| Holy Cross 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 534 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/23 | V Football | Plainville, Watertown (Scrim.) | Away - Plainville HS-Plainville HS- Tinty Field and Track [Directions] | 4:00 p.m. | ||
| Sat., 8/26 | V Football | Derby (Scrim.) | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 1:00 p.m. | ||
| Mon., 8/28 | V Football | Brookfield (Scrim.) | Away - Brookfield HS-BHS Stadium Field [Directions] | 5:30 p.m. | ||
| Tue., 8/29 | V Girls Soccer | Nonnewaug (Scrim.) | Away - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Thu., 8/31 | V Football | Hillhouse (Scrim.) | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 4:30 p.m. | ||
| Thu., 8/31 | V Boys Soccer | Pomperaug (Scrim.) | Away - Pomperaug HS-Stadium [Directions] | 4:00 p.m. | ||
| Thu., 8/31 | V Girls Soccer | Weston (Scrim.) | Away - Weston HS-WHS Lower Turf Field [Directions] | 5:30 p.m. | Cancelled | |
| Sat., 9/2 | V Girls Volleyball | Jamboree | Away - Bristol Central HS-Charles C. Marsh Gymnasium | 8:30 a.m. | ||
| Tue., 9/5 | V Boys Soccer | Seymour (Scrim.) | Away - Seymour HS-Seymour High School Turf Field [Directions] | 3:30 p.m. | ||
| Tue., 9/5 | V Girls Soccer | Jonathan Law (Scrim.) | Home - Holy Cross-Alumni Field [Directions] | 4:00 p.m. | Cancelled | |
| Tue., 9/5 | V Girls Volleyball | Sheehan (Scrim.) | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 9/5 | JV Girls Volleyball | Sheehan (Scrim.) | Away - Sheehan HS-Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 9/6 | JV Boys Soccer | Seymour (Scrim.) | Away - Seymour HS-Seymour High Lower Field [Directions] | Canceled | Cancelled | |
| Wed., 9/6 | V Girls Volleyball | TBA | Away - TBA | 6:00 p.m. | ||
| Wed., 9/6 | JV Girls Volleyball | TBA | Away - TBA | 5:00 p.m. | ||
| Wed., 9/6 | FR Girls Volleyball | TBA | Away - TBA | 5:00 p.m. | ||
| Thu., 9/7 | V Football | Woodland | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | W 20-14 (OT) | |
| Thu., 9/7 | V Girls Soccer | Brookfield | Away - Brookfield HS-BHS Stadium Field [Directions] | 7:00 p.m. | L 3-0 | |
| Fri., 9/8 | JV Football | Woodland | Away - Woodland HS-Woodland Football Field [Directions] | Postponed | ||
| Sat., 9/9 | V Boys Soccer | Ansonia | Home - Holy Cross-Alumni Field [Directions] | 12:00 p.m. | W 8-2 | |
| Sat., 9/9 | V Girls Soccer | Ansonia | Away - Chargers Field on Prindle Ave-Chargers Field [Directions] | 11:30 a.m. | W 3-2 | |
| Mon., 9/11 | V Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 4:00 p.m. | L 3-1 | |
| Mon., 9/11 | JV Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Small Gym [Directions] | 5:30 p.m. | ||
| Tue., 9/12 | V Boys Cross Country | Watertown, St. Paul Catholic, Woodland | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 4:45 p.m. | ||
| Tue., 9/12 | V Boys Soccer | Wilby | Away - Wilby HS-Pedro DeBrito Field [Directions] | 3:30 p.m. | W 8-0 | |
| Tue., 9/12 | V Girls Cross Country | Watertown, St. Paul Catholic, Woodland | Away - Veterans Memorial Park-Veterans Park XC Course [Directions] | 4:45 p.m. | ||
| Tue., 9/12 | V Girls Soccer | Naugatuck | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 8-3 | |
| Tue., 9/12 | V Girls Volleyball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 9/12 | JV Girls Volleyball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 9/15 | V Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 7:00 p.m. | L 7-42 | |
| Fri., 9/15 | V Boys Soccer | Kennedy | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 7-1 | |
| Fri., 9/15 | V Girls Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 9/15 | V Girls Volleyball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/15 | JV Girls Volleyball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 9/16 | FM Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 1:00 p.m. | ||
| Sat., 9/16 | JV Girls Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 10:30 a.m. | ||
| Tue., 9/19 | V Boys Cross Country | Seymour, WCA, Wilby | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | Seymour, WCA, Wilby | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Volleyball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 5:45 p.m. | W 3-1 | |
| Tue., 9/19 | JV Girls Volleyball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 4:45 p.m. | ||
| Tue., 9/19 | FR Girls Volleyball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 9/20 | V Boys Cross Country | 35th Annual - Going to the Sun Cross Country Invitational | Away - Coginchaug Regional HS-Coginchaug Regional HS | 3:30 p.m. | ||
| Wed., 9/20 | V Boys Soccer | Crosby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 6:00 p.m. | W 7-1 | |
| Wed., 9/20 | V Girls Cross Country | 35th Annual - Going to the Sun Cross Country Invitational | Away - Coginchaug Regional HS-Coginchaug Regional HS | 3:30 p.m. | ||
| Thu., 9/21 | V Girls Volleyball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 9/21 | JV Girls Volleyball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 9/22 | V Football | Kennedy | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | W 42-0 | |
| Fri., 9/22 | V Boys Soccer | St. Paul Catholic | Home - Holy Cross-Alumni Field [Directions] | 4:45 p.m. | T 2-2 | |
| Fri., 9/22 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 4:00 p.m. | W 7-1 | |
| Fri., 9/22 | V Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/22 | JV Girls Volleyball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:45 p.m. | ||
| Sat., 9/23 | JV Football | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 10:00 a.m. | ||
| Sat., 9/23 | JV Boys Soccer | St. Paul Catholic | Home - Holy Cross-Alumni Field [Directions] | Postponed | ||
| Tue., 9/26 | V Boys Cross Country | Wolcott, Naugatuck | Away - Wolcott HS-Front of Wolcott High School [Directions] | 3:45 p.m. | ||
| Tue., 9/26 | V Boys Soccer | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 3:45 p.m. | W 3-1 | |
| Tue., 9/26 | V Girls Cross Country | Wolcott, Naugatuck | Away - Wolcott HS-Front of Wolcott High School [Directions] | 3:45 p.m. | ||
| Tue., 9/26 | V Girls Soccer | Watertown | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | W 2-1 | |
| Tue., 9/26 | V Girls Volleyball | Derby | Away - Derby MS-DMS Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 9/26 | JV Girls Volleyball | Derby | Away - Derby MS-DMS Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | JV Football | Seymour | Away - Seymour HS-turf field [Directions] | 3:15 p.m. | ||
| Wed., 9/27 | V Girls Volleyball | Oxford | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:45 p.m. | W 3-0 | |
| Wed., 9/27 | JV Girls Volleyball | Oxford | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 9/29 | V Girls Volleyball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | W 3-0 | |
| Fri., 9/29 | JV Girls Volleyball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 9/30 | V Football | Seymour | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 1:00 p.m. | W 36-14 | |
| Sat., 9/30 | V Boys Soccer | Bethel | Away - Bethel HS-MS Turf Soccer Field [Directions] | 2:00 p.m. | L 2-0 | |
| Sat., 9/30 | V Girls Soccer | Bethel | Away - Bethel HS-MS Turf Soccer Field [Directions] | 12:00 p.m. | L 6-1 | |
| Tue., 10/3 | V Boys Cross Country | Oxford, Torrington | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Oxford, Torrington | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Woodland | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 3-2 | |
| Tue., 10/3 | JV Girls Volleyball | Woodland | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 10/4 | V Boys Soccer | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 6:00 p.m. | W 7-2 | |
| Wed., 10/4 | V Girls Soccer | Derby | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 6-2 | |
| Thu., 10/5 | V Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Thu., 10/5 | JV Girls Volleyball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 10/6 | V Football | WCA | Away - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 7:00 p.m. | W 42-19 | |
| Fri., 10/6 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 6:30 p.m. | L 3-2 | |
| Fri., 10/6 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 10/6 | FR Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Boys Cross Country | Crosby, Derby, Kennedy | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Naugatuck | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | W 1-0 | |
| Tue., 10/10 | V Girls Cross Country | Crosby, Derby, Kennedy | Home - Holy Cross-Alumni Field [Directions] | 4:15 p.m. | ||
| Tue., 10/10 | V Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/10 | V Girls Volleyball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/10 | JV Girls Volleyball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 10/11 | JV Girls Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | Canceled | Cancelled | |
| Thu., 10/12 | V Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/12 | JV Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Fri., 10/13 | V Boys Soccer | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 6:00 p.m. | W 2-1 | |
| Fri., 10/13 | V Girls Soccer | Wolcott | Home - Wolcott HS-Soccer Field [Directions] | 3:30 p.m. | W 3-1 | |
| Fri., 10/13 | V Girls Volleyball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 3-0 | |
| Fri., 10/13 | JV Girls Volleyball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Sat., 10/14 | V Boys Soccer | Brookfield | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 12:30 p.m. | L 3-1 | |
| Sat., 10/14 | JV Boys Soccer | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 10/14 | JV Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | Postponed | ||
| Mon., 10/16 | V Boys Soccer | Woodland | Away - Woodland HS-Woodland Soccer Field [Directions] | 3:30 p.m. | W 1-0 | |
| Mon., 10/16 | V Girls Soccer | Woodland | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | L 3-0 | |
| Tue., 10/17 | JV Boys Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Tue., 10/17 | V Girls Volleyball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 3-1 | |
| Tue., 10/17 | JV Girls Volleyball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 4:45 p.m. | ||
| Wed., 10/18 | JV Football | Ansonia | Away - Nolan Field-Ansonia-Football Field [Directions] | 4:00 p.m. | ||
| Wed., 10/18 | V Boys Soccer | Seymour | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 3:30 p.m. | W 4-0 | |
| Wed., 10/18 | V Girls Soccer | Seymour | Away - Seymour HS-turf field [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 10/18 | V Girls Volleyball | Wilby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 10/18 | JV Girls Volleyball | Wilby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 10/19 | JV Girls Soccer | Seymour | Away - Seymour HS-turf field [Directions] | 3:30 p.m. | ||
| Thu., 10/19 | FR Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 3:30 p.m. | ||
| Fri., 10/20 | V Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 10/20 | V Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | W 3-0 | |
| Fri., 10/20 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 10/21 | V Boys Soccer | Torrington | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | W 3-0 | |
| Sat., 10/21 | V Girls Soccer | St. Paul Catholic | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 1:00 p.m. | W 2-0 | |
| Sun., 10/22 | V Football | Ansonia | Away - Nolan Field-Ansonia-Football Field [Directions] | 4:30 p.m. | L 6-50 | |
| Mon., 10/23 | V Boys Soccer | Watertown | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 2:45 p.m. | W 2-0 | |
| Mon., 10/23 | V Girls Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 0-1 | |
| Mon., 10/23 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | ||
| Mon., 10/23 | V Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | L 3-2 | |
| Mon., 10/23 | JV Girls Volleyball | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 3:30 p.m. | ||
| Tue., 10/24 | JV Boys Soccer | Seymour | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | ||
| Tue., 10/24 | JV Girls Soccer | Watertown | Away - Watertown High-John J. Mills Complex @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 10/25 | V Boys Soccer | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 6:30 p.m. | W 3-1 | |
| Wed., 10/25 | V Girls Soccer | Oxford | Home - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | W 5-0 | |
| Wed., 10/25 | V Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 10/25 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 10/27 | V Football | Wilby | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | W 47-0 | |
| Sat., 10/28 | V Boys Cross Country | CIAC Class SS Championship | Away | 10:45 a.m. | ||
| Sat., 10/28 | FM Football | Wilby | Away - Wilby HS-Football Field [Directions] | Postponed | ||
| Sat., 10/28 | V Boys Soccer | Wolcott | Home - CFC Park, Bethany [Directions] | 12:00 p.m. | ||
| Sat., 10/28 | V Girls Cross Country | CIAC Class SS Championship | Away - Wickham Park | 10:10 a.m. | ||
| Sat., 10/28 | V Girls Soccer | St. Paul Catholic | Home - CFC Park, Bethany [Directions] | 12:00 p.m. | ||
| Sat., 10/28 | V Girls Volleyball | WCA | Home - Holy Cross HS-Tim McDonald Gymnasium [Directions] | 12:00 p.m. | ||
| Mon., 10/30 | V Girls Soccer | Watertown | Home - Wolcott HS-Turf Field [Directions] | 7:30 p.m. | ||
| Mon., 10/30 | V Girls Volleyball | Woodland | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 11/2 | V Girls Volleyball | WCA (Scrim.) | Away - Waterbury Career Academy-Gymnasium [Directions] | 3:00 p.m. | ||
| Fri., 11/3 | V Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 28-27 | |
| Fri., 11/3 | V Girls Soccer | Oxford (Scrim.) | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Sat., 11/4 | FM Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 11/4 | V Boys Soccer | Pomperaug (Scrim.) | Away - Pomperaug HS-Stadium [Directions] | 12:00 p.m. | ||
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Mon., 11/6 | V Girls Soccer | Lyman Hall | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 2:30 p.m. | ||
| Mon., 11/6 | V Girls Volleyball | Terryville | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 11/8 | V Girls Soccer | Farmington | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 11/8 | V Girls Volleyball | Immaculate | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 11/9 | V Boys Soccer | Portland | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 2:00 p.m. | ||
| Fri., 11/10 | V Girls Volleyball | North Branford | Home - Holy Cross HS-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | ||
| Sat., 11/11 | V Football | Gilbert/Northwestern/Housy | Away - Gilbert School-Football Field [Directions] | 1:00 p.m. | L 7-14 | |
| Sat., 11/11 | V Boys Soccer | Bolton | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 11/13 | JV Football | Gilbert/Northwestern/Housy | Away - Walker Field [Directions] | 5:00 p.m. | ||
| Tue., 11/14 | V Girls Volleyball | Haddam-Killingworth | Away - New Britain HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 11/15 | V Boys Soccer | Old Saybrook | Away - Jonathan Law HS-Lawmen Stadium [Directions] | 6:00 p.m. | ||
| Sat., 11/18 | FM Football | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 5:00 p.m. | ||
| Thu., 11/23 | V Football | Wolcott | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 10:00 a.m. | W 34-8 | |
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Tue., 11/28 | V Football | SMSA Coop | Away - Weaver HS-Turf Field [Directions] | 6:30 p.m. | W 40-22 | |
| Sat., 12/2 | V Girls Basketball | Brookfield (Scrim.) | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/2 | V Girls Ice Hockey | Shelton Jamboree | Away - Shelton - Sports Center of CT | 4:00 p.m. | ||
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Sun., 12/3 | V Football | Rockville | Away - Rockville HS-Stadium Field [Directions] | 12:30 p.m. | L 13-14 | |
| Mon., 12/4 | V Girls Basketball | West Haven (Scrim.) | Away - West Haven HS-Gym [Directions] | 3:00 p.m. | ||
| Tue., 12/5 | V Boys Basketball | Southington (Scrim.) | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 12/6 | V Girls Basketball | St. Joseph (Scrim.) | Away - St. Joseph HS-Gym [Directions] | 3:00 p.m. | ||
| Thu., 12/7 | V Boys Basketball | Ridgefield (Scrim.) | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 12/7 | V Girls Basketball | Sacred Heart Academy (Scrim.) | Away - Sacred Heart Academy-Gym [Directions] | 4:45 p.m. | Cancelled | |
| Fri., 12/8 | V Girls Basketball | Fairfield Warde (Scrim.) | Away - Fairfield Warde HS-Large Gym [Directions] | 5:30 p.m. | ||
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Sat., 12/9 | V Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | L 2-9 | |
| Mon., 12/11 | V Girls Basketball | Mercy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 60-53 | |
| Mon., 12/11 | JV Girls Basketball | Mercy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/12 | V Boys Basketball | Staples (Scrim.) | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 12/12 | V Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:00 p.m. | W 65-44 | |
| Tue., 12/12 | JV Girls Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 12/13 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:30 p.m. | W 6-0 | |
| Thu., 12/14 | V Wrestling | Gilbert/Torrington | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Fri., 12/15 | V Boys Swimming and Diving | Wilby/Kaynor | Home - Kennedy HS (Waterbury) [Directions] | 6:30 p.m. | ||
| Fri., 12/15 | V Boys Swimming and Diving | Crosby/WCA | Home - Kennedy HS (Waterbury) [Directions] | 6:30 p.m. | ||
| Sat., 12/16 | V Wrestling | Darien Invitational | Away - Darien HS-DHS Main Gym | 9:00 a.m. | ||
| Sat., 12/16 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Hamden-Lou Astorino Ice Rink [Directions] | 6:15 p.m. | W 3-1 | |
| Mon., 12/18 | FR Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | ||
| Tue., 12/19 | V Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 7:00 p.m. | L 64-68 | |
| Tue., 12/19 | JV Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 5:30 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 75-18 | |
| Tue., 12/19 | JV Girls Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 12/20 | V Girls Ice Hockey | Daniel Hand Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 7:30 p.m. | L 0-2 | |
| Fri., 12/22 | V Boys Basketball | Watertown | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 92-67 | |
| Fri., 12/22 | JV Boys Basketball | Watertown | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/22 | FR Boys Basketball | Watertown | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 12/22 | V Wrestling | Manchester | Home - Derby HS-DHS Vitello Gym [Directions] | 2:15 p.m. | ||
| Fri., 12/22 | V Girls Basketball | Watertown | Away - Watertown HS [Directions] | 6:00 p.m. | W 63-36 | |
| Fri., 12/22 | JV Girls Basketball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | Canceled | Cancelled | |
| Sat., 12/23 | V Boys Basketball | Notre Dame-West Haven | Home - Crosby HS-CHS - Augelli Court [Directions] | 2:00 p.m. | L 67-92 | |
| Sat., 12/23 | FR Girls Basketball | Bridgeport Central | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 12/23 | V Girls Ice Hockey | Woodstock Academy Coop | Away - Pomfret School-Jahn Rink [Directions] | 12:00 p.m. | W 4-0 | |
| Wed., 12/27 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Hamden-Lou Astorino Ice Rink [Directions] | 12:00 p.m. | L 7-8 | |
| Fri., 12/29 | V Boys Basketball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 89-51 | |
| Fri., 12/29 | JV Boys Basketball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/29 | FR Boys Basketball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 12/29 | V Wrestling | Joe Beler Sr. Duals | Away - Jonathan Law HS-James L. Richetelli Memorial Gymnasium | 9:00 a.m. | ||
| Fri., 12/29 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 5:00 p.m. | W 63-34 | |
| Fri., 12/29 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 3:00 p.m. | ||
| Sat., 12/30 | FR Girls Basketball | Seymour | Away - Seymour MS-Gymnasium [Directions] | 9:00 a.m. | ||
| Wed., 1/3 | V Boys Basketball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 69-55 | |
| Wed., 1/3 | JV Boys Basketball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/3 | FR Boys Basketball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 1/3 | V Girls Basketball | Seymour | Away - Seymour MS-Gymnasium [Directions] | 7:00 p.m. | W 68-51 | |
| Wed., 1/3 | JV Girls Basketball | Seymour | Away - Seymour MS-Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/3 | V Girls Ice Hockey | Guilford Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 1/4 | V Wrestling | Terryville-Thomaston | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/5 | V Boys Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 7:00 p.m. | W 83-45 | |
| Fri., 1/5 | JV Boys Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/5 | FR Boys Basketball | Wolcott | Away - Wolcott HS-Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 1/5 | V Boys Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | 7:30 p.m. | ||
| Fri., 1/5 | V Girls Basketball | Wolcott | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 73-49 | |
| Fri., 1/5 | JV Girls Basketball | Wolcott | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/5 | FR Girls Basketball | Wolcott | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | ||
| Sat., 1/6 | V Wrestling | Warrior Invitational | Away - Canton HS-Gym | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Sat., 1/6 | FR Girls Basketball | Shelton | Away - Shelton HS-Murray Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 1/6 | V Girls Ice Hockey | Simsbury | Away - Simsbury - ISCC-NHL [Directions] | 3:10 p.m. | W 5-2 | |
| Mon., 1/8 | FR Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:30 p.m. | ||
| Mon., 1/8 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Sacred Heart University-Martire Arena [Directions] | 5:15 p.m. | W 6-1 | |
| Wed., 1/10 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 74-65 | |
| Wed., 1/10 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/10 | V Wrestling | Northwestern | Away - Northwestern Regional H.S.-Small Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/10 | V Girls Basketball | Windsor | Away - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 65-59 | |
| Wed., 1/10 | JV Girls Basketball | Windsor | Away - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/10 | FR Girls Basketball | Windsor | Away - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/10 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | 5:30 p.m. | W 2-1 | |
| Thu., 1/11 | V Girls Basketball | Wilby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 54-32 | |
| Thu., 1/11 | JV Girls Basketball | Wilby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/12 | V Boys Basketball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 70-63 | |
| Fri., 1/12 | JV Boys Basketball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/12 | FR Boys Basketball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 1/12 | V Boys Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 5:00 p.m. | ||
| Fri., 1/12 | V Wrestling | Shelton, Masuk | Away - Shelton HS-Auxillary Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/12 | V Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | W 43-42 | |
| Fri., 1/12 | JV Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/12 | FR Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | Postponed | ||
| Sat., 1/13 | FR Girls Basketball | Sacred Heart Academy | Away - Sacred Heart Academy-Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/13 | V Girls Ice Hockey | East Catholic Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 2:00 p.m. | L 1-5 | |
| Wed., 1/17 | V Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 7:00 p.m. | W 68-54 | |
| Wed., 1/17 | JV Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/17 | V Girls Basketball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 73-27 | |
| Wed., 1/17 | JV Girls Basketball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/17 | V Girls Ice Hockey | Masuk Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 5:00 p.m. | W 6-1 | |
| Thu., 1/18 | FR Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 1/18 | V Wrestling | St. Paul Catholic | Home - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/19 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:30 p.m. | W 60-57 | |
| Fri., 1/19 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 4:45 p.m. | ||
| Fri., 1/19 | FR Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 3:15 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Woodland | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 75-45 | |
| Fri., 1/19 | JV Girls Basketball | Woodland | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Sat., 1/20 | FR Girls Basketball | Woodland | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 1/20 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Hamden-Lou Astorino Ice Rink [Directions] | 6:00 p.m. | L 2-3 (OT) | |
| Tue., 1/23 | V Boys Basketball | Derby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 103-33 | |
| Tue., 1/23 | JV Boys Basketball | Derby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/23 | V Girls Basketball | Derby | Away - Derby HS-DHS Vitello Gym [Directions] | 5:30 p.m. | W 72-19 | |
| Wed., 1/24 | V Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 6:00 p.m. | W 88-57 | |
| Wed., 1/24 | JV Boys Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:15 p.m. | ||
| Wed., 1/24 | V Wrestling | North Haven | Away - North Haven HS-Fred Kelly Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 1/24 | V Girls Basketball | Ansonia | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 64-40 | |
| Wed., 1/24 | JV Girls Basketball | Ansonia | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/24 | V Girls Ice Hockey | West Haven/SHA | Home - Hamden-Lou Astorino Ice Rink [Directions] | 5:00 p.m. | L 1-2 (OT) | |
| Fri., 1/26 | V Boys Basketball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 61-54 | |
| Fri., 1/26 | JV Boys Basketball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/26 | FR Boys Basketball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 1/26 | V Boys Indoor Track | NVL INDOOR TRACK AND FIELD CHAMPIONSHIP | Away - New Haven Athletic Center/Hillhouse HS | 5:00 p.m. | ||
| Fri., 1/26 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/26 | V Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 74-36 | |
| Fri., 1/26 | JV Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 1/26 | V Girls Indoor Track | NVL INDOOR TRACK AND FIELD CHAMPIONSHIP | Away - New Haven Athletic Center/Hillhouse HS | 5:00 p.m. | ||
| Sat., 1/27 | V Wrestling | Brookfield Invitational | Away - Brookfield HS-BHS Small & Big Gym | 9:30 a.m. | ||
| Sat., 1/27 | FR Girls Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 1/27 | V Girls Ice Hockey | Southington Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 5:30 p.m. | L 2-3 (OT) | |
| Mon., 1/29 | V Boys Swimming and Diving | Kennedy | Away - John F. Kennedy HS-JFK Pool [Directions] | 3:30 p.m. | ||
| Tue., 1/30 | V Boys Basketball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 74-58 | |
| Tue., 1/30 | JV Boys Basketball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 1/30 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 7:00 p.m. | W 64-36 | |
| Tue., 1/30 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | Postponed | ||
| Wed., 1/31 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 8:30 p.m. | T 3-3 | |
| Thu., 2/1 | V Boys Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 6:45 p.m. | L 64-78 | |
| Thu., 2/1 | JV Boys Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/1 | FR Boys Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 2/1 | FR Girls Basketball | Sacred Heart Academy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 2/2 | V Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 7:00 p.m. | W 115-58 | |
| Fri., 2/2 | JV Boys Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 3:15 p.m. | ||
| Fri., 2/2 | FR Boys Basketball | Ansonia | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 2:30 p.m. | ||
| Fri., 2/2 | V Boys Swimming and Diving | Seymour | Away - Seymour HS-pool [Directions] | 5:00 p.m. | ||
| Fri., 2/2 | V Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 5:15 p.m. | L 62-65 | |
| Fri., 2/2 | JV Girls Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/3 | V Wrestling | Stafford Wrestling Invitational | Away - Stafford HS-Gym | 9:15 a.m. | ||
| Sat., 2/3 | FR Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | Canceled | Cancelled | |
| Mon., 2/5 | FR Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:30 p.m. | ||
| Mon., 2/5 | V Girls Basketball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 78-39 | |
| Mon., 2/5 | JV Girls Basketball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/6 | V Boys Basketball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | L 77-84 | |
| Tue., 2/6 | JV Boys Basketball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/6 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 6:30 p.m. | ||
| Tue., 2/6 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Patsy DiLungo Rink [Directions] | 6:45 p.m. | W 3-0 | |
| Wed., 2/7 | V Wrestling | Nonnewaug | Away - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/7 | FR Girls Basketball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Thu., 2/8 | V Boys Swimming and Diving | Woodland | Away - Woodland HS-pool [Directions] | 5:00 p.m. | ||
| Thu., 2/8 | FR Girls Basketball | Cheshire | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | W 71-48 | |
| Fri., 2/9 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 2/9 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 2/9 | V Boys Indoor Track | CIAC S Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 2/9 | V Boys Swimming and Diving | Woodland | Home - Kennedy HS (Waterbury) [Directions] | 4:00 p.m. | ||
| Fri., 2/9 | V Girls Basketball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 53-42 | |
| Fri., 2/9 | JV Girls Basketball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | V Girls Indoor Track | CIAC S Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Sat., 2/10 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/10 | FR Girls Basketball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/10 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS -Rev. Brian Monnerat Gymnasium [Directions] | Postponed | ||
| Sat., 2/10 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 3:00 p.m. | W 2-1 | |
| Wed., 2/14 | FR Boys Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/14 | V Girls Basketball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 61-41 | |
| Wed., 2/14 | JV Girls Basketball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/15 | FR Boys Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | ||
| Thu., 2/15 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | L 1-3 | |
| Fri., 2/16 | V Boys Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | W 66-51 | |
| Fri., 2/16 | JV Boys Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 2/16 | V Wrestling | CIAC M Divisional Championship | Away - Guilford | TBA | ||
| Sat., 2/17 | V Boys Indoor Track | CIAC State Open Divisional Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/17 | V Girls Basketball | Woodland | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:15 p.m. | ||
| Sat., 2/17 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Hamden-Lou Astorino Ice Rink [Directions] | 4:30 p.m. | W 1-0 | |
| Sat., 2/17 | V Girls Indoor Track | CIAC State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/19 | V Girls Basketball | Seymour | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:30 p.m. | ||
| Mon., 2/19 | V Girls Ice Hockey | Guilford Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 12:00 p.m. | W 5-0 | |
| Tue., 2/20 | V Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | W 70-53 | |
| Tue., 2/20 | JV Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/20 | FR Boys Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 2/21 | V Girls Basketball | St. Paul Catholic | Home - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 2/21 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 3:30 p.m. | W 4-1 | |
| Fri., 2/23 | V Wrestling | CIAC State Open & Girls Championship | Away - Floyd Little Athletic Center | TBA | ||
| Fri., 2/23 | V Girls Ice Hockey | West Haven/SHA | Home - West Haven HS-Bennett Rink [Directions] | 7:00 p.m. | W 3-1 | |
| Sat., 2/24 | V Boys Basketball | Naugatuck | Away - Wilby HS [Directions] | 12:45 p.m. | ||
| Mon., 2/26 | V Boys Basketball | Crosby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 2/26 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Blue [Directions] | 3:45 p.m. | W 7-5 | |
| Tue., 2/27 | V Boys Swimming and Diving | TBA, Crosby/WCA, Kennedy, TBA, Oxford, Seymour, Torrington, Watertown, Wilby/Kaynor | Away - Watertown HS-Frank M. Reinhold Pool | 6:00 p.m. | ||
| Wed., 2/28 | V Boys Basketball | WCA | Home - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | ||
| Thu., 2/29 | V Girls Ice Hockey | Darien | Away - Darien Ice House-Ice Rink [Directions] | 5:30 p.m. | L 0-1 | |
| Fri., 3/1 | V Boys Swimming and Diving | Woodland, Crosby/WCA, Kennedy, Naugatuck, Oxford, Seymour, Torrington, Watertown, Wilby/Kaynor | Away - John F. Kennedy HS-JFK Pool | 4:00 p.m. | ||
| Fri., 3/1 | V Girls Basketball | Wilton | Home - Holy Cross-gym [Directions] | 6:30 p.m. | W 59-46 | |
| Tue., 3/5 | V Girls Basketball | Bristol Eastern | Home - Holy Cross-gym [Directions] | 7:00 p.m. | W 69-33 | |
| Wed., 3/6 | V Boys Basketball | West Haven | Home - Holy Cross-gym [Directions] | 6:30 p.m. | L 54-65 | |
| Wed., 3/6 | V Boys Swimming and Diving | CIAC Class S Diving Championship | Away - Sheehan | 5:30 p.m. | ||
| Fri., 3/8 | V Boys Swimming and Diving | CIAC Class S Qualifying Meet | Away - Cornerstone Pool | 5:15 p.m. | ||
| Sat., 3/9 | V Girls Basketball | Farmington | Home - New Britain HS-Gym [Directions] | 5:00 p.m. | W 69-63 | |
| Mon., 3/11 | V Boys Swimming and Diving | CIAC Class S Finals | Away - Cornerstone Pool | 6:00 p.m. | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/16 | V Boys Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Sat., 3/16 | V Girls Basketball | Simsbury | Home - Mohegan Sun Arena-Arena [Directions] | 6:15 p.m. | L 40-55 | |
| Wed., 3/20 | V Softball | Plainville (Scrim.) | Away - Plainville HS-Plainville HS- Varsity Softball Field (Turf) [Directions] | 3:45 p.m. | ||
| Fri., 3/22 | V Softball | Nonnewaug (Scrim.) | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 3:30 p.m. | ||
| Sat., 3/23 | V Boys Lacrosse | Haddam-Killingworth (Scrim.) | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 9:00 a.m. | ||
| Sat., 3/23 | V Softball | Bristol Central (Scrim.) | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 11:30 a.m. | ||
| Mon., 3/25 | V Baseball | Bethel (Scrim.) | Away - Bethel HS-MS Turf baseball field [Directions] | 4:00 p.m. | ||
| Mon., 3/25 | V Boys Lacrosse | Lyman Hall (Scrim.) | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 3/25 | V Softball | Brookfield (Scrim.) | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 3:45 p.m. | ||
| Tue., 3/26 | V Softball | Pomperaug (Scrim.) | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Baseball | Amity (Scrim.) | Away - Amity Regional HS-John Janenda Field [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Boys Lacrosse | Amity (Scrim.) | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:30 p.m. | ||
| Wed., 3/27 | V Softball | Pomperaug (Scrim.) | Away - Pomperaug HS-Softball Field [Directions] | 3:45 p.m. | ||
| Sat., 3/30 | V Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 3/30 | FR Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 1:30 p.m. | ||
| Sat., 3/30 | V Boys Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 11:00 a.m. | W 3-2 [Detailed Results] | |
| Sat., 3/30 | V Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | 12:00 p.m. | L 0-26 | |
| Sat., 3/30 | V Girls Tennis | Woodland | Home - Holy Cross-Tennis Courts [Directions] | 11:00 a.m. | L 3-4 | |
| Mon., 4/1 | V Baseball | Torrington | Away - Fuessenich Park-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Mon., 4/1 | V Boys Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | L 20-5 | |
| Mon., 4/1 | JV Boys Lacrosse | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 5:00 p.m. | ||
| Mon., 4/1 | V Softball | Torrington | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 15-1 | |
| Mon., 4/1 | V Girls Tennis | Torrington | Home - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | W 5-2 | |
| Tue., 4/2 | JV Baseball | Torrington | Away - Oak Ave Sports Complex [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Tue., 4/2 | V Boys Outdoor Track | Nonnewaug | Away - Nonnewaug HS-Paul Burns Memorial Track [Directions] | Canceled | Cancelled | |
| Tue., 4/2 | V Girls Outdoor Track | Nonnewaug | Away - Nonnewaug HS-Paul Burns Memorial Track [Directions] | Canceled | Cancelled | |
| Thu., 4/4 | V Boys Lacrosse | St. Paul Catholic | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | L 17-15 | |
| Thu., 4/4 | JV Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | Postponed | ||
| Fri., 4/5 | V Boys Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Fri., 4/5 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | 4:30 p.m. | W 3-0 | |
| Fri., 4/5 | V Girls Tennis | Watertown | Home - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | L 1-6 | |
| Sat., 4/6 | V Boys Lacrosse | Hamden | Away - Hamden HS-HHS Turf #1 [Directions] | 10:30 a.m. | W 15-9 | |
| Sat., 4/6 | JV Boys Lacrosse | Hamden | Away - Hamden HS-HHS Turf #1 [Directions] | 12:15 p.m. | ||
| Sat., 4/6 | JV Softball | WCA | Home - Holy Cross [Directions] | Postponed | ||
| Mon., 4/8 | V Baseball | Crosby | Home - Holy Cross-Alumni Field [Directions] | 4:30 p.m. | ||
| Mon., 4/8 | V Boys Tennis | Crosby | Home - Holy Cross-Tennis Courts [Directions] | 4:30 p.m. | W 5-0 | |
| Mon., 4/8 | V Softball | Crosby | Away - Crosby HS-CHS Softball Field #1 [Directions] | 4:30 p.m. | W 15-1 | |
| Mon., 4/8 | V Girls Tennis | Crosby | Away - Crosby HS-CHS Tennis. Courts [Directions] | 4:30 p.m. | W 7-0 | |
| Tue., 4/9 | V Baseball | WCA | Away - Bucks Hill (MONTOE) Park-Baseball Field [Directions] | 3:00 p.m. | ||
| Tue., 4/9 | JV Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | V Boys Golf | Waterbury Coop, Seymour | Away - John F. Kennedy HS-Western Hills Golf Course [Directions] | 2:30 p.m. | ||
| Tue., 4/9 | V Boys Lacrosse | Capital Prep | Away - Quirk MS-Soccer Field [Directions] | 4:00 p.m. | W 13-0 | |
| Tue., 4/9 | V Boys Outdoor Track | Kennedy | Home - Holy Cross-Holy Cross Track [Directions] | 3:30 p.m. | ||
| Tue., 4/9 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 2:45 p.m. | W 5-0 | |
| Tue., 4/9 | V Boys Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 4/9 | V Girls Outdoor Track | Kennedy | Home - Holy Cross-Holy Cross Track [Directions] | 3:30 p.m. | ||
| Wed., 4/10 | V Boys Golf | Wolcott | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | ||
| Wed., 4/10 | V Softball | WCA | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 3:30 p.m. | W 15-0 | |
| Thu., 4/11 | V Baseball | Brookfield | Away - Brookfield HS-BHS Baseball Field [Directions] | 3:00 p.m. | ||
| Thu., 4/11 | JV Baseball | Woodland | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | ||
| Thu., 4/11 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:45 p.m. | ||
| Thu., 4/11 | V Boys Lacrosse | Wilbur Cross | Away - Wilbur Cross HS-Wilbur Cross Athletic Complex [Directions] | 6:00 p.m. | W 19-3 | |
| Thu., 4/11 | V Softball | Torrington | Home - Holy Cross HS-Softball Diamond [Directions] | Canceled | Cancelled | |
| Sat., 4/13 | V Baseball | Derby | Away - Payden Park [Directions] | 11:00 a.m. | ||
| Sat., 4/13 | JV Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | Postponed | ||
| Mon., 4/15 | V Baseball | Seymour | Away - French Park-Baseball Field [Directions] | 12:00 p.m. | ||
| Mon., 4/15 | JV Baseball | Seymour | Away - French Park-Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/15 | V Boys Lacrosse | Wolcott | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | W 20-0 | |
| Mon., 4/15 | V Softball | Seymour | Home - Holy Cross-Alumni Field [Directions] | Canceled | Cancelled | |
| Mon., 4/15 | V Softball | Seymour | Away - Seymour HS-Softball Diamond [Directions] | 3:45 p.m. | L 1-4 | |
| Mon., 4/15 | V Girls Tennis | Seymour | Home - Holy Cross-Tennis Courts [Directions] | 12:00 p.m. | L 2-5 | |
| Wed., 4/17 | V Baseball | Oxford | Home - Holy Cross-Alumni Field [Directions] | 12:00 p.m. | ||
| Wed., 4/17 | V Softball | Oxford | Away - Oxford HS-Softball Field [Directions] | 11:00 a.m. | W 3-1 | |
| Thu., 4/18 | V Boys Lacrosse | Litchfield Coop | Away - Nonnewaug HS-football field [Directions] | 1:00 p.m. | W 18-6 | |
| Fri., 4/19 | V Softball | Kennedy | Away - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 11:00 a.m. | W 15-1 | |
| Sat., 4/20 | V Boys Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 11:00 a.m. | L 4-16 | |
| Sat., 4/20 | JV Boys Lacrosse | Bethel | Away - Bethel HS-MS turf lacrosse field [Directions] | 1:00 p.m. | ||
| Mon., 4/22 | V Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | FR Baseball | Naugatuck | Away - Rotary Field-Baseball [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Boys Golf | Torrington | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | ||
| Mon., 4/22 | V Boys Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | L 2-3 | |
| Mon., 4/22 | V Softball | Naugatuck | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 0-4 | |
| Mon., 4/22 | V Girls Tennis | Naugatuck | Home - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | W 4-3 | |
| Tue., 4/23 | V Baseball | Watertown | Away - Deland Field-Deland field [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | JV Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Boys Golf | Oxford, Waterbury Coop | Away - Oxford HS-Oxford Greens [Directions] | 2:45 p.m. | ||
| Tue., 4/23 | V Boys Lacrosse | Watertown | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | L 6-12 | |
| Tue., 4/23 | V Boys Outdoor Track | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 3:30 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Seymour | Away - Seymour HS-Seymour High School Turf Field [Directions] | 3:30 p.m. | ||
| Tue., 4/23 | V Girls Tennis | St. Paul Catholic | Away - Page Park -Tennis Courts [Directions] | 3:15 p.m. | ||
| Wed., 4/24 | V Boys Golf | Naugatuck | Away - Hop Brook Golf Course [Directions] | 2:30 p.m. | ||
| Wed., 4/24 | V Boys Tennis | Torrington | Home - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | ||
| Wed., 4/24 | V Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | JV Softball | Woodland | Away - Woodland HS-Softball Diamond [Directions] | 5:45 p.m. | ||
| Thu., 4/25 | V Boys Golf | Watertown | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 2:00 p.m. | ||
| Thu., 4/25 | JV Softball | Brookfield | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | ||
| Fri., 4/26 | V Baseball | Ansonia | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | ||
| Fri., 4/26 | V Boys Lacrosse | Capital Prep | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 3:30 p.m. | W 18-1 | |
| Fri., 4/26 | V Boys Outdoor Track | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 2:30 p.m. | ||
| Fri., 4/26 | V Boys Tennis | Crosby | Away - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | ||
| Fri., 4/26 | V Girls Outdoor Track | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 2:30 p.m. | ||
| Fri., 4/26 | V Softball | Ansonia | Away - Ansonia HS-Softball Diamond [Directions] | 3:30 p.m. | ||
| Fri., 4/26 | V Girls Tennis | Ansonia | Home - Holy Cross [Directions] | 3:30 p.m. | ||
| Sat., 4/27 | FR Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | 9:00 a.m. | ||
| Mon., 4/29 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/29 | FR Baseball | St. Paul Catholic | Away - Page Park -Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/29 | V Boys Golf | St. Paul Catholic | Away - Chippanee Country Club [Directions] | 2:30 p.m. | ||
| Mon., 4/29 | V Boys Tennis | Watertown | Home - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | ||
| Mon., 4/29 | V Softball | Seymour | Away - Seymour HS-Softball Diamond [Directions] | 6:30 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Tue., 4/30 | V Baseball | St. Paul Catholic | Home - Holy Cross-Alumni Field [Directions] | 4:45 p.m. | ||
| Tue., 4/30 | JV Baseball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Boys Golf | St. Paul Catholic | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 3:30 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 3:30 p.m. | ||
| Tue., 4/30 | JV Softball | Seymour | Away - Seymour HS-Softball Diamond [Directions] | 4:15 p.m. | ||
| Wed., 5/1 | V Baseball | Wilby | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | ||
| Wed., 5/1 | V Boys Lacrosse | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 4:00 p.m. | W 19-4 | |
| Wed., 5/1 | V Softball | Derby | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | ||
| Thu., 5/2 | JV Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 5/2 | V Boys Golf | Woodland | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | ||
| Thu., 5/2 | JV Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Girls Tennis | Wilby | Away - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 2:30 p.m. | ||
| Thu., 5/2 | V Girls Tennis | St. Paul Catholic | Home - Wilby HS-Dave Krill Tennis Courts at WHS [Directions] | 5:00 p.m. | ||
| Fri., 5/3 | V Baseball | Wolcott | Home - Holy Cross-Alumni Field [Directions] | 4:00 p.m. | ||
| Fri., 5/3 | V Boys Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 5/3 | V Softball | Wolcott | Away - Wolcott HS-Softball Field [Directions] | 5:15 p.m. | ||
| Fri., 5/3 | V Girls Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 2:15 p.m. | ||
| Sat., 5/4 | JV Baseball | Wolcott | Away - Wolcott HS-Baseball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 5/4 | V Boys Outdoor Track | Marty Roberts invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 9:30 a.m. | ||
| Sat., 5/4 | V Girls Outdoor Track | Marty Roberts Invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 9:30 a.m. | ||
| Sat., 5/4 | V Softball | Immaculate | Away - Danbury Hatters Park-PAL [Directions] | 7:00 p.m. | ||
| Mon., 5/6 | V Baseball | Kennedy | Home - Waterville Park-Baseball Diamond [Directions] | 3:30 p.m. | ||
| Mon., 5/6 | V Boys Lacrosse | Litchfield Coop | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | W 15-2 | |
| Mon., 5/6 | V Softball | Wilby | Away - Bucks Hill Park #1-Bucks Hill Park [Directions] | 3:45 p.m. | ||
| Mon., 5/6 | V Girls Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Baseball | Cheshire | Away - Cheshire HS-Cheshire High Main Game field [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Boys Lacrosse | East Catholic | Home - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | L 9-19 | |
| Tue., 5/7 | V Boys Outdoor Track | Woodland | Home - Holy Cross-Holy Cross Track [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Tue., 5/7 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 4:30 p.m. | ||
| Tue., 5/7 | V Girls Outdoor Track | Woodland | Home - Holy Cross-Holy Cross Track [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Softball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/8 | V Boys Tennis | Naugatuck | Home - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Thu., 5/9 | V Baseball | Naugatuck | Home - Holy Cross HS-Baseball Diamond [Directions] | 3:30 p.m. | ||
| Thu., 5/9 | FR Baseball | Wolcott | Away - Wolcott HS-Baseball Diamond [Directions] | 3:00 p.m. | ||
| Thu., 5/9 | V Boys Golf | Seymour | Away - Seymour HS-Oxford Greens [Directions] | 2:00 p.m. | ||
| Thu., 5/9 | V Softball | Torrington | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 3:30 p.m. | ||
| Fri., 5/10 | V Baseball | Wolcott | Away - Wolcott HS Baseball Field [Directions] | 4:15 p.m. | ||
| Fri., 5/10 | V Boys Lacrosse | St. Paul Catholic | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | L 10-13 | |
| Fri., 5/10 | V Boys Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | ||
| Fri., 5/10 | V Softball | Wolcott | Away - Wolcott HS-Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | V Girls Tennis | Wolcott | Home - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | ||
| Sat., 5/11 | V Boys Outdoor Track | Torrington Varsity Alumni Club Invitational | Away - Torrington HS | 10:00 a.m. | ||
| Sat., 5/11 | V Boys Tennis | Torrington | Home - Holy Cross-Tennis Courts [Directions] | 1:00 p.m. | ||
| Sat., 5/11 | V Girls Outdoor Track | Torrington Varsity Alumni Club Invitational | Away - Torrington HS | 10:00 a.m. | ||
| Mon., 5/13 | V Baseball | Woodland | Home - Municipal Stadium Complex (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | FR Baseball | Woodland | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | ||
| Mon., 5/13 | V Boys Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 9-12 | |
| Mon., 5/13 | V Boys Outdoor Track | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | V Boys Tennis | Woodland | Home - Holy Cross-Tennis Courts [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | V Girls Outdoor Track | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | V Girls Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | V Boys Golf | Naugatuck | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | ||
| Tue., 5/14 | V Softball | Oxford | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | ||
| Tue., 5/14 | V Girls Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 5/15 | V Boys Golf | Watertown | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | ||
| Thu., 5/16 | JV Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | Postponed | ||
| Sat., 5/18 | V Baseball | Torrington | Home - Municipal Stadium Complex (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 2:00 p.m. | ||
| Sat., 5/18 | V Boys Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | ||
| Sat., 5/18 | V Boys Outdoor Track | NVL Championships | Away - Torrington HS-Track | 9:00 a.m. | ||
| Sat., 5/18 | V Girls Outdoor Track | NVL Championships | Away - Torrington HS-Track | 9:00 a.m. | ||
| Sat., 5/18 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 11:00 a.m. | ||
| Mon., 5/20 | V Baseball | Wolcott | Home - Municipal Stadium Complex (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 5:00 p.m. | ||
| Mon., 5/20 | V Boys Golf | Wolcott | Away - Farmingbury Golf Course [Directions] | 2:00 p.m. | ||
| Tue., 5/21 | V Boys Golf | Oxford | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | ||
| Wed., 5/22 | V Baseball | Oxford | Home - Municipal Stadium Complex (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 7:00 p.m. | ||
| Wed., 5/22 | V Softball | Seymour (Scrim.) | Away - Seymour HS-Softball Diamond [Directions] | 3:30 p.m. | ||
| Fri., 5/24 | V Boys Tennis | Northwest Catholic | Home - Wilby HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Fri., 5/24 | V Softball | Nonnewaug (Scrim.) | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 3:30 p.m. | ||
| Fri., 5/24 | V Girls Tennis | Old Saybrook | Away - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 3:00 p.m. | ||
| Sat., 5/25 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 10:00 a.m. | ||
| Tue., 5/28 | V Baseball | Putnam | Home - Municipal Stadium-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 4:00 p.m. | ||
| Tue., 5/28 | V Softball | St. Bernard | Home - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 6:30 p.m. | ||
| Wed., 5/29 | V Baseball | Oxford | Home - Holy Cross HS-Baseball Diamond [Directions] | 3:30 p.m. | ||
| Wed., 5/29 | V Boys Lacrosse | Sheehan | Away - Sheehan HS-Sheehan HS Riccitelli Field (Turf) [Directions] | 4:30 p.m. | ||
| Wed., 5/29 | V Softball | Ellis Tech | Away - Ellis R V Tech School-Softball Diamond [Directions] | 2:45 p.m. | ||
| Thu., 5/30 | V Boys Golf | NVL Championship | Away - Watertown Golf Club | 7:30 a.m. | ||
| Fri., 5/31 | V Softball | Thomaston | Home - Holy Cross HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Mon., 6/3 | V Softball | St. Paul Catholic | Home - Dunn Sports Complex [Directions] | 4:00 p.m. | ||
| Sat., 6/8 | V Softball | Coventry | Away - UCONN Burrill Family Field [Directions] | 4:00 p.m. | ||