| Watertown 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 677 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Seymour | Away - French Park [Directions] | TBA | ||
| TBA | JV Baseball | Crosby | Away - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Sacred Heart | Away - Fulton Park | TBA | ||
| TBA | JV Baseball | Torrington | Away - Torrington HS [Directions] | TBA | ||
| TBA | JV Baseball | Kennedy | Away - Waterville Park [Directions] | TBA | ||
| TBA | JV Baseball | Oxford | Away - OHS Baseball Field [Directions] | TBA | ||
| TBA | FR Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 4:00 p.m. | ||
| TBA | JV Football | Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | TBA | ||
| TBA | JV Football | Torrington | Away - Torrington HS [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Holy Cross | Home - John J. Mills Complex @ Watertown HS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Ansonia | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| TBA | JV Boys Soccer | Crosby | Away - Crosby HS [Directions] | TBA | ||
| TBA | JV Girls Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | TBA | ||
| TBA | JV Girls Soccer | Wolcott | Away - Wolcott HS, Lower Soccer Field [Directions] | 3:30 p.m. | ||
| TBA | JV Girls Soccer | Shelton | Away - Shelton HS Finn Stadium [Directions] | TBA | ||
| TBA | JV Softball | Woodland | Home - Veteran's Park #1 [Directions] | 3:30 p.m. | ||
| TBA | JV Softball | Wolcott | Home - Veteran's Park #1 [Directions] | TBA | ||
| Mon., 8/24 | V Football | Avon (Scrim.) | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | Report Time: 9 AM | |
| Sat., 8/29 | V Football | Rocky Hill (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Mon., 8/31 | V Boys Soccer | Fairfield Ludlowe (Scrim.) | Away - Sturges Park [Directions] | 6:00 p.m. | ||
| Tue., 9/1 | V Girls Volleyball | Immaculate (Scrim.) | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:00 p.m. | ||
| Thu., 9/3 | V Football | Maloney (Scrim.) | Away - Falcon Field [Directions] | 6:30 p.m. | ||
| Fri., 9/4 | V Girls Swimming and Diving | N.V.L. Indicational Meet | Away - Kennedy HS | 4:00 p.m. | ||
| Fri., 9/11 | V Football | Seymour | Away - OHS Wolverine Field (Turf) [Directions] | 7:30 p.m. | L 13-20 | |
| Fri., 9/11 | V Boys Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 9/11 | JV Boys Soccer | Oxford | Away - OHS Soccer Field-West [Directions] | 3:45 p.m. | L 3-1 | |
| Fri., 9/11 | V Girls Soccer | Oxford | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | L 3-2 | |
| Fri., 9/11 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Watertown 94 St. Paul 72 | |
| Fri., 9/11 | V Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 9/11 | JV Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 4:45 p.m. | L 0-2 | |
| Sat., 9/12 | JV Football | Seymour | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Tue., 9/15 | V Boys Cross Country | Sacred Heart, Wolcott, Seymour | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/15 | V Girls Cross Country | Sacred Heart, Wolcott, Seymour | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/15 | V Girls Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:00 p.m. | Watertown 100 Oxford 81 | |
| Tue., 9/15 | V Girls Volleyball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/15 | JV Girls Volleyball | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | ||
| Wed., 9/16 | V Boys Soccer | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | T 0-0 | |
| Wed., 9/16 | JV Boys Soccer | Naugatuck | Home - Veterans Park [Directions] | 3:45 p.m. | W 2-1 | |
| Wed., 9/16 | V Girls Soccer | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | L 1-3 | |
| Thu., 9/17 | FR Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | ||
| Thu., 9/17 | V Field Hockey | Masuk | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | W 3-1 | |
| Thu., 9/17 | JV Field Hockey | Masuk | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Thu., 9/17 | JV Girls Soccer | Naugatuck | Away - Breen Field [Directions] | 3:45 p.m. | ||
| Thu., 9/17 | V Girls Volleyball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/17 | JV Girls Volleyball | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | ||
| Fri., 9/18 | V Football | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 20-41 | |
| Fri., 9/18 | V Boys Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 9/18 | V Competitive Cheerleading | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | ||
| Fri., 9/18 | V Girls Soccer | Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | L 0-2 | |
| Fri., 9/18 | V Girls Swimming and Diving | Naugatuck | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Watertown 101 Naugatuck 79 | |
| Fri., 9/18 | V Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/18 | JV Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 4:45 p.m. | ||
| Sat., 9/19 | V Boys Cross Country | 35th Stratton Brook Invitational | Away | 9:30 a.m. | ||
| Sat., 9/19 | JV Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 9/19 | JV Boys Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 10:00 a.m. | ||
| Sat., 9/19 | V Girls Cross Country | 35th Stratton Brook Invitational | Away | 9:30 a.m. | ||
| Sat., 9/19 | V Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | 6:30 p.m. | L 0-3 | |
| Sat., 9/19 | JV Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Sat., 9/19 | JV Girls Soccer | Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:30 a.m. | ||
| Mon., 9/21 | V Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 3:45 p.m. | L 0-4 | |
| Mon., 9/21 | JV Field Hockey | Newtown | Away - Treadwell Town Park [Directions] | 5:30 p.m. | ||
| Tue., 9/22 | V Boys Cross Country | Holy Cross, Kennedy, St. Paul Catholic | Away - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Tue., 9/22 | V Boys Soccer | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 9/22 | JV Boys Soccer | Wolcott | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/22 | V Girls Cross Country | Holy Cross, Kennedy, St. Paul Catholic | Away - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Tue., 9/22 | V Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 1-0 | |
| Tue., 9/22 | V Girls Volleyball | Gilbert | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 9/22 | JV Girls Volleyball | Gilbert | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:00 p.m. | ||
| Wed., 9/23 | FR Football | Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | ||
| Wed., 9/23 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS Field [Directions] | 3:45 p.m. | L 2-1 | |
| Wed., 9/23 | JV Field Hockey | Nonnewaug | Away - Nonnewaug HS Field [Directions] | 5:00 p.m. | ||
| Wed., 9/23 | V Girls Swimming and Diving | Haddam-Killingworth | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Watertown 94 Haddam-Killingworth 84 | |
| Thu., 9/24 | V Field Hockey | Wamogo | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | W 6-0 | |
| Thu., 9/24 | JV Field Hockey | Wamogo | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 9/24 | V Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/24 | JV Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 4:45 p.m. | ||
| Fri., 9/25 | V Football | Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 49-7 | |
| Fri., 9/25 | V Boys Soccer | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | W 5-1 | |
| Fri., 9/25 | JV Boys Soccer | Holy Cross | Away - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Fri., 9/25 | V Competitive Cheerleading | Sacred Heart | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | 6 pm REPORT TIME | |
| Fri., 9/25 | V Girls Soccer | Holy Cross | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | L 2-3 | |
| Fri., 9/25 | V Girls Swimming and Diving | Woodland | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | Watertown 100 Woodland 80 | |
| Fri., 9/25 | V Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | L 1-3 | Out of League |
| Fri., 9/25 | JV Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 4:45 p.m. | ||
| Sat., 9/26 | V Girls Soccer | Newtown | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | T 1-1 | |
| Mon., 9/28 | V Boys Soccer | New Fairfield | Away - Rebel Turf [Directions] | 6:00 p.m. | W 1-0 | |
| Mon., 9/28 | JV Boys Soccer | New Fairfield | Away - NFHS Komlo Field [Directions] | 4:00 p.m. | ||
| Mon., 9/28 | V Girls Soccer | Seymour | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | W 5-1 | |
| Tue., 9/29 | V Boys Cross Country | Ansonia, Oxford, Woodland | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Boys Soccer | Seymour | Away - Naugatuck HS [Directions] | 7:00 p.m. | T 2-2 | |
| Tue., 9/29 | V Girls Cross Country | Ansonia, Oxford, Woodland | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Field Hockey | New Milford | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | W 3-2 | |
| Tue., 9/29 | JV Field Hockey | New Milford | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Girls Swimming and Diving | Sacred Heart | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Sacred Heart 97 Watertown 82 | |
| Tue., 9/29 | V Girls Volleyball | Wilby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:30 p.m. | W 3-0 | |
| Tue., 9/29 | JV Girls Volleyball | Wilby | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Thu., 10/1 | JV Boys Soccer | Seymour | Away - Bungay School [Directions] | 3:45 p.m. | ||
| Thu., 10/1 | V Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 5:00 p.m. | L 0-3 | |
| Thu., 10/1 | JV Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Fri., 10/2 | V Football | Woodland | Away - Woodland Football Field [Directions] | 6:30 p.m. | L 7-40 | |
| Fri., 10/2 | V Boys Soccer | Crosby | Away - Crosby HS [Directions] | 3:45 p.m. | W 3-1 OT | |
| Fri., 10/2 | V Field Hockey | Immaculate | Away - Mustang Valley [Directions] | 3:45 p.m. | L 1-3 | |
| Fri., 10/2 | JV Field Hockey | Immaculate | Away - Mustang Valley [Directions] | 5:15 p.m. | ||
| Fri., 10/2 | V Girls Soccer | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 1-0 | |
| Fri., 10/2 | JV Girls Soccer | Naugatuck | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Fri., 10/2 | V Girls Swimming and Diving | Torrington | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | Watertown 86 Torrington 67 | |
| Fri., 10/2 | V Girls Volleyball | Oxford | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/2 | JV Girls Volleyball | Oxford | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:45 p.m. | ||
| Sat., 10/3 | JV Football | Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Mon., 10/5 | V Boys Soccer | Pomperaug | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | L 0-2 | |
| Mon., 10/5 | JV Boys Soccer | Pomperaug | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Mon., 10/5 | V Field Hockey | Masuk | Away - Masuk Middle Field [Directions] | 4:00 p.m. | T 1-1 | |
| Mon., 10/5 | JV Field Hockey | Masuk | Away - Masuk Middle Field [Directions] | 5:15 p.m. | ||
| Mon., 10/5 | JV Girls Soccer | Holy Cross | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Boys Cross Country | Torrington, Naugatuck, WCA | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Girls Cross Country | Torrington, Naugatuck, WCA | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Field Hockey | Weston | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 2-1 | |
| Tue., 10/6 | JV Field Hockey | Weston | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | ||
| Tue., 10/6 | V Girls Swimming and Diving | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | Watertown 92 Kennedy 75 | |
| Tue., 10/6 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/6 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 4:30 p.m. | ||
| Wed., 10/7 | V Boys Soccer | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | W 1-0 OT | |
| Wed., 10/7 | JV Boys Soccer | St. Paul Catholic | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Wed., 10/7 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | L 2-3 | |
| Thu., 10/8 | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | ||
| Thu., 10/8 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Thu., 10/8 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/9 | V Football | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 24-26 | |
| Fri., 10/9 | V Boys Soccer | Ansonia | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | T 2-2 OT | |
| Fri., 10/9 | V Girls Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:30 p.m. | W 6-2 | |
| Fri., 10/9 | V Girls Swimming and Diving | Holy Cross | Home - Watertown HS [Directions] | 6:00 p.m. | Watertown 91 Holy Cross 72 | |
| Fri., 10/9 | V Girls Volleyball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/9 | JV Girls Volleyball | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:45 p.m. | ||
| Sat., 10/10 | V Boys Cross Country | 2015 Wickham Park Invitational | Away - Wickham Park, Manchester CT | 9:00 a.m. | ||
| Sat., 10/10 | FR Football | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 10:30 a.m. | ||
| Sat., 10/10 | V Girls Cross Country | 2015 Wickham Park Invitational | Away - Wickham Park, Manchester CT | 9:00 a.m. | ||
| Mon., 10/12 | V Field Hockey | Bethel | Away - Hunt Field at Bethel HS [Directions] | 11:00 a.m. | L 2-1 | |
| Mon., 10/12 | JV Field Hockey | Bethel | Away - Hunt Field at Bethel HS [Directions] | 12:00 p.m. | ||
| Tue., 10/13 | V Boys Cross Country | Derby, Crosby, Wilby | Away - Veterans Memorial Park Watertown [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Girls Cross Country | Derby, Crosby, Wilby | Away - Veterans Memorial Park Watertown [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 6:45 p.m. | L 4-0 | |
| Tue., 10/13 | JV Field Hockey | Joel Barlow | Away - Field I (Stadium) [Directions] | 5:15 p.m. | ||
| Tue., 10/13 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Watertown 93 Wilby 64 | |
| Wed., 10/14 | V Boys Soccer | Torrington | Away - Torrington HS [Directions] | 6:30 p.m. | W 3-1 OT | |
| Wed., 10/14 | V Girls Soccer | Torrington | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 5-0 | |
| Thu., 10/15 | JV Boys Soccer | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Thu., 10/15 | V Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | L 0-3 | |
| Thu., 10/15 | JV Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Fri., 10/16 | V Field Hockey | Brookfield | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | L 2-0 | |
| Fri., 10/16 | JV Field Hockey | Brookfield | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | ||
| Fri., 10/16 | V Girls Swimming and Diving | Seymour | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | Seymour 91 Watertown 89 | |
| Fri., 10/16 | V Girls Volleyball | Crosby | Away - Kennedy HS [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/16 | JV Girls Volleyball | Crosby | Away - Kennedy HS [Directions] | 4:45 p.m. | ||
| Sat., 10/17 | JV Boys Soccer | Derby | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 10/17 | JV Girls Soccer | Derby | Away - Derby -Witek Park [Directions] | 10:00 a.m. | ||
| Mon., 10/19 | V Field Hockey | Newtown | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | L 4-1 | |
| Mon., 10/19 | JV Field Hockey | Newtown | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:45 p.m. | ||
| Mon., 10/19 | V Girls Soccer | Derby | Away - Derby -Witek Park [Directions] | 3:45 p.m. | W 9-0 | |
| Tue., 10/20 | V Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | 6:30 p.m. | W 4-1 | |
| Tue., 10/20 | JV Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | 4:45 p.m. | ||
| Tue., 10/20 | V Girls Swimming and Diving | Suffield | Away - Windsor Locks HS [Directions] | 5:30 p.m. | Watertown 92 Suffield 76 | |
| Tue., 10/20 | V Girls Volleyball | Ansonia | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/20 | JV Girls Volleyball | Ansonia | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:45 p.m. | ||
| Wed., 10/21 | V Boys Cross Country | NVL Championships | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Wed., 10/21 | FR Football | Wilby | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 10/21 | V Girls Cross Country | NVL Championships | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Wed., 10/21 | V Girls Soccer | Shelton | Away - Shelton HS Finn Stadium [Directions] | 7:15 p.m. | L 5-6 | |
| Wed., 10/21 | V Girls Volleyball | Gilbert | Away - Gilbert Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Wed., 10/21 | JV Girls Volleyball | Gilbert | Away - Gilbert Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/22 | V Boys Soccer | Wilby | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | W 10-0 | |
| Thu., 10/22 | V Girls Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:45 p.m. | L 0-6 | |
| Fri., 10/23 | V Football | Wilby | Away - Municipal Stadium [Directions] | 6:00 p.m. | W 50-6 | |
| Fri., 10/23 | JV Boys Soccer | Wilby | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Competitive Cheerleading | Wilby | Away - Municipal Stadium [Directions] | 6:00 p.m. | ||
| Fri., 10/23 | V Field Hockey | Pomperaug | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | L 2-1 | SENIOR NIGHT |
| Fri., 10/23 | JV Field Hockey | Pomperaug | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | JV Girls Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/23 | JV Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Sat., 10/24 | V Boys Soccer | Sacred Heart | Away - Post University - LaMoy Field | 2:30 p.m. | W 4-0 | |
| Mon., 10/26 | V Field Hockey | Weston | Away - WHS Turf Field [Directions] | 6:30 p.m. | OT-L 4-3 | |
| Mon., 10/26 | JV Field Hockey | Weston | Away - WHS Turf Field [Directions] | 5:00 p.m. | ||
| Mon., 10/26 | V Girls Soccer | Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:30 p.m. | W 8-0 | SENIOR NIGHT |
| Mon., 10/26 | V Girls Volleyball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 10/26 | JV Girls Volleyball | Torrington | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:45 p.m. | ||
| Tue., 10/27 | V Boys Soccer | Derby | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 10/28 | V Girls Volleyball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | L 0-3 | |
| Wed., 10/28 | JV Girls Volleyball | Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:45 p.m. | ||
| Thu., 10/29 | V Football | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | L 23-40 | |
| Thu., 10/29 | V Boys Soccer | Kennedy | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:30 p.m. | W 4-1 | SENIOR NIGHT |
| Thu., 10/29 | V Girls Soccer | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | W 7-0 | |
| Fri., 10/30 | FR Football | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 10/30 | V Field Hockey | Joel Barlow | Away [Directions] | 7:00 p.m. | ||
| Fri., 10/30 | JV Girls Volleyball | Naugatuck JV Tournament | Away | 3:00 p.m. | ||
| Sat., 10/31 | V Boys Cross Country | CIAC Class M Championship | Away - Wickham Park - East Hartford [Directions] | 2:40 p.m. | ||
| Sat., 10/31 | JV Football | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 10/31 | V Boys Soccer | Oxford | Home - John J. Mills Complex @ Watertown HS [Directions] | 2:00 p.m. | L 0-1 | NVL Semi Finals |
| Sat., 10/31 | JV Boys Soccer | Kennedy | Home - West Side MS [Directions] | 10:30 a.m. | ||
| Sat., 10/31 | V Girls Cross Country | CIAC Class M Championship | Away - Wickham Park - East Hartford [Directions] | 2:05 p.m. | ||
| Sat., 10/31 | V Girls Soccer | Holy Cross | Away - Municipal Stadium [Directions] | 1:00 p.m. | ||
| Mon., 11/2 | V Girls Soccer | Naugatuck | Away - Municipal Stadium [Directions] | 5:30 p.m. | W 2-0 | NVL SEMI FINALS |
| Tue., 11/3 | V Girls Swimming and Diving | NVL Trials | Away - Kennedy HS | 4:30 p.m. | ||
| Wed., 11/4 | FR Football | Crosby | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 11/4 | V Boys Soccer | Pomperaug (Scrim.) | Away - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Wed., 11/4 | V Girls Swimming and Diving | N.V.L. Diving | Away | 6:00 p.m. | 4:30 Warmup | |
| Thu., 11/5 | V Girls Soccer | Woodland | Away - Municipal Stadium [Directions] | 5:30 p.m. | L 2-1 | |
| Fri., 11/6 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | ||
| Fri., 11/6 | V Football | Crosby | Home - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 35-7 | |
| Fri., 11/6 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | ||
| Fri., 11/6 | V Girls Swimming and Diving | NVL Finals | Away - Kennedy HS | 4:30 p.m. | 2:00 Warmup | |
| Sat., 11/7 | JV Football | Crosby | Home - John J. Mills Complex @ Watertown HS [Directions] | 11:00 a.m. | ||
| Mon., 11/9 | V Girls Soccer | East Catholic | Away [Directions] | 2:00 p.m. | W 4-0 | |
| Tue., 11/10 | V Boys Soccer | Weston | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:00 p.m. | W 3-2 | |
| Wed., 11/11 | V Girls Soccer | Stonington | Away - Palmer Field (Turf) [Directions] | 2:00 p.m. | ||
| Thu., 11/12 | V Boys Soccer | Plainville | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | ||
| Fri., 11/13 | V Football | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 28-14 | |
| Sat., 11/14 | V Boys Cross Country | New England Championship | Away - Thetford Academy (VT) [Directions] | TBA | ||
| Sat., 11/14 | FR Football | Oxford | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 11/14 | V Girls Cross Country | New England Championship | Away - Thetford Academy (VT) [Directions] | TBA | ||
| Thu., 11/26 | V Football | Torrington | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:15 a.m. | L 21-52 | |
| Fri., 12/4 | V Girls Basketball | Kaynor Tech (Scrim.) | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:00 p.m. | ||
| Tue., 12/8 | V Girls Basketball | Nonnewaug (Scrim.) | Away - Nonnewaug HS Gym [Directions] | 3:30 p.m. | W 0-0 | |
| Tue., 12/15 | V Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 7:00 p.m. | W 36-32 | |
| Tue., 12/15 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:30 p.m. | ||
| Tue., 12/15 | FR Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Wed., 12/16 | V Boys Indoor Track | Wesleyan University Developmental | Away - Wesleyan University | 5:00 p.m. | ||
| Wed., 12/16 | V Wrestling | Newtown | Away - Newtown HS Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 12/16 | V Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | 7:00 p.m. | L 37-60 | |
| Wed., 12/16 | JV Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/16 | V Girls Indoor Track | Wesleyan University Developmental | Away - Wesleyan University | 5:00 p.m. | ||
| Thu., 12/17 | V Boys Basketball | Nonnewaug (Scrim.) | Away - Nonnewaug HS Gym [Directions] | 4:30 p.m. | ||
| Thu., 12/17 | JV Boys Basketball | Nonnewaug (Scrim.) | Away - Nonnewaug HS Gym [Directions] | 6:30 p.m. | ||
| Fri., 12/18 | V Girls Basketball | Seymour | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 34-18 | |
| Fri., 12/18 | JV Girls Basketball | Seymour | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | Cancelled | Cancelled | |
| Fri., 12/18 | FR Girls Basketball | Seymour | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Sat., 12/19 | V Boys Basketball | Litchfield (Scrim.) | Away - Litchfield HS [Directions] | 10:00 a.m. | ||
| Sat., 12/19 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland Of Ice [Directions] | 2:15 p.m. | L 1-3 | |
| Sat., 12/19 | V Boys Indoor Track | Hill house Invitational | Away - Floyd Little Athletic Center | 9:00 a.m. | ||
| Sat., 12/19 | V Wrestling | Pomperaug Holiday Invitational | Home - PHS Main Gym [Directions] | 9:00 a.m. | $5 Adults, $4 Students | |
| Sat., 12/19 | V Girls Indoor Track | Hillhouse Invitational | Away - Floyd Little Athletic Center | 9:00 a.m. | ||
| Mon., 12/21 | V Boys Basketball | Crosby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | L 59-99 | |
| Mon., 12/21 | JV Boys Basketball | Crosby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Mon., 12/21 | V Boys Ice Hockey | Westhill/Stamford | Home - Taft-Mays Rink [Directions] | 8:00 p.m. | L 0-5 | |
| Mon., 12/21 | V Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | W 54-35 | |
| Mon., 12/21 | JV Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Tue., 12/22 | FR Boys Basketball | Crosby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 12/22 | V Boys Swimming and Diving | Holy Cross | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | Holy Cross 96 Watertown 83 | |
| Tue., 12/22 | V Girls Gymnastics | Pomperaug, Joel Barlow, Foran | Away - Auxiliary Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/23 | V Boys Basketball | Sacred Heart | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | L 58-88 | |
| Wed., 12/23 | JV Boys Basketball | Sacred Heart | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 12/23 | FR Boys Basketball | Sacred Heart | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 12/23 | V Boys Ice Hockey | Trumbull | Away - Shelton Rinks [Directions] | 7:30 p.m. | T 5-5 | |
| Wed., 12/23 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | W 50-32 | |
| Wed., 12/23 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Wed., 12/23 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 3:30 p.m. | ||
| Mon., 12/28 | V Wrestling | Frank Chaves Farmington Valley Invitational | Away [Directions] | 9:00 a.m. | ||
| Tue., 12/29 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 7:30 p.m. | W 58-39 | |
| Tue., 12/29 | V Boys Indoor Track | Jack Long Invitational | Away - Floyd Little Athletic Center | Cancelled | Cancelled | |
| Tue., 12/29 | V Girls Indoor Track | Jack Long Invitational | Away - Floyd Littke Athletic Center | Cancelled | Cancelled | |
| Wed., 12/30 | V Boys Basketball | Pomperaug | Away - Nonnewaug HS Gym [Directions] | TBA | L 53-67 | |
| Wed., 12/30 | V Boys Ice Hockey | Wilton | Home - Taft-Mays Rink [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 12/30 | V Wrestling | New Milford | Away - New Milford HS [Directions] | 6:00 p.m. | ||
| Sat., 1/2 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | W 71-60 | |
| Sat., 1/2 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Sat., 1/2 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | ||
| Sat., 1/2 | V Wrestling | Trumbull Tournament | Away | 9:00 a.m. | ||
| Sat., 1/2 | V Girls Basketball | New Fairfield | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | L 48-57 | |
| Sat., 1/2 | JV Girls Basketball | New Fairfield | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 1:30 p.m. | ||
| Tue., 1/5 | V Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 7:00 p.m. | L 54-64 | |
| Tue., 1/5 | JV Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 1/5 | FR Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 1/5 | V Boys Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | Seymour 87 Watertown 78 | |
| Tue., 1/5 | V Girls Basketball | Holy Cross | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | L 64-53 | |
| Tue., 1/5 | JV Girls Basketball | Holy Cross | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Tue., 1/5 | FR Girls Basketball | Holy Cross | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 1/6 | V Boys Ice Hockey | Cheshire | Away - Wesleyan University Ice Rink [Directions] | 7:00 p.m. | L 1-6 | |
| Wed., 1/6 | V Wrestling | Bunnell | Home - Auxiliary Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/7 | V Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 47-65 | |
| Thu., 1/7 | JV Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/7 | V Girls Gymnastics | Jonathan Law, Joel Barlow, Daniel Hand, Pomperaug | Away - Jonathan Law HS Old Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/8 | V Boys Indoor Track | Alpha Owl Invitational | Away - SCSU | 6:00 p.m. | ||
| Fri., 1/8 | V Boys Swimming and Diving | Wilby/Kaynor | Away - Wilby H.S. [Directions] | 6:30 p.m. | Watertown 96 Wilby 78 | |
| Fri., 1/8 | V Wrestling | Waterford Quad | Away | 6:00 p.m. | ||
| Fri., 1/8 | V Girls Basketball | Wilby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 76-38 | |
| Fri., 1/8 | JV Girls Basketball | Wilby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Fri., 1/8 | FR Girls Basketball | Kaynor Tech | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 1/8 | V Girls Indoor Track | Alpha Owl Invitational | Away - SCSU | 6:00 p.m. | ||
| Sat., 1/9 | FR Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 1/9 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavilion [Directions] | 2:15 p.m. | W 7-1 | |
| Sat., 1/9 | V Girls Gymnastics | Pomperaug Invitational | Away - Pomperaug HS | 8:00 a.m. | ||
| Wed., 1/13 | V Boys Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | L 50-51 | |
| Wed., 1/13 | JV Boys Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 1/13 | FR Boys Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 1/13 | V Boys Swimming and Diving | Kennedy | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Watertown 86 Kennedy 70 | |
| Wed., 1/13 | V Wrestling | Stratford | Away - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 1/13 | V Competitive Cheerleading | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | ||
| Wed., 1/13 | V Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | L 50-57 | |
| Wed., 1/13 | JV Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:30 p.m. | ||
| Wed., 1/13 | FR Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | Cancelled | Cancelled | |
| Thu., 1/14 | FR Girls Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 1/15 | V Boys Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 7:00 p.m. | W 83-62 | |
| Fri., 1/15 | JV Boys Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/15 | V Boys Indoor Track | NVL Developmental Meet | Away - Wesleyan University | 4:30 p.m. | ||
| Fri., 1/15 | V Boys Swimming and Diving | Sacred Heart | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | Watertown 88 Sacred Heart 95 | |
| Fri., 1/15 | V Wrestling | JV Scrimmage Night | Home - Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/15 | V Girls Basketball | Derby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | W 54-35 | |
| Fri., 1/15 | JV Girls Basketball | Derby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | Cancelled | Cancelled | |
| Fri., 1/15 | V Girls Indoor Track | NVL Developmental Meet | Away - Wesleyan University | 4:30 p.m. | ||
| Sat., 1/16 | V Boys Ice Hockey | Farmington Valley Generals | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | L 2-4 | |
| Sat., 1/16 | V Wrestling | Colter Abely Mid Season Classic | Away | 9:00 a.m. | ||
| Mon., 1/18 | V Boys Ice Hockey | Daniel Hand | Away - Northford Ice Pavilion [Directions] | 4:00 p.m. | L 0-1 | |
| Mon., 1/18 | V Boys Indoor Track | New Haven JV Meet | Away - Floyd Little Athletic Ctr. | 10:00 a.m. | ||
| Mon., 1/18 | V Girls Indoor Track | New Haven JV Meet | Away - Floyd Little Athletic Ctr. | 10:00 a.m. | ||
| Tue., 1/19 | V Boys Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 71-38 | |
| Tue., 1/19 | JV Boys Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Tue., 1/19 | FR Boys Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 1/19 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | Watertown 85 Shepaug Valley 93 | |
| Tue., 1/19 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | 7:00 p.m. | W 58-39 | |
| Tue., 1/19 | JV Girls Basketball | Torrington | Away - Torrington HS [Directions] | 5:00 p.m. | ||
| Tue., 1/19 | FR Girls Basketball | Torrington | Away - Torrington HS [Directions] | Cancelled | Cancelled | |
| Tue., 1/19 | V Girls Gymnastics | New Milford, Newtown, Hamden, Oxford | Away - New Milford HS [Directions] | 5:00 p.m. | ||
| Wed., 1/20 | V Boys Ice Hockey | Masuk | Away - The Rinks at Shelton [Directions] | 8:00 p.m. | W 7-1 | |
| Wed., 1/20 | V Boys Swimming and Diving | Crosby/WCA | Away - Crosby HS [Directions] | 4:00 p.m. | Watertown 53 Crosby 40 | |
| Wed., 1/20 | V Wrestling | Masuk | Home - Auxiliary Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/22 | V Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 7:00 p.m. | W 57-44 | |
| Fri., 1/22 | JV Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/22 | FR Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/22 | V Wrestling | JV Scrimmage Night | Home - Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/22 | V Girls Basketball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 61-45 | |
| Fri., 1/22 | JV Girls Basketball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Sat., 1/23 | V Wrestling | Rodney Smith Invitational | Away [Directions] | Cancelled | Cancelled | |
| Mon., 1/25 | V Boys Ice Hockey | Guilford | Home - Taft-Mays Rink [Directions] | 8:30 p.m. | L 2-3 | |
| Mon., 1/25 | V Boys Indoor Track | NVL Indoor Championships | Away - New Haven | 4:30 p.m. | ||
| Mon., 1/25 | V Girls Indoor Track | Indoor NVL Championships | Away - New Haven | 4:30 p.m. | ||
| Tue., 1/26 | V Girls Gymnastics | Pomperaug, Newtown, Oxford | Away - Auxiliary Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/27 | V Boys Basketball | Ansonia | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 61-57 | |
| Wed., 1/27 | JV Boys Basketball | Ansonia | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 1/27 | FR Boys Basketball | Ansonia | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 1/27 | V Boys Ice Hockey | East Haven Coop | Home - Taft-Mays Rink [Directions] | 8:00 p.m. | L 3-4 | |
| Wed., 1/27 | V Boys Swimming and Diving | Torrington | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Watertown 91 Torrington 89 | |
| Wed., 1/27 | V Wrestling | Joel Barlow | Home - Auxiliary Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/27 | V Girls Basketball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | W 60-17 | |
| Wed., 1/27 | JV Girls Basketball | Ansonia | Away - Ansonia HS [Directions] | 4:30 p.m. | ||
| Fri., 1/29 | V Boys Basketball | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | L 61-77 | |
| Fri., 1/29 | JV Boys Basketball | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 1/29 | FR Boys Basketball | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 1/29 | V Boys Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:00 p.m. | Watertown 95 Oxford 76 | |
| Fri., 1/29 | V Wrestling | JV Scrimmage Night | Home - Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/29 | V Competitive Cheerleading | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | ||
| Fri., 1/29 | V Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 52-42 | |
| Fri., 1/29 | JV Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Fri., 1/29 | FR Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Sat., 1/30 | V Boys Ice Hockey | New Milford | Home - Taft-Mays Rink [Directions] | 8:00 p.m. | L 0-5 | |
| Sat., 1/30 | V Wrestling | Portland Tournament | Away [Directions] | 8:00 a.m. | ||
| Sat., 1/30 | V Competitive Cheerleading | QU Cheer Challenge | Away - Quinnipiac University | 2:20 p.m. | ||
| Tue., 2/2 | V Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 7:00 p.m. | W 54-49 | |
| Tue., 2/2 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:30 p.m. | ||
| Tue., 2/2 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Tue., 2/2 | V Boys Swimming and Diving | Woodland | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | Watertown 94 Woodland 77 | |
| Tue., 2/2 | V Competitive Cheerleading | Naugatuck | Home [Directions] | 7:00 p.m. | ||
| Tue., 2/2 | V Girls Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 51-32 | |
| Tue., 2/2 | JV Girls Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Tue., 2/2 | FR Girls Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 2/2 | V Girls Gymnastics | Pomperaug, Jonathan Law, New Milford | Away - Auxiliary Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/3 | V Wrestling | Weston | Away - WHS Gymnasium [Directions] | 7:15 p.m. | ||
| Wed., 2/3 | FR Girls Basketball | Crosby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | Cancelled | Cancelled | |
| Fri., 2/5 | FR Girls Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | Cancelled | Cancelled | |
| Sat., 2/6 | V Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:00 p.m. | L 44-54 | |
| Sat., 2/6 | JV Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 2:30 p.m. | ||
| Sat., 2/6 | FR Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 1:00 p.m. | ||
| Sat., 2/6 | V Boys Ice Hockey | North Branford | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | L 2-6 | |
| Sat., 2/6 | V Wrestling | Branford, Maloney, Farmington, Seymour | Away [Directions] | 10:00 a.m. | @ Branford | |
| Sat., 2/6 | V Wrestling | Maloney, Farmington, Branford, Seymour | Away [Directions] | Cancelled | Cancelled | |
| Sat., 2/6 | V Girls Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 11:00 a.m. | W 58-39 | |
| Tue., 2/9 | V Boys Basketball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 65-44 | |
| Tue., 2/9 | JV Boys Basketball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Tue., 2/9 | FR Boys Basketball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 2/9 | V Wrestling | Ridgefield | Home - Auxiliary Gym [Directions] | 6:00 p.m. | ||
| Tue., 2/9 | V Wrestling | Brookfield/Shepaug | Home - Auxiliary Gym [Directions] | Cancelled | Cancelled | |
| Tue., 2/9 | V Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 7:00 p.m. | W 34-25 | |
| Tue., 2/9 | JV Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/9 | FR Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | ||
| Wed., 2/10 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion [Directions] | 8:15 p.m. | L 0-3 | |
| Thu., 2/11 | V Boys Basketball | Oxford | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 66-47 | |
| Thu., 2/11 | JV Boys Basketball | Oxford | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 2/11 | V Boys Swimming and Diving | Weston | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 5:00 p.m. | Watertown 98 Weston 73 | |
| Thu., 2/11 | V Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | 7:00 p.m. | W 44-20 | |
| Thu., 2/11 | JV Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/11 | V Girls Gymnastics | SWC Championships | Away | 5:00 p.m. | ||
| Sat., 2/13 | V Boys Ice Hockey | Branford | Home - Taft-Mays Rink [Directions] | 8:00 p.m. | W 6-2 | |
| Sat., 2/13 | V Boys Indoor Track | Class M Indoor Track Championships | Away | TBA | ||
| Sat., 2/13 | V Wrestling | SWC Championship | Away [Directions] | 9:00 a.m. | weigh-in 7:00 - 8:00 am | |
| Sat., 2/13 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 1:45 p.m. | ||
| Sat., 2/13 | V Girls Indoor Track | Class M Indoor Track Championships | Away - Floyd Little Athletic Center | TBA | ||
| Mon., 2/15 | V Wrestling | Pomperaug JV Tournament | Home - PHS Main Gym [Directions] | 9:00 a.m. | ||
| Mon., 2/15 | V Girls Gymnastics | Pomperaug, Oxford, Pomperaug | Away - Kinetic Kids - Oxford [Directions] | 10:00 a.m. | ||
| Tue., 2/16 | FR Girls Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | Cancelled | Cancelled | |
| Wed., 2/17 | FR Boys Basketball | Torrington | Away - Torrington HS [Directions] | Cancelled | Cancelled | |
| Wed., 2/17 | V Boys Ice Hockey | EnricoFermi | Away - Enfield Twin Rinks | 3:50 p.m. | W 3-2 | |
| Wed., 2/17 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | Naugatuck 98 Watertown 74 | |
| Wed., 2/17 | V Girls Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 60-39 | |
| Wed., 2/17 | JV Girls Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Wed., 2/17 | V Girls Gymnastics | Daniel Hand, Pomperaug | Away - Polson Gymnastics Gym/DHHS Campus [Directions] | 6:00 p.m. | ||
| Thu., 2/18 | V Boys Basketball | Torrington | Away - Torrington HS [Directions] | 7:00 p.m. | W 55-52 | |
| Thu., 2/18 | JV Boys Basketball | Torrington | Away - Torrington HS [Directions] | 5:15 p.m. | ||
| Thu., 2/18 | V Girls Basketball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | L 62-36 | |
| Thu., 2/18 | JV Girls Basketball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Thu., 2/18 | FR Girls Basketball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 2/19 | V Boys Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 49-46 | |
| Fri., 2/19 | JV Boys Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 2/19 | FR Boys Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 2/19 | V Boys Swimming and Diving | Avon | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | Avon 93 Watertown 82 | |
| Fri., 2/19 | V Wrestling | CIAC Class Meet | Away | TBA | ||
| Sat., 2/20 | V Boys Ice Hockey | New Fairfield | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | L 0-2 | |
| Sat., 2/20 | V Wrestling | CIAC Class Championship | Away | TBA | @ Bristol Central | |
| Sat., 2/20 | V Competitive Cheerleading | NVL Championships | Away - Crosby HS | 11:00 a.m. | ||
| Sat., 2/20 | V Girls Basketball | Crosby | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Mon., 2/22 | V Boys Ice Hockey | New Milford | Away - Canterbury School [Directions] | 7:30 p.m. | L 2-3(OT) | |
| Mon., 2/22 | V Girls Basketball | Holy Cross | Away - Kennedy HS [Directions] | 7:00 p.m. | ||
| Wed., 2/24 | V Boys Basketball | Seymour | Away - Seymour HS [Directions] | 7:00 p.m. | W 75-57 | |
| Wed., 2/24 | JV Boys Basketball | Seymour | Away - Seymour HS [Directions] | 5:15 p.m. | ||
| Wed., 2/24 | V Boys Ice Hockey | Amity | Away - Bennett Rink - West Haven [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 2/24 | Winter Dance Team | NVL Championship | Away - Woodland HS | 6:30 p.m. | ||
| Fri., 2/26 | FR Boys Basketball | Seymour | Away - Seymour HS [Directions] | 3:30 p.m. | ||
| Fri., 2/26 | V Wrestling | CIAC State Open | Away | 4:00 p.m. | @ Floyd Little Center in New Haven | |
| Sat., 2/27 | V Boys Basketball | Crosby | Away - Wilby HS [Directions] | 3:30 p.m. | ||
| Sat., 2/27 | V Boys Ice Hockey | Danbury | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | W 4-1 | |
| Sat., 2/27 | V Wrestling | CIAC State Open | Away | TBA | No Bus | |
| Sat., 2/27 | V Competitive Cheerleading | NECA OPEN CHAMPIONSHIPS | Away - East Haven HS | 3:00 p.m. | ||
| Sat., 2/27 | V Girls Basketball | Bullard Havens Tech | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | ||
| Sat., 2/27 | Winter Dance Team | CAS/CSAC Dance Championships | Away - Hamden HS | 11:00 a.m. | ||
| Sat., 2/27 | V Girls Gymnastics | State Championships | Away - Pomperaug HS | TBA | ||
| Thu., 3/3 | V Competitive Cheerleading | East Hampton | Away - East Hampton HS [Directions] | 6:00 p.m. | ||
| Thu., 3/3 | V Girls Basketball | East Hampton | Away - East Hampton HS [Directions] | 6:00 p.m. | ||
| Fri., 3/4 | V Boys Swimming and Diving | NVL FINALS | Away | 6:00 p.m. | ||
| Sat., 3/5 | V Girls Gymnastics | State Open | Away | TBA | ||
| Tue., 3/8 | V Boys Basketball | Lewis Mills | Away - Lewis Mills HS [Directions] | 7:00 p.m. | ||
| Tue., 3/8 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Away - Wonderland Of Ice [Directions] | 8:00 p.m. | ||
| Tue., 3/8 | V Competitive Cheerleading | Lewis Mills | Away - Lewis Mills HS [Directions] | 7:00 p.m. | ||
| Thu., 3/10 | V Boys Basketball | Sacred Heart | Away - Sacred Heart HS | 7:00 p.m. | ||
| Thu., 3/10 | V Competitive Cheerleading | Sacred Heart | Away | 7:00 p.m. | ||
| Sat., 3/12 | V Competitive Cheerleading | CHSCA “Team of the Year” Competition | Away | 12:00 p.m. | ||
| Tue., 3/15 | V Boys Swimming and Diving | Class M State Championships | Away | 1:30 p.m. | ||
| Sat., 3/19 | V Boys Swimming and Diving | CIAC Boys Swimming Open Championships | Away - Yale University | 2:30 p.m. | ||
| Sat., 3/19 | V Competitive Cheerleading | 10th Annual New England Interscholastic | Away - Lawrence HS, Lawrence MA | 10:30 a.m. | ||
| Sat., 3/26 | V Baseball | East Hampton (Scrim.) | Home - Deland Field [Directions] | 11:00 a.m. | ||
| Sat., 3/26 | V Boys Lacrosse | WHS Play Day | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Tue., 3/29 | V Baseball | Thomaston (Scrim.) | Away - Thomaston HS [Directions] | 3:30 p.m. | ||
| Tue., 3/29 | V Softball | Avon (Scrim.) | Home - Watertown HS [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | V Baseball | Wamogo (Scrim.) | Home - Deland Field [Directions] | 3:30 p.m. | ||
| Wed., 3/30 | V Boys Lacrosse | Nonnewaug (Scrim.) | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | ||
| Wed., 3/30 | V Girls Lacrosse | Gunnery (Scrim.) | Away | 4:00 p.m. | ||
| Wed., 3/30 | V Softball | Taft (Scrim.) | Away - The Taft School | 4:00 p.m. | ||
| Thu., 3/31 | V Girls Lacrosse | Litchfield Coop (Scrim.) | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | ||
| Thu., 3/31 | V Softball | Wamogo/Litchfield (Scrim.) | Home - Watertown HS [Directions] | 3:45 p.m. | ||
| Sat., 4/2 | JV Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 10:00 a.m. | ||
| Sat., 4/2 | FR Baseball | Naugatuck | Away - Rotary Field [Directions] | 10:00 a.m. | ||
| Sat., 4/2 | V Boys Lacrosse | Canton | Away - Canton H.S. Turf [Directions] | 12:00 p.m. | W 14-7 | |
| Sat., 4/2 | JV Boys Lacrosse | Canton | Away - Canton H.S. Turf [Directions] | 1:30 p.m. | ||
| Tue., 4/5 | V Girls Tennis | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 4/6 | V Girls Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | W 8-7(OT) | |
| Wed., 4/6 | JV Girls Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 4/6 | V Girls Tennis | Crosby | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 7-0 | |
| Fri., 4/8 | V Baseball | Sacred Heart | Away - Waterville Park | 3:30 p.m. | W 4-3 | |
| Fri., 4/8 | V Boys Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | W 11-5 | |
| Fri., 4/8 | JV Boys Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 4/8 | V Boys Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | L 4-5 | |
| Fri., 4/8 | V Girls Lacrosse | Bunnell | Away - Bunnell Turf Field [Directions] | 4:00 p.m. | L 10-8 | |
| Fri., 4/8 | JV Girls Lacrosse | Bunnell | Away - Bunnell Turf Field [Directions] | 6:00 p.m.. | ||
| Fri., 4/8 | V Softball | Sacred Heart | Away - Joan Joyce Field @ Municipal Stadium | 3:30 p.m. | W 11-3 | |
| Fri., 4/8 | V Girls Tennis | Sacred Heart | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 4-3 | |
| Sat., 4/9 | V Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 11:00 a.m. | W 8-1 | |
| Sat., 4/9 | JV Softball | Sacred Heart | Away - Joan Joyce Field @ Municipal Stadium | 10:00 a.m. | ||
| Mon., 4/11 | V Baseball | St. Paul Catholic | Home - Deland Field [Directions] | 3:45 p.m. | L 7-2 | |
| Mon., 4/11 | FR Baseball | St. Paul Catholic | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Mon., 4/11 | V Boys Lacrosse | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | W 13-0 | OUT OF LEAGUE |
| Mon., 4/11 | JV Boys Lacrosse | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | OUT OF LEAGUE | |
| Mon., 4/11 | V Boys Tennis | Kaynor Tech | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 7-2 | |
| Mon., 4/11 | V Girls Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 4:30 p.m. | W 14-5 | |
| Mon., 4/11 | V Softball | Pittsfield (MA) | Home - Watertown HS [Directions] | 4:00 p.m. | W 6-5 | |
| Mon., 4/11 | JV Softball | Pittsfield (MA) | Home - Veteran's Park #1 [Directions] | 4:00 p.m. | ||
| Tue., 4/12 | V Boys Golf | Wolcott | Away - Farmingbury Country Club [Directions] | 2:30 p.m. | labbe 39 buckley41 coderre36 guerrera 38 polletta48 | |
| Tue., 4/12 | V Boys Outdoor Track | Derby, Kennedy, Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 4/12 | V Girls Outdoor Track | Derby, Kennedy, Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 4/12 | V Girls Tennis | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | W 7-0 | |
| Wed., 4/13 | V Baseball | Holy Cross | Home - Deland Field [Directions] | 3:30 p.m. | L 1-0 | |
| Wed., 4/13 | FR Baseball | Holy Cross | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Wed., 4/13 | V Boys Tennis | Holy Cross | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | L 2-7 | |
| Wed., 4/13 | V Softball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | L 0-1 | |
| Wed., 4/13 | JV Softball | Holy Cross | Away - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Thu., 4/14 | V Baseball | Seymour | Home - Deland Field [Directions] | 3:45 p.m. | W 13-6 | |
| Thu., 4/14 | JV Baseball | Holy Cross | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Thu., 4/14 | V Boys Lacrosse | Housatonic Regional | Away - Housatonic Field [Directions] | 4:00 p.m. | W 13-4 | |
| Thu., 4/14 | V Boys Tennis | Kennedy | Away - Chase Park [Directions] | 3:30 p.m. | W 7-2 | |
| Thu., 4/14 | V Girls Lacrosse | Housatonic Regional | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | L 8-7 | |
| Thu., 4/14 | JV Girls Lacrosse | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 4/14 | V Softball | Naugatuck | Home - Watertown HS [Directions] | 3:45 p.m. | W 6-5(11) | |
| Thu., 4/14 | JV Softball | Naugatuck | Home - Veteran's Park #1 [Directions] | 3:45 p.m. | ||
| Fri., 4/15 | V Baseball | Wilby | Home - Deland Field [Directions] | 3:30 p.m. | W 26-3 | |
| Fri., 4/15 | V Boys Tennis | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | W 7-2 | |
| Fri., 4/15 | V Softball | Wilby | Away - Bucks Hill Park [Directions] | 3:30 p.m. | W 18-2 | |
| Fri., 4/15 | V Girls Tennis | Wilby | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 7-0 | |
| Sat., 4/16 | JV Baseball | Wilby | Home - Veterans Park [Directions] | 11:00 a.m. | ||
| Mon., 4/18 | JV Baseball | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | 3:45 p.m. | ||
| Mon., 4/18 | V Boys Lacrosse | Bristol Central | Away - Bristol Central HS [Directions] | 4:30 p.m. | W 14-5 | |
| Mon., 4/18 | JV Boys Lacrosse | Bristol Central | Away - Bristol Central HS [Directions] | 5:45 p.m. | ||
| Mon., 4/18 | V Boys Tennis | Torrington | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | L 2-7 | |
| Mon., 4/18 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:00 p.m. | W 14-8 | |
| Mon., 4/18 | V Softball | Ellington | Away - Ellington HS [Directions] | 4:00 p.m. | L 1-4 | |
| Mon., 4/18 | JV Softball | Ellington | Away - Brookside Park, Route 140 [Directions] | Cancelled | Cancelled | |
| Mon., 4/18 | V Girls Tennis | Torrington | Away - Torrington H.S. [Directions] | 3:30 p.m. | W 7-0 | |
| Tue., 4/19 | V Baseball | Crosby | Away - Crosby HS [Directions] | 11:00 a.m. | W 11-1 | |
| Tue., 4/19 | JV Baseball | St. Paul Catholic | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 4/19 | V Boys Golf | Naugatuck | Away - Hop Brook [Directions] | 2:30 p.m. | labbe 37 buckley 41 guerrera 41 coderre 41 polletta 51 | |
| Tue., 4/19 | V Boys Outdoor Track | WCA, Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 4/19 | V Girls Outdoor Track | WCA, Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | V Baseball | Wolcott | Away - Wolcott HS [Directions] | 3:30 p.m. | L 6-5 | |
| Wed., 4/20 | FR Baseball | Wolcott | Away - BAW [Directions] | 3:30 p.m. | ||
| Wed., 4/20 | V Boys Lacrosse | RHAM | Away - RHAM HS Athletic Complex [Directions] | 4:00 p.m. | W 17-8 | |
| Wed., 4/20 | JV Boys Lacrosse | RHAM | Away - RHAM HS Athletic Complex [Directions] | 5:30 p.m. | ||
| Wed., 4/20 | V Softball | Wolcott | Home - Watertown HS [Directions] | 4:00 p.m. | W 11-1 | |
| Wed., 4/20 | V Girls Tennis | Wolcott | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | L 3-4 | |
| Thu., 4/21 | JV Baseball | Wolcott | Away - Wolcott HS [Directions] | 3:30 p.m. | ||
| Thu., 4/21 | V Boys Golf | Sacred Heart | Home - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | t labbe 44 z coderre 43 a guerrera 39 m buckley 51 n polletta 50 | |
| Thu., 4/21 | V Boys Tennis | Wolcott | Away - Wolcott HS [Directions] | 10:00 a.m. | L 0-9 | |
| Thu., 4/21 | V Girls Lacrosse | New Milford | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | L 10-16 | |
| Thu., 4/21 | JV Girls Lacrosse | New Milford | Home - John J. Mills Complex @ Watertown HS [Directions] | 11:30 a.m. | ||
| Thu., 4/21 | V Softball | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | L 0-6 | |
| Thu., 4/21 | JV Softball | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Fri., 4/22 | V Baseball | Derby | Home - Deland Field [Directions] | 3:30 p.m. | W 11-2 | |
| Fri., 4/22 | V Softball | Derby | Away - Derby- Ryan Athletic Complex- softball field [Directions] | 4:00 p.m. | W 16-0 | |
| Fri., 4/22 | V Girls Tennis | St. Paul Catholic | Away - Peck Park, Bristol [Directions] | 3:45 p.m. | L 2-5 | |
| Sat., 4/23 | JV Baseball | Derby | Home - Veterans Park [Directions] | 11:00 a.m. | ||
| Mon., 4/25 | V Baseball | Torrington | Away - Fuessenich Pk [Directions] | 3:45 p.m. | W 9-6 | |
| Mon., 4/25 | FR Baseball | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Mon., 4/25 | V Boys Lacrosse | Holy Cross | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | W 18-3 | |
| Mon., 4/25 | V Boys Tennis | Kennedy | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | L 4-5 | |
| Mon., 4/25 | V Girls Lacrosse | Holy Cross | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 20-10 | |
| Tue., 4/26 | V Boys Golf | Holy Cross, Wilby | Away - Western Hills [Directions] | 2:30 p.m. | labbe 38 guerrera 40 buckley 39 coderre 46 polletta 52 | |
| Wed., 4/27 | V Baseball | Woodland | Home - Deland Field [Directions] | 3:30 p.m. | W 4-2 | |
| Wed., 4/27 | FR Baseball | Woodland | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Wed., 4/27 | V Boys Golf | Crosby | Away - East Mountain [Directions] | 2:30 p.m. | t labbe 38 m buckley 37 a guerrera 37 z coderre 39 d aquavia 50 | |
| Wed., 4/27 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 4:00 p.m. | L 8-9(OT) | |
| Wed., 4/27 | JV Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 5:15 p.m. | ||
| Wed., 4/27 | V Boys Tennis | Naugatuck | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 5-4 | |
| Wed., 4/27 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills Track [Directions] | 4:00 p.m. | L 10-9 | |
| Wed., 4/27 | JV Girls Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 5:15 p.m. | ||
| Wed., 4/27 | V Softball | Woodland | Away - Woodland Softball Field [Directions] | 3:30 p.m. | L 3-4 | |
| Wed., 4/27 | V Girls Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | W 6-1 | |
| Thu., 4/28 | JV Baseball | Woodland | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Thu., 4/28 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | t labbe 43 m buckley 43 a guerrera 42 z coderre 43 n polletta 52 | |
| Thu., 4/28 | V Boys Outdoor Track | Torrington, St. Paul Catholic, Seymour | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | L 3-6 | |
| Thu., 4/28 | V Girls Outdoor Track | Torrington, St. Paul Catholic, Seymour | Away - Torrington HS [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | W 7-2 | |
| Thu., 4/28 | JV Softball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:30 p.m. | ||
| Thu., 4/28 | V Girls Tennis | Torrington | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 7-0 | |
| Fri., 4/29 | FR Baseball | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Sat., 4/30 | V Boys Lacrosse | Wamogo | Away - Wamogo MS Soccer Field (Lower Field) [Directions] | 1:00 p.m. | W 16-2 | |
| Sat., 4/30 | JV Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 10:00 a.m. | ||
| Mon., 5/2 | V Boys Golf | St. Paul Catholic, Wilby | Home - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | t labbe 37 m buckley 39 a guerrera 39 z coderre 39 n polletta 49 | |
| Mon., 5/2 | V Boys Lacrosse | Amistad | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 20-4 | |
| Mon., 5/2 | V Girls Lacrosse | Amistad | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | W 12-7 | |
| Tue., 5/3 | V Boys Outdoor Track | Crosby, Wilby, Oxford | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 5/3 | V Girls Lacrosse | Brookfield | Away - BHS Back Turf [Directions] | 5:00 p.m. | L 5-21 | |
| Tue., 5/3 | JV Girls Lacrosse | Brookfield | Away - BHS Back Turf [Directions] | 3:30 p.m. | ||
| Tue., 5/3 | V Girls Outdoor Track | Crosby, Wilby, Oxford | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Wed., 5/4 | V Baseball | Kennedy | Away - Waterville Park [Directions] | 3:30 p.m. | W 20-2 | |
| Wed., 5/4 | FR Baseball | Kennedy | Away - Bucks Hill Park [Directions] | 3:30 p.m. | ||
| Wed., 5/4 | V Boys Golf | Waterbury Coop | Home - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | t labbe 39 mike buckley 37 a guerrera 44 z coderre 39 n polletta 45 | |
| Wed., 5/4 | V Boys Lacrosse | Housatonic Regional | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | W 15-7 | |
| Wed., 5/4 | JV Boys Lacrosse | Nonnewaug | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 5/4 | V Boys Tennis | Wilby | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 8-1 | |
| Wed., 5/4 | V Girls Lacrosse | Housatonic Regional | Away - HS Field [Directions] | 4:00 p.m. | W 4-1 | |
| Wed., 5/4 | V Softball | Kennedy | Home - Swift MS [Directions] | 4:00 p.m. | W 17-2 | |
| Wed., 5/4 | JV Softball | Kennedy | Home - Swift MS [Directions] | 3:30 p.m. | ||
| Thu., 5/5 | V Boys Golf | Woodland Hawk Invitational | Away - Oxford Greens | 10:15 a.m. | t labbe 40 m buckley 38 a guerrera 42 z coderre 44 | |
| Thu., 5/5 | V Boys Tennis | Woodland | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 6-3 | |
| Thu., 5/5 | V Girls Tennis | Kennedy | Away - Chase Park [Directions] | 3:30 p.m. | W 6-1 | |
| Sat., 5/7 | V Softball | Crosby | Home - Swift MS [Directions] | 2:00 p.m. | W 21-2 | |
| Sat., 5/7 | JV Softball | Crosby | Home - Swift MS [Directions] | 2:00 p.m. | ||
| Sat., 5/7 | JV Girls Tennis | Kennedy | Away - Chase Park, Waterbury [Directions] | 9:30 a.m. | ||
| Mon., 5/9 | V Baseball | Wolcott | Home - Deland Field [Directions] | 3:30 p.m. | L 1-0 | |
| Mon., 5/9 | FR Baseball | Wolcott | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Mon., 5/9 | V Boys Golf | Woodland | Away [Directions] | 3:00 p.m. | labbe 41 buckley 42 guerrera 42 coderre 40 polletta 51 | |
| Mon., 5/9 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:00 p.m. | L 11-12 | |
| Mon., 5/9 | JV Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic [Directions] | 3:45 p.m. | ||
| Mon., 5/9 | V Boys Tennis | Wolcott | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | L 1-8 | |
| Mon., 5/9 | V Girls Lacrosse | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | W 15-6 | |
| Mon., 5/9 | V Softball | Wolcott | Away - George Babcock Field, Wolcott HS [Directions] | 5:30 p.m. | L 6-8 | |
| Mon., 5/9 | JV Softball | Wolcott | Away - Wolcott HS [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Girls Tennis | Wolcott | Away - Wolcott HS [Directions] | 3:30 p.m. | L 3-4 | |
| Tue., 5/10 | JV Baseball | Wolcott | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Boys Outdoor Track | Naugatuck, Holy Cross, Woodland | Away - Woodland HS Track [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | W 9-0 | |
| Tue., 5/10 | JV Girls Lacrosse | Wolcott Club Team | Away - Wolcott Sports Complex | 4:30 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | Naugatuck, Holy Cross, Woodland | Away - Woodland HS Track [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Softball | Torrington | Home - Watertown HS [Directions] | 3:30 p.m. | L 0-3 | |
| Tue., 5/10 | JV Softball | Torrington | Home - Veteran's Park #1 [Directions] | Cancelled | Cancelled | |
| Tue., 5/10 | V Girls Tennis | Ansonia | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 7-0 | |
| Wed., 5/11 | V Baseball | Woodland | Away - Woodland HS Baseball Field [Directions] | 3:30 p.m. | W 9-2 | |
| Wed., 5/11 | FR Baseball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:30 p.m. | ||
| Wed., 5/11 | V Boys Golf | Jack Stigberg Memorial Golf Tournament | Away - Farmingbury Hills Country Club | 10:00 a.m. | t labbe 76 m buckley 76 | |
| Wed., 5/11 | V Boys Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | 3:30 p.m. | W 5-4 | |
| Wed., 5/11 | V Softball | Woodland | Home - Watertown HS [Directions] | 3:30 p.m. | W 8-5 | |
| Wed., 5/11 | V Girls Tennis | Woodland | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 4-3 | |
| Thu., 5/12 | V Baseball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | L 6-5 (13) | |
| Thu., 5/12 | JV Baseball | Woodland | Away - Woodland HS Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 5/12 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | L 3-6 | |
| Thu., 5/12 | V Softball | Oxford | Home - Watertown HS [Directions] | 3:30 p.m. | L 0-4 | |
| Thu., 5/12 | JV Softball | Oxford | Home - Veteran's Park #1 [Directions] | 3:30 p.m. | ||
| Thu., 5/12 | V Girls Tennis | Naugatuck | Home - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 6-1 | |
| Sat., 5/14 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | 2:30 p.m. | W 7-4 | |
| Sat., 5/14 | V Boys Lacrosse | Immaculate | Home - John J. Mills Complex @ Watertown HS [Directions] | 2:00 p.m. | L 5-15 | |
| Sat., 5/14 | V Girls Lacrosse | Immaculate | Away - Mustang Valley [Directions] | 2:00 p.m. | L 8-12 | |
| Sat., 5/14 | JV Girls Lacrosse | Immaculate | Away - Mustang Valley [Directions] | Cancelled | Cancelled | |
| Sat., 5/14 | V Softball | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | W 8-5 | |
| Sat., 5/14 | JV Softball | Naugatuck | Home - Watertown HS [Directions] | 12:00 p.m. | ||
| Mon., 5/16 | V Baseball | Torrington | Home - Deland Field [Directions] | 3:30 p.m. | W 18-2 | |
| Mon., 5/16 | JV Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Mon., 5/16 | FR Baseball | Torrington | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Mon., 5/16 | V Boys Lacrosse | Holy Cross | Away - Post University [Directions] | 3:45 p.m. | W 16-3 | |
| Mon., 5/16 | JV Boys Lacrosse | Holy Cross | Away [Directions] | Cancelled | Cancelled | |
| Mon., 5/16 | V Boys Tennis | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Mon., 5/16 | V Girls Lacrosse | Holy Cross | Away - Post University [Directions] | 5:30 p.m. | W 15-10 | |
| Mon., 5/16 | V Softball | Torrington | Away - Torrington HS [Directions] | 4:00 p.m. | L 2-10 | |
| Mon., 5/16 | JV Softball | Torrington | Away - Torrington HS [Directions] | Cancelled | Cancelled | |
| Tue., 5/17 | V Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:00 p.m. | W 8-7 | |
| Tue., 5/17 | V Softball | Ansonia | Home - Watertown HS [Directions] | 4:30 p.m. | W 18-3 | |
| Tue., 5/17 | V Girls Tennis | St. Paul Catholic | Home - Tennis Courts at Crestbrook Park [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 5/18 | V Baseball | Oxford | Home - Deland Field [Directions] | 3:45 p.m. | W 7-5 | OUT OF LEAGUE |
| Wed., 5/18 | JV Baseball | Torrington | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Wed., 5/18 | V Boys Golf | Naugatuck | Home - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | labbe 45 buckley 38 guerrera 41 polletta 53 aquavia 55 | |
| Wed., 5/18 | V Boys Lacrosse | Wamogo | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | W 20-2 | |
| Wed., 5/18 | V Girls Lacrosse | Canton | Away - Canton H.S. Turf [Directions] | 3:45 p.m. | L 6-19 | |
| Wed., 5/18 | JV Girls Lacrosse | Canton | Away - Canton H.S. Turf [Directions] | 5:15 p.m. | ||
| Thu., 5/19 | V Baseball | Naugatuck | Home - Deland Field [Directions] | 3:30 p.m. | W 11-3 | SENIOR NIGHT |
| Thu., 5/19 | FR Baseball | Naugatuck | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Thu., 5/19 | V Boys Golf | Torrington | Home - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | guerrera 34 labbe 37 buckley 40 coderre 46 | |
| Thu., 5/19 | JV Softball | Naugatuck | Away - Breen Field [Directions] | 3:30 p.m. | ||
| Thu., 5/19 | V Girls Tennis | Wolcott | Away - Wolcott HS [Directions] | 3:30 p.m. | W 5-2 | |
| Fri., 5/20 | JV Baseball | Naugatuck | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Fri., 5/20 | V Boys Lacrosse | Berlin | Away - Scalise Field - Sage Park [Directions] | 6:00 p.m. | L 7-14 | |
| Fri., 5/20 | JV Boys Lacrosse | Berlin | Away - Scalise Field - Sage Park [Directions] | 4:15 p.m. | ||
| Fri., 5/20 | V Softball | NVL Quartfinals | Away - Oxford HS | 3:30 p.m. | ||
| Fri., 5/20 | V Girls Tennis | NVL Finals Team Tournament | Away - Woodland HS | 3:00 p.m. | vs. Naugatuck | |
| Sat., 5/21 | V Baseball | Sacred Heart | Home - Deland Field [Directions] | 12:00 p.m. | ||
| Mon., 5/23 | V Baseball | NVL Semifinals | Away - Naugatuck HS | 6:30 p.m. | ||
| Mon., 5/23 | V Boys Golf | St. Paul Catholic | Away - Chippanee Golf Club [Directions] | 3:00 p.m. | labbe 41 buckley 40 guerrera 38 coderre 38 gursky 49 | |
| Mon., 5/23 | V Boys Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 12-6 | |
| Mon., 5/23 | V Boys Tennis | NVL Individuals Tournament | Away - Woodland HS | 12:00 p.m. | ||
| Mon., 5/23 | V Girls Lacrosse | WCLC Semifinals | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | ||
| Tue., 5/24 | V Boys Golf | Wolcott | Home - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | *only played 6 hole match due to weather. watertown 112 defeated Wolcott 139 | |
| Tue., 5/24 | V Boys Outdoor Track | NVL Championships | Away - Torrington HS | 1:30 p.m. | ||
| Tue., 5/24 | V Girls Outdoor Track | NVL Championships | Away - Torrington HS | 1:30 p.m. | ||
| Wed., 5/25 | V Boys Outdoor Track | NVL JV Championships | Away - Seymour HS | 3:30 p.m. | ||
| Wed., 5/25 | V Boys Tennis | NVL Individuals Semis/Finals | Away - Wolcott HS | 12:00 p.m. | ||
| Wed., 5/25 | V Girls Outdoor Track | NVL JV Championships | Away - Seymour HS | 3:30 p.m. | ||
| Wed., 5/25 | V Girls Tennis | NVL Individuals Tournament | Away - Woodland HS | 12:00 p.m. | ||
| Thu., 5/26 | V Boys Golf | Chappa Golf Tournament | Away - Longshore Golf Club | 11:00 a.m. | buckley / labbe shoot 69(E) | |
| Thu., 5/26 | V Boys Lacrosse | St. Paul Catholic | Home [Directions] | 4:00 p.m. | W 11-6 | |
| Thu., 5/26 | V Girls Lacrosse | WCLC Finals | Home - John J. Mills Complex @ Watertown HS [Directions] | Cancelled | Cancelled | |
| Thu., 5/26 | V Girls Tennis | NVL Individuals Tournament Semis/Finals | Away - Woodland HS | 12:00 p.m. | ||
| Fri., 5/27 | V Softball | Naugatuck (Scrim.) | Home - Watertown HS [Directions] | 4:00 p.m. | ||
| Sat., 5/28 | V Girls Lacrosse | Masuk | Home - John J. Mills Complex @ Watertown HS [Directions] | 11:00 a.m. | ||
| Tue., 5/31 | V Baseball | Stratford | Home - Deland Field [Directions] | 3:30 p.m. | ||
| Tue., 5/31 | V Softball | Platt Tech | Away - Foote Field [Directions] | 4:00 p.m. | ||
| Wed., 6/1 | V Baseball | Wethersfield | Home - Deland Field [Directions] | 3:30 p.m. | ||
| Wed., 6/1 | V Baseball | Wethersfield | Home - Deland Field [Directions] | 3:30 p.m. | ||
| Wed., 6/1 | V Boys Lacrosse | Pomperaug | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | L 15-5 | |
| Wed., 6/1 | V Boys Lacrosse | CIAC State Tournament Rd. 1 | Home [Directions] | Cancelled | Cancelled | |
| Wed., 6/1 | V Boys Outdoor Track | CIAC CLASS MM State Championships | Away | 3:00 p.m. | ||
| Wed., 6/1 | V Girls Outdoor Track | CIAC CLASS MM State Championships | Away - Middletown HS | 3:00 p.m. | ||
| Wed., 6/1 | V Softball | Granby Memorial | Away - Granby Memorial HS [Directions] | 4:00 p.m. | ||
| Thu., 6/2 | V Boys Golf | NVL Championship | Away - Watertown Golf Club | 8:00 a.m. | ||