| Watertown 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 615 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Pomperaug | Away - Community Baseball Field [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Derby | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Oxford | Away - OHS Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Sacred Heart | Away - Fulton Park | TBA | ||
| TBA | JV Baseball | Naugatuck | Home - Veterans Park [Directions] | TBA | ||
| TBA | JV Baseball | St. Paul Catholic | Home - Veterans Park [Directions] | TBA | ||
| TBA | JV Baseball | Holy Cross | Away - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Home - Veterans Park [Directions] | TBA | ||
| TBA | JV Baseball | Naugatuck | Away - Naugatuck HS [Directions] | TBA | ||
| TBA | JV Baseball | Torrington | Away - Torrington HS [Directions] | TBA | ||
| TBA | JV Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | ||
| TBA | FR Boys Basketball | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | TBA | 2:20 pm | |
| TBA | JV Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | TBA | ||
| TBA | FR Football | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | Cancelled | ||
| TBA | JV Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Ansonia | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| TBA | JV Boys Soccer | Kennedy | Home - Veterans Park [Directions] | Cancelled | ||
| TBA | JV Boys Soccer | Holy Cross | Home - Veterans Park [Directions] | TBA | ||
| TBA | JV Boys Soccer | Wolcott | Home - Veterans Park [Directions] | TBA | ||
| TBA | JV Boys Soccer | Wilby | Away - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Girls Basketball | Ansonia | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | TBA | ||
| TBA | JV Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | TBA | ||
| TBA | JV Girls Lacrosse | Lewis Mills | Away - Lewis Mills Track [Directions] | TBA | ||
| TBA | JV Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | ||
| TBA | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | ||
| TBA | JV Girls Soccer | Sacred Heart | Home - Veteran's Park #1 [Directions] | TBA | ||
| TBA | JV Girls Soccer | Holy Cross | Home - Veteran's Park #1 [Directions] | TBA | ||
| TBA | JV Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | TBA | ||
| TBA | JV Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | 1pm | |
| TBA | JV Softball | Wilby | Home - Watertown HS [Directions] | TBA | ||
| TBA | JV Softball | Wolcott | Away - Wolcott HS [Directions] | TBA | ||
| TBA | V Girls Tennis | Naugatuck | Away - Naugatuck HS [Directions] | L 3-4 | ||
| Fri., 8/31 | V Field Hockey | Farmington Play Dat | Away - Farmington HS | 3:30 p.m. | ||
| Fri., 8/31 | V Girls Soccer | Cheshire (Scrim.) | Away - Cheshire High Main Game field [Directions] | 7:00 p.m. | ||
| Sat., 9/1 | V Boys Soccer | Nonnewaug Jamboree | Away - Nonnewaug HS | 10:00 a.m. | ||
| Sat., 9/1 | V Girls Soccer | Branford (Scrim.) | Away - Branford HS-Turf Field [Directions] | 12:15 p.m. | 4pm | |
| Sun., 9/2 | V Boys Soccer | Joel Barlow (Scrim.) | Away - Field J (competition field) [Directions] | 5:00 p.m. | 3:30pm | |
| Wed., 9/5 | V Girls Swimming and Diving | Suffield Relays | Away - Windsor Locks HS | 3:25 p.m. | ||
| Fri., 9/7 | V Football | Derby | Away - Oxford HS [Directions] | L 18-28 | ||
| Fri., 9/7 | FR Football | Crosby | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Fri., 9/7 | V Girls Volleyball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 1-3 | ||
| Fri., 9/7 | JV Girls Volleyball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Sat., 9/8 | JV Football | Derby | Home - John J. Mills Complex @ Watertown HS [Directions] | 9:00 a.m. | ||
| Sat., 9/8 | V Boys Soccer | Kennedy | Home - John J. Mills Complex @ Watertown HS [Directions] | W 4-2 | ||
| Sat., 9/8 | V Girls Soccer | Pomperaug | Home - John J. Mills Complex @ Watertown HS [Directions] | W 3-0 | ||
| Sat., 9/8 | JV Girls Soccer | Pomperaug | Home - Swift MS [Directions] | 2:30 p.m. | ||
| Mon., 9/10 | V Girls Soccer | Ansonia | Home - John J. Mills Complex @ Watertown HS [Directions] | W 6-0 | ||
| Mon., 9/10 | JV Girls Soccer | Oxford | Home - Swift MS [Directions] | 3:30 p.m. | ||
| Tue., 9/11 | V Boys Cross Country | Torrington, WCA, Sacred Heart | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/11 | V Boys Soccer | Ansonia | Home - John J. Mills Complex @ Watertown HS [Directions] | W 4-0 | ||
| Tue., 9/11 | V Girls Cross Country | Torrington, WCA, Sacred Heart | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/11 | V Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | L 0-3 | ||
| Tue., 9/11 | JV Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Wed., 9/12 | FR Football | Ansonia | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Thu., 9/13 | V Boys Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | W 5-1 | ||
| Thu., 9/13 | V Field Hockey | Newtown | Away - Blue and Gold Stadium [Directions] | L 8-1 | Non-League | |
| Thu., 9/13 | JV Field Hockey | Newtown | Away - Blue and Gold Stadium [Directions] | 3:45 p.m. | ||
| Thu., 9/13 | V Girls Volleyball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 0-3 | ||
| Thu., 9/13 | JV Girls Volleyball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Fri., 9/14 | V Field Hockey | Southington | Away - Turf Field SHS [Directions] | W 5-4 OT | ||
| Fri., 9/14 | JV Field Hockey | Southington | Away - Field Hockey/Boys Lacrosse [Directions] | 5:15 p.m. | ||
| Fri., 9/14 | V Girls Soccer | Oxford | Home - John J. Mills Complex @ Watertown HS [Directions] | W 5-0 | ||
| Fri., 9/14 | V Girls Swimming and Diving | Woodland | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | Woodland 101 Watertown 85 | ||
| Fri., 9/14 | V Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | W 3 to 2 | ||
| Fri., 9/14 | JV Girls Volleyball | Holy Cross | Away - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 9/15 | V Football | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 16-30 | ||
| Sat., 9/15 | JV Football | Nonnewaug | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 9/15 | JV Boys Soccer | Oxford | Away - OHS Soccer Field-West [Directions] | 9:30 a.m. | ||
| Mon., 9/17 | V Field Hockey | Immaculate | Home - John J. Mills Complex @ Watertown HS [Directions] | L 0-4 | ||
| Mon., 9/17 | JV Field Hockey | Immaculate | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | ||
| Mon., 9/17 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | W 4-0 | ||
| Tue., 9/18 | V Boys Soccer | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | W 5-2 | ||
| Tue., 9/18 | JV Boys Soccer | St. Paul Catholic | Home - Veterans Park [Directions] | 4:30 p.m. | ||
| Tue., 9/18 | V Girls Swimming and Diving | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | Watertown 85 Kennedy 46 | ||
| Tue., 9/18 | V Girls Volleyball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 2-3 | ||
| Tue., 9/18 | JV Girls Volleyball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Wed., 9/19 | V Boys Cross Country | Oxford, Derby | Away - OHS Wolverine Field (Turf) [Directions] | 3:30 p.m. | ||
| Wed., 9/19 | FR Football | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Wed., 9/19 | V Girls Cross Country | Oxford, Derby | Away - OHS Wolverine Field (Turf) [Directions] | 3:30 p.m. | ||
| Wed., 9/19 | V Field Hockey | Nonnewaug | Home - John J. Mills Complex @ Watertown HS [Directions] | W 4-2 | ||
| Wed., 9/19 | JV Field Hockey | Nonnewaug | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | ||
| Thu., 9/20 | V Boys Soccer | Derby | Away - Derby -Witek Park [Directions] | W 3-0 | ||
| Thu., 9/20 | V Field Hockey | Masuk | Home - John J. Mills Complex @ Watertown HS [Directions] | W 2-1 | ||
| Thu., 9/20 | JV Field Hockey | Masuk | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Fri., 9/21 | V Football | Seymour | Home - John J. Mills Complex @ Watertown HS [Directions] | L 6-47 | ||
| Fri., 9/21 | JV Boys Soccer | Derby | Away - Derby -Witek Park [Directions] | Cancelled | ||
| Fri., 9/21 | V Girls Soccer | Derby | Home - John J. Mills Complex @ Watertown HS [Directions] | W 10-0 | ||
| Fri., 9/21 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | Watertown 100 St. Paul 70 | ||
| Fri., 9/21 | V Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | L 1-3 | ||
| Fri., 9/21 | JV Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 4:30 p.m. | ||
| Sat., 9/22 | JV Football | Kennedy | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 9/22 | V Boys Soccer | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | W 3-1 | ||
| Tue., 9/25 | V Girls Swimming and Diving | Seymour | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | Seymour 98 Watertown 83 | ||
| Tue., 9/25 | V Girls Volleyball | Torrington | Away - Torrington HS [Directions] | W 3-0 | ||
| Tue., 9/25 | JV Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 4:45 p.m. | ||
| Wed., 9/26 | V Girls Soccer | Holy Cross | Away - Municipal Stadium (Wtby) [Directions] | W 2-0 | ||
| Thu., 9/27 | V Boys Cross Country | Holy Cross, St. Paul Catholic, Woodland | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Thu., 9/27 | FR Football | Shelton | Away - Gracie Field, Shelton [Directions] | 4:30 p.m. | ||
| Thu., 9/27 | V Boys Soccer | Holy Cross | Home - John J. Mills Complex @ Watertown HS [Directions] | T 0-0 | ||
| Thu., 9/27 | V Girls Cross Country | Holy Cross, St. Paul Catholic, Woodland | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Thu., 9/27 | V Field Hockey | Bethel | Away - Hunt Field at Bethel HS [Directions] | W 3-0 | ||
| Thu., 9/27 | JV Field Hockey | Bethel | Away - Hunt Field at Bethel HS [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | V Girls Soccer | Torrington | Away - Torrington HS [Directions] | W 5-0 | ||
| Thu., 9/27 | JV Girls Soccer | Torrington | Away [Directions] | Cancelled | ||
| Fri., 9/28 | V Football | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | L 0-49 | ||
| Fri., 9/28 | V Boys Soccer | Torrington | Away - Torrington HS [Directions] | W 2-0 | ||
| Fri., 9/28 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | Watertown 93 Wilby/Kaynor Tech/WAMS/WCA 75 | ||
| Fri., 9/28 | V Girls Volleyball | Oxford | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 1-3 | ||
| Fri., 9/28 | JV Girls Volleyball | Oxford | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Sat., 9/29 | JV Football | Naugatuck | Away - Naugatuck HS [Directions] | 11:00 a.m. | ||
| Sat., 9/29 | JV Boys Soccer | Torrington | Away - Torrington HS [Directions] | 10:00 a.m. | ||
| Sat., 9/29 | V Field Hockey | Suffield | Home - John J. Mills Complex @ Watertown HS [Directions] | L 1-3 | ||
| Sat., 9/29 | JV Girls Soccer | Holy Cross | Home - Swift MS [Directions] | 9:00 a.m. | ||
| Mon., 10/1 | V Field Hockey | Weston | Away - WHS Turf Field [Directions] | L 1-0 | ||
| Mon., 10/1 | JV Field Hockey | Weston | Away - WHS Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | V Girls Soccer | Naugatuck | Away - Naugatuck HS [Directions] | W 5-2 | ||
| Mon., 10/1 | JV Girls Soccer | Naugatuck | Home - Veteran's Park #1 [Directions] | 3:30 p.m. | ||
| Tue., 10/2 | V Boys Cross Country | Seymour, Crosby, Wilby | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Tue., 10/2 | V Boys Soccer | Sacred Heart | Away - Waterville Park | W 3-0 | ||
| Tue., 10/2 | V Girls Cross Country | Seymour, Crosby, Wilby | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Tue., 10/2 | JV Field Hockey | Joel Barlow | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 10/2 | V Girls Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | Sacred Heart 93 Watertown 92 | ||
| Tue., 10/2 | V Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | W 3-0 | ||
| Tue., 10/2 | JV Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Wed., 10/3 | JV Boys Soccer | Sacred Heart | Away - Waterville Park | 3:45 p.m. | ||
| Wed., 10/3 | V Girls Soccer | Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | W 9-0 | ||
| Thu., 10/4 | V Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | L 7-49 | ||
| Thu., 10/4 | V Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | W 3-1 | ||
| Thu., 10/4 | JV Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Fri., 10/5 | FR Football | VGW Techs | Away - Vinal Tech Field [Directions] | 3:45 p.m. | ||
| Fri., 10/5 | V Boys Soccer | Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | W 2-1 | ||
| Fri., 10/5 | V Girls Soccer | Woodland | Away - Woodland Soccer Field [Directions] | T 0-0 | ||
| Fri., 10/5 | V Girls Swimming and Diving | Torrington | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | Watertown 96 Torrington 70 | Pink Night | |
| Fri., 10/5 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | L 0-3 | ||
| Fri., 10/5 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Sat., 10/6 | JV Boys Soccer | Woodland | Home - Swift MS [Directions] | 10:30 a.m. | ||
| Mon., 10/8 | JV Girls Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 10:30 a.m. | ||
| Tue., 10/9 | V Boys Cross Country | Kennedy, Naugatuck, Wolcott | Away - Montoe Park [Directions] | 3:45 p.m. | ||
| Tue., 10/9 | V Girls Cross Country | Kennedy, Naugatuck, Wolcott | Away [Directions] | 3:45 p.m. | ||
| Tue., 10/9 | V Field Hockey | New Fairfield | Home - John J. Mills Complex @ Watertown HS [Directions] | L 4-1 | ||
| Tue., 10/9 | JV Field Hockey | New Fairfield | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 10/9 | V Girls Swimming and Diving | Suffield | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | Watertown 98.5 Suffield 80.5 | ||
| Tue., 10/9 | V Girls Volleyball | Seymour | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 0-3 | ||
| Tue., 10/9 | JV Girls Volleyball | Seymour | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Wed., 10/10 | V Field Hockey | Newtown | Home - John J. Mills Complex @ Watertown HS [Directions] | L 3-0 | ||
| Wed., 10/10 | JV Field Hockey | Newtown | Home - John J. Mills Complex @ Watertown HS [Directions] | Cancelled | ||
| Wed., 10/10 | V Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | W 4-1 | ||
| Wed., 10/10 | JV Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 3:45 p.m. | ||
| Thu., 10/11 | V Girls Volleyball | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 0-3 | ||
| Thu., 10/11 | JV Girls Volleyball | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Fri., 10/12 | V Boys Soccer | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | W 5-0 | Pink Night | |
| Fri., 10/12 | V Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | L 3-1 | ||
| Fri., 10/12 | JV Field Hockey | Pomperaug | Away - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Fri., 10/12 | V Girls Soccer | Holy Cross | Home - John J. Mills Complex @ Watertown HS [Directions] | T 0-0 | ||
| Fri., 10/12 | V Girls Swimming and Diving | Naugatuck | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | Naugatuck 101 Watertown 85 | Senior Night | |
| Fri., 10/12 | V Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | W 3-2 | ||
| Fri., 10/12 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 3:45 p.m. | ||
| Sat., 10/13 | JV Football | New Fairfield | Away - Rebel Stadium [Directions] | 11:00 a.m. | ||
| Sat., 10/13 | V Boys Soccer | Pomperaug | Away - Sports Complex & Track [Directions] | W 2-1 | ||
| Mon., 10/15 | V Field Hockey | Shepaug Valley | Home - John J. Mills Complex @ Watertown HS [Directions] | W 5-0 | Pink Night | |
| Mon., 10/15 | JV Field Hockey | Shepaug Valley | Home - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | ||
| Tue., 10/16 | V Boys Soccer | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | T 2-2 | ||
| Tue., 10/16 | V Girls Soccer | Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | L 0-1 | ||
| Tue., 10/16 | V Girls Swimming and Diving | Oxford | Away - OHS Pool [Directions] | Watertown 95 Oxford 85 | ||
| Wed., 10/17 | V Boys Cross Country | NVL Championships | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Wed., 10/17 | JV Boys Soccer | Crosby | Away - Crosby HS - grass soccer field [Directions] | 3:45 p.m. | ||
| Wed., 10/17 | V Girls Cross Country | NVL Championships | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Wed., 10/17 | V Field Hockey | Joel Barlow | Home - John J. Mills Complex @ Watertown HS [Directions] | W 3-0 | ||
| Wed., 10/17 | V Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | W 3-0 | ||
| Wed., 10/17 | JV Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Thu., 10/18 | FR Football | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Thu., 10/18 | V Boys Soccer | Seymour | Away - Seymour HS Turf Field [Directions] | W 2-1 | ||
| Thu., 10/18 | V Field Hockey | New Milford | Away - New Milford HS [Directions] | L 1-2 | ||
| Thu., 10/18 | JV Field Hockey | New Milford | Away - New Milford HS [Directions] | 3:45 p.m. | ||
| Thu., 10/18 | V Girls Soccer | Seymour | Away - Seymour HS Turf Field [Directions] | W 7-2 | ||
| Thu., 10/18 | JV Girls Soccer | Woodland | Home - Veteran's Park #1 [Directions] | 3:30 p.m. | ||
| Fri., 10/19 | V Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | L 18-53 | ||
| Fri., 10/19 | JV Boys Soccer | Seymour | Away - Seymour High Lower Field [Directions] | 3:45 p.m. | ||
| Fri., 10/19 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 1-3 | ||
| Fri., 10/19 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:45 p.m. | ||
| Sat., 10/20 | JV Football | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 10/20 | V Girls Soccer | Weston | Home - John J. Mills Complex @ Watertown HS [Directions] | W 3-2 | ||
| Sat., 10/20 | JV Girls Soccer | Weston | Home - John J. Mills Complex @ Watertown HS [Directions] | 2:00 p.m. | ||
| Mon., 10/22 | V Boys Soccer | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | T 0-0 | ||
| Mon., 10/22 | JV Boys Soccer | Naugatuck | Home - Veterans Park [Directions] | 3:30 p.m. | ||
| Mon., 10/22 | V Girls Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | W 6-2 | ||
| Mon., 10/22 | V Girls Volleyball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 3-1 | ||
| Mon., 10/22 | JV Girls Volleyball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Tue., 10/23 | V Field Hockey | Bethel | Home - John J. Mills Complex @ Watertown HS [Directions] | W 5-1 | Non-League | |
| Tue., 10/23 | JV Field Hockey | Bethel | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | ||
| Tue., 10/23 | JV Girls Soccer | Oxford | Away - OHS Soccer Field-West [Directions] | 3:45 p.m. | ||
| Wed., 10/24 | V Boys Soccer | Wilby | Away - Municipal Stadium [Directions] | W 2-0 | ||
| Wed., 10/24 | V Girls Volleyball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 1-3 | ||
| Wed., 10/24 | JV Girls Volleyball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:45 p.m. | ||
| Thu., 10/25 | FR Football | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | ||
| Thu., 10/25 | JV Boys Soccer | St. Paul Catholic | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Thu., 10/25 | V Field Hockey | Pomperaug | Away - PHS [Directions] | L 2-1 | 4:30pm | |
| Fri., 10/26 | V Football | Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | W 33-8 | ||
| Sat., 10/27 | V Boys Cross Country | State Championship | Away - Wickham Park | 3:45 p.m. | ||
| Sat., 10/27 | V Girls Cross Country | State Championship | Away - Wickham Park | 3:45 p.m. | ||
| Mon., 10/29 | V Boys Soccer | Torrington | Home - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | ||
| Mon., 10/29 | V Girls Soccer | Sacred Heart | Home - John J. Mills Complex @ Watertown HS [Directions] | W 7-0 | ||
| Tue., 10/30 | V Boys Soccer | St. Paul Catholic | Away - Crosby HS [Directions] | 7:00 p.m. | ||
| Tue., 10/30 | V Girls Soccer | Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | W 2-0 | ||
| Wed., 10/31 | FR Football | WCA | Away - WCA [Directions] | 3:45 p.m. | ||
| Fri., 11/2 | V Football | Wilby | Home - John J. Mills Complex @ Watertown HS [Directions] | W 14-12 | ||
| Sat., 11/3 | JV Football | Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 11/3 | JV Football | Kennedy | Away [Directions] | Cancelled | ||
| Tue., 11/6 | V Boys Soccer | O'Brien Tech | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | ||
| Tue., 11/6 | V Field Hockey | South Windsor | Away - SWHS Stadium Turf Field [Directions] | 2:00 p.m. | ||
| Wed., 11/7 | FR Football | Brookfield | Away - BHS Back Turf [Directions] | 4:00 p.m. | ||
| Thu., 11/8 | V Football | Crosby | Home - John J. Mills Complex @ Watertown HS [Directions] | W 57-6 | ||
| Sat., 11/10 | JV Football | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | Cancelled | ||
| Sat., 11/10 | JV Football | Stafford/East Windsor/Somers | Away - Stafford High, Lighted field behind school [Directions] | 1:00 p.m. | ||
| Wed., 11/14 | FR Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 5:00 p.m. | ||
| Wed., 11/21 | V Football | Torrington | Away - Torrington HS [Directions] | L 20-37 | ||
| Fri., 11/30 | V Girls Basketball | Kaynor Tech (Scrim.) | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:30 p.m. | ||
| Sat., 12/1 | V Boys Ice Hockey | Wethersfield (Scrim.) | Home - Taft-Mays Rink [Directions] | 7:00 p.m. | ||
| Sat., 12/1 | V Girls Basketball | Wolcott Jamboree | Away - Wolcott HS | 3:30 p.m. | 2:30pm | |
| Wed., 12/5 | V Boys Ice Hockey | E.O. Smith-Tolland (Scrim.) | Home - Taft-Mays Rink [Directions] | 7:30 p.m. | ||
| Thu., 12/6 | V Girls Basketball | Joel Barlow (Scrim.) | Away - JBHS Lower Gym [Directions] | 3:30 p.m. | ||
| Thu., 12/6 | JV Girls Basketball | Joel Barlow (Scrim.) | Away - JBHS Lower Gym [Directions] | 3:30 p.m. | ||
| Fri., 12/7 | V Boys Basketball | Maloney (Scrim.) | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | ||
| Sat., 12/8 | V Boys Ice Hockey | Shelton Jamboree | Away - Shelton Rinks | 7:00 p.m. | ||
| Sat., 12/8 | V Boys Indoor Track | Hillhouse Dev | Away - Hillhouse | 10:00 a.m. | ||
| Sat., 12/8 | V Girls Indoor Track | Hillhouse Dev | Away - Hillhouse | 10:00 a.m. | ||
| Mon., 12/10 | V Boys Ice Hockey | Immaculate | Home - Taft-Mays Rink [Directions] | T 2-2(OT) | ||
| Tue., 12/11 | V Boys Basketball | Litchfield (Scrim.) | Away - Litchfield HS [Directions] | 6:00 p.m. | 4:30pm | |
| Tue., 12/11 | V Girls Basketball | Wilby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 51-17 | ||
| Tue., 12/11 | JV Girls Basketball | Wilby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 12/12 | V Wrestling | Weston | Away - WHS Gymnasium [Directions] | Pomperaug 48 Weston 30 | 4:00 | Crossover Match |
| Fri., 12/14 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | W 40-35 | ||
| Fri., 12/14 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Sat., 12/15 | V Boys Ice Hockey | Trumbull | Home - Taft-Mays Rink [Directions] | W 4-1 | ||
| Sat., 12/15 | V Boys Indoor Track | Relay Buster | Away - SCSU | 9:00 a.m. | ||
| Sat., 12/15 | V Wrestling | O'Keefe-Pomperaug Invitational | Home - PHS Main Gym [Directions] | 10:00 a.m. | $5 adults, $3 students/seniors | |
| Sat., 12/15 | V Girls Indoor Track | Relay Rust Buster | Away - SCSU | 9:00 a.m. | ||
| Tue., 12/18 | V Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | L 44-70 | ||
| Tue., 12/18 | JV Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/18 | FR Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | 2:20 pm | |
| Tue., 12/18 | V Boys Swimming and Diving | Naugatuck | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 5:00 p.m. | ||
| Tue., 12/18 | V Girls Basketball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 46-33 | ||
| Tue., 12/18 | JV Girls Basketball | Woodland | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 12/19 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion [Directions] | T 3-3(OT) | ||
| Wed., 12/19 | V Wrestling | Bunnell | Away [Directions] | Pomperaug 45 Bunnell 36 | 4:00 | |
| Fri., 12/21 | V Boys Basketball | WCA | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 42-79 | ||
| Fri., 12/21 | JV Boys Basketball | WCA | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 12/21 | FR Boys Basketball | WCA | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 12/21 | V Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | W 57-37 | ||
| Fri., 12/21 | JV Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | 5:15 p.m. | ||
| Sat., 12/22 | V Boys Ice Hockey | Guilford | Home - Taft-Mays Rink [Directions] | W 3-1 | ||
| Sat., 12/22 | V Wrestling | Frank Chaves Invitational | Away - Simsbury HS | 9:00 a.m. | 7:00 am | |
| Thu., 12/27 | V Boys Basketball | Bristol Eastern | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 47-58 | ||
| Thu., 12/27 | JV Boys Basketball | Bristol Eastern | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:15 p.m. | ||
| Thu., 12/27 | FR Boys Basketball | Bristol Eastern | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 1:30 p.m. | ||
| Thu., 12/27 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - Taft-Mays Rink [Directions] | L 1-2 | ||
| Thu., 12/27 | V Boys Indoor Track | Jack Long Inv | Away - Hillhouse | 12:00 p.m. | ||
| Thu., 12/27 | V Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | W 58-24 | ||
| Thu., 12/27 | V Girls Indoor Track | Jack Long Inv | Away - Hillhouse | 12:00 p.m. | ||
| Fri., 12/28 | V Girls Basketball | Joel Barlow | Away - Wolcott HS [Directions] | W 54-49 | ||
| Fri., 12/28 | JV Girls Basketball | Wolcott | Away [Directions] | 5:15 p.m. | ||
| Sat., 12/29 | V Boys Ice Hockey | Cheshire | Home - Taft-Mays Rink [Directions] | W 2-0 | ||
| Sat., 12/29 | V Boys Indoor Track | Wilton Wright Inv | Away - SCSU | 3:00 p.m. | ||
| Sat., 12/29 | V Wrestling | 2018 Trumbull Duals | Away | 9:00 a.m. | 7:40 am | |
| Sat., 12/29 | V Girls Indoor Track | Wilton Wright Inv | Away - SCSU | 3:00 p.m. | ||
| Wed., 1/2 | V Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | L 58-72 | ||
| Wed., 1/2 | JV Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 4:15 p.m. | ||
| Wed., 1/2 | V Boys Ice Hockey | East Haven Coop | Away - DiLungo Rink [Directions] | W 8-1 | ||
| Wed., 1/2 | V Girls Basketball | Ansonia | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 43-45 | ||
| Thu., 1/3 | V Boys Indoor Track | Wintergreen Inv | Away - SCSU | 3:00 p.m. | ||
| Thu., 1/3 | V Wrestling | Newtown | Home - Auxiliary Gym [Directions] | Newtown 40 Pomperaug 24 | ||
| Thu., 1/3 | V Girls Indoor Track | Wintergreen Inv | Away - SCSU | 3:00 p.m. | ||
| Fri., 1/4 | V Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | L 44-80 | ||
| Fri., 1/4 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Fri., 1/4 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | 2:20 pm | |
| Fri., 1/4 | V Boys Swimming and Diving | Seymour | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:30 p.m. | ||
| Fri., 1/4 | V Girls Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 59-52 | ||
| Fri., 1/4 | JV Girls Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Sat., 1/5 | V Boys Ice Hockey | St. Joseph | Home - Taft-Mays Rink [Directions] | W 5-1 | ||
| Sat., 1/5 | V Boys Indoor Track | James Barber Inv | Away | 12:00 p.m. | 10am | |
| Sat., 1/5 | V Wrestling | Bristol Central Invitational | Away - Bristol Central HS | 8:00 a.m. | 6:45 am | |
| Sat., 1/5 | V Girls Gymnastics | Pomperaug Invitational | Away - Pomperaug HS | 115.40 | ||
| Sat., 1/5 | V Girls Indoor Track | James Barber Inv | Away | 12:00 p.m. | ||
| Tue., 1/8 | V Boys Basketball | Derby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 88-85(3OT) | ||
| Tue., 1/8 | JV Boys Basketball | Derby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Tue., 1/8 | V Boys Swimming and Diving | Holy Cross | Away - Kennedy HS [Directions] | 7:00 p.m. | ||
| Tue., 1/8 | V Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | W 54-31 | ||
| Tue., 1/8 | JV Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/9 | V Wrestling | Brookfield/Shepaug | Home - Auxiliary Gym [Directions] | Pomperaug 42 Brookfield 27 | Crossover Match | |
| Thu., 1/10 | V Boys Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 63-73 | ||
| Thu., 1/10 | JV Boys Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 1/10 | FR Boys Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 1/11 | V Boys Basketball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 39-68 | ||
| Fri., 1/11 | JV Boys Basketball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 1/11 | FR Boys Basketball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:00 p.m. | ||
| Fri., 1/11 | V Boys Ice Hockey | Rye Country Day (NY) | Away | W 3-1 | ||
| Fri., 1/11 | V Boys Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | 7:00 p.m. | ||
| Fri., 1/11 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 34-63 | ||
| Fri., 1/11 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Sat., 1/12 | V Boys Ice Hockey | Masuk | Home - Taft-Mays Rink [Directions] | W 3-0 | ||
| Sat., 1/12 | V Boys Indoor Track | SLC Inv | Away - Hillhouse | TBA | ||
| Sat., 1/12 | V Wrestling | Greater Hartford Tournament | Away - Hall HS | 9:15 a.m. | 7:00 am | |
| Sat., 1/12 | V Girls Indoor Track | SLC Inv | Away - Hillhouse | TBA | ||
| Mon., 1/14 | V Boys Indoor Track | Old Saybrook Inv | Away - Hillhouse | TBA | ||
| Mon., 1/14 | V Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | L 45-49 | ||
| Mon., 1/14 | JV Girls Basketball | New Fairfield | Away - NFHS Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/14 | V Girls Indoor Track | Old Saybrook Inv | Away - Hillhouse | TBA | ||
| Tue., 1/15 | V Boys Swimming and Diving | Wilby/Kaynor | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 5:00 p.m. | ||
| Tue., 1/15 | V Girls Gymnastics | Pomperaug, Newtown, Oxford | Away - Auxiliary Gym [Directions] | 119.20 | ||
| Wed., 1/16 | V Boys Basketball | Torrington | Away - Torrington HS [Directions] | L 54-90 | ||
| Wed., 1/16 | JV Boys Basketball | Torrington | Away - Torrington HS [Directions] | 5:15 p.m. | ||
| Wed., 1/16 | FR Boys Basketball | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | 2:20 pm | |
| Wed., 1/16 | V Boys Ice Hockey | Branford | Away - NORTHFORD ICE PAVILION [Directions] | W 4-1 | ||
| Wed., 1/16 | V Wrestling | New Milford | Home - Auxiliary Gym [Directions] | Pomperaug 37 New Milford 40 | ||
| Wed., 1/16 | V Girls Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 48-37 | ||
| Wed., 1/16 | V Girls Gymnastics | Jonathan Law, Pomperaug | Away - Jonathan Law HS Old Gym [Directions] | 120 | ||
| Fri., 1/18 | V Boys Basketball | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 72-79(OT) | ||
| Fri., 1/18 | JV Boys Basketball | Kennedy | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 1/18 | V Boys Indoor Track | HK Inv | Away - Hillhouse | 5:30 p.m. | 3:30pm | |
| Fri., 1/18 | V Boys Swimming and Diving | Torrington | Away - Torrington Y [Directions] | 7:30 p.m. | ||
| Fri., 1/18 | V Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | L 49-61 | ||
| Fri., 1/18 | JV Girls Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/18 | V Girls Indoor Track | HK Inv | Away - Hillhouse | 5:30 p.m. | ||
| Sat., 1/19 | V Wrestling | Colter Abely Mid-Season Classic | Away - Mercy HS | 7:30 a.m. | 6:45 am | |
| Sat., 1/19 | V Competitive Cheerleading | Seymour | Away - Seymour MS [Directions] | TBA | 8am | |
| Tue., 1/22 | V Boys Swimming and Diving | Pomperaug | Away - PHS Pool [Directions] | 4:30 p.m. | ||
| Tue., 1/22 | V Girls Gymnastics | Pomperaug, New Milford | Away - Auxiliary Gym [Directions] | 126.25 | ||
| Wed., 1/23 | V Boys Basketball | Seymour | Away - Seymour HS [Directions] | L 63-73 | ||
| Wed., 1/23 | JV Boys Basketball | Seymour | Away - Seymour HS [Directions] | 5:15 p.m. | ||
| Wed., 1/23 | FR Boys Basketball | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 1/23 | V Boys Ice Hockey | Guilford | Away - East Haven Ice Rink [Directions] | L 3-5 | ||
| Wed., 1/23 | V Wrestling | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | Pomperaug 48 Masuk 26 | 5:00 | |
| Wed., 1/23 | V Girls Basketball | Seymour | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 39-49 | ||
| Wed., 1/23 | JV Girls Basketball | Seymour | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 1/25 | V Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | L 59-81 | ||
| Fri., 1/25 | JV Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Fri., 1/25 | FR Boys Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | 2:20 pm | |
| Fri., 1/25 | V Boys Swimming and Diving | Oxford | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:30 p.m. | ||
| Fri., 1/25 | V Girls Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 37-29 | ||
| Fri., 1/25 | JV Girls Basketball | Wolcott | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Sat., 1/26 | V Boys Ice Hockey | Westhill/Stamford | Home - Taft-Mays Rink [Directions] | W 4-2 | ||
| Sat., 1/26 | V Competitive Cheerleading | Fairfield University | Away - Fairfield Univ | TBA | 9:00am | |
| Sat., 1/26 | V Girls Gymnastics | Joel Barlow, Pomperaug, New Milford, Oxford | Away - Gymnastics & Cheerleading Academy - Fairfield [Directions] | Cancelled | ||
| Mon., 1/28 | V Boys Indoor Track | NVL Championships | Away - Hillhouse | TBA | ||
| Mon., 1/28 | V Girls Indoor Track | NVL's | Away - Hillhouse | TBA | ||
| Thu., 1/31 | V Boys Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 38-76 | ||
| Thu., 1/31 | JV Boys Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 1/31 | FR Boys Basketball | Naugatuck | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Thu., 1/31 | V Wrestling | Bethel | Home - Auxiliary Gym [Directions] | Bethel 32 Pomperaug 31 | ||
| Thu., 1/31 | V Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | L 36-48 | ||
| Thu., 1/31 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Thu., 1/31 | V Girls Gymnastics | New Milford, Pomperaug, Newtown | Away - New Milford HS [Directions] | 123.05 | ||
| Fri., 2/1 | V Boys Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 51-80 | ||
| Fri., 2/1 | JV Boys Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Fri., 2/1 | FR Boys Basketball | Torrington | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 2/1 | V Wrestling | Farmington Quad | Away - Farmington HS | 5:00 p.m. | 2:45 | |
| Fri., 2/1 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | W 55-37 | ||
| Sat., 2/2 | V Boys Ice Hockey | North Haven | Home - Taft-Mays Rink [Directions] | W 6-0 | ||
| Sat., 2/2 | V Competitive Cheerleading | Torrington | Away - Torrington HS [Directions] | TBA | ||
| Mon., 2/4 | V Boys Ice Hockey | Daniel Hand | Home - Taft-Mays Rink [Directions] | L 1-2 | ||
| Mon., 2/4 | V Boys Indoor Track | Capital Prep Last Chance | Away - Hillhouse | TBA | ||
| Mon., 2/4 | V Boys Swimming and Diving | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:00 p.m. | ||
| Mon., 2/4 | V Wrestling | Notre Dame-Fairfield | Away - Sister Marion Rielly Auditorium at Notre Dame [Directions] | Pomperaug 48 Notre Dame 12 | 5:00 | Crossover Match |
| Mon., 2/4 | V Girls Indoor Track | Capital Prep Last Chance | Away - Hillhouse | TBA | ||
| Tue., 2/5 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 44-80 | ||
| Tue., 2/5 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Tue., 2/5 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | 2:20 pm | |
| Tue., 2/5 | V Girls Basketball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 48-58 | ||
| Tue., 2/5 | JV Girls Basketball | St. Paul Catholic | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 2/6 | V Boys Ice Hockey | Farmington Valley Generals | Away - Avon Old Farms [Directions] | W 5-2 | ||
| Thu., 2/7 | V Girls Gymnastics | SWC Championship | Away - New Milford HS | 123.45 | ||
| Fri., 2/8 | V Boys Basketball | Oxford | Away - OHS-Main Gym [Directions] | L 78-80(OT) | ||
| Fri., 2/8 | JV Boys Basketball | Oxford | Away - OHS-Main Gym [Directions] | 4:30 p.m. | ||
| Fri., 2/8 | V Boys Swimming and Diving | Woodland | Away - Woodland HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/8 | V Girls Basketball | Oxford | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 40-41 | ||
| Sat., 2/9 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavilion [Directions] | W 2-1 | ||
| Sat., 2/9 | V Boys Indoor Track | Class M | Away - Hillhouse | 8:00 a.m. | 8am | |
| Sat., 2/9 | V Wrestling | SWC Championships | Away - New Fairfield HS | 9:00 a.m. | 6:45 am | |
| Sat., 2/9 | V Girls Indoor Track | CIAC Class M Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | ||
| Mon., 2/11 | V Boys Basketball | Whitney Tech | Away - Whitney Tech School Gymnasium [Directions] | W 75-52 | ||
| Mon., 2/11 | JV Boys Basketball | Whitney Tech | Away - Whitney Tech School Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 2/11 | FR Boys Basketball | Crosby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | ||
| Thu., 2/14 | V Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | L 66-74 | ||
| Thu., 2/14 | JV Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/14 | V Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | W 61-32 | ||
| Fri., 2/15 | V Boys Basketball | Crosby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 47-92 | ||
| Fri., 2/15 | JV Boys Basketball | Crosby | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:30 p.m. | ||
| Fri., 2/15 | V Boys Ice Hockey | Immaculate | Away - Danbury Ice Arena [Directions] | W 5-2 | ||
| Fri., 2/15 | V Boys Swimming and Diving | Shepaug Valley | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | ||
| Fri., 2/15 | V Wrestling | Class L State Tournament | Away - Bristol Central HS | 4:30 p.m. | 1:45 | One way bus |
| Sat., 2/16 | V Boys Ice Hockey | Brien McMahon/Norwalk | Home - Taft-Mays Rink [Directions] | W 8-1 | ||
| Sat., 2/16 | V Boys Indoor Track | State Opens | Away - Hillhouse | 12:00 p.m. | 10am | |
| Sat., 2/16 | V Wrestling | Class L State Tournament | Away - Bristol Central HS | 9:00 a.m. | 7:00 am | One way bus |
| Sat., 2/16 | V Competitive Cheerleading | Crosby | Away - Crosby HS [Directions] | TBA | ||
| Sat., 2/16 | V Girls Basketball | Sacred Heart | Away - Holy Cross | 4:15 p.m. | 2pm | |
| Sat., 2/16 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Mon., 2/18 | JV Wrestling | Pomperaug JV Invitational | Home - PHS Main Gym [Directions] | Cancelled | ||
| Mon., 2/18 | V Girls Gymnastics | Newtown, Oxford, Pomperaug | Away - Kinetic Kids [Directions] | 121.30 | ||
| Tue., 2/19 | V Boys Basketball | Oxford | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | L 66-69 | ||
| Tue., 2/19 | JV Boys Basketball | Oxford | Home - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Tue., 2/19 | V Boys Swimming and Diving | Crosby/WCA | Home - Frank M. Reinhold Pool @ Watertown HS [Directions] | 4:00 p.m. | ||
| Fri., 2/22 | V Wrestling | State Open Championship | Away - Floyd Little Athletic Center | New Haven | ||
| Sat., 2/23 | V Boys Ice Hockey | Amity | Home - Taft-Mays Rink [Directions] | W 5-3 | ||
| Sat., 2/23 | V Competitive Cheerleading | Oxford | Away - Oxford HS [Directions] | TBA | ||
| Sat., 2/23 | V Girls Gymnastics | CIAC Class Meet | Away | TBA | ||
| Thu., 2/28 | V Boys Ice Hockey | Branford | Away - Bennett Rink [Directions] | 5:45 p.m. | ||
| Sat., 3/2 | V Boys Ice Hockey | Branford | Away - Bennett Rink [Directions] | 4:00 p.m. | ||
| Sat., 3/2 | V Boys Indoor Track | New Englands | Away - Roxbury, MA | TBA | ||
| Sat., 3/2 | V Competitive Cheerleading | Hillhouse | Away - Hillhouse [Directions] | TBA | ||
| Sat., 3/2 | V Girls Gymnastics | CIAC Open | Away | TBA | ||
| Sat., 3/2 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Mon., 3/4 | V Boys Ice Hockey | CIAC | Home - Taft-Mays Rink [Directions] | 7:00 p.m. | ||
| Sat., 3/9 | V Girls Gymnastics | New Englands | Away | TBA | ||
| Sat., 3/23 | V Baseball | East Hampton (Scrim.) | Home - Deland Field [Directions] | 11:00 a.m. | ||
| Sat., 3/23 | V Girls Lacrosse | Canton Jamboree | Away - Canton | 7:30 a.m. | 6:30am | |
| Sun., 3/24 | V Baseball | Wamogo (Scrim.) | Home - Swift MS [Directions] | 11:00 a.m. | ||
| Mon., 3/25 | V Softball | Wamogo/Litchfield (Scrim.) | Home - Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 3/26 | V Baseball | Thomaston (Scrim.) | Away - Thomaston H.S. Field [Directions] | 3:45 p.m. | ||
| Tue., 3/26 | V Girls Lacrosse | TBA | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:30 p.m. | ||
| Tue., 3/26 | V Softball | Lewis Mills (Scrim.) | Home - Watertown HS [Directions] | 3:45 p.m. | ||
| Wed., 3/27 | V Boys Lacrosse | Bristol Central Jamboree | Away - Bristol Central | 7:00 p.m. | TBA | |
| Wed., 3/27 | V Softball | Nonnewaug (Scrim.) | Away [Directions] | 3:30 p.m. | ||
| Fri., 3/29 | V Baseball | WCA (Scrim.) | Home - Deland Field [Directions] | 3:45 p.m. | ||
| Sat., 3/30 | V Boys Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | L 3-12 | ||
| Sat., 3/30 | JV Boys Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | ||
| Sat., 3/30 | V Girls Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | L 9-10(OT) | ||
| Sat., 3/30 | JV Girls Lacrosse | Lewis Mills | Home - John J. Mills Complex @ Watertown HS [Directions] | 1:00 p.m. | ||
| Mon., 4/1 | V Baseball | Middletown | Home - Deland Field [Directions] | W 5-3 | ||
| Mon., 4/1 | V Boys Tennis | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 3-2 | ||
| Mon., 4/1 | V Girls Tennis | Kennedy | Home - Crestbrook Park [Directions] | W 7-0 | ||
| Tue., 4/2 | V Baseball | Kennedy | Home - Deland Field [Directions] | W 15-9 | ||
| Tue., 4/2 | JV Baseball | Middletown | Home - Veterans Park [Directions] | Cancelled | ||
| Tue., 4/2 | V Boys Outdoor Track | Derby, St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 4/2 | V Girls Outdoor Track | Derby, St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 4/3 | JV Baseball | Kennedy | Home - Veterans Park [Directions] | Cancelled | ||
| Wed., 4/3 | V Boys Lacrosse | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | W 9-6 | ||
| Wed., 4/3 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | W 5-0 | ||
| Wed., 4/3 | V Girls Lacrosse | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | W 14-8 | ||
| Wed., 4/3 | V Softball | Pomperaug | Away - PHS Softball Field [Directions] | L 4-16 | ||
| Thu., 4/4 | V Baseball | Pomperaug | Away - PHS Baseball Field [Directions] | W 8-7 | 2:20pm | |
| Thu., 4/4 | V Boys Tennis | Sacred Heart | Home - Crestbrook Park [Directions] | W 4-1 | ||
| Thu., 4/4 | JV Softball | Pomperaug | Away - Community Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/4 | V Girls Tennis | Nonnewaug | Away - Edgewood Tennis and Bath [Directions] | L 3-4 | ||
| Sat., 4/6 | V Girls Lacrosse | Bacon Academy | Away - Football/ Soccer Field [Directions] | W 14-5 | ||
| Sat., 4/6 | JV Girls Lacrosse | Bacon Academy | Away - Football/ Soccer Field [Directions] | 2:30 p.m. | ||
| Sat., 4/6 | JV Softball | Oxford | Home - Veterans Park [Directions] | 10:00 a.m. | ||
| Mon., 4/8 | V Girls Lacrosse | Housatonic Regional | Away - Housatonic [Directions] | W 16-6 | ||
| Tue., 4/9 | V Boys Golf | Seymour | Home - Crestbrook Park [Directions] | Aquavia 45 wivestad 41 | ||
| Tue., 4/9 | V Boys Outdoor Track | Oxford, Wolcott | Away - OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | V Boys Tennis | Naugatuck | Home - Crestbrook Park [Directions] | L 1-4 | ||
| Tue., 4/9 | V Girls Outdoor Track | Oxford, Wolcott | Away - OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | 2:20pm | |
| Tue., 4/9 | V Softball | Oxford | Home - Watertown HS [Directions] | L 1-9 | ||
| Wed., 4/10 | V Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | W 10-1 | 2:20pm | |
| Wed., 4/10 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 1-14 | ||
| Wed., 4/10 | JV Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:45 p.m. | ||
| Wed., 4/10 | V Boys Tennis | Wolcott | Away - Wolcott HS [Directions] | L 1-4 | ||
| Wed., 4/10 | V Girls Lacrosse | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | L 9-10 | ||
| Wed., 4/10 | JV Girls Lacrosse | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 4/10 | V Softball | Ansonia | Home - Watertown HS [Directions] | W 22-0 | ||
| Wed., 4/10 | V Girls Tennis | Wolcott | Home - Crestbrook Park [Directions] | W 5-2 | ||
| Thu., 4/11 | JV Baseball | Ansonia | Away [Directions] | Cancelled | ||
| Thu., 4/11 | V Boys Golf | Torrington | Home - Crestbrook Park [Directions] | aquavia 45 wivestad 50 Torrington 202 | ||
| Thu., 4/11 | JV Girls Lacrosse | Litchfield Hills | Home - John J. Mills Complex @ Watertown HS [Directions] | 6:30 p.m. | ||
| Thu., 4/11 | V Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | W 18-1 | ||
| Fri., 4/12 | V Baseball | Naugatuck | Home - Deland Field [Directions] | L 8-7 | ||
| Fri., 4/12 | V Softball | Naugatuck | Away - Naugatuck HS [Directions] | L 5-6 | ||
| Sat., 4/13 | V Baseball | Sacred Heart | Away - Waterville Park | W 1-0 | 2:20pm | |
| Sat., 4/13 | V Boys Lacrosse | Rockville | Away - RHS football field [Directions] | W 11-3 | ||
| Sat., 4/13 | JV Boys Lacrosse | Rockville | Away - RHS football field [Directions] | 12:30 p.m. | ||
| Mon., 4/15 | V Boys Lacrosse | Wolcott | Home - John J. Mills Complex @ Watertown HS [Directions] | W 8-1 | ||
| Mon., 4/15 | V Girls Lacrosse | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | W 13-3 | ||
| Tue., 4/16 | V Boys Golf | Naugatuck | Away - Hop Brook Golf Course [Directions] | Aquavia 42 wivestad 39 | 1:15pm | |
| Tue., 4/16 | V Boys Outdoor Track | Torrington, Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Tue., 4/16 | V Boys Tennis | Woodland | Home - Crestbrook Park [Directions] | L 0-5 | ||
| Tue., 4/16 | V Girls Outdoor Track | Torrington, Woodland | Home - John J. Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Tue., 4/16 | V Softball | Thomaston | Away - Bev Lowden Softball Field (T.H.S.) [Directions] | L 3-8 | ||
| Tue., 4/16 | V Girls Tennis | St. Paul Catholic | Away - Page Park, Bristol [Directions] | W 4-3 | ||
| Tue., 4/16 | JV Girls Tennis | Torrington | Home - Crestbrook Park [Directions] | 11:00 a.m. | ||
| Wed., 4/17 | V Baseball | St. Paul Catholic | Home - Deland Field [Directions] | W 4-3 | ||
| Wed., 4/17 | JV Baseball | Holy Cross | Home - Veterans Park [Directions] | 9:30 a.m. | ||
| Wed., 4/17 | V Boys Lacrosse | Holy Cross | Away - Holy Cross HS [Directions] | W 11-2 | ||
| Wed., 4/17 | V Boys Tennis | Sacred Heart | Away - Fulton Park | W 4-1 | ||
| Wed., 4/17 | V Girls Lacrosse | Holy Cross | Home - John J. Mills Complex @ Watertown HS [Directions] | W 12-3 | ||
| Wed., 4/17 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 2-9 | ||
| Thu., 4/18 | V Boys Golf | Wolcott | Away - Farmingbury Country Club [Directions] | wolcott 216 aquavia 40 wivestad 40 | 10:45am | |
| Thu., 4/18 | V Boys Lacrosse | Windsor | Home - John J. Mills Complex @ Watertown HS [Directions] | W 12-1 | ||
| Thu., 4/18 | JV Boys Lacrosse | Windsor | Home - John J. Mills Complex @ Watertown HS [Directions] | 4:30 p.m. | ||
| Thu., 4/18 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | L 0-5 | ||
| Thu., 4/18 | V Softball | Derby | Away - Derby -Amendola Field/Bradley School [Directions] | W 17-0 | ||
| Thu., 4/18 | V Girls Tennis | Torrington | Home - Crestbrook Park [Directions] | W 7-0 | ||
| Thu., 4/18 | JV Girls Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 9:00 a.m. | ||
| Mon., 4/22 | V Boys Golf | St. Paul Catholic | Home - Crestbrook Park [Directions] | st paul 186 aquavia 40 wivestad 42 | ||
| Mon., 4/22 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | L 4-5 | ||
| Mon., 4/22 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills Track [Directions] | W 16-4 | ||
| Mon., 4/22 | V Softball | Holy Cross | Home - Watertown HS [Directions] | L 4-6 | ||
| Tue., 4/23 | V Baseball | Holy Cross | Away - Municipal Stadium (Wtby) [Directions] | L 11-1 | 2:20pm | |
| Tue., 4/23 | V Boys Outdoor Track | Holy Cross, Wilby | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Holy Cross, Wilby | Away - Holy Cross HS [Directions] | 3:30 p.m. | 2:20pm | |
| Tue., 4/23 | JV Softball | Holy Cross | Home - Watertown HS [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Girls Tennis | Sacred Heart | Away - Fulton Park | L 3-4 | ||
| Wed., 4/24 | V Baseball | Torrington | Home - Deland Field [Directions] | W 7-3 | ||
| Wed., 4/24 | V Boys Golf | Woodland | Home - Crestbrook Park [Directions] | woodland 249 aquavia 46 wivestad 43 | ||
| Wed., 4/24 | V Boys Tennis | Wilby | Home - Crestbrook Park [Directions] | W 5-0 | ||
| Wed., 4/24 | V Softball | Torrington | Away - Torrington HS [Directions] | L 6-7 | ||
| Wed., 4/24 | V Girls Tennis | Wilby | Away - Wilby H.S. [Directions] | W 7-0 | ||
| Thu., 4/25 | JV Baseball | Torrington | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Boys Lacrosse | Bristol Coop | Home - John J. Mills Complex @ Watertown HS [Directions] | W 15-1 | ||
| Thu., 4/25 | V Boys Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | L 0-5 | ||
| Thu., 4/25 | V Girls Tennis | Woodland | Home - Crestbrook Park [Directions] | W 4-3 | ||
| Sat., 4/27 | V Boys Lacrosse | Montville | Home - John J. Mills Complex @ Watertown HS [Directions] | W 12-3 | ||
| Sat., 4/27 | V Girls Lacrosse | Bunnell | Away - Bunnell Turf Field [Directions] | L 6-8 | ||
| Sat., 4/27 | JV Girls Lacrosse | Bunnell | Away - Bunnell Turf Field [Directions] | 2:30 p.m. | ||
| Sat., 4/27 | JV Softball | Woodland | Home - Watertown HS [Directions] | 12:00 p.m. | ||
| Mon., 4/29 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | L 7-0 | 2:20pm | |
| Mon., 4/29 | V Boys Golf | Waterbury Coop, Wilby | Home - Crestbrook Park [Directions] | kennedy forfiet wilby reschedules 15th wivestad 46 Aquavia 49 | ||
| Mon., 4/29 | V Boys Lacrosse | Amistad | Home - John J. Mills Complex @ Watertown HS [Directions] | W 18-0 | ||
| Mon., 4/29 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | L 2-3 | ||
| Mon., 4/29 | V Girls Lacrosse | Amistad | Away - AF Amistad HS [Directions] | W 16-2 | ||
| Mon., 4/29 | V Softball | WCA | Away - Huntingdon Park [Directions] | W 16-1 | ||
| Mon., 4/29 | V Girls Tennis | Naugatuck | Home - Crestbrook Park [Directions] | L 3-4 | ||
| Tue., 4/30 | V Boys Outdoor Track | Crosby, Kennedy | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Crosby, Kennedy | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | 2:20pm | |
| Tue., 4/30 | JV Softball | WCA | Away - Huntingdon Park [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Crosby | Away - Crosby HS [Directions] | W 7-0 | ||
| Wed., 5/1 | V Baseball | Wilby | Home - Deland Field [Directions] | W 12-2 | ||
| Wed., 5/1 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | Sacred Heart 245 Aquavia 40 wivestad 39 | 1:15pm | |
| Wed., 5/1 | V Boys Tennis | Wolcott | Home - Crestbrook Park [Directions] | L 1-4 | ||
| Wed., 5/1 | V Girls Lacrosse | Housatonic Regional | Home - John J. Mills Complex @ Watertown HS [Directions] | W 16-7 | ||
| Wed., 5/1 | V Softball | Wilby | Home - Watertown HS [Directions] | W 22-0 | ||
| Wed., 5/1 | V Girls Tennis | Wolcott | Away - Wolcott HS [Directions] | W 5-2 | ||
| Thu., 5/2 | V Baseball | Derby | Home - Deland Field [Directions] | W 4-0 | ||
| Thu., 5/2 | V Boys Tennis | Torrington | Home - Crestbrook Park [Directions] | L 1-4 | ||
| Thu., 5/2 | V Softball | Naugatuck | Home - Watertown HS [Directions] | L 3-9 | ||
| Thu., 5/2 | V Girls Tennis | Torrington | Away - Torrington HS [Directions] | W 7-0 | ||
| Sat., 5/4 | V Baseball | Naugatuck | Away - Naugatuck HS [Directions] | L 3-1 | 2:20pm | |
| Sat., 5/4 | V Boys Lacrosse | West Haven | Home - John J. Mills Complex @ Watertown HS [Directions] | L 3-10 | ||
| Sat., 5/4 | JV Boys Lacrosse | West Haven | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:00 p.m. | ||
| Sat., 5/4 | JV Softball | Naugatuck | Away - Naugatuck HS [Directions] | 10:00 a.m. | ||
| Sat., 5/4 | JV Girls Tennis | Sacred Heart | Away - Fulton Park | 11:00 a.m. | ||
| Mon., 5/6 | JV Baseball | Woodland | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Mon., 5/6 | V Boys Golf | Holy Cross | Away - Western Hills [Directions] | aquavia 46 wivestad 44 holy cross 168 | 1:15pm | |
| Mon., 5/6 | V Boys Lacrosse | St. Paul Catholic | Home - John J. Mills Complex @ Watertown HS [Directions] | L 4-23 | ||
| Mon., 5/6 | V Boys Tennis | Holy Cross | Away - Holy Cross HS [Directions] | W 5-0 | ||
| Mon., 5/6 | V Girls Lacrosse | St. Paul Catholic | Home - Watertown H.S. [Directions] | L 9-11 | ||
| Mon., 5/6 | V Softball | Wolcott | Away - George Babcock Field, Wolcott HS [Directions] | W 6-4 | ||
| Mon., 5/6 | V Girls Tennis | Holy Cross | Home - Crestbrook Park [Directions] | W 5-2 | ||
| Tue., 5/7 | V Baseball | Seymour | Home - Deland Field [Directions] | W 6-3 | ||
| Tue., 5/7 | JV Baseball | Wolcott | Home - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Seymour, Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | JV Girls Lacrosse | Litchfield Hills | Away - Morris Town Beach | 4:30 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Seymour, Naugatuck | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Softball | Woodland | Home - Watertown HS [Directions] | L 0-2 | ||
| Tue., 5/7 | V Girls Tennis | Seymour | Away - Seymour HS [Directions] | W 6-1 | ||
| Wed., 5/8 | V Baseball | Torrington | Away - Fuessenich Pk [Directions] | L 7-2 | 2:20pm | |
| Wed., 5/8 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | W 5-0 | ||
| Wed., 5/8 | V Softball | Torrington | Home - Watertown HS [Directions] | W 4-2 | ||
| Wed., 5/8 | V Girls Tennis | Ansonia | Home - Crestbrook Park [Directions] | W 7-0 | ||
| Thu., 5/9 | V Baseball | Woodland | Home - Deland Field [Directions] | L 9-2 | ||
| Thu., 5/9 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | Torrington 187 Aquavia 45 Wivestad 38 | 1:15pm | |
| Thu., 5/9 | V Girls Lacrosse | Sheehan | Home - John J. Mills Complex @ Watertown HS [Directions] | L 6-16 | ||
| Thu., 5/9 | JV Girls Lacrosse | Sheehan | Home - John J. Mills Complex @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 5/9 | V Softball | Seymour | Away - Seymour HS [Directions] | L 1-12 | ||
| Thu., 5/9 | JV Softball | St. Paul Catholic | Home - Watertown HS [Directions] | 3:30 p.m. | ||
| Fri., 5/10 | V Boys Lacrosse | Amistad | Away - AF Amistad HS [Directions] | W 20-4 | ||
| Fri., 5/10 | JV Softball | Seymour | Away - Seymour HS [Directions] | 3:30 p.m. | 2:20pm | |
| Sat., 5/11 | V Baseball | Wolcott | Home - Deland Field [Directions] | L 11-1 | ||
| Sat., 5/11 | JV Baseball | Seymour | Home - Deland Field [Directions] | 3:30 p.m. | ||
| Sat., 5/11 | V Girls Lacrosse | Shelton | Home - John J. Mills Complex @ Watertown HS [Directions] | W 9-3 | ||
| Sat., 5/11 | JV Girls Lacrosse | Shelton | Home - John J. Mills Complex @ Watertown HS [Directions] | 1:15 p.m. | ||
| Sat., 5/11 | JV Softball | Seymour | Away - Naugatuck HS [Directions] | 2:30 p.m. | ||
| Sat., 5/11 | JV Softball | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Boys Lacrosse | Holy Cross | Home - John J. Mills Complex @ Watertown HS [Directions] | W 15-7 | ||
| Tue., 5/14 | V Baseball | Crosby | Away - Washington Park [Directions] | W 12-0 | 2:20pm | |
| Tue., 5/14 | V Boys Golf | St. Paul Catholic | Away - Chippanee Golf Club [Directions] | St Paul 167 Aquavia 48 Wivestad 40 | 1:15pm | |
| Tue., 5/14 | V Boys Outdoor Track | NVL Qualifier | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 5/14 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | 2:20pm | |
| Tue., 5/14 | V Girls Outdoor Track | NVL Qualifier | Home - John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Tue., 5/14 | V Softball | Crosby | Away - Municipal Stadium [Directions] | W 25-0 | ||
| Tue., 5/14 | V Girls Tennis | Holy Cross | Home - Crestbrook Park [Directions] | 3:45 p.m. | ||
| Wed., 5/15 | V Baseball | Wolcott | Away - Wolcott HS [Directions] | L 15-2 | ||
| Wed., 5/15 | JV Baseball | Crosby | Away [Directions] | Cancelled | ||
| Wed., 5/15 | V Boys Lacrosse | Berlin | Away - Sage Park - Scalise Field [Directions] | L 2-16 | ||
| Wed., 5/15 | JV Boys Lacrosse | Berlin | Away - Sage Park - Scalise Field [Directions] | 5:15 p.m. | ||
| Wed., 5/15 | V Girls Lacrosse | Holy Cross | Home - Watertown HS [Directions] | W 16-7 | ||
| Wed., 5/15 | JV Softball | Crosby | Away [Directions] | Cancelled | ||
| Wed., 5/15 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | 2:20pm | |
| Thu., 5/16 | V Boys Golf | Wolcott | Home - Crestbrook Park [Directions] | Wolcott 223 Aquavia 44 Wivestad 36 | ||
| Thu., 5/16 | V Girls Lacrosse | Amistad | Home - John J. Mills Complex @ Watertown HS [Directions] | W 14-4 | ||
| Thu., 5/16 | V Softball | Wolcott | Home - Watertown HS [Directions] | L 1-4 | ||
| Thu., 5/16 | V Softball | St. Paul Catholic | Home - Watertown HS [Directions] | L 0-7 | ||
| Fri., 5/17 | JV Baseball | Wolcott | Away - Wolcott HS [Directions] | 3:45 p.m. | ||
| A request to make the following change(s) to the above event has been submitted by one of the schools involved, but has not yet been accepted by the other -- Change facility to BAW | ||||||
| Fri., 5/17 | JV Softball | Wolcott | Home - Watertown HS [Directions] | 3:45 p.m. | ||
| Sat., 5/18 | V Baseball | St. Paul Catholic | Away - Muzzy Field, Bristol [Directions] | L 5-4 | 2:20pm | |
| Sat., 5/18 | JV Boys Lacrosse | Nonnewaug | Away - TBD | 2:00 p.m. | ||
| Mon., 5/20 | V Boys Golf | Naugatuck | Home - Crestbrook Park [Directions] | Aquavia 45 wivestad 47 naugatuck Forfiet 3 scores 1 no card | ||
| Mon., 5/20 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills HS [Directions] | 3:45 p.m. | 2:20pm | |
| Mon., 5/20 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills HS [Directions] | 3:45 p.m. | 2:20pm | |
| Tue., 5/21 | JV Softball | Nonnewaug (Scrim.) | Away - Nonnewaug HS Varsity Field [Directions] | 3:45 p.m. | 2:20pm | |
| Wed., 5/22 | V Boys Golf | Seymour | Away - Oxford Greens [Directions] | seymour 208 aquavia 42 wivestad46 | 1:15pm | |
| Thu., 5/23 | V Softball | Oxford | Away - Seymour HS [Directions] | 4:00 p.m. | 2:20pm | |
| Fri., 5/24 | JV Girls Lacrosse | Litchfield Hills | Away - Bantam Community Fields | 5:30 p.m. | ||
| Sat., 5/25 | V Boys Lacrosse | Ellington | Home - John J. Mills Complex @ Watertown HS [Directions] | 12:00 p.m. | ||
| Tue., 5/28 | V Boys Outdoor Track | CIAC Class M Championship | Away - Willow Brook Park [Directions] | 3:00 p.m. | ||
| Tue., 5/28 | V Girls Lacrosse | Joel Barlow | Away - Joel Barlow HS [Directions] | 5:00 p.m. | 3pm | |
| Wed., 5/29 | V Girls Outdoor Track | CIAC Class MM Championship | Away - Middletown HS [Directions] | 3:00 p.m. | ||
| Mon., 6/3 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 2:00 p.m. | ||
| Mon., 6/3 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 2:00 p.m. | ||
| Sat., 6/8 | V Boys Outdoor Track | New England Championship | Away - Thornton Academy, Saco, ME [Directions] | TBA | ||
| Sat., 6/8 | V Girls Outdoor Track | New England Championship | Away - Thornton Academy, Saco, ME [Directions] | TBA | ||
| Tue., 6/11 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Tue., 6/11 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:30 a.m. | ||
| Wed., 6/12 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Wed., 6/12 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||