| Stratford 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 513 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Thu., 8/25 | V Boys Golf | Bunnell | Away - Bunnell HS-Oronoque C.C. [Directions] | 3:00 p.m. | Stratford 220, Bunnell 342 | |
| Mon., 8/29 | V Boys Golf | Pomperaug | Away - Pomperaug HS-Highfield Country Club [Directions] | 3:00 p.m. | Pomperaug 160, Stratford 234 | |
| Thu., 9/8 | FR Football | Hillhouse | Home - Penders Field-Penders Field - Stratford [Directions] | Canceled | Cancelled | |
| Thu., 9/8 | V Boys Golf | Notre Dame-Fairfield | Home - Mill River Country Club [Directions] | 3:00 p.m. | Notre Dame-Fairfield 199, Stratford 237 | |
| Thu., 9/8 | V Girls Volleyball | Platt Tech | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/8 | JV Girls Volleyball | Platt Tech | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Fri., 9/9 | V Football | Hillhouse | Away - Bowen Field-Football Field [Directions] | 6:00 p.m. | W 27-18 | |
| Fri., 9/9 | V Girls Soccer | Weston | Home - Penders Field-Penders Field - Stratford [Directions] | 6:00 p.m. | L 5-0 | |
| Fri., 9/9 | JV Girls Soccer | Weston | Home - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | L 7-0 | |
| Fri., 9/9 | V Girls Swimming and Diving | Masuk | Home - Flood MS-Flood MS Pool [Directions] | 4:30 p.m. | Stratford 91 Masuk 79 | |
| Sat., 9/10 | JV Football | Hillhouse | Home - Penders Field-Penders Field - Stratford [Directions] | 10:00 a.m. | ||
| Mon., 9/12 | V Boys Golf | New Milford, Immaculate | Away - Candlewood Valley Country Club [Directions] | 3:00 p.m. | New Milford 171, Immaculate 172, Stratford 230 | |
| Tue., 9/13 | V Boys Golf | Bethel | Away - Bethel HS-Connecticut Country Club [Directions] | 3:00 p.m. | Bethel 150, Stratford 217 | |
| Tue., 9/13 | V Boys Soccer | New Fairfield | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | T 1-1 | |
| Tue., 9/13 | JV Boys Soccer | New Fairfield | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | ||
| Tue., 9/13 | V Girls Soccer | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 6:30 p.m. | L 3-2 | |
| Tue., 9/13 | JV Girls Soccer | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 4:30 p.m. | L 5-0 | |
| Tue., 9/13 | V Girls Swimming and Diving | Bethel/Immaculate | Home - Brookfield YMCA [Directions] | 5:30 p.m. | Stratford 69 Immaculate/ Bethel 93 | |
| Wed., 9/14 | V Boys Cross Country | New Fairfield, Kolbe Cathedral, New Milford | Away - New Fairfield HS-Track & Field, Cross Country [Directions] | 5:00 p.m. | New Fairfield 23 Stratford 48 New Milford 15 Stratford 48 Kolbe Cathedral 21 Stratford 40 | |
| Wed., 9/14 | FR Football | Joel Barlow | Home - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | ||
| Wed., 9/14 | V Girls Cross Country | New Fairfield, Kolbe Cathedral, New Milford | Away - New Fairfield HS-Track & Field, Cross Country [Directions] | 4:30 p.m. | SHS 50 NF 15 SHS 50 KC n/a SHS 50 NM 15 | |
| Thu., 9/15 | V Boys Soccer | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:00 p.m. | W 2-1 | |
| Fri., 9/16 | V Football | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 7:00 p.m. | L 6-44 | |
| Fri., 9/16 | V Girls Volleyball | Harding | Away - Warren Harding HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/16 | JV Girls Volleyball | Harding | Away - Warren Harding HS-Gym [Directions] | 4:30 p.m. | ||
| Sat., 9/17 | V Boys Soccer | Seymour | Home - Penders Field-Penders Field - Stratford [Directions] | 3:00 p.m. | T 1-1 | |
| Sat., 9/17 | JV Boys Soccer | Seymour | Home - Penders Field-Penders Field - Stratford [Directions] | 1:00 p.m. | ||
| Sat., 9/17 | V Girls Soccer | Notre Dame-Fairfield | Home - Penders Field-Penders Field - Stratford [Directions] | 10:30 a.m. | L 2-0 | |
| Mon., 9/19 | V Girls Volleyball | Bassick | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 9/19 | JV Girls Volleyball | Bassick | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 9/20 | V Boys Cross Country | Brookfield, Masuk, Pomperaug | Away - Brookfield HS-BHS Track [Directions] | 5:00 p.m. | Pomoeraug 20 Stratford 41 Pomepraug 23 Brookfield 36 Pomperaug 15 Masuk 50 Brookfield 26 Masuk 30 Brookfield 21 Stratford 37 Masuk 25 Stratford 36 | |
| Tue., 9/20 | V Boys Golf | Bunnell, Brookfield | Away - Bunnell HS-Oronoque C.C. [Directions] | 3:00 p.m. | Stratford 230, Brookfield 173 | |
| Tue., 9/20 | V Boys Soccer | Bunnell | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | L 6-1 | |
| Tue., 9/20 | JV Boys Soccer | Bunnell | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | ||
| Tue., 9/20 | V Girls Cross Country | Brookfield, Masuk, Pomperaug | Away - Brookfield HS-BHS Track [Directions] | 4:30 p.m. | SHS 50 BHS 15 SHS 50 MHS 15 SHS 50 PHS 15 | |
| Tue., 9/20 | V Girls Soccer | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 7:00 p.m. | T 2-2 | |
| Tue., 9/20 | V Girls Swimming and Diving | Brookfield | Home - Flood MS-Flood MS Pool [Directions] | 4:15 p.m. | Stratford 78.5 Brookfield 91.5 | |
| Tue., 9/20 | V Girls Volleyball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 9/20 | JV Girls Volleyball | Platt Tech | Away - Platt Tech.-Gym [Directions] | 3:45 p.m. | ||
| Tue., 9/20 | FR Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | Postponed | ||
| Wed., 9/21 | FR Football | Avon | Home - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | ||
| Wed., 9/21 | V Boys Golf | Joel Barlow | Away - Redding Country Club [Directions] | 3:00 p.m. | Stratford 236, Joel Barlow 176 | |
| Wed., 9/21 | JV Girls Soccer | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 4:30 p.m. | T 0-0 | |
| Wed., 9/21 | V Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:30 p.m. | W 3-1 | |
| Wed., 9/21 | JV Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 4:00 p.m. | ||
| Thu., 9/22 | V Boys Soccer | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 6:00 p.m. | L 3-0 | |
| Thu., 9/22 | JV Boys Soccer | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | ||
| Fri., 9/23 | V Football | Avon | Away - Avon HS-Turf Field [Directions] | 6:00 p.m. | L 12-14 | |
| Fri., 9/23 | V Girls Swimming and Diving | Weston | Home - Flood MS-Flood MS Pool [Directions] | 4:15 p.m. | Stratford 76 Weston 84 | |
| Fri., 9/23 | V Girls Volleyball | Bunnell | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/23 | JV Girls Volleyball | Bunnell | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 9/27 | V Boys Soccer | Masuk | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | L 3-0 | |
| Tue., 9/27 | JV Boys Soccer | Masuk | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | ||
| Tue., 9/27 | V Girls Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 7:00 p.m. | L 8-0 | |
| Tue., 9/27 | JV Girls Soccer | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 5:00 p.m. | L 5-0 | |
| Wed., 9/28 | V Boys Cross Country | Bethel, Weston | Home - Wooster MS Field [Directions] | 5:00 p.m. | Bethel 19 Stratford 43 Bethel 20 Weston 39 Weston 19 Stratford 41 | |
| Wed., 9/28 | V Girls Cross Country | Bethel, Weston | Home - Wooster MS Field [Directions] | 4:30 p.m. | SHS 50 BHS 15 SHS 50 WHS 15 | |
| Wed., 9/28 | V Girls Volleyball | Kolbe Cathedral | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 9/28 | JV Girls Volleyball | Kolbe Cathedral | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Thu., 9/29 | FR Football | Platt Tech | Away - Orange Ave. Athletic Complex-Football Field [Directions] | 3:45 p.m. | ||
| Thu., 9/29 | V Boys Golf | Weston | Home - Mill River Country Club [Directions] | 3:00 p.m. | Stratford 228, Weston 183 | |
| Thu., 9/29 | V Boys Soccer | Bethel | Away - Bethel HS-Rourke Field [Directions] | 4:00 p.m. | L 2-0 | |
| Thu., 9/29 | JV Boys Soccer | Bethel | Away - Bethel HS-Rockwell Field [Directions] | Postponed | ||
| Thu., 9/29 | V Girls Soccer | Bethel | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | L 5-1 | |
| Thu., 9/29 | JV Girls Soccer | Bethel | Home - Penders Field-Penders Field - Stratford [Directions] | 6:30 p.m. | L 6-0 | |
| Fri., 9/30 | V Football | Weston | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | W 26-24 | |
| Fri., 9/30 | V Girls Volleyball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/30 | JV Girls Volleyball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 4:30 p.m. | ||
| Sat., 10/1 | JV Football | Weston | Away - Weston HS-WHS Stadium Field [Directions] | 2:00 p.m. | ||
| Sat., 10/1 | FR Girls Volleyball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | 11:30 a.m. | ||
| Mon., 10/3 | V Boys Cross Country | Newtown, Immaculate | Away - Reed Intermediate School-Reed Intermediate School XC Trail [Directions] | 5:00 p.m. | Newtown 21 Stratford 40 Newtown 23 Immmaculate 35 Immaculate 22 Stratford 39 | |
| Mon., 10/3 | V Boys Golf | Notre Dame-Fairfield | Away - Fairchild Wheeler Golf Course [Directions] | 3:00 p.m. | Stratford 218, Notre Dame-Fairfield 205 | |
| Mon., 10/3 | V Boys Soccer | Kolbe Cathedral | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | W 2-0 | |
| Mon., 10/3 | V Girls Cross Country | Newtown, Immaculate | Away - Reed Intermediate School-Reed Intermediate School XC Trail [Directions] | 4:30 p.m. | SHS 50 NHS 15 SHS 50 IHS 15 | |
| Mon., 10/3 | V Girls Soccer | Kolbe Cathedral | Away - Veterans Memorial Park CT [Directions] | 4:15 p.m. | W 6-1 | |
| Mon., 10/3 | V Girls Volleyball | New Fairfield | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/3 | JV Girls Volleyball | New Fairfield | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Mon., 10/3 | FR Girls Volleyball | New Fairfield | Home - Stratford HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/4 | V Boys Golf | Newtown | Away - Rock Ridge Country Club [Directions] | 3:00 p.m. | Stratford 231, Newtown 169 | |
| Tue., 10/4 | V Boys Soccer | Amistad | Away - Amistad HS-Stadium [Directions] | 3:45 p.m. | W 5-1 | |
| Tue., 10/4 | JV Girls Soccer | New Fairfield | Home - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | L 1-0 | |
| Thu., 10/6 | V Boys Golf | New Fairfield | Home - Mill River Country Club [Directions] | 3:00 p.m. | Stratford 229, New Fairfield 183 | |
| Thu., 10/6 | V Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | L 2-0 | |
| Thu., 10/6 | JV Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Thu., 10/6 | V Girls Soccer | Pomperaug | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | L 2-0 | |
| Thu., 10/6 | JV Girls Soccer | Pomperaug | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | L 7-0 | |
| Thu., 10/6 | V Girls Volleyball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 6:15 p.m. | W 3-0 | |
| Thu., 10/6 | JV Girls Volleyball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/7 | V Girls Swimming and Diving | New Fairfield | Away - New Fairfield HS-Pool [Directions] | 6:30 p.m. | New Fairfield 71 Stratford 99 | |
| Fri., 10/7 | V Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 6:30 p.m. | W 3-2 | |
| Fri., 10/7 | JV Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:00 p.m. | ||
| Fri., 10/7 | FR Girls Volleyball | New Milford | Away - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | ||
| Tue., 10/11 | V Boys Cross Country | Bunnell, Joel Barlow, Notre Dame-Fairfield | Away - Bunnell HS-Bunnell XC Course [Directions] | 5:00 p.m. | Joel Barlow 16 Bunnell 43 Joel Barlow 15 Notre Dame-fairfield 50 Joel Barlow 19 Stratford 42 Bunnell 15 Notre Dame-Fairfield 50 Bunnell 25 Stratford 36 Stratford 15 Notre Dame Fairfield 50 | |
| Tue., 10/11 | V Boys Golf | New Milford | Home - Mill River Country Club [Directions] | 3:00 p.m. | ||
| Tue., 10/11 | V Boys Soccer | Newtown | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | L 3-1 | |
| Tue., 10/11 | JV Boys Soccer | Newtown | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | ||
| Tue., 10/11 | V Girls Cross Country | Bunnell, Joel Barlow, Notre Dame-Fairfield | Away - Bunnell HS-Bunnell XC Course [Directions] | 4:30 p.m. | SHS 50 BHS 15 SHS 50 JBHS 15 SHS 50 ND 15 | |
| Tue., 10/11 | V Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 6:00 p.m. | L 7-2 | |
| Tue., 10/11 | JV Girls Soccer | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | L 7-0 | |
| Tue., 10/11 | V Girls Swimming and Diving | Pomperaug | Home - Flood MS-Flood MS Pool [Directions] | 4:30 p.m. | Stratford 71 Pomperaug 94 | |
| Tue., 10/11 | V Girls Volleyball | Brookfield | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 10/11 | JV Girls Volleyball | Brookfield | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 10/11 | FR Girls Volleyball | Brookfield | Home - Stratford HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/12 | FR Football | Pomperaug | Home - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | ||
| Wed., 10/12 | V Boys Golf | New Fairfield | Away - Club River Oaks [Directions] | 3:00 p.m. | ||
| Thu., 10/13 | V Boys Soccer | Immaculate | Away - Immaculate HS-Mustang Valley [Directions] | 4:00 p.m. | T 0-0 | |
| Thu., 10/13 | JV Boys Soccer | Immaculate | Away - Immaculate HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 10/13 | V Girls Soccer | Immaculate | Home - Penders Field-Penders Field - Stratford [Directions] | 6:00 p.m. | L 3-1 | |
| Thu., 10/13 | V Girls Volleyball | Weston | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/13 | JV Girls Volleyball | Weston | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Thu., 10/13 | FR Girls Volleyball | Weston | Home - Stratford HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/14 | V Boys Cross Country | Jonathan Law, Platt Tech, West Haven | Away - Eisenhower Park [Directions] | 3:45 p.m. | Law 27 West Haven 28 Law 27 Platt 28 Law 23 Stratford 35 Platt 27 West Haven 28 Platt 24 Stratford 34 West Haven 23 West Haven 35 | |
| Fri., 10/14 | V Football | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 6:30 p.m. | L 0-20 | |
| Fri., 10/14 | V Boys Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | ||
| Fri., 10/14 | V Girls Cross Country | Jonathan Law, Platt Tech, West Haven | Away - Eisenhower Park [Directions] | 3:45 p.m. | SHS 50 Law 15 SHS PTHS n/a SHS WHHS n/a | |
| Fri., 10/14 | V Girls Swimming and Diving | Newtown | Away - Newtown HS-pool [Directions] | 6:00 p.m. | 103 Newtown 72 Stratford | |
| Fri., 10/14 | FR Girls Volleyball | Lauralton Hall | Away - Lauralton Hall-Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/15 | JV Football | Bullard/Kolbe | Away - Bullard Havens Tech-Football Field [Directions] | 10:30 a.m. | ||
| Sat., 10/15 | V Boys Soccer | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 3:00 p.m. | W 4-3 | |
| Sat., 10/15 | JV Boys Soccer | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 1:00 p.m. | ||
| Sat., 10/15 | V Girls Volleyball | Joel Barlow | Home - Stratford HS-Gym [Directions] | 11:00 a.m. | L 0-3 | |
| Sat., 10/15 | JV Girls Volleyball | Joel Barlow | Home - Stratford HS-Gym [Directions] | 10:00 a.m. | ||
| Mon., 10/17 | FR Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 4:00 p.m. | ||
| Tue., 10/18 | V Boys Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 6:00 p.m. | L 2-1 | |
| Tue., 10/18 | JV Boys Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 4:00 p.m. | ||
| Tue., 10/18 | V Girls Soccer | Brookfield | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | L 6-0 | |
| Tue., 10/18 | JV Girls Soccer | Brookfield | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | L 7-0 | |
| Tue., 10/18 | V Girls Swimming and Diving | New Milford | Home - Flood MS-Flood MS Pool [Directions] | 4:15 p.m. | Stratford 77 New Milford. 85 | |
| Tue., 10/18 | V Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:30 p.m. | W 3-1 | |
| Tue., 10/18 | JV Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 4:00 p.m. | ||
| 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 | Masuk | Home - Penders Field-Penders Field - Stratford [Directions] | 5:30 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 Girls Volleyball | Harding | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 10/19 | JV Girls Volleyball | Harding | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Thu., 10/20 | V Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 7:30 p.m. | L 1-6 | |
| Thu., 10/20 | JV Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field J (Competition Field) [Directions] | Postponed | ||
| Thu., 10/20 | V Girls Soccer | Joel Barlow | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | L 3-0 | |
| Thu., 10/20 | JV Girls Soccer | Joel Barlow | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | L 6-1 | |
| Thu., 10/20 | V Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Thu., 10/20 | JV Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/20 | FR Girls Volleyball | Pomperaug | Away - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/21 | V Football | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 7:00 p.m. | L 0-49 | |
| Fri., 10/21 | V Girls Swimming and Diving | Joel Barlow | Away - Brookfield YMCA-Outside/Dome Pool [Directions] | 7:00 p.m. | Stratford 84 Barlow 91 | |
| Sat., 10/22 | JV Football | Masuk | Home - Penders Field-Penders Field - Stratford [Directions] | 10:00 a.m. | ||
| Sat., 10/22 | V Girls Soccer | Bunnell | Home - Penders Field-Penders Field - Stratford [Directions] | 1:00 p.m. | L 3-2 | |
| Sat., 10/22 | JV Girls Soccer | Bunnell | Home - Penders Field-Penders Field - Stratford [Directions] | 2:30 p.m. | W 2-0 | |
| Sat., 10/22 | V Girls Volleyball | Immaculate | Home - Stratford HS-Gym [Directions] | 1:00 p.m. | L 2-3 | |
| Sat., 10/22 | JV Girls Volleyball | Immaculate | Home - Stratford HS-Gym [Directions] | 11:15 a.m. | ||
| Sat., 10/22 | FR Girls Volleyball | Immaculate | Home - Stratford HS-Gym [Directions] | 10:00 a.m. | ||
| Mon., 10/24 | V Boys Soccer | New Milford | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | W 2-0 | |
| Mon., 10/24 | JV Boys Soccer | New Milford | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | ||
| Mon., 10/24 | V Girls Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 6:00 p.m. | L 2-0 | |
| Mon., 10/24 | JV Girls Soccer | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | L 4-1 | |
| Mon., 10/24 | FR Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 10/25 | V Girls Swimming and Diving | Bunnell | Away - Bunnell HS-Flood M.S. Pool [Directions] | 5:00 p.m. | Stratford 84 Bunnell 78 | |
| Tue., 10/25 | V Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Tue., 10/25 | JV Girls Volleyball | Newtown | Away - Newtown HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/26 | V Girls Soccer | New Britain | Away - Veteran's Stadium-Willow Brook Park [Directions] | 6:00 p.m. | W 2-0 | |
| Wed., 10/26 | V Girls Volleyball | Bassick | Away - Bassick HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 10/26 | JV Girls Volleyball | Bassick | Away - Bassick HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/26 | FR Girls Volleyball | New Milford | Home - Stratford HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/27 | FR Football | West Haven | Away - West Haven HS-Ken Strong Stadium [Directions] | 6:30 p.m. | ||
| Thu., 10/27 | V Girls Soccer | Oxford | Home - Penders Field-Penders Field - Stratford [Directions] | 6:00 p.m. | W 5-0 | |
| Fri., 10/28 | V Football | Jonathan Law | Home - Penders Field-Penders Field - Stratford [Directions] | 5:30 p.m. | L 26-55 | |
| Sat., 10/29 | JV Football | Jonathan Law | Away - Jonathan Law HS-Lawmen Stadium [Directions] | 10:30 a.m. | ||
| Thu., 11/3 | FR Football | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | ||
| Fri., 11/4 | V Football | Newtown | Home - Penders Field-Penders Field - Stratford [Directions] | 5:30 p.m. | L 8-40 | |
| Thu., 11/10 | FM Football | Bethel | Away - Bethel HS-DeSantis Field at Bethel High [Directions] | 4:15 p.m. | ||
| Fri., 11/11 | V Football | Bethel | Home - Penders Field-Penders Field - Stratford [Directions] | 5:00 p.m. | W 30-8 | |
| Tue., 11/15 | Miscellaneous Events | Stolze Faculty v Seniors Game | Home - Penders Field-Penders Field - Stratford [Directions] | 6:00 p.m. | ||
| Thu., 11/17 | FR Football | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 6:00 p.m. | ||
| Thu., 11/17 | V | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 6:00 p.m. | ||
| Fri., 11/18 | FR Football | Bunnell | Away - Bunnell HS-Mastroni Field [Directions] | 4:00 p.m. | ||
| Thu., 11/24 | V Football | Bunnell | Home - Penders Field-Penders Field - Stratford [Directions] | 10:00 a.m. | L 0-45 | |
| 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 | V Girls Basketball | Lauralton Hall | Home - Stratford HS-Gym [Directions] | 6:45 p.m. | L 42-43 | |
| Mon., 12/12 | JV Girls Basketball | Lauralton Hall | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 12/14 | V Wrestling | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 6:00 p.m. | ||
| Thu., 12/15 | V Girls Basketball | Platt Tech | Home - Stratford HS-Gym [Directions] | 6:45 p.m. | W 54-23 | |
| Thu., 12/15 | JV Girls Basketball | Platt Tech | Home - Stratford HS-Gym [Directions] | 5:00 p.m. | ||
| 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 Boys Basketball | Brien McMahon | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 45-63 | |
| Fri., 12/16 | JV Boys Basketball | Brien McMahon | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Sat., 12/17 | FR Boys Basketball | Brien McMahon | Home - Stratford HS-Gym [Directions] | 11:30 a.m. | ||
| Sat., 12/17 | V Wrestling | Ludlowe Invitational | Away - Fairfield Ludlowe HS-Main Gym | 9:00 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 Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 7:00 p.m. | L 34-63 | |
| Tue., 12/20 | JV Girls Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:15 p.m. | ||
| Wed., 12/21 | V Wrestling | New Milford | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | ||
| 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 Basketball | Staples | Home - Stratford HS-Gym [Directions] | 5:30 p.m. | L 30-66 | |
| Thu., 12/22 | JV Boys Basketball | Staples | Home - Stratford HS-Gym [Directions] | Postponed | ||
| Thu., 12/22 | V Boys Swimming and Diving | Weston | Home - Bunnell HS-Flood M.S. Pool [Directions] | 4:30 p.m. | 60 Stratford 91 Weston | |
| Fri., 12/23 | V Wrestling | Branford, Farmington, Lyman Memorial/Windham Tech | Away - Branford HS-Gym [Directions] | 4:00 p.m. | Cancelled | |
| Tue., 12/27 | V Boys Basketball | Joel Barlow | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | W 54-24 | |
| Tue., 12/27 | FR Boys Basketball | Shelton | Away - Shelton HS-Murray Gymnasium [Directions] | 12:00 p.m. | ||
| Tue., 12/27 | V Girls Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 2:00 p.m. | L 36-42 | |
| Wed., 12/28 | V Boys Basketball | Trumbull | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 37-54 | |
| Wed., 12/28 | V Girls Basketball | Jonathan Law | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 12:00 p.m. | W 46-23 | |
| Thu., 12/29 | FR Boys Basketball | Fairfield Warde | Home - Stratford HS-Gym [Directions] | 10:30 a.m. | ||
| Fri., 12/30 | V Wrestling | Trumbull, Amity, Berlin, Greenwich, Foran, Manchester, Masuk, Minnechaug (MA), TBA, Pomperaug | Away - Trumbull HS-Aux Gym | 8:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Tue., 1/3 | V Boys Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 7:00 p.m. | L 42-59 | |
| Tue., 1/3 | JV Boys Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Boys Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 1/4 | V Boys Indoor Track | Bethel, Brookfield, Bunnell, Joel Barlow, Kolbe Cathedral, Newtown | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Wed., 1/4 | V Wrestling | Joel Barlow | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | ||
| 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 | |
| Wed., 1/4 | V Girls Indoor Track | Split meet Developmental | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Thu., 1/5 | V Boys Basketball | Masuk | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 44-50 | |
| Thu., 1/5 | JV Boys Basketball | Masuk | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/5 | FR Boys Basketball | Masuk | Home - Stratford HS-Gym [Directions] | 3:30 p.m. | ||
| Thu., 1/5 | V Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 7:00 p.m. | L 39-56 | |
| Thu., 1/5 | JV Girls Basketball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 5:30 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 | V Boys Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 1:15 p.m. | W 48-36 | |
| Sat., 1/7 | JV Boys Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 11:15 a.m. | ||
| Sat., 1/7 | FR Boys Basketball | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 9:00 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 Girls Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 6:00 p.m. | L 32-45 | |
| Mon., 1/9 | JV Girls Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 4:15 p.m. | ||
| Tue., 1/10 | V Boys Basketball | Bethel | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | W 34-16 | |
| Tue., 1/10 | JV Boys Basketball | Bethel | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/10 | FR Boys Basketball | Bethel | Home - Stratford HS-Gym [Directions] | 3:30 p.m. | ||
| Tue., 1/10 | V Boys Swimming and Diving | Joel Barlow-Bethel Swim | Home - Bunnell HS-Flood M.S. Pool [Directions] | 4:30 p.m. | 83 Barlow 82 Bunnell-Stratford | |
| 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 | Pomperaug Coop | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | ||
| 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 Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 7:00 p.m. | W 36-34 | |
| Thu., 1/12 | JV Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/13 | V Boys Basketball | Joel Barlow | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | W 53-30 | |
| Fri., 1/13 | JV Boys Basketball | Joel Barlow | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/13 | FR Boys Basketball | Joel Barlow | Home - Stratford HS-Gym [Directions] | 3:30 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 Wrestling | John Chacho Dual Meet | Away - Staples HS-Staples Gym | 8:45 a.m. | ||
| Sat., 1/14 | V Wrestling | Notre Dame-West Haven, Fitch, New Canaan, St. Joseph | Away - Notre Dame HS-Gym [Directions] | 9:00 a.m. | ||
| Sat., 1/14 | V Girls Basketball | St. Joseph | Home - Stratford HS-Gym [Directions] | 1:00 p.m. | L 35-43 | |
| 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 | JV Wrestling | Enfield, Agawam (MA), Branford, Bristol Central, East Hartford, Glastonbury, Maloney, TBA, TBA, TBA, TBA, New Britain, Platt, Simsbury, St. Joseph, Windsor | Away - Enfield HS-EHS GYM - MAIN | 9:00 a.m. | ||
| Tue., 1/17 | V Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | L 45-56 | |
| Tue., 1/17 | JV Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/17 | FR Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/17 | V Boys Swimming and Diving | New Milford | Home - Bunnell HS-Flood M.S. Pool [Directions] | 6:00 p.m. | Stratford 74 New Milford 90 | |
| Tue., 1/17 | V Girls Basketball | Pomperaug | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 50-78 | |
| Tue., 1/17 | JV Girls Basketball | Pomperaug | Home - Stratford HS-Gym [Directions] | 5:30 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 Indoor Track | Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Wed., 1/18 | V Wrestling | Newtown | Away - Newtown HS-Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/18 | V Girls Basketball | Bassick | Away - Bassick HS-Gym [Directions] | 5:30 p.m. | W 48-35 | |
| Wed., 1/18 | JV Girls Basketball | Bassick | Away - Bassick HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/18 | V Girls Indoor Track | Developmental Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Thu., 1/19 | V Boys Swimming and Diving | Milford Boys Swimming & Diving Team | Home - Bunnell HS-Flood M.S. Pool [Directions] | 5:00 p.m. | Stratford -Bunnell 71 Milford 94 | |
| Fri., 1/20 | V Boys Basketball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 7:00 p.m. | L 48-59 | |
| Fri., 1/20 | JV Boys Basketball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/20 | FR Boys Basketball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Immaculate | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 43-55 | |
| Fri., 1/20 | JV Girls Basketball | Immaculate | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| 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 Wrestling | New Milford Wrestling Tournament | Away - New Milford HS-Small Gym - NMHS | 8:00 a.m. | ||
| Mon., 1/23 | FR Boys Basketball | Bunnell | Home - Stratford HS-Gym [Directions] | 3:00 p.m. | ||
| Tue., 1/24 | V Boys Basketball | Bunnell | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 33-61 | |
| Tue., 1/24 | JV Boys Basketball | Bunnell | Home - Stratford HS-Gym [Directions] | 5:15 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 Boys Swimming and Diving | Masuk | Away - Masuk HS-Pool [Directions] | 6:00 p.m. | 91 Masuk 73 Bunnell-Stratford | |
| Tue., 1/24 | V Bowling | Fairfield Warde | Away - Nutmeg Bowling Alley [Directions] | 3:00 p.m. | ||
| Tue., 1/24 | V Girls Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 5:15 p.m. | W 48-31 | |
| Tue., 1/24 | JV Girls Basketball | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 1/24 | V Girls Indoor Track | Varsity Developmental Meet | Away - Southern Connecticut State University-indoor track | 4:00 p.m. | ||
| Wed., 1/25 | V Girls Basketball | Bassick | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | W 48-34 | |
| Wed., 1/25 | JV Girls Basketball | Bassick | Home - Stratford HS-Gym [Directions] | 4:30 p.m. | ||
| Thu., 1/26 | FR Boys Basketball | Newtown | Home - Stratford HS-Gym [Directions] | 3:30 p.m. | ||
| Thu., 1/26 | V Wrestling | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 7:00 p.m. | ||
| Fri., 1/27 | V Boys Basketball | Newtown | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 44-59 | |
| Fri., 1/27 | JV Boys Basketball | Newtown | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/27 | V Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 6:15 p.m. | L 32-50 | |
| Fri., 1/27 | JV Girls Basketball | Newtown | Away - Newtown HS-Gym [Directions] | 4:45 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 Wrestling | TFC Kevin Miller Tourney | Away - East Hartford HS | 9:30 a.m. | ||
| 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 | New Fairfield | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | W 40-34 | |
| Mon., 1/30 | JV Boys Basketball | New Fairfield | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Boys Basketball | New Fairfield | Home - Stratford HS-Gym [Directions] | 3:30 p.m. | ||
| Mon., 1/30 | V Girls Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 7:00 p.m. | L 35-48 | |
| Mon., 1/30 | JV Girls Basketball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/31 | V Boys Indoor Track | Senior Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Tue., 1/31 | V Boys Swimming and Diving | New Fairfield | Away - New Fairfield HS-Pool [Directions] | 4:00 p.m. | Stratford 74 New Fairfield 83 | |
| 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 | |
| Tue., 1/31 | V Girls Indoor Track | Senior Meet | Away - Bethel HS-Track and Field Training Center | 4:00 p.m. | ||
| Wed., 2/1 | V Wrestling | Bunnell | Away - Bunnell HS-David Johnson Gymnasium [Directions] | 6:00 p.m. | ||
| 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 | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 7:00 p.m. | L 60-86 | |
| Thu., 2/2 | JV Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 5:30 p.m. | ||
| Thu., 2/2 | FR Boys Basketball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 4:00 p.m. | ||
| Thu., 2/2 | V Girls Basketball | Notre Dame-Fairfield | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 39-45 | |
| Thu., 2/2 | JV Girls Basketball | Notre Dame-Fairfield | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | V Wrestling | Notre Dame-Fairfield | Home - Stratford HS-Gym [Directions] | 6:00 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 Indoor Track | SWC Championship Meet | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Sat., 2/4 | V Wrestling | Stafford Wrestling Invitation Tournament | Away - Stafford HS-Gym | 9:15 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, New Milford, Newtown, Notre Dame-Fairfield, Pomperaug, Weston | Away - Floyd Little Athletic Center-Field House | 5:00 p.m. | ||
| Mon., 2/6 | V Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 7:00 p.m. | L 38-49 | |
| Mon., 2/6 | JV Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 5:30 p.m. | ||
| Mon., 2/6 | FR Boys Basketball | Weston | Away - Weston HS-Gym (New) [Directions] | 4:00 p.m. | ||
| Mon., 2/6 | V Girls Basketball | Weston | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | W 56-42 | |
| Mon., 2/6 | JV Girls Basketball | Weston | Home - Stratford HS-Gym [Directions] | 5:15 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 | Brookfield | Home - Bunnell HS-Flood M.S. Pool [Directions] | 5:00 p.m. | Bunnell 73 Brookfield 92 | |
| Tue., 2/7 | V Wrestling | Weston | Home - Stratford HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/8 | V Boys Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 7:00 p.m. | L 35-45 | |
| Wed., 2/8 | JV Boys Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | ||
| Wed., 2/8 | FR Boys Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| 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 | New Milford | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 45-49 | |
| Thu., 2/9 | JV Girls Basketball | New Milford | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| 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 | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 7:00 p.m. | L 39-69 | |
| Tue., 2/14 | JV Boys Basketball | Kolbe Cathedral | Away - Cardinal Sheehan Center Bridgeport [Directions] | 5:15 p.m. | ||
| Tue., 2/14 | V Boys Swimming and Diving | Newtown | Away - Newtown HS-pool [Directions] | 6:00 p.m. | 97 Newtown 67 Bunnell-Stratford | |
| Tue., 2/14 | V Girls Basketball | Kolbe Cathedral | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | W 50-49 | |
| Tue., 2/14 | JV Girls Basketball | Kolbe Cathedral | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| 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 Boys Basketball | Brookfield | Home - Stratford HS-Gym [Directions] | 7:00 p.m. | L 49-63 | |
| Thu., 2/16 | JV Boys Basketball | Brookfield | Home - Stratford HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/16 | FR Boys Basketball | Brookfield | Home - Stratford HS-Gym [Directions] | Canceled | Cancelled | |
| Fri., 2/17 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 8:30 p.m. | W 4-3 | |
| Tue., 2/21 | V Boys Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 7:00 p.m. | W 60-50 | |
| Tue., 2/21 | JV Boys Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/21 | FR Boys Basketball | Amity | Away - Amity Regional HS-Paul D. Mengold Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 2/23 | V Boys Swimming and Diving | Pomperaug | Home - Bunnell HS-Flood M.S. Pool [Directions] | 6:00 p.m. | Pomperaug 86 Bunnell 72 | |
| Sat., 4/1 | V Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 11:00 a.m. | L 1-14 | |
| Sat., 4/1 | JV Girls Lacrosse | Brien McMahon | Away - Brien McMahon HS-Casagrande Field [Directions] | 9:15 a.m. | ||
| Sat., 4/1 | JV Softball | Harding | Away - Warren Harding HS-Caribe Field- 300 Asylum Street [Directions] | Canceled | Cancelled | |
| Sun., 4/2 | V Baseball | Foran | Home - Penders Field-Penders Field - Stratford [Directions] | 1:00 p.m. | L 1-8 | |
| Mon., 4/3 | V Baseball | Notre Dame-Fairfield | Home - Penders Field-Penders Field - Stratford [Directions] | 3:45 p.m. | W 11-2 | |
| Mon., 4/3 | V Softball | Greenwich | Home - DeLuca Field-Deluca Field [Directions] | 4:15 p.m. | W 10-7 | |
| Mon., 4/3 | JV Softball | Greenwich | Home - Birdseye Rec Complex-Birdseye 2 [Directions] | 4:15 p.m. | ||
| Tue., 4/4 | V Boys Lacrosse | Shelton | Home - Bunnell HS-Mastroni Field [Directions] | 7:00 p.m. | L 9-8 | |
| Tue., 4/4 | JV Boys Lacrosse | Shelton | Home - Bunnell HS-Mastroni Field [Directions] | 5:00 p.m. | ||
| Tue., 4/4 | V Girls Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 4/4 | V Softball | Joel Barlow | Away - Joel Barlow High-Field E (Softball) [Directions] | 4:15 p.m. | W 31-7 | |
| Wed., 4/5 | V Baseball | Darien | Home - Penders Field-Penders Field - Stratford [Directions] | 4:15 p.m. | W 3-2 | |
| Wed., 4/5 | V Girls Golf | Newtown | Away - Newtown Country Club [Directions] | 3:00 p.m. | ||
| Wed., 4/5 | V Girls Tennis | Bunnell | Away - Bunnell HS-Bunnell Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/6 | JV Baseball | Bunnell | Home - Penders Field-Penders Field - Stratford [Directions] | 3:30 p.m. | ||
| Thu., 4/6 | V Boys Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 4:00 p.m. | L 18-4 | |
| Thu., 4/6 | JV Boys Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 6:00 p.m. | ||
| Thu., 4/6 | V Girls Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 5:00 p.m. | L 0-16 | |
| Thu., 4/6 | JV Girls Lacrosse | Joel Barlow | Away - Joel Barlow HS-Field J [Directions] | Postponed | ||
| Sat., 4/8 | V Baseball | East Catholic | Home - Penders Field-Penders Field - Stratford [Directions] | 11:00 a.m. | L 1-7 | |
| Sat., 4/8 | V Boys Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 12:00 p.m. | L 5-19 | |
| Sat., 4/8 | JV Boys Lacrosse | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 10:30 a.m. | ||
| Sat., 4/8 | V Girls Lacrosse | Foran | Home - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | L 3-15 | |
| Sat., 4/8 | JV Girls Lacrosse | Foran | Home - Penders Field-Penders Field - Stratford [Directions] | 2:30 p.m. | ||
| Mon., 4/10 | V Baseball | Bethel | Home - Penders Field-Penders Field - Stratford [Directions] | 4:15 p.m. | L 0-2 8 innings | |
| Mon., 4/10 | V Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 4:00 p.m. | L 8-16 | |
| Mon., 4/10 | JV Girls Lacrosse | Fairfield Warde | Away - Fairfield Warde HS-Tetreau/Davis Field [Directions] | 5:30 p.m. | ||
| Mon., 4/10 | V Softball | Bethel | Home - DeLuca Field-Deluca Field [Directions] | 4:15 p.m. | L 6-13 | |
| Mon., 4/10 | JV Softball | Jonathan Law | Away - Jonathan Law HS-Softball Field [Directions] | 11:00 a.m. | ||
| Tue., 4/11 | JV Baseball | Bethel | Away - Bethel HS-MS Turf baseball field [Directions] | 4:15 p.m. | ||
| Tue., 4/11 | V Boys Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 5:30 p.m. | L 13-11 | |
| Tue., 4/11 | JV Boys Lacrosse | Westhill | Away - Westhill HS-J. Walter Kennedy Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/11 | V Boys Tennis | Bethel | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 2 - 5 [Detailed Results] | |
| Tue., 4/11 | V Girls Golf | Bunnell | Home - Mill River Country Club [Directions] | 3:00 p.m. | ||
| Tue., 4/11 | JV Softball | Bethel | Away - Bethel HS-Kisling Field [Directions] | 4:15 p.m. | ||
| Wed., 4/12 | V Baseball | Bridgeport Central | Home - Penders Field-Penders Field - Stratford [Directions] | 3:45 p.m. | W 12-0 | |
| Wed., 4/12 | V Softball | Notre Dame-Fairfield | Home - DeLuca Field-Deluca Field [Directions] | 4:15 p.m. | L 5-10 | |
| Thu., 4/13 | V Baseball | Darien | Away - Darien HS-DHS Baseball - Varsity Field [Directions] | 1:00 p.m. | L 1-11 | |
| Thu., 4/13 | JV Baseball | Darien | Away - Darien HS-DHS Baseball - JV Field [Directions] | 1:00 p.m. | ||
| Thu., 4/13 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Park Ave Field [Directions] | 4:00 p.m. | W 17-5 | |
| Thu., 4/13 | V Girls Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 4:00 p.m. | L 2-14 | |
| Thu., 4/13 | JV Girls Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | Postponed | ||
| Fri., 4/14 | V Boys Outdoor Track | North Haven | Away - North Haven MS-Vanacore Track [Directions] | 3:45 p.m. | North Haven - 117 Stratford - 32 | |
| Sat., 4/15 | JV Baseball | Notre Dame-Fairfield | Away - Notre Dame - Fairfield -Fabbri Field [Directions] | 12:00 p.m. | ||
| Mon., 4/17 | V Baseball | New Milford | Away - New Milford HS-Baseball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 1-2 8 innings | |
| Mon., 4/17 | V Boys Outdoor Track | Newtown, Kolbe Cathedral, Pomperaug | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | Stratford - 21 Newtown - 120 Stratford - 86 Kolbe - 42 Stratford - 55 Pomperaug - 81 | |
| Mon., 4/17 | V Softball | New Milford | Away - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | L 1-9 | |
| Tue., 4/18 | JV Baseball | New Milford | Home - Wooster MS Field [Directions] | 4:15 p.m. | ||
| Tue., 4/18 | V Boys Lacrosse | New Milford | Home - Bunnell HS-Mastroni Field [Directions] | 6:30 p.m. | L 16-5 | |
| Tue., 4/18 | JV Boys Lacrosse | New Milford | Home - Bunnell HS-Mastroni Field [Directions] | 5:00 p.m. | ||
| Tue., 4/18 | V Girls Lacrosse | Brookfield | Home - Penders Field-Penders Field - Stratford [Directions] | 6:00 p.m. | L 1-17 | |
| Tue., 4/18 | JV Girls Lacrosse | Brookfield | Home - Penders Field-Penders Field - Stratford [Directions] | 4:30 p.m. | ||
| Tue., 4/18 | V Girls Outdoor Track | Newtown, Kolbe Cathedral, Pomperaug | Away - Newtown HS-Blue and Gold Stadium [Directions] | 4:00 p.m. | Stratford- 20 Newtown- 130; Stratford- 50 Pomperaug- 86; Stratford- 67 Kolbe- 46 | |
| Wed., 4/19 | V Baseball | Masuk | Home - Penders Field-Penders Field - Stratford [Directions] | 4:15 p.m. | L 3-5 | |
| Wed., 4/19 | V Boys Tennis | New Milford | Away - New Milford HS-Tennis Courts - NMHS [Directions] | 3:45 p.m. | L 0 - 7 [Detailed Results] | |
| Wed., 4/19 | V Softball | Masuk | Home - DeLuca Field-Deluca Field [Directions] | 4:15 p.m. | L 9-18 | |
| Wed., 4/19 | V Girls Tennis | New Milford | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/20 | JV Baseball | Masuk | Away - Wolfe Park-Baseball Field [Directions] | 4:15 p.m. | ||
| Thu., 4/20 | V Boys Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 6:00 p.m. | L 15-6 | |
| Thu., 4/20 | JV Boys Lacrosse | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | Canceled | Cancelled | |
| Thu., 4/20 | V Girls Lacrosse | Notre Dame-Fairfield | Home - Bunnell HS-Mastroni Field [Directions] | 6:00 p.m. | W 15-3 | |
| Thu., 4/20 | V Softball | Harding | Away - Warren Harding HS-Caribe Field- 300 Asylum Street [Directions] | 4:30 p.m. | W 24-1 | |
| Thu., 4/20 | JV Softball | St. Joseph | Home - DeLuca Field-Deluca Field [Directions] | 4:15 p.m. | ||
| Fri., 4/21 | V Baseball | Brookfield | Away - Brookfield HS-Baseball Field [Directions] | 4:15 p.m. | L 1-6 | |
| Fri., 4/21 | V Softball | Brookfield | Away - Brookfield HS-BHS Softball Field [Directions] | 4:15 p.m. | L 1-13 | |
| Sat., 4/22 | JV Baseball | Brookfield | Home - Penders Field-Penders Field - Stratford [Directions] | Canceled | Cancelled | |
| Sat., 4/22 | V Boys Lacrosse | New Fairfield | Home - Bunnell HS-Mastroni Field [Directions] | 10:30 a.m. | L 20-3 | |
| Sat., 4/22 | JV Boys Lacrosse | New Fairfield | Home - Bunnell HS-Mastroni Field [Directions] | Canceled | Cancelled | |
| Sat., 4/22 | V Girls Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 12:00 p.m. | L 2-18 | |
| Sat., 4/22 | JV Girls Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 10:15 a.m. | ||
| Sat., 4/22 | JV Softball | Brookfield | Home - DeLuca Field-Deluca Field [Directions] | 10:30 a.m. | ||
| Mon., 4/24 | V Baseball | Joel Barlow | Away - Joel Barlow HS-Baseball Field [Directions] | 4:15 p.m. | L 1-5 | |
| Mon., 4/24 | V Boys Outdoor Track | Masuk, Brookfield, New Milford | Away - Masuk HS-Edmund Butler Track @ Masuk HS [Directions] | 4:00 p.m. | ||
| Mon., 4/24 | V Girls Golf | Joel Barlow | Home - Mill River Country Club [Directions] | 3:00 p.m. | ||
| Mon., 4/24 | V Softball | Joel Barlow | Away - Joel Barlow High-Field E (Softball) [Directions] | 4:15 p.m. | W 14-0 | |
| Mon., 4/24 | V Girls Tennis | Masuk | Away - Wolfe Park-Tennis Courts [Directions] | 3:15 p.m. | L 0-7 | |
| Tue., 4/25 | JV Baseball | Joel Barlow | Home - Wooster MS Field [Directions] | 4:15 p.m. | ||
| Tue., 4/25 | V Boys Lacrosse | Stamford | Home - Bunnell HS-Mastroni Field [Directions] | 5:15 p.m. | L 16-12 | |
| Tue., 4/25 | JV Boys Lacrosse | Stamford | Home - Bunnell HS-Mastroni Field [Directions] | 7:00 p.m. | ||
| Tue., 4/25 | V Boys Tennis | Masuk | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 1 - 6 [Detailed Results] | |
| Tue., 4/25 | V Girls Lacrosse | Masuk | Home - Penders Field-Penders Field - Stratford [Directions] | 7:00 p.m. | L 3-16 | |
| Tue., 4/25 | JV Girls Lacrosse | Masuk | Home - Penders Field-Penders Field - Stratford [Directions] | 5:30 p.m. | ||
| Tue., 4/25 | V Girls Outdoor Track | New Milford, Brookfield, Masuk | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 4:00 p.m. | ||
| Wed., 4/26 | V Baseball | Bunnell | Home - Penders Field-Penders Field - Stratford [Directions] | 4:15 p.m. | L 3-11 | |
| Wed., 4/26 | V Boys Tennis | Immaculate | Away - Rogers Park (Danbury, CT)-Tennis Courts [Directions] | 3:45 p.m. | W 5 - 2 [Detailed Results] | |
| Wed., 4/26 | V Girls Golf | Joel Barlow | Away - Redding Country Club [Directions] | 3:00 p.m. | ||
| Wed., 4/26 | V Softball | Bunnell | Home - DeLuca Field-Deluca Field [Directions] | 6:00 p.m. | W 24-8 | |
| Wed., 4/26 | V Girls Tennis | Immaculate | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 4/27 | JV Baseball | Bunnell | Away - Bunnell HS-Bunnell Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 4/27 | V Boys Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 6:00 p.m. | L 20-3 | |
| Thu., 4/27 | JV Boys Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 4/27 | V Girls Golf | Masuk | Home - Mill River Country Club [Directions] | 3:00 p.m. | ||
| Thu., 4/27 | V Girls Lacrosse | Immaculate | Home - Penders Field-Penders Field - Stratford [Directions] | 6:30 p.m. | W 18-11 | |
| Thu., 4/27 | JV Girls Lacrosse | Immaculate | Home - Penders Field-Penders Field - Stratford [Directions] | Canceled | Cancelled | |
| Thu., 4/27 | JV Softball | Bunnell | Away - Bunnell HS-Wigwam Field [Directions] | Postponed | ||
| Thu., 4/27 | V Girls Tennis | Bethel | Away - Bethel HS-BHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 4/28 | V Baseball | Weston | Away - Weston HS-Revson #1 (Varsity) [Directions] | 4:15 p.m. | L 2-5 | |
| Fri., 4/28 | V Boys Tennis | Bunnell | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | W 7 - 0 [Detailed Results] | |
| Fri., 4/28 | V Softball | Weston | Away - Weston HS-Softball - North House Field (Hurlbutt El. School) [Directions] | 4:15 p.m. | W 10-5 | |
| Sat., 4/29 | JV Baseball | Weston | Home - Penders Field-Penders Field - Stratford [Directions] | Postponed | ||
| Sat., 4/29 | V Girls Lacrosse | Hamden | Home - Penders Field-Penders Field - Stratford [Directions] | 10:30 a.m. | L 9-15 | |
| Sat., 4/29 | JV Girls Lacrosse | Hamden | Home - Penders Field-Penders Field - Stratford [Directions] | 12:00 p.m. | ||
| Mon., 5/1 | V Boys Outdoor Track | Bunnell, Immaculate | Away - Bunnell HS-Bunnell Track [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | V Girls Tennis | Brookfield | Away - Brookfield HS-BHS Tennis Courts [Directions] | 3:00 p.m. | L 0-7 | |
| Tue., 5/2 | JV Baseball | Pomperaug | Home - Wooster MS Field [Directions] | Postponed | ||
| Tue., 5/2 | V Boys Lacrosse | Pomperaug | Home - Bunnell HS-Penders Field (Longbrook Park) [Directions] | 6:30 p.m. | L 20-5 | |
| Tue., 5/2 | JV Boys Lacrosse | Pomperaug | Home - Bunnell HS-Penders Field (Longbrook Park) [Directions] | 5:00 p.m. | ||
| Tue., 5/2 | V Girls Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 5/2 | V Girls Outdoor Track | Bunnell, Immaculate | Away - Bunnell HS-Bunnell Track [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | JV Softball | Pomperaug | Home - DeLuca Field-Deluca Field [Directions] | Postponed | ||
| Wed., 5/3 | V Baseball | Newtown | Home - Penders Field-Penders Field - Stratford [Directions] | 4:30 p.m. | L 1-5 | |
| Wed., 5/3 | V Boys Tennis | Weston | Away - Weston HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 0 - 7 [Detailed Results] | |
| Wed., 5/3 | V Girls Lacrosse | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 6:30 p.m. | L 5-14 | |
| Wed., 5/3 | JV Girls Lacrosse | Trumbull | Away - Trumbull HS-McDougall Stadium [Directions] | 4:45 p.m. | ||
| Wed., 5/3 | V Girls Tennis | Weston | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/4 | JV Baseball | Newtown | Away - Newtown HS-Nighthawk Ball Park [Directions] | 4:15 p.m. | ||
| Thu., 5/4 | V Boys Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 7:00 p.m. | L 14-5 | |
| Thu., 5/4 | JV Boys Lacrosse | Newtown | Away - Newtown HS-Blue and Gold Stadium [Directions] | 5:00 p.m. | ||
| Thu., 5/4 | V Girls Golf | Pomperaug | Away - Pomperaug HS-Pomperaug Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 5/4 | V Girls Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | L 2-16 | |
| Thu., 5/4 | JV Girls Lacrosse | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 5/4 | V Softball | Bunnell | Away - Bunnell HS-Bunnell Softball FIeld [Directions] | 3:45 p.m. | W 7-1 | |
| Thu., 5/4 | JV Softball | Newtown | Away - Newtown HS-Lindell A. Hertberg Softball Field [Directions] | Postponed | ||
| Thu., 5/4 | V Girls Tennis | Pomperaug | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 5/5 | V Baseball | Pomperaug | Away - Pomperaug HS-Baseball Field [Directions] | 4:15 p.m. | L 2-8 | |
| Fri., 5/5 | V Boys Tennis | Pomperaug | Away - Edgewood Bath and Tennis Club [Directions] | 4:00 p.m. | L 1 - 6 [Detailed Results] | |
| Sat., 5/6 | V Baseball | Notre Dame-Fairfield | Home - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | W 11-1 | |
| Sat., 5/6 | JV Softball | St. Joseph | Home - DeLuca Field-Deluca Field [Directions] | 10:00 a.m. | ||
| Mon., 5/8 | V Baseball | New Fairfield | Away - New Fairfield HS-Baseball Field [Directions] | 4:15 p.m. | L 1-4 | |
| Mon., 5/8 | V Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 5:30 p.m. | L 22-1 | |
| Mon., 5/8 | JV Boys Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | Canceled | Cancelled | |
| Mon., 5/8 | V Boys Outdoor Track | Bethel, New Fairfield, Weston | Away - Bethel HS-BHS track [Directions] | 4:00 p.m. | ||
| Mon., 5/8 | V Boys Tennis | Newtown | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 0 - 7 [Detailed Results] | |
| Mon., 5/8 | V Girls Golf | Weston, Brookfield | Away - Weston HS-Aspetuck Country Club [Directions] | 3:00 p.m. | ||
| Mon., 5/8 | V Softball | New Fairfield | Away - New Fairfield HS-Softball Field [Directions] | 4:15 p.m. | L 7-10 | |
| Mon., 5/8 | V Girls Tennis | Newtown | Away - Newtown HS-NHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/9 | V Baseball | Kolbe Cathedral | Home - Penders Field-Penders Field - Stratford [Directions] | 6:30 p.m. | W 11-1 | |
| Tue., 5/9 | JV Baseball | New Fairfield | Home - Wooster MS Field [Directions] | 4:15 p.m. | ||
| Tue., 5/9 | V Boys Lacrosse | Immaculate | Home - Bunnell HS-Mastroni Field [Directions] | 7:00 p.m. | W 13-12 | |
| Tue., 5/9 | V Girls Lacrosse | New Milford | Away - New Milford HS-Joe Wiser Stadium - NMHS [Directions] | 5:30 p.m. | L 6-17 | |
| Tue., 5/9 | JV Girls Lacrosse | New Milford | Away - New Milford HS-North Turf Field - NMHS [Directions] | Postponed | ||
| Tue., 5/9 | V Girls Outdoor Track | New Fairfield, Bethel, Weston | Away - New Fairfield HS-Stadium Field [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Softball | Pomperaug | Away - Pomperaug HS-Softball Field [Directions] | 4:15 p.m. | L 3-13 | |
| Tue., 5/9 | JV Softball | New Fairfield | Home - DeLuca Field-Deluca Field [Directions] | 4:15 p.m. | ||
| Tue., 5/9 | V Girls Tennis | New Fairfield | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/11 | V Boys Tennis | New Fairfield | Away - New Fairfield HS-Tennis Courts [Directions] | 4:30 p.m. | W 6 - 1 [Detailed Results] | |
| Thu., 5/11 | V Girls Golf | Immaculate, Pomperaug | Home - Mill River Country Club [Directions] | 3:00 p.m. | ||
| Thu., 5/11 | V Girls Lacrosse | Newtown | Home - Penders Field-Penders Field - Stratford [Directions] | 4:00 p.m. | L 1-20 | |
| Thu., 5/11 | JV Girls Lacrosse | Newtown | Home - Penders Field-Penders Field - Stratford [Directions] | 5:30 p.m. | ||
| Thu., 5/11 | V Softball | Branford | Home - DeLuca Field-Deluca Field [Directions] | 6:00 p.m. | W 7-6 | |
| Fri., 5/12 | V Baseball | Bunnell | Away - Bunnell HS-Bunnell Baseball Field [Directions] | 6:00 p.m. | W 13-1 | |
| Fri., 5/12 | V Boys Tennis | Brookfield | Home - Flood MS-Flood MS Field [Directions] | 2:00 p.m. | L 1 - 6 [Detailed Results] | |
| Fri., 5/12 | V Girls Tennis | Notre Dame-Fairfield | Away - Veteran's Park - Bridgeport-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Sat., 5/13 | V Boys Lacrosse | Hamden | Away - Hamden HS-HHS Turf #1 [Directions] | 11:00 a.m. | L 7-14 | |
| Sat., 5/13 | JV Boys Lacrosse | Hamden | Away - Hamden HS-HHS Turf #1 [Directions] | Canceled | Cancelled | |
| 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 | ||||||
| Sat., 5/13 | V Softball | Kolbe Cathedral | Home - DeLuca Field-Deluca Field [Directions] | 6:30 p.m. | W 10-8 | |
| Mon., 5/15 | V Baseball | Immaculate | Away - Immaculate HS-Baseball Diamond [Directions] | 4:15 p.m. | L 0-9 | |
| Mon., 5/15 | V Boys Lacrosse | Brookfield | Home - Bunnell HS-Mastroni Field [Directions] | 7:00 p.m. | L 4-9 | |
| Mon., 5/15 | JV Boys Lacrosse | Brookfield | Home - Bunnell HS-Mastroni Field [Directions] | 5:00 p.m. | ||
| Mon., 5/15 | V Boys Outdoor Track | Joel Barlow, Notre Dame-Fairfield | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/15 | V Boys Tennis | Joel Barlow | Away - Joel Barlow HS-Tennis Courts [Directions] | 3:45 p.m. | L 0 - 7 [Detailed Results] | |
| Mon., 5/15 | V Girls Lacrosse | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 6:00 p.m. | L 1-17 | |
| Mon., 5/15 | JV Girls Lacrosse | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 4:00 p.m. | ||
| Mon., 5/15 | V Softball | Immaculate | Away - Immaculate HS-Softball Diamond [Directions] | 4:15 p.m. | L 3-7 | |
| Mon., 5/15 | V Girls Tennis | Joel Barlow | Home - Flood MS-Flood MS Tennis Courts [Directions] | 3:45 p.m. | L 0-15 | |
| Tue., 5/16 | JV Baseball | Immaculate | Home - Penders Field-Penders Field - Stratford [Directions] | Postponed | ||
| Tue., 5/16 | V Girls Golf | Newtown | Home - Mill River Country Club [Directions] | 3:00 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | Joel Barlow, Notre Dame-Fairfield | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/16 | V Softball | WCA | Home - DeLuca Field-Deluca Field [Directions] | 7:00 p.m. | W 12-0 | |
| Wed., 5/17 | V Girls Golf | Bunnell, Pomperaug | Away - Bunnell HS-Blackhawk Country Club (Old OCC) [Directions] | 3:00 p.m. | ||
| Wed., 5/17 | JV Softball | WCA | Home - DeLuca Field-Deluca Field [Directions] | 6:00 p.m. | ||
| Thu., 5/18 | V Girls Golf | Weston | Home - Mill River Country Club [Directions] | 3:00 p.m. | ||
| Thu., 5/18 | V Softball | Newtown | Home - DeLuca Field-Deluca Field [Directions] | 3:00 p.m. | L 1-15 | |
| 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. | ||
| Mon., 5/22 | V Softball | Harding | Home - DeLuca Field-Deluca Field [Directions] | 4:15 p.m. | W 21-1 | |
| Tue., 5/23 | JV Baseball | Pomperaug | Home - Penders Field-Penders Field - Stratford [Directions] | 4:15 p.m. | ||
| Tue., 5/23 | V Girls Golf | Immaculate | Away - Immaculate HS-Richter Park [Directions] | 3:00 p.m. | ||
| Tue., 5/23 | JV Softball | Foran | Away - Foran HS -Danielle Kemp Memorial Field [Directions] | 4:45 p.m. | ||
| Wed., 5/24 | V Girls Golf | Bunnell, Brookfield | Away - Bunnell HS-Blackhawk Country Club (Old OCC) [Directions] | 3:00 p.m. | ||