| Wolcott 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 562 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 11:00 a.m. | ||
| TBA | JV Baseball | Ansonia | Home - Wolcott High School [Directions] | 11:00 a.m. | ||
| TBA | JV Baseball | Crosby | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| TBA | JV Baseball | Holy Cross | Away - HCHS [Directions] | TBA | ||
| TBA | JV Baseball | Woodland | Home - Wolcott High School [Directions] | TBA | ||
| TBA | JV Baseball | Sacred Heart | Home - Wolcott High School [Directions] | TBA | ||
| TBA | JV Baseball | Derby | Home - Wolcott High School [Directions] | TBA | ||
| TBA | FR Baseball | Torrington | Away - Torrington High School [Directions] | 3:30 p.m. | ||
| TBA | FR Baseball | Watertown | Home - BAW [Directions] | 3:30 p.m. | ||
| TBA | FR Baseball | Ansonia | Home - BAW [Directions] | 3:30 p.m. | ||
| TBA | FR Baseball | Cheshire | Away - Bartlem park [Directions] | 3:45 p.m. | Across from Cheshire High School | |
| TBA | FR Baseball | Naugatuck | Home - BAW [Directions] | TBA | Cancelled | |
| TBA | FR Baseball | Seymour | Away - Seymour High School [Directions] | TBA | ||
| TBA | FR Baseball | Watertown | Away - Veterans Park [Directions] | TBA | ||
| TBA | FR Boys Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | TBA | ||
| TBA | JV Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | Naugatuck | Away - Naugatuck High School [Directions] | TBA | ||
| TBA | JV Boys Soccer | Crosby | Home - Wolcott High School, Lower Soccer Field [Directions] | TBA | ||
| TBA | JV Boys Soccer | Holy Cross | Away - Lower Murray Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | Cromwell | Home - Wolcott High School, Lower Soccer Field [Directions] | 3:30 p.m. | ||
| TBA | JV Girls Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | TBA | ||
| TBA | JV Girls Soccer | Naugatuck | Home - Wolcott High School, Lower Soccer Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | Ansonia | Home - Wolcott High School, Lower Soccer Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | Derby | Away - Derby -Witek Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | Seymour | Home - Wolcott High School, Lower Soccer Field [Directions] | TBA | ||
| TBA | JV Softball | Wilby | Home - Wolcott 2 [Directions] | TBA | ||
| TBA | JV Softball | Watertown | Away - Veteran's Park #1 [Directions] | TBA | ||
| TBA | JV Softball | Derby | Home - Wolcott 2 [Directions] | TBA | ||
| TBA | JV Softball | Seymour | Away - Bungay School [Directions] | TBA | Cancelled | |
| TBA | JV Softball | Derby | Away - Derby -Amendola Field/Bradley School [Directions] | TBA | ||
| TBA | V Girls Swimming and Diving | Oxford | Home - TBA [Directions] | TBA | ||
| Tue., 8/27 | V Football | Canton (Scrim.) | Home - Wolcott High School, Monroe Field [Directions] | 4:00 p.m. | ||
| Wed., 8/28 | V Girls Soccer | Cromwell (Scrim.) | Away - Cromwell High School [Directions] | 3:45 p.m. | ||
| Sat., 8/31 | V Football | Weston (Scrim.) | Home - Wolcott High School, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 8/31 | V Boys Soccer | Hale Ray (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Tue., 9/3 | V Girls Soccer | Oxford (Scrim.) | Away - OHS Wolverine Field (Turf) [Directions] | 3:30 p.m. | ||
| Wed., 9/4 | V Football | Bristol Central (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Wed., 9/4 | V Girls Soccer | Plainville (Scrim.) | Home - Wolcott High School, Monroe Field [Directions] | 3:30 p.m. | ||
| Wed., 9/4 | V Girls Volleyball | Avon/Farmington | Away | 3:30 p.m. | ||
| Thu., 9/5 | V Boys Soccer | Bristol Eastern (Scrim.) | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | ||
| Fri., 9/6 | V Girls Soccer | Bristol Eastern (Scrim.) | Away - Bristol Eastern High School [Directions] | 3:45 p.m. | ||
| Fri., 9/6 | V Girls Swimming and Diving | NVL Indicationals | Away - Kennedy | 4:00 p.m. | ||
| Fri., 9/6 | V Girls Volleyball | Terryville (Scrim.) | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Tue., 9/10 | V Boys Soccer | Sacred Heart | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 9/10 | V Girls Soccer | Sacred Heart | Away - Hamilton Park | 3:45 p.m. | W 1-0 | |
| Tue., 9/10 | V Girls Volleyball | Seymour | Away - Seymour High School [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 9/10 | JV Girls Volleyball | Seymour | Away - Seymour High School [Directions] | 4:45 p.m. | ||
| Wed., 9/11 | FR Football | Avon | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | ||
| Wed., 9/11 | JV Boys Soccer | Sacred Heart | Home - Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | Cancelled | |
| Wed., 9/11 | JV Girls Soccer | Sacred Heart | Away - Hamilton Park | 3:45 p.m. | ||
| Wed., 9/11 | V Girls Volleyball | Nonnewaug | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 9/11 | JV Girls Volleyball | Nonnewaug | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:45 p.m. | ||
| Thu., 9/12 | V Boys Soccer | Kennedy | Away - West Side Middle School [Directions] | 3:30 p.m. | W 5-0 | |
| Thu., 9/12 | V Girls Volleyball | Ansonia | Away - Ansonia High School [Directions] | 6:00 p.m. | L 1-3 | |
| Thu., 9/12 | JV Girls Volleyball | Ansonia | Away - Ansonia High School [Directions] | 4:45 p.m. | ||
| Fri., 9/13 | V Football | Sacred Heart | Home - Wolcott High School, Monroe Field [Directions] | 7:00 p.m. | W 61-6 | |
| Fri., 9/13 | JV Boys Soccer | Kennedy | Away - West Side Middle School [Directions] | 3:30 p.m. | W 1-0 | |
| Fri., 9/13 | V Girls Soccer | Wilcox Tech | Home - Wolcott High School, Monroe Field [Directions] | 3:30 p.m. | W 9-0 | |
| Fri., 9/13 | V Girls Swimming and Diving | Holy Cross | Away - Kennedy HS [Directions] | 7:00 p.m. | ||
| Sat., 9/14 | V Boys Cross Country | Windham Invitational | Away | TBA | ||
| Sat., 9/14 | V Girls Cross Country | Windham Invitational | Away | TBA | ||
| Mon., 9/16 | V Boys Soccer | University/Prince Tech | Away - Prince Tech Field [Directions] | 3:45 p.m. | L 1-2 | |
| Mon., 9/16 | V Girls Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:45 p.m. | W 3-1 | |
| Tue., 9/17 | V Boys Cross Country | St. Paul Catholic, Seymour, Kennedy | Away - St. Paul [Directions] | 3:45 p.m. | ||
| Tue., 9/17 | V Girls Cross Country | St. Paul Catholic, Seymour, Kennedy | Away - St. Paul [Directions] | 3:45 p.m. | ||
| Tue., 9/17 | V Girls Swimming and Diving | Suffield | Home - Woodland Pool [Directions] | 5:00 p.m. | ||
| Tue., 9/17 | V Girls Volleyball | Woodland | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 9/17 | JV Girls Volleyball | Woodland | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:45 p.m. | ||
| Wed., 9/18 | V Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | L 0-4 | |
| Wed., 9/18 | JV Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | ||
| Wed., 9/18 | V Girls Soccer | St. Paul Catholic | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | L 1-0 | |
| Wed., 9/18 | JV Girls Soccer | St. Paul Catholic | Home - Wolcott High School, Lower Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | FR Football | Naugatuck | Home - Wolcott High School, Monroe Field [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | V Football | Naugatuck | Away - Naugatuck High School [Directions] | 7:00 p.m. | L 36-42 (OT) | |
| Fri., 9/20 | V Boys Soccer | Seymour | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | W 2-1 | |
| Fri., 9/20 | JV Girls Soccer | Seymour | Away - Seymour High Lower Field [Directions] | 3:45 p.m. | ||
| Fri., 9/20 | V Girls Swimming and Diving | Torrington | Home - Woodland Pool [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | V Girls Volleyball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/20 | JV Girls Volleyball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:45 p.m. | ||
| Sat., 9/21 | JV Football | Naugatuck | Home - Wolcott High School, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 9/21 | JV Boys Soccer | Seymour | Home - Wolcott High School, Lower Soccer Field [Directions] | 11:00 a.m. | ||
| Sat., 9/21 | V Girls Soccer | Seymour | Away - Seymour High Main Field [Directions] | 11:00 a.m. | L 3-1 | |
| Mon., 9/23 | V Boys Soccer | Watertown | Away - John J. Mills Complex @ Watertown High School [Directions] | 6:00 p.m. | L 1-3 | |
| Mon., 9/23 | V Girls Soccer | Watertown | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | L 2-0 | |
| Tue., 9/24 | V Boys Cross Country | Woodland, Holy Cross, St. Paul Catholic | Away - Woodland [Directions] | 3:30 p.m. | ||
| Tue., 9/24 | JV Boys Soccer | Watertown | Away - Veterans Park [Directions] | 3:45 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | Woodland, Holy Cross, St. Paul Catholic | Away - Woodland [Directions] | 3:30 p.m. | ||
| Tue., 9/24 | JV Girls Soccer | Watertown | Home - Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 9/24 | V Girls Swimming and Diving | East Haven/Cross/Hillhouse/SHA | Home - Woodland Pool [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown High School [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 9/24 | JV Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown High School [Directions] | 4:45 p.m. | ||
| Wed., 9/25 | FR Football | Seymour | Away - Seymour High Lower Field [Directions] | 4:00 p.m. | ||
| Wed., 9/25 | V Boys Soccer | Woodland | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | W 5-1 | |
| Wed., 9/25 | V Girls Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:45 p.m. | L 4-1 | |
| Wed., 9/25 | V Girls Volleyball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | W 3-1 | |
| Wed., 9/25 | JV Girls Volleyball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:45 p.m. | ||
| Thu., 9/26 | JV Boys Soccer | Woodland | Home - Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 9/26 | JV Girls Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Fri., 9/27 | V Football | Seymour | Home - Wolcott High School, Monroe Field [Directions] | 7:00 p.m. | W 48-41 | |
| Fri., 9/27 | V Boys Soccer | Naugatuck | Away - Naugatuck High School [Directions] | 6:00 p.m. | L 2-5 | |
| Fri., 9/27 | V Girls Soccer | Naugatuck | Home - Wolcott High School, Monroe Field [Directions] | 3:45 p.m. | L 2-0 | |
| Fri., 9/27 | V Girls Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown High School [Directions] | 6:00 p.m. | ||
| Fri., 9/27 | V Girls Volleyball | Wilby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 9/27 | JV Girls Volleyball | Wilby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Sat., 9/28 | V Boys Cross Country | Winding Trails Invitational | Away | TBA | ||
| Sat., 9/28 | JV Football | Seymour | Away - Seymour High Lower Field [Directions] | 10:00 a.m. | ||
| Sat., 9/28 | V Girls Cross Country | Winding Trails Invitational | Away | TBA | ||
| Mon., 9/30 | V Girls Soccer | Torrington | Away - Torrington High School [Directions] | 6:00 p.m. | L 4-0 | |
| Tue., 10/1 | V Boys Cross Country | Torrington, Wilby, Sacred Heart, St. Paul Catholic | Away - Torrington [Directions] | 3:30 p.m. | ||
| Tue., 10/1 | V Boys Soccer | Torrington | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | L 0-4 | |
| Tue., 10/1 | JV Boys Soccer | Torrington | Home - Wolcott High School, Lower Soccer Field [Directions] | 3:30 p.m. | ||
| Tue., 10/1 | V Girls Cross Country | Torrington, Wilby, St. Paul Catholic, Sacred Heart | Away - Torrington [Directions] | 3:30 p.m. | ||
| Tue., 10/1 | JV Girls Soccer | Torrington | Away - Torrington High School [Directions] | 3:30 p.m. | ||
| Tue., 10/1 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Away - Wilby H.S. [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Girls Volleyball | Naugatuck | Away - Naugatuck High School [Directions] | 6:00 p.m. | L 1-3 | |
| Tue., 10/1 | JV Girls Volleyball | Naugatuck | Away - Naugatuck High School [Directions] | 4:45 p.m. | ||
| Thu., 10/3 | FR Football | Torrington | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | Cancelled | |
| Fri., 10/4 | V Football | Torrington | Away - Torrington High School [Directions] | 7:00 p.m. | W 44-7 | |
| Fri., 10/4 | V Boys Soccer | Crosby | Home - Wolcott High School, Monroe Field [Directions] | 3:30 p.m. | W 2-0 | |
| Fri., 10/4 | V Girls Swimming and Diving | Naugatuck | Home - Woodland Pool [Directions] | 6:00 p.m. | ||
| Fri., 10/4 | V Girls Volleyball | Torrington | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/4 | JV Girls Volleyball | Torrington | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:45 p.m. | ||
| Sat., 10/5 | JV Football | Torrington | Home - Wolcott High School, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 10/5 | V Girls Volleyball | Stamford | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:30 p.m. | L 1-3 | |
| Sat., 10/5 | JV Girls Volleyball | Stamford | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:00 p.m. | ||
| Tue., 10/8 | V Boys Cross Country | Watertown, Naugatuck, St. Paul Catholic, Crosby | Away - Watertown [Directions] | 3:45 p.m. | ||
| Tue., 10/8 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:45 p.m. | L 3-5 | |
| Tue., 10/8 | V Girls Cross Country | Watertown, Naugatuck, St. Paul Catholic, Crosby | Away - Watertown [Directions] | 3:45 p.m. | ||
| Tue., 10/8 | V Girls Soccer | Ansonia | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/8 | V Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | L 1-3 | |
| Tue., 10/8 | JV Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Wed., 10/9 | FR Football | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | ||
| Wed., 10/9 | V Boys Soccer | Derby | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | W 4-0 | |
| Wed., 10/9 | V Girls Swimming and Diving | Seymour | Home - Woodland Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/9 | V Girls Volleyball | Crosby | Away - Crosby HS [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 10/9 | JV Girls Volleyball | Crosby | Away - Crosby HS [Directions] | 4:30 p.m. | ||
| Thu., 10/10 | JV Boys Soccer | Derby | Home - Wolcott High School, Lower Soccer Field [Directions] | 4:00 p.m. | ||
| Thu., 10/10 | V Girls Soccer | Derby | Away - Derby -Witek Park [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 10/11 | V Football | Crosby | Home - Wolcott High School, Monroe Field [Directions] | 7:00 p.m. | W 45-0 | |
| Fri., 10/11 | V Boys Soccer | Holy Cross | Away - Holy Cross HS [Directions] | 3:45 p.m. | L 0-3 | |
| Fri., 10/11 | V Girls Soccer | Holy Cross | Home - Wolcott High School, Monroe Field [Directions] | 3:30 p.m. | L 1-2 | |
| Fri., 10/11 | V Girls Swimming and Diving | Sacred Heart | Away - Kennedy High School Pool | 7:00 p.m. | ||
| Fri., 10/11 | V Girls Volleyball | Seymour | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/11 | JV Girls Volleyball | Seymour | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:45 p.m. | ||
| Sat., 10/12 | V Boys Cross Country | Wickham Park Invitational | Away | TBA | ||
| Sat., 10/12 | JV Football | Crosby | Away - Crosby HS [Directions] | 11:00 a.m. | ||
| Sat., 10/12 | V Girls Cross Country | Wickham Park Invitational | Away | TBA | ||
| Sat., 10/12 | JV Girls Soccer | Holy Cross | Home - Wolcott High School, Lower Soccer Field [Directions] | 10:00 a.m. | ||
| Mon., 10/14 | V Girls Soccer | Cromwell | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | L 0-7 | |
| Tue., 10/15 | V Boys Soccer | Wilby | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | W 2-1(OT) | |
| Tue., 10/15 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Woodland Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | V Boys Cross Country | NVL Tournament | Away - Veteran's Park | 2:30 p.m. | ||
| Wed., 10/16 | FR Football | Newtown | Away - Blue and Gold Stadium [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | JV Boys Soccer | Wilby | Home - Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 10/16 | V Girls Cross Country | NVL Tournament | Away - Veteran's Park | 2:30 p.m. | ||
| Wed., 10/16 | V Girls Volleyball | Ansonia | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | W 3-1 | |
| Wed., 10/16 | JV Girls Volleyball | Ansonia | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:45 p.m. | ||
| Thu., 10/17 | V Girls Soccer | Seymour | Home - Wolcott High School, Monroe Field [Directions] | 6:30 p.m. | T 0-0 | |
| Fri., 10/18 | V Football | Newtown | Home - Wolcott High School, Monroe Field [Directions] | 7:00 p.m. | L 14-56 | |
| Fri., 10/18 | V Boys Soccer | Seymour | Away - Seymour High Main Field [Directions] | 6:30 p.m. | L 3-4 | |
| Fri., 10/18 | V Girls Swimming and Diving | Sheehan | Home - Woodland Pool [Directions] | 5:00 p.m. | Senior Night | |
| Fri., 10/18 | V Girls Volleyball | Woodland | Away - Woodland High School Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/18 | JV Girls Volleyball | Woodland | Away - Woodland High School Gym [Directions] | 4:45 p.m. | ||
| Sat., 10/19 | JV Football | Newtown | Away - Blue and Gold Stadium [Directions] | 10:00 a.m. | ||
| Sat., 10/19 | JV Boys Soccer | Seymour | Away - Bungay School [Directions] | 11:00 a.m. | ||
| Mon., 10/21 | V Boys Soccer | Woodland | Away - Woodland Football Field [Directions] | 6:00 p.m. | L 2-3 | |
| Mon., 10/21 | V Girls Soccer | Woodland | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | W 2-0 | |
| Mon., 10/21 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/21 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:45 p.m. | ||
| Tue., 10/22 | JV Boys Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Tue., 10/22 | JV Girls Soccer | Woodland | Home - Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/22 | V Girls Swimming and Diving | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Wed., 10/23 | FR Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | 6:00 p.m. | ||
| Wed., 10/23 | V Girls Soccer | Watertown | Away - John J. Mills Complex @ Watertown High School [Directions] | 6:00 p.m. | L 3-0 | |
| Wed., 10/23 | V Girls Volleyball | Watertown | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 10/23 | JV Girls Volleyball | Watertown | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:45 p.m. | ||
| Fri., 10/25 | V Football | Ansonia | Home - Wolcott High School, Monroe Field [Directions] | 7:00 p.m. | L 27-62 | |
| Fri., 10/25 | JV Girls Soccer | Watertown | Away - Veterans Park [Directions] | 3:30 p.m. | ||
| Sat., 10/26 | JV Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | 10:00 a.m. | ||
| Sat., 10/26 | V Boys Soccer | Naugatuck | Away - NVL vs. Naugy at Municipal Stadium [Directions] | 3:00 p.m. | L 5-0 | |
| Sat., 10/26 | V Girls Soccer | Watertown | Away - NVL vs. Watertown at Naugy [Directions] | 3:00 p.m. | L 3-0 | |
| Sat., 10/26 | V Girls Volleyball | Ansonia | Away - NVL vs. Ansonia at Woodland [Directions] | 2:00 p.m. | W 3-2 | |
| Tue., 10/29 | V Girls Swimming and Diving | NVL Tournament Trials | Away - Kennedy High School | 4:00 p.m. | ||
| Wed., 10/30 | V Girls Swimming and Diving | NVL Diving Championships | Away - Kennedy High School | 6:00 p.m. | ||
| Thu., 10/31 | FR Football | Brookfield | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | ||
| Fri., 11/1 | V Football | Derby | Away - Ryan Athletic Complex-Deflippo Field [Directions] | 7:00 p.m. | W 54-27 | |
| Sat., 11/2 | JV Football | Derby | Home - Wolcott High School, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 11/2 | V Girls Swimming and Diving | NVL Finals | Away - Kennedy | 4:00 p.m. | ||
| Wed., 11/6 | V Girls Swimming and Diving | CIAC Class S Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Thu., 11/7 | FR Football | Wilby | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | ||
| Fri., 11/8 | V Football | Wilby | Away - Municipal Stadium [Directions] | 3:30 p.m. | W 34-0 | |
| Sat., 11/9 | JV Football | Wilby | Home - Wolcott High School, Monroe Field [Directions] | 10:00 a.m. | ||
| Sat., 11/9 | V Girls Swimming and Diving | CIAC Class S Qualifying | Away - Plainville HS [Directions] | 2:00 p.m. | ||
| Wed., 11/13 | V Girls Swimming and Diving | CIAC Class S Finals | Away - Wesleyan Univ. [Directions] | 7:00 p.m. | ||
| Thu., 11/14 | FR Football | Watertown | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | ||
| Fri., 11/15 | V Girls Swimming and Diving | CIAC Open Diving | Away - Plainville HS [Directions] | 5:30 p.m. | ||
| Sat., 11/16 | V Football | Watertown | Away - John J. Mills Complex @ Watertown High School [Directions] | 6:00 p.m. | W 48-23 | |
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 12:00 p.m. | ||
| Mon., 11/18 | JV Football | Watertown | Home - Wolcott High School, Monroe Field [Directions] | 3:45 p.m. | Cancelled | |
| Tue., 11/19 | JV Football | Southington | Home - Wolcott High School, Monroe Field [Directions] | 3:45 p.m. | ||
| Thu., 11/21 | FR Football | Lewis Mills | Home - Wolcott High School, Monroe Field [Directions] | 4:30 p.m. | ||
| Thu., 11/21 | FR Football | Holy Cross | Home - Wolcott High School, Monroe Field [Directions] | 6:00 p.m. | Cancelled | |
| Sat., 11/23 | JV Football | Holy Cross | Home - Wolcott High School, Monroe Field [Directions] | 10:00 a.m. | ||
| Thu., 11/28 | V Football | Holy Cross | Home - Wolcott High School, Monroe Field [Directions] | 10:30 a.m. | L 38-39 | |
| Mon., 12/9 | V Boys Basketball | Plainville (Scrim.) | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Wed., 12/11 | V Girls Basketball | Seymour | Away - Seymour High School [Directions] | 7:00 p.m. | W 48-23 | |
| Wed., 12/11 | JV Girls Basketball | Seymour | Away - Seymour High School [Directions] | 5:15 p.m. | ||
| Wed., 12/11 | FR Girls Basketball | Seymour | Away - Seymour High School [Directions] | 3:30 p.m. | ||
| Thu., 12/12 | V Boys Basketball | Masuk (Scrim.) | Away - David Strong Gymnasium @ Masuk High School [Directions] | 4:30 p.m. | ||
| Fri., 12/13 | V Girls Basketball | Derby | Away - Derby High- A. Vitello Gymnasium [Directions] | 5:30 p.m. | W 54-51 | |
| Fri., 12/13 | JV Girls Basketball | Derby | Away - Derby High- A. Vitello Gymnasium [Directions] | 7:00 p.m. | ||
| Mon., 12/16 | Miscellaneous Events | Practice | - WHS Weight Room | 2:15-3:30 p.m. | ||
| Mon., 12/16 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Tue., 12/17 | Miscellaneous Events | Practice | - WHS Weight Room | 2:15-3:30 p.m. | ||
| Tue., 12/17 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Wed., 12/18 | V Girls Basketball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | L 56-32 | |
| Wed., 12/18 | JV Girls Basketball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Wed., 12/18 | FR Girls Basketball | Holy Cross | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Wed., 12/18 | Miscellaneous Events | Practice | - WHS Weight Room | 2:15-3:30 p.m. | ||
| Wed., 12/18 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Thu., 12/19 | V Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 7:00 p.m. | L 50-70 | |
| Thu., 12/19 | JV Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Thu., 12/19 | FR Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 12/19 | Miscellaneous Events | Practice | - WHS Weight Room | 2:15-3:30 p.m. | ||
| Thu., 12/19 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 12/20 | V Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 47-89 | |
| Fri., 12/20 | JV Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/20 | FR Boys Basketball | Holy Cross | Away - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 12/20 | V Girls Basketball | Wilby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 53-21 | |
| Fri., 12/20 | JV Girls Basketball | Wilby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 12/20 | Miscellaneous Events | Practice | - WHS Weight Room | 2:15-3:30 p.m. | ||
| Fri., 12/20 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Mon., 12/23 | V Boys Basketball | Woodland | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 57-52 | |
| Mon., 12/23 | JV Boys Basketball | Woodland | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Mon., 12/23 | FR Boys Basketball | Woodland | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:45 p.m. | ||
| Mon., 12/23 | V Girls Basketball | Woodland | Away - Woodland High School Gym [Directions] | 7:00 p.m. | W 39-34 | |
| Mon., 12/23 | JV Girls Basketball | Woodland | Away - Woodland High School Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/23 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 8:30-10:00 a.m. | ||
| Tue., 12/24 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 8:30-10:00 a.m. | ||
| Thu., 12/26 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 8:30-10:00 a.m. | ||
| Fri., 12/27 | V Boys Basketball | Naugatuck | Away - Naugatuck High School [Directions] | 7:00 p.m. | L 38-63 | |
| Fri., 12/27 | JV Boys Basketball | Naugatuck | Away - Naugatuck High School [Directions] | 5:30 p.m. | ||
| Fri., 12/27 | FR Boys Basketball | Naugatuck | Away - Naugatuck High School [Directions] | 3:30 p.m. | ||
| Fri., 12/27 | V Girls Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 39-32 | |
| Fri., 12/27 | JV Girls Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 12/27 | FR Girls Basketball | Naugatuck | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 12/27 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 8:30-10:00 a.m. | ||
| Mon., 12/30 | V Boys Indoor Track | Jack Long Invitational at Hillhouse | Away | 11:00 a.m. | ||
| Mon., 12/30 | V Girls Basketball | Kaynor Tech | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 58-19 | |
| Mon., 12/30 | JV Girls Basketball | Kaynor Tech | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Mon., 12/30 | FR Girls Basketball | Kaynor Tech | Home [Directions] | 3:15 p.m. | ||
| Mon., 12/30 | V Girls Indoor Track | Long Invitational | Away | 11:00 a.m. | ||
| Mon., 12/30 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 8:30-10:00 a.m. | ||
| Thu., 1/2 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 1/3 | V Boys Indoor Track | Bacon Academy at Hillhouse | Away | 6:00 p.m. | ||
| Fri., 1/3 | V Girls Indoor Track | Bacon Academy | Away [Directions] | 6:00 p.m. | ||
| Fri., 1/3 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Sat., 1/4 | V Boys Basketball | Torrington | Away - Torrington High School [Directions] | 7:00 p.m. | L 44-61 | |
| Sat., 1/4 | JV Boys Basketball | Torrington | Away - Torrington High School [Directions] | 5:30 p.m. | ||
| Sat., 1/4 | FR Boys Basketball | Torrington | Away - Torrington High School [Directions] | 4:00 p.m. | ||
| Sat., 1/4 | V Girls Basketball | Torrington | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 2:45 p.m. | L 35-47 | |
| Sat., 1/4 | JV Girls Basketball | Torrington | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 1:15 p.m. | ||
| Sat., 1/4 | FR Girls Basketball | Torrington | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 11:30 a.m. | ||
| Mon., 1/6 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Tue., 1/7 | V Boys Basketball | Kennedy | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | L 49-65 | |
| Tue., 1/7 | JV Boys Basketball | Kennedy | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Tue., 1/7 | FR Boys Basketball | Kennedy | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Tue., 1/7 | V Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 42-43 | |
| Tue., 1/7 | JV Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:15 p.m. | ||
| Tue., 1/7 | FR Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Tue., 1/7 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Thu., 1/9 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 1/10 | V Boys Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | L 42-62 | |
| Fri., 1/10 | JV Boys Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 1/10 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | L 39-48 | |
| Fri., 1/10 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Fri., 1/10 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Fri., 1/10 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Mon., 1/13 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Tue., 1/14 | V Boys Basketball | Ansonia | Away - Ansonia High School [Directions] | 7:00 p.m. | W 42-24 | |
| Tue., 1/14 | JV Boys Basketball | Ansonia | Away - Ansonia High School [Directions] | 5:15 p.m. | ||
| Tue., 1/14 | FR Boys Basketball | Masuk | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Tue., 1/14 | V Girls Basketball | Ansonia | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 63-25 | |
| Tue., 1/14 | JV Girls Basketball | Ansonia | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Tue., 1/14 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Wed., 1/15 | V Boys Indoor Track | SCC Novice Meet at Hillhouse | Away | 3:30 p.m. | ||
| Wed., 1/15 | V Girls Indoor Track | SCC Novice Meet | Away | 3:30 p.m. | ||
| Thu., 1/16 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 1/17 | V Boys Basketball | Sacred Heart | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | L 48-70 | |
| Fri., 1/17 | JV Boys Basketball | Sacred Heart | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 1/17 | FR Boys Basketball | Sacred Heart | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 1/17 | V Boys Indoor Track | NVL Meet at Wesleyan | Away | 4:00 p.m. | ||
| Fri., 1/17 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | L 28-42 | |
| Fri., 1/17 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:30 p.m. | ||
| Fri., 1/17 | V Girls Indoor Track | NVL Meet at Wesleyan | Away | 4:00 p.m. | ||
| Fri., 1/17 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Sat., 1/18 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 2:00 p.m. | ||
| Tue., 1/21 | FR Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown High School [Directions] | 3:30 p.m. | Cancelled | |
| Tue., 1/21 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Thu., 1/23 | V Boys Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | W 64-57 | |
| Thu., 1/23 | JV Boys Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Thu., 1/23 | V Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown High School [Directions] | 5:15 p.m. | W 40-37 | |
| Thu., 1/23 | JV Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown High School [Directions] | 3:30 p.m. | Cancelled | |
| Thu., 1/23 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 1/24 | V Boys Basketball | Seymour | Away - Seymour High School [Directions] | 7:00 p.m. | W 56-34 | |
| Fri., 1/24 | JV Boys Basketball | Seymour | Away - Seymour High School [Directions] | 5:15 p.m. | ||
| Fri., 1/24 | FR Boys Basketball | Seymour | Away - Seymour High School [Directions] | 3:30 p.m. | ||
| Fri., 1/24 | V Girls Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 47-30 | |
| Fri., 1/24 | JV Girls Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 1/24 | FR Girls Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 1/24 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Sat., 1/25 | Miscellaneous Events | Dance Competition | - Woodland High School | 2:00 p.m. | ||
| Mon., 1/27 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Tue., 1/28 | V Boys Basketball | Derby | Away - Derby High -A. Vitello Gymnasium [Directions] | 7:00 p.m. | L 62-68 | |
| Tue., 1/28 | JV Boys Basketball | Derby | Away - Derby High -A. Vitello Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/28 | FR Boys Basketball | Bristol Central (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Tue., 1/28 | V Boys Indoor Track | NVL's at Hillhouse | Away | 3:30 p.m. | ||
| Tue., 1/28 | V Girls Basketball | Derby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:30 p.m. | W 55-37 | |
| Tue., 1/28 | JV Girls Basketball | Derby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | ||
| Tue., 1/28 | V Girls Indoor Track | Hillhouse | Away [Directions] | 3:30 p.m. | ||
| Tue., 1/28 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Thu., 1/30 | FR Boys Basketball | Crosby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Thu., 1/30 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 1/31 | V Boys Basketball | Crosby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | L 53-97 | |
| Fri., 1/31 | JV Boys Basketball | Crosby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 1/31 | V Girls Basketball | Crosby | Away - Crosby HS [Directions] | 7:00 p.m. | W 50-46 | |
| Fri., 1/31 | JV Girls Basketball | Crosby | Away - Crosby HS [Directions] | 5:30 p.m. | ||
| Fri., 1/31 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Sat., 2/1 | Miscellaneous Events | CCSU Cheer Competition | - CCSU Kaiser Hall | 11:00 a.m. | ||
| Mon., 2/3 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Tue., 2/4 | V Boys Basketball | Woodland | Away - Woodland High School Gym [Directions] | 7:00 p.m. | W 58-49 | |
| Tue., 2/4 | JV Boys Basketball | Woodland | Away - Woodland High School Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | FR Boys Basketball | Woodland | Away - Woodland High School Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/4 | V Girls Basketball | Woodland | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 66-44 | |
| Tue., 2/4 | JV Girls Basketball | Woodland | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Tue., 2/4 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Thu., 2/6 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 2/7 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Sat., 2/8 | V Boys Basketball | New Milford | Away - New Milford High School [Directions] | 4:00 p.m. | W 53-42 | |
| Sat., 2/8 | JV Boys Basketball | New Milford | Away - New Milford High School [Directions] | 2:15 p.m. | ||
| Sat., 2/8 | FR Boys Basketball | New Milford | Away - New Milford High School [Directions] | 12:30 p.m. | ||
| Sat., 2/8 | Miscellaneous Events | Devil's Dare Cheer Competition | - Nonnewaug High School | 11:00 a.m. | ||
| Mon., 2/10 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | L 34-52 | |
| Mon., 2/10 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Mon., 2/10 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Mon., 2/10 | V Girls Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | L 28-57 | |
| Mon., 2/10 | JV Girls Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Mon., 2/10 | FR Girls Basketball | St. Paul Catholic | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | Cancelled | |
| Mon., 2/10 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Tue., 2/11 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Wed., 2/12 | V Boys Basketball | Ansonia | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 6:00 p.m. | L 46-48 | |
| Wed., 2/12 | JV Boys Basketball | Ansonia | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 4:00 p.m. | ||
| Wed., 2/12 | V Girls Basketball | Ansonia | Away - Ansonia High School [Directions] | 5:00 p.m. | W 46-20 | |
| Wed., 2/12 | JV Girls Basketball | Ansonia | Away - Ansonia High School [Directions] | 5:15 p.m. | ||
| Thu., 2/13 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 2/14 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Mon., 2/17 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Tue., 2/18 | FR Girls Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | Cancelled | |
| Tue., 2/18 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Wed., 2/19 | V Girls Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | L 45-50 | |
| Wed., 2/19 | JV Girls Basketball | Watertown | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Thu., 2/20 | V Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown High School [Directions] | 7:00 p.m. | W 66-53 | |
| Thu., 2/20 | JV Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown High School [Directions] | 5:15 p.m. | ||
| Thu., 2/20 | FR Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown High School [Directions] | 3:30 p.m. | ||
| Thu., 2/20 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 2/21 | V Boys Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 56-21 | |
| Fri., 2/21 | JV Boys Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Fri., 2/21 | FR Boys Basketball | Seymour | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 2/21 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Sat., 2/22 | Miscellaneous Events | NVL Cheerleading Competition | Away - Crosby High School Waterbury | 10:00 a.m. | ||
| Sat., 2/22 | Miscellaneous Events | Dance Competition | - Hamden High School | 10:00 a.m. | ||
| Mon., 2/24 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Tue., 2/25 | V Boys Basketball | Derby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 7:00 p.m. | W 75-61 | |
| Tue., 2/25 | JV Boys Basketball | Derby | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 5:15 p.m. | ||
| Tue., 2/25 | FR Boys Basketball | Kaynor Tech | Home - John H. Morris Gymnasium, Wolcott High School [Directions] | 3:30 p.m. | ||
| Tue., 2/25 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Thu., 2/27 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Fri., 2/28 | Miscellaneous Events | Practice | Home - WHS Weight Room [Directions] | 2:15-3:30 p.m. | ||
| Sat., 3/1 | Miscellaneous Events | Best Cheer Competition | Away - Danbury High School | 2:30 p.m. | ||
| Sat., 3/8 | Miscellaneous Events | State Cheer Competition | Away | 9:15 a.m. | Floyd Little Field House New Haven | |
| Fri., 3/14 | Miscellaneous Events | CANAM National Cheer Competition | Away | 09:00 a.m. | Comp. runs 3/14/14-3/17/14 Event pending qualification | |
| Fri., 3/21 | Miscellaneous Events | N.E. Regional Cheer Competition | Away | 02:00 p.m. | Ludlow HS Ludlow MA | |
| Fri., 4/4 | V Softball | Nonnewaug (Scrim.) | Home - Wolcott High School [Directions] | 4:00 p.m. | ||
| Fri., 4/4 | JV Softball | Nonnewaug (Scrim.) | Home - Wolcott High School [Directions] | 4:00 p.m. | W 13-6 | |
| Sat., 4/5 | V Baseball | Bonny Eagle (ME) (Scrim.) | Home - Wolcott High School [Directions] | 11:00 a.m. | ||
| Sat., 4/5 | V Baseball | Bonny Eagle (ME) (Scrim.) | Home - Wolcott High School [Directions] | 1:00 p.m. | ||
| Sat., 4/5 | V Softball | Westbrook/Old Saybrook (Scrim.) | Away - Westbrook High School [Directions] | 12:00 p.m. | ||
| Sat., 4/5 | JV Softball | Westbrook/Old Saybrook (Scrim.) | Away [Directions] | 12:00 p.m. | ||
| Mon., 4/7 | V Baseball | Bristol Eastern (Scrim.) | Home - Wolcott High School [Directions] | 3:00 p.m. | ||
| Mon., 4/7 | V Boys Tennis | Bristol Central (Scrim.) | Away - Bristol Central High School [Directions] | 3:30 p.m. | ||
| Tue., 4/8 | V Girls Tennis | Bristol Central (Scrim.) | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Wed., 4/9 | V Boys Tennis | Holy Cross | Away - HCHS [Directions] | 3:30 p.m. | W 7-2 | |
| Wed., 4/9 | V Softball | Holy Cross | Home - George Babcock Field, Wolcott High School [Directions] | 4:15 p.m. | L 1-6 | |
| Wed., 4/9 | JV Softball | Holy Cross | Home - Wolcott 2 [Directions] | 4:15 p.m. | W 8-8 | |
| Wed., 4/9 | V Girls Tennis | Holy Cross | Home - Wolcott High School [Directions] | 3:30 p.m. | W 7-0 | |
| Thu., 4/10 | V Baseball | Holy Cross | Away - HCHS [Directions] | 3:30 p.m. | L 4-5 | |
| Thu., 4/10 | FR Baseball | Holy Cross | Away - Upper Murray Park [Directions] | 3:30 p.m. | L 4-2 | |
| Thu., 4/10 | V Boys Tennis | Wilby | Home - Wolcott High School [Directions] | 3:30 p.m. | W 9-0 | |
| Thu., 4/10 | V Girls Tennis | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | W 7-0 | |
| Fri., 4/11 | V Baseball | Wilby | Away - Bucks Hill Park [Directions] | 3:30 p.m. | L 2-4 | |
| Fri., 4/11 | FR Baseball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | W 10-1 | |
| Fri., 4/11 | V Softball | Wilby | Home - George Babcock Field, Wolcott High School [Directions] | 4:15 p.m. | W 17-1 | |
| Sat., 4/12 | V Baseball | Lewis Mills | Home - Wolcott High School [Directions] | 1:30 p.m. | L 3-6 | |
| Sat., 4/12 | JV Baseball | Wilby | Away - Wilby H.S. [Directions] | 11:00 a.m. | W 14-11 | |
| Sat., 4/12 | V Boys Tennis | Torrington | Home - Wolcott High School [Directions] | 10:00 a.m. | W 8-1 | |
| Sat., 4/12 | V Girls Tennis | Seymour | Away - Seymour High School [Directions] | 10:00 a.m. | W 4-3 | |
| Mon., 4/14 | V Baseball | Woodland | Home - Wolcott High School [Directions] | 3:45 p.m. | L 6-9 | |
| Mon., 4/14 | FR Baseball | Woodland | Home - BAW [Directions] | 3:45 p.m. | W 12-2 | |
| Mon., 4/14 | V Boys Tennis | Woodland | Away - Woodland High School Tennis courts [Directions] | 3:00 p.m. | W 9-0 | |
| Mon., 4/14 | V Softball | Woodland | Away - Woodland Softball Field [Directions] | 3:45 p.m. | L 0-12 | |
| Mon., 4/14 | JV Softball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | W 11-6 | |
| Mon., 4/14 | V Girls Tennis | Woodland | Home - Wolcott High School [Directions] | 3:45 p.m. | L 5-2 | |
| Wed., 4/16 | V Baseball | Naugatuck | Away - Rotary Field [Directions] | 3:30 p.m. | L 1-4 | |
| Wed., 4/16 | V Boys Tennis | Naugatuck | Away - Naugatuck High School [Directions] | 11:00 a.m. | W 5-4 | |
| Thu., 4/17 | V Baseball | Torrington | Away - Fuessenich Pk [Directions] | 3:30 p.m. | L 1-2 | |
| Thu., 4/17 | JV Baseball | Naugatuck | Home - Wolcott High School [Directions] | TBA | ||
| Thu., 4/17 | V Boys Tennis | Torrington | Away - Torrington High School [Directions] | 11:00 a.m. | W 8-1 | |
| Thu., 4/17 | V Softball | Torrington | Home - George Babcock Field, Wolcott High School [Directions] | 4:00 p.m. | L 0-14 | |
| Thu., 4/17 | JV Softball | Torrington | Home - Wolcott 2 [Directions] | 4:00 p.m. | L 10-1 | |
| Thu., 4/17 | V Girls Tennis | Torrington | Home - Wolcott High School [Directions] | 11:00 a.m. | W 4-3 | |
| Sat., 4/19 | JV Baseball | Torrington | Away - Torrington High School [Directions] | 11:00 a.m. | ||
| Mon., 4/21 | V Baseball | Kennedy | Home - Wolcott High School [Directions] | 3:30 p.m. | W 11-3 | |
| Mon., 4/21 | FR Baseball | Kennedy | Home - BAW [Directions] | 3:30 p.m. | W 7-0 | |
| Mon., 4/21 | V Boys Golf | Naugatuck, Wilby | Away - Hop Brook [Directions] | 3:00 p.m. | Naugatuck 177 Wolcott 192 | |
| Mon., 4/21 | V Boys Tennis | Kennedy | Home - Wolcott High School [Directions] | 3:30 p.m. | W 9-0 | |
| Mon., 4/21 | V Softball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:15 p.m. | L 2-7 | |
| Mon., 4/21 | JV Softball | Kennedy | Away - Town Plot Park [Directions] | 4:15 p.m. | W 20-3 | |
| Mon., 4/21 | V Girls Tennis | Kennedy | Away - Chase Park [Directions] | 3:30 p.m. | W 5-2 | |
| Tue., 4/22 | JV Baseball | Kennedy | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Tue., 4/22 | V Boys Golf | Torrington | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | Wolcott 169 Torrington 195 | |
| Tue., 4/22 | V Boys Outdoor Track | Wilby, Derby, Sacred Heart | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Tue., 4/22 | V Girls Outdoor Track | Wilby, Derby, Sacred Heart | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Wed., 4/23 | V Baseball | St. Paul Catholic | Home - Wolcott High School [Directions] | 3:45 p.m. | L 5-8(10) | |
| Wed., 4/23 | FR Baseball | St. Paul Catholic | Home - BAW [Directions] | 3:30 p.m. | W 11-2 | |
| Wed., 4/23 | V Boys Golf | Holy Cross | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | holy cross 170 Wolcott 175 | |
| Wed., 4/23 | V Boys Tennis | Sacred Heart | Home - Wolcott High School [Directions] | 3:30 p.m. | W 9-0 | |
| Wed., 4/23 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:15 p.m. | L 5-6 | |
| Wed., 4/23 | V Girls Tennis | St. Paul Catholic | Away - Peck Park, Bristol [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 4/24 | JV Baseball | St. Paul Catholic | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Thu., 4/24 | JV Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:30 p.m. | W 28-0 | |
| Thu., 4/24 | V Girls Tennis | Ansonia | Home - Wolcott High School [Directions] | 3:30 p.m. | W 7-0 | |
| Fri., 4/25 | V Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:30 p.m. | L 3-4 | |
| Fri., 4/25 | FR Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:30 p.m. | L 6-2 | |
| Fri., 4/25 | V Boys Tennis | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | W 9-0 | |
| Fri., 4/25 | V Softball | Ansonia | Home - George Babcock Field, Wolcott High School [Directions] | 5:15 p.m. | W 20-4 | |
| Fri., 4/25 | JV Softball | Ansonia | Home - Wolcott 2 [Directions] | 5:15 p.m. | W 21-6 | |
| Mon., 4/28 | V Baseball | Sacred Heart | Home - Wolcott High School [Directions] | 3:30 p.m. | L 5-7 | |
| Mon., 4/28 | FR Baseball | Sacred Heart | Home - BAW [Directions] | 3:30 p.m. | Cancelled | |
| Mon., 4/28 | V Boys Golf | Sacred Heart, Crosby | Away - East Mountain | 2:30 p.m. | Wolcott 183 sacred heart 188 | |
| Mon., 4/28 | V Boys Tennis | Naugatuck | Home - Wolcott High School [Directions] | 3:30 p.m. | W 7-2 | |
| Mon., 4/28 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | W 7-0 | |
| Tue., 4/29 | JV Baseball | Seymour | Home - Wolcott High School [Directions] | 3:45 p.m. | ||
| Tue., 4/29 | FR Baseball | St. Paul Catholic | Home - BAW [Directions] | 3:30 p.m. | W 6-2 | |
| Tue., 4/29 | V Boys Outdoor Track | Woodland, Watertown | Away - John J. Mills Complex @ Watertown High School [Directions] | 3:45 p.m. | ||
| Tue., 4/29 | V Girls Outdoor Track | Woodland, Watertown | Away - John J. Mills Complex @ Watertown High School [Directions] | 3:45 p.m. | ||
| Thu., 5/1 | V Boys Golf | Woodland | Away - Oxford Greens 99 Country Club Drive Oxford, CT [Directions] | 8:00 a.m. | tournament cancelled no score | |
| Thu., 5/1 | V Boys Tennis | Crosby | Away - Wolcott HS [Directions] | 3:30 p.m. | W 9-0 | |
| Thu., 5/1 | Miscellaneous Events | Woodland Golf Classic | Away - Golf Club at Oxford Greens | 10:00 a.m. | ||
| Fri., 5/2 | V Baseball | Seymour | Away - French Park [Directions] | 3:45 p.m. | L 3-5 | |
| Fri., 5/2 | JV Baseball | Watertown | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 5/2 | V Boys Golf | Woodland, Waterbury Coop | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | Wolcott 169 woodland 172 kennedy 267 | |
| Fri., 5/2 | V Boys Tennis | Watertown | Home - Wolcott High School [Directions] | 3:30 p.m. | W 9-0 | |
| Fri., 5/2 | V Softball | Seymour | Home - George Babcock Field, Wolcott High School [Directions] | 6:00 p.m. | L 0-10 | |
| Fri., 5/2 | JV Softball | Seymour | Home - Wolcott 2 [Directions] | 5:00 p.m. | L 6-0 | |
| Fri., 5/2 | V Girls Tennis | Watertown | Away - Tennis Courts at Crestbrook Park [Directions] | 2:45 p.m. | L 3-4 | |
| Sat., 5/3 | V Baseball | Watertown | Home - Wolcott High School [Directions] | 2:00 p.m. | L 1-3 | |
| Sat., 5/3 | JV Baseball | Seymour | Away - French Park [Directions] | 10:00 a.m. | ||
| Sat., 5/3 | V Softball | Watertown | Away - Watertown High School [Directions] | 2:00 p.m. | L 3-9 | |
| Mon., 5/5 | V Baseball | Derby | Away - Derby -Ryan Athletic Complex-baseball field [Directions] | 3:45 p.m. | L 1-7 | |
| Mon., 5/5 | V Boys Golf | Watertown | Away - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | watertown 191 Wolcott 193 | |
| Mon., 5/5 | V Softball | Derby | Home - George Babcock Field, Wolcott High School [Directions] | 5:15 p.m. | W 16-0 | |
| Tue., 5/6 | JV Baseball | Derby | Away - Derby -Ryan Athletic Complex-baseball field [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Boys Golf | St. Paul Catholic | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | Wolcott 175 st paul 175 | |
| Tue., 5/6 | V Boys Outdoor Track | Seymour, Naugatuck, Holy Cross | Away - Naugatuck High School [Directions] | 3:30 p.m. | ||
| Tue., 5/6 | V Boys Tennis | Kennedy | Away - Chase Park [Directions] | 3:30 p.m. | W 9-0 | |
| Tue., 5/6 | V Girls Outdoor Track | Seymour, Naugatuck, Holy Cross | Away - Naugatuck High School [Directions] | 3:30 p.m. | ||
| Tue., 5/6 | V Girls Tennis | Crosby | Away - Montoe Park [Directions] | 3:30 p.m. | W 6-1 | |
| Wed., 5/7 | V Baseball | Crosby | Home - Wolcott High School [Directions] | 3:30 p.m. | W 15-4 | |
| Wed., 5/7 | FR Baseball | Crosby | Home - BAW [Directions] | 3:30 p.m. | Cancelled | |
| Wed., 5/7 | V Boys Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | W 9-0 | |
| Wed., 5/7 | V Softball | Crosby | Away - Crosby HS Field #1 [Directions] | 4:00 p.m. | W 12-0 | |
| Wed., 5/7 | JV Softball | Crosby | Away - Crosby HS Field #2 [Directions] | 4:00 p.m. | W 16-4 | |
| Fri., 5/9 | V Baseball | Woodland | Away - Woodland High School Baseball Field [Directions] | 4:00 p.m. | L 1-4 | |
| Fri., 5/9 | V Boys Outdoor Track | Crosby, St. Paul Catholic | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 5/9 | V Boys Tennis | Woodland | Home - Wolcott High School [Directions] | 3:45 p.m. | W 9-0 | |
| Fri., 5/9 | V Girls Outdoor Track | Crosby, St. Paul Catholic | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Fri., 5/9 | V Softball | Woodland | Home - George Babcock Field, Wolcott High School [Directions] | 4:45 p.m. | L 1-5 | |
| Fri., 5/9 | JV Softball | Woodland | Home - Wolcott 2 [Directions] | 4:45 p.m. | ||
| Fri., 5/9 | V Girls Tennis | Woodland | Away - Woodland High School Tennis courts [Directions] | 3:45 p.m. | L 0-7 | |
| Sat., 5/10 | JV Baseball | Woodland | Away - Woodland High School Baseball Field [Directions] | 10:00 a.m. | ||
| Mon., 5/12 | FR Baseball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Mon., 5/12 | V Boys Golf | Holy Cross, Wilby | Away [Directions] | 2:30 p.m. | holy cross 180 Wolcott 187 wilby 271 | |
| Mon., 5/12 | V Boys Tennis | Goodwin Tech | Away - STANLEY QUARTER PARK [Directions] | 3:45 p.m. | W 8-0 | |
| Mon., 5/12 | V Softball | Naugatuck | Home - George Babcock Field, Wolcott High School [Directions] | 6:00 p.m. | L 4-6 | |
| Mon., 5/12 | JV Softball | Naugatuck | Home - Wolcott 2 [Directions] | 5:00 p.m. | L 20-5 | |
| Mon., 5/12 | V Girls Tennis | Watertown | Home - Wolcott High School [Directions] | 3:30 p.m. | W 6-1 | |
| Tue., 5/13 | FR Baseball | Cheshire | Home - BAW [Directions] | 3:30 p.m. | ||
| Tue., 5/13 | V Boys Golf | Naugatuck | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | Wolcott 166 Naugatuck 177 | |
| Tue., 5/13 | V Boys Outdoor Track | Kennedy, Torrington | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Tue., 5/13 | V Boys Tennis | Goodwin Tech | Home - Wolcott High School [Directions] | 3:30 p.m. | W 9-0 | |
| Tue., 5/13 | V Girls Outdoor Track | Kennedy, Torrington | Home - Wolcott High School [Directions] | 3:30 p.m. | ||
| Wed., 5/14 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | W 3-1 | |
| Wed., 5/14 | FR Baseball | St. Paul Catholic | Away - Page Park, Bristol [Directions] | 3:30 p.m. | ||
| Wed., 5/14 | V Softball | St. Paul Catholic | Home - George Babcock Field, Wolcott High School [Directions] | 5:15 p.m. | L 1-7 | |
| Wed., 5/14 | JV Softball | St. Paul Catholic | Home - Wolcott 2 [Directions] | 5:15 p.m. | W 16-1 | |
| Wed., 5/14 | V Girls Tennis | St. Paul Catholic | Home - Wolcott High School [Directions] | 3:30 p.m. | L 2-5 | |
| Thu., 5/15 | JV Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | ||
| Thu., 5/15 | V Boys Golf | Torrington, Crosby | Away - Torrington Country Club [Directions] | 2:30 p.m. | Torrington 182 Wolcott 187 Crosby 268 | |
| Thu., 5/15 | V Boys Tennis | Watertown | Away - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 7-2 | |
| Thu., 5/15 | V Softball | Sacred Heart | Away - Municipal Stadium | 3:45 p.m. | W 15-3 | |
| Thu., 5/15 | JV Softball | Sacred Heart | Away - Municipal Stadium - South Field | 3:45 p.m. | W 14-4 | |
| Thu., 5/15 | V Girls Tennis | Naugatuck | Home - Wolcott High School [Directions] | 3:30 p.m. | W 4-3 | |
| Fri., 5/16 | V Softball | Ansonia | Away - Ansonia High School [Directions] | 3:30 p.m. | W 10-1 | |
| Fri., 5/16 | JV Softball | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:30 p.m. | Cancelled | |
| Sat., 5/17 | V Softball | Valley Regional | Home [Directions] | 1:00 p.m. | L 0-1 | |
| Mon., 5/19 | V Baseball | Watertown | Away - Deland Field [Directions] | 3:30 p.m. | W 6-0 | |
| Mon., 5/19 | V Boys Golf | Sacred Heart | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | sacred heart 170 Wolcott 174 | |
| Mon., 5/19 | V Boys Tennis | Crosby | Home - Wolcott High School [Directions] | 3:30 p.m. | W 8-1 | |
| Mon., 5/19 | V Softball | Watertown | Home - George Babcock Field, Wolcott High School [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 5/19 | JV Softball | Watertown | Home - Wolcott 2 [Directions] | 6:00 p.m. | ||
| Tue., 5/20 | V Baseball | Seymour | Home - Wolcott High School [Directions] | 3:45 p.m. | W 5-4 | |
| Tue., 5/20 | JV Baseball | Watertown | Away - Veterans Park [Directions] | 3:30 p.m. | ||
| Tue., 5/20 | FR Baseball | Seymour | Home - BAW [Directions] | 3:45 p.m. | ||
| Tue., 5/20 | V Boys Outdoor Track | City Meet | Away [Directions] | 3:30 p.m. | ||
| Tue., 5/20 | V Girls Outdoor Track | City Meet | Away [Directions] | 3:30 p.m. | ||
| Tue., 5/20 | V Softball | Seymour | Away - Seymour High School [Directions] | 5:20 p.m. | L 0-15 | |
| Tue., 5/20 | V Girls Tennis | Ansonia | Home - WOLCOTT HIGH [Directions] | 5:00 p.m. | W 7-0 | |
| Wed., 5/21 | V Baseball | Ansonia | Home - Wolcott High School [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 5/21 | JV Baseball | Seymour | Home - BAW [Directions] | 3:45 p.m. | ||
| Wed., 5/21 | V Boys Golf | Watertown | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | watertown 156 Wolcott 171 | |
| Wed., 5/21 | V Girls Tennis | Seymour | Home - Wolcott High School [Directions] | 3:30 p.m. | W 4-3 | |
| Fri., 5/23 | V Baseball | Derby | Home - Wolcott High School [Directions] | 3:00 p.m. | L 3-5 | |
| Fri., 5/23 | V Boys Golf | Woodland, Waterbury Coop | Away - Oxford Greens [Directions] | 2:30 p.m. | Wolcott 179 woodland 183 | |
| Fri., 5/23 | V Softball | Derby | Away - Derby- Ryan Athletic Complex- softball field [Directions] | 4:30 p.m. | W 11-1(5) | |
| Fri., 5/23 | V Girls Tennis | Holy Cross | Home - Wolcott High School [Directions] | 3:30 p.m. | W 5-2 | |
| Sat., 5/24 | V Baseball | NVL Tournament | Away - At Higher Seed | 2:00 p.m. | Cancelled | |
| Sat., 5/24 | V Boys Tennis | Holy Cross | Home - Wolcott High School [Directions] | 1:00 p.m. | W 9-0 | |
| Sat., 5/24 | V Girls Tennis | Woodland | Away - Woodland High School [Directions] | 3:30 p.m. | L 2-5 | |
| Mon., 5/26 | V Baseball | NVL Tournament Semi's | Away - Muzzy Field | 11:00 a.m. | Cancelled | Wolcott Not Participating |
| Mon., 5/26 | V Baseball | NVL Tournament | Away - Muzzy Field | 1:30 p.m. | Cancelled | |
| Mon., 5/26 | V Girls Tennis | Girls Individual Tourney | Away - Woodland Regional High School | 10:00 a.m. | ||
| Tue., 5/27 | V Boys Outdoor Track | NVL | Away - Holy Cross High School | 1:30 p.m. | JAV , LT, TJ at Holy Cross | |
| Tue., 5/27 | V Girls Outdoor Track | NVL Tournament | Away - Holy Cross High School | 1:30 p.m. | JAV, LJ, TJ at H.C.H.S. | |
| Tue., 5/27 | V Softball | NVL Tournament | Away - At Higher Seed | 11:00 a.m. | Cancelled | |
| Tue., 5/27 | V Girls Tennis | Girls Tennis Semi and Final | Away - Woodland High School | 1:00 p.m. | ||
| Wed., 5/28 | V Baseball | NVL Tournament Finals | Away - Fuessenich Park | 6:30 p.m. | Cancelled | |
| Wed., 5/28 | V Boys Outdoor Track | NVL Tournament | Away - Naugatuck High School | 1:30 p.m. | 1:30 Field 2:30 Running | |
| Wed., 5/28 | V Boys Tennis | NVL Tournamaent (Individual) | Away - Woodland High School | 12:00 a.m. | ||
| Wed., 5/28 | V Girls Outdoor Track | NVL | Away - Naugatuck High School | 1:30 p.m. | 1:30 Field 2:30 Running | |
| Wed., 5/28 | V Softball | NVL Tournament | Home - George Babcock Field, Wolcott High School [Directions] | 4:00 p.m. | WHS Home Site Wolcott Not Participating | |
| Wed., 5/28 | V Softball | NVL Tournament | Home - Woodland High School [Directions] | 6:00 p.m. | WHS Home Site Wolcott Not Participating | |
| Thu., 5/29 | V Boys Tennis | NVL Tournament (Individual) | Home - Wolcott High School [Directions] | 12:00 a.m. | ||
| Thu., 5/29 | V Softball | NVL Tournament Finals | Home - George Babcock Field, Wolcott High School [Directions] | 6:00 p.m. | WHS Home Site Wolcott Not Participating | |
| Sat., 5/31 | V Girls Tennis | Killingly | Home - Wolcott High School [Directions] | 10:00 a.m. | L 3-4 | |
| Mon., 6/2 | V Boys Golf | St. Paul Catholic | Home - Farmingbury Golf Course [Directions] | 2:45 p.m. | Wolcott 165 st paul 185 | |
| Wed., 6/4 | V Boys Golf | Watertown | Home - Farmingbury Country Club [Directions] | 2:30 p.m. | Cancelled | |
| Thu., 6/5 | V Boys Golf | NVL Tournament | Away - Watertown Golf Club | 8:00 a.m. | ||
| Sat., 6/7 | V Girls Tennis | Individual State Tournament | Away - Unknown | TBA | Cancelled | |
| Sat., 6/21 | Miscellaneous Events | Softball Alumni Game | Home - George Babcock Field, Wolcott High School [Directions] | 5:30 p.m. | Alumni Game | |
| Thu., 9/4 | V Boys Soccer | Bristol Eastern (Scrim.) | Home - Wolcott High School [Directions] | 6:00 p.m. | Cancelled | |
| Thu., 9/4 | JV Boys Soccer | Bristol Eastern (Scrim.) | Home - Wolcott High School, Lower Soccer Field [Directions] | 6:00 p.m. | Cancelled | |