| Holy Cross 2020-21 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 341 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Sat., 9/26 | V Girls Soccer | Brookfield (Scrim.) | Away - Brookfield HS-BHS Stadium Field [Directions] | 10:00 a.m. | ||
| Mon., 9/28 | V Boys Soccer | Seymour (Scrim.) | Away - Seymour HS-Seymour High School Turf Field [Directions] | 3:45 p.m. | ||
| Fri., 10/2 | V Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 10/2 | JV Girls Volleyball | Watertown | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 4:15 p.m. | ||
| Sat., 10/3 | V Boys Soccer | St. Paul Catholic | Home - Holy Cross-Alumni Field [Directions] | 3:00 p.m. | W 8-0 | |
| Sat., 10/3 | V Girls Soccer | Watertown | Away - Watertown HS-John J. Mills Complex @ Watertown High School [Directions] | 6:30 p.m. | W 6-1 | |
| Mon., 10/5 | V Girls Volleyball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/5 | JV Girls Volleyball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:45 p.m. | ||
| Tue., 10/6 | V Boys Cross Country | Watertown | Home - Holy Cross [Directions] | 3:45 p.m. | Holy Cross 19 Watertown 36 | |
| Tue., 10/6 | V Boys Soccer | Naugatuck | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | W 2-0 | |
| Tue., 10/6 | V Girls Cross Country | Watertown | Home - Holy Cross [Directions] | 3:45 p.m. | Holy Cross 25 Watertown 30 | |
| Tue., 10/6 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:30 p.m. | W 2-0 | |
| Tue., 10/6 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 6:15 p.m. | W 3-2 | |
| Tue., 10/6 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 10/8 | V Boys Soccer | Wolcott | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | W 8-1 | |
| Thu., 10/8 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/8 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 10/9 | V Boys Cross Country | Woodland | Away - Woodland HS-Track [Directions] | 3:45 p.m. | Woodland 23 Holy Cross 36 | |
| Fri., 10/9 | V Girls Cross Country | Woodland | Away - Woodland HS-Track [Directions] | 3:45 p.m. | Woodland 15 Holy Cross 50 | |
| Fri., 10/9 | V Girls Soccer | Torrington | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | W 5-0 | |
| Sat., 10/10 | JV Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 12:00 p.m. | ||
| Sat., 10/10 | JV Boys Soccer | Torrington | Home - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 1:40 p.m. | ||
| Sat., 10/10 | JV Girls Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 2:45 p.m. | ||
| Sat., 10/10 | JV Girls Soccer | Torrington | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 3:35 p.m. | ||
| Mon., 10/12 | V Girls Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | Postponed | ||
| Tue., 10/13 | V Boys Soccer | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | W 3-1 | |
| Tue., 10/13 | JV Girls Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 3:30 p.m. | ||
| Tue., 10/13 | V Girls Volleyball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/13 | JV Girls Volleyball | Wolcott | Away - Wolcott HS-John H. Morris Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 10/14 | V Boys Cross Country | Torrington | Away - Torrington HS-THS Cross Country Course [Directions] | 3:45 p.m. | Holy Cross 18 Torrington 44 | |
| Wed., 10/14 | V Girls Cross Country | Torrington | Away - Torrington HS-THS Cross Country Course [Directions] | 3:45 p.m. | Holy Cross 15 Torrington 50 | |
| Wed., 10/14 | V Girls Soccer | Watertown | Home - Municipal Stadium (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 7:00 p.m. | W 3-1 | |
| Thu., 10/15 | V Boys Soccer | Torrington | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | W 6-0 | |
| Thu., 10/15 | V Girls Volleyball | Watertown | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 3-2 | |
| Thu., 10/15 | JV Girls Volleyball | Watertown | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 10/16 | V Girls Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | Postponed | ||
| Sat., 10/17 | V Football | Watertown (Scrim.) | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 5:45 p.m. | ||
| Mon., 10/19 | V Girls Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 6:00 p.m. | W 6-0 | |
| Tue., 10/20 | V Boys Cross Country | St. Paul Catholic | Home - Holy Cross [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | V Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:30 p.m. | W 7-0 | |
| Tue., 10/20 | V Girls Cross Country | St. Paul Catholic | Home - Holy Cross [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 3:30 p.m. | ||
| Tue., 10/20 | V Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 5:30 p.m. | L 2-3 | |
| Tue., 10/20 | JV Girls Volleyball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 10/21 | JV Boys Soccer | St. Paul Catholic | Home - Lower Murray Park [Directions] | Canceled | Cancelled | |
| Wed., 10/21 | V Girls Soccer | St. Paul Catholic | Home - Holy Cross-Alumni Field [Directions] | 4:00 p.m. | W 2-1 | |
| Thu., 10/22 | V Boys Soccer | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/22 | JV Girls Soccer | St. Paul Catholic | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Thu., 10/22 | V Girls Volleyball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 2-3 | |
| Thu., 10/22 | JV Girls Volleyball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:45 p.m. | ||
| Fri., 10/23 | V Boys Cross Country | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Football | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:00 p.m. | ||
| Fri., 10/23 | JV Boys Soccer | Naugatuck | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Girls Cross Country | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Girls Soccer | Sacred Heart | Home - Holy Cross-Alumni Field [Directions] | Postponed | ||
| Sat., 10/24 | V Boys Soccer | Torrington | Away - Torrington HS-Robert Frost Sports Complex [Directions] | 12:00 p.m. | W 5-3 | |
| Tue., 10/27 | V Boys Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 6:00 p.m. | W 7-0 | |
| Tue., 10/27 | V Girls Volleyball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Tue., 10/27 | JV Girls Volleyball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:45 p.m. | ||
| Wed., 10/28 | JV Boys Soccer | Wolcott | Away - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | Postponed | ||
| Wed., 10/28 | V Girls Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | Postponed | ||
| Thu., 10/29 | V Boys Soccer | Naugatuck | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | Postponed | ||
| Thu., 10/29 | V Girls Volleyball | Wolcott | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 10/29 | JV Girls Volleyball | Wolcott | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Postponed | ||
| Fri., 10/30 | V Football | Derby | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 6:30 p.m. | ||||||
| Mon., 11/2 | V Girls Soccer | Sacred Heart | Away - Bucks Hill (MONTOE) Park-Soccer Pitch | Postponed | ||
| Tue., 11/3 | V Boys Soccer | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 4:00 p.m. | W 8-0 | |
| Tue., 11/3 | V Girls Soccer | Watertown | Away - Watertown HS-John J. Mills Complex @ Watertown High School [Directions] | 6:00 p.m. | T 0-0 | |
| Wed., 11/4 | V Boys Cross Country | Wolcott | Away - Bucks Hill (MONTOE) Park-XC Course [Directions] | 3:45 p.m. | ||
| Wed., 11/4 | JV Boys Soccer | Wolcott | Away - Wolcott HS-Wolcott High School, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 11/4 | V Girls Cross Country | Wolcott | Away - Bucks Hill (MONTOE) Park-XC Course [Directions] | 3:45 p.m. | ||
| Wed., 11/4 | V Girls Soccer | Wolcott | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | W 2-0 | |
| Thu., 11/5 | V Boys Soccer | Watertown | Home - Municipal Stadium-Ray Snyder, Sr. Turf Field [Directions] | 6:30 p.m. | W 4-0 | |
| Thu., 11/5 | V Girls Volleyball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 11/5 | JV Girls Volleyball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 11/6 | V Football | Naugatuck | Away - Naugatuck HS-Veterans Field [Directions] | Postponed | ||
| Fri., 11/6 | V Girls Volleyball | Wolcott | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Fri., 11/6 | JV Girls Volleyball | Wolcott | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Mon., 11/9 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 5:00 p.m. | ||
| Sat., 11/14 | V Football | Naugatuck | Home - Municipal Stadium (Waterbury, CT)-Municipal Stadium [Directions] | 6:00 p.m. | ||
| Wed., 2/3 | V Girls Basketball | Notre Dame-Fairfield (Scrim.) | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 5:30 p.m. | ||
| Wed., 2/3 | V Girls Basketball | Notre Dame-Fairfield (Scrim.) | Away - Notre Dame - Fairfield -Sister Marion Reilly Auditorium [Directions] | 5:30 p.m. | ||
| Sat., 2/6 | V Boys Basketball | Pomperaug (Scrim.) | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:00 p.m. | ||
| Sat., 2/6 | V Girls Basketball | Mercy (Scrim.) | Away - Mercy HS-Gym [Directions] | 10:30 a.m. | ||
| Wed., 2/10 | V Boys Basketball | Ansonia (Scrim.) | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 2/10 | V Girls Ice Hockey | Daniel Hand Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | L 2-4 | |
| Fri., 2/12 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | L 3-4 | |
| Sat., 2/13 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic HS-Rev. Brian Monnerat Gymnasium [Directions] | 11:00 a.m. | ||
| Sun., 2/14 | V Girls Ice Hockey | Guilford Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:00 p.m. | L 5-7 | |
| Tue., 2/16 | V Boys Swimming and Diving | Watertown | Home - Kennedy HS (Waterbury) [Directions] | 5:30 p.m. | 118/58 | |
| Wed., 2/17 | V Boys Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | 6:15 p.m. | L 74-57 | |
| Wed., 2/17 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | 4:30 p.m. | ||
| Wed., 2/17 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 3:30 p.m. | ||
| Wed., 2/17 | V Girls Basketball | Sacred Heart | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | W 69-29 | |
| Wed., 2/17 | JV Girls Basketball | Sacred Heart | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Postponed | ||
| Wed., 2/17 | V Girls Ice Hockey | Guilford Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:45 p.m. | L 3-11 | |
| Thu., 2/18 | FR Girls Basketball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 2/19 | V Boys Swimming and Diving | Wilby/Kaynor | Away - Wilby HS-Gil Cyr Natatorium [Directions] | Postponed | ||
| Fri., 2/19 | V Boys Swimming and Diving | Wilby/Kaynor | Home - Kennedy HS (Waterbury) [Directions] | 7:30 p.m. | ||
| Sat., 2/20 | V Boys Basketball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:30 p.m. | W 91-64 | |
| Sat., 2/20 | JV Boys Basketball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 2/20 | V Boys Swimming and Diving | Torrington | Home - Kennedy HS (Waterbury) [Directions] | 2:30 p.m. | 93/66 | |
| Sat., 2/20 | V Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 1:00 p.m. | W 67-37 | |
| Sat., 2/20 | JV Girls Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 2/20 | FR Girls Basketball | Naugatuck | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 11:30 a.m. | ||
| Sat., 2/20 | V Girls Ice Hockey | Jonathan Law | Home - Hamden-Lou Astorino Ice Rink [Directions] | 4:30 p.m. | L 1-5 | |
| Mon., 2/22 | FR Boys Basketball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Tue., 2/23 | V Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:00 p.m. | ||
| Tue., 2/23 | JV Girls Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | Postponed | ||
| Wed., 2/24 | V Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | W 75-72 | |
| Wed., 2/24 | JV Boys Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 4:30 p.m. | ||
| Wed., 2/24 | V Girls Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 2/24 | JV Girls Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Postponed | ||
| Wed., 2/24 | V Girls Ice Hockey | Masuk Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:45 p.m. | L 1-5 | |
| Thu., 2/25 | FR Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 4:45 p.m. | ||
| Fri., 2/26 | V Boys Basketball | Sacred Heart | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | L 78-62 | |
| Fri., 2/26 | JV Boys Basketball | Sacred Heart | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 2/26 | FR Boys Basketball | Sacred Heart | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Postponed | ||
| Fri., 2/26 | V Boys Swimming and Diving | Sacred Heart | Home - Kennedy HS (Waterbury) [Directions] | 6:00 p.m. | 84/81 | |
| Fri., 2/26 | V Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 5:15 p.m. | W 70-49 | |
| Fri., 2/26 | JV Girls Basketball | Seymour | Away - Seymour HS-Gym [Directions] | 3:15 p.m. | ||
| Sat., 2/27 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Hamden-Lou Astorino Ice Rink [Directions] | 5:00 p.m. | L 2-3 | Senior Night |
| Mon., 3/1 | V Boys Basketball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | L 80-74 | |
| Mon., 3/1 | JV Boys Basketball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Mon., 3/1 | V Boys Swimming and Diving | Torrington | Away - Torrington YMCA-pool [Directions] | Canceled | Cancelled | |
| Mon., 3/1 | V Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 69-34 | |
| Mon., 3/1 | JV Girls Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 4:15 p.m. | ||
| Tue., 3/2 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | Postponed | ||
| Wed., 3/3 | V Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | L 60-59 | |
| Wed., 3/3 | V Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 3/3 | JV Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 4:15 p.m. | ||
| Wed., 3/3 | JV Boys Basketball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | Postponed | ||
| Wed., 3/3 | V Girls Basketball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | W 79-34 | |
| Wed., 3/3 | JV Girls Basketball | Kennedy | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 3/4 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 3/5 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 3/5 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | Postponed | ||
| Fri., 3/5 | V Boys Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 3:30 p.m. | 96/80 | |
| Fri., 3/5 | V Boys Swimming and Diving | Seymour | Home - Seymour HS-pool [Directions] | 4:00 p.m. | 71/97 | |
| Fri., 3/5 | V Boys Swimming and Diving | Seymour | Home - Kennedy HS (Waterbury) [Directions] | 5:30 p.m. | 97/71 | |
| Fri., 3/5 | V Girls Basketball | Wilby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | ||
| Fri., 3/5 | JV Girls Basketball | Wilby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Postponed | ||
| Sat., 3/6 | FR Boys Basketball | WCA | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 11:00 a.m. | ||
| Sat., 3/6 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion-Blue [Directions] | 6:15 p.m. | W 3-1 | |
| Mon., 3/8 | V Boys Swimming and Diving | Seymour, Watertown | Away - Seymour HS-pool [Directions] | 4:00 p.m. | ||
| Mon., 3/8 | FR Girls Basketball | Torrington | Away - Torrington HS-Connie Donahue Gymnasium [Directions] | 7:00 p.m. | ||
| Tue., 3/9 | V Boys Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | W 70-59 | |
| Tue., 3/9 | JV Boys Basketball | Crosby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Tue., 3/9 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS-Alex Gimbo Sullivan Pool [Directions] | 3:30 p.m. | ||
| Tue., 3/9 | V Boys Swimming and Diving | Naugatuck | Home - Kennedy HS (Waterbury) [Directions] | 6:00 p.m. | 96/82 | |
| Tue., 3/9 | V Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | 6:00 p.m. | ||
| Tue., 3/9 | JV Girls Basketball | Crosby | Away - Crosby HS-CHS - Augelli Court [Directions] | Postponed | ||
| Wed., 3/10 | V Boys Basketball | Wilby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 3/10 | JV Boys Basketball | Wilby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Wed., 3/10 | FR Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 3/10 | V Girls Ice Hockey | Jonathan Law | Away - Milford Ice Pavillion-Ice Rink [Directions] | Canceled | Cancelled | |
| Thu., 3/11 | FR Boys Basketball | Woodland | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 3/12 | V Boys Basketball | Ansonia | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | W 60-42 | |
| Fri., 3/12 | JV Boys Basketball | Ansonia | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 3/12 | FR Boys Basketball | Ansonia | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 3/12 | V Boys Swimming and Diving | Kennedy | Home - Kennedy HS (Waterbury) [Directions] | 4:00 p.m. | 91/55 | |
| Fri., 3/12 | V Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | 4:30 p.m. | W 77-48 | |
| Fri., 3/12 | JV Girls Basketball | Ansonia | Away - Ansonia HS-Gym [Directions] | Canceled | Cancelled | |
| Fri., 3/12 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | Canceled | Cancelled | |
| Sat., 3/13 | V Girls Ice Hockey | West Haven/SHA | Home - Hamden-Lou Astorino Ice Rink [Directions] | Canceled | Cancelled | |
| Mon., 3/15 | V Boys Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | 7:00 p.m. | L 94-66 | |
| Mon., 3/15 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | Postponed | ||
| Mon., 3/15 | V Girls Basketball | Sacred Heart | Away - Sacred Heart HS-Alumni Hall | 5:00 p.m. | W 70-56 | |
| Mon., 3/15 | JV Girls Basketball | Sacred Heart | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Postponed | ||
| Mon., 3/15 | FR Girls Basketball | Sacred Heart | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Postponed | ||
| Tue., 3/16 | V Boys Swimming and Diving | Woodland | Away - Woodland HS-pool [Directions] | 5:00 p.m. | 102/83 | |
| Tue., 3/16 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | Canceled | Cancelled | |
| Wed., 3/17 | V Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | Cancelled | |
| Wed., 3/17 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:30 p.m. | W 84-75 | |
| Wed., 3/17 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 3/17 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 3/17 | V Girls Basketball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:30 p.m. | W 57-47 | |
| Wed., 3/17 | JV Girls Basketball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 3/17 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | Canceled | Cancelled | |
| Thu., 3/18 | FR Girls Basketball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 3/19 | FR Boys Basketball | Watertown | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 3/19 | V Boys Swimming and Diving | Crosby/WCA | Away - Kennedy HS-CHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 3/19 | V Boys Swimming and Diving | Crosby/WCA | Home - Kennedy HS (Waterbury) [Directions] | 6:00 p.m. | ||
| Sat., 3/20 | V Boys Basketball | Derby | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 3:00 p.m. | W 74-49 | |
| Sat., 3/20 | FR Boys Basketball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 12:30 p.m. | ||
| Sat., 3/20 | FR Girls Basketball | St. Paul Catholic | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 9:00 a.m. | ||
| Mon., 3/22 | V Boys Basketball | Naugatuck | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 6:00 p.m. | L 68-51 | |
| Mon., 3/22 | V Girls Basketball | Torrington | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 6:00 p.m. | W 73-44 | |
| Wed., 3/24 | V Boys Swimming and Diving | Woodland | Home - Kennedy HS (Waterbury) [Directions] | 6:00 p.m. | ||
| Wed., 3/24 | V Boys Swimming and Diving | Kennedy, Woodland | Away - John F. Kennedy HS-John Reardon Pool [Directions] | 6:00 p.m. | ||
| Wed., 3/24 | V Girls Basketball | Woodland | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 3/26 | V Girls Basketball | Seymour | Home - Holy Cross-Tim McDonald Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 4/3 | V Baseball | Nonnewaug (Scrim.) | Away - Nonnewaug HS-Baseball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 4/3 | V Softball | Mercy (Scrim.) | Away - Mercy HS-Softball Diamond [Directions] | 10:00 a.m. | ||
| Tue., 4/6 | V Softball | Thomaston (Scrim.) | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/7 | V Baseball | Woodland (Scrim.) | Away - Woodland HS-Baseball Diamond [Directions] | 3:45 p.m. | Cancelled | |
| Wed., 4/7 | V Baseball | Pomperaug (Scrim.) | Away - Pomperaug HS-Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/8 | V Boys Lacrosse | Pomperaug (Scrim.) | Away - Pomperaug HS-Stadium [Directions] | 6:00 p.m. | Cancelled | |
| Sat., 4/10 | V Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | 12:00 p.m. | L 9-11 | |
| Sat., 4/10 | V Girls Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 10:00 a.m. | W 4-3 | |
| Mon., 4/12 | V Boys Golf | Naugatuck | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | Palladino-44, Shaker-47, McGarrity-50, Schiavone-50 | |
| Pending change awaiting acceptance by one or more parties involved: Date to 5/24 | ||||||
| Tue., 4/13 | V Boys Outdoor Track | Oxford, Woodland | Home - Holy Cross [Directions] | 3:30 p.m. | ||
| Tue., 4/13 | V Girls Outdoor Track | Oxford, Woodland | Home - Holy Cross [Directions] | 3:30 p.m. | HC 75 Oxford 51 | |
| Wed., 4/14 | V Boys Tennis | Wolcott | Home - Holy Cross [Directions] | 3:30 p.m. | L 1-4 | |
| Thu., 4/15 | JV Baseball | Naugatuck | Home - Holy Cross-Alumni Field [Directions] | Postponed | ||
| Mon., 4/19 | V Softball | Crosby | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 22-1 | |
| Tue., 4/20 | V Boys Outdoor Track | Naugatuck, WCA | Away - Naugatuck HS-Veterans Field [Directions] | 3:30 p.m. | Holy Cross 83 WCA 58 Naugatuck 117.5 Holy Cross 32.5 | |
| Tue., 4/20 | V Girls Outdoor Track | Naugatuck, WCA | Away - Naugatuck HS-Veterans Field [Directions] | 3:30 p.m. | HC 84 WCA 48 HC 63 Naugatuck 79 | |
| Tue., 4/20 | V Softball | Crosby | Home - Holy Cross HS-Softball Diamond [Directions] | 3:45 p.m. | W 22-1 | |
| Thu., 4/22 | V Baseball | Wilby | Away - Municipal Stadium (Waterbury, CT)-Bob Palmer Diamond (Main Baseball Stadium) [Directions] | 3:45 p.m. | W 18-1 | |
| Thu., 4/22 | V Boys Tennis | Sacred Heart | Home - Holy Cross [Directions] | 3:30 p.m. | W 3-0 | |
| Thu., 4/22 | V Softball | Wilby | Home - Municipal Stadium (Waterbury, CT)-Joan Joyce Softball Diamond [Directions] | 5:30 p.m. | W 18-0 | |
| Thu., 4/22 | JV Softball | WCA | Away - Huntington Park #3 [Directions] | Postponed | ||
| Thu., 4/22 | V Girls Tennis | Kennedy | Home - Holy Cross [Directions] | 11:00 a.m. | W 7-0 | |
| Fri., 4/23 | V Baseball | Sacred Heart | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 11-1 | |
| Fri., 4/23 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills HS-Lacrosse Field [Directions] | 4:15 p.m. | L 16-10 | |
| Fri., 4/23 | V Boys Tennis | Kennedy | Away - John F. Kennedy HS-Tennis Courts [Directions] | 3:30 p.m. | W 3-2 | |
| Fri., 4/23 | V Softball | Sacred Heart | Away - Municipal Stadium-Joan Joyce Softball Diamond | 11:00 a.m. | W 25-2 | |
| Fri., 4/23 | V Girls Tennis | Sacred Heart | Away - Fulton Park-Tennis Courts | 12:00 p.m. | W 5-2 | |
| Mon., 4/26 | V Baseball | Kennedy | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 30-0 | |
| Mon., 4/26 | V Boys Golf | Woodland | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | HC- Pallidino-40, Mason-48, Schiavone-49, McGarrity-49 | |
| Mon., 4/26 | V Boys Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 3:30 p.m. | L 2-3 | |
| Mon., 4/26 | V Softball | Kennedy | Away - J F Kennedy HS Turf-Kennedy Turf field [Directions] | 3:30 p.m. | W 24-3 | |
| Mon., 4/26 | V Girls Tennis | Ansonia | Home - Holy Cross [Directions] | 3:30 p.m. | W 7-0 | |
| Tue., 4/27 | V Boys Golf | St. Paul Catholic | Away - Chippanee Country Club [Directions] | 3:00 p.m. | HC- Pallidino-45, McGarrity-48,Schiavone-50,shaker-51 | |
| Tue., 4/27 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS-McPhee Field / Stadium Field [Directions] | 6:00 p.m. | L 7-14 | |
| Tue., 4/27 | V Boys Outdoor Track | Kennedy, St. Paul Catholic | Home - Holy Cross [Directions] | 3:45 p.m. | Holy Cross 120 Kennedy 15 Holy Cross 113 St. Paul 29 | |
| Tue., 4/27 | V Girls Outdoor Track | Kennedy, St. Paul Catholic | Home - Holy Cross [Directions] | 3:45 p.m. | HC 113 SP 26 HC108 KEN 35 | |
| Wed., 4/28 | V Baseball | Watertown | Away - Deland Field-Deland field [Directions] | 3:45 p.m. | W 12-7 | |
| Wed., 4/28 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | 2:30 p.m. | HC Palladino-45, Shaker-46, Schiavone-48, McGarity-51 | |
| Wed., 4/28 | V Softball | Watertown | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | L 13-8 | |
| Thu., 4/29 | V Boys Golf | Wolcott | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | HC-Schiavone-45, Palladino-46, Shaker-48, Brodeur-52 | |
| Thu., 4/29 | V Boys Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 8-13 | |
| Fri., 4/30 | V Baseball | WCA | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 13-4 | |
| Fri., 4/30 | V Boys Tennis | Woodland | Home - Holy Cross [Directions] | 3:30 p.m. | L 1-4 | |
| Fri., 4/30 | V Softball | WCA | Away - Huntington Park #3 [Directions] | 3:45 p.m. | L 14-10 | |
| Fri., 4/30 | V Girls Tennis | Woodland | Away - Woodland HS-Tennis Courts [Directions] | 3:30 p.m. | W 5-2 | |
| Sat., 5/1 | V Softball | Oxford | Home - Holy Cross-Alumni Field [Directions] | 9:30 a.m. | L 1-17 | |
| Mon., 5/3 | V Baseball | Wolcott | Away - Wolcott HS Baseball Field [Directions] | 3:45 p.m. | W 7-1 | |
| Mon., 5/3 | V Boys Golf | Notre Dame-West Haven | Home - Western Hills Golf Course (Wtby)-Waterbury Country Club [Directions] | 2:30 p.m. | HC Shaker-40, Palladino-42, Schiavone-53, Mcgerritty-53 | |
| Mon., 5/3 | V Boys Tennis | Torrington | Home - Holy Cross [Directions] | 3:30 p.m. | W 3-2 | |
| Mon., 5/3 | V Softball | Wolcott | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | L 15-0 | |
| Mon., 5/3 | V Girls Tennis | St. Paul Catholic | Away - St. Paul Catholic HS-Page Park, Tennis Courts [Directions] | 3:45 p.m. | W 5-1-1 | |
| Tue., 5/4 | V Baseball | Naugatuck | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 10-9 | |
| Tue., 5/4 | V Boys Lacrosse | Avon | Away - Avon HS-Turf Field [Directions] | 4:00 p.m. | L 2-15 | |
| Tue., 5/4 | V Boys Outdoor Track | Watertown, Derby | Away - Watertown HS [Directions] | 3:45 p.m. | Holy Cross 78 Watertown 71 Derby 88 Holy Cross 58 | |
| Tue., 5/4 | V Girls Outdoor Track | Watertown, Derby | Away - Watertown HS [Directions] | 3:45 p.m. | HC 68 Derby 76 HC 62 Watertown 86 | |
| Wed., 5/5 | V Boys Golf | Watertown | Away - Crestbrook Park-Crestbrook Park Golf [Directions] | 2:30 p.m. | HC-Palladino-47,Schiavone-48,Mason-53, Mcgerrity-53 | |
| Thu., 5/6 | V Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 3:30 p.m. | L 4-2 | |
| Thu., 5/6 | V Boys Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | 5:30 p.m. | W 4-1 | |
| Thu., 5/6 | V Softball | Woodland | Home - Municipal Stadium (Waterbury, CT)-Joan Joyce Softball Diamond [Directions] | 6:00 p.m. | L 0-16 | |
| Thu., 5/6 | V Girls Tennis | Torrington | Away - Torrington HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Fri., 5/7 | V Baseball | St. Paul Catholic | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | L 3-12 | |
| Fri., 5/7 | V Boys Outdoor Track | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 4:00 p.m. | Holy Cross 107 Oxford 39 | |
| Fri., 5/7 | V Girls Outdoor Track | Oxford | Away - Oxford HS-OHS Wolverine Field (Turf) [Directions] | 4:00 p.m. | HC 75 Oxford 51 | |
| Fri., 5/7 | V Softball | St. Paul Catholic | Away - St. Paul Catholic HS-Softball Diamond [Directions] | 4:00 p.m. | W 22-4 | |
| Fri., 5/7 | V Girls Tennis | Wilby | Home - Wilby HS-Wilby H.S. [Directions] | 3:30 p.m. | W 6-1 | |
| Fri., 5/7 | V Girls Tennis | Wilby | Home - Wilby HS-Wilby H.S. [Directions] | 4:30 p.m. | W 7-0 | |
| Sat., 5/8 | JV Baseball | St. Paul Catholic | Home - Holy Cross HS-Baseball Diamond [Directions] | 1:30 p.m. | ||
| Sat., 5/8 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 2:30 p.m. | L 0-9 | |
| Sat., 5/8 | JV Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 12:00 p.m. | ||
| Mon., 5/10 | V | Wolcott | Home - Holy Cross-Lacrosse Field [Directions] | 3:45 p.m. | W 19-5 | |
| Mon., 5/10 | V Baseball | Wilby | Home - Crosby HS-Baseball Diamond [Directions] | 3:30 p.m. | W 12-2 | |
| Mon., 5/10 | JV Baseball | Oxford | Away - Oxford HS-Baseball Field [Directions] | Postponed | ||
| Mon., 5/10 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | HC Palladino-41, Schiavone-46, Shaker-46, Mason-48 | |
| Mon., 5/10 | V Boys Tennis | Kennedy | Home - Holy Cross [Directions] | 3:30 p.m. | L 2-3 | |
| Mon., 5/10 | V Softball | Wilby | Away - Bucks Hill Park #1-Bucks Hill Park [Directions] | 3:45 p.m. | W 18-0 | |
| Mon., 5/10 | V Girls Tennis | Kennedy | Away - John F. Kennedy HS-Chase Park [Directions] | 3:30 p.m. | W 7-0 | |
| Tue., 5/11 | V Baseball | Derby | Away - Leo F. Ryan Athletic Complex-Payden Park [Directions] | 6:00 p.m. | W 13-0 | |
| Tue., 5/11 | JV Baseball | Naugatuck | Away - Rotary Field-Baseball [Directions] | Postponed | ||
| Tue., 5/11 | JV Baseball | Derby | Away - Leo F. Ryan Athletic Complex-Payden Park [Directions] | Canceled | Cancelled | |
| Tue., 5/11 | V Boys Golf | Seymour | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | HC- Palladino-50, Shaker-51, Mason-48, Schiavone-56 | |
| Tue., 5/11 | V Boys Outdoor Track | Sacred Heart, Wolcott | Home - Holy Cross [Directions] | 3:45 p.m. | Holy Cross 90 Sacred Heart 50 Holy Cross 93 Wolcott 51 | |
| Tue., 5/11 | V Girls Outdoor Track | Sacred Heart, Wolcott | Home - Holy Cross [Directions] | 3:45 p.m. | HC 107 SHHS 25 HC 95 Wolcott 50 | |
| Tue., 5/11 | V Girls Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 4:00 p.m. | L 5-2 | |
| Wed., 5/12 | V Baseball | Kennedy | Away - John F. Kennedy HS-Waterville Park [Directions] | 3:30 p.m. | W 19-0 | |
| Wed., 5/12 | V Boys Tennis | Wolcott | Home - Holy Cross [Directions] | 3:30 p.m. | L 1-4 | |
| Wed., 5/12 | V Softball | Kennedy | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 16-1 | |
| Wed., 5/12 | V Girls Tennis | Crosby | Away - Crosby HS-CHS Tennis. Courts [Directions] | 3:00 p.m. | W Forfeit | |
| Wed., 5/12 | V Girls Tennis | Crosby | Away - Crosby HS-CHS Tennis. Courts [Directions] | 3:30 p.m. | W Forfeit | |
| Thu., 5/13 | V Softball | Derby | Away - Leo F. Ryan Athletic Complex-Payden Park - William Red Clynch Memorial Softba [Directions] | 3:00 p.m. | W 21-1 | |
| Fri., 5/14 | V Baseball | Woodland | Home - Holy Cross-Alumni Field [Directions] | 3:45 p.m. | L 10-4 | |
| Fri., 5/14 | V Boys Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 3:45 p.m. | L 0-5 | |
| Fri., 5/14 | V Girls Tennis | Watertown | Home - Holy Cross [Directions] | 3:30 p.m. | L 6-1 | |
| Sat., 5/15 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | 11:00 a.m. | L 3-7 | |
| Sat., 5/15 | V Baseball | Nonnewaug | Away - Nonnewaug HS-Baseball Diamond [Directions] | 1:15 p.m. | L 1-15 | |
| Sat., 5/15 | V Softball | Crosby | Away - Crosby HS-CHS Softball Field #1 [Directions] | 10:00 a.m. | Cancelled | |
| Sat., 5/15 | V Girls Tennis | Seymour | Home - Holy Cross [Directions] | 10:00 a.m. | W 4-3 | |
| Mon., 5/17 | V Baseball | Sacred Heart | Away - Fulton Park-Baseball Diamond | 3:45 p.m. | W 15-1 | |
| Mon., 5/17 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:00 p.m. | HC-Schiavone-40, Palladino-45, Brodeur-51, Mcgerrity-52 | |
| Mon., 5/17 | V Boys Tennis | Sacred Heart | Away - Fulton Park-Tennis Courts | 3:45 p.m. | W 3-2 | |
| Tue., 5/18 | V Baseball | WCA | Away - Washington Park - Waterbury-Baseball FIeld [Directions] | 3:45 p.m. | W 19-2 | |
| Tue., 5/18 | V Boys Golf | Sacred Heart | Home - Western Hills Golf Course (Wtby) [Directions] | 2:30 p.m. | HC- Brodeur-44, Palladino-45, McGarrity-47, Shaker-48 | |
| Tue., 5/18 | V Boys Outdoor Track | Crosby, Wilby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | Holy Cross 103 Crosby 36 Holy Cross 109 Wilby 24 | |
| Tue., 5/18 | V Boys Tennis | Wolcott | Away - Wolcott HS-WHS Tennis Courts [Directions] | 3:30 p.m. | L 1-4 | |
| Tue., 5/18 | V Girls Outdoor Track | Crosby, Wilby | Away - Crosby HS-CHS - Jimmy Lee Stadium (Turf) [Directions] | 3:30 p.m. | ||
| Tue., 5/18 | V Softball | WCA | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 14-6 | |
| Tue., 5/18 | V Girls Tennis | Sacred Heart | Home - Holy Cross [Directions] | 3:30 p.m. | W 5-2 | |
| Wed., 5/19 | JV Baseball | Oxford | Home - Holy Cross-Alumni Field [Directions] | 3:00 p.m. | ||
| Wed., 5/19 | V Boys Tennis | Naugatuck | Away - Naugatuck HS-Tennis Courts [Directions] | 1:30 p.m. | ||
| Wed., 5/19 | JV Softball | WCA | Home - Holy Cross-Alumni Field [Directions] | Postponed | ||
| Wed., 5/19 | V Girls Tennis | Woodland | Home - Holy Cross [Directions] | 3:00 p.m. | ||
| Thu., 5/20 | V Baseball | Seymour | Home - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 15-6 | |
| Thu., 5/20 | V Boys Lacrosse | St. Paul Catholic | Home - Holy Cross HS-Lacrosse Field [Directions] | 4:00 p.m. | L 4-20 | |
| Thu., 5/20 | V Softball | Seymour | Away - Seymour HS-Softball Diamond [Directions] | 6:30 p.m. | L 17-2 | |
| Thu., 5/20 | V Girls Tennis | Wolcott | Home - Holy Cross [Directions] | 3:30 p.m. | ||
| Fri., 5/21 | V Boys Lacrosse | Wolcott | Away - Wolcott HS-Monroe Field [Directions] | 4:30 p.m. | W 7-5 | |
| Fri., 5/21 | V Softball | Sacred Heart | Home - Holy Cross HS-Softball Diamond [Directions] | 3:30 p.m. | W 16-5 | |
| Fri., 5/21 | V Girls Tennis | Watertown | Away - Woodland HS-Tennis Courts [Directions] | 10:00 a.m. | ||
| Sat., 5/22 | V Baseball | Oxford | Home - Holy Cross HS-Baseball Diamond [Directions] | 11:00 a.m. | W 9-2 | |
| Sat., 5/22 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 10:30 a.m. | L 1-13 | |
| Mon., 5/24 | V Baseball | Naugatuck | Home - Municipal Stadium (Waterbury, CT)-Municipal Stadium [Directions] | 7:00 p.m. | ||
| Mon., 5/24 | V Boys Lacrosse | Watertown | Home - Holy Cross-Lacrosse Field [Directions] | 3:45 p.m. | W Forfeit | |
| Mon., 5/24 | V Girls Tennis | NVL Indvidual Girls Tournament | Away - Woodland HS-Tennis Courts | 12:00 p.m. | ||
| Tue., 5/25 | V Boys Lacrosse | Capital Prep | Home - Holy Cross-Lacrosse Field [Directions] | 4:00 p.m. | W 11-10 | |
| Tue., 5/25 | V Girls Tennis | NVL Indvidual Girls Tournament | Away - Woodland HS-Tennis Courts | 1:00 p.m. | ||
| Wed., 5/26 | V Baseball | Watertown | Home - Municipal Stadium (Waterbury, CT)-Municipal Stadium [Directions] | 4:00 p.m. | ||
| Wed., 5/26 | JV Softball | Oxford | Home - Holy Cross-Alumni Field [Directions] | 3:00 p.m. | ||
| Fri., 5/28 | V Boys Tennis | Windsor Locks | Away - Windsor Locks HS-Tennis Court [Directions] | 1:00 p.m. | ||
| Sat., 5/29 | V Girls Tennis | Notre Dame-Fairfield | Home - Holy Cross [Directions] | 2:00 p.m. | W 4-2 | |
| Tue., 6/1 | V Baseball | Lyman Memorial | Home - Municipal Stadium (Waterbury, CT)-Municipal Stadium [Directions] | 3:30 p.m. | W 13-4 | |
| Tue., 6/1 | V Softball | Wheeler | Home - Municipal Stadium (Waterbury, CT)-Joan Joyce Softball Diamond [Directions] | 4:00 p.m. | L 9-7 | |
| Tue., 6/1 | V Girls Tennis | Abbott Tech | Home - Holy Cross [Directions] | 3:00 p.m. | W 7-0 | |
| Wed., 6/2 | V Baseball | East Granby | Away - East Granby HS-Baseball Diamond [Directions] | 3:30 p.m. | W 4-1 | |
| Wed., 6/2 | V Girls Tennis | Old Lyme | Away - Lyme-Old Lyme HS-Tennis Courts [Directions] | 3:00 p.m. | L 7-0 | |
| Thu., 6/3 | V Boys Golf | NVL Championship Tournament | Away - Watertown Golf Club | 7:30 a.m. | ||
| Thu., 6/3 | V Boys Outdoor Track | CIAC Class S Boys Outdoor Track Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Thu., 6/3 | V Girls Outdoor Track | CIAC Class S Girls Outdoor Track Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Sat., 6/5 | V Baseball | Coginchaug | Away - Coginchaug Regional HS-Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 1:00 p.m. | ||
| Tue., 6/8 | V Boys Golf | CIAC Boys Div. IV Golf Championship | Away - Fairview Farms | 8:00 a.m. | ||
| Wed., 6/9 | V Boys Outdoor Track | CIAC Open Boys Outdoor Track Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Wed., 6/9 | V Girls Outdoor Track | CIAC Open Girls Outdoor Track Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Sat., 6/12 | V Boys Golf | CIAC State Open Golf Championship | Away - Black Hall Club | 1:00 p.m. | ||
| Mon., 6/14 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Manchester | 3:30 p.m. | ||
| Mon., 6/14 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Manchester | 3:30 p.m. | ||
| Tue., 6/15 | V Boys Outdoor Track | CIAC Boys Decathlon Championship Day 1 | Away - Manchester | 10:00 a.m. | ||
| Tue., 6/15 | V Girls Outdoor Track | CIAC Girls Heptathlon Championship Day 1 | Away - Manchester | 10:30 a.m. | ||
| Tue., 6/15 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Manchester | 3:30 p.m. | ||
| Wed., 6/16 | V Boys Outdoor Track | CIAC Boys Decathlon Championship Day 2 | Away - Manchester | 10:00 a.m. | ||
| Wed., 6/16 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Manchester | 3:30 p.m. | ||
| Wed., 6/16 | V Girls Outdoor Track | CIAC Girls Heptathlon Championship Day 2 | Away - Manchester | 10:00 a.m. | ||