| New Milford 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 575 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 8/30 | V Boys Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | 3:00 p.m. | Brookfield 156 New Milford 159 Non League | |
| Wed., 8/31 | V Boys Golf | Joel Barlow | Away - Redding Country Club [Directions] | 3:00 p.m. | New Milford 179 Joel Barlow 182 | |
| Thu., 9/1 | V Boys Golf | Bunnell | Away - Bunnell HS-Oronoque C.C. [Directions] | 3:00 p.m. | New Milford 168 Bunnell 326 | |
| Wed., 9/7 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | 3:00 p.m. | New Milford 168 Newtown 179 Non League | |
| Thu., 9/8 | FR Football | Cheshire | Home - New Milford HS-North Turf Field - NMHS [Directions] | 6:00 p.m. | ||
| Fri., 9/9 | V Football | Cheshire | Away - Cheshire High Main Game field [Directions] | 7:00 p.m. | L 7-35 | |
| Fri., 9/9 | V Boys Soccer | New Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | W 1-0 | |
| Fri., 9/9 | JV Boys Soccer | New Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Fri., 9/9 | V Girls Soccer | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 6:00 p.m. | W 2-1 | |
| Fri., 9/9 | JV Girls Soccer | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 4:00 p.m. | ||
| Fri., 9/9 | V Girls Swimming and Diving | Weston | Home - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | Weston 96, New Milford 80 | |
| Fri., 9/9 | V Girls Volleyball | Fairfield Warde | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 0-3 | |
| Fri., 9/9 | JV Girls Volleyball | Fairfield Warde | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Fri., 9/9 | FR Girls Volleyball | Immaculate | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Fri., 9/9 | FR Girls Volleyball | Fairfield Warde | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Sat., 9/10 | JV Football | Cheshire | Home - New Milford HS-North Turf Field - NMHS [Directions] | 10:00 a.m. | ||
| Sat., 9/10 | V Field Hockey | Danbury | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 10:00 a.m. | W 2-0 | |
| Sat., 9/10 | JV Field Hockey | Danbury | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 11:30 a.m. | W 4-0 | |
| Mon., 9/12 | V Boys Golf | Immaculate, Stratford | Home - Candlewood Valley Country Club [Directions] | 3:00 p.m. | New Milford 171 Immaculate 172 | |
| Mon., 9/12 | V Field Hockey | Weston | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:30 p.m. | W 2-1 | |
| Mon., 9/12 | JV Field Hockey | Weston | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | W 2-0 | |
| Mon., 9/12 | V Girls Volleyball | Wilton | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 0-3 | |
| Mon., 9/12 | JV Girls Volleyball | Wilton | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Mon., 9/12 | FR Girls Volleyball | Wilton | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 9/13 | V Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | L 3-1 | |
| Tue., 9/13 | JV Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | Postponed | ||
| Tue., 9/13 | V Girls Soccer | Pomperaug | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:15 p.m. | L 0-3 | |
| Tue., 9/13 | JV Girls Soccer | Pomperaug | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | Postponed | ||
| Tue., 9/13 | V Girls Swimming and Diving | Brookfield | Away - Brookfield YMCA-Outside/Dome Pool [Directions] | 3:45 p.m. | Brookfield 97, New Milford 87 | |
| Wed., 9/14 | V Boys Cross Country | New Fairfield, Kolbe Cathedral, Stratford | Away - New Fairfield HS-Track & Field, Cross Country [Directions] | 5:00 p.m. | ||
| Wed., 9/14 | FR Boys Soccer | Newtown | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Wed., 9/14 | V Girls Cross Country | New Fairfield, Kolbe Cathedral, Stratford | Away - New Fairfield HS-Track & Field, Cross Country [Directions] | 4:30 p.m. | ||
| Wed., 9/14 | V Field Hockey | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:00 p.m. | L 0-3 | |
| Wed., 9/14 | JV Field Hockey | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 9/14 | V Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | L 2-3 | |
| Wed., 9/14 | JV Girls Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 9/15 | V Boys Golf | Weston | Away - Weston HS-Aspetuck Country Club [Directions] | 3:00 p.m. | New Milford 177 Weston 195 | |
| Thu., 9/15 | V Boys Soccer | Masuk | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/15 | JV Boys Soccer | Masuk | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 9/15 | V Girls Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 7:00 p.m. | L 0-3 | |
| Thu., 9/15 | JV Girls Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 5:00 p.m. | ||
| Fri., 9/16 | V Football | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 7:00 p.m. | W 42-22 | |
| Fri., 9/16 | FR Boys Soccer | Pomperaug | Home - New Milford HS-Middle Soccer Field - NMHS [Directions] | 4:00 p.m. | ||
| Fri., 9/16 | V Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/16 | JV Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 5:30 p.m. | W 2-0 | |
| Fri., 9/16 | V Girls Volleyball | Northwestern | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | W 3-2 | |
| Fri., 9/16 | JV Girls Volleyball | Northwestern | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Sat., 9/17 | JV Football | Brookfield | Home - New Milford HS-North Turf Field - NMHS [Directions] | Canceled | Cancelled | |
| Sat., 9/17 | FR Football | Brookfield | Home - New Milford HS-North Turf Field - NMHS [Directions] | 10:00 a.m. | ||
| Sat., 9/17 | V Boys Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 11:00 a.m. | T 1-1 | |
| Sat., 9/17 | JV Boys Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 9:00 a.m. | ||
| Sat., 9/17 | FR Field Hockey | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | Canceled | Cancelled | |
| Sat., 9/17 | V Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 10:00 a.m. | L 1-3 | |
| Sat., 9/17 | JV Girls Volleyball | Brien McMahon | Away - Brien McMahon HS-Kehoe - King Gymnasium [Directions] | 11:30 a.m. | ||
| Mon., 9/19 | V Boys Golf | Newtown | Home - Candlewood Valley Country Club [Directions] | 3:00 p.m. | New Milford 165 Newtown 192 | |
| Mon., 9/19 | FR Boys Soccer | Masuk | Home - New Milford HS-Middle Soccer Field - NMHS [Directions] | 4:00 p.m. | ||
| Mon., 9/19 | V Field Hockey | New Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/19 | JV Field Hockey | New Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | W 1-0 | |
| Mon., 9/19 | V Girls Volleyball | Weston | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | W 3-1 | |
| Mon., 9/19 | JV Girls Volleyball | Weston | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Mon., 9/19 | FR Girls Volleyball | Weston | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 9/20 | V Boys Cross Country | Weston, Notre Dame-Fairfield | Away - Weston HS-WHS Stadium Field [Directions] | 5:00 p.m. | ||
| Tue., 9/20 | V Boys Golf | Bethel | Home - Candlewood Valley Country Club [Directions] | 3:00 p.m. | Bethel 166 New Milford 171 | |
| Tue., 9/20 | V Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 7:30 p.m. | T 1-1 | |
| Tue., 9/20 | V Girls Cross Country | Weston, Notre Dame-Fairfield | Away - Weston HS-WHS Stadium Field [Directions] | 4:30 p.m. | ||
| Tue., 9/20 | V Girls Soccer | Joel Barlow | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | T 0-0 | |
| Tue., 9/20 | JV Girls Soccer | Joel Barlow | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Tue., 9/20 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | W 3-1 | |
| Tue., 9/20 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:45 p.m. | ||
| Wed., 9/21 | V Boys Golf | New Fairfield | Away - Club River Oaks [Directions] | 3:00 p.m. | New Milford 179 New Fairfield 190 | |
| Wed., 9/21 | FR Boys Soccer | Bethel | Home - New Milford HS-Middle Soccer Field - NMHS [Directions] | 4:00 p.m. | ||
| Wed., 9/21 | V Field Hockey | Bethel | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:30 p.m. | T 1-1 | |
| Wed., 9/21 | JV Field Hockey | Bethel | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 9/21 | V Girls Volleyball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | W 3-1 | |
| Wed., 9/21 | JV Girls Volleyball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Wed., 9/21 | FR Girls Volleyball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Thu., 9/22 | V Boys Soccer | Notre Dame-Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | T 2-2 | |
| Thu., 9/22 | V Girls Soccer | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:00 p.m. | L 0-4 | |
| Fri., 9/23 | V Football | South Windsor | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | W 42-6 | |
| Fri., 9/23 | V Field Hockey | Newtown | Home - New Milford HS-North Turf Field - NMHS [Directions] | 5:30 p.m. | T 0-0 | |
| Fri., 9/23 | JV Field Hockey | Newtown | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/23 | V Girls Volleyball | Notre Dame-Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 9/23 | JV Girls Volleyball | Notre Dame-Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:00 p.m. | ||
| Sat., 9/24 | JV Football | South Windsor | Away - South Windsor HS-SWHS Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 9/24 | V Boys Soccer | Norwalk | Away - Norwalk HS-Testa Field [Directions] | 10:30 a.m. | L 3-0 | |
| Tue., 9/27 | V Boys Golf | Pomperaug | Away - Pomperaug HS-Highfield Country Club [Directions] | 3:00 p.m. | Pomperaug 164 New Milford 171 | |
| Tue., 9/27 | V Boys Soccer | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 9/27 | JV Boys Soccer | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | Canceled | Cancelled | |
| Tue., 9/27 | V Girls Soccer | New Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | W 1-0 | |
| Tue., 9/27 | JV Girls Soccer | New Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Tue., 9/27 | V Girls Swimming and Diving | Newtown | Away - Newtown HS-pool [Directions] | 4:00 p.m. | Newtown 97, New Milford 84 | |
| Wed., 9/28 | V Boys Cross Country | Brookfield, Bunnell, Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:00 p.m. | ||
| Wed., 9/28 | V Boys Golf | Notre Dame-Fairfield | Home - Candlewood Valley Country Club [Directions] | 3:00 p.m. | New Milford 168 Notre Dame 228 | |
| Wed., 9/28 | V Girls Cross Country | Brookfield, Bunnell, Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:30 p.m. | ||
| Wed., 9/28 | V Field Hockey | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:45 p.m. | W 1-0 | |
| Wed., 9/28 | JV Field Hockey | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 3:30 p.m. | W 3-1 | |
| Wed., 9/28 | V Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 7:00 p.m. | L 2-3 | |
| Wed., 9/28 | JV Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:30 p.m. | ||
| Thu., 9/29 | FR Football | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 7:15 p.m. | ||
| Thu., 9/29 | V Boys Soccer | Newtown | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | L 0-1 | |
| Thu., 9/29 | JV Boys Soccer | Newtown | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 9/29 | V Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/29 | JV Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | ||
| Fri., 9/30 | V Football | Masuk | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | L 28-36 | |
| Fri., 9/30 | V Field Hockey | Pomperaug | Home - New Milford HS-North Turf Field - NMHS [Directions] | 5:30 p.m. | L 0-1 | |
| Fri., 9/30 | JV Field Hockey | Pomperaug | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:00 p.m. | T 0-0 | |
| Fri., 9/30 | V Girls Swimming and Diving | Joel Barlow | Home - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | New Milford 91, Joel Barlow 83 | |
| Fri., 9/30 | V Girls Volleyball | New Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 9/30 | JV Girls Volleyball | New Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:00 p.m. | ||
| Fri., 9/30 | FR Girls Volleyball | New Fairfield | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | ||
| Sat., 10/1 | JV Football | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 11:00 a.m. | ||
| Sat., 10/1 | JV Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field E (Softball) [Directions] | Postponed | ||
| Mon., 10/3 | V Boys Cross Country | Joel Barlow, Masuk | Away - Joel Barlow HS-Cross Country Course [Directions] | 5:00 p.m. | ||
| Mon., 10/3 | V Boys Golf | Masuk | Home - Candlewood Valley Country Club [Directions] | 3:00 p.m. | Masuk 186 New Milford 187 | |
| Mon., 10/3 | V Boys Soccer | Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | T 2-2 | |
| Mon., 10/3 | JV Boys Soccer | Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Mon., 10/3 | V Girls Cross Country | Joel Barlow, Masuk | Away - Joel Barlow HS-Cross Country Course [Directions] | 4:30 p.m. | ||
| Mon., 10/3 | V Field Hockey | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | T 1-1 | |
| Mon., 10/3 | JV Field Hockey | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 10/3 | V Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 7:00 p.m. | W 3-0 | |
| Mon., 10/3 | JV Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:30 p.m. | ||
| Mon., 10/3 | FR Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Small Gym [Directions] | 5:30 p.m. | ||
| Tue., 10/4 | V Boys Golf | Avon Invitational | Away - Hop Meadow Country Club | 10:30 a.m. | New Milford 162 | |
| Tue., 10/4 | FR Boys Soccer | Danbury | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Tue., 10/4 | V Girls Soccer | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | W 2-1 | |
| Thu., 10/6 | V Boys Golf | Brookfield | Home - Candlewood Valley Country Club [Directions] | 3:00 p.m. | Brookfield 167 New Milford 172 | |
| Thu., 10/6 | V Boys Soccer | Bethel | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | T 2-2 | |
| Thu., 10/6 | JV Boys Soccer | Bethel | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 10/6 | V Girls Soccer | Bethel | Away - Bethel HS-Rourke Field [Directions] | 4:00 p.m. | L 7-1 | |
| Thu., 10/6 | JV Girls Soccer | Bethel | Away - Bethel HS-Rockwell Field [Directions] | 4:00 p.m. | ||
| Fri., 10/7 | FR Boys Soccer | Newtown | Away - Treadwell Park-Newtown Treadwell Park [Directions] | 4:00 p.m. | ||
| Fri., 10/7 | V Field Hockey | Brookfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 10/7 | JV Field Hockey | Brookfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 10/7 | V Girls Swimming and Diving | Bethel/Immaculate, Immaculate | Home - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | Bethel/Immaculate 100.5, New Milford 82 | |
| Fri., 10/7 | V Girls Volleyball | Stratford | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:30 p.m. | L 2-3 | |
| Fri., 10/7 | JV Girls Volleyball | Stratford | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:00 p.m. | ||
| Fri., 10/7 | FR Girls Volleyball | Stratford | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | ||
| Tue., 10/11 | V Boys Cross Country | Bethel, Newtown, Pomperaug | Away - Bethel HS-BHS track [Directions] | 5:00 p.m. | ||
| Tue., 10/11 | V Boys Golf | Stratford | Away - Mill River Country Club [Directions] | 3:00 p.m. | New Milford 165 Stratford 213 | |
| Tue., 10/11 | V Boys Soccer | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 7:00 p.m. | W 2-3 | |
| Tue., 10/11 | JV Boys Soccer | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 5:00 p.m. | ||
| Tue., 10/11 | V Girls Cross Country | Bethel, Newtown, Pomperaug | Away - Bethel HS-BHS track [Directions] | 4:30 p.m. | ||
| Tue., 10/11 | V Girls Soccer | Bunnell | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | W 2-1 | |
| Tue., 10/11 | JV Girls Soccer | Bunnell | Home - New Milford HS-North Turf Field - NMHS [Directions] | Canceled | Cancelled | |
| Tue., 10/11 | V Girls Swimming and Diving | Masuk | Away - Masuk HS-Pool [Directions] | 4:00 p.m. | New Milford 94, Masuk 92 | |
| Tue., 10/11 | V Girls Volleyball | Bethel | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | W 3-0 | |
| Tue., 10/11 | JV Girls Volleyball | Bethel | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 10/11 | FR Girls Volleyball | Bethel | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:30 p.m. | ||
| Wed., 10/12 | V Boys Golf | Joel Barlow | Home - Candlewood Valley Country Club [Directions] | 3:00 p.m. | New Milford 164 Joel Barlow 174 | |
| Wed., 10/12 | FR Boys Soccer | Pomperaug | Away - Pomperaug HS-PHS Soccer Field [Directions] | 4:00 p.m. | ||
| Wed., 10/12 | V Field Hockey | Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | W 1-0 | |
| Wed., 10/12 | JV Field Hockey | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | Postponed | ||
| Thu., 10/13 | FR Football | Newtown | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:15 p.m. | ||
| Thu., 10/13 | JV Girls Soccer | Weston | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | Postponed | ||
| Thu., 10/13 | V Girls Volleyball | Newtown | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | L 1-3 | |
| Thu., 10/13 | JV Girls Volleyball | Newtown | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | ||
| Thu., 10/13 | FR Girls Volleyball | Newtown | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:30 p.m. | ||
| Fri., 10/14 | V Football | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 7:00 p.m. | L 12-48 | |
| Fri., 10/14 | V Boys Soccer | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/14 | JV Boys Soccer | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 6:00 p.m. | ||
| Fri., 10/14 | FR Boys Soccer | Danbury | Away - Danbury HS-Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 10/14 | V Girls Soccer | Weston | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:45 p.m. | L 0-4 | |
| Fri., 10/14 | V Girls Swimming and Diving | Bunnell | Home - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | New Milford 97, Bunnell 75 | |
| Sat., 10/15 | JV Football | Newtown | Home - New Milford HS-North Turf Field - NMHS [Directions] | 10:00 a.m. | ||
| Sat., 10/15 | V Field Hockey | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 10:30 a.m. | W 2-0 | |
| Sat., 10/15 | JV Field Hockey | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 12:00 p.m. | L 0-1 | |
| Sat., 10/15 | V Girls Volleyball | Weston | Away - Weston HS-Gym (New) [Directions] | 1:30 p.m. | L 2-3 | |
| Sat., 10/15 | JV Girls Volleyball | Weston | Away - Weston HS-Gym (New) [Directions] | 12:00 p.m. | ||
| Sat., 10/15 | FR Girls Volleyball | Weston | Away - Weston HS-Gym (Old) [Directions] | 12:00 p.m. | ||
| Mon., 10/17 | FR Boys Soccer | Masuk | Home - New Milford HS-Middle Soccer Field - NMHS [Directions] | 4:00 p.m. | ||
| Mon., 10/17 | V Field Hockey | Joel Barlow | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:30 p.m. | W 2-0 | |
| Mon., 10/17 | JV Field Hockey | Joel Barlow | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 10/17 | V Girls Soccer | Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | T 2-2 | |
| Mon., 10/17 | V Girls Volleyball | Pomperaug | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 1-3 | |
| Mon., 10/17 | JV Girls Volleyball | Pomperaug | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Mon., 10/17 | FR Girls Volleyball | Pomperaug | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 10/18 | V Boys Soccer | Kolbe Cathedral | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | W 5-0 | |
| Tue., 10/18 | V Girls Soccer | Kolbe Cathedral | Away - Veterans Memorial Park CT [Directions] | 4:30 p.m. | W 7-0 | |
| Tue., 10/18 | V Girls Swimming and Diving | Stratford | Away - Flood MS-Flood MS Pool [Directions] | 4:15 p.m. | New Milford 85, Stratford 77 | |
| Wed., 10/19 | V Boys Cross Country | SWC cross country championships | Away - Bethel HS-BHS track | 4:00 p.m. | ||
| Wed., 10/19 | FR Football | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 4:30 p.m. | ||
| Wed., 10/19 | FR Boys Soccer | Masuk | Away - Great Hollow Lake Field-Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | V Girls Cross Country | SWC cross country championships | Away - Bethel HS-BHS track | 3:30 p.m. | ||
| Wed., 10/19 | V Field Hockey | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 6:45 p.m. | W 2-1 | |
| Wed., 10/19 | JV Field Hockey | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 5:15 p.m. | L 0-4 | |
| Wed., 10/19 | V Girls Volleyball | Joel Barlow | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 0-3 | |
| Wed., 10/19 | JV Girls Volleyball | Joel Barlow | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Thu., 10/20 | V Boys Soccer | Brookfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | L 1-4 | |
| Thu., 10/20 | JV Boys Soccer | Brookfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 10/20 | V Girls Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 7:00 p.m. | L 1-0 | |
| Thu., 10/20 | JV Girls Soccer | Brookfield | Away - Brookfield HS-BHS Back Turf [Directions] | 3:00 p.m. | ||
| Thu., 10/20 | V Girls Volleyball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 10/20 | JV Girls Volleyball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 10/21 | V Football | Pomperaug | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | W 35-0 | |
| Fri., 10/21 | V Girls Swimming and Diving | Pomperaug | Home - Canterbury School-Higgins Aquatic Center [Directions] | 6:00 p.m. | Pomperaug 101, New Milford 77 | |
| Sat., 10/22 | JV Football | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 2:00 p.m. | ||
| Sat., 10/22 | JV Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 2:00 p.m. | ||
| Mon., 10/24 | V Boys Soccer | Stratford | Away - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | L 2-0 | |
| Mon., 10/24 | JV Boys Soccer | Stratford | Away - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | ||
| Mon., 10/24 | V Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 7:00 p.m. | L 0-3 | |
| Mon., 10/24 | JV Field Hockey | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 5:15 p.m. | L 0-2 | |
| Mon., 10/24 | V Girls Soccer | Stratford | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | W 2-0 | |
| Mon., 10/24 | JV Girls Soccer | Stratford | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Mon., 10/24 | V Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Gym [Directions] | 7:00 p.m. | W 3-0 | |
| Mon., 10/24 | JV Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 10/25 | V Girls Swimming and Diving | New Fairfield | Away - New Fairfield HS-Pool [Directions] | 4:00 p.m. | New Milford 92, New Fairfield 86 | |
| Wed., 10/26 | FR Girls Volleyball | Stratford | Away - Stratford HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/28 | JV Football | Norwich Free Academy | Home - New Milford HS-North Turf Field - NMHS [Directions] | 5:30 p.m. | ||
| Sat., 10/29 | V Football | Norwich Free Academy | Away - Norwich Free Academy-Turf Field [Directions] | 1:00 p.m. | W 46-13 | |
| Thu., 11/3 | FR Football | Bunnell | Home - New Milford HS-North Turf Field - NMHS [Directions] | Canceled | Cancelled | |
| Fri., 11/4 | V Football | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 7:00 p.m. | W 28-21 | |
| Sat., 11/5 | JV Football | Bunnell | Home - New Milford HS-North Turf Field - NMHS [Directions] | 10:00 a.m. | ||
| Thu., 11/10 | FR Football | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 5:30 p.m. | ||
| Fri., 11/11 | V Football | Joel Barlow | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:30 p.m. | W 31-21 | |
| Sat., 11/12 | JV Football | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 9:00 a.m. | ||
| Thu., 11/17 | FR Football | New Fairfield | Away - New Fairfield HS-Stadium Field [Directions] | 4:00 p.m. | ||
| Fri., 11/18 | JV Football | Gilbert/Northwestern/Housy | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:30 p.m. | ||
| Sat., 11/19 | JV Football | New Fairfield | Away - New Fairfield HS-Stadium Field [Directions] | Canceled | Cancelled | |
| Tue., 11/22 | V Football | New Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | W 29-14 | |
| Fri., 12/9 | V Girls Ice Hockey | Guilford Coop | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 5-7 | |
| Mon., 12/12 | JV Boys Ice Hockey | Guilford | Away - East Haven HS-Patsy DiLungo Rink [Directions] | 7:55 p.m. | ||
| Wed., 12/14 | V Boys Ice Hockey | Sheehan | Home - Canterbury School-O'Neill Arena [Directions] | 7:30 p.m. | W 4-2 | |
| Wed., 12/14 | V Girls Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 6:15 p.m. | L 58-36 | |
| Wed., 12/14 | JV Girls Basketball | Norwalk | Away - Norwalk HS-Tom Scarso Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 12/15 | V Wrestling | Brookfield/Shepaug | Away - Brookfield HS-BHS Big Gym [Directions] | 6:00 p.m. | New Milford 78, Brookfield 6 | |
| Thu., 12/15 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 4:40 p.m. | W 7-2 | |
| Fri., 12/16 | V Girls Basketball | Trumbull | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | W 38-28 | |
| Fri., 12/16 | JV Girls Basketball | Trumbull | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Sat., 12/17 | V Boys Basketball | Valley Regional | Away - Valley Regional HS-Valley Regional High School Gym [Directions] | 5:00 p.m. | W 44-31 | |
| Sat., 12/17 | JV Boys Basketball | Valley Regional | Away - Valley Regional HS-Valley Regional High School Gym [Directions] | 3:30 p.m. | ||
| Sat., 12/17 | V Wrestling | Frank Chaves Invitational 2022 | Away - Simsbury HS-Simsbury / Main Gym | 9:30 a.m. | ||
| Sat., 12/17 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 6:30 p.m. | W 7-1 | |
| Tue., 12/20 | V Boys Ice Hockey | Lyman Hall | Away - Northford-Red [Directions] | 8:40 p.m. | W 5-1 | |
| Tue., 12/20 | V Girls Basketball | Bunnell | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | W 63-23 | |
| Tue., 12/20 | JV Girls Basketball | Bunnell | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Wed., 12/21 | V Wrestling | Stratford | Away - Stratford HS-Gym [Directions] | 6:00 p.m. | New Milford 54, Stratford 25 | |
| Wed., 12/21 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 4:00 p.m. | L 4-7 | |
| Thu., 12/22 | V Boys Swimming and Diving | Joel Barlow-Bethel Swim | Away - Brookfield YMCA-Outside/Dome Pool [Directions] | 3:30 p.m. | Joel Barlow/Bethel 83, New Milford 75 | |
| Thu., 12/22 | V Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 7:00 p.m. | W 50-41 | |
| Thu., 12/22 | JV Girls Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 5:30 p.m. | ||
| Fri., 12/23 | V Wrestling | Trumbull | Away - Trumbull HS-Aux Gym [Directions] | 1:00 p.m. | ||
| Mon., 12/26 | JV Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:45 p.m. | ||
| Mon., 12/26 | JV Wrestling | Trumbull, Brien McMahon, Bristol Eastern, Fairfield Ludlowe, Fairfield Warde, Greenwich, TBA, Newtown, Staples | Away - Trumbull HS-THS Main Gym | 9:00 a.m. | ||
| Tue., 12/27 | V Girls Basketball | New Fairfield | Away - Danbury War Memorial [Directions] | 6:00 p.m. | L 25-35 | |
| Tue., 12/27 | JV Girls Basketball | New Fairfield | Away - Danbury War Memorial [Directions] | 3:00 p.m. | ||
| Wed., 12/28 | V Boys Basketball | New Canaan | Away - New Canaan HS-Main Gym [Directions] | 7:00 p.m. | L 25-42 | |
| Wed., 12/28 | V Boys Ice Hockey | Rocky Hill Coop | Home - Canterbury School-O'Neill Arena [Directions] | 7:00 p.m. | W 5-0 | |
| Thu., 12/29 | V Girls Basketball | Danbury | Home - Danbury War Memorial [Directions] | 6:00 p.m. | W 58-50 | |
| Fri., 12/30 | V Boys Basketball | Shelton | Home - New Canaan HS-Main Gym [Directions] | 5:00 p.m. | W 52-47 | |
| Fri., 12/30 | V Boys Ice Hockey | Newington Coop | Away - Newington-Blue Rink [Directions] | 6:30 p.m. | L 0-3 | |
| Mon., 1/2 | JV Wrestling | Danbury | Home - New Milford HS-Small Gym - NMHS [Directions] | 11:00 a.m. | ||
| Tue., 1/3 | V Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 7:00 p.m. | W 55-47 OT | |
| Tue., 1/3 | JV Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Boys Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 3:30 p.m. | ||
| Wed., 1/4 | V Boys Ice Hockey | Staples | Home - Canterbury School-O'Neill Arena [Directions] | 7:00 p.m. | W 4-3 OT | |
| Wed., 1/4 | V Boys Swimming and Diving | Brookfield | Home - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | Brookfield 87.5, New Milford 63.5 | |
| Wed., 1/4 | V Wrestling | Notre Dame-Fairfield | Home - New Milford HS-Small Gym - NMHS [Directions] | 6:00 p.m. | New Milford 84, ND-Fairfield 0 | |
| Wed., 1/4 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:45 p.m. | L 4-8 | |
| Thu., 1/5 | V Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 7:00 p.m. | L 38-70 | |
| Thu., 1/5 | JV Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 5:30 p.m. | ||
| Thu., 1/5 | FR Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 4:00 p.m. | ||
| Thu., 1/5 | V Boys Indoor Track | SWC Split Meet Developmental at Bethel | Away - Bethel HS-Bethel Track and Field Center | 4:00 p.m. | ||
| Thu., 1/5 | V Girls Basketball | Notre Dame-Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | W 49-35 | |
| Thu., 1/5 | JV Girls Basketball | Notre Dame-Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Thu., 1/5 | FR Girls Basketball | Notre Dame-Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | Canceled | Cancelled | |
| Thu., 1/5 | V Girls Gymnastics | Brookfield, Newtown | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | Brookfield 115.7 Newtown 107.25 | |
| Thu., 1/5 | V Girls Indoor Track | SWC Split Meet Developmental at Bethel | Away - Bethel HS-Bethel Track and Field Center | 4:00 p.m. | ||
| Fri., 1/6 | V Boys Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 7:00 p.m. | L 62-42 | |
| Fri., 1/6 | JV Boys Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/6 | FR Boys Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/6 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 1-4 | |
| Sat., 1/7 | JV Wrestling | Bristol Eastern, Avon, Berlin, Branford, Bristol Central, East Hartford, Enfield, Farmington, Guilford, Ledyard, Middletown, TBA, New Fairfield, Pomperaug, Wethersfield, Hall | Away - Bristol Eastern HS-Gym | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Sat., 1/7 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 7:30 p.m. | ||
| Mon., 1/9 | V Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 7:00 p.m. | L 62-25 | |
| Mon., 1/9 | JV Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 5:15 p.m. | ||
| Mon., 1/9 | V Girls Basketball | Kolbe Cathedral | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | W 43-35 | |
| Mon., 1/9 | JV Girls Basketball | Kolbe Cathedral | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 1/10 | V Boys Swimming and Diving | Masuk | Home - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | Masuk 91, New Milford 76 | |
| Tue., 1/10 | V Girls Gymnastics | Brookfield, Oxford, Pomperaug | Home - New Milford HS-Small Gym - NMHS [Directions] | 6:15 p.m. | 128.65 | |
| Wed., 1/11 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 7:30 p.m. | W 6-2 | |
| Wed., 1/11 | V Boys Indoor Track | Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Wed., 1/11 | V Wrestling | Newtown | Home - New Milford HS-Small Gym - NMHS [Directions] | 6:30 p.m. | New Milford 49, Newtown 17 | |
| Wed., 1/11 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | L 3-9 | |
| Wed., 1/11 | V Girls Indoor Track | SWC Developmental | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Thu., 1/12 | V Boys Basketball | Brookfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 64-49 | |
| Thu., 1/12 | JV Boys Basketball | Brookfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Thu., 1/12 | FR Boys Basketball | Brookfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 1/12 | V Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 7:00 p.m. | W 46-31 | |
| Thu., 1/12 | JV Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/13 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | L 3-12 | |
| Sat., 1/14 | V Boys Basketball | Cheshire | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:30 p.m. | W 45-41 | |
| Sat., 1/14 | JV Boys Basketball | Cheshire | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:45 p.m. | ||
| Sat., 1/14 | FR Boys Basketball | Cheshire | Home - New Milford HS-Main Gym - NMHS [Directions] | 3:00 p.m. | ||
| Sat., 1/14 | V Boys Ice Hockey | SCW Knights | Away - Cromwell-Upper Rink [Directions] | 5:20 p.m. | W 3-0 | |
| Sat., 1/14 | V Girls Basketball | Maloney | Home - New Milford HS-Main Gym - NMHS [Directions] | 12:45 p.m. | W 37-26 | |
| Sat., 1/14 | JV Girls Basketball | Maloney | Home - New Milford HS-Main Gym - NMHS [Directions] | 11:00 a.m. | ||
| Sat., 1/14 | V Girls Gymnastics | Newtown, Brookfield | Away - Newtown Gymnastics [Directions] | 3:00 p.m. | 122.0 | |
| Sat., 1/14 | V Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks-Rink 1 [Directions] | 6:20 p.m. | L 1-5 | |
| Mon., 1/16 | V Girls Gymnastics | Brookfield, Bethel, Danbury, Joel Barlow | Away - Gymnastics Revolution [Directions] | TBA | ||
| Tue., 1/17 | V Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 7:00 p.m. | L 60-64 | |
| Tue., 1/17 | JV Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 5:30 p.m. | ||
| Tue., 1/17 | FR Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 4:00 p.m. | ||
| Tue., 1/17 | V Boys Swimming and Diving | Bunnell-Stratford | Away - Bunnell HS-Flood M.S. Pool [Directions] | 6:00 p.m. | New Milford 90, Bunnell/Stratford 74 | |
| Tue., 1/17 | V Girls Basketball | Weston | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | W 62-44 | |
| Tue., 1/17 | JV Girls Basketball | Weston | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Tue., 1/17 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | L 1-5 | |
| Wed., 1/18 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:00 p.m. | L 2-5 | |
| Wed., 1/18 | V Boys Indoor Track | Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Wed., 1/18 | V Wrestling | Masuk | Home - New Milford HS-Small Gym - NMHS [Directions] | 6:00 p.m. | New Milford 73, Masuk 6 | |
| Wed., 1/18 | V Girls Indoor Track | Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Fri., 1/20 | V Boys Basketball | Joel Barlow | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | W 46-36 | |
| Fri., 1/20 | JV Boys Basketball | Joel Barlow | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Fri., 1/20 | FR Boys Basketball | Joel Barlow | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 6:00 p.m. | W 48-32 | |
| Fri., 1/20 | JV Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 4:30 p.m. | ||
| Fri., 1/20 | V Girls Gymnastics | Brookfield, Joel Barlow, Oxford, Pomperaug | Home - New Milford HS-Small Gym - NMHS [Directions] | 6:15 p.m. | 123.8 | |
| Fri., 1/20 | V Girls Ice Hockey | Daniel Hand Coop | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 6-9 | |
| Sat., 1/21 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Away - Danbury Ice Arena-Patriot Rink [Directions] | 11:30 a.m. | W 11-0 | |
| Sat., 1/21 | V Wrestling | New Milford Wrestling Tournament | Home - New Milford HS-Small Gym - NMHS [Directions] | 8:00 a.m. | ||
| Tue., 1/24 | V Boys Basketball | New Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 51-36 | |
| Tue., 1/24 | JV Boys Basketball | New Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 1/24 | FR Boys Basketball | New Fairfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Tue., 1/24 | V Boys Indoor Track | Varsity Developmental Meet | Away - Southern Connecticut State University-indoor track | 4:00 p.m. | ||
| Tue., 1/24 | V Girls Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 7:00 p.m. | W 42-29 | |
| Tue., 1/24 | JV Girls Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/24 | V Girls Indoor Track | Varsity Developmental Meet | Away - Southern Connecticut State University-indoor track | 4:00 p.m. | ||
| Thu., 1/26 | V Girls Gymnastics | Brookfield, Ellington/Tolland, Nonnewaug | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | 129.6 | |
| Fri., 1/27 | V Boys Basketball | Masuk | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 45-51 | |
| Fri., 1/27 | JV Boys Basketball | Masuk | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Fri., 1/27 | FR Boys Basketball | Masuk | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Fri., 1/27 | V Wrestling | Bunnell | Home - New Milford HS-Small Gym - NMHS [Directions] | 6:00 p.m. | New Milford 76, Bunnell 3 | |
| Fri., 1/27 | V Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 7:00 p.m. | W 44-34 | |
| Fri., 1/27 | JV Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:30 p.m. | ||
| Fri., 1/27 | V Girls Ice Hockey | Hall/Conard | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 2-5 | |
| Sat., 1/28 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | L 2-3 | |
| Sat., 1/28 | V Girls Gymnastics | Joel Barlow, Bethel, Brookfield, Danbury | Away - Gymnastics Revolution [Directions] | 4:00 p.m. | 130.35 | |
| Sun., 1/29 | JV Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 6:45 p.m. | ||
| Mon., 1/30 | V Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | L 75-48 | |
| Mon., 1/30 | JV Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 1/30 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | W 9-1 | |
| Mon., 1/30 | V Girls Basketball | Pomperaug | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | L 43-62 | |
| Mon., 1/30 | JV Girls Basketball | Pomperaug | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Tue., 1/31 | V Girls Basketball | Nonnewaug | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | W 44-31 | |
| Tue., 1/31 | JV Girls Basketball | Nonnewaug | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Tue., 1/31 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 7:15 p.m. | L 1-2 | |
| Wed., 2/1 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Canterbury School-O'Neill Arena [Directions] | 7:45 p.m. | W 11-1 | |
| Wed., 2/1 | V Boys Swimming and Diving | Pomperaug | Home - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | Pomperaug 94, New Milford 68 | |
| Wed., 2/1 | V Wrestling | Pomperaug Coop | Home - New Milford HS-Small Gym - NMHS [Directions] | 6:00 p.m. | New Milford 78, Pomperaug 3 | |
| Wed., 2/1 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | 8:00 p.m. | L 0-3 | |
| Thu., 2/2 | V Boys Basketball | Immaculate | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 57-44 | |
| Thu., 2/2 | JV Boys Basketball | Immaculate | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Thu., 2/2 | FR Boys Basketball | Immaculate | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Thu., 2/2 | V Girls Basketball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | L 45-49 | |
| Thu., 2/2 | JV Girls Basketball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | W 3-2 | |
| Sat., 2/4 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 6:00 p.m. | W 9-2 | |
| Sat., 2/4 | V Boys Indoor Track | SWC Championship Meet | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Sat., 2/4 | V Wrestling | Fairfield Ludlowe, Cheshire, Greenwich, Norwalk, Shelton | Away - Fairfield Ludlowe HS-Main Gym | 9:00 a.m. | ||
| Sat., 2/4 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Veterans Rink [Directions] | 3:15 p.m. | L 2-3 | |
| Sat., 2/4 | V Girls Indoor Track | Bethel, Brookfield, Bunnell, Immaculate, Joel Barlow, Kolbe Cathedral, Masuk, New Fairfield, Newtown, Notre Dame-Fairfield, Pomperaug, Stratford, Weston | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Mon., 2/6 | V Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 7:00 p.m. | W 65-58 | |
| Mon., 2/6 | JV Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:15 p.m. | ||
| Mon., 2/6 | FR Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 3:45 p.m. | ||
| Mon., 2/6 | V Girls Basketball | Bethel | Home - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | W 41-27 | |
| Mon., 2/6 | JV Girls Basketball | Bethel | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Mon., 2/6 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | ||
| Tue., 2/7 | V Boys Swimming and Diving | Weston | Away - Weston HS-Weston MS Pool [Directions] | 4:00 p.m. | Weston 97, New Milford 63 | |
| Tue., 2/7 | V Wrestling | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 6:00 p.m. | New Milford 58, New Fairfield 19 | |
| Wed., 2/8 | V Boys Basketball | Stratford | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | W 45-35 | |
| Wed., 2/8 | JV Boys Basketball | Stratford | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Wed., 2/8 | FR Boys Basketball | Stratford | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Wed., 2/8 | V Boys Ice Hockey | Byram Hills (NY) | Home - Canterbury School-O'Neill Arena [Directions] | 7:00 p.m. | W 9-2 | |
| Wed., 2/8 | V Girls Ice Hockey | West Haven/SHA | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 4-6 | |
| Thu., 2/9 | V Girls Basketball | Stratford | Away - Stratford HS-Gym [Directions] | 7:00 p.m. | W 49-45 | |
| Thu., 2/9 | JV Girls Basketball | Stratford | Away - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/10 | V Boys Basketball | Abbott Tech | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 58-55 | |
| Fri., 2/10 | JV Boys Basketball | Abbott Tech | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:15 p.m. | ||
| Sat., 2/11 | V Boys Ice Hockey | Brien McMahon/Norwalk | Away - Sono Ice House-Main Rink [Directions] | 8:10 p.m. | W 6-2 | |
| Sat., 2/11 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:00 p.m. | L 1-6 | |
| Tue., 2/14 | V Boys Basketball | Newtown | Home - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 58-56 OT | |
| Tue., 2/14 | JV Boys Basketball | Newtown | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 2/14 | FR Boys Basketball | Newtown | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Tue., 2/14 | V Boys Swimming and Diving | New Fairfield | Away - New Fairfield HS-Pool [Directions] | 6:00 p.m. | ||
| Tue., 2/14 | V Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 6:30 p.m. | L 42-43 | |
| Tue., 2/14 | JV Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 2/15 | V Boys Ice Hockey | Amity | Home - Canterbury School-O'Neill Arena [Directions] | 7:45 p.m. | W 4-2 | |
| Wed., 2/15 | V Girls Ice Hockey | Hamden Coop | Home - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:00 p.m. | W 6-5 | |
| Thu., 2/16 | V Girls Gymnastics | Brookfield, Wilton | Home - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | 135.95 | |
| Fri., 2/17 | V Boys Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 7:00 p.m. | L 39-63 | |
| Fri., 2/17 | JV Boys Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/17 | FR Boys Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 2/17 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 8:30 p.m. | W 4-3 | |
| Mon., 2/20 | JV Wrestling | Simsbury, Amity, Avon, Berlin, Bloomfield, Bristol Central, Bristol Eastern, Conard, Danbury, East Hartford, Enfield, Fairfield Warde, Farmington, Glastonbury, Guilford, Foran, Maloney, Manchester, Middletown, TBA, New Britain, New Fairfield, Newtown, Pla | Away - Simsbury HS-Gym 2 | 9:30 a.m. | ||
| Tue., 2/21 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - The Frederick Gunn School-Ice Rink [Directions] | 8:15 p.m. | W 7-1 | |
| Tue., 2/21 | JV Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - The Frederick Gunn School-Ice Rink [Directions] | Canceled | Cancelled | |
| Tue., 2/21 | V Boys Swimming and Diving | Newtown | Home - Canterbury School-Higgins Aquatic Center [Directions] | 7:00 p.m. | Newtown 98, New Milford 59 | |
| Fri., 2/24 | V Boys Ice Hockey | E.O. Smith-Tolland | Away - UConn Storrs-Freitas Ice Forum [Directions] | 7:00 p.m. | W 4-2 | |
| Sun., 2/26 | V Boys Ice Hockey | East Catholic | Home - Canterbury School-O'Neill Arena [Directions] | 4:00 p.m. | W 3-0 | |
| Sun., 2/26 | JV Boys Ice Hockey | Newtown/New Fairfield | Home - Canterbury School-O'Neill Arena [Directions] | Canceled | Cancelled | |
| Mon., 2/27 | V Boys Ice Hockey | Housatonic Coop | Home - South Kent School-Ice Rink [Directions] | 3:30 p.m. | W 7-1 | |
| Sat., 4/1 | V Boys Lacrosse | Fairfield Warde | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 1:00 p.m. | W 10-9 OT | |
| Sat., 4/1 | JV Boys Lacrosse | Fairfield Warde | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 2:45 p.m. | ||
| Sat., 4/1 | V Girls Lacrosse | Bethel | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 10:00 a.m. | W 11-9 | |
| Sat., 4/1 | JV Girls Lacrosse | Bethel | Home - New Milford HS-North Turf Field - NMHS [Directions] | 11:30 a.m. | L 8-5 | |
| Mon., 4/3 | V Baseball | Stamford | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 6-3 | |
| Mon., 4/3 | JV Baseball | Stamford | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Mon., 4/3 | V Boys Tennis | Joel Barlow | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 4/4 | V Girls Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 6:00 p.m. | L 9-5 | |
| Tue., 4/4 | JV Girls Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:00 p.m. | L 12-1 | |
| Tue., 4/4 | V Softball | Wilton | Away - Wilton HS-Varsity Softball Field [Directions] | 4:15 p.m. | W 6-3 | |
| Tue., 4/4 | V Girls Tennis | Bunnell | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 4/5 | V Baseball | Immaculate | Away - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | L 2-0 | |
| Wed., 4/5 | V Boys Tennis | New Fairfield | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/5 | FR Girls Lacrosse | New Fairfield | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:30 p.m. | ||
| Wed., 4/5 | V Softball | Ridgefield | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 1-0 | |
| Wed., 4/5 | V Girls Tennis | New Fairfield | Away - New Fairfield HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 4/6 | V Baseball | Newtown | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 1-0 | |
| Thu., 4/6 | FR Baseball | New Fairfield | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 3:30 p.m. | ||
| Thu., 4/6 | V Boys Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 7:00 p.m. | W 11-5 | |
| Thu., 4/6 | JV Boys Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 5:00 p.m. | ||
| Thu., 4/6 | JV Boys Volleyball | Brookfield | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:00 p.m. | ||
| Thu., 4/6 | V Girls Lacrosse | Newtown | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:45 p.m. | L 16-1 | |
| Thu., 4/6 | JV Girls Lacrosse | Newtown | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:00 p.m. | L 9-3 | |
| Thu., 4/6 | V Softball | Norwalk | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 4/8 | V Softball | Danbury | Away - Danbury HS-V Softball field [Directions] | 2:00 p.m. | W 4-3 | |
| Mon., 4/10 | V Baseball | Immaculate | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 7-4 | |
| Mon., 4/10 | FR Baseball | Joel Barlow | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Mon., 4/10 | V Softball | Immaculate | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 10-6 | |
| Mon., 4/10 | V Girls Tennis | Joel Barlow | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | L 3-4 | |
| Tue., 4/11 | V Baseball | Conard | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 8-1 | |
| Tue., 4/11 | V Boys Lacrosse | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 4:00 p.m. | W 10-8 | |
| Tue., 4/11 | JV Boys Lacrosse | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 6:00 p.m. | ||
| Tue., 4/11 | V Girls Lacrosse | New Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:45 p.m. | L 11-3 | |
| Tue., 4/11 | JV Girls Lacrosse | New Fairfield | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:00 p.m. | L 16-3 | |
| Wed., 4/12 | V Baseball | Brookfield | Away - Brookfield HS-Baseball Field [Directions] | 4:15 p.m. | L 8-0 | |
| Wed., 4/12 | FR Baseball | Pomperaug | Away - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/12 | V Softball | Brookfield | Away - Brookfield HS-BHS Softball Field [Directions] | 4:15 p.m. | L 3-0 | |
| Thu., 4/13 | V Baseball | New Canaan | Away - Mead Park-Baseball Field [Directions] | 4:00 p.m. | W 11-7 | |
| Thu., 4/13 | JV Baseball | Brookfield | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Thu., 4/13 | V Boys Lacrosse | Joel Barlow | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | W 13-8 | |
| Thu., 4/13 | JV Boys Lacrosse | Joel Barlow | Home - New Milford HS-North Turf Field - NMHS [Directions] | 5:00 p.m. | ||
| Thu., 4/13 | V Girls Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 7:00 p.m. | L 14-5 | |
| Thu., 4/13 | JV Girls Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 5:30 p.m. | ||
| Thu., 4/13 | JV Softball | Brookfield | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Fri., 4/14 | V Softball | New Fairfield | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 10-0 | |
| Sat., 4/15 | V Boys Tennis | Bunnell | Away - Bunnell HS-Bunnell Tennis Courts [Directions] | 10:00 a.m. | W 7-0 | |
| Sat., 4/15 | V Girls Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 11:00 a.m. | L 14-5 | |
| Sat., 4/15 | JV Girls Lacrosse | Westhill | Away - Westhill HS-Westhill Front Turf Field [Directions] | 1:00 p.m. | ||
| Mon., 4/17 | V Baseball | Stratford | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 2-1 | |
| Mon., 4/17 | FR Baseball | Bethel | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Mon., 4/17 | V Boys Outdoor Track | Bethel, Immaculate, Joel Barlow | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Mon., 4/17 | V Softball | Stratford | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 9-1 | |
| Tue., 4/18 | JV Baseball | Stratford | Away - Wooster MS Field [Directions] | 4:15 p.m. | ||
| Tue., 4/18 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell HS-Mastroni Field [Directions] | 6:30 p.m. | W 16-6 | |
| Tue., 4/18 | JV Boys Lacrosse | Bunnell-Stratford | Away - Bunnell HS-Mastroni Field [Directions] | 5:00 p.m. | ||
| Tue., 4/18 | V Girls Outdoor Track | Bethel, Immaculate, Joel Barlow | Away - Bethel HS-BHS track [Directions] | 4:00 p.m. | ||
| Wed., 4/19 | V Baseball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Fabbri Field [Directions] | 4:15 p.m. | W 4-3 | |
| Wed., 4/19 | FR Baseball | Masuk | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Wed., 4/19 | V Boys Tennis | Stratford | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/19 | V Girls Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | W 14-10 | |
| Wed., 4/19 | V Softball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:15 p.m. | W 9-3 | |
| Wed., 4/19 | V Girls Tennis | Stratford | Away - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/20 | JV Baseball | Notre Dame-Fairfield | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Thu., 4/20 | V Boys Lacrosse | Bethel | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | W 17-3 | |
| Thu., 4/20 | JV Boys Lacrosse | Bethel | Home - New Milford HS-North Turf Field - NMHS [Directions] | 5:00 p.m. | ||
| Thu., 4/20 | V Girls Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 4:00 p.m. | L 10-6 | |
| Thu., 4/20 | JV Girls Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 5:45 p.m. | T 9-9 | |
| Fri., 4/21 | V Baseball | Kolbe Cathedral | Away - Seaside Park-Field #1 (UB Field) [Directions] | 4:15 p.m. | W 12-2 | |
| Fri., 4/21 | JV Boys Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 4/21 | V Softball | Kolbe Cathedral | Away - Cal Ripken Field-Cal Ripken Field [Directions] | 4:15 p.m. | W 26-0 | |
| Sat., 4/22 | V Boys Lacrosse | Shelton | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 11:00 a.m. | W 17-2 | |
| Sat., 4/22 | JV Boys Lacrosse | Shelton | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 12:45 p.m. | ||
| Sat., 4/22 | JV Softball | Bethel | Away - Bethel HS-Kisling Field [Directions] | 10:00 a.m. | ||
| Mon., 4/24 | V Boys Outdoor Track | Masuk, Brookfield, Stratford | Away - Masuk HS-Edmund Butler Track @ Masuk HS [Directions] | 4:00 p.m. | ||
| Mon., 4/24 | V Softball | Bethel | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 8-0 | |
| Tue., 4/25 | V Baseball | Bethel | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 2-1 | |
| Tue., 4/25 | JV Baseball | Bethel | Away - Bethel HS-MS Turf baseball field [Directions] | 4:30 p.m. | ||
| Tue., 4/25 | V Boys Lacrosse | Notre Dame-Fairfield | Home - New Milford HS-North Turf Field - NMHS [Directions] | 6:00 p.m. | W 22-3 | |
| Tue., 4/25 | JV Boys Volleyball | Bethel | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 4/25 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 3:30 p.m. | W 14-11 | |
| Tue., 4/25 | V Girls Outdoor Track | Brookfield, Masuk, Stratford | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Wed., 4/26 | V Baseball | Masuk | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 1-0 | |
| Wed., 4/26 | FR Baseball | Newtown | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Wed., 4/26 | V Boys Tennis | Bethel | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 4/26 | V Softball | Masuk | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 2-1 (9in) | |
| Wed., 4/26 | V Girls Tennis | Bethel | Away - Bethel HS-BHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/27 | V Boys Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 6:00 p.m. | W 20-1 | |
| Thu., 4/27 | JV Boys Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:00 p.m. | ||
| Thu., 4/27 | JV Boys Volleyball | Newtown | Home - New Milford HS-Main Gym - NMHS [Directions] | 4:15 p.m. | ||
| Thu., 4/27 | V Girls Lacrosse | Brookfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:45 p.m. | L 6-14 | |
| Thu., 4/27 | JV Girls Lacrosse | Brookfield | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:00 p.m. | L 12-3 | |
| Fri., 4/28 | V Baseball | Joel Barlow | Away - Joel Barlow HS-Baseball Field [Directions] | 4:15 p.m. | W 4-3 | |
| Fri., 4/28 | FR Baseball | New Fairfield | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 3:45 p.m. | ||
| Fri., 4/28 | V Softball | Joel Barlow | Away - Joel Barlow High-Field E (Softball) [Directions] | 4:15 p.m. | W 20-0 | |
| Fri., 4/28 | V Girls Tennis | Notre Dame-Fairfield | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 4/29 | JV Baseball | Joel Barlow | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | Postponed | ||
| Sat., 4/29 | V Girls Lacrosse | Danbury | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 10:00 a.m. | W 9-7 | |
| Sat., 4/29 | JV Girls Lacrosse | Danbury | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 11:30 a.m. | W 6-5 | |
| Mon., 5/1 | V Baseball | Bunnell | Away - Bunnell HS-Bunnell Baseball Field [Directions] | 5:00 p.m. | L 11-4 | |
| Mon., 5/1 | FR Baseball | Joel Barlow | Away - Joel Barlow HS-Baseball Field [Directions] | Postponed | ||
| Mon., 5/1 | V Boys Outdoor Track | Newtown, New Fairfield, Notre Dame-Fairfield | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | V Boys Tennis | Masuk | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 4:15 p.m. | W 5-2 | |
| Mon., 5/1 | JV Boys Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:30 p.m. | ||
| Mon., 5/1 | V Softball | Bunnell | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 11-0 | |
| Mon., 5/1 | V Girls Tennis | Masuk | Away - Wolfe Park-Tennis Courts [Directions] | 4:15 p.m. | L 1-6 | |
| Tue., 5/2 | JV Baseball | Bunnell | Away - Bunnell HS-Bunnell Baseball Field [Directions] | 4:15 p.m. | ||
| Tue., 5/2 | V Boys Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 6:00 p.m. | W 10-5 | |
| Tue., 5/2 | V Girls Lacrosse | Masuk | Home - New Milford HS-North Turf Field - NMHS [Directions] | 5:45 p.m. | L 13-5 | |
| Tue., 5/2 | JV Girls Lacrosse | Masuk | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:00 p.m. | L 8-4 | |
| Tue., 5/2 | V Girls Outdoor Track | New Fairfield, Newtown, Notre Dame-Fairfield | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Wed., 5/3 | FR Baseball | Pomperaug | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Wed., 5/3 | V Boys Lacrosse | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 7:00 p.m. | L 7-14 | |
| Wed., 5/3 | JV Boys Lacrosse | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 5:00 p.m. | ||
| Wed., 5/3 | V Boys Tennis | Immaculate | Away - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 5/3 | V Softball | Weston | Away - Weston HS-Softball - North House Field (Hurlbutt El. School) [Directions] | 4:15 p.m. | W 15-2 | |
| Wed., 5/3 | V Girls Tennis | Immaculate | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 5/4 | JV Baseball | Weston | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Thu., 5/4 | JV Softball | Bethel | Home - New Milford HS-Softball JV Field - NMHS [Directions] | 4:00 p.m. | ||
| Fri., 5/5 | V Baseball | Joel Barlow | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 3-2 | |
| Fri., 5/5 | V Boys Lacrosse | Immaculate | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | W 16-1 | |
| Fri., 5/5 | V Girls Lacrosse | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | W 17-8 | |
| Sat., 5/6 | JV Baseball | Brookfield | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 9:00 a.m. | ||
| Sat., 5/6 | V Softball | Immaculate | Away - Danbury Hatters Park-PAL-Field 1 [Directions] | 7:00 p.m. | W 2-1 | |
| Mon., 5/8 | V Baseball | Pomperaug | Home - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 5-3 | |
| Mon., 5/8 | FR Baseball | Bethel | Away - Bethel HS-MS Turf baseball field [Directions] | 4:30 p.m. | ||
| Mon., 5/8 | V Boys Outdoor Track | Bunnell, Kolbe Cathedral | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:00 p.m. | ||
| Mon., 5/8 | V Boys Tennis | Weston | Away - Weston HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Mon., 5/8 | V Softball | Pomperaug | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 9-3 | |
| Mon., 5/8 | V Girls Tennis | Weston | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/9 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 4:15 p.m. | L 3-2 | |
| Tue., 5/9 | JV Baseball | Pomperaug | Away - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | ||
| Tue., 5/9 | V Boys Tennis | Brookfield | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 5/9 | V Girls Lacrosse | Stratford/Bunnell | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:30 p.m. | W 17-6 | |
| Tue., 5/9 | JV Girls Lacrosse | Stratford/Bunnell | Home - New Milford HS-North Turf Field - NMHS [Directions] | 5:30 p.m. | ||
| Tue., 5/9 | V Girls Outdoor Track | Bunnell, Kolbe Cathedral | Away - Bunnell HS-Bunnell Track [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Girls Tennis | Brookfield | Away - Brookfield HS-BHS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 5/10 | V Baseball | Newtown | Away - Newtown HS-Nighthawk Ball Park [Directions] | 4:15 p.m. | L 2-1 | |
| Wed., 5/10 | JV Baseball | Northwestern | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Wed., 5/10 | FR Baseball | Masuk | Away - Wolfe Park-Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 5/10 | V Boys Tennis | Pomperaug | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 5/10 | V Softball | Newtown | Away - Treadwell Park-Treadwell Softball Field [Directions] | 7:00 p.m. | L 7-0 | |
| Wed., 5/10 | V Girls Tennis | Pomperaug | Away - Edgewood Bath and Tennis Club [Directions] | 4:00 p.m. | L 1-6 | |
| Thu., 5/11 | V Baseball | Weston | Away - Weston HS-Revson #1 (Varsity) [Directions] | 4:15 p.m. | W 4-1 | |
| Thu., 5/11 | JV Baseball | Newtown | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Thu., 5/11 | V Boys Lacrosse | Weston | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 7:00 p.m. | L 5-12 | |
| Thu., 5/11 | JV Boys Lacrosse | Weston | Home - New Milford HS-North Turf Field - NMHS [Directions] | 5:00 p.m. | ||
| Thu., 5/11 | JV Boys Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 5/11 | V Girls Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | L 14-2 | |
| Thu., 5/11 | JV Girls Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | T 7-7 | |
| Thu., 5/11 | JV Softball | Newtown | Home - New Milford HS-Softball JV Field - NMHS [Directions] | 4:15 p.m. | ||
| Fri., 5/12 | V Softball | Shepaug Valley | Home - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 6-2 | |
| Sat., 5/13 | JV Baseball | Masuk | Away - Wolfe Park-Baseball Field [Directions] | 12:30 p.m. | ||
| Sat., 5/13 | V Boys Lacrosse | Simsbury | Away - Holden Field-Turf [Directions] | 1:00 p.m. | L 6-16 | |
| Sat., 5/13 | JV Boys Lacrosse | Simsbury | Away - Simsbury HS-Simsbury Grass Field [Directions] | 11:30 a.m. | ||
| Sat., 5/13 | V Boys Outdoor Track | Freshmen SWC track meet | Away - Bethel HS-BHS track | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 5/18 | ||||||
| Sat., 5/13 | V Girls Outdoor Track | Freshmen SWC track meet | Away - Bethel HS-BHS track | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 5/18 | ||||||
| Mon., 5/15 | V Baseball | New Fairfield | Away - New Fairfield HS-Baseball Field [Directions] | 4:15 p.m. | L 4-3 | |
| Mon., 5/15 | FR Baseball | Newtown | Away - Fairfield Hills-Baseball Field [Directions] | 4:15 p.m. | ||
| Mon., 5/15 | V Boys Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | W 15-9 | |
| Mon., 5/15 | JV Boys Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Mon., 5/15 | V Boys Outdoor Track | Weston, Pomperaug | Away - Weston HS-WHS Track [Directions] | 4:00 p.m. | ||
| Mon., 5/15 | V Boys Tennis | Newtown | Away - Newtown HS-NHS Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Mon., 5/15 | V Girls Lacrosse | Pomperaug | Home - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:45 p.m. | L 5-16 | |
| Mon., 5/15 | JV Girls Lacrosse | Pomperaug | Home - New Milford HS-North Turf Field - NMHS [Directions] | 4:00 p.m. | ||
| Mon., 5/15 | V Softball | New Fairfield | Away - New Fairfield HS-Softball Field [Directions] | 4:15 p.m. | W 12-2 | |
| Mon., 5/15 | V Girls Tennis | Newtown | Home - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/16 | JV Baseball | New Fairfield | Home - New Milford HS-Baseball Sub Varsity Field - NMHS [Directions] | 3:30 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | Pomperaug, Weston | Away - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/16 | JV Softball | New Fairfield | Home - New Milford HS-Softball JV Field - NMHS [Directions] | Canceled | Cancelled | |
| Thu., 5/18 | JV Boys Volleyball | Danbury | Home - New Milford HS-Main Gym - NMHS [Directions] | 5:00 p.m. | ||
| Mon., 5/22 | V Boys Outdoor Track | SWC Outdoor Track Championship | Away - Bunnell HS-Bunnell Track | 3:00 p.m. | ||
| Mon., 5/22 | V Girls Outdoor Track | SWC Outdoor Track Championship | Away - Bunnell HS-Track | 3:00 p.m. | ||
| Wed., 5/24 | JV Boys Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:30 p.m. | ||
| Thu., 5/25 | V | Bethel, Newtown | Away - Bethel HS-Track and Field Training Center [Directions] | 3:00 p.m. | ||