| Watertown 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 193 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/23 | V Football | Plainville, Holy Cross (Scrim.) | Away - Plainville HS-Plainville HS- Tinty Field and Track [Directions] | 4:00 p.m. | ||
| Thu., 8/31 | V Football | Oxford (Scrim.) | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 5:00 p.m. | ||
| Thu., 8/31 | V Girls Soccer | Thomaston (Scrim.) | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | ||
| Sat., 9/2 | V Boys Soccer | Nonnewaug, Immaculate, Suffield (Scrim.) | Away - Nonnewaug HS-Varsity Field [Directions] | 10:00 a.m. | ||
| Sat., 9/2 | V Field Hockey | Farmington Field Hockey Play-Day | Away - Farmington HS-Turf Field | 10:00 a.m. | ||
| Tue., 9/5 | V Boys Soccer | Northwestern (Scrim.) | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 4:00 p.m. | ||
| Tue., 9/5 | JV Boys Soccer | Northwestern (Scrim.) | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 9/8 | V Football | Seymour | Home - Nonnewaug HS-Nonnewaug [Directions] | 8:00 p.m. | L 13-26 | |
| Sat., 9/9 | JV Football | Seymour | Away - Seymour HS-turf field [Directions] | 10:00 a.m. | ||
| Sat., 9/9 | V Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 2:00 p.m. | L 0-1 | |
| Sat., 9/9 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 10:00 a.m. | L 0-1 | |
| Sat., 9/9 | JV Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | Canceled | Cancelled | |
| Sat., 9/9 | V Girls Soccer | Naugatuck | Home - Swift MS-Soccer Field [Directions] | 1:00 p.m. | W 9-1 | |
| Mon., 9/11 | JV Boys Soccer | Naugatuck | Away - Rotary Field-Soccer Field [Directions] | Postponed | ||
| Mon., 9/11 | JV Girls Soccer | Naugatuck | Home - Veterans Memorial Park-Veterans Park Field #2 [Directions] | Canceled | Cancelled | |
| Tue., 9/12 | V Boys Cross Country | Holy Cross, St. Paul Catholic, Woodland | Home - Veterans Memorial Park-Veterans Park XC Course [Directions] | 4:45 p.m. | ||
| Tue., 9/12 | V Boys Soccer | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | L 0-1 | |
| Tue., 9/12 | V Girls Cross Country | Holy Cross, St. Paul Catholic, Woodland | Home - Veterans Memorial Park-Veterans Park XC Course [Directions] | 4:45 p.m. | ||
| Tue., 9/12 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | L 2-3 | |
| Tue., 9/12 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | JV Boys Soccer | WCA | Away - Hamilton Park [Directions] | Postponed | ||
| Wed., 9/13 | V Field Hockey | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | L 0-1 | |
| Wed., 9/13 | JV Field Hockey | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | Canceled | Cancelled | |
| Thu., 9/14 | V Boys Soccer | Crosby | Home - Swift MS-Soccer Field [Directions] | 4:45 p.m. | W 7-0 | |
| Thu., 9/14 | V Girls Volleyball | Wilby | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 9/14 | JV Girls Volleyball | Wilby | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:45 p.m. | ||
| Fri., 9/15 | V Football | Wilby | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 7:00 p.m. | W 41-6 | |
| Fri., 9/15 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | W 3-0 | |
| Fri., 9/15 | JV Field Hockey | Nonnewaug | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Canceled | Cancelled | |
| Fri., 9/15 | V Girls Swimming and Diving | Kennedy | Away - J F Kennedy HS Turf-John Reardon Pool [Directions] | 4:00 p.m. | ||
| Fri., 9/15 | V Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/15 | JV Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:45 p.m. | ||
| Sat., 9/16 | FM Football | Wilby | Away - Wilby HS-Football Field [Directions] | 11:00 a.m. | ||
| Sat., 9/16 | JV Boys Soccer | Crosby | Home - Swift MS-Soccer Field [Directions] | 1:00 p.m. | ||
| Mon., 9/18 | V Girls Volleyball | WCA | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Mon., 9/18 | JV Girls Volleyball | WCA | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:45 p.m. | ||
| Tue., 9/19 | V Boys Cross Country | Derby, Naugatuck | Home - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | Derby, Naugatuck | Home - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Field Hockey | Thomaston | Away - Thomaston HS-Field Hockey Field [Directions] | 3:45 p.m. | W 1-0 | |
| Tue., 9/19 | JV Field Hockey | Thomaston | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Canceled | Cancelled | |
| Tue., 9/19 | V Girls Swimming and Diving | Woodland | Away - Woodland HS-pool [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Girls Volleyball | Kennedy | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | W 3-2 | |
| Tue., 9/19 | JV Girls Volleyball | Kennedy | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Wed., 9/20 | V Boys Soccer | Wilby | Home - Swift MS-Soccer Field [Directions] | 4:30 p.m. | W 4-0 | |
| Wed., 9/20 | V Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 9/21 | V Girls Soccer | Seymour | Home - Swift MS-Soccer Field [Directions] | 4:15 p.m. | W 4-0 | |
| Thu., 9/21 | JV Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | Canceled | Cancelled | |
| Thu., 9/21 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Watertown HS-Pool [Directions] | 5:00 p.m. | ||
| Fri., 9/22 | V Football | Ansonia | Home - Nonnewaug HS-Nonnewaug [Directions] | 7:00 p.m. | L 7-42 | |
| Fri., 9/22 | V Boys Soccer | Seymour | Away - Seymour HS-turf field [Directions] | 6:00 p.m. | W 0-1 | |
| Fri., 9/22 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 3:30 p.m. | W 8-1 | |
| Fri., 9/22 | JV Girls Soccer | Seymour | Home - Veterans Memorial Park-Veterans Park Field #2 [Directions] | 3:30 p.m. | ||
| Fri., 9/22 | V Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/22 | JV Girls Volleyball | Seymour | Away - Seymour HS-Gym [Directions] | 4:45 p.m. | ||
| Sat., 9/23 | JV Boys Soccer | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 3:30 p.m. | ||
| Sat., 9/23 | V Girls Soccer | Weston | Home - Swift MS-Swift MS [Directions] | 12:00 p.m. | W 1-0 | |
| Sat., 9/23 | JV Girls Soccer | Weston | Home - Swift MS-Soccer Field [Directions] | 2:00 p.m. | ||
| Tue., 9/26 | V Boys Cross Country | Oxford, Kennedy, Wilby | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:00 p.m. | ||
| Tue., 9/26 | V Boys Soccer | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 3:15 p.m. | W 0-2 | |
| Tue., 9/26 | V Girls Cross Country | Oxford, Kennedy, Wilby | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:00 p.m. | ||
| Tue., 9/26 | V Girls Soccer | Holy Cross | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | L 1-2 | |
| Tue., 9/26 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Away - Wilby HS-Gil Cyr Natatorium [Directions] | 3:45 p.m. | Win 73-67 | |
| Tue., 9/26 | V Girls Volleyball | Woodland | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/26 | JV Girls Volleyball | Woodland | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Wed., 9/27 | JV Boys Soccer | Kennedy | Home - Veterans Memorial Park-Veterans Park [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | V Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | W 3-1 | |
| Wed., 9/27 | JV Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | Canceled | Cancelled | |
| Thu., 9/28 | V Girls Swimming and Diving | Oxford | Home - Watertown HS-Pool [Directions] | 6:00 p.m. | ||
| Thu., 9/28 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | L 2-3 | |
| Thu., 9/28 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 9/29 | V Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | L 7-35 | |
| Fri., 9/29 | V Girls Volleyball | Derby | Away - Derby MS-DMS Gym [Directions] | 5:15 p.m. | W 3-1 | |
| Fri., 9/29 | JV Girls Volleyball | Derby | Away - Derby MS-DMS Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/30 | FR Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 10:00 a.m. | ||
| Sat., 9/30 | V Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field J (Competition Field) [Directions] | 12:00 p.m. | L 2-1 | |
| Sat., 9/30 | JV Boys Soccer | Joel Barlow | Away - Joel Barlow HS-Field J (Competition Field) [Directions] | 2:00 p.m. | ||
| Sat., 9/30 | V Field Hockey | Brookfield | Home - Watertown High-Swift middle turf field [Directions] | 10:00 a.m. | W 3-0 | |
| Sat., 9/30 | JV Girls Soccer | Thomaston | Home - Swift MS-Soccer Field [Directions] | 12:00 p.m. | ||
| Mon., 10/2 | V Girls Soccer | Woodland | Home - Municipal stadium [Directions] | 6:30 p.m. | L 0-4 | |
| Tue., 10/3 | V Boys Cross Country | Crosby, Seymour, Wolcott | Home - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Crosby, Seymour, Wolcott | Home - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | JV Girls Soccer | Woodland | Home - Veterans Memorial Park-Veterans Park Field #2 [Directions] | 3:30 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/3 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 10/4 | V Boys Soccer | Ansonia | Away - Ansonia HS-Charger Field [Directions] | 3:45 p.m. | W 1-4 | |
| Wed., 10/4 | V Girls Soccer | Ansonia | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | W 2-0 | |
| Thu., 10/5 | V Field Hockey | Wamogo | Away - Wamogo HS-Field Hockey Field [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 10/5 | V Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 7:00 p.m. | W 7-0 | |
| Thu., 10/5 | V Girls Swimming and Diving | Seymour | Home - Watertown HS-Pool [Directions] | 5:00 p.m. | ||
| Thu., 10/5 | V Girls Volleyball | Oxford | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:30 p.m. | L 1-3 | |
| Thu., 10/5 | JV Girls Volleyball | Oxford | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:30 p.m. | ||
| Fri., 10/6 | V Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:00 p.m. | W 1-2 | |
| Fri., 10/6 | V Field Hockey | Nonnewaug | Home - Swift MS-Swift MS [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 10/6 | V Girls Volleyball | Wolcott | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 5:15 p.m. | W 3-2 | |
| Fri., 10/6 | JV Girls Volleyball | Wolcott | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Sat., 10/7 | V Football | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 10:00 a.m. | W 28-0 | |
| Sat., 10/7 | V Boys Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | L 2-0 | |
| Sat., 10/7 | JV Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 10:00 a.m. | ||
| Sat., 10/7 | V Girls Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 3:00 p.m. | T 1-1 | |
| Sat., 10/7 | JV Girls Soccer | Torrington | Home - Veterans Memorial Park-Vets #1 [Directions] | 10:00 a.m. | ||
| Mon., 10/9 | FM Football | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:45 p.m. | ||
| Mon., 10/9 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 6:00 p.m. | L 2-3 | |
| Mon., 10/9 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 4:15 p.m. | ||
| Mon., 10/9 | FR Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 2:30 p.m. | ||
| Tue., 10/10 | V Boys Cross Country | Torrington, WCA | Home - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Wolcott | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | T 1-1 | |
| Tue., 10/10 | V Girls Cross Country | Torrington, WCA | Home - Veterans Memorial Park-Veterans Park XC Course [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Girls Soccer | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/10 | V Girls Volleyball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/10 | JV Girls Volleyball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Wed., 10/11 | JV Boys Soccer | Wolcott | Home - Veterans Memorial Park-Veterans Park [Directions] | 3:30 p.m. | ||
| Thu., 10/12 | V Boys Soccer | Derby | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 5-1 | |
| Thu., 10/12 | V Girls Soccer | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | W 7-1 | |
| Thu., 10/12 | V Girls Volleyball | Holy Cross | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/12 | JV Girls Volleyball | Holy Cross | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Fri., 10/13 | V Field Hockey | Shepaug Valley | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/13 | JV Field Hockey | Shepaug Valley | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Canceled | Cancelled | |
| Fri., 10/13 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 3:00 p.m. | W 5-1 | |
| Fri., 10/13 | V Girls Swimming and Diving | Naugatuck | Home - Watertown HS-Pool [Directions] | 5:00 p.m. | ||
| Sat., 10/14 | FR Girls Volleyball | Woodland, Naugatuck, St. Paul Catholic | Away - Woodland HS-Gym [Directions] | 10:00 a.m. | ||
| Mon., 10/16 | V Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 4:00 p.m. | T 3-3 | |
| Mon., 10/16 | V Field Hockey | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | 6:00 p.m. | L 0-5 | |
| Mon., 10/16 | V Girls Soccer | St. Paul Catholic | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 6-1 | |
| Tue., 10/17 | JV Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 4:30 p.m. | ||
| Tue., 10/17 | JV Field Hockey | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | Canceled | Cancelled | |
| Tue., 10/17 | JV Girls Soccer | St. Paul Catholic | Home - Veterans Memorial Park-Veterans Park Field #2 [Directions] | Canceled | Cancelled | |
| Tue., 10/17 | V Girls Volleyball | Torrington | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Tue., 10/17 | JV Girls Volleyball | Torrington | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Wed., 10/18 | V Boys Soccer | Oxford | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 0-4 | |
| Wed., 10/18 | V Field Hockey | Thomaston | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 4:45 p.m. | W 3-0 | |
| Wed., 10/18 | JV Field Hockey | Thomaston | Away - Thomaston HS-Gym [Directions] | Canceled | Cancelled | |
| Wed., 10/18 | V Girls Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 4-0 | |
| Wed., 10/18 | V Girls Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | ||
| Thu., 10/19 | V Field Hockey | Northwestern | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | T 0-0 | |
| Thu., 10/19 | JV Girls Soccer | Torrington | Home - Veterans Memorial Park-Veterans Park Field #2 [Directions] | 3:45 p.m. | ||
| Thu., 10/19 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | L 0-3 | |
| Thu., 10/19 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 3:30 p.m. | ||
| Fri., 10/20 | V Football | Gilbert/Northwestern/Housy | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 12-7 | |
| Fri., 10/20 | JV Boys Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 4:00 p.m. | ||
| Fri., 10/20 | V Girls Volleyball | St. Paul Catholic | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/20 | JV Girls Volleyball | St. Paul Catholic | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:45 p.m. | ||
| Sat., 10/21 | JV Football | Gilbert/Northwestern/Housy | Away - Housatonic Valley Regional High-Game Field (Football, Soccer, Girls Lacrosse, Cross Country, Track) [Directions] | 10:00 a.m. | ||
| Mon., 10/23 | V Boys Soccer | Holy Cross | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 2:45 p.m. | L 2-0 | |
| Mon., 10/23 | V Girls Soccer | Holy Cross | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 1-0 | |
| Mon., 10/23 | V Girls Volleyball | Naugatuck | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 10/23 | JV Girls Volleyball | Naugatuck | Home - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Tue., 10/24 | V Field Hockey | Litchfield | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 6-0 | |
| Tue., 10/24 | JV Field Hockey | Litchfield | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Canceled | Cancelled | |
| Tue., 10/24 | JV Girls Soccer | Holy Cross | Home - Watertown High-John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 10/25 | V Boys Soccer | Woodland | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 2-0 | |
| Wed., 10/25 | V Girls Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 3:45 p.m. | L 1-2 | |
| Wed., 10/25 | V Girls Volleyball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 5:45 p.m. | L 0-3 | |
| Wed., 10/25 | JV Girls Volleyball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 4:45 p.m. | ||
| Wed., 10/25 | FR Girls Volleyball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | JV Boys Soccer | Woodland | Home - Veterans Memorial Park-Veterans Park [Directions] | 3:30 p.m. | ||
| Thu., 10/26 | JV Girls Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Fri., 10/27 | V Football | Woodland | Away - Woodland HS-Woodland Football Field [Directions] | 6:30 p.m. | L 27-36 | |
| Fri., 10/27 | FR Boys Soccer | Pomperaug | Away - Pomperaug HS-PHS Soccer Field [Directions] | 3:15 p.m. | ||
| Fri., 10/27 | V Field Hockey | Wamogo | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | L 1-4 | |
| Fri., 10/27 | JV Field Hockey | Wamogo | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Canceled | Cancelled | |
| Sat., 10/28 | V Boys Cross Country | CIAC Class M Championship | Away - Wickham Park | 11:55 a.m. | ||
| Sat., 10/28 | FM Football | Woodland | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 9:30 a.m. | ||
| Sat., 10/28 | V Boys Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 1:00 p.m. | W 2-3 | |
| Sat., 10/28 | V Girls Cross Country | CIAC Class SS Championship | Away - Wickham Park | 10:10 a.m. | ||
| Sat., 10/28 | V Girls Soccer | Oxford | Home - Watertown HS [Directions] | 12:00 p.m. | W 7-2 | |
| Mon., 10/30 | V Boys Soccer | Wolcott | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 5:00 p.m. | L 0-2 | |
| Mon., 10/30 | V Girls Soccer | Holy Cross | Away - Wolcott HS-Turf Field [Directions] | 7:30 p.m. | W 2-1 | |
| Wed., 11/1 | V Girls Soccer | Woodland | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 5:00 p.m. | ||
| Wed., 11/1 | V Girls Swimming and Diving | St. Paul/Lewis Mills, Kennedy, TBA, Naugatuck, Oxford, Seymour, Woodland | Away - Woodland HS-pool | 6:00 p.m. | ||
| Fri., 11/3 | V Football | Holy Cross | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 27-28 | |
| Fri., 11/3 | V Girls Swimming and Diving | St. Paul/Lewis Mills, Kennedy, Naugatuck, Oxford, Seymour, Wilby/Kaynor Tech/WCA, Woodland | Away - John F. Kennedy HS-JFK Pool | 4:30 p.m. | ||
| Sat., 11/4 | FM Football | Holy Cross | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Mon., 11/6 | V Girls Soccer | Branford | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | W 1-0 | |
| Tue., 11/7 | V Boys Soccer | Lewis Mills | Away - Nassahegan Recreation Complex-Nassahegan Field [Directions] | 4:00 p.m. | ||
| Tue., 11/7 | V Field Hockey | Weston | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | ||
| Wed., 11/8 | V Girls Soccer | RHAM | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:30 p.m. | ||
| Wed., 11/8 | V Girls Swimming and Diving | CIAC Class S Diving Championship | Away - Sheehan | 5:30 p.m. | ||
| Fri., 11/10 | V Football | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 6:00 p.m. | W 35-0 | |
| Sat., 11/11 | FM Football | Wolcott | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | Canceled | Cancelled | |
| Sat., 11/11 | V Girls Swimming and Diving | CIAC Class S Qualifying Meet | Away - Cheshire Community Pool | 6:15 p.m. | ||
| Wed., 11/15 | V Girls Swimming and Diving | CIAC Class S Finals | Away - SCSU | 6:00 p.m. | ||
| Thu., 11/16 | FM Football | Torrington | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 5:00 p.m. | ||
| Thu., 11/16 | V Girls Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sun., 11/19 | V Girls Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Thu., 11/23 | V Football | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 10:15 a.m. | W 28-8 | |
| Tue., 11/28 | V Football | Granby/Canton | Away - Granby Memorial HS-Stadium Field [Directions] | 6:30 p.m. | W 26-12 | |
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Sun., 12/3 | V Football | Gilbert/Northwestern/Housy | Away - Torrington HS [Directions] | 12:30 p.m. | W 21-0 | |
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Sat., 12/9 | V Football | Joel Barlow | Away - Rentschler Field [Directions] | 4:30 p.m. | L 20-21 | |
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||