| Holy Cross 2006-07 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 576 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:30 p.m. | 2:30pm | |
| TBA | JV Baseball | Seymour | Home - HCHS [Directions] | 3:30 p.m. | ||
| TBA | JV Baseball | Kennedy | Away - Waterville Park [Directions] | TBA | ||
| TBA | FR Baseball | Torrington | Home - Upper Murray [Directions] | TBA | ||
| Tue., 8/29 | V Girls Soccer | Shepaug Valley (Scrim.) | Home - HCHS [Directions] | 4:00 p.m. | ||
| Thu., 8/31 | V Football | Southington (Scrim.) | Away - Southington HS [Directions] | 3:30 p.m. | 2:30pm | |
| Sat., 9/2 | V Football | Stamford (Scrim.) | Home - HCHS [Directions] | 10:30 a.m. | ||
| Sat., 9/2 | V Boys Soccer | Hand HS Jamboree | Away | 1:30 p.m. | ||
| Sat., 9/2 | V Girls Soccer | Conard Jamboree | Away - Conard HS | Cancelled | 11:15am | |
| Tue., 9/5 | V Girls Soccer | Terryville (Scrim.) | Away [Directions] | 3:45 p.m. | 2:20 | |
| Thu., 9/7 | V Boys Soccer | Thomaston (Scrim.) | Away - Highwood Farms [Directions] | 3:30 p.m. | 2:20 | |
| Thu., 9/7 | V Girls Soccer | Lewis Mills (Scrim.) | Home - HCHS [Directions] | 4:00 p.m. | ||
| Fri., 9/8 | V Football | Hillhouse (Scrim.) | Home - Municipal Stadium (Wtby) [Directions] | 4:00 p.m. | 2:30pm | |
| Fri., 9/8 | V Girls Swimming and Diving | NVL Relays | Away - Watertown HS | 4:30 p.m. | ||
| Tue., 9/12 | V Boys Cross Country | Naugatuck, Seymour | Away - Hop Brook [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | FR Boys Soccer | Xavier | Home - Lower Murray [Directions] | 3:45 p.m. | ||
| Tue., 9/12 | V Girls Cross Country | Naugatuck, Seymour | Away - Hop Brook [Directions] | 3:30 p.m. | ||
| Tue., 9/12 | V Girls Soccer | Seymour | Home - HCHS [Directions] | W 3-1 | ||
| Tue., 9/12 | V Girls Swimming and Diving | Lyman Hall | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Tue., 9/12 | V Girls Volleyball | Crosby | Away - Crosby HS [Directions] | W 3-0 | 2:45 | Varsity begins 22 min after JV for all games |
| Tue., 9/12 | JV Girls Volleyball | Crosby | Away - Crosby HS [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | FR Football | Torrington | Away - Torrington High [Directions] | 3:30 p.m. | 2:20 | |
| Wed., 9/13 | V Boys Soccer | Crosby | Away - Crosby HS [Directions] | W 2-0 | 2:20 | |
| Wed., 9/13 | JV Girls Soccer | Seymour | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Thu., 9/14 | JV Boys Soccer | Crosby | Away - Crosby HS [Directions] | Cancelled | 2:20 | |
| Thu., 9/14 | FR Boys Soccer | Pomperaug | Away - Soccer Field [Directions] | 3:45 p.m. | 2:20 | |
| Thu., 9/14 | V Girls Volleyball | Seymour | Away - Seymour High School [Directions] | W 3-2 | 2:30 | |
| Thu., 9/14 | JV Girls Volleyball | Seymour | Away - Seymour High School [Directions] | 4:30 p.m. | ||
| Fri., 9/15 | V Football | Torrington | Away - Torrington High [Directions] | W 34-0 | 5:15 | |
| Fri., 9/15 | V Boys Soccer | Woodland | Home - HCHS [Directions] | W 2-1 | ||
| Fri., 9/15 | V Girls Swimming and Diving | Woodland | Away - Woodland High School Pool [Directions] | 4:00 p.m. | 2:30 | |
| Fri., 9/15 | V Girls Volleyball | Wilby | Home - HCHS [Directions] | W 3-0 | ||
| Fri., 9/15 | JV Girls Volleyball | Wilby | Home - HCHS [Directions] | 4:30 p.m. | ||
| Sat., 9/16 | V Boys Cross Country | Windham Invitational | Away - Windham HS | 9:30 a.m. | 7:30 | |
| Sat., 9/16 | JV Boys Soccer | Woodland | Home - HCHS [Directions] | 10:00 a.m. | ||
| Sat., 9/16 | FR Boys Soccer | Newtown | Away - Back Fields Newtown High School [Directions] | 10:00 a.m. | 8:30 | |
| Sat., 9/16 | V Girls Cross Country | Windham Invitational | Away - Windham HS | 9:30 a.m. | ||
| Sat., 9/16 | FR Girls Soccer | Newtown | Home - Upper Murray Park [Directions] | 10:00 a.m. | ||
| Mon., 9/18 | JV Football | Torrington | Away - Torrington High [Directions] | 3:30 p.m. | 9:15 | |
| Tue., 9/19 | V Boys Cross Country | Sacred Heart, Wilby, Wolcott | Home - Hop Brook [Directions] | 3:30 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | Sacred Heart, Wilby, Wolcott | Home - Hop Brook [Directions] | 3:30 p.m. | ||
| Tue., 9/19 | V Girls Soccer | Wolcott | Away - Wolcott High School [Directions] | W 5-0 | 4:45 | |
| Tue., 9/19 | V Girls Swimming and Diving | Bristol Eastern | Away - Dennis Malone Aquatics Center [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Volleyball | Woodland | Away - Woodland High School Gym [Directions] | W 3-1 | 2:30 | |
| Tue., 9/19 | JV Girls Volleyball | Woodland | Away - Woodland High School Gym [Directions] | 5:00 p.m. | ||
| Tue., 9/19 | FR Girls Volleyball | Woodland | Away - Woodland High School Gym [Directions] | 3:30 p.m. | ||
| Wed., 9/20 | V Boys Soccer | Naugatuck | Away - Naugatuck High School [Directions] | L 5-0 | 5:45 | |
| Wed., 9/20 | JV Boys Soccer | Naugatuck | Away - Rotary Field [Directions] | 3:30 p.m. | 2:20 | |
| Wed., 9/20 | V Girls Soccer | Ansonia | Away - Lower Field, Ansonia High School [Directions] | W 6-0 | 2:20 | |
| Wed., 9/20 | JV Girls Soccer | Wolcott | Away - Wolcott High School [Directions] | 3:30 p.m. | 2:20 | |
| Thu., 9/21 | FR Football | Crosby | Home - HCHS [Directions] | 3:30 p.m. | ||
| Thu., 9/21 | V Girls Volleyball | Kennedy | Away - Kennedy High School [Directions] | W 3-0 | 3:00 | |
| Thu., 9/21 | JV Girls Volleyball | Kennedy | Away - Kennedy High School [Directions] | 4:00 p.m. | ||
| Fri., 9/22 | V Football | Crosby | Home - Municipal Stadium (Wtby) [Directions] | W 54-14 | ||
| Fri., 9/22 | V Boys Soccer | Sacred Heart | Away - Bucks Hill Park | W 3-0 | 2:20 | |
| Fri., 9/22 | FR Boys Soccer | Naugatuck | Away - Rotary Field [Directions] | 3:45 p.m. | 2:20 | |
| Fri., 9/22 | FR Girls Soccer | Naugatuck | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Fri., 9/22 | V Girls Swimming and Diving | Seymour | Away - Seymour High School Pool [Directions] | 4:00 p.m. | 2:30 | |
| Fri., 9/22 | V Girls Volleyball | Naugatuck | Home - HCHS [Directions] | W 3-2 | ||
| Fri., 9/22 | JV Girls Volleyball | Naugatuck | Home - HCHS [Directions] | 4:30 p.m. | ||
| Fri., 9/22 | FR Girls Volleyball | Naugatuck | Home - HCHS [Directions] | 3:30 p.m. | ||
| Sat., 9/23 | JV Boys Soccer | Sacred Heart | Away - Bucks Hill Park | 11:00 a.m. | ||
| Sat., 9/23 | V Girls Soccer | Watertown | Home - HCHS [Directions] | T 1-1 | ||
| Sat., 9/23 | JV Girls Soccer | Watertown | Home - Upper Murray Park [Directions] | 11:00 a.m. | ||
| Mon., 9/25 | JV Football | Crosby | Home - HCHS [Directions] | 3:30 p.m. | ||
| Mon., 9/25 | V Boys Soccer | Seymour | Home - HCHS [Directions] | L 2-1 | ||
| Mon., 9/25 | FR Boys Soccer | Pomperaug | Away - Soccer Field [Directions] | 3:45 p.m. | 2:20 | |
| Mon., 9/25 | FR Girls Soccer | Pomperaug | Home - Upper Murray Park [Directions] | 3:45 p.m. | ||
| Tue., 9/26 | V Boys Cross Country | Kennedy, Crosby, Watertown | Away - Hop Brook Park [Directions] | 4:00 p.m. | ||
| Tue., 9/26 | JV Boys Soccer | Seymour | Home - Lower Murray [Directions] | 3:30 p.m. | ||
| Tue., 9/26 | V Girls Cross Country | Kennedy, Crosby, Watertown | Away - Hop Brook Park [Directions] | 3:30 p.m. | ||
| Tue., 9/26 | V Girls Soccer | Sacred Heart | Home - HCHS [Directions] | W 5-0 | ||
| Tue., 9/26 | V Girls Volleyball | Watertown | Away - Watertown [Directions] | W 3-0 | 3:45 | |
| Tue., 9/26 | JV Girls Volleyball | Watertown | Away - Watertown [Directions] | 5:00 p.m. | ||
| Wed., 9/27 | FR Football | Woodland | Away - Woodland High School [Directions] | 3:30 p.m. | 2:20 | |
| Wed., 9/27 | V Boys Soccer | Ansonia | Home - HCHS [Directions] | W 2-0 | ||
| Wed., 9/27 | JV Girls Soccer | Sacred Heart | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 9/27 | V Girls Swimming and Diving | Torrington | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Thu., 9/28 | JV Boys Soccer | Ansonia | Home - Lower Murray [Directions] | 3:30 p.m. | ||
| Thu., 9/28 | JV Girls Soccer | Naugatuck | Away - Rotary Field [Directions] | 3:30 p.m. | with Varsity | |
| Fri., 9/29 | V Boys Cross Country | Veterans Park Invitational | Away - Veterans Park | 3:30 p.m. | 2:20 | |
| Fri., 9/29 | V Football | Woodland | Away - Woodland High School [Directions] | W 48-7 | 5:30 | |
| Fri., 9/29 | V Boys Soccer | Wilby | Away - Wilby H.S. [Directions] | W 3-2 | 2:20 | |
| Fri., 9/29 | V Girls Cross Country | Veterans Park Invitational | Away - Veterans Park | 3:30 p.m. | ||
| Fri., 9/29 | V Girls Volleyball | Wolcott | Home - HCHS [Directions] | W 3-0 | ||
| Fri., 9/29 | JV Girls Volleyball | Wolcott | Home - HCHS [Directions] | 4:30 p.m. | ||
| Fri., 9/29 | FR Girls Volleyball | Wolcott | Home - HCHS [Directions] | 3:30 p.m. | ||
| Sat., 9/30 | JV Football | Woodland | Away - Woodland High School [Directions] | 10:00 a.m. | 8:45 | |
| Sat., 9/30 | FR Boys Soccer | Weston | Home - Lower Murray [Directions] | 10:00 a.m. | ||
| Sat., 9/30 | V Girls Soccer | Torrington | Home - HCHS [Directions] | W 6-3 | ||
| Sat., 9/30 | JV Girls Soccer | Torrington | Home - Upper Murray Park [Directions] | 10:00 a.m. | ||
| Tue., 10/3 | V Boys Cross Country | Torrington, Woodland | Home - Hop Brook [Directions] | 3:30 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Torrington, Woodland | Home - Hop Brook [Directions] | 3:30 p.m. | ||
| Tue., 10/3 | V Girls Soccer | Seymour | Away - Seymour High School Main Field [Directions] | W 3-0 | 4:45 | |
| Tue., 10/3 | JV Girls Soccer | Seymour | Away - Gary Park [Directions] | 3:30 p.m. | 2:20 | |
| Tue., 10/3 | V Girls Swimming and Diving | Amity | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Ansonia | Home - HCHS [Directions] | W 3-0 | ||
| Tue., 10/3 | JV Girls Volleyball | Ansonia | Home - HCHS [Directions] | 4:30 p.m. | ||
| Tue., 10/3 | FR Girls Volleyball | Ansonia | Home - HCHS [Directions] | 3:30 p.m. | ||
| Wed., 10/4 | V Boys Soccer | Wolcott | Away - Wolcott High School [Directions] | W 5-1 | 5:30 | |
| Thu., 10/5 | FR Football | Watertown | Home - HCHS [Directions] | 3:30 p.m. | ||
| Thu., 10/5 | JV Boys Soccer | Wolcott | Away - Wolcott HIgh School [Directions] | 3:30 p.m. | 2:20 | |
| Thu., 10/5 | V Girls Soccer | Ansonia | Home - HCHS [Directions] | W 5-0 | ||
| Thu., 10/5 | V Girls Volleyball | Torrington | Away - Torrington High [Directions] | W 3-0 | 2:30 | |
| Thu., 10/5 | JV Girls Volleyball | Torrington | Away - Torrington High [Directions] | 4:30 p.m. | ||
| Thu., 10/5 | FR Girls Volleyball | Torrington | Away - Torrington High [Directions] | 3:30 p.m. | ||
| Fri., 10/6 | V Football | Watertown | Home - Municipal Stadium (Wtby) [Directions] | W 41-7 | ||
| Fri., 10/6 | V Boys Soccer | Kennedy | Home - HCHS [Directions] | L 3-0 | ||
| Fri., 10/6 | FR Boys Soccer | Naugatuck | Away - Rotary Field [Directions] | 3:45 p.m. | 2:20 | |
| Fri., 10/6 | FR Girls Soccer | Naugatuck | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Fri., 10/6 | V Girls Swimming and Diving | Sacred Heart Academy | Home - Kennedy HS [Directions] | 5:00 p.m. | ||
| Fri., 10/6 | V Girls Volleyball | Crosby | Home - HCHS [Directions] | W 3-0 | ||
| Fri., 10/6 | JV Girls Volleyball | Crosby | Home - HCHS [Directions] | 4:30 p.m. | ||
| Sat., 10/7 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park | 9:30 a.m. | 7:30 | |
| Sat., 10/7 | JV Boys Soccer | Kennedy | Home - Lower Murray [Directions] | 11:00 a.m. | ||
| Sat., 10/7 | FR Boys Soccer | Newtown | Away - Back Fields Newtown High School [Directions] | 10:00 a.m. | 8:30 | |
| Sat., 10/7 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park | 9:30 a.m. | ||
| Sat., 10/7 | FR Girls Soccer | Newtown | Home - Upper Murray Park [Directions] | 10:00 a.m. | ||
| Mon., 10/9 | JV Football | Watertown | Home - HCHS [Directions] | 10:30 a.m. | ||
| Mon., 10/9 | V Boys Soccer | Crosby | Home - HCHS [Directions] | L 3-0 | ||
| Tue., 10/10 | JV Boys Soccer | Crosby | Home - Lower Murray [Directions] | 3:30 p.m. | ||
| Tue., 10/10 | V Girls Soccer | Woodland | Away - Woodland High School soccer field [Directions] | L 3-2 | 2:20 | |
| Wed., 10/11 | FR Football | Kennedy | Home - HCHS [Directions] | 3:30 p.m. | ||
| Wed., 10/11 | V Boys Soccer | Woodland | Away - Woodland High School soccer field [Directions] | L 3-2 | 2:20 | |
| Wed., 10/11 | JV Girls Soccer | Woodland | Away - Pent Field/Beacon Falls Recreation Complex [Directions] | 3:30 p.m. | 2:20 | |
| Wed., 10/11 | V Girls Volleyball | Seymour | Home - HCHS [Directions] | W 3-0 | ||
| Wed., 10/11 | JV Girls Volleyball | Seymour | Home - HCHS [Directions] | 4:30 p.m. | ||
| Wed., 10/11 | FR Girls Volleyball | Seymour | Home - HCHS [Directions] | 3:30 p.m. | ||
| Thu., 10/12 | JV Boys Soccer | Woodland | Away - Pent Field/Beacon Falls Rec Complex [Directions] | 3:30 p.m. | 2:20 | |
| Fri., 10/13 | V Boys Cross Country | City Invitational | Away - Black Rock Park | 3:30 p.m. | 2:20 | |
| Fri., 10/13 | V Boys Soccer | Watertown | Away - Veterans Pk. [Directions] | T 0-0 | 2:20 | |
| Fri., 10/13 | JV Boys Soccer | Watertown | Away - Judson School [Directions] | 3:45 p.m. | ||
| Fri., 10/13 | V Girls Cross Country | City Invitational | Away - Black Rock Park | 3:30 p.m. | ||
| Fri., 10/13 | V Girls Soccer | Sacred Heart | Away - Brass Mills Park | W 5-2 | 2:20 | |
| Fri., 10/13 | JV Girls Soccer | Sacred Heart | Away - Brass Mills Park | 3:30 p.m. | 2:20 | |
| Fri., 10/13 | FR Girls Soccer | Masuk | Away - Great Hollow Lake Fields at Wolfe Park [Directions] | 3:45 p.m. | 8:30 | |
| Fri., 10/13 | V Girls Swimming and Diving | Watertown | Away - Watertown [Directions] | 6:00 p.m. | 4:30 | |
| Fri., 10/13 | V Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | W 3-0 | 2:45 | |
| Fri., 10/13 | JV Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Sat., 10/14 | V Football | Kennedy | Home - Municipal Stadium (Wtby) [Directions] | W 40-16 | ||
| Sat., 10/14 | FR Boys Soccer | Weston | Away - Weston Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 10/14 | V Girls Soccer | Naugatuck | Away - Naugatuck High School [Directions] | W 1-0 | 2:20 | |
| Mon., 10/16 | JV Football | Kennedy | Home - HCHS [Directions] | Cancelled | ||
| Mon., 10/16 | FR Boys Soccer | Seymour | Away - Seymour High School Main Field [Directions] | 3:30 p.m. | 2:20 | |
| Tue., 10/17 | V Girls Soccer | Wolcott | Home - HCHS [Directions] | W 7-1 | ||
| Tue., 10/17 | V Girls Swimming and Diving | Kennedy | Away - Kennedy High School [Directions] | 4:00 p.m. | ||
| Tue., 10/17 | V Girls Volleyball | Woodland | Home - HCHS [Directions] | W 3-1 | ||
| Tue., 10/17 | JV Girls Volleyball | Woodland | Home - HCHS [Directions] | 4:30 p.m. | ||
| Tue., 10/17 | FR Girls Volleyball | Woodland | Home - HCHS [Directions] | 3:30 p.m. | ||
| Wed., 10/18 | V Boys Cross Country | NVL Invitational | Away - Veterans Park | 3:15 p.m. | 2:20 | |
| Wed., 10/18 | FR Football | Seymour | Home - Holy Cross High School [Directions] | 3:30 p.m. | 2:20 | |
| Wed., 10/18 | V Boys Soccer | Sacred Heart | Home - HCHS [Directions] | W 8-1 | ||
| Wed., 10/18 | V Girls Cross Country | NVL Invitational | Away - Veterans Park | 3:15 p.m. | ||
| Wed., 10/18 | JV Girls Soccer | Wolcott | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Thu., 10/19 | JV Boys Soccer | Sacred Heart | Home - Lower Murray [Directions] | 3:30 p.m. | ||
| Thu., 10/19 | V Girls Volleyball | Kennedy | Home - HCHS [Directions] | W 3-0 | ||
| Thu., 10/19 | JV Girls Volleyball | Kennedy | Home - HCHS [Directions] | 4:30 p.m. | ||
| Fri., 10/20 | V Boys Cross Country | Woodland Frosh Invitational | Away - Woodland HS | 3:30 p.m. | 2:20 | |
| Fri., 10/20 | V Football | Seymour | Away - Seymour High School Main Field [Directions] | W 40-6 | 5:30 | |
| Fri., 10/20 | V Boys Soccer | Torrington | Home - HCHS [Directions] | W 1-0 | ||
| Fri., 10/20 | JV Boys Soccer | Torrington | Home - Lower Murray [Directions] | 3:30 p.m. | ||
| Fri., 10/20 | V Girls Cross Country | Woodland Frosh Invitational | Away - Woodland HS | 3:30 p.m. | ||
| Fri., 10/20 | JV Girls Soccer | Watertown | Away - Veterans Pk. [Directions] | 3:30 p.m. | with Varsity | |
| Fri., 10/20 | V Girls Swimming and Diving | Sacred Heart | Home - Kennedy HS [Directions] | 6:00 p.m. | ||
| Fri., 10/20 | V Girls Volleyball | Naugatuck | Away - Naugatuck High School [Directions] | W 3-1 | 2:30 | |
| Fri., 10/20 | JV Girls Volleyball | Naugatuck | Away - Naugatuck High School [Directions] | 5:00 p.m. | ||
| Fri., 10/20 | FR Girls Volleyball | Naugatuck | Away - Naugatuck High School [Directions] | 3:30 p.m. | ||
| Sat., 10/21 | JV Football | Seymour | Away - Seymour High School Main Field [Directions] | 10:30 a.m. | 9:15 | |
| Sat., 10/21 | V Girls Soccer | Watertown | Away - Watertown- Mills Complex [Directions] | T 0-0 | 4:30pm | |
| Sat., 10/21 | FR Girls Soccer | Pomperaug | Away - Soccer Field [Directions] | 9:00 a.m. | 8:30 | |
| Mon., 10/23 | V Boys Cross Country | Platt Tech Invitational | Away - Eisenhower Park | 3:30 p.m. | 2:20 | |
| Mon., 10/23 | V Boys Soccer | Ansonia | Away - Lower Field, Ansonia High School [Directions] | W 3-1 | 2:20 | |
| Mon., 10/23 | FR Boys Soccer | Xavier | Away - XHS [Directions] | 3:45 p.m. | 2:20 | |
| Mon., 10/23 | V Girls Cross Country | Platt Tech Invitational | Away - Eisenhower Park | 3:30 p.m. | ||
| Mon., 10/23 | V Girls Volleyball | Watertown | Home - HCHS [Directions] | W 3-0 | ||
| Mon., 10/23 | JV Girls Volleyball | Watertown | Home - HCHS [Directions] | 4:30 p.m. | ||
| Tue., 10/24 | JV Boys Soccer | Ansonia | Away - Lower Field, Ansonia High School [Directions] | 3:30 p.m. | 2:20 | |
| Tue., 10/24 | V Girls Soccer | Naugatuck | Home - HCHS [Directions] | W 2-0 | ||
| Tue., 10/24 | JV Girls Soccer | Naugatuck | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 10/25 | FR Football | Wilby | Home - HCHS [Directions] | 3:30 p.m. | ||
| Wed., 10/25 | V Boys Soccer | Wolcott | Home - HCHS [Directions] | W 1-0 | ||
| Thu., 10/26 | V Football | Wilby | Home - Municipal Stadium (Wtby) [Directions] | W 48-27 | ||
| Thu., 10/26 | JV Boys Soccer | Wolcott | Home - HCHS [Directions] | 3:30 p.m. | ||
| Thu., 10/26 | FR Boys Soccer | Seymour | Home - Lower Murray [Directions] | 3:30 p.m. | ||
| Thu., 10/26 | V Girls Soccer | Torrington | Away - Torrington High [Directions] | W 4-1 | 4:30 | |
| Thu., 10/26 | JV Girls Soccer | Torrington | Away - Torrington High [Directions] | 3:30 p.m. | 2:20 | |
| Thu., 10/26 | FR Girls Soccer | Seymour | Away - Gary Park [Directions] | 3:15 p.m. | 2:20 | |
| Thu., 10/26 | V Girls Volleyball | Wolcott | Away - Wolcott High School [Directions] | W 3-0 | 2:30 | |
| Thu., 10/26 | JV Girls Volleyball | Wolcott | Away - Wolcott High School [Directions] | 5:00 p.m. | ||
| Thu., 10/26 | FR Girls Volleyball | Wolcott | Away - Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 10/27 | V Girls Swimming and Diving | Naugatuck | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Sat., 10/28 | FR Boys Soccer | Masuk | Home - Lower Murray [Directions] | Cancelled | ||
| Sat., 10/28 | FR Girls Soccer | Seymour | Home - Upper Murray Park [Directions] | Cancelled | ||
| Mon., 10/30 | JV Football | Wilby | Home - HCHS [Directions] | 3:30 p.m. | ||
| Mon., 10/30 | V Boys Soccer | Torrington | Home - Wolcott HS [Directions] | L 2-0 | ||
| Mon., 10/30 | V Girls Soccer | Woodland | Home - Post University [Directions] | W 1-0 | ||
| Mon., 10/30 | JV Girls Soccer | Woodland | Home - Upper Murray Park [Directions] | Cancelled | ||
| Wed., 11/1 | V Girls Swimming and Diving | NVL Trials | Away - Kennedy HS | 4:00 p.m. | ||
| Thu., 11/2 | FR Football | Naugatuck | Away - Naugatuck High School [Directions] | 3:30 p.m. | 2:20 | |
| Thu., 11/2 | V Girls Swimming and Diving | NVL Diving | Away - Woodland HS | 6:00 p.m. | ||
| Fri., 11/3 | V Football | Naugatuck | Away - Naugatuck High School [Directions] | W 42-0 | 5:30 | |
| Sat., 11/4 | JV Football | Naugatuck | Away - Naugatuck High School [Directions] | 2:30 p.m. | 9:15 | |
| Sat., 11/4 | V Girls Swimming and Diving | NVL Finals | Away | 4:00 p.m. | ||
| Wed., 11/8 | FR Football | Sacred Heart | Home - HCHS [Directions] | 3:15 p.m. | ||
| Fri., 11/10 | V Football | Sacred Heart | Home - Municipal Stadium (Wtby) [Directions] | W 35-7 | ||
| Mon., 11/13 | JV Football | Sacred Heart | Home - HCHS [Directions] | 3:15 p.m. | ||
| Sat., 11/18 | JV Football | Wolcott | Away - Wolcott High School [Directions] | 10:30 a.m. | 9:15 | |
| Sat., 11/18 | FR Football | Wolcott | Away - Wolcott High School [Directions] | 8:45 p.m. | ||
| Thu., 11/23 | V Football | Wolcott | Away - Wolcott High School [Directions] | W 33-6 | 8:30 | |
| Sat., 11/25 | V Girls Basketball | Norwich Free Academy (Scrim.) | Away - NFA [Directions] | 12:30 p.m. | 11:00am | |
| Mon., 11/27 | V Girls Basketball | Windsor (Scrim.) | Away - Windsor HS [Directions] | 3:00 p.m. | 2:15pm | |
| Thu., 11/30 | V Girls Basketball | Plainville (Scrim.) | Away - Plainville HS [Directions] | 3:00 p.m. | 2:15pm | |
| Fri., 12/1 | V Wrestling | Thomaston (Scrim.) | Away - Thomaston HS [Directions] | 3:00 p.m. | 2:20pm | |
| Fri., 12/1 | V Girls Basketball | Fairfield Ludlowe (Scrim.) | Away - Fairfield Ludlowe HS [Directions] | 6:30 p.m. | 5:00pm | |
| Mon., 12/4 | V Girls Basketball | Mercy (Scrim.) | Away - Mercy HS [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 12/7 | V Boys Indoor Track | Wesleyan Developmental | Away - Wesleyan University | TBA | TBA | |
| Thu., 12/7 | V Girls Indoor Track | Wesleyan Developmental | Away - Wesleyan University | TBA | ||
| Fri., 12/8 | V Boys Swimming and Diving | NVL Indicational | Away - Watertown HS | 4:00 p.m. | 2:20pm | |
| Fri., 12/8 | V Girls Basketball | Ansonia | Away - Ansonia High School [Directions] | W 85-23 | 4:15pm | |
| Fri., 12/8 | JV Girls Basketball | Ansonia | Away - Ansonia High School [Directions] | 5:30 p.m. | ||
| Fri., 12/8 | FR Girls Basketball | Ansonia | Away - Ansonia High School [Directions] | 3:30 p.m. | 2:20pm | drop |
| Sat., 12/9 | V Wrestling | New Milford (Scrim.) | Away - New Milford High School [Directions] | 9:00 a.m. | 7:30am | |
| Sat., 12/9 | FR Girls Basketball | Masuk | Away - David Strong Gymnasium at Masuk HS [Directions] | 2:00 p.m. | 12:30pm | |
| Tue., 12/12 | V Boys Indoor Track | Wesleyan Developmental | Away - Wesleyan University | TBA | TBA | |
| Tue., 12/12 | V Girls Basketball | Crosby | Home - HCHS [Directions] | W 77-16 | ||
| Tue., 12/12 | JV Girls Basketball | Crosby | Home - HCHS [Directions] | 5:15 p.m. | ||
| Tue., 12/12 | V Girls Indoor Track | Wesleyan Developmental | Away - Wesleyan University | TBA | ||
| Wed., 12/13 | V Boys Swimming and Diving | Middletown | Away - Middletown High School [Directions] | 6:00 p.m. | 4:15pm | |
| Thu., 12/14 | V Boys Basketball | Seymour | Away - Seymour High [Directions] | W 70-56 | 4:15pm | |
| Thu., 12/14 | JV Boys Basketball | Seymour | Away - Seymour High [Directions] | 5:30 p.m. | ||
| Thu., 12/14 | FR Boys Basketball | Seymour | Away - Seymour High [Directions] | 3:30 p.m. | 2:20pm | drop |
| Thu., 12/14 | V Wrestling | Conard | Away - Conard High School [Directions] | 6:30 p.m. | 4:15pm | |
| Fri., 12/15 | V Boys Indoor Track | NH Invitational | Away - NH Fieldhouse | TBA | TBA | |
| Fri., 12/15 | V Boys Swimming and Diving | Amity | Away - Beecher Pool - Woodbridge [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 12/15 | V Girls Basketball | Woodland | Away - Woodland High School [Directions] | W 84-39 | 4:15pm | |
| Fri., 12/15 | JV Girls Basketball | Woodland | Away - Woodland High School [Directions] | 5:15 p.m. | ||
| Fri., 12/15 | FR Girls Basketball | Woodland | Away - Woodland High School [Directions] | 3:30 p.m. | 2:20pm | drop |
| Fri., 12/15 | V Girls Indoor Track | NH Invitational | Away - NH Fieldhouse | TBA | ||
| Sat., 12/16 | V Boys Indoor Track | NH Invitational | Away - NH Fieldhouse | TBA | TBA | |
| Sat., 12/16 | V Wrestling | Pomperaug Tournament | Away - Pomperaug HS | 10:00 a.m. | 7:00am | |
| Sat., 12/16 | V Girls Indoor Track | NH Invitational | Away - NH Fieldhouse | TBA | ||
| Tue., 12/19 | V Boys Basketball | Ansonia | Home - HCHS [Directions] | W 61-47 | ||
| Tue., 12/19 | JV Boys Basketball | Ansonia | Home - HCHS [Directions] | 5:15 p.m. | ||
| Tue., 12/19 | FR Boys Basketball | Ansonia | Home - HCHS [Directions] | 3:30 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Wilby | Away - Wilby H.S. [Directions] | W 71-39 | ||
| Tue., 12/19 | JV Girls Basketball | Wilby | Away - Wilby H.S. [Directions] | 5:30 p.m. | ||
| Wed., 12/20 | V Wrestling | Classical Magnet | Away - Classical Magnet Gym [Directions] | 6:00 p.m. | 4:15pm | |
| Thu., 12/21 | FR Boys Basketball | Wilby | Away - Wilby H.S. [Directions] | 6:00 p.m. | ||
| Fri., 12/22 | V Boys Basketball | Wilby | Away - Wilby H.S. [Directions] | W 69-47 | ||
| Fri., 12/22 | JV Boys Basketball | Wilby | Away - Wilby H.S. [Directions] | 5:30 p.m. | ||
| Fri., 12/22 | V Girls Basketball | Seymour | Home - HCHS [Directions] | W 71-27 | ||
| Fri., 12/22 | JV Girls Basketball | Seymour | Home - HCHS [Directions] | 5:15 p.m. | ||
| Fri., 12/22 | FR Girls Basketball | Seymour | Home - HCHS [Directions] | 3:30 p.m. | ||
| Sat., 12/23 | V Wrestling | Fermi Duals | Away - Fermi HS | 9:00 a.m. | 6:45am | |
| Tue., 12/26 | JV Wrestling | Nonnewaug JV Tournament | Away - Nonnewaug HS | 9:30 a.m. | 7:30am | |
| Wed., 12/27 | V Boys Basketball | Crosby | Away - Crosby HS [Directions] | L 82-73 | ||
| Wed., 12/27 | JV Boys Basketball | Crosby | Away - Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 12/27 | V Wrestling | Norwalk, Fairfield Ludlowe, Harding/Bassick/Bridgeport Central | Away - Ludlowe HS [Directions] | 10:00 a.m. | 8:00am | |
| Wed., 12/27 | V Girls Basketball | Naugatuck | Home - HCHS [Directions] | W 83-29 | ||
| Wed., 12/27 | JV Girls Basketball | Naugatuck | Home - HCHS [Directions] | 5:15 p.m. | ||
| Thu., 12/28 | FR Boys Basketball | Crosby | Away - Crosby HS [Directions] | 7:00 p.m. | ||
| Thu., 12/28 | V Boys Swimming and Diving | Bunnell-Stratford | Home - Wilby HS [Directions] | 7:00 p.m. | ||
| Thu., 12/28 | FR Girls Basketball | Naugatuck | Home - HCHS [Directions] | 6:00 p.m. | ||
| Fri., 12/29 | V Boys Basketball | Naugatuck | Home - HCHS [Directions] | W 75-49 | ||
| Fri., 12/29 | JV Boys Basketball | Naugatuck | Home - HCHS [Directions] | 5:15 p.m. | ||
| Fri., 12/29 | FR Boys Basketball | Naugatuck | Home - HCHS [Directions] | 3:30 p.m. | ||
| Fri., 12/29 | V Girls Basketball | Wolcott | Away - Wolcott High School [Directions] | W 90-43 | ||
| Fri., 12/29 | JV Girls Basketball | Wolcott | Away - Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 12/29 | FR Girls Basketball | Wolcott | Away - Wolcott High School [Directions] | 3:30 p.m. | ||
| Sat., 12/30 | FR Girls Basketball | St. Paul Catholic | Home - HCHS [Directions] | Cancelled | ||
| Tue., 1/2 | V Girls Basketball | Watertown | Home - HCHS [Directions] | W 73-27 | ||
| Tue., 1/2 | JV Girls Basketball | Watertown | Home - HCHS [Directions] | 5:15 p.m. | ||
| Wed., 1/3 | V Boys Basketball | Watertown | Away - Watertown High School [Directions] | W 68-33 | ||
| Wed., 1/3 | JV Boys Basketball | Watertown | Away - Watertown High School [Directions] | 5:30 p.m. | ||
| Wed., 1/3 | FR Boys Basketball | Watertown | Away - Watertown High School [Directions] | 3:30 p.m. | 2:20pm | drop |
| Wed., 1/3 | V Boys Swimming and Diving | Berlin | Home - Wilby HS [Directions] | 7:00 p.m. | ||
| Wed., 1/3 | V Wrestling | Northwestern | Home - HCHS [Directions] | 6:00 p.m. | ||
| Fri., 1/5 | V Boys Basketball | Torrington | Home - HCHS [Directions] | W 58-57 | ||
| Fri., 1/5 | JV Boys Basketball | Torrington | Home - HCHS [Directions] | 5:15 p.m. | ||
| Fri., 1/5 | V Boys Swimming and Diving | Naugatuck | Home - Wilby HS [Directions] | 7:00 p.m. | ||
| Sat., 1/6 | FR Boys Basketball | Torrington | Home - HCHS [Directions] | 10:00 a.m. | ||
| Sat., 1/6 | V Wrestling | Darien Duals | Away - Darien HS | 9:00 a.m. | 6:30am | |
| Sat., 1/6 | V Girls Basketball | Torrington | Away - Torrington High [Directions] | W 66-54 | 4:00pm | |
| Sat., 1/6 | JV Girls Basketball | Torrington | Away - Torrington High [Directions] | 5:15 p.m. | ||
| Sat., 1/6 | FR Girls Basketball | Torrington | Away - Torrington High [Directions] | 3:30 p.m. | 2:20pm | drop |
| Sat., 1/6 | V Girls Gymnastics | Pomperaug Inv | Away - Pomperaug HS | 10:00 a.m. | ||
| Mon., 1/8 | FR Boys Basketball | Kennedy | Away - Kennedy High School [Directions] | 6:00 p.m. | ||
| Tue., 1/9 | V Boys Basketball | Kennedy | Away - Kennedy High School [Directions] | W 72-65 | ||
| Tue., 1/9 | JV Boys Basketball | Kennedy | Away - Kennedy High School [Directions] | 5:30 p.m. | ||
| Tue., 1/9 | V Girls Basketball | Kennedy | Home - HCHS [Directions] | W 79-37 | ||
| Tue., 1/9 | JV Girls Basketball | Kennedy | Home - HCHS [Directions] | 5:15 p.m. | ||
| Tue., 1/9 | FR Girls Basketball | Kennedy | Home - HCHS [Directions] | 3:30 p.m. | ||
| Wed., 1/10 | V Wrestling | Trumbull | Home - HCHS [Directions] | 6:00 p.m. | ||
| Wed., 1/10 | V Girls Gymnastics | Darien, Nonnewaug | Away - Pomperaug HS [Directions] | 4:00 p.m. | ||
| Thu., 1/11 | FR Boys Basketball | Sacred Heart | Home - HCHS [Directions] | 7:15 p.m. | ||
| Fri., 1/12 | V Boys Basketball | Sacred Heart | Home - HCHS [Directions] | W 60-47 | ||
| Fri., 1/12 | JV Boys Basketball | Sacred Heart | Home - HCHS [Directions] | 5:15 p.m. | ||
| Fri., 1/12 | V Boys Swimming and Diving | Newtown | Home - Wilby HS [Directions] | 7:00 p.m. | ||
| Fri., 1/12 | V Girls Gymnastics | Wilton | Away - Wilton HS [Directions] | 4:00 p.m. | ||
| Sat., 1/13 | V Wrestling | Masuk, Wilton, Portland/Cromwell, Avon | Away - David Strong Gymnasium at Masuk HS [Directions] | 10:00 a.m. | 7:15am | |
| Mon., 1/15 | FR Girls Basketball | Sacred Heart | Home - HCHS [Directions] | 7:15 p.m. | ||
| Tue., 1/16 | V Girls Basketball | Sacred Heart | Home - HCHS [Directions] | W 66-34 | ||
| Tue., 1/16 | JV Girls Basketball | Sacred Heart | Home - HCHS [Directions] | 5:15 p.m. | ||
| Tue., 1/16 | V Girls Gymnastics | Staples | Away - Staples HS [Directions] | 5:00 p.m. | ||
| Wed., 1/17 | V Wrestling | Farmington | Away - Farmington High School [Directions] | 6:00 p.m. | 4:15 | |
| Thu., 1/18 | V Boys Basketball | Seymour | Home - HCHS [Directions] | W 79-57 | ||
| Thu., 1/18 | JV Boys Basketball | Seymour | Home - HCHS [Directions] | 5:15 p.m. | ||
| Thu., 1/18 | FR Boys Basketball | Seymour | Home - HCHS [Directions] | 3:30 p.m. | ||
| Thu., 1/18 | V Boys Swimming and Diving | Notre Dame-West Haven | Away - Albertus Magnus College [Directions] | 6:00 p.m. | 4:00pm | |
| Thu., 1/18 | V Girls Gymnastics | Wethersfield | Away - Wethersfield [Directions] | 6:00 p.m. | ||
| Fri., 1/19 | V Boys Indoor Track | NVL Championships | Away - Wesleyan University | 6:30 p.m. | 5:00pm | |
| Fri., 1/19 | V Girls Basketball | Woodland | Home - HCHS [Directions] | W 66-31 | ||
| Fri., 1/19 | JV Girls Basketball | Woodland | Home - HCHS [Directions] | 5:15 p.m. | ||
| Fri., 1/19 | V Girls Indoor Track | NVL Championships | Away - Wesleyan University | 6:30 p.m. | ||
| Sat., 1/20 | V Wrestling | New Milford Tournament | Away - New Milford HS | 9:30 a.m. | 6:00am | |
| Sat., 1/20 | FR Girls Basketball | Woodland | Home - HCHS [Directions] | 10:00 a.m. | ||
| Tue., 1/23 | V Boys Basketball | Ansonia | Away - Ansonia High School, Ansonia [Directions] | W 59-43 | 4:15pm | |
| Tue., 1/23 | JV Boys Basketball | Ansonia | Away - Ansonia High School [Directions] | 5:30 p.m. | ||
| Tue., 1/23 | FR Boys Basketball | Ansonia | Away - Ansonia High School, Ansonia [Directions] | 3:30 p.m. | 2:20pm | drop |
| Tue., 1/23 | V Boys Swimming and Diving | Watertown | Away - Watertown High School [Directions] | 7:00 p.m. | 5:30pm | |
| Tue., 1/23 | V Girls Basketball | Wilby | Home - HCHS [Directions] | W 79-41 | ||
| Tue., 1/23 | JV Girls Basketball | Wilby | Home - HCHS [Directions] | 5:15 p.m. | ||
| Tue., 1/23 | V Girls Gymnastics | Greenwich | Home - Pomperaug HS [Directions] | 5:00 p.m. | ||
| Wed., 1/24 | V Wrestling | Haddam-Killingworth | Home - HCHS [Directions] | 6:00 p.m. | ||
| Fri., 1/26 | V Boys Basketball | Wilby | Home - HCHS [Directions] | W 70-61 | ||
| Fri., 1/26 | JV Boys Basketball | Wilby | Home - HCHS [Directions] | 5:15 p.m. | ||
| Fri., 1/26 | V Boys Swimming and Diving | Brookfield | Away - Newtown HS [Directions] | 7:30 p.m. | 5:45pm | |
| Fri., 1/26 | V Girls Basketball | Seymour | Away - Seymour High School [Directions] | W 61-29 | 4:30pm | |
| Fri., 1/26 | JV Girls Basketball | Seymour | Away - Seymour high School [Directions] | 5:30 p.m. | ||
| Fri., 1/26 | FR Girls Basketball | Seymour | Away - Seymour High School [Directions] | 3:30 p.m. | 2:20pm | drop |
| Sat., 1/27 | FR Boys Basketball | Wilby | Home - HCHS [Directions] | 10:00 a.m. | ||
| Sat., 1/27 | V Wrestling | Xavier Duals | Away - Xavier H. S. | 10:00 a.m. | 7:00am | |
| Sat., 1/27 | FR Girls Basketball | St. Paul Catholic | Away - St Paul HS [Directions] | Cancelled | 11:45am | |
| Mon., 1/29 | FR Boys Basketball | Crosby | Home - HCHS [Directions] | 7:00 p.m. | ||
| Mon., 1/29 | V Girls Gymnastics | Westhill | Away - Westhill HS [Directions] | 6:30 p.m. | ||
| Tue., 1/30 | V Boys Basketball | Crosby | Home - HCHS [Directions] | W 81-63 | ||
| Tue., 1/30 | JV Boys Basketball | Crosby | Home - HCHS [Directions] | 5:15 p.m. | ||
| Tue., 1/30 | V Girls Basketball | Naugatuck | Away - Naugatuck High School [Directions] | W 63-36 | 4:30pm | drop |
| Tue., 1/30 | JV Girls Basketball | Naugatuck | Away - Naugatuck High School [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | FR Girls Basketball | Naugatuck | Away - Naugatuck High School [Directions] | 3:30 p.m. | 2:20pm | drop |
| Wed., 1/31 | V Boys Swimming and Diving | Torrington | Home - Wilby HS [Directions] | 7:00 p.m. | ||
| Wed., 1/31 | V Wrestling | Thomaston | Away - Thomaston H.S. [Directions] | 6:30 p.m. | 5:00pm | |
| Thu., 2/1 | V Girls Gymnastics | New Milford | Away - New Milford HS [Directions] | 6:00 p.m. | ||
| Fri., 2/2 | V Boys Basketball | Naugatuck | Away - Naugatuck High School [Directions] | W 65-46 | ||
| Fri., 2/2 | JV Boys Basketball | Naugatuck | Away - Naugatuck High School [Directions] | 5:30 p.m. | ||
| Fri., 2/2 | FR Boys Basketball | Naugatuck | Away - Naugatuck High School [Directions] | 3:30 p.m. | 2:20pm | drop |
| Fri., 2/2 | V Boys Swimming and Diving | Woodland | Home - Wilby HS [Directions] | 7:00 p.m. | ||
| Fri., 2/2 | V Girls Basketball | Wolcott | Home - HCHS [Directions] | W 86-35 | ||
| Fri., 2/2 | JV Girls Basketball | Wolcott | Home - HCHS [Directions] | 5:15 p.m. | ||
| Sat., 2/3 | V Wrestling | Staples, Platt, Greenwich, Fairfield Prep and Newtown | Away - Staples | 10:00 a.m. | 7:00am | |
| Sat., 2/3 | FR Girls Basketball | Wolcott | Home - HCHS [Directions] | Cancelled | ||
| Tue., 2/6 | V Girls Gymnastics | Weston | Away - Pomperaug HS [Directions] | 6:00 p.m. | ||
| Wed., 2/7 | V Boys Basketball | Watertown | Home - HCHS [Directions] | W 68-28 | ||
| Wed., 2/7 | JV Boys Basketball | Watertown | Home - HCHS [Directions] | 5:15 p.m. | ||
| Wed., 2/7 | FR Boys Basketball | Watertown | Home - HCHS [Directions] | 3:30 p.m. | ||
| Wed., 2/7 | V Boys Swimming and Diving | Kennedy | Away - Kennedy High School [Directions] | 6:30 p.m. | 2:20pm | |
| Wed., 2/7 | V Wrestling | Gilbert/Torrington | Away - Gilbert [Directions] | 7:00 p.m. | 5:15pm | |
| Wed., 2/7 | V Girls Basketball | Watertown | Away - Watertown High School [Directions] | W 74-24 | 4:30pm | drop |
| Wed., 2/7 | JV Girls Basketball | Watertown | Away - Watertown High School [Directions] | 5:30 p.m. | ||
| Thu., 2/8 | V Boys Indoor Track | CIAC Class S | Away - New Haven Field House | 4:00 p.m. | 2:20pm | |
| Thu., 2/8 | V Girls Indoor Track | CIAC Class S | Away - New Haven Field House | 4:00 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Torrington | Away - Torrington High [Directions] | L 64-58 | 4:15 | |
| Fri., 2/9 | JV Boys Basketball | Torrington | Away - Torrington High [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | FR Boys Basketball | Torrington | Away - Torrington High [Directions] | 3:30 p.m. | 2:20pm | drop |
| Fri., 2/9 | V Girls Basketball | Torrington | Home - HCHS [Directions] | W 63-58 | ||
| Fri., 2/9 | JV Girls Basketball | Torrington | Home - HCHS [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | FR Girls Basketball | Torrington | Home - HCHS [Directions] | 3:30 p.m. | ||
| Sat., 2/10 | FR Girls Basketball | Masuk | Home - HCHS [Directions] | Cancelled | ||
| Mon., 2/12 | FR Boys Basketball | Kennedy | Home - HCHS [Directions] | 7:00 p.m. | ||
| Tue., 2/13 | V Boys Basketball | Kennedy | Home - HCHS [Directions] | W 70-48 | ||
| Tue., 2/13 | JV Boys Basketball | Kennedy | Home - HCHS [Directions] | 4:30 p.m. | ||
| Tue., 2/13 | V Boys Swimming and Diving | Seymour | Away - Seymour High School [Directions] | 4:00 p.m. | 2:20pm | |
| Tue., 2/13 | V Girls Basketball | Kennedy | Away - Kennedy High School [Directions] | W 72-24 | ||
| Tue., 2/13 | JV Girls Basketball | Kennedy | Away - Kennedy High School [Directions] | 5:30 p.m. | ||
| Tue., 2/13 | FR Girls Basketball | Kennedy | Away - Kennedy High School [Directions] | 3:30 p.m. | 2:20pm | drop |
| Thu., 2/15 | V Girls Basketball | Sacred Heart | Away - Sacred Heart High School | W 69-36 | ||
| Thu., 2/15 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart High School | 5:30 p.m. | ||
| Thu., 2/15 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart High School | 3:30 p.m. | 2:20pm | drop |
| Fri., 2/16 | V Boys Basketball | Sacred Heart | Away - Sacred Heart High School | W 64-57 | ||
| Fri., 2/16 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart High School | 5:30 p.m. | ||
| Fri., 2/16 | V Boys Swimming and Diving | Sacred Heart | Away - Kennedy High School | 7:00 p.m. | ||
| Sat., 2/17 | FR Boys Basketball | Sacred Heart | Away - Sacred Heart High School | 1:00 p.m. | ||
| Tue., 2/20 | V Boys Basketball | Woodland | Home - HCHS [Directions] | W 78-47 | ||
| Tue., 2/20 | JV Boys Basketball | Woodland | Home - HCHS [Directions] | 5:15 p.m. | ||
| Tue., 2/20 | FR Boys Basketball | Woodland | Home - HCHS [Directions] | 3:30 p.m. | ||
| Fri., 2/23 | V Boys Basketball | Wolcott | Away - Wolcott HIgh School [Directions] | W 86-33 | ||
| Fri., 2/23 | JV Boys Basketball | Wolcott | Away - Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 2/23 | FR Boys Basketball | Wolcott | Away - Wolcott High School [Directions] | 3:30 p.m. | 2:20pm | drop |
| Fri., 3/23 | V Softball | Newtown (Scrim.) | Away - Newtown High School Practice Field [Directions] | Cancelled | 2:30pm | |
| Tue., 3/27 | V Baseball | Hillhouse (Scrim.) | Away - Bowen Field [Directions] | Cancelled | 2:30pm | |
| Tue., 3/27 | V Softball | Amity (Scrim.) | Away - Amity High School [Directions] | Cancelled | 2:30pm | |
| Tue., 3/27 | JV Softball | Amity (Scrim.) | Away - Center Field - Woodbridge [Directions] | 3:45 p.m. | ||
| Fri., 3/30 | V Softball | Bunnell (Scrim.) | Away - Bunnell [Directions] | Cancelled | 2:30pm | |
| Sat., 3/31 | V Baseball | Pomperaug (Scrim.) | Away - PHS Baseball Field [Directions] | Cancelled | 8:45am | |
| Thu., 4/5 | V Baseball | Woodland | Away - Woodland High School [Directions] | L 1-7 | 2:20pm | |
| Thu., 4/5 | V Boys Outdoor Track | Crosby, Seymour | Home - Seymour HS [Directions] | 3:30 p.m. | ||
| Thu., 4/5 | V Boys Tennis | Woodland | Away - Woodland High School Tennis Courts [Directions] | W 5-4 | Boys Tennis travels with Baseball | |
| Thu., 4/5 | V Girls Outdoor Track | Crosby, Seymour | Away - Seymour HS [Directions] | 3:30 p.m. | 2:20 | |
| Thu., 4/5 | V Softball | Ansonia | Home - Ansonia High School [Directions] | W 8-1 | ||
| Thu., 4/5 | JV Softball | Ansonia | Home - Lower Field Prindle Avenue [Directions] | 3:30 p.m. | ||
| Thu., 4/5 | V Girls Tennis | Ansonia | Home - HCHS [Directions] | W 6-1 | ||
| Sat., 4/7 | JV Baseball | Woodland | Away - Woodland High School [Directions] | 1:00 p.m. | 10:00am | |
| Mon., 4/9 | V Baseball | Wolcott | Away - BAW [Directions] | L 1-6 | 2:20pm | |
| Mon., 4/9 | V Boys Tennis | Wolcott | Away - Wolcott High School [Directions] | W 5-4 | Boys Tennis travels with Baseball | |
| Mon., 4/9 | V Softball | Kennedy | Home - Municipal Stadium (Wtby) [Directions] | W 17-2 | ||
| Mon., 4/9 | JV Softball | Kennedy | Home - Municipal Stadium (Wtby) [Directions] | 3:30 p.m. | ||
| Mon., 4/9 | V Girls Tennis | Kennedy | Home - HCHS [Directions] | W 7-0 | ||
| Tue., 4/10 | JV Baseball | Wolcott | Away - Wolcott High School [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 4/10 | FR Baseball | Wolcott | Away - BAW [Directions] | 3:30 p.m. | ||
| Tue., 4/10 | V Boys Outdoor Track | Watertown, Naugatuck | Home - HCHS [Directions] | 3:30 p.m. | ||
| Tue., 4/10 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | W 7-2 | Boys Tennis travels with Baseball | |
| Tue., 4/10 | V Softball | Naugatuck | Home - HCHS [Directions] | L 6-2 | ||
| Tue., 4/10 | JV Softball | Naugatuck | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Tue., 4/10 | V Girls Tennis | Naugatuck | Home - HCHS [Directions] | W 7-0 | ||
| Wed., 4/11 | V Baseball | Seymour | Home - HCHS [Directions] | L 5-1 | ||
| Wed., 4/11 | FR Baseball | Seymour | Home - Upper Murray [Directions] | 3:45 p.m. | ||
| Wed., 4/11 | V Girls Outdoor Track | Watertown, Naugatuck | Away - Watertown- Mills Complex [Directions] | 3:30 p.m. | 2:20 | |
| Wed., 4/11 | V Softball | Wilby | Away - Montoe Park [Directions] | W 21-0 | 2:30pm | |
| Wed., 4/11 | JV Softball | Wilby | Away - Montoe Park [Directions] | 3:30 p.m. | ||
| Wed., 4/11 | V Girls Tennis | Wilby | Away - Wilby H.S. [Directions] | W 7-0 | Girls Tennis travels with Softball | |
| Fri., 4/13 | FR Baseball | Wilby | Home - Upper Murray [Directions] | 3:30 p.m. | ||
| Fri., 4/13 | V Boys Outdoor Track | Berlin | Home - HCHS [Directions] | 3:30 p.m. | ||
| Fri., 4/13 | V Boys Tennis | Wilby | Home - HCHS [Directions] | W 5-4 | ||
| Fri., 4/13 | V Girls Outdoor Track | Berlin | Home - HCHS [Directions] | 3:30 p.m. | ||
| Fri., 4/13 | V Softball | Woodland | Away - Woodland High School Softball Field [Directions] | W 3-1 | 2:30pm | |
| Fri., 4/13 | JV Softball | Woodland | Away - Pent Field/Beacon Falls Recreation Complex [Directions] | 3:30 p.m. | ||
| Fri., 4/13 | V Girls Tennis | Woodland | Away - Woodland Tennis Courts [Directions] | W 5-2 | Girls Tennis travels with Softball | |
| Sat., 4/14 | V Baseball | Wilby | Home - HCHS [Directions] | W 13-4 | ||
| Sat., 4/14 | JV Baseball | Wilby | Home - HCHS [Directions] | 1:00 p.m. | ||
| Sat., 4/14 | FR Baseball | Woodland | Home - HCHS [Directions] | 3:00 p.m. | ||
| Wed., 4/18 | FR Baseball | Kennedy | Away - Municipal Stadium North Field [Directions] | 1:00 p.m. | ||
| Wed., 4/18 | V Boys Outdoor Track | Crosby, Kennedy | Home - HCHS [Directions] | 10:00 a.m. | ||
| Wed., 4/18 | V Boys Tennis | Kennedy | Away - Chase Park [Directions] | W 9-0 | Boys Tennis travels with Baseball | |
| Wed., 4/18 | V Girls Outdoor Track | Crosby, Kennedy | Home - HCHS [Directions] | 10:00 a.m. | ||
| Wed., 4/18 | V Softball | Watertown | Home - Municipal Stadium (Wtby) [Directions] | L 3-0 | ||
| Wed., 4/18 | JV Softball | Watertown | Home - Municipal Stadium (Wtby) [Directions] | 3:30 p.m. | ||
| Wed., 4/18 | V Girls Tennis | Watertown | Home - HCHS [Directions] | W 7-0 | ||
| Thu., 4/19 | V Baseball | Crosby | Away - TBA [Directions] | W 8-1 | ||
| Thu., 4/19 | FR Baseball | Crosby | Away - Buck's Hill Park [Directions] | 11:00 a.m. | ||
| Thu., 4/19 | V Boys Golf | Crosby | Away - East Mountain [Directions] | 165 | ||
| Thu., 4/19 | V Boys Tennis | Sacred Heart | Home - HCHS [Directions] | W 5-4 | ||
| Fri., 4/20 | V Baseball | Sacred Heart | Home - Municipal Stadium [Directions] | W 6-5 | ||
| Fri., 4/20 | FR Baseball | Sacred Heart | Home - Upper Murray [Directions] | Cancelled | ||
| Fri., 4/20 | V Softball | Seymour | Away - Seymour High [Directions] | L 6-3 | 2:15pm | |
| Fri., 4/20 | JV Softball | Seymour | Away - Bungay Field [Directions] | 3:30 p.m. | ||
| Sat., 4/21 | V Baseball | Torrington | Home - HCHS [Directions] | L 4-3 | ||
| Sat., 4/21 | JV Baseball | Sacred Heart | Home - HCHS [Directions] | 1:30 p.m. | ||
| Sat., 4/21 | JV Baseball | Torrington | Home - HCHS [Directions] | Cancelled | ||
| Sat., 4/21 | V Boys Outdoor Track | Trinity Invitational | Away - Trinity College | 9:30 a.m. | 8:00am | |
| Sat., 4/21 | V Boys Tennis | Torrington | Home - HCHS [Directions] | W 6-3 | ||
| Sat., 4/21 | V Girls Outdoor Track | Trinity Invitational | Away - Trinity College | 9:30 a.m. | ||
| Sat., 4/21 | V Softball | Crosby | Away - Crosby HS [Directions] | W 6-2 | 9:45am | |
| Sat., 4/21 | JV Softball | Crosby | Away - Crosby HS [Directions] | 11:00 a.m. | ||
| Sat., 4/21 | V Girls Tennis | Crosby | Away - Crosby HS [Directions] | W 7-0 | Girls Tennis travels with Softball | |
| Mon., 4/23 | V Baseball | Naugatuck | Away - Naugatuck High School [Directions] | L 2-1 | 2:20pm | |
| Mon., 4/23 | FR Baseball | Naugatuck | Away - Rotary Field [Directions] | 3:30 p.m. | ||
| Mon., 4/23 | V Boys Golf | Kennedy | Home - Western Hills [Directions] | 166 | ||
| Mon., 4/23 | V Boys Tennis | Naugatuck | Away - Naugatuck High School [Directions] | L 8-1 | Boys Tennis travels with Baseball | |
| Mon., 4/23 | V Softball | Sacred Heart | Home - HCHS [Directions] | W 1-0 | ||
| Mon., 4/23 | JV Softball | Sacred Heart | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Mon., 4/23 | V Girls Tennis | Sacred Heart | Home - HCHS [Directions] | W 6-1 | ||
| Tue., 4/24 | JV Baseball | Naugatuck | Away - Naugatuck High School [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 4/24 | V Boys Golf | Watertown | Away - Crestbrook Park [Directions] | 167 | 2:10pm | |
| Tue., 4/24 | V Boys Outdoor Track | Torrington, Woodland | Away - WOODLAND HIGH SCHOOL TRACK [Directions] | 3:30 p.m. | 2:20 | |
| Tue., 4/24 | V Girls Tennis | Seymour | Away - Seymour High School [Directions] | L 4-3 | Girls Tennis travels with Softball | |
| Wed., 4/25 | V Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | L 2-1 | 2:20pm | |
| Wed., 4/25 | FR Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:30 p.m. | ||
| Wed., 4/25 | V Boys Golf | Wolcott | Away - Farmingbury CC [Directions] | 159 | 2:10pm | |
| Wed., 4/25 | V Girls Outdoor Track | Torrington, Woodland | Home - Holy Cross [Directions] | 3:30 p.m. | ||
| Wed., 4/25 | V Softball | Wolcott | Away - Wolcott High School [Directions] | W 11-7 | 4:30pm | |
| Wed., 4/25 | JV Softball | Wolcott | Away - Wolcott High School [Directions] | 3:30 p.m. | 2:30pm | |
| Thu., 4/26 | V Baseball | Watertown | Home - HCHS [Directions] | W 13-2 | ||
| Thu., 4/26 | FR Baseball | Watertown | Home - Upper Murray [Directions] | 3:30 p.m. | ||
| Thu., 4/26 | V Softball | Torrington | Home - HCHS [Directions] | L 6-0 | ||
| Thu., 4/26 | JV Softball | Torrington | Home - Lower Murray Park [Directions] | 4:00 p.m. | ||
| Thu., 4/26 | V Girls Tennis | Torrington | Home - HCHS [Directions] | W 4-3 | ||
| Sat., 4/28 | JV Baseball | Watertown | Home - HCHS [Directions] | 11:00 a.m. | ||
| Sat., 4/28 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:30 a.m. | 8:00 | |
| Sat., 4/28 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:30 a.m. | ||
| Mon., 4/30 | V Baseball | Crosby | Home - HCHS [Directions] | W 11-2 | ||
| Mon., 4/30 | FR Baseball | Crosby | Home - Upper Murray [Directions] | 3:30 p.m. | ||
| Mon., 4/30 | V Boys Golf | Woodland | Home - Western Hills [Directions] | 172 | ||
| Mon., 4/30 | V Boys Tennis | Crosby | Home - HCHS [Directions] | W 7-2 | ||
| Mon., 4/30 | V Softball | Naugatuck | Away - Naugatuck High School [Directions] | W 5-3 | ||
| Mon., 4/30 | JV Softball | Naugatuck | Away - Naugatuck High School [Directions] | 3:30 p.m. | 2:30pm | |
| Mon., 4/30 | V Girls Tennis | Naugatuck | Away - Naugatuck High School [Directions] | W 6-1 | Girls Tennis travels with Softball | |
| Tue., 5/1 | V Baseball | Kennedy | Away - Waterville Park [Directions] | W 8-3 | 2:20PM | |
| Tue., 5/1 | JV Baseball | Crosby | Home - HCHS [Directions] | 3:30 p.m. | ||
| Tue., 5/1 | V Boys Outdoor Track | Sacred Heart, Kaynor Tech | Home - HCHS [Directions] | 3:30 p.m. | ||
| Tue., 5/1 | V Girls Outdoor Track | Sacred Heart, Kaynor Tech | Home - HCHS [Directions] | 3:30 p.m. | ||
| Tue., 5/1 | V Girls Tennis | Ansonia | Home - HCHS [Directions] | W 6-1 | Girls Tennis travels with Softball | |
| Wed., 5/2 | V Baseball | Woodland | Home - HCHS [Directions] | L 6-0 | ||
| Wed., 5/2 | V Boys Tennis | Woodland | Home - HCHS [Directions] | W 8-1 | ||
| Wed., 5/2 | V Softball | Ansonia | Home - HCHS [Directions] | W 12-5 | 2:30pm | |
| Wed., 5/2 | JV Softball | Ansonia | Home - HCHS [Directions] | 3:30 p.m. | ||
| Thu., 5/3 | JV Baseball | Woodland | Home - HCHS [Directions] | 3:30 p.m. | ||
| Thu., 5/3 | V Softball | Kennedy | Away - Municipal Stadium [Directions] | W 8-6 | 2:30pm | |
| Thu., 5/3 | JV Softball | Kennedy | Away - Kennedy High School [Directions] | 3:30 p.m. | ||
| Thu., 5/3 | V Girls Tennis | Kennedy | Away - Chase Park [Directions] | W 7-0 | Girls Tennis travels with Softball | |
| Fri., 5/4 | V Baseball | Wolcott | Home - HCHS [Directions] | W 7-3 | ||
| Fri., 5/4 | FR Baseball | Wolcott | Home - Upper Murray [Directions] | 3:30 p.m. | ||
| Fri., 5/4 | V Boys Golf | Sacred Heart | Away - East Mountain | 169 | ||
| Fri., 5/4 | V Boys Outdoor Track | Wolcott | Away - Wolcott High School [Directions] | 3:15 p.m. | 2:20 | |
| Fri., 5/4 | V Boys Tennis | Wolcott | Home - HCHS [Directions] | W 6-3 | ||
| Fri., 5/4 | V Girls Outdoor Track | Wolcott | Away - Wolcott High School [Directions] | 3:15 p.m. | ||
| Sat., 5/5 | JV Baseball | Wolcott | Home - HCHS [Directions] | 11:00 a.m. | ||
| Sat., 5/5 | FR Baseball | Woodland | Home - High School [Directions] | 2:00 p.m. | ||
| Mon., 5/7 | V Baseball | Seymour | Away - French Park [Directions] | L 4-2 | 2:20pm | |
| Mon., 5/7 | FR Baseball | Seymour | Away - Seymour High School [Directions] | 3:30 p.m. | ||
| Mon., 5/7 | V Boys Golf | Seymour | Home - Western Hills [Directions] | 165 | ||
| Mon., 5/7 | V Softball | Wilby | Home - HCHS [Directions] | W 15-3 | ||
| Mon., 5/7 | JV Softball | Wilby | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Mon., 5/7 | V Girls Tennis | Wilby | Home - HCHS [Directions] | W 7-0 | ||
| Tue., 5/8 | JV Baseball | Seymour | Away - French Park [Directions] | 3:30 p.m. | 2:30pm | |
| Tue., 5/8 | V Boys Golf | Naugatuck | Away - Hop Brook [Directions] | 173 | ||
| Tue., 5/8 | V Boys Outdoor Track | Wilby | Home - HCHS [Directions] | 3:30 p.m. | ||
| Tue., 5/8 | V Boys Tennis | Watertown | Home - HCHS [Directions] | W 6-3 | ||
| Tue., 5/8 | V Girls Outdoor Track | Wilby | Home - HCHS [Directions] | 3:30 p.m. | ||
| Tue., 5/8 | V Girls Tennis | Wolcott | Away - Wolcott High School [Directions] | L 4-3 | Girls Tennis travels with Softball | |
| Wed., 5/9 | V Baseball | Wilby | Away - Wilby H.S. [Directions] | W 12-4 | 2:20pm | |
| Wed., 5/9 | FR Baseball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Wed., 5/9 | V Boys Golf | Kaynor Tech | Home - Western Hills [Directions] | 169 | ||
| Wed., 5/9 | V Boys Golf | Stigberg | Away - Farmingbury | TBA | ||
| Wed., 5/9 | V Boys Tennis | Wilby | Away - Wilby H.S. [Directions] | W 7-2 | Boys Tennis travels with Baseball | |
| Wed., 5/9 | V Softball | Woodland | Home - HCHS [Directions] | W 3-1 | ||
| Wed., 5/9 | JV Softball | Woodland | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 5/9 | V Girls Tennis | Woodland | Home - HCHS [Directions] | L 5-2 | ||
| Thu., 5/10 | JV Baseball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | 2:30pm | |
| Thu., 5/10 | FR Softball | Southington | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Fri., 5/11 | V Softball | Crosby | Home - HCHS [Directions] | W 13-0 | ||
| Fri., 5/11 | JV Softball | Crosby | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Sat., 5/12 | JV Baseball | Torrington | Away - Torrington High [Directions] | 11:00 a.m. | 9:45am | |
| Sat., 5/12 | V Boys Outdoor Track | Crusader Relays | Home - HCHS [Directions] | 9:30 a.m. | ||
| Sat., 5/12 | V Girls Outdoor Track | Crusader Relays | Home - HCHS [Directions] | 9:30 a.m. | ||
| Mon., 5/14 | V Baseball | Kennedy | Home - HCHS [Directions] | W 10-9 | ||
| Mon., 5/14 | FR Baseball | Kennedy | Home - Upper Murray [Directions] | 3:30 p.m. | ||
| Mon., 5/14 | V Boys Outdoor Track | City Meet | Home - HCHS [Directions] | 3:30 p.m. | ||
| Mon., 5/14 | V Boys Tennis | Kennedy | Home - HCHS [Directions] | W 8-1 | ||
| Mon., 5/14 | V Girls Outdoor Track | City Meet | Home - HCHS [Directions] | 3:30 p.m. | ||
| Mon., 5/14 | V Softball | Watertown | Away - Watertown High [Directions] | L 7-3 | 2:30pm | |
| Mon., 5/14 | JV Softball | Watertown | Away - Watertown High [Directions] | 3:30 p.m. | ||
| Mon., 5/14 | V Girls Tennis | Watertown | Away - Crestbrook Park [Directions] | W 5-2 | Girls Tennis travels with Softball | |
| Tue., 5/15 | V Baseball | Torrington | Away - Fuessenich Pk [Directions] | W 5-1 | 5:30pm | |
| Tue., 5/15 | JV Baseball | Kennedy | Home - HCHS [Directions] | 3:30 p.m. | ||
| Tue., 5/15 | FR Baseball | Torrington | Away - Torrington High [Directions] | 3:30 p.m. | ||
| Tue., 5/15 | V Boys Golf | Wilby | Away - Western Hills [Directions] | 163 | ||
| Tue., 5/15 | V Girls Tennis | Crosby | Home - HCHS [Directions] | W 7-0 | ||
| Wed., 5/16 | FR Baseball | Sacred Heart | Away - Municipal Stadium | 3:30 p.m. | 2:20pm | |
| Wed., 5/16 | JV Softball | Seymour | Home - Lower Murray Park [Directions] | Cancelled | ||
| Thu., 5/17 | V Baseball | Sacred Heart | Away - HCHS | L 11-5 | ||
| Thu., 5/17 | JV Baseball | Sacred Heart | Away - Fulton Park | 3:30 p.m. | 2:30pm | |
| Thu., 5/17 | V Boys Golf | Torrington | Home - Western Hills [Directions] | 169 | ||
| Thu., 5/17 | V Boys Tennis | Torrington | Away - Torrington High [Directions] | L 6-3 | Boys Tennis travels with Baseball | |
| Fri., 5/18 | V Baseball | Naugatuck | Home - HCHS [Directions] | L 2-0 | ||
| Fri., 5/18 | FR Baseball | Naugatuck | Home - Upper Murray [Directions] | 3:30 p.m. | ||
| Sat., 5/19 | JV Baseball | Naugatuck | Home - HCHS [Directions] | 11:00 a.m. | ||
| Sat., 5/19 | V Softball | Seymour | Home - HCHS [Directions] | L 4-0 | ||
| Sat., 5/19 | JV Softball | Sacred Heart | Away - Municipal Stadium | 10:30 a.m. | ||
| Sat., 5/19 | V Girls Tennis | Seymour | Home - HCHS [Directions] | L 7-0 | ||
| Mon., 5/21 | V Boys Outdoor Track | NVL Preliminaries | Away - Watertown- Mills Complex | 12:00 p.m. | 11:30am | |
| Mon., 5/21 | V Boys Outdoor Track | NVL Championships | Away - Watertown- Mills Complex | 1:30 p.m. | 12:00pm | |
| Mon., 5/21 | V Girls Outdoor Track | NVL Preliminaries | Away - Watertown- Mills Complex | 12:00 p.m. | ||
| Mon., 5/21 | V Girls Outdoor Track | NVL Championships | Away - Watertown- Mills Complex | 1:30 p.m. | ||
| Mon., 5/21 | V Softball | Sacred Heart | Away - Municipal Stadium | W 5-0 | 2:30pm | |
| Mon., 5/21 | V Girls Tennis | Sacred Heart | Away - Fulton Park | L 4-3 | Girls Tennis travels with Softball | |
| Tue., 5/22 | V Boys Golf | Bristol Eastern | Away - Chippannee [Directions] | 161 | 2:10pm | |
| Tue., 5/22 | V Boys Outdoor Track | NVL JV Invitational | Away - Torrington HS | 3:30 p.m. | ||
| Tue., 5/22 | V Boys Tennis | Sacred Heart | Away - HCHS | W 6-3 | Boys Tennis travels with Baseball | |
| Tue., 5/22 | V Boys Tennis | Naugatuck | Home - HCHS [Directions] | L 8-1 | ||
| Tue., 5/22 | V Girls Outdoor Track | NVL JV Invitational | Away - Torrington HS | 3:30 p.m. | 2:20 | |
| Tue., 5/22 | V Softball | Wolcott | Home - HCHS [Directions] | 4:00 p.m. | ||
| Wed., 5/23 | V Boys Golf | Kennedy | Home - Western Hills [Directions] | 168 | ||
| Wed., 5/23 | V Boys Golf | Ansonia | Home - Western Hills [Directions] | Cancelled | ||
| Wed., 5/23 | V Boys Tennis | Watertown | Away - Crestbrook Park [Directions] | W 5-4 | Boys Tennis travels with Baseball | |
| Fri., 5/25 | V Boys Golf | Crosby | Away - CC of Waterbury [Directions] | 160 | ||
| Tue., 5/29 | V Boys Golf | City Championship | Away - CC of Waterbury | 149 | ||