| Gilbert 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 350 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Mon., 8/28 | V Boys Golf | Housatonic Regional | Away - Canaan Country Club [Directions] | 3:00 p.m. | ||
| Thu., 8/31 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Fri., 9/1 | V Football | Granby/Canton (Scrim.) | Away - Granby Memorial HS-Stadium Field [Directions] | 7:00 a.m. | ||
| Fri., 9/1 | V Girls Soccer | Torrington (Scrim.) | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 4:00 p.m. | ||
| Tue., 9/5 | V Boys Golf | Wamogo | Home - Green woods Country Club [Directions] | Canceled | Cancelled | |
| Tue., 9/5 | V Girls Soccer | Oxford (Scrim.) | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | ||
| Wed., 9/6 | V Boys Cross Country | BL Cross Country Scrimmage | Away - Thomaston HS-Black Rock State Park | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Thu., 9/7 | V Football | Ansonia | Away - Nolan Field-Ansonia-Football Field [Directions] | 6:00 p.m. | L 13-45 | |
| Thu., 9/7 | V Boys Golf | Northwestern | Away - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:00 p.m. | ||
| Thu., 9/7 | V Girls Volleyball | Wolcott Tech | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | L 3-0 | |
| Thu., 9/7 | JV Girls Volleyball | Wolcott Tech | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | ||
| Fri., 9/8 | JV Football | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 7:00 p.m. | ||
| Mon., 9/11 | V Boys Soccer | Housatonic Regional | Home - Walker Field [Directions] | Postponed | L Forfeit | |
| Mon., 9/11 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Practice Field [Directions] | 3:45 p.m. | L 2-8 | |
| Mon., 9/11 | JV Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Practice Field [Directions] | Canceled | Cancelled | |
| Tue., 9/12 | V Boys Cross Country | Shepaug Valley, Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Boys Soccer | Terryville | Home - Walker Field [Directions] | Postponed | L Forfeit | |
| Tue., 9/12 | V Girls Cross Country | Shepaug Valley, Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | L 2-7 | |
| Tue., 9/12 | V Girls Volleyball | Northwestern | Home - Gilbert School-Gym [Directions] | 5:15 p.m. | L 3-0 | |
| Tue., 9/12 | JV Girls Volleyball | Northwestern | Home - Gilbert School-Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/15 | V Football | Kennedy | Home - Gilbert School-Football Field [Directions] | 7:00 p.m. | W 21-7 | |
| Fri., 9/15 | V Boys Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | Postponed | L Forfeit | |
| Fri., 9/15 | V Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:15 p.m. | L 3-1 | |
| Fri., 9/15 | JV Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/16 | JV Football | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 10:00 a.m. | ||
| Sat., 9/16 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | Postponed | L Forfeit | |
| Tue., 9/19 | V Boys Golf | Nonnewaug, Wamogo | Home - Green woods Country Club [Directions] | 3:00 p.m. | ||
| Tue., 9/19 | V Boys Soccer | Thomaston | Home - Walker Field [Directions] | Postponed | L Forfeit | |
| Tue., 9/19 | V Girls Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | L 0-10 | |
| Tue., 9/19 | V Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large gym [Directions] | 5:15 p.m. | L 3-0 | |
| Tue., 9/19 | JV Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/20 | V Boys Golf | Shepaug Valley | Away - Washington Club Golf Course [Directions] | 3:00 p.m. | ||
| Wed., 9/20 | V Girls Soccer | Nonnewaug | Home - Walker Field [Directions] | 3:45 p.m. | L 0-8 | |
| Thu., 9/21 | V Boys Golf | Litchfield | Home - Green woods Country Club [Directions] | 3:00 p.m. | ||
| Fri., 9/22 | V Football | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:00 p.m. | W 20-14 | |
| Sat., 9/23 | JV Football | Torrington | Home - Gilbert School-Football Field [Directions] | 9:00 a.m. | ||
| Mon., 9/25 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | L Forfeit | |
| Tue., 9/26 | V Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 5:15 p.m. | L 3-0 | |
| Tue., 9/26 | JV Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | V Boys Golf | Wamogo | Away - Wamogo HS-Stonybrook Golf Course [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Wed., 9/27 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | Forfeit | L Forfeit | |
| Wed., 9/27 | V Girls Soccer | Litchfield | Home - Walker Field [Directions] | 3:45 p.m. | L 3-2 OT | |
| Thu., 9/28 | V Boys Golf | 2023 CIAC Fall Classic | Away - [CIAC] SMSA | 2:30 p.m. | ||
| Thu., 9/28 | V Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | Forfeit | L Forfeit | |
| Sat., 9/30 | V Football | Woodland | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 2:00 p.m. | L 0-34 | |
| Mon., 10/2 | JV Football | Woodland | Home - Gilbert School-Football Field [Directions] | 4:00 p.m. | ||
| Mon., 10/2 | V Boys Golf | Nonnewaug | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 3:00 p.m. | ||
| Mon., 10/2 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | Postponed | ||
| Mon., 10/2 | V Girls Soccer | Shepaug Valley | Home - Walker Field [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/3 | V Boys Cross Country | Housatonic Regional, Nonnewaug | Home - Gilbert School-Cross Country [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Boys Golf | Northwestern | Home - Green woods Country Club [Directions] | 3:00 p.m. | ||
| Tue., 10/3 | V Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 3:45 p.m. | L Forfeit | |
| Tue., 10/3 | V Girls Cross Country | Housatonic Regional, Nonnewaug | Home - Gilbert School-Cross Country [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Soccer | Housatonic Regional | Home - Walker Field [Directions] | 3:45 p.m. | L 1-7 | |
| Tue., 10/3 | V Girls Volleyball | Nonnewaug | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | L 3-0 | |
| Tue., 10/3 | JV Girls Volleyball | Nonnewaug | Home - Gilbert School-Gym [Directions] | 5:00 p.m. | ||
| Wed., 10/4 | V Boys Golf | Housatonic Regional | Home - Green woods Country Club [Directions] | 3:00 p.m. | ||
| Thu., 10/5 | V Boys Soccer | Wamogo | Home - Walker Field [Directions] | Forfeit | L Forfeit | |
| Thu., 10/5 | JV Boys Soccer | Wamogo | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Thu., 10/5 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | L 3-4 | |
| Mon., 10/9 | V Football | Naugatuck | Home - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 3:30 p.m. | L 21-41 | |
| Tue., 10/10 | V Boys Cross Country | Northwestern, Terryville | Away - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Tue., 10/10 | FM Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | ||
| Tue., 10/10 | V Boys Golf | Wethersfield | Home - Green woods Country Club [Directions] | 3:00 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | L Forfeit | |
| Tue., 10/10 | V Girls Cross Country | Northwestern, Terryville | Away - Northwestern Regional H.S.-Track [Directions] | 3:30 p.m. | ||
| Tue., 10/10 | V Girls Soccer | Terryville | Home - Walker Field [Directions] | 3:45 p.m. | L 4-11 | |
| Tue., 10/10 | V Girls Volleyball | Housatonic Regional | Home - Gilbert School-Gym [Directions] | 5:45 p.m. | L 3-0 | |
| Tue., 10/10 | JV Girls Volleyball | Housatonic Regional | Home - Gilbert School-Gym [Directions] | 4:30 p.m. | ||
| Wed., 10/11 | V Boys Golf | Shepaug Valley | Away - Washington Club Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 10/12 | V Boys Cross Country | Wamogo, Thomaston | Away - Wamogo Regional HS-White Memorial Park [Directions] | 4:00 p.m. | ||
| Thu., 10/12 | V Girls Cross Country | Wamogo, Thomaston | Away - Wamogo Regional HS-White Memorial Park [Directions] | 4:00 p.m. | ||
| Thu., 10/12 | V Girls Soccer | Northwestern | Home - Walker Field [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 10/12 | V Girls Volleyball | Wamogo | Home - Gilbert School-Gym [Directions] | 5:15 p.m. | L 3-1 | |
| Thu., 10/12 | JV Girls Volleyball | Wamogo | Home - Gilbert School-Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/13 | V Boys Soccer | Nonnewaug | Home - Walker Field [Directions] | Canceled | L Forfeit | |
| Fri., 10/13 | V Girls Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | L 0-10 | |
| Fri., 10/13 | V Girls Volleyball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | 5:30 p.m. | L 3-0 | |
| Fri., 10/13 | JV Girls Volleyball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Gym [Directions] | 4:15 p.m. | ||
| Mon., 10/16 | V Boys Soccer | Litchfield | Home - Walker Field [Directions] | Forfeit | L Forfeit | |
| Mon., 10/16 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | L 1-3 | |
| Tue., 10/17 | V Boys Golf | Berkshire League Golf All-Star Tournament | Away - Fairfiew Farm Golf Course | 8:00 a.m. | ||
| Tue., 10/17 | V Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Tue., 10/17 | JV Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/19 | V Boys Cross Country | Thomaston, Housatonic Regional, Litchfield, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Away - Thomaston HS-Black Rock State Park | 2:45 p.m. | ||
| Thu., 10/19 | V Boys Soccer | Northwestern | Home - Walker Field [Directions] | 3:45 p.m. | L Forfeit | |
| Thu., 10/19 | V Girls Cross Country | Thomaston, Housatonic Regional, Litchfield, Nonnewaug, Northwestern, Shepaug Valley, Terryville, Wamogo | Away - Thomaston HS-Black Rock State Park | 2:45 p.m. | ||
| Fri., 10/20 | V Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 7-12 | |
| Sat., 10/21 | JV Football | Watertown | Home - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 10:00 a.m. | ||
| Mon., 10/23 | V Boys Golf | CIAC Division II Fall Championship | Away - Chippanee GC | 8:30 a.m. | ||
| Tue., 10/24 | V Boys Soccer | Shepaug Valley | Home - Walker Field [Directions] | 3:45 p.m. | L Forfeit | |
| Tue., 10/24 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | L 2-3 | |
| Tue., 10/24 | V Girls Volleyball | Terryville | Home - Gilbert School-Gym [Directions] | 4:00 p.m. | L 0-3 | |
| Tue., 10/24 | JV Girls Volleyball | Terryville | Home - Gilbert School-Gym [Directions] | 5:15 p.m. | ||
| Thu., 10/26 | JV Football | Seymour | Away - Seymour HS-turf field [Directions] | 5:30 p.m. | ||
| Thu., 10/26 | JV Boys Soccer | Thomaston | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | V Girls Soccer | Wamogo | Home - Walker Field [Directions] | 7:00 p.m. | W 5-2 | |
| Fri., 10/27 | V Boys Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | L Forfeit | |
| Fri., 10/27 | JV Boys Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | ||
| Fri., 10/27 | V Girls Soccer | Thomaston | Home - Gilbert School-Football Field [Directions] | 3:45 p.m. | L 0-4 | |
| Fri., 10/27 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Fri., 10/27 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:15 p.m. | ||
| Sat., 10/28 | V Boys Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:35 a.m. | ||
| Sat., 10/28 | V Football | Seymour | Home - Gilbert School-Football Field [Directions] | 1:00 p.m. | W 20-7 | |
| Sat., 10/28 | V Girls Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:00 a.m. | ||
| Tue., 10/31 | V Girls Soccer | Northwestern | Home - Walker Field [Directions] | 3:15 p.m. | L 1-6 | |
| Sat., 11/4 | V Football | Wolcott | Home - Gilbert School-Football Field [Directions] | 2:00 p.m. | W 49-14 | |
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Tue., 11/7 | FM Football | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 5:00 p.m. | ||
| Sat., 11/11 | V Football | Holy Cross | Home - Gilbert School-Football Field [Directions] | 1:00 p.m. | W 14-7 | |
| Mon., 11/13 | JV Football | Holy Cross | Home - Walker Field [Directions] | 5:00 p.m. | ||
| Tue., 11/21 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 5:00 p.m. | W 35-0 | |
| Tue., 11/28 | V Football | Tolland | Away - Tolland HS-Stadium [Directions] | 6:30 p.m. | W 22-16 | |
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Sun., 12/3 | V Football | Watertown | Home - Torrington HS [Directions] | 12:30 p.m. | L 0-21 | |
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Tue., 12/5 | V Boys Basketball | Mt. Everett (MA) (Scrim.) | Home - Gilbert School-Gym [Directions] | 6:30 p.m. | ||
| Fri., 12/8 | V Girls Basketball | Lewis Mills (Scrim.) | Home - Gilbert School-Gym [Directions] | 3:00 p.m. | ||
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Tue., 12/12 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 44-37 | |
| Tue., 12/12 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 12/13 | V Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | L 51-34 | |
| Wed., 12/13 | JV Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 12/14 | V Wrestling | Derby/Oxford/Holy Cross | Away - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Fri., 12/15 | V Boys Basketball | East Windsor | Away - East Windsor Senior HS-Gym [Directions] | 6:45 p.m. | L 71-37 | |
| Fri., 12/15 | JV Boys Basketball | East Windsor | Away - East Windsor Senior HS-Gym [Directions] | 5:15 p.m. | ||
| Sat., 12/16 | V Wrestling | Plainville Invitational | Away - Plainville HS-Wood Gymnasium | 9:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Tue., 12/19 | V Boys Basketball | Wamogo | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | L 70-20 | |
| Tue., 12/19 | JV Boys Basketball | Wamogo | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 7:00 p.m. | W 52-36 | |
| Tue., 12/19 | JV Girls Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 5:30 p.m. | ||
| Wed., 12/20 | V Wrestling | Nonnewaug | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | ||
| Thu., 12/21 | V Boys Swimming and Diving | Woodland | Away - Woodland HS-pool [Directions] | 4:30 p.m. | ||
| Fri., 12/22 | JV Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 3:45 p.m. | ||
| Fri., 12/22 | V Wrestling | Suffield Windsor Locks Wrestling Co Op, Bloomfield Weaver, New London | Away - Suffield HS [Directions] | 1:00 p.m. | ||
| Fri., 12/22 | V Girls Basketball | Housatonic Regional | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | W 41-34 | |
| Fri., 12/22 | JV Girls Basketball | Housatonic Regional | Home - Gilbert School-Gym [Directions] | Canceled | Cancelled | |
| Wed., 12/27 | V Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 6:00 p.m. | L 54-40 | |
| Wed., 12/27 | V Wrestling | Plainville | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/27 | V Girls Basketball | Canton | Home - Bristol Central Holiday Classic [Directions] | 2:30 p.m. | L 53-30 | |
| Fri., 12/29 | V Boys Basketball | O'Brien Tech | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 4:00 p.m. | L 56-35 | |
| Fri., 12/29 | V Girls Basketball | Platt | Away - Bristol Central Holiday Classic [Directions] | 2:30 p.m. | W 63-47 | |
| Sat., 12/30 | V Boys Indoor Track | Hillhouse Holiday Meet | Away - Hillhouse HS-Floyd Little | 10:00 a.m. | ||
| Sat., 12/30 | V Wrestling | Killingly New Year Duals | Away - Killingly HS-Gym | 9:00 a.m. | ||
| Sat., 12/30 | V Girls Indoor Track | Hillhouse Holiday Meet | Away - Hillhouse HS-Floyd Little | 10:00 a.m. | ||
| Tue., 1/2 | V Boys Basketball | Litchfield | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | L 94-37 | |
| Tue., 1/2 | JV Boys Basketball | Litchfield | Home - Gilbert School-Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/2 | V Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 7:00 p.m. | W 48-34 | |
| Wed., 1/3 | V Wrestling | Old Lyme | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/4 | V Girls Basketball | Northwestern | Home - Gilbert School-Gym [Directions] | 6:30 p.m. | W 48-45 | |
| Thu., 1/4 | JV Girls Basketball | Northwestern | Home - Gilbert School-Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/5 | V Boys Basketball | Northwestern | Home - Gilbert School-Gym [Directions] | 6:30 p.m. | L 74-26 | |
| Fri., 1/5 | JV Boys Basketball | Northwestern | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/5 | V Boys Swimming and Diving | Housatonic Regional | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 7:00 p.m. | ||
| Sat., 1/6 | V Boys Indoor Track | Elm City Coaches Meet | Away - Hillhouse HS-Floyd Little | 3:30 p.m. | ||
| Sat., 1/6 | V Wrestling | Scott Legacy Invitational Tournament | Away - Mt. Anthony UHS-Kates Gym | 9:45 a.m. | ||
| Sat., 1/6 | V Girls Indoor Track | Elm City Coaches Meet | Away - Hillhouse HS-Floyd Little | 3:30 p.m. | ||
| Mon., 1/8 | V Boys Basketball | Shepaug Valley | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | L 94-45 | |
| Mon., 1/8 | JV Boys Basketball | Shepaug Valley | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/8 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 6:00 p.m. | W 62-21 | |
| Mon., 1/8 | JV Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 1/9 | V Boys Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | Postponed | ||
| Wed., 1/10 | V Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 85-43 | |
| Wed., 1/10 | JV Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/10 | V Girls Basketball | Thomaston | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | L 74-40 | |
| Wed., 1/10 | JV Girls Basketball | Thomaston | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/11 | V Boys Indoor Track | Wesleyan Developmental Meet | Away - Wesleyan University-Freeman Athletic Center | 5:00 p.m. | ||
| Thu., 1/11 | V Wrestling | St. Paul Catholic | Home - Gilbert School-Gym [Directions] | Postponed | ||
| Thu., 1/11 | V Girls Indoor Track | Wesleyan Developmental Meet | Away - Wesleyan University-Freeman Athletic Center | 5:00 p.m. | ||
| Fri., 1/12 | V Boys Basketball | Terryville | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | L 66-42 | |
| Fri., 1/12 | JV Boys Basketball | Terryville | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/12 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | W 41-37 | |
| Fri., 1/12 | JV Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | Postponed | ||
| Sat., 1/13 | V Boys Indoor Track | Yale Classic | Away - Yale University New Haven CT | TBA | ||
| Sat., 1/13 | V Boys Swimming and Diving | Litchfield | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Sat., 1/13 | V Wrestling | Taconic Tournament | Away - Pittsfield HS | 9:00 a.m. | ||
| Sat., 1/13 | V Girls Indoor Track | Yale Classic | Away - Yale University New Haven CT | TBA | ||
| Mon., 1/15 | V Boys Indoor Track | Berkshire League Showcase | Away - Bethel HS-Bethel Track and Field Center | TBA | ||
| Mon., 1/15 | V Girls Indoor Track | Berkshire League Showcase | Away - Bethel HS-Bethel Track and Field Center | TBA | ||
| Wed., 1/17 | JV Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | Postponed | ||
| Wed., 1/17 | V Boys Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | ||
| Thu., 1/18 | V Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/18 | V Girls Basketball | Innovation | Away - Innovation-Gymnasium [Directions] | 6:00 p.m. | W 53-23 | |
| Thu., 1/18 | JV Girls Basketball | Innovation | Away - Innovation-Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 1/19 | V Wrestling | Avon, Farmington, Middletown | Away - Avon HS-Small gym [Directions] | 4:00 p.m. | ||
| Sat., 1/20 | V Boys Swimming and Diving | Nonnewaug | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Sat., 1/20 | V Wrestling | Mt. Everett (MA), Gateway (MA), Mohawk Trail (MA), Monument Mountain (MA), Mt. Greylock (MA), Smith Vocational (MA), Southwick-Tolland Regional (MA), Taconic (MA) | Away - Mount Everett Regional-Gym | 9:00 a.m. | ||
| Mon., 1/22 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | ||
| Mon., 1/22 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Mon., 1/22 | V Girls Basketball | Nonnewaug | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | W 49-47 | |
| Mon., 1/22 | JV Girls Basketball | Nonnewaug | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/24 | V Boys Swimming and Diving | Housatonic Regional | Away - Hotchkiss School-Pool [Directions] | 5:30 p.m. | ||
| Wed., 1/24 | V Wrestling | Terryville-Thomaston | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | ||
| Thu., 1/25 | V Boys Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 7:00 p.m. | ||
| Thu., 1/25 | JV Boys Basketball | Wamogo | Away - Wamogo HS-Large gym [Directions] | 5:30 p.m. | ||
| Thu., 1/25 | V Girls Basketball | Wamogo | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | W 52-33 | |
| Thu., 1/25 | JV Girls Basketball | Wamogo | Home - Gilbert School-Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/26 | V Boys Basketball | Housatonic Regional | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | ||
| Fri., 1/26 | JV Boys Basketball | Housatonic Regional | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/26 | V Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 7:00 p.m. | W 57-44 | |
| Fri., 1/26 | JV Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:30 p.m. | ||
| Sat., 1/27 | V Boys Swimming and Diving | Shepaug Valley | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Sat., 1/27 | V Wrestling | Mt. Greylock Tournament | Away - Williamstown, MA | 10:00 a.m. | ||
| Sat., 1/27 | V Wrestling | Mt. Greylock (MA), Athol (MA), Berlin (NY), Chicopee (MA), East Longmeadow (MA), Gateway (MA), Granby (MA), Hampshire Regional (MA), Mohawk Trail (MA), Monument Mountain (MA), Mt. Everett (MA), Colchester High School, Frontier Regional School, Northampton | Away - Mount Greylock Regional School-Gymnasium | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:15 a.m. | ||||||
| Tue., 1/30 | V Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 7:00 p.m. | ||
| Tue., 1/30 | JV Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | V Boys Swimming and Diving | Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Tue., 1/30 | V Girls Basketball | Litchfield | Home - Gilbert School-Gym [Directions] | 6:30 p.m. | W 49-42 | |
| Tue., 1/30 | JV Girls Basketball | Litchfield | Home - Gilbert School-Gym [Directions] | Canceled | Cancelled | |
| Wed., 1/31 | V Wrestling | Northwestern | Away - Northwestern Regional H.S.-Small Gym [Directions] | 6:00 p.m. | ||
| Thu., 2/1 | JV Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | ||
| Thu., 2/1 | V Boys Swimming and Diving | Nonnewaug | Away - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | ||
| Thu., 2/1 | JV Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/2 | V Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | ||
| Fri., 2/2 | V Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:00 p.m. | L 66-40 | |
| Sat., 2/3 | V Wrestling | Stafford Wrestling Invitational | Away - Stafford HS-Gym | 9:15 a.m. | ||
| Mon., 2/5 | V Boys Indoor Track | Last Chance Qualifier | Away - Hillhouse HS-Floyd Little | 4:30 p.m. | ||
| Mon., 2/5 | V Girls Indoor Track | Last Chance Qualifier | Away - Hillhouse HS-Floyd Little | 4:30 p.m. | ||
| Tue., 2/6 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Tue., 2/6 | JV Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/6 | V Boys Swimming and Diving | Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Tue., 2/6 | V Girls Basketball | Shepaug Valley | Home - Gilbert School-Gym [Directions] | 6:30 p.m. | W 56-34 | |
| Tue., 2/6 | JV Girls Basketball | Shepaug Valley | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Thomaston | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | ||
| Fri., 2/9 | JV Boys Basketball | Thomaston | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 59-42 | |
| Fri., 2/9 | JV Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/10 | V Boys Swimming and Diving | Wamogo | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Wed., 2/14 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Thu., 2/15 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | ||
| Thu., 2/15 | JV Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/15 | V Girls Basketball | Terryville | Home - Gilbert School-Gym [Directions] | 6:00 p.m. | W 51-46 | |
| Thu., 2/15 | JV Girls Basketball | Terryville | Home - Gilbert School-Gym [Directions] | 5:00 p.m. | ||
| Fri., 2/16 | V Wrestling | CIAC L Divisional Championship | Away - Wilton | TBA | ||
| Fri., 2/16 | V Girls Basketball | Shepaug Valley | Home - Gilbert School-Gym [Directions] | 5:00 p.m. | W 52-31 [Detailed Results] | |
| Mon., 2/19 | V Boys Basketball | Seymour | Home - Gilbert School-Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/19 | JV Boys Basketball | Seymour | Home - Gilbert School-Gym [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 5:30 p.m. | ||||||
| Tue., 2/20 | V Girls Basketball | Northwestern | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:15 p.m. | L 61-44 | |
| Wed., 2/21 | V Boys Basketball | Nonnewaug | Home - Gilbert School-Gym [Directions] | 7:00 p.m. | ||
| Wed., 2/21 | JV Boys Basketball | Nonnewaug | Home - Gilbert School-Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/23 | V Wrestling | CIAC State Open & Girls Championship | Away - Floyd Little Athletic Center | TBA | ||
| Mon., 2/26 | V Girls Basketball | Old Lyme | Home - Gilbert School-Gym [Directions] | 6:30 p.m. | W 55-43 | |
| Thu., 2/29 | V Girls Basketball | Classical Magnet | Home - Gilbert School-Gym [Directions] | 6:30 p.m. | W 78-51 | |
| Fri., 3/1 | V Boys Swimming and Diving | Housatonic Regional, Litchfield, Nonnewaug, Shepaug Valley, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 5:30 p.m. | ||
| Sat., 3/2 | V Boys Swimming and Diving | Housatonic Regional, TBA, Nonnewaug, Shepaug Valley, Wamogo | Away - Hotchkiss School-Pool | 1:00 p.m. | ||
| Mon., 3/4 | V Girls Basketball | Somers | Away - Somers HS-Somers High School Gymnasium [Directions] | 7:00 p.m. | L 38-72 | |
| Wed., 3/6 | V Boys Swimming and Diving | CIAC Class S Diving Championship | Away - Sheehan | 5:30 p.m. | ||
| Mon., 3/11 | V Boys Swimming and Diving | CIAC Class S Finals | Away - Cornerstone Pool | 6:00 p.m. | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/16 | V Boys Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Fri., 3/22 | V Baseball | Granby Memorial (Scrim.) | Home - Walker Field [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 3:30 p.m. | ||||||
| Mon., 3/25 | V Softball | Avon (Scrim.) | Home - Rowley Field-Gilbert (Rowley Street) Field #1 [Directions] | 3:45 p.m. | ||
| Tue., 3/26 | V Baseball | Housatonic Regional (Scrim.) | Away - Housatonic Valley Regional High-Ed Kirby Field [Directions] | 3:45 p.m. | ||
| Wed., 3/27 | V Softball | Crosby (Scrim.) | Home - Gilbert (RowleySt) Field #1 [Directions] | 4:30 p.m. | ||
| Thu., 3/28 | V Baseball | Wolcott Tech (Scrim.) | Home - Walker Field [Directions] | Canceled | Cancelled | |
| Thu., 3/28 | V Softball | WCA (Scrim.) | Away - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | Canceled | Cancelled | |
| Sat., 3/30 | V Baseball | East Granby | Home - Walker Field [Directions] | 12:00 p.m. | ||
| Mon., 4/1 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | JV Baseball | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Baseball Field [Directions] | Postponed | ||
| Fri., 4/5 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 3:45 p.m. | ||
| Fri., 4/5 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | 3:45 p.m. | ||
| Fri., 4/5 | JV Softball | Shepaug Valley | Away - Washington Primary School-Washington Primary School Softball Field [Directions] | 3:45 p.m. | ||
| Sat., 4/6 | V Baseball | Derby | Away - Payden Park [Directions] | 1:00 p.m. | ||
| Mon., 4/8 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/8 | V Softball | Northwestern | Home - Winsted Rowley Field [Directions] | 3:45 p.m. | ||
| Mon., 4/8 | JV Softball | Northwestern | Home - Rowley Field-Gilbert (Rowley Street) Field #1 [Directions] | 3:45 p.m. | ||
| Mon., 4/8 | V Girls Tennis | Nonnewaug | Home - Walker Field-Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Baseball | Housatonic Regional | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | 4:15 p.m. | ||
| Wed., 4/10 | V Girls Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 4/11 | V Softball | Wamogo/Litchfield | Home - Winsted Rowley Field [Directions] | 3:45 p.m. | ||
| Thu., 4/11 | JV Softball | Wamogo/Litchfield | Home - Rowley Field-Gilbert (Rowley Street) Field #1 [Directions] | 3:45 p.m. | ||
| Thu., 4/11 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | Postponed | ||
| Sat., 4/13 | V Baseball | Wamogo | Away - Fuessenich Park-Baseball Diamond [Directions] | 5:00 p.m. | ||
| Sat., 4/13 | JV Baseball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Athletic Complex [Directions] | Postponed | ||
| Mon., 4/15 | JV Baseball | Northwestern | Home - Walker Field-Walker Field (Baseball Field) [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | V Baseball | Terryville | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/18 | V Boys Outdoor Track | Terryville, Housatonic Regional, Litchfield, TBA, Northwestern, Thomaston, Wamogo | Away - Terryville HS-Track | Rainout | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Thu., 4/18 | V Girls Outdoor Track | Terryville, Housatonic Regional, Litchfield, TBA, Northwestern, Thomaston, Wamogo | Away - Terryville HS-Track | Rainout | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Fri., 4/19 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Fri., 4/19 | V Softball | Nonnewaug | Home - Winsted Rowley Field [Directions] | 3:45 p.m. | ||
| Sat., 4/20 | JV Baseball | Litchfield | Home - Walker Field-Walker Field (Baseball Field) [Directions] | 3:00 p.m. | ||
| Mon., 4/22 | V Baseball | Litchfield | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Girls Tennis | Shepaug Valley | Home - Walker Field-Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Baseball | Shepaug Valley | Home - Walker Field [Directions] | 3:30 p.m. | ||
| Tue., 4/23 | V Boys Outdoor Track | Terryville, Shepaug Valley | Away - Terryville HS-Track [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Terryville, Shepaug Valley | Away - Terryville HS-Track [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Softball | Shepaug Valley | Home - Rowley Field-Gilbert (Rowley Street) Field #1 [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | JV Softball | Shepaug Valley | Home - Rowley Field-Gilbert (Rowley Street) Field #2 [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Softball | Windsor Locks | Away - Windsor Locks HS-Softball Diamond [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Girls Tennis | Housatonic Regional | Away - Town Field-Town Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Baseball | Wamogo | Home - Walker Field [Directions] | 5:30 p.m. | ||
| Thu., 4/25 | V Softball | Canton | Home - Winsted Rowley Field [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | V Girls Tennis | Litchfield | Home - Walker Field-Tennis Courts [Directions] | 3:45 p.m. | ||
| Sat., 4/27 | V Softball | Harding | Home - Rowley Field-Gilbert (Rowley Street) Field #1 [Directions] | 12:00 p.m. | ||
| Sat., 4/27 | JV Softball | Northwestern, Housatonic Regional, Nonnewaug | Away - Northwestern Regional H.S.-JV Softball Field [Directions] | 9:00 a.m. | ||
| Mon., 4/29 | V Baseball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Mon., 4/29 | V Softball | Thomaston | Home - Winsted Rowley Field [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Thomaston | Away - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Thomaston | Away - Thomaston HS-Nystrom Park [Directions] | 5:50 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Northwestern, Nonnewaug | Away - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Northwestern, Nonnewaug | Away - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | JV Softball | Northwestern | Away - Northwestern Regional H.S.-JV Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Baseball | Northwestern | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Girls Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 5/2 | JV Baseball | Northwestern | Home - Walker Field-Walker Field (Baseball Field) [Directions] | 3:45 p.m. | ||
| Thu., 5/2 | V Softball | Harding | Away - Warren Harding HS-Baseball Field [Directions] | 5:30 p.m. | ||
| Fri., 5/3 | V Girls Tennis | Wamogo | Home - Walker Field-Tennis Courts [Directions] | 2:30 p.m. | ||
| Fri., 5/3 | V Girls Tennis | Wamogo | Home - Rowley Field-Tennis Courts [Directions] | 4:30 p.m. | ||
| Mon., 5/6 | V Softball | Housatonic Regional | Home - Winsted Rowley Field [Directions] | 4:15 p.m. | ||
| Mon., 5/6 | V Girls Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Baseball | Wamogo (Scrim.) | Home - Litchfield HS-Varsity Baseball Field [Directions] | 2:30 p.m. | ||
| Tue., 5/7 | JV Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Housatonic Regional, Mt. Everett (MA), Thomaston | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Housatonic Regional, Mt. Everett (MA), Thomaston | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 5/9 | V Softball | Wamogo/Litchfield | Away - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 4:00 p.m. | ||
| Thu., 5/9 | V Girls Tennis | Housatonic Regional | Home - Walker Field-Tennis Courts [Directions] | 3:45 p.m. | ||
| Fri., 5/10 | V Softball | Windsor Locks | Home - Winsted Rowley Field [Directions] | 3:45 p.m. | ||
| Sat., 5/11 | V Boys Outdoor Track | Torrington Varsity Alumni Club Invitational | Away - Torrington HS | 10:00 a.m. | ||
| Sat., 5/11 | V Girls Outdoor Track | Torrington Varsity Alumni Club Invitational | Away - Torrington HS | 10:00 a.m. | ||
| Sat., 5/11 | JV Softball | Northwestern, Lewis Mills, Wamogo/Litchfield | Away - Northwestern Regional H.S.-JV Softball Field [Directions] | 9:00 a.m. | ||
| Mon., 5/13 | V Baseball | Canton | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Mon., 5/13 | V Boys Outdoor Track | Litchfield, Wamogo | Away - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Girls Outdoor Track | Litchfield, Wamogo | Away - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Boys Tennis | Berkshire League Boys Tennis Championship | Away - Nonnewaug HS-Tennis Courts | 2:00 p.m. | ||
| Wed., 5/15 | V Softball | Terryville | Home - Winsted Rowley Field [Directions] | Forfeit | ||
| Wed., 5/15 | JV Softball | Shepaug Valley | Home - Rowley Field-Gilbert (Rowley Street) Field #2 [Directions] | Canceled | Cancelled | |
| Thu., 5/16 | JV Softball | Canton | Away - Canton HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Fri., 5/17 | V Baseball | Nonnewaug | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Fri., 5/17 | V Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Sat., 5/18 | JV Baseball | Wolcott Tech | Home - Walker Field-Walker Field (Baseball Field) [Directions] | Canceled | Cancelled | |
| Sat., 5/18 | V Boys Outdoor Track | Berkshire League Track & Field Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 8:00 a.m. | ||
| Sat., 5/18 | V Girls Outdoor Track | Berkshire League Track & Field Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 8:00 a.m. | ||
| Mon., 5/20 | V Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/20 | V Boys Tennis | Berkshire League Boys Tennis Championship Semi/Finals | Away - TBA | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Mon., 5/20 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Away - Nonnewaug HS-Tennis Courts | 8:15 a.m. | ||
| Tue., 5/21 | V Baseball | Terryville | Away - Terryville HS-Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 5/21 | V Boys Outdoor Track | Berkshire League Festival Steeplechase Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Plumb Hill Field Complex-Plumb Hill Track | 4:00 p.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Time to 3:30 p.m., Facility to Thomaston Nystrom Park-Nystroms Park Track | ||||||
| Tue., 5/21 | V Girls Outdoor Track | Berkshire League Festival Steeplechase Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Thomaston Nystrom Park-Nystroms Park Track | 3:30 p.m. | ||
| Tue., 5/21 | V Softball | Canton | Away - Canton HS-Softball Diamond [Directions] | 3:45 p.m. | ||
| Wed., 5/22 | V Baseball | Thomaston | Home - Walker Field [Directions] | 3:45 p.m. | ||
| Wed., 5/22 | V Boys Outdoor Track | Berkshire League Festival Hammer Throw Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) | 3:30 p.m. | ||
| Wed., 5/22 | V Girls Outdoor Track | Berkshire League Festival Hammer Throw Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) | 3:30 p.m. | ||
| Wed., 5/22 | V Softball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:30 p.m. | ||
| Thu., 5/23 | V Baseball | Housatonic Regional | Home - Walker Field-Walker Field (Baseball Field) [Directions] | Canceled | Cancelled | |