| Northwestern 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 444 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Thu., 9/8 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | 3:00 p.m. | 224 | |
| Fri., 9/9 | V Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | L 6-21 | |
| Fri., 9/9 | V Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 9/9 | JV Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 9/10 | JV Football | Naugatuck | Home - Gilbert School-Football Field [Directions] | 10:00 a.m. | ||
| Sat., 9/10 | V Boys Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 9:30 a.m. | L 4-3 | |
| Sat., 9/10 | V Girls Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 11:15 a.m. | L 0-3 | |
| Mon., 9/12 | V Boys Golf | Gilbert, Terryville | Home - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:00 p.m. | 199 | |
| Tue., 9/13 | V Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-JV Girls Soccer Field [Directions] | 3:45 p.m. | W 6-4 | |
| Tue., 9/13 | V Girls Volleyball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 9/13 | JV Girls Volleyball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Wed., 9/14 | V Boys Cross Country | Gilbert, Terryville | Away - Gilbert School-Cross Country [Directions] | 4:00 p.m. | ||
| Wed., 9/14 | V Girls Cross Country | Gilbert, Terryville | Away - Gilbert School-Cross Country [Directions] | 4:00 p.m. | ||
| Wed., 9/14 | V Field Hockey | Thomaston | Away - Thomaston HS-Field Hockey Field [Directions] | 3:45 p.m. | L 0-3 | |
| Wed., 9/14 | JV Field Hockey | Thomaston | Away - Thomaston HS-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Wed., 9/14 | V Girls Soccer | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | T 3-3 | |
| Wed., 9/14 | JV Girls Soccer | Housatonic Regional | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | W 3-1 | |
| Thu., 9/15 | V Boys Golf | Wamogo | Home - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:30 p.m. | ||
| Fri., 9/16 | V Boys Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 4:15 p.m. | L 1-7 | |
| Fri., 9/16 | JV Boys Soccer | Nonnewaug | Away - Nonnewaug HS-JV Field [Directions] | 5:45 p.m. | L 0-7 | |
| Fri., 9/16 | V Field Hockey | Nonnewaug | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 9/16 | JV Field Hockey | Nonnewaug | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | L 0-4 | |
| Fri., 9/16 | V Girls Soccer | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-3 | |
| Fri., 9/16 | V Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 2-3 | |
| Fri., 9/16 | JV Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | L 0-2 | |
| Sat., 9/17 | V Football | Kennedy | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 10:00 a.m. | W 34-6 | |
| Sat., 9/17 | JV Girls Soccer | Torrington | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 10:00 a.m. | W 4-0 | |
| Mon., 9/19 | JV Football | Northwest United | Home - Gilbert School-Football Field [Directions] | 4:00 p.m. | ||
| Mon., 9/19 | V Boys Golf | Litchfield | Home - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:30 p.m. | 221 | |
| Mon., 9/19 | V Boys Soccer | Terryville | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Mon., 9/19 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 9/20 | V Boys Golf | Litchfield, Shepaug Valley | Home - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:00 p.m. | 230 | |
| Tue., 9/20 | V Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large gym [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 9/20 | JV Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large Gym [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 9/21 | V Boys Golf | Housatonic Regional | Away - Canaan Country Club [Directions] | 3:00 p.m. | 222 | |
| Wed., 9/21 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | L 6-1 | |
| Wed., 9/21 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Soccer Field [Directions] | 3:45 p.m. | L 1-2 | |
| Wed., 9/21 | V Field Hockey | Shepaug Valley | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | L 0-2 | |
| Wed., 9/21 | JV Field Hockey | Shepaug Valley | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | L 0-2 | |
| Wed., 9/21 | V Girls Soccer | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-0 | |
| Thu., 9/22 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 6:15 p.m. | W 3-1 | |
| Thu., 9/22 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 5:00 p.m. | L 0-2 | |
| Fri., 9/23 | V Boys Soccer | Wamogo | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 9/23 | JV Boys Soccer | Wamogo | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 9/23 | V Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | L 0-2 | |
| Fri., 9/23 | JV Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | 5:00 p.m. | ||
| Fri., 9/23 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 5-0 | |
| Sat., 9/24 | V Football | Wilby | Home - Gilbert School-Football Field [Directions] | 1:00 p.m. | W 35-0 | |
| Sat., 9/24 | FM Football | Wilby | Away - Wilby HS-Football Field [Directions] | Postponed | ||
| Sat., 9/24 | JV Boys Soccer | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | 11:30 a.m. | L 0-3 | |
| Mon., 9/26 | JV Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | Postponed | ||
| Tue., 9/27 | V Boys Soccer | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | L 5-0 | |
| Tue., 9/27 | JV Boys Soccer | Nonnewaug | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Tue., 9/27 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS-Turf Field [Directions] | 3:15 p.m. | L 0-1 | |
| Tue., 9/27 | JV Field Hockey | Nonnewaug | Away - Nonnewaug HS-Turf Field [Directions] | 4:30 p.m. | ||
| Tue., 9/27 | V Girls Soccer | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:15 p.m. | L 1-2 | |
| Tue., 9/27 | V Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 9/27 | JV Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Wed., 9/28 | V Boys Cross Country | Housatonic Regional, Wamogo | Home - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Wed., 9/28 | V Girls Cross Country | Housatonic Regional, Wamogo | Home - Northwestern Regional H.S.-Track [Directions] | 4:00 p.m. | ||
| Thu., 9/29 | V Boys Golf | Shepaug Valley, Housatonic Regional | Away - Washington Club Golf Course [Directions] | 3:00 p.m. | 216 | |
| Fri., 9/30 | V Football | Ansonia | Away - Nolan Field-Ansonia-Football Field [Directions] | 6:00 p.m. | L 20-30 | |
| Fri., 9/30 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 4:00 p.m. | L 0-3 | |
| Fri., 9/30 | V Field Hockey | Litchfield | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | T 0-0 | |
| Fri., 9/30 | JV Field Hockey | Litchfield | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | L 0-2 | |
| Fri., 9/30 | V Girls Volleyball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 9/30 | JV Girls Volleyball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 10/1 | JV Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 10:00 a.m. | Cancelled | |
| Sat., 10/1 | JV Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 10:00 a.m. | T 2-2 | |
| Mon., 10/3 | V Girls Soccer | Litchfield | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/4 | V Boys Cross Country | Shepaug Valley, Nonnewaug | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 10/4 | V Boys Golf | Gilbert, Nonnewaug | Away - Green woods Country Club [Directions] | 3:00 p.m. | 196 | |
| Tue., 10/4 | V Girls Cross Country | Shepaug Valley, Nonnewaug | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 10/4 | V Field Hockey | Watertown | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | L 0-4 | |
| Tue., 10/4 | JV Field Hockey | Watertown | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/4 | V Girls Volleyball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 5:45 p.m. | W 3-0 | |
| Tue., 10/4 | JV Girls Volleyball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 4:45 p.m. | L 1-2 | |
| Wed., 10/5 | V Boys Golf | Shepaug Valley, Wamogo | Home - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:30 p.m. | 206 | |
| Wed., 10/5 | V Field Hockey | Lewis Mills | Away - Lewis Mills HS-Field Hockey Field [Directions] | 3:45 p.m. | T 0-0 | |
| Wed., 10/5 | JV Field Hockey | Lewis Mills | Away - Lewis Mills HS-Field Hockey Field [Directions] | 5:15 p.m. | ||
| Wed., 10/5 | V Girls Volleyball | Canton | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Wed., 10/5 | JV Girls Volleyball | Canton | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | L 1-2 | |
| Thu., 10/6 | JV Boys Soccer | Nonnewaug | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | L 0-4 | |
| Fri., 10/7 | V Football | Oxford | Home - Gilbert School-Football Field [Directions] | 6:00 p.m. | W 41-7 | |
| Fri., 10/7 | V Boys Soccer | Gilbert | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 8-0 | |
| Fri., 10/7 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 7-1 | |
| Fri., 10/7 | V Girls Volleyball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 10/7 | JV Girls Volleyball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 10/8 | JV Boys Soccer | Thomaston | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 10:00 a.m. | L 0-1 | |
| Sat., 10/8 | JV Girls Soccer | Thomaston | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 10:00 a.m. | L 0-3 | |
| Mon., 10/10 | JV Football | Oxford | Away - Oxford HS-turf field [Directions] | 10:00 a.m. | ||
| Tue., 10/11 | V Boys Cross Country | Litchfield, Thomaston | Away - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 10/11 | V Boys Golf | Housatonic Regional, Nonnewaug | Away - Canaan Country Club [Directions] | 3:00 p.m. | 208 | |
| Tue., 10/11 | V Boys Soccer | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-2 | |
| Tue., 10/11 | V Girls Cross Country | Litchfield, Thomaston | Away - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 10/11 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-JV Boys Soccer [Directions] | 4:30 p.m. | W 2-1 | |
| Tue., 10/11 | JV Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 4:30 p.m. | W 3-1 | |
| Wed., 10/12 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | W 3-2 | |
| Wed., 10/12 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 10/13 | V Boys Golf | Terryville, Litchfield, Wamogo | Away - Pequabuck Golf Club-Golf Course, Front 9 [Directions] | 3:00 p.m. | 215 | |
| Thu., 10/13 | JV Girls Soccer | Terryville | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:30 p.m. | ||
| Thu., 10/13 | V Girls Volleyball | Gilbert | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Thu., 10/13 | JV Girls Volleyball | Gilbert | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 10/14 | JV Boys Soccer | Canton | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | Postponed | L 0-3 | |
| Fri., 10/14 | JV Girls Soccer | Canton | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | Postponed | ||
| Sat., 10/15 | JV Girls Soccer | Granby Memorial, Bolton, East Granby, TBA, Somers | Away - Granby Memorial HS-Stadium Field | 9:00 a.m. | ||
| Mon., 10/17 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | 3:00 p.m. | ||
| Mon., 10/17 | V Boys Soccer | Thomaston | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 5:30 p.m. | L 2-3 | |
| Mon., 10/17 | V Field Hockey | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | 4:00 p.m. | L 0-3 | |
| Mon., 10/17 | JV Field Hockey | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | 5:30 p.m. | ||
| Mon., 10/17 | V Girls Soccer | Thomaston | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Tue., 10/18 | V Boys Golf | BL Golf All Star Tournament | Away - Fairfiew Farm Golf Course | 8:00 a.m. | ||
| Tue., 10/18 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 6:30 p.m. | W 5-1 | |
| Tue., 10/18 | V Girls Soccer | Terryville | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 2-0 | |
| Tue., 10/18 | V Girls Volleyball | Wamogo | Home - Northwestern Regional H.S.-Main Gym [Directions] | 6:30 p.m. | W 3-0 | |
| Tue., 10/18 | JV Girls Volleyball | Wamogo | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 2-0 | |
| Wed., 10/19 | JV Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 4:00 p.m. | ||
| Thu., 10/20 | FM Football | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Thu., 10/20 | V Girls Volleyball | Canton | Away - Canton HS-Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 10/20 | JV Girls Volleyball | Canton | Away - Canton HS-Gym [Directions] | 5:00 p.m. | W 2-1 | |
| Thu., 10/20 | FR Girls Volleyball | Canton | Away - Canton HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/21 | V Boys Soccer | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 10/21 | JV Boys Soccer | Shepaug Valley | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 10/21 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 3:45 p.m. | L 0-3 | |
| Fri., 10/21 | JV Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Fri., 10/21 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | W 6-0 | |
| Fri., 10/21 | V Girls Volleyball | Granby Memorial | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Fri., 10/21 | JV Girls Volleyball | Granby Memorial | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | L 0-2 | |
| Sat., 10/22 | V Football | Crosby | Home - Gilbert School-Football Field [Directions] | 1:00 p.m. | W 69-42 | |
| Sat., 10/22 | JV Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 12:00 p.m. | L 0-2 | |
| Sat., 10/22 | JV Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Soccer Field [Directions] | 10:00 a.m. | ||
| Tue., 10/25 | JV Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | Canceled | Cancelled | |
| Tue., 10/25 | V Field Hockey | Wamogo | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | L 0-3 | |
| Tue., 10/25 | JV Field Hockey | Wamogo | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/25 | V Girls Soccer | Wamogo | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 7-1 | |
| Tue., 10/25 | JV Girls Soccer | Wamogo | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | Postponed | ||
| Thu., 10/27 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 4-1 | |
| Thu., 10/27 | V Field Hockey | Canton | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | L 0-2 | |
| Thu., 10/27 | JV Field Hockey | Canton | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Thu., 10/27 | V Girls Volleyball | St. Paul Catholic | Home - Northwestern Regional H.S.-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/27 | JV Girls Volleyball | St. Paul Catholic | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:45 p.m. | L 0-2 | |
| Fri., 10/28 | V Football | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 7:00 p.m. | W 42-22 | |
| Fri., 10/28 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 9-0 | |
| Fri., 10/28 | V Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | L 0-3 | |
| Fri., 10/28 | JV Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 5:00 p.m. | ||
| Fri., 10/28 | V Girls Soccer | Gilbert | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 4-0 | |
| Fri., 10/28 | V Girls Volleyball | Granby Memorial | Away - Granby Memorial HS-K.L. King Gymnasium [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/28 | JV Girls Volleyball | Granby Memorial | Away - Granby Memorial HS-K.L. King Gymnasium [Directions] | 4:30 p.m. | L 1-2 | |
| Fri., 10/28 | FR Girls Volleyball | Granby Memorial | Away - Granby Memorial HS-Community Gym [Directions] | Canceled | Cancelled | |
| Sat., 10/29 | JV Football | Torrington | Home - Gilbert School-Football Field [Directions] | 10:00 a.m. | ||
| Sat., 10/29 | JV Boys Soccer | Litchfield | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 9:00 a.m. | T 1-1 | |
| Sat., 10/29 | JV Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Soccer Field [Directions] | 9:30 a.m. | ||
| Mon., 10/31 | V Boys Soccer | Litchfield | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | T 1-1 | |
| Mon., 10/31 | V Field Hockey | Lewis Mills | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:30 p.m. | L 0-2 | |
| Mon., 10/31 | JV Field Hockey | Lewis Mills | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Mon., 10/31 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | T 1-1 | |
| Tue., 11/1 | JV Boys Soccer | Canton | Home - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:30 p.m. | L 1-5 | |
| Tue., 11/1 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 3:45 p.m. | T 0-0 | |
| Tue., 11/1 | JV Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 11/1 | JV Girls Soccer | Canton | Home - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:30 p.m. | ||
| Wed., 11/2 | V Field Hockey | Thomaston | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | L 1-3 | |
| Wed., 11/2 | JV Field Hockey | Thomaston | Home - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Wed., 11/2 | V Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 11/2 | JV Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Thu., 11/3 | MS Boys Soccer | Wamogo Regional MS | Away - Wamogo Regional HS-Wamogo MS Soccer Field [Directions] | 3:45 p.m. | ||
| Sat., 11/5 | V Football | Derby | Home - Gilbert School-Football Field [Directions] | 1:00 p.m. | W 75-28 | |
| Mon., 11/7 | JV Football | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 4:30 p.m. | ||
| Thu., 11/10 | V Football | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | W 55-6 | |
| Sat., 11/12 | JV Football | WCA | Home - Gilbert School-Football Field [Directions] | 11:00 a.m. | ||
| Fri., 11/18 | JV Football | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:30 p.m. | ||
| Mon., 11/21 | FM Football | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | Canceled | Cancelled | |
| Thu., 11/24 | V Football | St. Paul Catholic | Home - Gilbert School-Football Field [Directions] | 10:00 a.m. | W 56-6 | |
| Wed., 12/7 | V Girls Ice Hockey | Hall/Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | 7:20 p.m. | W 2-1 | |
| Fri., 12/9 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Simsbury - ISCC-Olympic [Directions] | 6:30 p.m. | W 9-1 | |
| Sat., 12/10 | V Girls Ice Hockey | Woodstock Academy Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:20 p.m. | W 6-4 | |
| Mon., 12/12 | V Boys Ice Hockey | JBWA | Home - South Kent School-Ice Rink [Directions] | 3:45 p.m. | L 2-4 | |
| Tue., 12/13 | V Girls Basketball | Thomaston | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 36-35 | |
| Tue., 12/13 | JV Girls Basketball | Thomaston | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 36-20 | |
| Wed., 12/14 | V Wrestling | Nonnewaug | Home - Northwestern Regional H.S.-Small Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/14 | V Girls Ice Hockey | Simsbury | Home - Simsbury - ISCC-Olympic [Directions] | 6:45 p.m. | W 6-2 | |
| Fri., 12/16 | JV Girls Ice Hockey | East Catholic Coop | Away - Newington-Red Rink [Directions] | 8:40 p.m. | L 1-0 | |
| Sat., 12/17 | V Boys Basketball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | 3:30 p.m. | W 71-18 | |
| Sat., 12/17 | JV Boys Basketball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | 2:00 p.m. | ||
| Sat., 12/17 | V Boys Swimming and Diving | Granby Memorial, TBA, Simsbury | Away - Farmington Valley YMCA-Pool [Directions] | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Sat., 12/17 | V Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 3:30 p.m. | W 58-29 | |
| Sat., 12/17 | JV Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 2:00 p.m. | W 35-19 | |
| Sat., 12/17 | V Girls Ice Hockey | Hamden Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | W 2-0 | |
| Mon., 12/19 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Home - South Kent School-Ice Rink [Directions] | 3:45 p.m. | L 3-4 | |
| Tue., 12/20 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | W 67-55 | |
| Tue., 12/20 | JV Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 12/20 | V Boys Swimming and Diving | Woodland | Away - Woodland HS-pool [Directions] | 5:30 p.m. | ||
| Tue., 12/20 | V Girls Basketball | Shepaug Valley | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 55-16 | |
| Tue., 12/20 | JV Girls Basketball | Shepaug Valley | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 39-7 | |
| Tue., 12/20 | JV Girls Ice Hockey | Avon | Away - Newington-Red Rink [Directions] | 4:30 p.m. | L 6-5 | |
| Wed., 12/21 | V Boys Ice Hockey | Eastern CT Eagles | Away - Connecticut College-Dayton Arena [Directions] | 6:00 p.m. | L 2-11 | |
| Wed., 12/21 | V Wrestling | Gilbert/Torrington | Away - Gilbert School-Gym [Directions] | 6:30 p.m. | ||
| Wed., 12/21 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Red Rink [Directions] | 4:05 p.m. | L 4-1 | |
| Thu., 12/22 | V Girls Basketball | Litchfield | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 43-10 | |
| Thu., 12/22 | JV Girls Basketball | Litchfield | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 31-19 | |
| Fri., 12/23 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Simsbury - ISCC-NHL [Directions] | 4:50 p.m. | Cancelled | |
| Tue., 12/27 | V Boys Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 2:00 p.m. | L 46-59 | |
| Fri., 12/30 | V Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | W 69-50 | |
| Fri., 12/30 | JV Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/3 | V Boys Basketball | Wamogo | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | L 47-63 | |
| Tue., 1/3 | JV Boys Basketball | Wamogo | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/3 | V Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 7:00 p.m. | W 51-11 | |
| Tue., 1/3 | JV Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 5:30 p.m. | W 45-9 | |
| Wed., 1/4 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | L 0-6 | |
| Wed., 1/4 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Simsbury - ISCC-NHL [Directions] | 8:10 p.m. | L 5-1 | |
| Thu., 1/5 | V Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 6:30 p.m. | W 52-49 | |
| Thu., 1/5 | JV Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:00 p.m. | W 46-6 | |
| Fri., 1/6 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 6:30 p.m. | W 54-29 | |
| Fri., 1/6 | JV Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:00 p.m. | ||
| Fri., 1/6 | V Boys Swimming and Diving | Housatonic Regional | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 7:00 p.m. | ||
| Fri., 1/6 | V Girls Ice Hockey | New Canaan | Home - Simsbury - ISCC-Olympic [Directions] | 6:00 p.m. | L 7-1 | |
| Sat., 1/7 | V Boys Ice Hockey | Woodstock Academy | Home - South Kent School-Ice Rink [Directions] | 7:30 p.m. | L 0-10 | |
| Sat., 1/7 | V Boys Swimming and Diving | Wamogo | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Sat., 1/7 | V Wrestling | Warrior Invitational | Away - Canton HS-Gym | 9:30 a.m. | ||
| Sat., 1/7 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 6:30 p.m. | W 10-2 | |
| Mon., 1/9 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | L 2-3 | |
| Mon., 1/9 | V Girls Basketball | Wolcott Tech | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 64-19 | |
| Mon., 1/9 | JV Girls Basketball | Wolcott Tech | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | Cancelled | |
| Tue., 1/10 | V Girls Basketball | Somers | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:00 p.m. | W 59-39 | |
| Tue., 1/10 | JV Girls Basketball | Somers | Home - Northwestern Regional H.S.-Main Gym [Directions] | 4:30 p.m. | Cancelled | |
| Wed., 1/11 | V Boys Basketball | Granby Memorial | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 69-47 | |
| Wed., 1/11 | JV Boys Basketball | Granby Memorial | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/11 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks-Rink 1 [Directions] | 3:50 p.m. | W 4-3(OT) | |
| Wed., 1/11 | V Wrestling | Derby/Oxford/Holy Cross | Away - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/11 | V Girls Ice Hockey | Avon | Home - Simsbury - ISCC-Olympic [Directions] | 8:30 p.m. | L 5-0 | |
| Thu., 1/12 | V Boys Swimming and Diving | Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Fri., 1/13 | V Boys Basketball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 64-32 | |
| Fri., 1/13 | JV Boys Basketball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/13 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | W 73-29 | |
| Fri., 1/13 | JV Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | W 47-12 | |
| Fri., 1/13 | JV Girls Ice Hockey | Avon | Home - Enfield Twin Rinks-Rink 1 [Directions] | 7:50 p.m. | L 2-1 | |
| Sat., 1/14 | V Boys Swimming and Diving | Litchfield | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Sat., 1/14 | V Wrestling | Enfield Duals | Away - Enfield HS-EHS GYM - MAIN | 10:00 a.m. | ||
| Sat., 1/14 | V Girls Ice Hockey | Masuk Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 6:20 p.m. | W 5-1 | |
| Tue., 1/17 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:30 p.m. | W 64-57 | |
| Tue., 1/17 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 1/17 | V Girls Basketball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 40-25 | |
| Tue., 1/17 | JV Girls Basketball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 52-23 | |
| Wed., 1/18 | V Boys Ice Hockey | Mt. Everett (MA) | Home - South Kent School-Ice Rink [Directions] | 7:10 p.m. | W 8-5 | |
| Wed., 1/18 | V Boys Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | ||
| Wed., 1/18 | V Wrestling | Terryville-Thomaston | Home - Northwestern Regional H.S.-Small Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/18 | V Girls Ice Hockey | Hall/Conard | Home - Simsbury - ISCC-Olympic [Directions] | 6:45 p.m. | W 3-1 | |
| Fri., 1/20 | V Boys Basketball | Thomaston | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 64-57 | |
| Fri., 1/20 | JV Boys Basketball | Thomaston | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 41-59 | |
| Fri., 1/20 | JV Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | W 42-34 | |
| Fri., 1/20 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 6:00 p.m. | W 8-0 | |
| Sat., 1/21 | V Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 1:45 p.m. | W 70-55 | |
| Sat., 1/21 | JV Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 11:45 a.m. | ||
| Sat., 1/21 | FR Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/21 | V Wrestling | Portland, Bristol Eastern, Maloney, TBA, New Britain, Rocky Hill, South Windsor, New Haven Wrestling | Away - Portland HS-Portland HS | 10:00 a.m. | ||
| Sat., 1/21 | V Girls Basketball | Bunnell | Home - Northwestern Regional H.S.-Main Gym [Directions] | 1:00 p.m. | W 59-30 | |
| Sat., 1/21 | JV Girls Basketball | Bunnell | Home - Northwestern Regional H.S.-Main Gym [Directions] | 11:15 a.m. | W 47-25 | |
| Sat., 1/21 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | W 3-2 | |
| Sun., 1/22 | V Girls Ice Hockey | Longmeadow (MA) | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:20 p.m. | L 6-2 | |
| Tue., 1/24 | V Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 7:00 p.m. | W 67-45 | |
| Tue., 1/24 | JV Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/24 | V Girls Basketball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 52-16 | |
| Tue., 1/24 | JV Girls Basketball | Housatonic Regional | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 54-26 | |
| Thu., 1/26 | V Boys Swimming and Diving | Nonnewaug | Away - Wilby HS [Directions] | 7:30 p.m. | ||
| Thu., 1/26 | V Wrestling | St. Paul Catholic | Home - Northwestern Regional H.S.-Small Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/27 | V Boys Basketball | Shepaug Valley | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 76-70 | |
| Fri., 1/27 | JV Boys Basketball | Shepaug Valley | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/27 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | W 47-17 | |
| Fri., 1/27 | JV Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | W 42-12 | |
| Sat., 1/28 | FR Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 10:30 a.m. | ||
| Sat., 1/28 | V Boys Swimming and Diving | Shepaug Valley | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 2:30 p.m. | ||
| Sat., 1/28 | V Wrestling | Suffield/Windsor Locks, Hampden Charter (MA), Hampden Charter (MA), Ludlow (MA), TBA, TBA, Rockville, Sabis (MA), South Windsor, Stafford, Terryville/Thomaston | Away - Suffield HS | 9:30 a.m. | ||
| Sat., 1/28 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 2:30 p.m. | W 5-4 | |
| Mon., 1/30 | FR Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Mon., 1/30 | V Boys Ice Hockey | Mt. Everett (MA) | Away - Berkshire School-NHL | 8:00 p.m. | L 2-3 (OT) | |
| Tue., 1/31 | V Boys Basketball | Litchfield | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 63-34 | |
| Tue., 1/31 | JV Boys Basketball | Litchfield | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/31 | V Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 7:00 p.m. | W 69-16 | |
| Tue., 1/31 | JV Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | W 35-10 | |
| Wed., 2/1 | V Boys Swimming and Diving | Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Wed., 2/1 | V Girls Ice Hockey | East Catholic Coop | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | L 2-1 | |
| Fri., 2/3 | V Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 7:00 p.m. | L 74-63 | |
| Fri., 2/3 | JV Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/3 | V Girls Basketball | Wamogo | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 63-17 | |
| Fri., 2/3 | JV Girls Basketball | Wamogo | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 57-11 | |
| Fri., 2/3 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-Stadium [Directions] | 6:00 p.m. | W 10-1 | |
| Sat., 2/4 | V Boys Ice Hockey | Tri-Town | Home - South Kent School-Ice Rink [Directions] | 7:00 p.m. | L 2-5 | |
| Sat., 2/4 | V Boys Swimming and Diving | Nonnewaug | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 2:30 p.m. | ||||||
| Sat., 2/4 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Enfield Twin Rinks-Rink 1 [Directions] | 6:20 p.m. | W 5-0 | |
| Mon., 2/6 | V Boys Basketball | Canton | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 67-56 | |
| Mon., 2/6 | JV Boys Basketball | Canton | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Mon., 2/6 | V Boys Ice Hockey | Woodstock Academy | Away - Pomfret School-Jahn Rink [Directions] | 8:15 p.m. | L 1-9 | |
| Mon., 2/6 | V Girls Ice Hockey | Pope Francis (MA) | Away - Mass Mutual Center-Rink | 6:50 p.m. | L 4-1 | |
| Tue., 2/7 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 7:00 p.m. | W 68-44 | |
| Tue., 2/7 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:15 p.m. | W 47-35 | |
| Tue., 2/7 | V Girls Ice Hockey | Simsbury | Away - Simsbury Farms Ice Rink-Ice Rink [Directions] | 4:55 p.m. | L 4-3 | |
| Wed., 2/8 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | L 1-2 | |
| Wed., 2/8 | V Boys Swimming and Diving | Housatonic Regional | Away - Hotchkiss School-Pool [Directions] | 6:00 p.m. | ||
| Wed., 2/8 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Simsbury - ISCC-Olympic [Directions] | 6:40 p.m. | L 5-2 | |
| Thu., 2/9 | JV Boys Basketball | Gilbert | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | ||
| Thu., 2/9 | JV Girls Basketball | Gilbert | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 40-15 | |
| Fri., 2/10 | V Boys Basketball | Gilbert | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 69-57 | |
| Fri., 2/10 | V Girls Basketball | Gilbert | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:15 p.m. | W 53-44 | |
| Sat., 2/11 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Home - South Kent School-Ice Rink [Directions] | 3:15 p.m. | L 4-7 | |
| Sat., 2/11 | JV Girls Ice Hockey | East Catholic Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:20 p.m. | L 6-0 | |
| Mon., 2/13 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - South Kent School-Ice Rink [Directions] | 3:45 p.m. | L 1-2 | |
| Mon., 2/13 | V Girls Basketball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 57-23 | |
| Mon., 2/13 | JV Girls Basketball | Terryville | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | W 46-14 | |
| Tue., 2/14 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | W 65-40 | |
| Tue., 2/14 | JV Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/14 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Wed., 2/15 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - South Kent School-Ice Rink [Directions] | 7:00 p.m. | L 3-4 | |
| Wed., 2/15 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 55-51 | |
| Wed., 2/15 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | W 41-16 | |
| Wed., 2/15 | V Girls Ice Hockey | Avon | Away - Newington-Red Rink [Directions] | 5:00 p.m. | L 5-1 | |
| Thu., 2/16 | V Boys Basketball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 80-57 | |
| Thu., 2/16 | JV Boys Basketball | Nonnewaug | Home - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/17 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Enfield Twin Rinks-Rink 1 [Directions] | 7:50 p.m. | ||
| Sat., 2/18 | V Boys Swimming and Diving | Lewis Mills | Home - Northwestern Regional H.S.-YMCA Swim [Directions] | 2:30 p.m. | ||
| Sat., 2/18 | V Girls Ice Hockey | Woodstock Academy Coop | Away - Pomfret School-Jahn Rink [Directions] | 6:00 p.m. | W 7-2 | |
| Fri., 2/24 | V Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:00 p.m. | W 66-62 | |
| Fri., 2/24 | JV Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 3:30 p.m. | ||
| Fri., 2/24 | V Boys Ice Hockey | Simsbury | Away - Simsbury - ISCC-Olympic [Directions] | 7:10 p.m. | Cancelled | |
| Sat., 2/25 | V Boys Ice Hockey | Rocky Hill Coop | Home - South Kent School-Ice Rink [Directions] | 12:20 p.m. | L 4-7 | |
| Sun., 2/26 | V Boys Ice Hockey | Eastern CT Eagles | Home - South Kent School-Ice Rink [Directions] | 5:30 p.m. | L 1-6 | |
| Mon., 2/27 | V Boys Ice Hockey | New Milford | Away - South Kent School-Ice Rink [Directions] | 3:30 p.m. | L 1-7 | |
| Mon., 2/27 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-White [Directions] | 3:30 p.m. | W 7-6 | |
| Wed., 3/1 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Simsbury - ISCC-Olympic [Directions] | 4:50 p.m. | L 2-3 | |
| Thu., 3/2 | V Boys Ice Hockey | Brien McMahon/Norwalk | Away - Sono Ice House-Main Rink [Directions] | 5:00 p.m. | L 4-8 | |
| Mon., 4/3 | V Boys Tennis | Nonnewaug | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 0-5 [Detailed Results] | |
| Mon., 4/3 | V Softball | Gilbert | Away - Winsted Rowley Field [Directions] | 3:45 p.m. | W 20-1 | |
| Mon., 4/3 | V Girls Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Tue., 4/4 | V Baseball | Terryville | Away - Terryville HS-Gym [Directions] | 3:45 p.m. | W 15-1 | |
| Tue., 4/4 | V Boys Outdoor Track | Kangaroo Invitational | Away - Terryville HS-Track | 3:45 p.m. | ||
| Tue., 4/4 | V Girls Outdoor Track | Kangaroo Invitational | Away - Terryville HS-Track | 3:45 p.m. | ||
| Tue., 4/4 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | 3:45 p.m. | W 22-3 | |
| Wed., 4/5 | V Boys Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | L 1-4 [Detailed Results] | |
| Wed., 4/5 | V Girls Tennis | Housatonic Regional | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Thu., 4/6 | V Baseball | Wamogo | Away - Wamogo Regional HS-Varsity Baseball Field [Directions] | 3:45 p.m. | W 11-0 | |
| Thu., 4/6 | JV Baseball | Wamogo | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 18-5 | |
| Thu., 4/6 | V Boys Tennis | Lewis Mills | Away - Lewis Mills HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Thu., 4/6 | V Softball | Wamogo/Litchfield | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | W 14-4 | |
| Thu., 4/6 | JV Softball | Wamogo/Litchfield | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 4/7 | V Baseball | Wolcott Tech | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 2:00 p.m. | W 8-4 | |
| Fri., 4/7 | JV Baseball | Wolcott Tech | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 4:30 p.m. | W 8-8 | |
| Mon., 4/10 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 3:45 p.m. | L 4-6 | |
| Mon., 4/10 | JV Baseball | Canton | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 11:00 a.m. | W 12-8 | |
| Mon., 4/10 | V Softball | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | L 1-5 | |
| Tue., 4/11 | V Baseball | Gilbert | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 19-2 | |
| Wed., 4/12 | JV Baseball | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | Cancelled | |
| Fri., 4/14 | V Baseball | Maloney | Away - Maloney HS-Baseball Diamond [Directions] | 4:00 p.m. | L 0-7 | |
| Fri., 4/14 | JV Baseball | Maloney | Away - Ceppa Field [Directions] | 3:45 p.m. | L 0-10 | |
| Fri., 4/14 | V Softball | Somers | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 12:00 p.m. | L 3-6 | |
| Mon., 4/17 | V Softball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 4:00 p.m. | L 8-9 | |
| Tue., 4/18 | V Baseball | Thomaston | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 14-1 | |
| Tue., 4/18 | V Boys Tennis | Thomaston | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 4-1 [Detailed Results] | |
| Tue., 4/18 | V Softball | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 4:15 p.m. | W 6-3 | |
| Tue., 4/18 | V Girls Tennis | Thomaston | Away - Thomaston Nystrom Park-Nystroms Park courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Wed., 4/19 | V Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | W 8-5 | |
| Wed., 4/19 | V Boys Tennis | Litchfield | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 0-5 [Detailed Results] | |
| Wed., 4/19 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Thu., 4/20 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | L 0-5 [Detailed Results] | |
| Thu., 4/20 | V Girls Tennis | Shepaug Valley | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Fri., 4/21 | V Baseball | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | L 1-5 | |
| Fri., 4/21 | JV Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | L 5-10 | |
| Fri., 4/21 | V Softball | Nonnewaug | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | L 5-6 8innings | |
| Sat., 4/22 | V Baseball | Housatonic Regional | Away - Housatonic Valley Regional High-Ed Kirby Field [Directions] | 11:00 a.m. | W 17-3 | |
| Mon., 4/24 | V Baseball | Suffield | Away - Suffield HS-Kulas Field [Directions] | 4:00 p.m. | W 10-0 | |
| Mon., 4/24 | V Boys Tennis | Gilbert | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 | |
| Mon., 4/24 | V Softball | Wolcott Tech | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | W 15-0 | |
| Mon., 4/24 | V Girls Tennis | Gilbert | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 4/25 | V Boys Outdoor Track | Litchfield, Shepaug Valley | Home - Northwestern Regional H.S.-Track [Directions] | 3:45 p.m. | ||
| Tue., 4/25 | V Girls Outdoor Track | Litchfield, Shepaug Valley | Home - Northwestern Regional H.S.-Track [Directions] | 3:45 p.m. | ||
| Tue., 4/25 | V Softball | Suffield | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 4:00 p.m. | W 11-4 | |
| Thu., 4/27 | V Girls Tennis | Wamogo | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Fri., 4/28 | V Baseball | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 17-1 | |
| Fri., 4/28 | JV Baseball | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 16-5 | |
| Fri., 4/28 | V Boys Tennis | Nonnewaug | Away - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-5 [Detailed Results] | |
| Fri., 4/28 | V Softball | Gilbert | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | W 11-0 | |
| Fri., 4/28 | JV Softball | Gilbert | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | Canceled | Cancelled | |
| Fri., 4/28 | V Girls Tennis | Nonnewaug | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Sat., 4/29 | JV Baseball | Torrington | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 10:00 a.m. | ||
| Sat., 4/29 | JV Baseball | Torrington | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 12:15 p.m. | ||
| Sat., 4/29 | JV Softball | Shepaug Valley | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | Canceled | Cancelled | |
| Tue., 5/2 | V Baseball | Terryville | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 12-2 | |
| Tue., 5/2 | V Boys Outdoor Track | Thomaston, Nonnewaug | Away - Thomaston Nystrom Park-Nystroms Park Track [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | V Girls Outdoor Track | Thomaston, Nonnewaug | Away - Thomaston Nystrom Park-Nystroms Park Track [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | JV Softball | Shepaug Valley | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | Postponed | ||
| Wed., 5/3 | JV Baseball | Wamogo | Away - Wamogo Regional HS-Softball Diamond [Directions] | 3:45 p.m. | W 8-1 | |
| Wed., 5/3 | V Girls Tennis | Thomaston | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Fri., 5/5 | JV Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 3:45 p.m. | W 8-1 | |
| Fri., 5/5 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | 3:45 p.m. | L 2-4 | |
| Fri., 5/5 | JV Softball | Shepaug Valley | Away - Washington Primary School-Washington Primary School Softball Field [Directions] | Postponed | ||
| Mon., 5/8 | V Baseball | Housatonic Regional | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 16-1 | |
| Mon., 5/8 | V Boys Tennis | Shepaug Valley | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 0-5 [Detailed Results] | |
| Mon., 5/8 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | 4:15 p.m. | W 17-8 | |
| Mon., 5/8 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Tue., 5/9 | V Baseball | New Milford | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 4:15 p.m. | W 3-2 | |
| Tue., 5/9 | JV Baseball | Canton | Away - Bowdoin Field-Baseball Diamond [Directions] | 3:45 p.m. | W 18-7 | |
| Tue., 5/9 | V Boys Outdoor Track | Gilbert, Housatonic Regional | Away - Northwestern Regional H.S.-Track [Directions] | 3:45 p.m. | ||
| Tue., 5/9 | V Boys Tennis | Housatonic Regional | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 3-2 [Detailed Results] | |
| Tue., 5/9 | V Girls Outdoor Track | Gilbert, Housatonic Regional | Away - Northwestern Regional H.S.-Track [Directions] | 3:45 p.m. | ||
| Tue., 5/9 | V Softball | Canton | Away - Canton HS-Softball Diamond [Directions] | 3:45 p.m. | W 7-6 | |
| Tue., 5/9 | JV Softball | Canton | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | Canceled | Cancelled | |
| Tue., 5/9 | V Girls Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Wed., 5/10 | JV Baseball | New Milford | Away - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | L 1-8 | |
| Wed., 5/10 | V Boys Tennis | Gilbert | Away - Gilbert School-PineWoods Racquet Club [Directions] | 3:45 p.m. | W 5-0 | |
| Wed., 5/10 | V Girls Tennis | Gilbert | Away - Gilbert School-PineWoods Racquet Club [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 5/11 | V Baseball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | W 10-0 | |
| Thu., 5/11 | V Boys Tennis | Granby Memorial | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Thu., 5/11 | V Softball | Thomaston | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | W 21-13 | |
| Fri., 5/12 | V Boys Tennis | Wamogo | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 1-4 [Detailed Results] | |
| Fri., 5/12 | V Softball | Terryville | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | W 14-0 | |
| Fri., 5/12 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-1 | |
| Sat., 5/13 | JV Baseball | Wamogo | Away - Wamogo Regional HS-Softball Diamond [Directions] | 9:45 a.m. | L 3-6 | |
| Sat., 5/13 | JV Softball | Nonnewaug | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | 9:30 a.m. | ||
| Mon., 5/15 | V Baseball | Litchfield | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 7-2 | |
| Mon., 5/15 | V Boys Outdoor Track | Terryville, Wamogo | Home - Northwestern Regional H.S.-Track [Directions] | 3:45 p.m. | ||
| Mon., 5/15 | V Boys Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | L 2-3 | |
| Mon., 5/15 | V Girls Outdoor Track | Terryville, Wamogo | Home - Northwestern Regional H.S.-Track [Directions] | 3:45 p.m. | ||
| Mon., 5/15 | V Softball | Torrington | Away - Torrington HS Varsity Ladies Softball-varsity field [Directions] | 5:00 p.m. | L 1-9 | |
| Mon., 5/15 | V Girls Tennis | Litchfield | Home - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Tue., 5/16 | JV Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 3:45 p.m. | L 7-8 | |
| Tue., 5/16 | V Boys Tennis | Thomaston | Away - Thomaston Nystrom Park-Nystroms Park courts [Directions] | 3:45 p.m. | W 4-1 | |
| Wed., 5/17 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 15-3 | |
| Wed., 5/17 | JV Baseball | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | L 13-17 | |
| Wed., 5/17 | V Softball | Nonnewaug | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | L 11-14 | |
| Thu., 5/18 | JV Baseball | Wolcott Tech | Away - Oliver Wolcott Technical HS [Directions] | 3:45 p.m. | L 4-5 | |
| Thu., 5/18 | V Boys Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | L 1-4 | |
| Thu., 5/18 | V Softball | Wamogo/Litchfield | Away - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 3:00 p.m. | L 10-13 | |
| Thu., 5/18 | V Girls Tennis | Granby Memorial | Away - Granby Memorial HS-Tennis Courts [Directions] | 3:45 p.m. | W 2-5 | |
| Fri., 5/19 | JV Softball | Housatonic Regional | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | 3:45 p.m. | ||
| Sat., 5/20 | V Boys Outdoor Track | Berkshire League Track Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Sat., 5/20 | V Girls Outdoor Track | Berkshire League Track Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Mon., 5/22 | V Baseball | Shepaug Valley | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 5-0 | |
| Mon., 5/22 | V Softball | Wolcott Tech | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | W 18-3 | |
| Tue., 5/23 | V Baseball | Wamogo | Home - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 13-1 | |
| Tue., 5/23 | 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 - Thomaston HS-Nystrom Park | 3:30 p.m. | ||
| Tue., 5/23 | 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., 5/23 | JV Softball | Torrington | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/24 | JV Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | L 1-3 | |
| Wed., 5/24 | 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-Track | 3:30 p.m. | ||
| Wed., 5/24 | 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-Track | 3:30 p.m. | ||
| Thu., 5/25 | JV Softball | Torrington | Away - Torrington HS Varsity Ladies Softball-THS Varsity Ladies Softball [Directions] | 3:45 p.m. | ||