tue., 10/10 | JV Girls Volleyball | Wilton | Away [Directions] | 5:30 p.m. | ||
| Tue., 10/10 | FR Girls Volleyball | Wilton | Home [Directions] | 4:30 p.m. | ||
| Wed., 10/11 | V Field Hockey | Trumbull | Home - Stamford High School [Directions] | W 3-0 | ||
| Wed., 10/11 | JV Field Hockey | Trumbull | Home - Stamford High School [Directions] | 5:15 p.m. | ||
| Thu., 10/12 | V Boys Soccer | Bassick | Away - Kennedy Stadium [Directions] | W 8-0 | 2:15 | Frank Russo |
| Thu., 10/12 | V Field Hockey | Darien | Home - Stamford High School [Directions] | L 4-3 | ||
| Thu., 10/12 | JV Field Hockey | Darien | Home - Stamford High School [Directions] | 4:30 p.m.. | ||
| Thu., 10/12 | FR Field Hockey | Darien | Away - Town Hall Field [Directions] | 3:45 p.m. | 2:30 pm | Dave Borsey |
| Thu., 10/12 | V Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | W 3-0 | 2:15 | Phil DeMent |
| Thu., 10/12 | JV Girls Volleyball | Trumbull | Away - THS Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 10/12 | FR Girls Volleyball | Trumbull | Home [Directions] | 4:00 p.m. | ||
| Fri., 10/13 | V Football | Norwalk | Home - Stamford High School [Directions] | W 24-18 | ||
| Fri., 10/13 | V Girls Soccer | Darien | Home - Stamford High School [Directions] | L 2-0 | ||
| Fri., 10/13 | JV Girls Soccer | Darien | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Dave Borsey |
| Fri., 10/13 | V Girls Swimming and Diving | Wilton | Away - Wilton YMCA [Directions] | 3:00 p.m. | 1:45 p.m. | Bob Meyers |
| Fri., 10/13 | V Girls Volleyball | Trinity Catholic | Home - Stamford High School [Directions] | W 3-0 | ||
| Fri., 10/13 | JV Girls Volleyball | Trinity Catholic | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Sat., 10/14 | JV Football | Norwalk | Home - Stamford High School [Directions] | 3:00 p.m. | ||
| Sat., 10/14 | FR Football | Norwalk | Away - Testa Field [Directions] | 2:00 p.m. | 2:15 | Bob Meyers |
| Sat., 10/14 | FR Boys Soccer | Westhill | Away - Westhill Baseball Field [Directions] | 10:00 a.m. | ||
| Sun., 10/15 | Band | Tournament Game - Opponent Not Known | Away - Port Chester High School | TBA | TBA | Frank Russo Dewayne Willims DaveBorsey |
| Mon., 10/16 | V Boys Soccer | Norwalk | Home - Stamford High School [Directions] | W 6-4 | ||
| Mon., 10/16 | JV Boys Soccer | Norwalk | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Dave Borsey |
| Mon., 10/16 | FR Boys Soccer | Norwalk | Away - Nathan Hale Middle School [Directions] | 3:45 p.m. | 2:15 | Frank Russo |
| Mon., 10/16 | V Field Hockey | North Branford | Home - Stamford High School [Directions] | W 2-0 | ||
| Mon., 10/16 | JV Field Hockey | North Branford | Home - Stamford High School [Directions] | 5:30 p.m. | ||
| Tue., 10/17 | V Field Hockey | Greenwich | Home - Stamford High School [Directions] | L 5-0 | ||
| Tue., 10/17 | JV Field Hockey | Greenwich | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Tue., 10/17 | FR Field Hockey | Greenwich | Away - GHS Field #4 [Directions] | 3:45 p.m. | 2:15 | Bob Meyers |
| Tue., 10/17 | V Girls Soccer | Greenwich | Home - Stamford High School [Directions] | L 4-0 | ||
| Tue., 10/17 | JV Girls Soccer | Greenwich | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Dave Borsey |
| Tue., 10/17 | Miscellaneous Events | Art Dept. | Away - Pepsico | 9:30 a.m. | 8:30am | Phil DeMent |
| Wed., 10/18 | V Boys Soccer | Fairfield Warde | Home - Stamford High School [Directions] | T 2-2 | ||
| Wed., 10/18 | JV Boys Soccer | Fairfield Warde | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 | Dave Borsey |
| Wed., 10/18 | FR Boys Soccer | Fairfield Warde | Away - Tunxis Hill Park [Directions] | Cancelled | 2:15 | Frank Russo |
| Wed., 10/18 | V Girls Swimming and Diving | Staples | Away - Staples Pool [Directions] | 3:45 p.m. | 2:15 | Phil DeMent |
| Wed., 10/18 | V Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | W 3-0 | 2:30 p.m. | Bob Meyers |
| Wed., 10/18 | JV Girls Volleyball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 10/18 | FR Girls Volleyball | Fairfield Ludlowe | Home - Stamford High [Directions] | 4:15 p.m. | ||
| Thu., 10/19 | FR Football | New Canaan | Home - Stamford High School [Directions] | 6:00 p.m. | ||
| Thu., 10/19 | V Field Hockey | Brien McMahon | Away - Brien McMahon [Directions] | L 2-0 | 3:30 p.m. | Bob Meyers |
| Thu., 10/19 | JV Field Hockey | Brien McMahon | Away - Brien McMahon [Directions] | 5:00 p.m. | ||
| Thu., 10/19 | FR Field Hockey | Brien McMahon | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Thu., 10/19 | V Girls Soccer | Trumbull | Away - Varsity Grass Field [Directions] | L 6-1 | 2:15 | Phil DeMent |
| Thu., 10/19 | JV Girls Soccer | Trumbull | Away - JV Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 10/20 | V Football | New Canaan | Away - Dunning Stadium [Directions] | L 20-28 | 5:30 p.m. | Frank Russo Dewayne Willims |
| Fri., 10/20 | V Boys Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | T 1-1 | 1:45 pm | Bob Meyers |
| Fri., 10/20 | JV Boys Soccer | Ridgefield | Away - RHS Lower Grass Field [Directions] | 3:30 p.m. | ||
| Fri., 10/20 | FR Boys Soccer | Ridgefield | Home - Stamford High [Directions] | 3:45 p.m. | ||
| Fri., 10/20 | V Competitive Cheerleading | New Canaan | Away [Directions] | 7:00 p.m. | 6:00 p.m. | Phil DeMent |
| Fri., 10/20 | V Girls Volleyball | St. Joseph | Home - Stamford High School [Directions] | L 2-3 | ||
| Fri., 10/20 | JV Girls Volleyball | St. Joseph | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Fri., 10/20 | Miscellaneous Events | Social Studies | Away - Hispanic Society | 10:30 a.m. | 10:00am | Bob Meyers |
| Sat., 10/21 | Band | Jonathan Law | Away - Jonathon Law High School [Directions] | TBA | 4:00pm | Phil DeMent Frank Russo Dewayne Willims |
| Sat., 10/21 | Miscellaneous Events | Science | Away - Yale University | 7:30 a.m. | 7:30am | Bob Meyers |
| Mon., 10/23 | JV Football | New Canaan | Away - Dunning Stadium [Directions] | 3:45 p.m. | 2:15 | Bob Meyers |
| Mon., 10/23 | V Field Hockey | Westhill | Home - Stamford High School [Directions] | W 4-1 | ||
| Mon., 10/23 | JV Field Hockey | Westhill | Home - Stamford High School [Directions] | 5:30 p.m. | ||
| Mon., 10/23 | V Girls Soccer | Wilton | Away - Kristine Lilly Field [Directions] | L 6-0 | 3:30 | Dave Borsey |
| Mon., 10/23 | JV Girls Soccer | Wilton | Away - Allen's Meadows [Directions] | 4:00 p.m. | ||
| Mon., 10/23 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | W 3-0 | 3:15 | Frank Russo |
| Mon., 10/23 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 5:00 p.m. | ||
| Mon., 10/23 | FR Girls Volleyball | Ridgefield | Home [Directions] | 3:45 p.m. | ||
| Mon., 10/23 | Miscellaneous Events | Unified Arts | Away - Hartford | 8:00 a.m. | 6:30am | Phil DeMent |
| Tue., 10/24 | V Boys Soccer | Harding | Home - Stamford High School [Directions] | W 6-0 | ||
| Tue., 10/24 | JV Boys Soccer | Harding | Home - Rippowam Field [Directions] | 4:00 p.m. | 2:45 pm | Phil DeMent |
| Wed., 10/25 | V Field Hockey | Norwalk | Home - Stamford High School [Directions] | T 0-0 | ||
| Wed., 10/25 | JV Field Hockey | Norwalk | Home - Stamford High School [Directions] | 5:15 p.m. | ||
| Wed., 10/25 | FR Field Hockey | Norwalk | Away - Testa Field [Directions] | 7:15 p.m. | 2:15 | Frank Russo |
| Wed., 10/25 | V Girls Soccer | Norwalk | Home - Stamford High School [Directions] | T 3-3 | ||
| Wed., 10/25 | V Girls Swimming and Diving | Norwalk/McMahon | Away - Norwalk High [Directions] | 3:45 p.m. | 2:15 | Bob Meyers |
| Wed., 10/25 | V Girls Volleyball | New Canaan | Away - Saxe Middle School [Directions] | L 1-3 | 3:30 p.m. | Dave Borsey |
| Wed., 10/25 | JV Girls Volleyball | New Canaan | Away - Saxe Middle School [Directions] | 5:00 p.m. | ||
| Wed., 10/25 | FR Girls Volleyball | New Canaan | Home [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | FR Football | Staples | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | V Boys Soccer | Trinity Catholic | Home - Stamford High School [Directions] | W 5-0 | ||
| Fri., 10/27 | V Girls Volleyball | Norwalk | Home - Stamford High School [Directions] | W 3-0 | ||
| Fri., 10/27 | JV Girls Volleyball | Norwalk | Home - Stamford High School [Directions] | 4:30 p.m. | ||
| Sat., 10/28 | V Football | Staples | Away - Staples Stadium [Directions] | L 12-42 | 11:30 a.m. | Phil DeMent Dewayne Willims |
| Sat., 10/28 | V Competitive Cheerleading | Staples | Away [Directions] | 1:30 p.m. | 12:15 | Dave Borsey |
| Sat., 10/28 | V Girls Swimming and Diving | Westhill/Stamford | Home - Westhill [Directions] | 2:30 p.m. | ||
| Mon., 10/30 | V Boys Cross Country | CIAC | Away - Manchester CT | 2:00 p.m. | 12:00pm | Frank Russo |
| Mon., 10/30 | JV Football | Staples | Away - Staples Stadium [Directions] | 3:30 p.m. | 2:00 | Bob Meyers |
| Mon., 10/30 | V Boys Soccer | Fairfield Ludlowe | Home - Stamford High School [Directions] | T 4-4 | ||
| Mon., 10/30 | JV Boys Soccer | Fairfield Ludlowe | Home - Rippowam Field [Directions] | Cancelled | 2:15 pm | Dave Borsey |
| Mon., 10/30 | V Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | L 5-1 | 2:00 | Frank Russo |
| Mon., 10/30 | JV Girls Soccer | Ridgefield | Away - Tiger Hollow Stadium [Directions] | 5:00 p.m. | ||
| Mon., 10/30 | Miscellaneous Events | Business Dept. | Away - Waterbury, CT | 8:30 a.m. | 7:00am | Phil DeMent |
| Tue., 10/31 | FR Boys Soccer | Fairfield Ludlowe | Away - Roger Ludlowe Middle School [Directions] | 3:00 p.m. | 1:45 pm | Phil DeMent |
| Tue., 10/31 | FR Boys Soccer | Greenwich | Away [Directions] | Cancelled | 2:15 | Cancelled |
| Tue., 10/31 | V Girls Swimming and Diving | Fciac | Away | 2:15 p.m. | 2:15pm | Bob Meyers |
| Thu., 11/2 | FR Football | Greenwich | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Fri., 11/3 | V Football | Greenwich | Away - Cardinal Stadium [Directions] | L 6-49 | 4:45 | Bob Meyers, Frank Russo |
| Fri., 11/3 | V Competitive Cheerleading | Greenwich | Away [Directions] | 7:00 p.m. | 5:45 | Dewayne Willims |
| Sat., 11/4 | Band | Norwalk | Away - Norwalk High School [Directions] | TBA | TBA | Phil DeMent, Frank Russo, Dewayne Willims |
| Sat., 11/4 | V Girls Swimming and Diving | Fciac | Away | 3:00 p.m. | 2:00pm | Bob Meyers |
| Mon., 11/6 | JV Football | Greenwich | Away - Cardinal Stadium [Directions] | 3:00 p.m. | 2:00 | Frank Russo |
| Mon., 11/6 | V Boys Soccer | Hall | Away - Hall HS [Directions] | 2:00 p.m. | 11:00 am | |
| Mon., 11/6 | V Field Hockey | Amity | Away - Amity High School [Directions] | W 3-2 | 12:00 pm | |
| Mon., 11/6 | V Girls Volleyball | Norwich Free Academy | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Wed., 11/8 | V Field Hockey | Brien McMahon | Away [Directions] | 2:00 p.m. | 12:45 pm | |
| Thu., 11/9 | FR Football | Trinity Catholic | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Sat., 11/11 | V Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | L 20-40 | 12:00 p.m. | Frank Russo, Dave Borsey |
| Sat., 11/11 | V Competitive Cheerleading | Trinity Catholic | Away | 1:30 p.m. | ||
| Sat., 11/11 | V Girls Swimming and Diving | Ciac | Away | 1:00 p.m. | 11:00am | Dewayne Willims |
| Sat., 11/11 | Miscellaneous Events | Cheerleading event | Home - Stamford High School [Directions] | 2:00 p.m. | ||
| Mon., 11/13 | JV Football | Westhill | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Tue., 11/14 | V Girls Swimming and Diving | Ciac | Away | 12:00 p.m. | 4:00pm | Phil DeMent |
| Thu., 11/16 | FR Football | Westhill | Away - Westhill Stadium [Directions] | 3:00 p.m. | 2:15 | Frank Russo |
| Wed., 11/22 | V Football | Westhill | Home - Stamford High School [Directions] | L 26-45 | ||
| Mon., 11/27 | V Girls Basketball | St. Lukes (Scrim.) | Away | 4:00 p.m. | 3:15 pm | Phil DeMent |
| Wed., 11/29 | V Girls Basketball | Wright Tech (Scrim.) | Away [Directions] | 3:30 p.m. | 2:45 pm | Frank Russo |
| Sat., 12/2 | V Boys Basketball | Fairfield Prep (Scrim.) | Home - Stamford High School [Directions] | 11:00 a.m. | ||
| Sat., 12/2 | V Girls Basketball | Notre Dame-Fairfield (Scrim.) | Home - Stamford High School [Directions] | 3:00 p.m. | ||
| Wed., 12/6 | V Boys Ice Hockey | Notre Dame-Fairfield (Scrim.) | Away - Milford [Directions] | 7:45 p.m. | 6:00 pm | Phil DeMent |
| Wed., 12/6 | V Girls Basketball | Harding | Away - Harding-Miska Gym [Directions] | L 60-55 | 2:15 pm | Frank Russo |
| Wed., 12/6 | JV Girls Basketball | Harding | Away - Harding-Miska Gym [Directions] | 3:45 p.m. | ||
| Fri., 12/8 | V Girls Basketball | Darien | Home - Stamford High School [Directions] | L 58-52 | ||
| Fri., 12/8 | JV Girls Basketball | Darien | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Sat., 12/9 | V Boys Basketball | New Fairfield (Scrim.) | Away - New Fairfield [Directions] | 10:00 a.m. | 8:15 a.m. | Phil DeMent |
| Sat., 12/9 | V Boys Ice Hockey | Round Robin City | Home - Terry Conners Rink [Directions] | 4:00 p.m. | ||
| Sun., 12/10 | JV Boys Ice Hockey | Immaculate | Home - Shelton Rink [Directions] | 1:30 p.m. | 12:00 pm | Frank Russo |
| Mon., 12/11 | V Boys Ice Hockey | Daniel Hand (Scrim.) | Away - Northford Ice Pavilion [Directions] | 8:30 p.m. | 6:15 pm | Frank Russo |
| Wed., 12/13 | V Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | W 73-45 | 5:00 pm | Phil DeMent |
| Wed., 12/13 | JV Boys Basketball | Norwalk | Away - Norwalk High Gym [Directions] | 5:15 p.m. | 2:15 pm | Bob Meyers |
| Wed., 12/13 | FR Boys Basketball | Norwalk | Away [Directions] | 3:30 p.m. | ||
| Wed., 12/13 | V Boys Ice Hockey | St. Joseph | Home - Terry Connors [Directions] | W 9-0 | ||
| Wed., 12/13 | V Girls Basketball | Norwalk | Home - Stamford High School [Directions] | L 62-32 | ||
| Wed., 12/13 | JV Girls Basketball | Norwalk | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Thu., 12/14 | V Wrestling | Ridgefield | Away - RHS Main Gym [Directions] | 37/1 | 5:00 pm | Phil DeMent |
| Sat., 12/16 | V Boys Ice Hockey | Immaculate | Home - Terry Conners Rink [Directions] | W 6-4 | ||
| Sat., 12/16 | V Boys Indoor Track | Staples, Bassick, Fairfield Warde, Ridgefield | Away - Staples [Directions] | 10:00 a.m. | 8:30 am | Bob Meyers |
| Sat., 12/16 | V Wrestling | Manchester | Away [Directions] | TBA | 6:15 am | Phil DeMent |
| Sat., 12/16 | V Girls Indoor Track | Staples, Bassick, Fairfield Warde, Ridgefield | Away - Staples [Directions] | 10:00 a.m. | 8:30 am | Dewayne Willims |
| Mon., 12/18 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Connors [Directions] | W 4-1 | ||
| Mon., 12/18 | JV Boys Ice Hockey | Westhill/Stamford | Home - Terry Conners Rink [Directions] | 2:30 p.m. | ||
| Tue., 12/19 | V Boys Basketball | Wilton | Away - Wilton Field House [Directions] | W 71-43 | 5:45 pm | Bob Meyers |
| Tue., 12/19 | JV Boys Basketball | Wilton | Away - Wilton Field House [Directions] | 5:15 p.m. | 2:45 pm | Dave Borsey |
| Tue., 12/19 | FR Boys Basketball | Wilton | Away - Wilton Field House [Directions] | 3:30 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Wilton | Home - Stamford High School [Directions] | L 43-39 | ||
| Tue., 12/19 | JV Girls Basketball | Wilton | Home - Stamford High School [Directions] | 4:00 p.m. | ||
| Wed., 12/20 | JV Boys Ice Hockey | Ridgefield | Home - Shelton Rink [Directions] | 8:00 p.m. | 6:00 pm | Frank Russo |
| Sat., 12/23 | V Boys Ice Hockey | New Canaan | Home - Terry Conners Rink [Directions] | W 4-2 | ||
| Sat., 12/23 | V Wrestling | Fitch | Away [Directions] | SHS 24-Bristol Eastern 51 SHS 36-Staples 32 SHS 17-Southington 51 SHS 57-Fitch 23 | 6:00 a.m. | Phil DeMent |
| Tue., 12/26 | V Boys Ice Hockey | Ridgefield | Home - Terry Conners Rink [Directions] | L 4-0 | ||
| Wed., 12/27 | V Boys Basketball | Kolbe Cathedral | Away - Brien McMahon [Directions] | L 69-45 | 4:30 p.m. | |
| Wed., 12/27 | V Girls Basketball | Fairfield Warde | Away - Fairfield Warde High School Gymnasium [Directions] | L 62-42 | 10:30 a.m. | |
| Wed., 12/27 | JV Girls Basketball | Fairfield Warde | Away - Fairfield Warde High School Gymnasium [Directions] | 12:00 p.m. | ||
| Wed., 12/27 | Miscellaneous Events | Cheerleading at Kuczo tourna | Away - Brien McMahon | 6:00 p.m. | 5:00 pm | |
| Thu., 12/28 | V Boys Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 4-2 | ||
| Thu., 12/28 | V Wrestling | Fairfield Warde, New Canaan, Greenwich | Home - Stamford High School [Directions] | SHS 30-Greenwich 42 SHS 27-Fairfield Warde 36 SHS 54-New Canaan 26 | ||
| Fri., 12/29 | V Boys Basketball | Westhill | Away - Brien McMahon [Directions] | L 71-57 | 4:15 pm | |
| Fri., 12/29 | V Wrestling | Danbury Tournament | Away - Danbury High School | 9:30 a.m. | 6:15 a.m. | |
| Fri., 12/29 | V Girls Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | L 60-50 | 10:15 am | |
| Fri., 12/29 | JV Girls Basketball | Newtown | Away - Newtown High School Gymnasium [Directions] | 12:00 p.m. | ||
| Wed., 1/3 | V Boys Basketball | Fairfield Ludlowe | Home - Stamford High School [Directions] | W 69-55 | ||
| Wed., 1/3 | JV Boys Basketball | Fairfield Ludlowe | Home - Stamford High School [Directions] | 4:00 p.m. | ||
| Wed., 1/3 | V Boys Ice Hockey | East Haven Coop | Home - Terry Conners Rink [Directions] | L 4-3 | ||
| Wed., 1/3 | JV Boys Ice Hockey | King and Low-Heywood Thomas | Away - Twin Rinks | 4:30 p.m. | ||
| Wed., 1/3 | V Wrestling | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 62/1 | 4:00 pm | Phil DeMent |
| Wed., 1/3 | V Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | L 55-37 | 4:00 pm | Frank Russo |
| Wed., 1/3 | JV Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/3 | Miscellaneous Events | Math | Away - Wilton High School | 3:30 p.m. | 2:15pm | Bob Meyers |
| Fri., 1/5 | V Boys Basketball | Greenwich | Home - Stamford High School [Directions] | L 53-50 | ||
| Fri., 1/5 | JV Boys Basketball | Greenwich | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Fri., 1/5 | V Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | W 50-47 | 2:15 pm | Dave Borsey |
| Fri., 1/5 | JV Girls Basketball | Greenwich | Away - GHS Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 1/6 | FR Boys Basketball | Fairfield Ludlowe | Home - Stamford High School [Directions] | 10:30 a.m. | ||
| Sat., 1/6 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | T 2-2 | 11:15 am | Frank Russo |
| Sat., 1/6 | V Boys Indoor Track | Wilton, Brien McMahon, Trumbull, Bridgeport Central | Away - Wilton Field House [Directions] | 9:30 a.m. | 8:00 am | Bob Meyers |
| Sat., 1/6 | V Wrestling | Trumbull tournament | Away | SHS 47-Trumbull 21 SHS 55-Xavier 12 SHS 63-Fermi 15 SHS 42-New Milford 18 | 7:00 a.m. | Phil DeMent |
| Sat., 1/6 | V Girls Indoor Track | Wilton, Brien McMahon, Trumbull, Bridgeport Central | Away - Wilton [Directions] | 9:30 a.m. | 8:00 am | Dewayne Willims |
| Sun., 1/7 | JV Boys Ice Hockey | New Canaan | Away [Directions] | 9:00 p.m. | ||
| Mon., 1/8 | JV Boys Ice Hockey | Wilton | Home - Shelton Rink [Directions] | 8:30 p.m. | 6:45 pm | Phil DeMent |
| Tue., 1/9 | V Boys Basketball | Staples | Away - Staples Gym [Directions] | L 64-63 | 5:30 pm | Bob Meyers |
| Tue., 1/9 | JV Boys Basketball | Staples | Away - Staples Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/9 | FR Boys Basketball | Staples | Away [Directions] | 3:30 p.m. | 2:15 pm | Dave Borsey |
| Tue., 1/9 | V Girls Basketball | Staples | Home - Stamford High School [Directions] | W 41-39 | ||
| Tue., 1/9 | JV Girls Basketball | Staples | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Wed., 1/10 | V Boys Ice Hockey | Darien | Home - Terry Conners Rink [Directions] | L 7-2 | ||
| Wed., 1/10 | V Wrestling | Danbury | Away - Danbury High School-new gym [Directions] | 18/2 | 2:00 pm | Phil DeMent |
| Fri., 1/12 | V Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | W 83-65 | 4:00 pm | Frank Russo |
| Fri., 1/12 | JV Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 5:15 p.m. | 2:15 pm | Dave Borsey |
| Fri., 1/12 | FR Boys Basketball | Ridgefield | Away - RHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/12 | V Girls Basketball | Ridgefield | Home - Stamford High School [Directions] | L 51-36 | ||
| Fri., 1/12 | JV Girls Basketball | Ridgefield | Home - Stamford High School [Directions] | 4:00 p.m. | ||
| Sat., 1/13 | FR Boys Basketball | Greenwich | Home - Stamford High School [Directions] | 10:30 a.m. | ||
| Sat., 1/13 | V Boys Ice Hockey | St. Joseph | Home - Terry Conners Rink [Directions] | W 8-1 | ||
| Sat., 1/13 | V Boys Indoor Track | Wilton, Bassick, Norwalk, Fairfield Warde | Away - Wilton [Directions] | 9:30 a.m. | 8:00 am | Dewayne Willims |
| Sat., 1/13 | V Wrestling | Berlin | Away [Directions] | SHS 60-RHAM 3 SHS 42-Daniel Hand 20 SHS 52-Waterford 21 SHS 40 Berlin 23 | 7:30 a.m. | Phil DeMent |
| Sat., 1/13 | V Girls Indoor Track | Wilton, Bassick, Norwalk, Fairfield Warde | Away - Wilton [Directions] | 9:30 a.m. | 8:00 am | Bob Meyers |
| Sat., 1/13 | Miscellaneous Events | Winter Guard | Away - Bethel High School | 4:30 p.m. | 2:30pm | Dewayne Willims |
| Tue., 1/16 | V Boys Basketball | Trinity Catholic | Home - Stamford High School [Directions] | L 62-39 | ||
| Tue., 1/16 | JV Boys Basketball | Trinity Catholic | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Tue., 1/16 | JV Boys Ice Hockey | Darien | Away - STAMFORD TWIN RINKS [Directions] | Cancelled | ||
| Tue., 1/16 | V Girls Basketball | Trinity Catholic | Away - Walsh Court | L 57-41 | 2:45 pm | Dave Borsey |
| Tue., 1/16 | JV Girls Basketball | Trinity Catholic | Away - Walsh Court | 3:45 p.m. | ||
| Wed., 1/17 | V Boys Ice Hockey | Trinity Catholic | Home - Terry Conners Rink [Directions] | W 6-1 | ||
| Thu., 1/18 | V Boys Ice Hockey | Greenwich | Away - Hamill Ice Rink [Directions] | W 6-3 | 6:00 pm | Phil DeMent |
| Fri., 1/19 | V Boys Basketball | St. Joseph | Home - Stamford High School [Directions] | W 70-54 | ||
| Fri., 1/19 | JV Boys Basketball | St. Joseph | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Fri., 1/19 | V Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | L 83-58 | 2:15 pm | Frank Russo |
| Fri., 1/19 | JV Girls Basketball | St. Joseph | Away - St. Joseph High School [Directions] | 3:45 p.m. | ||
| Sat., 1/20 | FR Boys Basketball | Trinity Catholic | Home - Stamford High School [Directions] | 10:30 a.m. | ||
| Sat., 1/20 | V Boys Indoor Track | Wilton, Westhill, Trumbull, Norwalk | Away - Wilton [Directions] | 3:00 p.m. | 1:30 pm | Dave Borsey |
| Sat., 1/20 | V Wrestling | Darien, Brien McMahon, Norwalk, Jonathan Law | Away - Darien High School [Directions] | SHS 67-Darien 9 SHS 72-East Haven 6 SHS 28-Jonathan Law 20 SHS 71-Norwalk 9 SHS 52-Brien McMahon 18 | 7:15 am | Phil DeMent |
| Sat., 1/20 | V Girls Indoor Track | Wilton, Westhill, Trumbull, Norwalk | Away - Wilton [Directions] | 3:00 p.m. | 1:30 pm | Bob Meyers |
| Sat., 1/20 | Miscellaneous Events | Winter Guard | Away - Brien McMahon High School | TBA | TBA | Dewayne Willims |
| Tue., 1/23 | V Boys Basketball | Brien McMahon | Home - Stamford High School [Directions] | W 80-62 | ||
| Tue., 1/23 | JV Boys Basketball | Brien McMahon | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Tue., 1/23 | V Boys Ice Hockey | Staples | Away - The Rinks at Shelton [Directions] | W 9-0 | 6:45 pm | Frank Russo |
| Tue., 1/23 | V Girls Basketball | Brien McMahon | Away [Directions] | L 48-39 | 2:30 pm | Dave Borsey |
| Tue., 1/23 | JV Girls Basketball | Brien McMahon | Away [Directions] | 3:45 p.m. | ||
| Tue., 1/23 | FR Girls Basketball | Brien McMahon | Away [Directions] | Cancelled | ||
| Wed., 1/24 | JV Boys Ice Hockey | King and Low-Heywood Thomas | Away - Twin Rinks | 4:30 p.m. | ||
| Wed., 1/24 | V Wrestling | Westhill | Away - Westhill Gymnasium [Directions] | 58/1 | 5:30 p.m. | Phil DeMent |
| Thu., 1/25 | JV Boys Ice Hockey | Immaculate | Away - Danbury [Directions] | Cancelled | 2:30 pm | Bob Meyers |
| Fri., 1/26 | V Boys Basketball | Bridgeport Central | Away - Central Gym [Directions] | L 67-43 | 4:15 pm | Dave Borsey |
| Fri., 1/26 | JV Boys Basketball | Bridgeport Central | Away - Central Gym [Directions] | 5:15 p.m. | 2:15 pm | Frank Russo |
| Fri., 1/26 | FR Boys Basketball | Bridgeport Central | Away [Directions] | 3:30 p.m. | ||
| Fri., 1/26 | V Boys Indoor Track | FCIAC Divisionals | Away - Staples High School | 5:00 p.m. | 3:00 pm | |
| Fri., 1/26 | V Girls Basketball | Bridgeport Central | Home - Stamford High School [Directions] | W 37-36 | ||
| Fri., 1/26 | JV Girls Basketball | Bridgeport Central | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Sat., 1/27 | FR Boys Basketball | St. Joseph | Home - Stamford High School [Directions] | Cancelled | ||
| Sat., 1/27 | V Boys Ice Hockey | Norwalk | Away - Darien Ice Rink [Directions] | W 4-2 | ||
| Sat., 1/27 | V Wrestling | Ridgefield, Wilton | Away [Directions] | TBA | 6:30 a.m. | Phil DeMent |
| Sat., 1/27 | Miscellaneous Events | Cheerleading | Away - Wolcott High School | 8:00 a.m. | 6:45 a.m. | Bob Meyers |
| Sun., 1/28 | JV Boys Ice Hockey | New Canaan | Away - Darien [Directions] | 9:00 p.m. | ||
| Tue., 1/30 | V Boys Basketball | Fairfield Warde | Away - Fairfield Warde High School Gymnasium [Directions] | W 48-27 | 4:30 pm | Frank Russo |
| Tue., 1/30 | JV Boys Basketball | Fairfield Warde | Away - Fairfield Warde High School Gymnasium [Directions] | 5:15 p.m. | 2:15 pm | Frank Russo |
| Tue., 1/30 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde High School Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 1/30 | V Girls Basketball | Fairfield Warde | Home - Stamford High School [Directions] | L 53-39 | ||
| Tue., 1/30 | JV Girls Basketball | Fairfield Warde | Home - Stamford High School [Directions] | 4:00 p.m. | ||
| Wed., 1/31 | JV Boys Ice Hockey | New Canaan | Home - Twin Rinks [Directions] | 3:20 p.m. | ||
| Wed., 1/31 | V Wrestling | Wilton | Home - Stamford High School [Directions] | 66/1 | ||
| Fri., 2/2 | V Boys Basketball | Westhill | Home - Stamford High School [Directions] | W 72-50 | ||
| Fri., 2/2 | JV Boys Basketball | Westhill | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Fri., 2/2 | V Girls Basketball | Westhill | Away - Westhill Gymnasium [Directions] | L 49-48 | 3:15 pm | Phil DeMent |
| Fri., 2/2 | JV Girls Basketball | Westhill | Away - Westhill Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 2/3 | FR Boys Basketball | Brien McMahon | Home - Stamford High School [Directions] | Cancelled | ||
| Sat., 2/3 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Terry Conners Rink [Directions] | W 4-3 | ||
| Sat., 2/3 | V Boys Indoor Track | Tournament Game - Opponent Not Known | Away - Staples High School | 4:00 p.m. | 2:30 pm | Dave Borsey |
| Sat., 2/3 | JV Wrestling | Ludlowe JV's | Away | 9:00 a.m. | 7:00 a.m | Phil DeMent |
| Sat., 2/3 | Miscellaneous Events | Cheerleading Event | Away - Wilton High Fieldhouse | 9:00 a.m. | 8:00 am | Bob Meyers |
| Sat., 2/3 | Miscellaneous Events | Winter Guard | Away - Brookfield High School | TBA | TBA | Dewayne Willims |
| Mon., 2/5 | JV Boys Ice Hockey | New Canaan | Home - Shelton Rink [Directions] | Cancelled | 6:30 pm | Phil DeMent |
| Tue., 2/6 | V Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | W 55-50 | 4:00 pm | Frank Russo |
| Tue., 2/6 | JV Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 5:15 p.m. | 2:30 pm | Dave Borsey |
| Tue., 2/6 | FR Boys Basketball | Trumbull | Away - THS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/6 | V Girls Basketball | Trumbull | Home - Stamford High School [Directions] | L 40-36 | ||
| Tue., 2/6 | JV Girls Basketball | Trumbull | Home - Stamford High School [Directions] | 4:00 p.m. | ||
| Wed., 2/7 | V Boys Ice Hockey | New Canaan | Home - Terry Conners Rink [Directions] | W 8-1 | ||
| Wed., 2/7 | V Wrestling | Harding/Bassick/Bridgeport Central | Home - Stamford High School [Directions] | 69/1 | ||
| Wed., 2/7 | Miscellaneous Events | Math Club | Away | 3:00 p.m. | 2:30pm | Bob Meyers |
| Fri., 2/9 | V Boys Basketball | Bassick | Home - Stamford High School [Directions] | L 74-65 | ||
| Fri., 2/9 | JV Boys Basketball | Bassick | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Fri., 2/9 | JV Boys Ice Hockey | Wilton | Away - Wintergarden Rink [Directions] | 4:00 p.m. | 2:30 pm | Phil DeMent |
| Fri., 2/9 | V Girls Basketball | Bassick | Away - Bassick Gymnasium [Directions] | L 48-39 | 2:15 pm | Bob Meyers |
| Fri., 2/9 | JV Girls Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 2/10 | FR Boys Basketball | Westhill | Home - Stamford High School [Directions] | 10:30 a.m. | ||
| Sat., 2/10 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden [Directions] | L 3-1 | 6:50 pm | Frank Russo |
| Sat., 2/10 | Miscellaneous Events | Winter Guard | Away | TBA | TBA | Dewayne Willims |
| Sun., 2/11 | JV Boys Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | 8:30 p.m. | 7:30 pm | Phil DeMent |
| Mon., 2/12 | V Boys Basketball | Danbury | Away - Danbury High School-Main Gym [Directions] | L 79-67 | 4:00 pm | Dave Borsey |
| Mon., 2/12 | JV Boys Basketball | Danbury | Away - Danbury High School-Main Gym [Directions] | 5:15 p.m. | 2:15 pm | Bob Meyers |
| Mon., 2/12 | FR Boys Basketball | Danbury | Away - Danbury High School-Main Gym [Directions] | 3:30 p.m. | ||
| Mon., 2/12 | V Girls Basketball | Danbury | Home - Stamford High School [Directions] | L 71-37 | ||
| Mon., 2/12 | JV Girls Basketball | Danbury | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Mon., 2/12 | FR Girls Basketball | Danbury | Home - Stamford High School [Directions] | Cancelled | ||
| Thu., 2/15 | V Boys Basketball | New Canaan | Home - Stamford High School [Directions] | W 71-51 | ||
| Thu., 2/15 | JV Boys Basketball | New Canaan | Home - Stamford High School [Directions] | 3:30 p.m. | ||
| Thu., 2/15 | V Boys Ice Hockey | Wilton | Away - Wintergarden Rink [Directions] | W 6-2 | 5:00 pm | Phil DeMent |
| Thu., 2/15 | V Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | L 52-45 | 4:00 pm | Frank Russo |
| Thu., 2/15 | JV Girls Basketball | New Canaan | Away - NCHS Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 2/17 | FR Boys Basketball | New Canaan | Home - Stamford High School [Directions] | 10:30 a.m. | ||
| Sat., 2/17 | JV Boys Ice Hockey | Westhill/Stamford | Away - Terry Conners Rink [Directions] | Cancelled | ||
| Sat., 2/17 | Miscellaneous Events | Winter Guard - New Milford High School | Away | TBA | TBA | Dewayne Willims |
| Sat., 2/17 | Miscellaneous Events | Cheerleading event | Away | 4:00 p.m. | 2:30 pm | Frank Russo |
| Sun., 2/18 | JV Boys Ice Hockey | Ridgefield | Away - Brewster Ice Arena [Directions] | 7:40 p.m. | 5:45 pm | Bob Meyers |
| Mon., 2/19 | V Boys Basketball | Harding | Home - Stamford High School [Directions] | L 77-75 (OT) | ||
| Mon., 2/19 | JV Boys Basketball | Harding | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Mon., 2/19 | FR Boys Basketball | Harding | Home - Stamford High School [Directions] | 2:00 p.m. | ||
| Mon., 2/19 | JV Boys Ice Hockey | Westhill/Stamford | Away - Terry Connors [Directions] | Cancelled | ||
| Tue., 2/20 | V Boys Ice Hockey | Westhill/Stamford | Home - Terry Conners Rink [Directions] | W 9-4 | ||
| Wed., 2/21 | V Boys Basketball | Darien | Away - DHS Main Gym [Directions] | W 72-49 | 4:30 pm | Frank Russo |
| Wed., 2/21 | JV Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 5:15 p.m. | 2:30 pm | Dave Borsey |
| Wed., 2/21 | FR Boys Basketball | Darien | Away - DHS Main Gym [Directions] | 3:30 p.m. | ||
| Wed., 2/21 | V Boys Ice Hockey | Trumbull | Away - Shelton Rinks [Directions] | W 6-2 | 6:30 pm | Phil DeMent |
| Fri., 2/23 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Darien Rink [Directions] | W 2-1 (OT) | ||
| Sat., 2/24 | V Boys Basketball | Bassick | Away - Fairfield Wards [Directions] | L 100-93(OT | 11:00 am | Frank Russo |
| Wed., 2/28 | V Boys Ice Hockey | Ridgefield | Away - Terry Conners Rink [Directions] | L 4-3 | ||
| Sat., 3/3 | Band | Shelton | Away [Directions] | TBA | 11:30am | Phil DeMent |
| Sat., 3/3 | Miscellaneous Events | Winter Guard - Shelton High School | Away | TBA | TBA | Dewayne Willims |
| Sat., 3/3 | Miscellaneous Events | Cheerleading Competition | Away | 11:15 a.m. | 9:45 am | Frank Russo |
| Mon., 3/5 | V Boys Basketball | Crosby | Away [Directions] | L 85-78 | 4:15 pm | |
| Wed., 3/7 | V Boys Ice Hockey | Darien | Away - Darien Rink [Directions] | L 8-0 | ||
| Fri., 3/9 | Miscellaneous Events | State Cheer Competition | Away - New Haven Field House | 4:30 p.m. | 2:45 pm | Phil DeMent |
| Sat., 3/10 | Band | Stratford | Away [Directions] | TBA | TBA | Phil DeMent |
| Sat., 3/10 | Miscellaneous Events | Special Education | Away - East Haven, CT | TBA | 8:30am | Frank Russo |
| Sat., 3/10 | Miscellaneous Events | Winter Guard - Norwalk High School | Away | TBA | TBA | Dewayne Willims |
| Sat., 3/17 | Band | Naugatuck | Away [Directions] | TBA | TBA | Frank Russo |
| Sat., 3/17 | Miscellaneous Events | Weightlifting team | Away - New London | 9:00 a.m. | 7:00 am | Phil DeMent |
| Sat., 3/17 | Miscellaneous Events | Winter Guard - Naugatuck High School | Away | TBA | TBA | Dewayne Willims |
| Sat., 3/24 | Miscellaneous Events | Winter Guard - Jonathan Law High School | Away | TBA | TBA | Dewayne Willims |
| Mon., 3/26 | V Baseball | Darien (Scrim.) | Home - Stamford High School [Directions] | 3:00 p.m. | ||
| Mon., 3/26 | V Boys Lacrosse | West Haven (Scrim.) | Away - WHHS-Ken Strong Stadium [Directions] | 5:00 p.m. | 3:15 pm | Phil DeMent, Dave Borsey |
| Wed., 3/28 | V Baseball | Staples (Scrim.) | Home - Stamford High School [Directions] | 3:00 p.m. | ||
| Wed., 3/28 | JV Boys Lacrosse | Westhill (Scrim.) | Away - Westhill Football Field [Directions] | 5:00 p.m. | 2:30 pm | |
| Wed., 3/28 | V Softball | Westhill (Scrim.) | Home [Directions] | 3:30 p.m. | ||
| Thu., 3/29 | V Baseball | Darien (Scrim.) | Away - Holahan Field @ Town Hall [Directions] | 3:00 p.m. | 2:15 pm | Phil DeMent |
| Fri., 3/30 | V Baseball | Wright Tech (Scrim.) | Home - STAMFORD HIGH [Directions] | 2:30 p.m. | ||
| Sat., 3/31 | V Boys Lacrosse | Jamboree | Home - Stamford High School [Directions] | 10:00 a.m. | ||
| Sat., 3/31 | V Softball | Norwich Free Academy (Scrim.) | Home - Stamford High School [Directions] | 9:30 a.m. | ||
| Sat., 3/31 | Miscellaneous Events | Winter Guard - Trumbull High School Championships | Away | TBA | TBA | Dewayne Willims |
| Thu., 4/5 | FR Baseball | Norwalk | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Thu., 4/5 | V Boys Lacrosse | Ridgefield | Home - Stamford High School [Directions] | L 10-0 | ||
| Thu., 4/5 | JV Boys Lacrosse | Ridgefield | Home - Stamford High School [Directions] | 6:00 p.m. | ||
| Thu., 4/5 | V Girls Outdoor Track | Darien, Harding | Away - Darien [Directions] | 4:00 p.m. | 2:30 pm | Eric Goethe |
| Thu., 4/5 | V Softball | Norwalk | Home - Stamford High School [Directions] | W 2-0 | ||
| Thu., 4/5 | JV Softball | Norwalk | Home - Cummings Park [Directions] | 3:45 p.m. | 2:30 pm | Bob Meyers |
| Sat., 4/7 | V Softball | Masuk | Away - Masuk Upper Softball Field [Directions] | L 1-0 | 2:00 pm | Frank Russo |
| Mon., 4/9 | FR Baseball | Ridgefield | Away - East Ridge Middle School [Directions] | 4:00 p.m. | 2:15 pm | Phil DeMent |
| Mon., 4/9 | V Girls Tennis | Westhill | Home - Stamford High School [Directions] | L 7-0 | ||
| Tue., 4/10 | V Baseball | Norwalk | Away - City Hall [Directions] | L 12-4 | 2:15 pm | Phil DeMent |
| Tue., 4/10 | JV Baseball | Norwalk | Away - Nathan Hale Middle School [Directions] | 3:45 p.m. | ||
| Tue., 4/10 | V Boys Golf | Fairfield Warde | Away - Brooklawn Country Club [Directions] | stamford173 warde 182 | 2:00 pm | no bus own ride |
| Tue., 4/10 | V Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | L 11-5 | 3:00 pm | Phil DeMent |
| Tue., 4/10 | JV Boys Lacrosse | Fairfield Ludlowe | Away - Taft Field [Directions] | 5:00 p.m. | ||
| Tue., 4/10 | V Boys Outdoor Track | Greenwich, Darien, Trumbull | Away - Greenwich [Directions] | 4:00 p.m. | 2:30 pm | Dave Borsey |
| Tue., 4/10 | V Boys Tennis | Danbury | Away - Danbury High School Tennis Courts [Directions] | L 3-4 | 2:15 pm | Frank Russo |
| Tue., 4/10 | V Girls Outdoor Track | Norwalk, Greenwich | Away - Norwalk High [Directions] | 4:00 p.m. | 2:15 pm | Bob Meyers |
| Tue., 4/10 | V Girls Tennis | Danbury | Home - Stamford High School [Directions] | L 1-6 | ||
| Wed., 4/11 | V Baseball | Wilton | Away - Wilton High School [Directions] | W 9-1 | 2:30 pm | Phil DeMent |
| Wed., 4/11 | JV Baseball | Wilton | Away - Wilton High School [Directions] | 4:15 p.m. | ||
| Wed., 4/11 | FR Baseball | Wilton | Home - Stamford High School [Directions] | 4:15 p.m. | ||
| Wed., 4/11 | V Boys Tennis | Ridgefield | Home - Stamford High School [Directions] | L 2-5 | ||
| Wed., 4/11 | V Softball | Wilton | Home - Stamford High School [Directions] | W 2-0 | ||
| Wed., 4/11 | JV Softball | Wilton | Home - Cummings Park [Directions] | 4:15 p.m. | 2:30 pm | Eric Goethe |
| Wed., 4/11 | V Girls Tennis | Ridgefield | Away - RHS Tennis Courts [Directions] | L 0-7 | 2:15 pm | Phil DeMent |
| Thu., 4/12 | V Boys Lacrosse | Shelton | Home - Stamford High School [Directions] | L 6-5 | ||
| Thu., 4/12 | JV Boys Lacrosse | Shelton | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Fri., 4/13 | V Baseball | Fairfield Ludlowe | Home - Stamford High School [Directions] | L 9-8 | ||
| Fri., 4/13 | JV Baseball | Fairfield Ludlowe | Home - Belltown Field [Directions] | Cancelled | 2:15 pm | Phil DeMent |
| Fri., 4/13 | FR Baseball | Fairfield Ludlowe | Away - Kiwanis Field [Directions] | 4:00 p.m. | 2:30 pm | Dave Borsey |
| Fri., 4/13 | V Softball | Fairfield Ludlowe | Away - Sturges Park [Directions] | W 3-0 | 2:15 pm | Bob Meyers |
| Fri., 4/13 | JV Softball | Fairfield Ludlowe | Away - Tom Haydon Field [Directions] | 4:00 p.m. | ||
| Sat., 4/14 | V Boys Lacrosse | Notre Dame-West Haven | Away - West Haven High School [Directions] | W 17-9 | 10:00 am | Bob Meyers |
| Sat., 4/14 | JV Boys Lacrosse | Notre Dame-West Haven | Away - West Haven High School [Directions] | 12:00 p.m. | 10:00 am | Dave Borsey |
| Sat., 4/14 | Band | Trumbull | Away [Directions] | TBA | TBA | Frank Russo |
| Tue., 4/17 | V Boys Lacrosse | Fairfield Warde | Home - Stamford High School [Directions] | L 4-3 | ||
| Tue., 4/17 | JV Boys Lacrosse | Fairfield Warde | Home - Stamford High School [Directions] | 11:00 a.m. | ||
| Tue., 4/17 | V Girls Tennis | Staples | Home - Stamford High School [Directions] | L 0-7 | ||
| Wed., 4/18 | V Baseball | Staples | Away - Staples High School-Baseball Field [Directions] | W 1-0 | 11:30 am | Dewayne Willims |
| Wed., 4/18 | JV Baseball | Staples | Away - Wakeman Field [Directions] | 1:00 p.m. | ||
| Wed., 4/18 | FR Baseball | Staples | Home - Stamford High School [Directions] | 4:00 p.m. | ||
| Wed., 4/18 | V Softball | Staples | Home - Stamford High School [Directions] | W 7-0 | ||
| Wed., 4/18 | JV Softball | Staples | Home - Cummings Park [Directions] | 3:45 p.m. | 2:30 pm | Dave Borsey |
| Thu., 4/19 | V Baseball | Greenwich | Home - Stamford High School [Directions] | W 7-6 | ||
| Thu., 4/19 | JV Baseball | Greenwich | Home - Belltown Field [Directions] | 1:00 p.m. | ||
| Thu., 4/19 | FR Baseball | Greenwich | Away - Havemyer Field [Directions] | 1:00 p.m. | 11:30 am | Bob Meyers |
| Thu., 4/19 | V Softball | Greenwich | Away - Julian Curtiss [Directions] | W 9-3 | 2:15 pm | Phil DeMent |
| Fri., 4/20 | V Baseball | Ridgefield | Away - Ciuccoli Field (Old High School Field) [Directions] | W 20-3 | 11:00 am | Phil DeMent |
| Fri., 4/20 | JV Baseball | Ridgefield | Away - East Ridge Middle School [Directions] | 1:00 p.m. | ||
| Fri., 4/20 | V Boys Lacrosse | Brien McMahon | Home - Stamford High School [Directions] | L 6-17 | ||
| Fri., 4/20 | JV Boys Lacrosse | Brien McMahon | Home - Stamford High School [Directions] | 6:00 p.m. | ||
| Fri., 4/20 | V Softball | Ridgefield | Home - Stamford High School [Directions] | W 14-3 | ||
| Fri., 4/20 | JV Softball | Ridgefield | Home - Cummings Park [Directions] | 3:45 p.m. | 2:30 pm | Dave Borsey |
| Mon., 4/23 | V Baseball | Trinity Catholic | Home - Stamford High School [Directions] | W 9-7 | ||
| Mon., 4/23 | JV Baseball | Trinity Catholic | Home - Belltown Field [Directions] | 3:45 p.m. | 2:15 pm | Dave Borsey |
| Mon., 4/23 | FR Baseball | Trinity Catholic | Away - Trinity Catholic's Lione Field | 3:45 p.m. | 2:15 pm | Dave Borsey |
| Mon., 4/23 | V Boys Golf | Wilton, Westhill | Away - Rolling Hills [Directions] | stamford 174 wilton 177 | 2:00 pm | Phil DeMent |
| Mon., 4/23 | V Boys Tennis | Fairfield Warde | Away - FWHS Blake Courts [Directions] | L 0-7 | 2:30 pm | Frank Russo |
| Mon., 4/23 | V Softball | Trinity Catholic | Away - Trinity Catholic's Smith Field | W 2-0 | 2:15 pm | Bob Meyers |
| Mon., 4/23 | JV Softball | Trinity Catholic | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Mon., 4/23 | V Girls Tennis | Fairfield Warde | Home - Stamford High School [Directions] | L 1-6 | ||
| Tue., 4/24 | V Boys Golf | Ridgefield | Home - EG Brennan [Directions] | 3:00 p.m. | ||
| Tue., 4/24 | V Boys Golf | Greenwich | Home - EG Brennan [Directions] | stamford 162, greenwich 148 ridgefield 165 | ||
| Tue., 4/24 | V Boys Lacrosse | Trumbull | Home - Stamford High School [Directions] | L 12-3 | ||
| Tue., 4/24 | JV Boys Lacrosse | Trumbull | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Tue., 4/24 | V Boys Outdoor Track | St. Joseph, Ridgefield, Brien McMahon | Away - Ridgefield [Directions] | 4:00 p.m. | 2:15 pm | Phil DeMent |
| Tue., 4/24 | V Boys Tennis | Norwalk | Home - Stamford High School [Directions] | W 4-3 | ||
| Tue., 4/24 | V Girls Tennis | Norwalk | Away - Norwalk High [Directions] | W 6-1 | 2:30 pm | Dave Borsey |
| Wed., 4/25 | V Baseball | St. Joseph | Home - Stamford High School [Directions] | W 14-8 | ||
| Wed., 4/25 | JV Baseball | St. Joseph | Home - Belltown Field [Directions] | 4:00 p.m. | 2:15 pm | Eric Goethe |
| Wed., 4/25 | FR Baseball | St. Joseph | Away - St. Joseph High School [Directions] | 4:00 p.m. | 2:15 pm | Bob Meyers |
| Thu., 4/26 | V Boys Golf | Norwalk | Home - EG Brennan [Directions] | stamford 168 Norwalk 206 | ||
| Thu., 4/26 | V Boys Outdoor Track | Norwalk, Bassick | Away - Norwalk [Directions] | 4:00 p.m. | 2:15 pm | Bob Meyers |
| Thu., 4/26 | V Boys Tennis | Trinity Catholic | Away - Scalzi Park | L 4-3 | 2:45 pm | Frank Russo |
| Thu., 4/26 | V Girls Tennis | Trinity Catholic | Home - Stamford High School [Directions] | L 4-3 | ||
| Fri., 4/27 | JV Baseball | Brien McMahon | Home - Belltown Field [Directions] | Cancelled | 2:15 pm | Phil DeMent |
| Sat., 4/28 | V Baseball | Brien McMahon | Home - Stamford High School [Directions] | W 6-5 | ||
| Mon., 4/30 | V Baseball | Bridgeport Central | Away - Central H.S. Baseball Field [Directions] | L 9-8 | 2:00 pm | Bob Meyers |
| Mon., 4/30 | JV Baseball | Bridgeport Central | Away - Seaside Park [Directions] | 3:45 p.m. | ||
| Mon., 4/30 | V Boys Tennis | Greenwich | Home - Stamford High School [Directions] | L 7-0 | ||
| Mon., 4/30 | V Girls Outdoor Track | Bridgeport Central, Danbury | Home - Danbury [Directions] | 3:15 p.m. | ||
| Mon., 4/30 | V Softball | Bridgeport Central | Home - Stamford High School [Directions] | W 14-2 | ||
| Mon., 4/30 | JV Softball | Bridgeport Central | Home - Cummings Park [Directions] | 3:45 p.m. | 2:30 pm | Eric Goethe |
| Mon., 4/30 | V Girls Tennis | Greenwich | Away - Greenwich High School [Directions] | L 7-0 | 2:30 pm | Dave Borsey |
| Tue., 5/1 | V Boys Golf | Harding, Bridgeport Central, Bassick | Away - Fairchild Wheeler [Directions] | stamford 153 bpt. central 196 Harding 289 | 2:00 pm | Bob Meyers |
| Tue., 5/1 | V Boys Lacrosse | Greenwich | Home - Stamford High School [Directions] | L 17-5 | ||
| Tue., 5/1 | JV Boys Lacrosse | Greenwich | Home - Stamford High School [Directions] | 6:00 p.m. | ||
| Tue., 5/1 | V Boys Outdoor Track | Harding, Wilton, Staples | Home - Staples [Directions] | 4:00 p.m. | 2:30 pm | Dave Borsey |
| Tue., 5/1 | V Boys Tennis | Trumbull | Home - Stamford High School [Directions] | W 5-2 | ||
| Tue., 5/1 | V Softball | St. Joseph | Away - St. Joseph High School [Directions] | L 4-0 | 2:15 pm | Phil DeMent |
| Tue., 5/1 | JV Softball | St. Joseph | Away - Unity Park, Trumbull [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Girls Tennis | Trumbull | Away - Trumbull High School [Directions] | L 7-0 | 2:15 pm | Eric Goethe |
| Wed., 5/2 | V Baseball | Fairfield Warde | Away - Fairfield Warde [Directions] | W 7-3 | 2:15 pm | Phil DeMent |
| Wed., 5/2 | JV Baseball | Fairfield Warde | Away - Tunxis Hill Park [Directions] | 4:00 p.m. | ||
| Wed., 5/2 | FR Baseball | Fairfield Warde | Home - Stamford High School [Directions] | 4:00 p.m. | ||
| Wed., 5/2 | V Boys Golf | Trinity Catholic | Home - EG Brennan [Directions] | Stamford 162, Trinity 164 | ||
| Wed., 5/2 | V Boys Lacrosse | Norwalk | Away - Testa Field [Directions] | L 13-3 | 2:30 pm | Bob Meyers |
| Wed., 5/2 | JV Boys Lacrosse | Norwalk | Away - Testa Field [Directions] | 4:00 p.m. | Yes | Eric Goethe |
| Wed., 5/2 | V Softball | Fairfield Warde | Home - Stamford High School [Directions] | W 3-0 | ||
| Wed., 5/2 | JV Softball | Fairfield Warde | Home - Cummings Park [Directions] | 4:00 p.m. | 2:30 pm | Dave Borsey |
| Thu., 5/3 | V Boys Golf | Brien McMahon | Away - Oak Hills [Directions] | Stamford 163, McMahon 176 | 2:00 pm | Phil DeMent |
| Thu., 5/3 | V Boys Tennis | Westhill | Home - Stamford High School [Directions] | L 7-0 | ||
| Thu., 5/3 | V Softball | Brien McMahon | Away - Brookside Elementary School [Directions] | W 10-1 | 2:15 pm | Bob Meyers |
| Thu., 5/3 | JV Softball | Brien McMahon | Away - Brien McMahon [Directions] | 3:45 p.m. | ||
| Thu., 5/3 | V Girls Tennis | Westhill | Away - Westhill Tennis Courts [Directions] | L 7-0 | 2:30 pm | Eric Goethe |
| Fri., 5/4 | V Baseball | Westhill | Home - Stamford High School [Directions] | L 5-2 | ||
| Fri., 5/4 | JV Baseball | Westhill | Away - Westhill Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/4 | FR Baseball | Westhill | Home - Belltown Field [Directions] | 3:45 p.m. | 2:15 pm | Eric Goethe |
| Fri., 5/4 | V Boys Golf | Trumbull | Home - EG Brennan [Directions] | Stamford 162, Trumbull 156 | ||
| Fri., 5/4 | V Boys Lacrosse | Westhill | Home - Stamford High School [Directions] | W 14-2 | ||
| Fri., 5/4 | JV Boys Lacrosse | Westhill | Home - Stamford High School [Directions] | 5:00 p.m. | ||
| Fri., 5/4 | V Softball | Westhill | Away - Westhill Varsity Softball Field [Directions] | L 2-1 | 2:15 pm | |
| Fri., 5/4 | JV Softball | Westhill | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Sat., 5/5 | V Baseball | Woodstock Academy | Away - Bentley baseball field [Directions] | L 3-2 | 1:15 pm | Dewayne Willims |
| Mon., 5/7 | V Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | W 3-0 | 2:00 pm | Phil DeMent |
| Mon., 5/7 | JV Baseball | Trumbull | Away - JV Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/7 | FR Baseball | Trumbull | Home - Stamford High School [Directions] | 4:00 p.m. | ||
| Mon., 5/7 | V Boys Golf | New Canaan | Away - Country Club of New Canaan [Directions] | Stamford 162, New Canaan 148 | 2:00 pm | Dave Borsey |
| Mon., 5/7 | V Boys Tennis | Brien McMahon | Away - Brien McMahon [Directions] | W 6-1 | 2:30 pm | Frank Russo |
| Mon., 5/7 | V Softball | Trumbull | Home - Stamford High School [Directions] | L 3-1 | ||
| Mon., 5/7 | JV Softball | Trumbull | Home - Cummings Park [Directions] | 3:45 p.m. | 2:30 pm | Eric Goethe |
| Mon., 5/7 | V Girls Tennis | Brien McMahon | Home - Stamford High School [Directions] | W 6-1 | ||
| Tue., 5/8 | V Boys Golf | Fairfield Ludlowe | Home - EG Brennan [Directions] | Stamford 161, Ludlow 168 | ||
| Tue., 5/8 | V Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | L 14-3 | 2:30 pm | Phil DeMent |
| Tue., 5/8 | JV Boys Lacrosse | Danbury | Away - Danbury High School Stadium [Directions] | 4:30 p.m. | Yes | no driver, one bus |
| Tue., 5/8 | V Boys Outdoor Track | New Canaan, Danbury, Bridgeport Central | Away - NCHS Track [Directions] | 4:00 p.m. | 2:30 pm | Dave Borsey |
| Tue., 5/8 | V Boys Tennis | Fairfield Ludlowe | Home - Stamford High School [Directions] | L 7-0 | ||
| Tue., 5/8 | V Girls Tennis | Fairfield Ludlowe | Away - FLHS Tennis Courts [Directions] | L 7-0 | 2:15 pm | Eric Gothe |
| Wed., 5/9 | V Baseball | Bassick | Home - Stamford High School [Directions] | W 17-3 | ||
| Wed., 5/9 | V Boys Tennis | Staples | Away - Staples High School-Tennis Courts [Directions] | L 7-0 | 9:45 am | Frank Russo |
| Wed., 5/9 | V Girls Outdoor Track | Fairfield Warde, Wilton | Home - Wilton [Directions] | 4:00 p.m. | 2:30 pm | Dave Borsey |
| Wed., 5/9 | V Softball | Bassick | Away - Seaside #15 [Directions] | W 13-0 | 2:15 pm | Phil DeMent |
| Thu., 5/10 | V Baseball | Danbury | Away - Danbury High School Varsity Baseball Field [Directions] | L 4-3 | 1:45 pm | Phil DeMent |
| Thu., 5/10 | JV Baseball | Danbury | Away - Danbury High School Junior Varsity Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 5/10 | FR Baseball | Danbury | Home - Stamford High School [Directions] | 3:45 p.m. | ||
| Thu., 5/10 | V Boys Golf | Danbury | Away - Richter Park Golf Course [Directions] | Stamford 173 Danbury 159 | 1:30 pm | Dave Borsey |
| Thu., 5/10 | V Boys Tennis | Darien | Away - Darien High School [Directions] | L 7-0 | 2:30 pm | Frank Russo |
| Thu., 5/10 | V Softball | Danbury | Home - Stamford High School [Directions] | W 8-3 | ||
| Thu., 5/10 | JV Softball | Danbury | Home - Cummings Park [Directions] | 3:45 p.m. | 2:30 pm | Eric Gothe |
| Thu., 5/10 | V Girls Tennis | Darien | Home - Stamford High School [Directions] | L 6-1 | ||
| Fri., 5/11 | V Boys Lacrosse | Bridgeport Central | Home - Stamford High School [Directions] | W 15-5 | ||
| Mon., 5/14 | V Baseball | New Canaan | Home - Stamford High School [Directions] | W 20-2 | ||
| Mon., 5/14 | JV Baseball | New Canaan | Home - Belltown Field [Directions] | 3:45 p.m. | 2:15 pm | Dave Borsey |
| Mon., 5/14 | FR Baseball | New Canaan | Away - Waveny Park - Coppo Field [Directions] | 3:45 p.m. | 2:15 pm | Dave Borsey |
| Mon., 5/14 | V Boys Tennis | New Canaan | Away - NCHS Tennis Courts [Directions] | L 7-0 | 2:30 pm | Frank Russo |
| Mon., 5/14 | V Girls Outdoor Track | Westhill, Bassick, Trinity Catholic | Away - Westhill [Directions] | 4:00 p.m. | 2:30 pm | Phil DeMent |
| Mon., 5/14 | V Softball | New Canaan | Away - Waveny Park - Orchard Field [Directions] | W 11-1 | 2:15 pm | Bob Meyers |
| Mon., 5/14 | JV Softball | New Canaan | Away - Waveny Park - Orchard Field [Directions] | 3:45 p.m. | ||
| Mon., 5/14 | V Girls Tennis | New Canaan | Home - Stamford High School [Directions] | L 7-0 | ||
| Tue., 5/15 | V Boys Golf | Westhill | Away - Brennan [Directions] | stamford 153 Westhill 168 | ||
| Tue., 5/15 | V Boys Lacrosse | Wilton | Away - FUJITANI FIELD [Directions] | L 16-6 | 3:00 pm | Phil DeMent |
| Tue., 5/15 | JV Boys Lacrosse | Wilton | Away - Whitten Field [Directions] | 4:30 p.m. | Yes | Bob Meyers |
| Tue., 5/15 | V Boys Outdoor Track | Westhill, Fairfield Ludlowe, Trinity Catholic | Away - Westhill [Directions] | 4:00 p.m. | 2:30 pm | Dave Borsey |
| Tue., 5/15 | V Boys Tennis | Wilton | Home - Stamford High School [Directions] | L 7-0 | ||
| Tue., 5/15 | JV Softball | Trinity Catholic | Away - Trinity Catholic's Smith Field | Cancelled | 2:30 pm | Phil DeMent |
| Tue., 5/15 | V Girls Tennis | Wilton | Away - Wilton High School [Directions] | L 7-0 | 2:30 pm | Eric Gothe |
| Wed., 5/16 | JV Baseball | Harding | Home - Belltown Field [Directions] | Cancelled | 2:30 pm | Eric Gothe |
| Thu., 5/17 | V Baseball | Harding | Home - Stamford High School [Directions] | W 13-4 | ||
| Thu., 5/17 | V Boys Tennis | Bridgeport Central | Home [Directions] | W 7-0 | ||
| Thu., 5/17 | V Girls Outdoor Track | Trumbull | Away - McDougall Stadium [Directions] | 3:45 p.m. | 2:30 pm | Dave Borsey |
| Thu., 5/17 | V Softball | Harding | Away - Beardsley Park Field [Directions] | W 13-1 | 2:15 pm | Phil DeMent |
| Fri., 5/18 | JV Baseball | Darien | Away - DHS JV FIELD [Directions] | 3:45 p.m. | ||
| Fri., 5/18 | FR Baseball | Darien | Home - Stamford High School [Directions] | Cancelled | ||
| Fri., 5/18 | JV Softball | Darien | Home - Cummings Park [Directions] | Cancelled | 2:30 pm | Dave Borsey |
| Sat., 5/19 | V Baseball | Darien | Away - Middlesex Middle School [Directions] | W 7-1 | 11:30 am | Phil DeMent |
| Sat., 5/19 | V Boys Lacrosse | Staples | Away - Staples Stadium [Directions] | L 13-6 | 2:30 pm | Bob Meyers |
| Sat., 5/19 | JV Boys Lacrosse | Staples | Away - Staples Stadium [Directions] | 1:30 p.m. | Yes | Dewayne Willims |
| Sat., 5/19 | V Softball | Darien | Home - Stamford High School [Directions] | L 6-4 | ||
| Mon., 5/21 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Lacrosse Field [Directions] | W 10-9 | 2:30 pm | |
| Mon., 5/21 | JV Boys Lacrosse | Notre Dame-Fairfield | Away - Lacrosse Field [Directions] | 6:00 p.m. | Yes | |
| Mon., 5/21 | V Boys Outdoor Track | FCIAC Tournament | Away | 2:30 p.m. | 12:30 pm | |
| Mon., 5/21 | V Softball | Trinity Catholic | Home - Stamford High School [Directions] | W 15-3 | ||
| Tue., 5/22 | V Baseball | Brien McMahon | Home - Stamford High School [Directions] | W 2-1 | ||
| Tue., 5/22 | V Boys Golf | Darien | Away - Country Club of Darien [Directions] | Stamford 169 Darien 155 | ||
| Tue., 5/22 | V Boys Lacrosse | Trinity Catholic | Home - Stamford High School [Directions] | W 16-1 | ||
| Tue., 5/22 | V Girls Outdoor Track | FCIAC Tourna | Away - Ridgefield | 4:00 p.m. | 2:15 pm | |
| Tue., 5/22 | V Softball | Trinity Catholic | Home - Stamford High School [Directions] | W 4-0 | ||
| Wed., 5/23 | V Baseball | St. Joseph | Home [Directions] | L 5-4 | 2:45 pm | |
| Wed., 5/23 | V Boys Golf | St. Joseph | Home - EG Brennan [Directions] | Stamford 161 St. Joe's 164 | ||
| Wed., 5/23 | V Softball | St. Joseph | Away - Sacred Heart University [Directions] | L 1-0 | 1:00 pm | |
| Tue., 5/29 | V Baseball | Farmington | Home - Stamford High School [Directions] | W 8-3 | ||
| Tue., 5/29 | V Boys Golf | CHAPPA | Away | TBA | ||
| Tue., 5/29 | V Boys Outdoor Track | CIAC | Away - Manchester High School | 2:30 p.m. | ||
| Tue., 5/29 | V Girls Outdoor Track | CIAC Track Meet | Away - Manchester High School | 2:30 p.m. | 12:00 pm | Phil DeMent |
| Tue., 5/29 | V Softball | East Hartford | Home - Stamford High School [Directions] | W 10-3 | ||
| Wed., 5/30 | V Baseball | Southington | Away - Southington [Directions] | W 7-6 | 12:30 pm | |
| Wed., 5/30 | V Boys Golf | Staples | Home - EG Brennan [Directions] | Stamford 150 Staples 168 | ||
| Wed., 5/30 | V Softball | Mercy | Away - Mercy High School [Directions] | L 1-0 | 1:00 pm | |
| Thu., 5/31 | V Boys Golf | FCIAC | Away - Fairview Golf Course, Greenwich | TBA | TBA | Bob Meyers |
| Sat., 6/2 | V Baseball | Newtown | Home [Directions] | W 2-1 | 5:00 pm | |
| Sat., 6/2 | Miscellaneous Events | Football Jets Camp | Away - Bulkeley High School | 7:00 a.m. | 7:00 a.m. | Frank Russo |
| Wed., 6/6 | V Baseball | Amity | Away - Yale Field [Directions] | L 4-2 | 3:00 pm | |
| Mon., 6/11 | V Boys Golf | CIAC State Tourney | Away - Timberland Golf Course | TBA | TBA | Phil deMent |