| Stratford 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 595 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Brookfield | Away - H.H.E.S. Baseball Field [Directions] | 4:15 p.m. | ||
| TBA | JV Baseball | Pomperaug | Home - Penders Field [Directions] | TBA | ||
| TBA | JV Baseball | Immaculate | Away - Immaculate [Directions] | TBA | ||
| TBA | JV Baseball | Newtown | Home - Penders Field [Directions] | TBA | ||
| TBA | JV Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | TBA | ||
| TBA | FR Baseball | Newtown | Away - Newtown HS Baseball Field [Directions] | TBA | ||
| TBA | FR Baseball | New Milford | Away - New Milford H.S. [Directions] | TBA | ||
| TBA | JV Football | Bunnell | Away - Bunnell Turf Field [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | New Milford | Away - New Milford HS [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Amity | Home - Bunnell Turf Field [Directions] | TBA | Non-League | |
| TBA | JV Boys Soccer | Masuk | Away - Great Hollow Lake Fields at Wolfe Park [Directions] | 4:30 p.m. | ||
| TBA | JV Boys Soccer | Bunnell | Home - Pender's Field [Directions] | TBA | ||
| TBA | V Boys Tennis | Pomperaug | Home - Flood M.S. Tennis Courts [Directions] | TBA | L 1 - 6 | |
| TBA | V Boys Tennis | Immaculate | Home - Flood M.S. Tennis Courts [Directions] | Cancelled | Cancelled | Non-League |
| TBA | JV Girls Lacrosse | New Milford | Away - New Milford HS [Directions] | TBA | ||
| TBA | V Girls Soccer | Harding | Home - Penders Field [Directions] | Cancelled | Cancelled | Non-League |
| TBA | JV Girls Soccer | Newtown | Home - Penders Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | Brookfield | Away - BHS Back Turf [Directions] | TBA | ||
| TBA | JV Girls Soccer | Bunnell | Home - Penders Field [Directions] | TBA | ||
| TBA | JV Softball | Pomperaug | Home - Birdseye Field [Directions] | 10:00 a.m. | ||
| TBA | JV Softball | Brookfield | Away - PTAK Softball Field [Directions] | 4:15 p.m. | ||
| TBA | JV Softball | Masuk | Home - Birdseye Field [Directions] | TBA | ||
| TBA | JV Softball | New Milford | Away - New Milford HS [Directions] | TBA | ||
| TBA | JV Softball | Bethel | Home - Birdseye Field [Directions] | Cancelled | Cancelled | |
| TBA | JV Softball | Newtown | Home - Birdseye Field [Directions] | TBA | ||
| TBA | JV Softball | Masuk | Away - Wolfe Park Softball Field - # 4 [Directions] | TBA | ||
| TBA | V Girls Tennis | Newtown | Away [Directions] | TBA | L Forfeit | |
| TBA | JV Girls Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | TBA | ||
| TBA | FR Girls Volleyball | Immaculate | Home - Needham Memorial Gymnasium [Directions] | TBA | ||
| TBA | FR Girls Volleyball | Newtown | Away [Directions] | TBA | ||
| TBA | FR Girls Volleyball | Immaculate | Away [Directions] | TBA | ||
| Mon., 8/27 | V Football | Tri-Scrimmage | Away - Hamden HS | 4:00 p.m. | ||
| Wed., 8/29 | V Boys Soccer | St. Joseph (Scrim.) | Home - Penders Field [Directions] | 6:00 p.m. | ||
| Thu., 8/30 | V Girls Volleyball | Ansonia (Scrim.) | Away [Directions] | 5:30 p.m. | ||
| Thu., 8/30 | JV Girls Volleyball | Ansonia (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Fri., 8/31 | V Football | Trinity Catholic (Scrim.) | Home - Penders Field [Directions] | 7:00 p.m. | ||
| Fri., 8/31 | V Boys Soccer | Norwalk (Scrim.) | Away - Testa Field, NHS [Directions] | 7:30 p.m. | ||
| Wed., 9/5 | V Girls Soccer | Wilbur Cross (Scrim.) | Home - Penders Field [Directions] | 7:00 p.m. | ||
| Wed., 9/5 | V Girls Volleyball | Fall Jamboree | Away - Staples H.S. | 3:30 p.m. | ||
| Fri., 9/7 | V Football | Joel Barlow | Away - Field I (Stadium) [Directions] | 7:00 p.m. | L 34-35 (OT) | |
| Fri., 9/7 | V Boys Soccer | Bethel | Home - Penders Field [Directions] | 4:00 p.m. | W 3-2 | |
| Fri., 9/7 | JV Boys Soccer | Bethel | Home - Penders Field [Directions] | 6:00 p.m. | ||
| Fri., 9/7 | V Girls Swimming and Diving | Newtown | Home [Directions] | 4:30 p.m. | Stratford 60 Newtown 91 | |
| Sat., 9/8 | FR Football | Joel Barlow | Home - Penders Field [Directions] | 10:30 a.m. | ||
| Sat., 9/8 | V Girls Soccer | Bethel | Away - Rourke Field [Directions] | 2:00 p.m. | L 2-0 | |
| Sat., 9/8 | JV Girls Soccer | Bethel | Away - Bethel MS Field [Directions] | 2:00 p.m. | L 7-0 | |
| Tue., 9/11 | V Boys Cross Country | Pomperaug, Masuk | Away - Pomperaug H.S. [Directions] | 4:00 p.m. | Pomperaug 15 Stratford 50 Masuk 25 Stratford 34 Pomeraug 15 Masuk 50 | |
| Tue., 9/11 | V Boys Soccer | New Milford | Away - New Milford HS [Directions] | 4:15 p.m. | L 1-4 | |
| Tue., 9/11 | JV Boys Soccer | New Milford | Away - New Milford HS [Directions] | 4:15 p.m. | ||
| Tue., 9/11 | V Girls Cross Country | Pomperaug, Masuk | Away [Directions] | 4:00 p.m. | ||
| Tue., 9/11 | V Girls Soccer | New Milford | Home - Penders Field [Directions] | 4:00 p.m. | L 1-0 | |
| Tue., 9/11 | JV Girls Soccer | New Milford | Home - Penders Field [Directions] | 6:00 p.m. | L 4-0 | |
| Tue., 9/11 | V Girls Swimming and Diving | Pomperaug | Away - PHS Pool [Directions] | 5:00 p.m. | Pomperaug 89 Stratford 66 | |
| Tue., 9/11 | V Girls Volleyball | Platt Tech | Away - Platt Tech Gymnasium [Directions] | 5:15 p.m. | W 3-0 | Non-League |
| Tue., 9/11 | JV Girls Volleyball | Platt Tech | Away - Platt Tech Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 9/12 | V Girls Soccer | Newtown | Home - Penders Field [Directions] | 4:30 p.m. | L 2-0 | |
| Wed., 9/12 | V Girls Volleyball | Bunnell | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-1 | Non-League |
| Wed., 9/12 | JV Girls Volleyball | Bunnell | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 9/12 | FR Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 3:45 p.m. | ||
| Thu., 9/13 | FR Football | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 4:00 p.m. | ||
| Thu., 9/13 | V Boys Soccer | Newtown | Away - Treadwell Town Park [Directions] | 4:00 p.m. | L 0-6 | |
| Thu., 9/13 | JV Boys Soccer | Newtown | Away - Treadwell Town Park--Tilson Field [Directions] | 4:00 p.m. | ||
| Fri., 9/14 | V Football | Sheehan | Home - Penders Field [Directions] | 7:00 p.m. | L 27-62 | Non-League |
| Fri., 9/14 | V Girls Swimming and Diving | New Milford | Away - Canterbury School [Directions] | 7:00 p.m. | New Milford 89 Stratford 70 | |
| Sat., 9/15 | JV Football | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 10:30 a.m. | ||
| Sat., 9/15 | V Girls Soccer | Joel Barlow | Away - Field I (Stadium) [Directions] | 12:00 p.m. | L 5-0 | Pick up at Penders |
| Sat., 9/15 | JV Girls Soccer | Joel Barlow | Away - Field I (Stadium) [Directions] | 2:00 p.m. | L 6-1 | |
| Mon., 9/17 | V Boys Cross Country | Newtown, Joel Barlow | Away [Directions] | 5:00 p.m. | Joel Barlow 23 Newtown 35 Newtown 15 Stratford 50 Joel Barlow 15 Stratford 50 | |
| Mon., 9/17 | V Boys Soccer | Immaculate | Home - Penders Field [Directions] | 7:00 p.m. | L 2-4 | |
| Mon., 9/17 | JV Boys Soccer | Immaculate | Home - Penders Field [Directions] | 5:00 p.m. | ||
| Mon., 9/17 | V Girls Cross Country | Newtown, Joel Barlow | Away - Reed School [Directions] | 4:30 p.m. | ||
| Tue., 9/18 | V Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 5:15 p.m. | W 3-0 | Non-League |
| Tue., 9/18 | JV Girls Volleyball | Harding | Away - Harding-Miska Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 9/20 | FR Football | Newtown | Away - Blue and Gold Stadium [Directions] | Cancelled | Cancelled | |
| Thu., 9/20 | V Boys Soccer | Brookfield | Home - Penders Field [Directions] | 7:00 p.m. | L 0-2 | |
| Thu., 9/20 | JV Boys Soccer | Brookfield | Home - Penders Field [Directions] | 5:00 p.m. | ||
| Fri., 9/21 | V Football | Newtown | Home - Penders Field [Directions] | 7:00 p.m. | L 7-49 | |
| Fri., 9/21 | V Girls Swimming and Diving | Joel Barlow | Home [Directions] | 4:30 p.m. | 64 Stratford 85 Barlow | |
| Fri., 9/21 | V Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 7:00 p.m. | W 3-0 | |
| Fri., 9/21 | JV Girls Volleyball | New Fairfield | Away - NFHS Gym [Directions] | 5:30 p.m. | ||
| Fri., 9/21 | FR Girls Volleyball | New Fairfield | Home - Needham Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 9/22 | JV Football | Newtown | Away - Blue and Gold Stadium [Directions] | 9:00 a.m. | ||
| Sat., 9/22 | V Girls Soccer | Brookfield | Away - BHS Stadium Field [Directions] | 10:00 a.m. | L 7-1 | Pick up at Penders |
| Mon., 9/24 | V Girls Soccer | Masuk | Home - Penders Field [Directions] | 7:00 p.m. | L 5-1 | |
| Mon., 9/24 | JV Girls Soccer | Masuk | Home - Penders Field [Directions] | 5:00 p.m. | L 4-0 | |
| Mon., 9/24 | V Girls Volleyball | New Milford | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 9/24 | JV Girls Volleyball | New Milford | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 9/25 | V Girls Swimming and Diving | Brookfield | Away - Newtown HS [Directions] | 6:00 p.m. | 66 Stratford 85Brookfield | |
| Wed., 9/26 | V Boys Soccer | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 6:30 p.m. | L 0-1 | Pick up at Penders Field |
| Wed., 9/26 | V Girls Volleyball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Wed., 9/26 | JV Girls Volleyball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 5:00 p.m. | ||
| Wed., 9/26 | FR Girls Volleyball | Weston | Home - Needham Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 9/27 | V Boys Cross Country | Bethel, Weston, Notre Dame-Fairfield | Away - Bethel HS [Directions] | 5:00 p.m. | Bethel 15 Stratford 48 Weston 15 Stratford 49 Stratford 21 Notre Dame FFLD 36 Weston 28 Bethel 27 Weston 15 Notre Dame 50 Bethel 15 Notre Dame 50 | |
| Thu., 9/27 | FR Football | Brookfield | Away [Directions] | Cancelled | Cancelled | |
| Thu., 9/27 | V Boys Soccer | Joel Barlow | Home - Penders Field [Directions] | 7:00 p.m. | L 0-6 | |
| Thu., 9/27 | JV Boys Soccer | Joel Barlow | Home - Penders Field [Directions] | 5:00 p.m. | ||
| Thu., 9/27 | V Girls Cross Country | Bethel, Weston, Notre Dame-Fairfield | Away - Bethel HS [Directions] | 4:30 p.m. | ||
| Fri., 9/28 | V Football | Brookfield | Home - Penders Field [Directions] | 7:00 p.m. | L 7-42 | |
| Fri., 9/28 | V Girls Volleyball | Masuk | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 9/28 | JV Girls Volleyball | Masuk | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 9/28 | FR Girls Volleyball | Pomperaug | Away [Directions] | 3:45 p.m. | ||
| Sat., 9/29 | JV Football | Brookfield | Away - BHS Back Turf [Directions] | 10:00 a.m. | ||
| Sat., 9/29 | V Girls Soccer | Pomperaug | Away - Sports Complex & Track [Directions] | 1:45 p.m. | L 6-0 | Pick up at Penders |
| Sat., 9/29 | JV Girls Soccer | Pomperaug | Away - Sports Complex & Track [Directions] | 12:00 p.m. | L 7-0 | |
| Mon., 10/1 | V Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Mon., 10/1 | JV Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 5:00 p.m. | ||
| Mon., 10/1 | FR Girls Volleyball | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | ||
| Tue., 10/2 | V Boys Soccer | Kolbe Cathedral | Away - Veterans Park [Directions] | 4:00 p.m. | W 1-0 | |
| Tue., 10/2 | V Girls Cross Country | Bunnell, New Milford, Immaculate | Home [Directions] | 4:30 p.m. | ||
| Tue., 10/2 | V Girls Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 5:00 p.m. | Masuk94 Stratford 71 | |
| Wed., 10/3 | V Girls Soccer | Kolbe Cathedral | Home - Penders Field [Directions] | 7:00 p.m. | W 6-0 | |
| Wed., 10/3 | V Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Wed., 10/3 | JV Girls Volleyball | Weston | Away - WHS Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 10/3 | FR Girls Volleyball | Masuk | Home - Needham Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 10/5 | V Boys Cross Country | Jonathan Law, Platt Tech, West Haven | Away [Directions] | 3:45 p.m. | Law 20 West Haven 41 Law 18 Stratford 44 Stratford 26 West Haven 31 Law 15 Platt 50 Stratford 26 West Haven 31 Platt 18 West Haven 36 Stratford 29 Platt 30 | |
| Fri., 10/5 | V Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | W 5-0 | |
| Fri., 10/5 | V Girls Cross Country | Jonathan Law, Platt Tech, West Haven | Away [Directions] | 3:45 p.m. | ||
| Fri., 10/5 | V Girls Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 5:00 p.m. | L 2-1 | Pick up at Penders |
| Fri., 10/5 | V Girls Swimming and Diving | New Fairfield | Home [Directions] | 4:30 p.m. | Stratford 69 New Fairfield 87 | |
| Fri., 10/5 | V Girls Volleyball | Pomperaug | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 10/5 | JV Girls Volleyball | Pomperaug | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Sat., 10/6 | V Girls Soccer | Immaculate | Away - Mustang Valley [Directions] | 2:30 p.m. | L 6-0 | Pick up at Penders |
| Sat., 10/6 | JV Girls Soccer | Immaculate | Away - Immaculate HS [Directions] | Cancelled | Cancelled | |
| Mon., 10/8 | V Boys Soccer | Harding | Away - Harding HS-John L. Lewis Memorial Field [Directions] | 6:00 p.m. | W 3-2 | Non-League |
| Mon., 10/8 | V Girls Soccer | Harding | Away - Harding HS-John L. Lewis Memorial Field [Directions] | 4:00 p.m. | W 5-0 | Non-League |
| Mon., 10/8 | V Girls Volleyball | Harding | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-0 | Non-League |
| Mon., 10/8 | JV Girls Volleyball | Harding | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 10/9 | V Boys Cross Country | Brookfield, New Fairfield, Kolbe Cathedral | Away [Directions] | 5:00 p.m. | Brookfield 15 New Fairfield 40 New Fairfield 15 Kolbe Cathedral 50 New Fairfield 17 Stratford 41 Brookfield 15 Stratford 48 Brookfield 15 Kolbe Cathedral 50 Stratford 15 Kolbe Cathedral 44 | |
| Tue., 10/9 | V Boys Soccer | Weston | Home - Penders Field [Directions] | 7:00 p.m. | L 0-4 | |
| Tue., 10/9 | JV Boys Soccer | Weston | Home - Penders Field [Directions] | 5:00 p.m. | ||
| Tue., 10/9 | V Girls Cross Country | Brookfield, New Fairfield, Kolbe Cathedral | Away [Directions] | 4:30 p.m. | ||
| Tue., 10/9 | V Girls Swimming and Diving | Weston | Away - Weston MS Pool [Directions] | 5:00 p.m. | Stratford 62 Weston 89 | |
| Wed., 10/10 | V Girls Soccer | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 5:00 p.m. | L 5-0 | |
| Wed., 10/10 | V Girls Volleyball | Bethel | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 10/10 | JV Girls Volleyball | Bethel | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 10/11 | V Boys Soccer | Notre Dame-Fairfield | Home - Penders Field [Directions] | 7:00 p.m. | L 0-4 | |
| Thu., 10/11 | V Girls Swimming and Diving | Immaculate | Home [Directions] | 4:30 p.m. | Stratford 71 Immaculate/Bethel 92 | |
| Fri., 10/12 | V Football | Jonathan Law | Away - Lawmen Stadium [Directions] | 7:00 p.m. | L 0-35 | Non-League |
| Fri., 10/12 | V Girls Volleyball | Bunnell | Away - Bunnell [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 10/12 | JV Girls Volleyball | Bunnell | Away - Bunnell [Directions] | 4:30 p.m. | ||
| Fri., 10/12 | FR Girls Volleyball | Weston | Away - WHS Old Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 10/13 | JV Football | Jonathan Law | Home - Penders Field [Directions] | 11:00 a.m. | ||
| Sat., 10/13 | V Girls Soccer | Weston | Away - WHS Turf Field [Directions] | 3:30 p.m. | L 4-0 | Pick up at Penders |
| Sat., 10/13 | JV Girls Soccer | Weston | Away - WHS Turf Field [Directions] | 1:30 p.m. | L 6-0 | |
| Mon., 10/15 | V Girls Volleyball | Immaculate | Away - Immaculate HS [Directions] | 7:00 p.m. | W 3-1 | |
| Mon., 10/15 | JV Girls Volleyball | Immaculate | Away - Immaculate HS [Directions] | 5:30 p.m. | ||
| Mon., 10/15 | FR Girls Volleyball | Brookfield | Home - Needham Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 10/16 | V Boys Soccer | New Fairfield | Away - Rebel Turf [Directions] | 7:00 p.m. | T 1-1 | |
| Tue., 10/16 | JV Boys Soccer | New Fairfield | Away - Rebel Turf [Directions] | 5:00 p.m. | ||
| Tue., 10/16 | V Girls Swimming and Diving | Bunnell | Home [Directions] | 6:30 p.m. | Stratford 65 Bunnell 85 | |
| Wed., 10/17 | V Boys Cross Country | SWC Championship | Away | 4:30 p.m. | ||
| Wed., 10/17 | V Girls Cross Country | SWC Championship | Away | 4:00 p.m. | ||
| Wed., 10/17 | V Girls Volleyball | Newtown | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | L 2-3 | |
| Wed., 10/17 | JV Girls Volleyball | Newtown | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 10/17 | FR Girls Volleyball | New Milford | Home - Needham Memorial Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 10/18 | FR Football | New Milford | Away - New Milford HS [Directions] | Cancelled | Cancelled | |
| Thu., 10/18 | V Boys Soccer | Pomperaug | Home - Penders Field [Directions] | 7:00 p.m. | L 0-7 | |
| Thu., 10/18 | JV Boys Soccer | Pomperaug | Home - Penders Field [Directions] | 5:00 p.m. | ||
| Thu., 10/18 | V Girls Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | 5:15 p.m. | W 3-0 | Non-League |
| Thu., 10/18 | JV Girls Volleyball | Bassick | Away - Bassick Gymnasium [Directions] | 4:15 p.m. | ||
| Fri., 10/19 | V Football | New Milford | Home - Penders Field [Directions] | 7:00 p.m. | W 13-6 | |
| Fri., 10/19 | V Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 10/19 | JV Girls Volleyball | Kolbe Cathedral | Away - Kolbe Cathedral Gym [Directions] | 5:00 p.m. | ||
| Sat., 10/20 | JV Football | New Milford | Away - New Milford HS [Directions] | 12:00 p.m. | ||
| Sat., 10/20 | JV Boys Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 2:00 p.m. | ||
| Sat., 10/20 | V Girls Soccer | New Fairfield | Home - Penders Field [Directions] | 12:00 p.m. | L 5-0 | |
| Sat., 10/20 | JV Girls Soccer | New Fairfield | Home - Penders Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/20 | JV Girls Soccer | Bunnell | Away - Bunnell Turf Field [Directions] | 4:00 p.m. | T 0-0 | |
| Mon., 10/22 | V Boys Cross Country | Bunnell, New Milford, Immaculate | Home - Wooster MS Field [Directions] | Cancelled | Cancelled | |
| Mon., 10/22 | V Boys Soccer | Kolbe Cathedral | Home - Penders Field [Directions] | 7:00 p.m. | W 1-0 | Non-League |
| Mon., 10/22 | V Girls Volleyball | Notre Dame-Fairfield | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/22 | JV Girls Volleyball | Notre Dame-Fairfield | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 10/24 | V Boys Soccer | Bunnell | Home - Penders Field [Directions] | 5:00 p.m. | L 0-1 | Non-League |
| Wed., 10/24 | V Girls Soccer | Bunnell | Home - Penders Field [Directions] | 7:00 p.m. | L 3-0 | Non-League |
| Wed., 10/24 | V Girls Volleyball | Weston | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-0 | Non-League |
| Wed., 10/24 | JV Girls Volleyball | Weston | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 10/25 | V Girls Volleyball | Platt Tech | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | W 3-0 | Non-League |
| Thu., 10/25 | JV Girls Volleyball | Platt Tech | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/26 | V Boys Cross Country | CIAC Class Meet | Away - Wickham Park, Manchester | 3:00 p.m. | ||
| Fri., 10/26 | V Football | Pomperaug | Away - Sports Complex & Track [Directions] | 6:30 p.m. | L 0-42 | |
| Fri., 10/26 | V Girls Cross Country | CIAC Class Meet | Away - Wickham Park, Manchester | 3:00 p.m. | ||
| Sat., 10/27 | JV Football | Pomperaug | Home - Penders Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/27 | V Girls Swimming and Diving | SWC Championship | Away - Masuk HS | 3:00 p.m. | ||
| Mon., 10/29 | V Girls Volleyball | SWC Quarterfinals | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 11/1 | V Girls Soccer | State Tournament | Away - TBA | TBA | ||
| Thu., 11/1 | V Girls Volleyball | SWC Semi-Finals | Away - TBA | 6:00 p.m. | ||
| Fri., 11/2 | V Boys Cross Country | State Open Tournament | Away - Wickham Park, East Hartford | 2:00 p.m. | ||
| Fri., 11/2 | V Football | Weston | Away - WHS Stadium Field [Directions] | 6:00 p.m. | L 0-41 | |
| Fri., 11/2 | V Girls Cross Country | State Open Meet | Away | TBA | ||
| Fri., 11/2 | V Girls Volleyball | Lauralton Hall (Scrim.) | Home - Needham Memorial Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 11/3 | JV Football | Weston | Home - Penders Field [Directions] | 2:30 p.m. | ||
| Sat., 11/3 | V Girls Volleyball | Brookfield | Away - TBA [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 11/8 | FR Football | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | Cancelled | Cancelled | |
| Thu., 11/8 | V Girls Volleyball | Guilford | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 11/9 | V Football | Masuk | Home - Penders Field [Directions] | 5:00 p.m. | L 8-51 | |
| Sat., 11/10 | V Boys Cross Country | NE Championship | Away - Derryfield Park Manchester, NH | TBA | ||
| Sat., 11/10 | JV Football | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 11:00 a.m. | ||
| Sat., 11/10 | V Girls Swimming and Diving | Trials | Away - East Hartford H.S. | 7:00 p.m. | ||
| Tue., 11/13 | V Girls Swimming and Diving | CIAC Class L Finals | Away - Wesleyan University | 6:00 p.m. | ||
| Fri., 11/16 | FR Football | Bunnell | Home - Penders Field [Directions] | Cancelled | Cancelled | |
| Sat., 11/17 | JV Football | Bunnell | Home - Penders Field [Directions] | 11:00 a.m. | ||
| Wed., 11/21 | V Football | Bunnell | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | L 8-26 | |
| Fri., 11/30 | V Girls Basketball | Lauralton Hall (Scrim.) | Away - Lauralton Hall Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/5 | V Girls Ice Hockey | Fairfield Ludlowe/Warde (Scrim.) | Away - Wonderland of Ice [Directions] | 3:15 p.m. | ||
| Thu., 12/6 | V Boys Basketball | Stamford (Scrim.) | Away - Kuzco Gymnasium at Stamford HS [Directions] | 3:00 p.m. | ||
| Fri., 12/7 | V Girls Basketball | Bullard Havens Tech (Scrim.) | Home - SHS Needham Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 12/7 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | L 8-2 | |
| Sat., 12/8 | V Boys Basketball | Tri-Scrimmage Daniel Hand/Fairfield Warde | Home - SHS Needham Gymnasium [Directions] | 10:00 a.m. | ||
| Wed., 12/12 | V Boys Basketball | Staples (Scrim.) | Away - Staples H.S. Gym [Directions] | 3:30 p.m. | ||
| Wed., 12/12 | V Wrestling | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 6:30 p.m. | Crossover Match | |
| Wed., 12/12 | V Girls Ice Hockey | Branford | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | L 6-1 | |
| Fri., 12/14 | V Boys Swimming and Diving | New Milford | Home - Flood M.S. [Directions] | 6:00 p.m. | L 65 - 90 | |
| Sat., 12/15 | V Girls Basketball | North Haven | Away - Fred Kelly Gymnasium [Directions] | 11:15 a.m. | L 38-63 | Non-League |
| Sat., 12/15 | JV Girls Basketball | North Haven | Away - Fred Kelly Gymnasium [Directions] | 9:30 a.m. | ||
| Sat., 12/15 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | 1:00 p.m. | L 7-0 | |
| Mon., 12/17 | V Boys Basketball | Darien | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | L 66-70 | Non-League |
| Mon., 12/17 | JV Boys Basketball | Darien | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 12/17 | FR Boys Basketball | Darien | Home - Needham Memorial Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 12/17 | V Girls Basketball | New Milford | Away - New Milford HS [Directions] | 6:30 p.m. | W 45-30 | Non-League |
| Mon., 12/17 | JV Girls Basketball | New Milford | Away - New Milford HS [Directions] | 5:00 p.m. | ||
| Tue., 12/18 | V Boys Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 4:00 p.m. | L 66- 86 | |
| Wed., 12/19 | V Girls Basketball | Bunnell | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | L 35-45 | Non-League |
| Wed., 12/19 | JV Girls Basketball | Bunnell | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/19 | V Girls Ice Hockey | Hamden Coop | Home - The Rinks at Shelton [Directions] | 5:00 p.m. | L 8-0 | |
| Thu., 12/20 | V Boys Basketball | Amistad | Away - AF Amistad HS [Directions] | 7:00 p.m. | W 73-65 | Non-League |
| Thu., 12/20 | JV Boys Basketball | Amistad | Away - AF Amistad HS [Directions] | 5:30 p.m. | ||
| Thu., 12/20 | V Wrestling | Notre Dame-Fairfield | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 12/21 | V Girls Basketball | Immaculate | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | L 32-50 | |
| Fri., 12/21 | JV Girls Basketball | Immaculate | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/21 | V Girls Ice Hockey | East Catholic Coop | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | L 8-0 | |
| Thu., 12/27 | V Boys Basketball | Harding | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 78-63 | Non-League |
| Fri., 12/28 | FR Boys Basketball | Fairfield Warde | Away - Fairfield Warde Large Gym [Directions] | 10:00 a.m. | ||
| Sat., 12/29 | V Boys Basketball | Trumbull | Home - Needham Memorial Gymnasium [Directions] | 5:00 p.m. | L 53-69 | Non-League |
| Sat., 12/29 | FR Boys Basketball | Shelton | Home - SHS Needham Gymnasium [Directions] | 12:30 p.m. | ||
| Wed., 1/2 | V Girls Basketball | Platt Tech | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 65-22 | Non-League |
| Wed., 1/2 | JV Girls Basketball | Platt Tech | Home - Needham Memorial Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 1/3 | V Boys Indoor Track | SWC JV Developmental | Away - Danbury Sports Dome | 3:00 p.m. | ||
| Thu., 1/3 | V Girls Indoor Track | SWC JV Developmental | Away - Danbury Sports Dome | 3:00 p.m. | ||
| Fri., 1/4 | V Boys Basketball | Bunnell | Away - Bunnell [Directions] | 7:00 p.m. | L 64-70 | Non-League |
| Fri., 1/4 | JV Boys Basketball | Bunnell | Away - Bunnell [Directions] | 5:15 p.m. | ||
| Fri., 1/4 | FR Boys Basketball | Bunnell | Away - Bunnell [Directions] | 3:30 p.m. | ||
| Fri., 1/4 | V Wrestling | Weston | Away - WHS Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 1/4 | V Girls Basketball | New Milford | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 47-42 | |
| Fri., 1/4 | JV Girls Basketball | New Milford | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/4 | V Girls Ice Hockey | Guilford Coop | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | L 5-0 | |
| Sat., 1/5 | V Boys Indoor Track | SWC Developmental | Away - Wesleyan University | 8:00 a.m. | ||
| Sat., 1/5 | V Girls Indoor Track | SWC Developmental | Away - Wesleyan University | 8:00 a.m. | ||
| Sun., 1/6 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - The Rinks at Shelton [Directions] | 4:30 p.m. | L 7-4 | |
| Mon., 1/7 | V Boys Basketball | Pomperaug | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 66-54 | Non-League |
| Mon., 1/7 | JV Boys Basketball | Pomperaug | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/7 | FR Boys Basketball | Pomperaug | Home - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 1/8 | V Boys Swimming and Diving | New Fairfield | Away - New Fairfield HS [Directions] | 6:00 p.m. | L 71-83 | |
| Tue., 1/8 | V Girls Basketball | Notre Dame-Fairfield | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | L 30-66 | |
| Tue., 1/8 | JV Girls Basketball | Notre Dame-Fairfield | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/9 | V Boys Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 7:00 p.m. | L 61-68 | |
| Wed., 1/9 | JV Boys Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 5:15 p.m. | ||
| Wed., 1/9 | FR Boys Basketball | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | 3:30 p.m. | ||
| Wed., 1/9 | V Boys Indoor Track | SWC JV Developmental | Away - Danbury Sports Dome | 3:00 p.m. | ||
| Wed., 1/9 | V Wrestling | Newtown | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | Crossover Match | |
| Wed., 1/9 | V Girls Basketball | Platt Tech | Away - Platt Tech Gymnasium [Directions] | 7:00 p.m. | W 46-29 | Non-League |
| Wed., 1/9 | JV Girls Basketball | Platt Tech | Away - Platt Tech Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/9 | V Girls Indoor Track | SWC JV Developmental | Away - Danbury Sports Dome | 3:00 p.m. | ||
| Thu., 1/10 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion [Directions] | 4:00 p.m. | L 9-1 | |
| Fri., 1/11 | V Boys Basketball | Joel Barlow | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 67-60 | |
| Fri., 1/11 | JV Boys Basketball | Joel Barlow | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/11 | FR Boys Basketball | Joel Barlow | Home - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 1/11 | V Girls Basketball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 7:00 p.m. | L 31-47 | |
| Fri., 1/11 | JV Girls Basketball | Joel Barlow | Away - JBHS Lower Gym [Directions] | 5:15 p.m. | ||
| Sat., 1/12 | V Wrestling | Brien McMahon | Away [Directions] | 10:00 a.m. | ||
| Sat., 1/12 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - The Rinks at Shelton - Upper [Directions] | 8:50 p.m. | L 6-1 | |
| Tue., 1/15 | V Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 7:00 p.m. | W 60-52 | |
| Tue., 1/15 | JV Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/15 | FR Boys Basketball | Weston | Away - WHS Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 1/15 | V Boys Swimming and Diving | Brookfield | Home - Flood M.S. [Directions] | 6:00 p.m. | L 79-62 | |
| Tue., 1/15 | V Girls Basketball | Weston | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | L 38-45 | |
| Tue., 1/15 | JV Girls Basketball | Weston | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/16 | V Boys Indoor Track | SWC JV Developmental | Away - Danbury Sports Dome | 3:00 p.m. | ||
| Wed., 1/16 | V Wrestling | Brookfield/Shepaug | Away - BHS Big Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/16 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Winter Garden Rink-Ridgefield [Directions] | 8:30 p.m. | L 11-6 | |
| Wed., 1/16 | V Girls Indoor Track | SWC JV Developmental | Away - Danbury Sports Dome | 3:00 p.m. | ||
| Thu., 1/17 | V Boys Basketball | New Fairfield | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 60-48 | |
| Thu., 1/17 | JV Boys Basketball | New Fairfield | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/17 | FR Boys Basketball | New Fairfield | Home - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Thu., 1/17 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden Ice Rink [Directions] | 4:30 p.m. | L 6-0 | Pick up @ Shelton |
| Fri., 1/18 | V Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | 7:00 p.m. | L 21-42 | |
| Fri., 1/18 | JV Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | 5:15 p.m. | ||
| Sat., 1/19 | V Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 12:00 p.m. | L 55-75 | |
| Sat., 1/19 | JV Boys Basketball | Brien McMahon | Away - Brien McMahon HS [Directions] | 10:00 a.m. | ||
| Mon., 1/21 | V Boys Indoor Track | SWC Developmental | Away - Wesleyan University | 9:00 a.m. | ||
| Mon., 1/21 | V Girls Indoor Track | SWC Developmental | Away - Wesleyan University | 9:00 a.m. | ||
| Tue., 1/22 | V Boys Basketball | Bethel | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 77-59 | |
| Tue., 1/22 | JV Boys Basketball | Bethel | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/22 | FR Boys Basketball | Bethel | Home - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Tue., 1/22 | V Boys Swimming and Diving | Newtown | Away [Directions] | 6:00 p.m. | L 45-111 | |
| Tue., 1/22 | V Girls Basketball | Bethel | Away - Bethel HS [Directions] | 7:00 p.m. | L 53-27 | |
| Tue., 1/22 | JV Girls Basketball | Bethel | Away - Bethel HS [Directions] | 5:15 p.m. | ||
| Wed., 1/23 | V Wrestling | New Fairfield | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 1/24 | V Boys Basketball | Newtown | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 49-47(OT) | |
| Thu., 1/24 | JV Boys Basketball | Newtown | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/24 | FR Boys Basketball | Newtown | Home - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Thu., 1/24 | V Boys Swimming and Diving | Milford Boys Swimming & Diving Team | Away - Foran HS [Directions] | 4:00 p.m. | L 60- 97 | Non-League |
| Thu., 1/24 | V Girls Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 7:00 p.m. | L 58-30 | |
| Thu., 1/24 | JV Girls Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/24 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | 8:00 p.m. | L 8-0 | Pick up @ Shelton |
| Fri., 1/25 | V Girls Ice Hockey | West Haven/SHA | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | L 6-1 | |
| Mon., 1/28 | V Boys Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 7:00 p.m. | W 66-59 | |
| Mon., 1/28 | JV Boys Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/28 | FR Boys Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Mon., 1/28 | V Girls Basketball | Pomperaug | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | L 47-73 | |
| Mon., 1/28 | JV Girls Basketball | Pomperaug | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/31 | V Boys Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 7:00 p.m. | W 52-41 | |
| Thu., 1/31 | JV Boys Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 5:15 p.m. | ||
| Thu., 1/31 | V Wrestling | Joel Barlow | Away - JBHS Upper Gym [Directions] | 5:00 p.m. | ||
| Thu., 1/31 | V Girls Basketball | Kolbe Cathedral | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | L 76-25 | |
| Thu., 1/31 | JV Girls Basketball | Kolbe Cathedral | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/1 | V Girls Basketball | Amistad | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 58-47 | Non-League |
| Fri., 2/1 | JV Girls Basketball | Amistad | Home - Needham Memorial Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/1 | V Girls Ice Hockey | Daniel Hand Coop | Home - The Rinks at Shelton [Directions] | 5:00 p.m. | L 8-0 | |
| Sat., 2/2 | V Boys Indoor Track | SWC Championship | Away - Floyd Little Athletic Center | 5:00 p.m. | ||
| Sat., 2/2 | V Girls Ice Hockey | Avon | Away - Newington Ice Arena [Directions] | 8:50 p.m. | L 6-1 | Pick up @ Masuk |
| Sat., 2/2 | V Girls Indoor Track | SWC Championship | Away - Floyd Little Athletic Center | 5:00 p.m. | ||
| Mon., 2/4 | V Boys Basketball | Brookfield | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 70-48 | |
| Mon., 2/4 | JV Boys Basketball | Brookfield | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/4 | FR Boys Basketball | Brookfield | Home - Needham Memorial Gymnasium [Directions] | Cancelled | Cancelled | |
| Mon., 2/4 | V Boys Swimming and Diving | Pomperaug | Home - Flood M.S. [Directions] | 4:00 p.m. | L 55-77 | |
| Mon., 2/4 | V Girls Basketball | Amistad | Away - AF Amistad HS [Directions] | 7:00 p.m. | W 54-50 | Non-League |
| Mon., 2/4 | JV Girls Basketball | Amistad | Away - AF Amistad HS [Directions] | 5:30 p.m. | ||
| Tue., 2/5 | V Boys Swimming and Diving | Weston | Home - Flood M.S. [Directions] | 6:00 p.m. | L 58-78 | |
| Tue., 2/5 | V Wrestling | Bunnell | Home - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | Crossover Match | |
| Tue., 2/5 | V Girls Basketball | Bunnell | Away - Bunnell [Directions] | 7:00 p.m. | L 39-59 | |
| Tue., 2/5 | JV Girls Basketball | Bunnell | Away - Bunnell [Directions] | 5:15 p.m. | ||
| Tue., 2/5 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | 7:30 p.m. | L 6-3 | Pick up @ Shelton |
| Wed., 2/6 | V Boys Basketball | Bunnell | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 58-55 | |
| Wed., 2/6 | JV Boys Basketball | Bunnell | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/8 | V Girls Basketball | Brookfield | Away - BHS Big Gym [Directions] | 7:00 p.m. | W 56-47 | |
| Fri., 2/8 | JV Girls Basketball | Brookfield | Away - BHS Big Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/8 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - The Rinks at Shelton [Directions] | 5:00 p.m. | L 0-6 | |
| Sat., 2/9 | FR Boys Basketball | Bunnell | Home - Needham Memorial Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 2/9 | V Wrestling | SWC Championship | Away - New Fairfield H.S. | 9:30 a.m. | ||
| Sat., 2/9 | V Girls Indoor Track | CIAC Tournament | Away - Floyd Little Athletic Center | 9:00 a.m. | ||
| Mon., 2/11 | V Boys Basketball | Masuk | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | W 82-60 | |
| Mon., 2/11 | JV Boys Basketball | Masuk | Home - Needham Memorial Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/11 | FR Boys Basketball | Masuk | Home - Needham Memorial Gymnasium [Directions] | 3:30 p.m. | ||
| Mon., 2/11 | V Girls Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 7:00 p.m. | L 43-53 | |
| Mon., 2/11 | JV Girls Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 5:15 p.m. | ||
| Thu., 2/14 | V Boys Basketball | Immaculate | Away - Immaculate HS [Directions] | 7:00 p.m. | L 43-53 | |
| Thu., 2/14 | JV Boys Basketball | Immaculate | Away - Immaculate HS [Directions] | 5:15 p.m. | ||
| Thu., 2/14 | FR Boys Basketball | Immaculate | Away - Immaculate HS [Directions] | 3:30 p.m. | ||
| Thu., 2/14 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | 5:30 p.m. | L 1-7 | |
| Fri., 2/15 | V Wrestling | CIAC Class Meet | Away - Guilford H.S. | 3:30 p.m. | ||
| Fri., 2/15 | V Girls Ice Hockey | Simsbury | Home - The Rinks at Shelton [Directions] | 5:30 p.m. | L 0-4 | |
| Sat., 2/16 | V Wrestling | CIAC Class Meet | Away - Guilford H.S. | TBA | ||
| Sun., 2/17 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | 1:15 p.m. | L 0-8 | Pick up @ Shelton |
| Tue., 2/19 | V Boys Basketball | New Milford | Away - New Milford HS [Directions] | 7:00 p.m. | L 76-80 | |
| Tue., 2/19 | JV Boys Basketball | New Milford | Away - New Milford HS [Directions] | 5:15 p.m. | ||
| Tue., 2/19 | FR Boys Basketball | New Milford | Away - New Milford HS [Directions] | 3:30 p.m. | ||
| Tue., 2/19 | V Boys Swimming and Diving | Joel Barlow-Bethel Swim | Home - Flood M.S. [Directions] | 6:00 p.m. | L 64-72 | |
| Fri., 2/22 | V Boys Basketball | SWC Quarterfinals | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 2/22 | V Wrestling | CIAC Open | Away | TBA | ||
| Fri., 2/22 | V Girls Basketball | Brookfield (Scrim.) | Away - BHS Big Gym [Directions] | 4:15 p.m. | ||
| Sat., 2/23 | V Wrestling | CIAC Open | Away | TBA | ||
| Mon., 2/25 | V Girls Basketball | State Tournament 1st Round | Away | 7:00 p.m. | ||
| Thu., 2/28 | V Boys Basketball | Fairfield Warde (Scrim.) | Home - Needham Memorial Gymnasium [Directions] | 3:15 p.m. | ||
| Tue., 3/5 | V Boys Basketball | CIAC 1st Round @ Higher Seed | Home - Needham Memorial Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 3/6 | V Boys Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Thu., 3/7 | V Boys Basketball | CIAC 2nd Round | Away - Torrington HS | 7:00 p.m. | ||
| Sat., 3/9 | V Boys Swimming and Diving | CIAC Class L Qualifying | Away - East Hartford HS [Directions] | 11:30 a.m. | ||
| Mon., 3/11 | V Boys Swimming and Diving | CIAC Class L Finals | Away - SCSU [Directions] | 6:30 p.m. | ||
| Tue., 3/12 | V Boys Swimming and Diving | CIAC Open Diving | Away - Bulkeley [Directions] | 5:30 p.m. | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 7:00 p.m. | ||
| Wed., 3/20 | V Softball | Derby (Scrim.) | Home - Birdseye Field [Directions] | 3:45 p.m. | ||
| Fri., 3/22 | V Boys Lacrosse | Old Saybrook (Scrim.) | Home - Bunnell Turf Field [Directions] | 5:30 p.m. | Tri Scrimmage w/ Suffield Academy | |
| Fri., 3/22 | V Girls Lacrosse | North Haven (Scrim.) | Away - North Haven MS Turf Field [Directions] | 5:30 p.m. | ||
| Sat., 3/23 | V Baseball | Glastonbury (Scrim.) | Home - Penders Field [Directions] | 12:00 p.m. | ||
| Sat., 3/23 | V Boys Lacrosse | Westhill Jamboree | Away | 9:00 a.m. | ||
| Tue., 3/26 | V Boys Lacrosse | Sheehan (Scrim.) | Away - Sheehan HS Riccitelli Field [Directions] | 4:30 p.m. | ||
| Tue., 3/26 | V Softball | Ansonia (Scrim.) | Home - Birdseye Field [Directions] | 4:15 p.m. | ||
| Wed., 3/27 | V Baseball | Woodland (Scrim.) | Home - Penders Field [Directions] | 3:30 p.m. | ||
| Wed., 3/27 | V Boys Lacrosse | Shelton (Scrim.) | Away - Shelton HS Finn Stadium [Directions] | 6:00 p.m. | ||
| Wed., 3/27 | V Softball | Ansonia (Scrim.) | Home - Birdseye Field [Directions] | 3:45 p.m. | ||
| Thu., 3/28 | V Girls Lacrosse | Brien McMahon (Scrim.) | Home - Penders Field [Directions] | 5:00 p.m. | ||
| Sat., 3/30 | V Boys Lacrosse | Lyman Hall | Away - Fitzgerald Field [Directions] | 10:30 a.m. | L 12-5 | Non-League |
| Sat., 3/30 | V Boys Lacrosse | Stamford | Home - Bunnell Turf Field [Directions] | 12:00 p.m. | L 5-9 | Non-League |
| Sat., 3/30 | JV Boys Lacrosse | Stamford | Home - Bunnell Turf Field [Directions] | 2:00 p.m. | ||
| Sat., 3/30 | V Girls Lacrosse | Sheehan | Home - Penders Field [Directions] | 11:30 a.m. | L 8-14 | Non-League |
| Sat., 3/30 | JV Girls Lacrosse | Sheehan | Home - Penders Field [Directions] | 10:00 a.m. | L 10-2 | |
| Sat., 3/30 | V Softball | Trinity Catholic | Home - Birdseye Field [Directions] | 11:00 a.m. | W 18-6 | Non-League |
| Mon., 4/1 | V Boys Golf | Joel Barlow | Home - Mill River C.C. [Directions] | 3:00 p.m. | L Stratford 266 Joel Barlow 198 | |
| Tue., 4/2 | V Boys Lacrosse | Brookfield | Home - Penders Field [Directions] | 6:00 p.m. | W 5-4 | |
| Tue., 4/2 | V Boys Lacrosse | Pomperaug | Home - Bunnell Turf Field [Directions] | 7:00 p.m. | L 0-12 | |
| Tue., 4/2 | JV Boys Lacrosse | Pomperaug | Home - Bunnell Turf Field [Directions] | Cancelled | Cancelled | |
| Tue., 4/2 | V Boys Tennis | Bunnell | Away [Directions] | 3:45 p.m. | W 5 - 2 | Non-League |
| Tue., 4/2 | V Girls Golf | Notre Dame-Fairfield | Home - Mill River C.C. [Directions] | 3:00 p.m. | Stratford 331 ND Fairfield 257 | |
| Tue., 4/2 | V Girls Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 6:00 p.m. | L 11-8 | |
| Tue., 4/2 | JV Girls Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 4:30 p.m. | W 7-3 | |
| Wed., 4/3 | V Baseball | Darien | Home - Penders Field [Directions] | 4:15 p.m. | W 3-2 | Non-League |
| Wed., 4/3 | JV Baseball | Darien | Away - DHS Baseball JV Field [Directions] | 4:15 p.m. | ||
| Wed., 4/3 | V Boys Golf | Weston | Home - Mill River C.C. [Directions] | 3:00 p.m. | L Stratford 265 Weston 181 | |
| Wed., 4/3 | V Softball | Bethel | Away - Kisling Field [Directions] | 4:15 p.m. | W 7-2 | |
| Wed., 4/3 | V Girls Tennis | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | L 1-6 | Non-League |
| Thu., 4/4 | V Boys Lacrosse | Joel Barlow | Away - Field J (competition field) [Directions] | 4:00 p.m. | L 3-18 | |
| Thu., 4/4 | JV Boys Lacrosse | Trinity Catholic | Home - Bunnell Turf Field [Directions] | 5:15 p.m. | JV only | |
| Thu., 4/4 | V Boys Tennis | New Milford | Home - Flood M.S. Tennis Courts [Directions] | 3:45 p.m. | L 0 - 7 | Non-League |
| Thu., 4/4 | V Girls Golf | Weston | Home - Mill River C.C. [Directions] | 3:00 p.m. | Stratford 318 Weston 262 | |
| Thu., 4/4 | V Girls Lacrosse | Joel Barlow | Home - Penders Field [Directions] | 7:00 p.m. | L 14-6 | |
| Thu., 4/4 | JV Girls Lacrosse | Joel Barlow | Home - Penders Field [Directions] | 5:30 p.m. | L 10-1 | |
| Thu., 4/4 | V Softball | Bunnell | Away - Bunnell High [Directions] | 4:00 p.m. | W 13-0 | |
| Thu., 4/4 | V Girls Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | Non-League |
| Sat., 4/6 | V Baseball | East Catholic | Home - Penders Field [Directions] | 11:00 a.m. | W 7-4 | Non-League |
| Sat., 4/6 | V Boys Lacrosse | Foran | Away - Foran HS - Turf Field [Directions] | 10:00 a.m. | L 1-17 | Non-League |
| Sat., 4/6 | V Girls Lacrosse | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | 11:30 a.m. | L 16-11 | Non-League |
| Sat., 4/6 | JV Girls Lacrosse | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | 10:00 a.m. | L 8-6 | |
| Sat., 4/6 | JV Softball | Bunnell | Away - Wigwam Lane Field [Directions] | 10:00 a.m. | ||
| Mon., 4/8 | V Baseball | Weston | Home - Penders Field [Directions] | 4:15 p.m. | L 7-12 | |
| Mon., 4/8 | FR Baseball | Bethel | Home - Wooster MS Field [Directions] | 4:15 p.m. | ||
| Mon., 4/8 | V Boys Outdoor Track | Bethel, Brookfield | Away - Bethel HS [Directions] | 4:00 p.m. | Bethel 131 - Stratford 15 Brookfield 93 - Stratford 40 | |
| Mon., 4/8 | V Softball | Bethel | Home - Birdseye Field [Directions] | 4:15 p.m. | W 13-1 | Non-League |
| Mon., 4/8 | V Girls Tennis | Notre Dame-Fairfield | Home - Flood M.S. Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/9 | JV Baseball | Joel Barlow | Away - Field G (Baseball) [Directions] | 4:15 p.m. | ||
| Tue., 4/9 | V Boys Golf | Bethel | Away - Redding country club [Directions] | 3:00 p.m. | L Stratford 256, Bethel 195 | |
| Tue., 4/9 | V Boys Lacrosse | Joel Barlow | Away - Field J (competition field) [Directions] | 4:00 p.m. | L 1-16 | |
| Tue., 4/9 | V Boys Lacrosse | Stamford | Away - Boyle Stadium, SHS [Directions] | 7:00 p.m. | L 3-11 | Non-League |
| Tue., 4/9 | JV Boys Lacrosse | Joel Barlow | Away - Field J (competition field) [Directions] | 5:30 p.m. | ||
| Tue., 4/9 | V Girls Golf | Masuk | Home - Mill River C.C. [Directions] | 3:00 p.m. | Stratford 305 Masuk 198 | |
| Tue., 4/9 | V Girls Lacrosse | Newtown | Home - Penders Field [Directions] | 6:00 p.m. | L 13-4 | |
| Tue., 4/9 | JV Girls Lacrosse | Newtown | Home - Penders Field [Directions] | Cancelled | Cancelled | |
| Tue., 4/9 | V Girls Outdoor Track | Brookfield, Bethel | Away [Directions] | 4:00 p.m. | Stratford 46 vs Brookfield 90 Stratford 40 vs Bethel 96 | |
| Tue., 4/9 | V Softball | Platt Tech | Away - Washington Field [Directions] | 3:45 p.m. | W 7-0 | Non-League |
| Wed., 4/10 | V Baseball | New Fairfield | Home - Penders Field [Directions] | 4:15 p.m. | L 0-8 | Non-League |
| Wed., 4/10 | V Girls Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | 4:00 p.m. | Stratford 296 Brookfield 259 | |
| Wed., 4/10 | V Girls Tennis | New Milford | Away - New Milford H.S. [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 4/11 | JV Baseball | Masuk | Home - Penders Field [Directions] | 4:15 p.m. | ||
| Thu., 4/11 | V Boys Lacrosse | Westhill | Away - J. Walter Kennedy Stadium [Directions] | 5:30 p.m. | W 8-7 | Non-League |
| Thu., 4/11 | JV Boys Lacrosse | Westhill | Away - J. Walter Kennedy Stadium [Directions] | 4:00 p.m. | ||
| Thu., 4/11 | V Boys Tennis | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | W 5 - 2 | |
| Fri., 4/12 | V Baseball | Notre Dame-Fairfield | Away - Fabbri Field at Notre Dame [Directions] | 4:15 p.m. | L 1-9 | Non-League |
| Sat., 4/13 | V Boys Lacrosse | Foran | Away - Foran HS - Turf Field [Directions] | 10:00 a.m. | L 6-18 | |
| Sat., 4/13 | JV Boys Lacrosse | Foran | Away - Foran HS - Turf Field [Directions] | 11:45 a.m. | ||
| Mon., 4/15 | V Baseball | Bunnell | Home - Penders Field [Directions] | 4:15 p.m. | L 1-6 | Non-League |
| Tue., 4/16 | JV Baseball | New Milford | Away - New Milford HS [Directions] | 4:15 p.m. | ||
| Tue., 4/16 | V Boys Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 6:45 p.m. | L 3-10 | |
| Tue., 4/16 | JV Boys Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | Cancelled | Cancelled | |
| Tue., 4/16 | V Boys Tennis | Newtown | Home - Flood M.S. Tennis Courts [Directions] | 11:00 a.m. | L 0 - 6 - 1 | |
| Tue., 4/16 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 4:00 p.m. | W 18-3 | |
| Tue., 4/16 | JV Girls Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | Cancelled | Cancelled | |
| Wed., 4/17 | V Baseball | New Milford | Home - Penders Field [Directions] | 4:15 p.m. | L 0-9 | |
| Wed., 4/17 | V Boys Golf | Brookfield | Away - Sunset Hill Golf Course [Directions] | 10:00 a.m. | L Stratford 320, Brookfield 190 | |
| Wed., 4/17 | V Boys Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 4/17 | V Softball | New Milford | Home - DeLuca Field [Directions] | 4:15 p.m. | L 3-15 | |
| Wed., 4/17 | V Girls Tennis | Masuk | Home - Flood M.S. Tennis Courts [Directions] | 11:00 a.m. | L 1-5-1 | |
| Thu., 4/18 | V Baseball | Pomperaug | Away - PHS Baseball Field [Directions] | 3:00 p.m. | W 2-0 | |
| Thu., 4/18 | FR Baseball | Pomperaug | Away - Community Baseball Field [Directions] | 3:00 p.m. | ||
| Thu., 4/18 | V Boys Lacrosse | New Milford | Home - Penders Field [Directions] | 6:00 p.m. | L 6-7 | |
| Thu., 4/18 | V Boys Lacrosse | Immaculate | Home - Bunnell Turf Field [Directions] | 6:00 p.m. | W 7-6 | |
| Thu., 4/18 | JV Boys Lacrosse | Immaculate | Home - Bunnell Turf Field [Directions] | Cancelled | Cancelled | |
| Thu., 4/18 | V Girls Lacrosse | New Milford | Away - New Milford HS [Directions] | 4:15 p.m. | W 16-10 | |
| Thu., 4/18 | V Softball | Pomperaug | Away - PHS Softball Field [Directions] | 4:15 p.m. | W 5-4 | |
| Sat., 4/20 | V Boys Lacrosse | Notre Dame-Fairfield | Home - Penders Field [Directions] | 2:00 p.m. | W 11-5 | |
| Mon., 4/22 | V Boys Outdoor Track | Newtown, Pomperaug, Immaculate | Away - Newtown H.S. [Directions] | 4:00 p.m. | Newtown-131/Stratford-18 Pomperaug-126/Stratford-23 Immaculate-83/Stratford-63 | |
| Tue., 4/23 | V Baseball | Kolbe Cathedral | Away - Beardsley Park #1 (Baseball) [Directions] | 4:15 p.m. | W 9-1 | |
| Tue., 4/23 | V Boys Golf | Bethel | Home - Mill River C.C. [Directions] | 3:00 p.m. | L Stratford 261, Bethel 198 | Non-League |
| Tue., 4/23 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | L 5-11 | |
| Tue., 4/23 | V Boys Lacrosse | Stratford | Home - Bunnell Turf Field [Directions] | 7:00 p.m. | W 11-5 | |
| Tue., 4/23 | V Boys Tennis | Bunnell | Home - Flood M.S. Tennis Courts [Directions] | 3:30 p.m. | W 5 - 2 | |
| Tue., 4/23 | V Girls Golf | Notre Dame-Fairfield | Away - Fairchild Wheeler Golf Course [Directions] | 3:00 p.m. | Stratford 287 ND Fairfield 253 | |
| Tue., 4/23 | V Girls Lacrosse | Bunnell | Away - Bunnell Turf Field [Directions] | 5:00 p.m. | W 8-7 | Non-League |
| Tue., 4/23 | JV Girls Lacrosse | Bunnell | Away - Bunnell H.S. Turf Field [Directions] | 3:45 p.m. | W 7-2 | |
| Tue., 4/23 | V Girls Outdoor Track | Pomperaug, Newtown, Immaculate | Away [Directions] | 4:00 p.m. | Stratford 35 VS Pomperaug 114 Stratford 13.5 vs Newtown 136.5 Stratford 65 vs Immaculate 74 | |
| Tue., 4/23 | V Softball | Harding | Away - Luis Marin #1 [Directions] | 4:00 p.m. | W 31-0 | Non-League |
| Tue., 4/23 | V Girls Tennis | Bunnell | Away - Bunnell Tennis Courts [Directions] | 3:30 p.m. | L 0-7 | |
| Wed., 4/24 | V Baseball | Brookfield | Home - Penders Field [Directions] | 4:15 p.m. | W 2-1 | |
| Wed., 4/24 | FR Baseball | Brookfield | Away - BHS Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/24 | V Boys Golf | New Fairfield | Away - River Oaks [Directions] | 3:00 p.m. | L Stratford 256, New Fairfield 191 | |
| Wed., 4/24 | V Boys Tennis | Joel Barlow | Home - Flood M.S. Tennis Courts [Directions] | 3:45 p.m. | L 0 - 7 | |
| Wed., 4/24 | V Softball | Brookfield | Home - DeLuca Field [Directions] | 4:15 p.m. | L 3-14 | |
| Wed., 4/24 | V Girls Tennis | Joel Barlow | Away - Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/25 | V Baseball | Bethel | Away - Hunt Field at Bethel HS [Directions] | 4:15 p.m. | L 0-3 | |
| Thu., 4/25 | FR Baseball | Bethel | Away - MS baseball field [Directions] | 4:15 p.m.m. | ||
| Thu., 4/25 | V Boys Golf | Notre Dame-Fairfield | Away - Fairchild Wheeler Golf Course [Directions] | 3:00 p.m. | W Stratford 259, ND Fairfield 286 | Non-League |
| Thu., 4/25 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 4:00 p.m. | W 9-6 | |
| Thu., 4/25 | V Girls Golf | Newtown | Home - Mill River C.C. [Directions] | 3:00 p.m. | Stratford 326 Newtown 236 | |
| Thu., 4/25 | V Softball | Kolbe Cathedral | Away - Cal Ripken Field at Longfellow Park [Directions] | 4:15 p.m. | W 18-4 | |
| Fri., 4/26 | V Girls Lacrosse | Immaculate | Away - Mustang Valley [Directions] | 4:00 p.m. | W 14-3 | |
| Fri., 4/26 | JV Girls Lacrosse | Immaculate | Away - Mustang Valley [Directions] | Cancelled | Cancelled | |
| Sat., 4/27 | V Baseball | Bassick | Home - Penders Field [Directions] | 10:00 a.m. | W 28-0 | Non-League |
| Sat., 4/27 | JV Baseball | Bethel | Home - Penders Field [Directions] | 2:00 p.m. | ||
| Sat., 4/27 | V Boys Lacrosse | Immaculate | Home - Penders Field [Directions] | 6:00 p.m. | L 9-10 | |
| Sat., 4/27 | V Girls Lacrosse | Foran | Away - Foran HS - Turf Field [Directions] | 4:00 p.m. | W 17-8 | Non-League |
| Sat., 4/27 | JV Girls Lacrosse | Foran | Away - Foran HS - Turf Field [Directions] | 5:30 p.m. | L 6-4 | |
| Mon., 4/29 | V Baseball | New Fairfield | Away - NFHS Baseball Field [Directions] | 4:15 p.m. | W 10-0 | |
| Mon., 4/29 | FR Baseball | New Fairfield | Home - Penders Field [Directions] | 5:00 p.m. | ||
| Mon., 4/29 | V Boys Outdoor Track | Joel Barlow, New Fairfield | Away - Field I (Stadium) [Directions] | 4:00 p.m. | Barlow-90/SHS-59 NF-112/SHS-37 | |
| Mon., 4/29 | V Softball | New Fairfield | Away - NFHS Softball Field [Directions] | 4:15 p.m. | W 9-7 | |
| Tue., 4/30 | JV Baseball | New Fairfield | Home - Wooster MS Field [Directions] | 4:15 p.m. | ||
| Tue., 4/30 | V Boys Golf | Notre Dame-Fairfield | Home - Mill River C.C. [Directions] | 2:45 p.m. | W Stratford 277, ND Fairfield 325 | |
| Tue., 4/30 | V Boys Lacrosse | New Fairfield | Home - Bunnell Turf Field [Directions] | 5:15 p.m. | L 24-2 | |
| Tue., 4/30 | V Boys Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | 7:00 p.m. | L 2-13 | |
| Tue., 4/30 | JV Boys Lacrosse | New Fairfield | Home - Bunnell Turf Field [Directions] | 7:00 p.m. | ||
| Tue., 4/30 | V Boys Tennis | Bethel | Home - Flood M.S. Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/30 | V Girls Lacrosse | Pomperaug | Home - Penders Field [Directions] | 7:00 p.m. | L 17-11 | |
| Tue., 4/30 | JV Girls Lacrosse | Pomperaug | Home - Penders Field [Directions] | 5:30 p.m. | L 10-2 | |
| Tue., 4/30 | V Girls Outdoor Track | Joel Barlow, New Fairfield | Away [Directions] | 4:00 p.m. | Stratford 28 vs New Fairfield 120 Stratford 16 vs Joe Barlow 134 | |
| Tue., 4/30 | JV Softball | New Fairfield | Home - Birdseye Field [Directions] | 4:15 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Bethel | Away - Bethel HS [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/1 | V Baseball | Immaculate | Home - Penders Field [Directions] | 6:00 p.m. | W 2-1 | |
| Wed., 5/1 | V Boys Tennis | Brookfield | Away - BHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/1 | V Girls Golf | Newtown, Lauralton Hall | Away - Newtown Country Club [Directions] | 3:00 p.m. | Stratford 290 Newtown 216 | |
| Wed., 5/1 | V Softball | Immaculate | Home - DeLuca Field [Directions] | 6:00 p.m. | W 8-4 | |
| Wed., 5/1 | V Girls Tennis | Brookfield | Home - Flood M.S. Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/2 | V Girls Golf | Joel Barlow | Home - Mill River C.C. [Directions] | 3:00 p.m. | Stratford 294 Joel Barlow 292 | |
| Thu., 5/2 | V Girls Lacrosse | Weston | Home - Penders Field [Directions] | 4:15 p.m. | L 11-8 | |
| Thu., 5/2 | JV Girls Lacrosse | Weston | Home - Penders Field [Directions] | 5:45 p.m. | L 8-1 | |
| Fri., 5/3 | V Baseball | Newtown | Away - Penders Field [Directions] | 6:00 p.m. | L 0-5 | |
| Sat., 5/4 | V Boys Lacrosse | Westhill | Home - Penders Field [Directions] | 11:00 a.m. | L 7-11 | Non-League |
| Mon., 5/6 | V Baseball | Notre Dame-Fairfield | Home - Penders Field [Directions] | 6:30 p.m. | W 2-0 | |
| Mon., 5/6 | V Boys Golf | Newtown | Away [Directions] | 3:00 p.m. | L Stratford 277, Newtown 168 | |
| Mon., 5/6 | V Boys Outdoor Track | Weston, Kolbe Cathedral, New Milford | Away - WHS Track [Directions] | 4:00 p.m. | Weston-117/SHS-28 New Milford-24.5/SHS-101.5 Kolbe-34/SHS-69 | |
| Mon., 5/6 | V Boys Tennis | Weston | Away - WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Mon., 5/6 | V Girls Golf | Weston | Away - Aspetuck Valley Country Club [Directions] | 3:45 p.m. | Stratford 266 Weston 280 | |
| Mon., 5/6 | V Softball | Notre Dame-Fairfield | Home - Park Avenue Field - Notre Dame [Directions] | 4:30 p.m. | L 1-0 | |
| Mon., 5/6 | V Girls Tennis | Weston | Home - Flood M.S. Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/7 | JV Baseball | Notre Dame-Fairfield | Away - Penders Field [Directions] | 6:30 p.m. | ||
| Tue., 5/7 | V Boys Golf | Pomperaug | Away - Heritage Village C.C. [Directions] | 3:00 p.m. | L Stratford 263, Pomperaug 172 | |
| Tue., 5/7 | V Boys Lacrosse | New Fairfield | Home - Penders Field [Directions] | 4:00 p.m. | L 1-20 | |
| Tue., 5/7 | V Boys Lacrosse | Bethel | Home - Bunnell Turf Field [Directions] | 5:15 p.m. | L 3-15 | |
| Tue., 5/7 | JV Boys Lacrosse | Bethel | Home - Bunnell Turf Field [Directions] | 7:00 p.m. | ||
| Tue., 5/7 | V Boys Tennis | Immaculate | Home - Flood M.S. Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/7 | V Girls Golf | Masuk, Bunnell | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | Stratford 311 Masuk 214 | |
| Tue., 5/7 | V Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 4:00 p.m. | L 18-7 | |
| Tue., 5/7 | JV Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 6:00 p.m. | L 18-1 | |
| Tue., 5/7 | V Softball | Weston | Home - DeLuca Field [Directions] | 4:15 p.m. | W 9-8 | |
| Tue., 5/7 | V Girls Tennis | Notre Dame-Fairfield | Away - Veteran's Park - Bridgeport [Directions] | 3:45 p.m. | L 2-5 | Non-League |
| Wed., 5/8 | V Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:00 p.m. | W 6-4 | |
| Wed., 5/8 | FR Baseball | Brookfield | Away - H.H.E.S. Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 5/8 | V Girls Outdoor Track | Weston, Kolbe Cathedral, New Milford | Away - New Milford HS [Directions] | 4:00 p.m. | Stratford 12 vs Weston 133 Stratford 50 vs Kolbe 73 Stratford 30 vs New Milford 108 | |
| Wed., 5/8 | V Softball | Weston | Away - Hurlbutt El. School, Weston [Directions] | 4:15 p.m. | W 8-1 | Non-League |
| Wed., 5/8 | V Girls Tennis | Pomperaug | Away - Edgewood Bath and Tennis Club [Directions] | 6:00 p.m. | L 0-7 | |
| Thu., 5/9 | JV Baseball | Weston | Away - Revson Field, Weston [Directions] | 4:15 p.m. | ||
| Thu., 5/9 | V Boys Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 6:00 p.m. | L 3-9 | |
| Thu., 5/9 | V Boys Lacrosse | Masuk | Home - Penders Field [Directions] | 7:00 p.m. | L 4-14 | |
| Thu., 5/9 | JV Boys Lacrosse | Brookfield | Away - BHS Back Turf [Directions] | 4:00 p.m. | ||
| Thu., 5/9 | V Girls Golf | Immaculate, Joel Barlow | Away - Redding Country Club [Directions] | 3:00 p.m. | Stratford 319 Immaculate 213 | |
| Thu., 5/9 | V Girls Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 6:30 p.m. | L 8-3 | |
| Thu., 5/9 | JV Girls Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 5:00 p.m. | L 11-2 | |
| Thu., 5/9 | V Softball | Bunnell | Home - DeLuca Field [Directions] | 7:00 p.m. | W 13-0 | Non-League |
| Fri., 5/10 | V Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | 4:15 p.m. | W 1-0 | |
| Fri., 5/10 | V Boys Outdoor Track | North Haven, West Haven | Away - Vanacore Field [Directions] | 3:45 p.m. | NH-108/Stratford-42 WH-26/Stratford-106 | |
| Sat., 5/11 | JV Baseball | Bunnell | Home - Penders Field [Directions] | 10:00 a.m. | ||
| Sat., 5/11 | V Boys Lacrosse | Bunnell-Stratford | Home - Penders Field [Directions] | 1:00 p.m. | L 4-11 | Non-League |
| Sat., 5/11 | V Boys Lacrosse | Stratford | Away - Penders Field [Directions] | 1:00 p.m. | W 11-4 | Non-League |
| Sat., 5/11 | V Girls Lacrosse | Bunnell | Home - Penders Field [Directions] | 3:00 p.m. | W 9-5 | |
| Sat., 5/11 | V Softball | Newtown | Away - Newtown HS [Directions] | 2:00 p.m. | L 8-1 | |
| Mon., 5/13 | V Boys Lacrosse | New Milford | Away - New Milford HS [Directions] | 5:30 p.m. | W 14-8 | |
| Tue., 5/14 | V Boys Golf | Masuk | Away - Whitney Farms Golf Course [Directions] | 3:00 p.m. | L Stratford 289, Masuk 188 | |
| Tue., 5/14 | V Boys Lacrosse | Bethel | Away - Brookfield HS [Directions] | 7:00 p.m. | L 1-14 | |
| Tue., 5/14 | V Boys Tennis | New Fairfield | Home - Wolfe Park [Directions] | 5:00 p.m. | L 0-7 | |
| Tue., 5/14 | V Girls Golf | Immaculate | Home - Mill River C.C. [Directions] | 3:00 p.m. | Stratford 323 Immaculate 241 | |
| Tue., 5/14 | V Girls Lacrosse | Bethel | Home - Penders Field [Directions] | 7:00 p.m. | W 10-9 | |
| Tue., 5/14 | JV Girls Lacrosse | Bethel | Home - Penders Field [Directions] | 5:30 p.m. | W 7-5 | |
| Tue., 5/14 | V Softball | Joel Barlow | Away - Field E (Softball) [Directions] | 4:15 p.m. | L 7-8 | |
| Tue., 5/14 | V Girls Tennis | Immaculate | Home - O'Neill Center, WCSU, Danbury [Directions] | 2:30 p.m. | L 0-7 | |
| Tue., 5/14 | V Girls Tennis | New Fairfield | Away - o'Neill Center, WCSU, Danbury [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 5/15 | V Baseball | Masuk | Home - Penders Field [Directions] | 6:00 p.m. | W 5-1 | |
| Wed., 5/15 | JV Baseball | Masuk | Away - John Giampaolo Baseball Field @ Masuk HS [Directions] | 4:00 p.m. | ||
| Wed., 5/15 | V Boys Lacrosse | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | 6:30 p.m. | L 2-15 | |
| Wed., 5/15 | V Boys Outdoor Track | Notre Dame-Fairfield, Masuk, Bunnell | Away - Bunnell Track [Directions] | 4:00 p.m. | SHS-51/Bunnell-92 SHS-43/Masuk-107 SHS-128/NDFF-6 | |
| Wed., 5/15 | V Girls Outdoor Track | Notre Dame-Fairfield, Masuk, Bunnell | Away - Bunnell Track [Directions] | 4:00 p.m. | Stratford 121 vs Notre Dame 4 Stratfrod 29 vs Masuk 120 Stratford 16 vs Bunnell 134 | |
| Wed., 5/15 | V Softball | Platt Tech | Home - DeLuca Field [Directions] | 6:15 p.m. | W 12-11 | Non-League |
| Thu., 5/16 | V Baseball | Joel Barlow | Away - Field G (Baseball) [Directions] | 4:15 p.m. | L 5-6 | |
| Thu., 5/16 | JV Baseball | Joel Barlow | Home - Penders Field [Directions] | 4:15 p.m. | ||
| Thu., 5/16 | V Softball | Masuk | Home - DeLuca Field [Directions] | 4:15 p.m. | L 0-12 | |
| Fri., 5/17 | JV Softball | Bunnell | Home - Birdseye Field Complex [Directions] | 3:30 p.m. | ||
| Sat., 5/18 | V Boys Lacrosse | Tolland | Home - Bunnell Turf Field [Directions] | 1:00 p.m. | L 10-11 | Non-League / Senior Day |
| Sat., 5/18 | JV Boys Lacrosse | Tolland | Home - Bunnell Turf Field [Directions] | 11:00 a.m. | ||
| Mon., 5/20 | V Boys Golf | New Milford | Home - Mill River C.C. [Directions] | 3:00 p.m. | L Stratford 265, New Milford 172 | |
| Mon., 5/20 | V Boys Lacrosse | Amity | Home - Bunnell Turf Field [Directions] | 6:00 p.m. | L 9-12 | Non-League |
| Mon., 5/20 | V Girls Golf | Bunnell | Away - Oronoque Country Club [Directions] | 3:00 p.m. | Stratford 289 Bunnell 324 | |
| Mon., 5/20 | V Softball | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | 3:45 p.m. | L 0-12 | |
| Tue., 5/21 | V Baseball | SWC Quarterfinals | Away - Bethel H.S. | 3:30 p.m. | ||
| Tue., 5/21 | V Boys Golf | Immaculate | Home - Mill River C.C. [Directions] | 3:00 p.m. | L Stratford 270, Immaculate 167 | |
| Tue., 5/21 | V Boys Golf | New Fairfield | Home - Mill River C.C. [Directions] | 3:00 p.m. | L Stratford 270, New Fairfield 191 | Non-League |
| Tue., 5/21 | JV Softball | Harding | Away - Luis Marin #2 JV [Directions] | Cancelled | Cancelled | |
| Wed., 5/22 | V Baseball | SWC Semifinals | Away | TBA | ||
| Wed., 5/22 | V Boys Outdoor Track | SWC Championship | Away - Weston H.S. | 3:00 p.m. | ||
| Wed., 5/22 | V Girls Outdoor Track | SWC Championship | Away - Weston H.S. | 3:00 p.m. | ||
| Wed., 5/22 | JV Softball | Weston | Away - Hurlbutt El. School, Weston [Directions] | 4:00 p.m. | ||
| Thu., 5/23 | FR Baseball | Bunnell | Away - Bunnell Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 5/23 | V Girls Golf | Bunnell | Home - Mill River C.C. [Directions] | 3:00 p.m. | Stratford 333 Bunnell 337 | |
| Thu., 5/23 | V Girls Golf | Brookfield | Home - Mill River C.C. [Directions] | 4:00 p.m. | Stratford 333 Brookfield 290 | |
| Fri., 5/24 | V Girls Lacrosse | Windsor | Away - OBrien Stadium Turf Field [Directions] | 3:30 p.m. | ||
| Tue., 5/28 | V Baseball | Platt | Away - Ceppa Field, Meriden [Directions] | 4:00 p.m. | ||
| Tue., 5/28 | V Softball | Pomperaug | Home - DeLuca Field [Directions] | 4:30 p.m. | L 6-15 | |
| Wed., 5/29 | V Boys Outdoor Track | Class MM State Tournament | Away - Middletown H.S. | 3:00 p.m. | ||
| Wed., 5/29 | V Girls Outdoor Track | Class MM State Tournament | Away - Middletown H.S. | 3:00 p.m. | ||
| Thu., 5/30 | V Baseball | Berlin | Away - Sage Park - Zipadelli Field [Directions] | 3:30 p.m. | ||