| Holy Cross 2017-18 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 553 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Torrington | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Crosby | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Away - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Kennedy | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Sacred Heart | Away - Fulton Park | TBA | ||
| TBA | JV Baseball | St. Paul Catholic | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Boys Basketball | WCA | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | Torrington | Away - Torrington HS [Directions] | TBA | ||
| TBA | FM Football | Sacred Heart | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | V Boys Golf | Wilby, Kaynor Tech | Home - W Hills [Directions] | 2:30 p.m. | Holy Cross 166 Wilby 270 Vincent Graziano(M)40,Tom Moran-41,Chris Ford-42,Alex Ford-43 Mike Mencio-47 | |
| TBA | JV Boys Soccer | Ansonia | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| TBA | JV Boys Soccer | Crosby | Away - Crosby HS - grass soccer field [Directions] | TBA | ||
| TBA | JV Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | Cancelled | Cancelled | |
| TBA | JV Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | Cancelled | Cancelled | |
| TBA | JV Girls Basketball | WCA | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Pomperaug | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Girls Soccer | Woodland | Away - Woodland HS Varsity Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | Oxford | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | Wolcott | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | ||
| TBA | JV Softball | Wilby | Home - Lower Murray Park [Directions] | TBA | ||
| TBA | JV Softball | Watertown | Away - Veterans Park [Directions] | TBA | ||
| Mon., 8/28 | V Boys Soccer | Thomaston (Scrim.) | Away - Thomaston HS [Directions] | 3:45 p.m. | ||
| Wed., 8/30 | V Girls Soccer | Brookfield (Scrim.) | Away - BHS Back Turf [Directions] | 6:00 p.m. | ||
| Sat., 9/2 | V Girls Soccer | Housatonic Regional (Scrim.) | Away - Housatonic [Directions] | 10:00 a.m. | ||
| Tue., 9/5 | V Girls Volleyball | Pomperaug (Scrim.) | Away - PHS Main Gym [Directions] | 3:00 p.m. | ||
| Thu., 9/7 | FM Football | Oxford (Scrim.) | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 9/8 | V Boys Soccer | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 9/8 | V Girls Soccer | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | L 4-1 | |
| Fri., 9/8 | V Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/8 | JV Girls Volleyball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 4:30 p.m. | ||
| Sat., 9/9 | V Football | Kennedy | Away - Municipal Stadium [Directions] | 1:00 p.m. | L Forfeit | 2 buses |
| Sat., 9/9 | JV Boys Soccer | Torrington | Away - Torrington HS [Directions] | 10:00 a.m. | ||
| Sat., 9/9 | JV Girls Soccer | St. Paul Catholic | Home - Upper Murray Park [Directions] | 10:00 a.m. | ||
| Tue., 9/12 | V Boys Cross Country | Oxford, Wolcott, WCA | Away - OHS Track [Directions] | 3:45 p.m. | Holy Cross 18 Oxford 43 Holy Cross 15 Wolcott 49 Holy Cross 15 WCA 50 | |
| Tue., 9/12 | V Boys Soccer | Sacred Heart | Away - Waterville Park | 3:45 p.m. | L 0-1 | |
| Tue., 9/12 | V Girls Cross Country | Oxford, Wolcott, WCA | Away - OHS Track [Directions] | 3:45 p.m. | HC 30 Wolcott 25 HC 15 Oxford 50 HC 22 WCA 33 | |
| Tue., 9/12 | V Girls Soccer | Sacred Heart | Home - Municipal Stadium (Wtby) [Directions] | 6:00 p.m. | W 4-0 | |
| Tue., 9/12 | V Girls Swimming and Diving | Seymour | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Girls Volleyball | WCA | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 9/12 | JV Girls Volleyball | WCA | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Wed., 9/13 | JV Boys Soccer | Sacred Heart | Away - Waterville Park | 3:45 p.m. | ||
| Thu., 9/14 | V Boys Soccer | Wolcott | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 5-4 | |
| Thu., 9/14 | V Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | T 1-1 | |
| Thu., 9/14 | V Girls Volleyball | Kennedy | Away - Kennedy HS [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 9/14 | JV Girls Volleyball | Kennedy | Away - Kennedy HS [Directions] | 4:30 p.m. | ||
| Fri., 9/15 | FM Football | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:30 p.m. | ||
| Fri., 9/15 | JV Boys Soccer | Wolcott | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Fri., 9/15 | JV Girls Soccer | Wolcott | Away - Wolcott HS, Lower Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 9/15 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Away - Wilby H.S. [Directions] | 3:45 p.m. | ||
| Fri., 9/15 | V Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/15 | JV Girls Volleyball | Torrington | Away - Torrington HS [Directions] | 4:45 p.m. | ||
| Sat., 9/16 | V Football | St. Paul Catholic | Home - Holy Cross HS [Directions] | 1:00 p.m. | L 33-36 | |
| Tue., 9/19 | V Boys Cross Country | Naugatuck, Ansonia, Crosby | Away - Hop Brook [Directions] | 3:45 p.m. | Holy Cross 26 Crosby 30 Naugatuck 27 Holy Cross 28 | |
| Tue., 9/19 | V Boys Soccer | Naugatuck | Away - Naugatuck HS [Directions] | 6:30 p.m. | L 0-3 | |
| Tue., 9/19 | JV Boys Soccer | Naugatuck | Home - Lower Murray Park [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | Naugatuck, Ansonia, Crosby | Away - Hop Brook [Directions] | 3:45 p.m. | HC 15 Crosby 45 HC 32 Naugy 25 | |
| Tue., 9/19 | V Girls Soccer | Naugatuck | Away - Naugatuck HS [Directions] | 3:45 p.m. | L 1-4 | |
| Tue., 9/19 | V Girls Volleyball | Naugatuck | Home - Holy Cross HS [Directions] | 6:00 p.m. | L 2-3 | |
| Tue., 9/19 | JV Girls Volleyball | Naugatuck | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Wed., 9/20 | JV Girls Soccer | Naugatuck | Away - Breen Field [Directions] | 3:45 p.m. | ||
| Wed., 9/20 | V Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 3:30 p.m. | W 3-0 | |
| Wed., 9/20 | JV Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | 5:00 p.m. | ||
| Wed., 9/20 | FR Girls Volleyball | Brookfield | Away - BHS Small Gym [Directions] | 3:30 p.m. | ||
| Thu., 9/21 | V Boys Cross Country | Going to the Sun | Away - Coginchaug HS | 3:45 p.m. | ||
| Thu., 9/21 | FM Football | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Thu., 9/21 | V Girls Cross Country | Run to the Sun | Away - Coginchaug HS | 3:45 p.m. | ||
| Fri., 9/22 | V Boys Soccer | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 0-5 | |
| Fri., 9/22 | V Girls Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 7:15 p.m. | W 3-0 | |
| Fri., 9/22 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Fri., 9/22 | V Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/22 | JV Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Sat., 9/23 | V Football | Wilby | Away - Municipal Stadium [Directions] | 1:00 p.m. | W 30-14 | 2 buses |
| Sat., 9/23 | JV Boys Soccer | Watertown | Home - Lower Murray Park [Directions] | 10:00 a.m. | ||
| Sat., 9/23 | JV Girls Soccer | Watertown | Away - Swift MS [Directions] | 10:00 a.m. | no bus | |
| Sat., 9/23 | V Girls Swimming and Diving | Catholic Invitational | Away - University of St Joseph | 10:00 a.m. | ||
| Tue., 9/26 | V Boys Cross Country | Kennedy, St. Paul Catholic, Watertown | Home - Holy Cross HS [Directions] | 3:45 p.m. | Kennedy 17 Holy Cross 38 Watertown 22 Holy Cross 35 Holy Cross 18 St. Paul 43 | |
| Tue., 9/26 | V Boys Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 3-2 | |
| Tue., 9/26 | V Girls Cross Country | Kennedy, St. Paul Catholic, Watertown | Home - Holy Cross HS [Directions] | 3:45 p.m. | HC 19 Kennedy 39 HC 35 Watertown 20 HC 23 SP 32 | |
| Tue., 9/26 | V Girls Soccer | Oxford | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 5-1 | |
| Tue., 9/26 | V Girls Swimming and Diving | Oxford | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Tue., 9/26 | V Girls Volleyball | Wolcott | Home - Holy Cross HS [Directions] | 6:00 p.m. | L 2-3 | |
| Tue., 9/26 | JV Girls Volleyball | Wolcott | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Wed., 9/27 | JV Boys Soccer | Oxford | Away - OHS Soccer Field-West [Directions] | 3:45 p.m. | ||
| Thu., 9/28 | V Girls Swimming and Diving | Torrington | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Thu., 9/28 | V Girls Swimming and Diving | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:00 p.m. | ||
| Thu., 9/28 | V Girls Volleyball | Wilby | Home - Holy Cross HS [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 9/28 | JV Girls Volleyball | Wilby | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Fri., 9/29 | V Boys Cross Country | Nonnewaug Inv | Away - Nonnewaug HS | 3:45 p.m. | ||
| Fri., 9/29 | FM Football | WCA | Away - Waterbury Career Academy [Directions] | 3:30 p.m. | ||
| Fri., 9/29 | V Boys Soccer | WCA | Away - Hamilton Park [Directions] | 3:30 p.m. | W 1-0 | |
| Fri., 9/29 | V Girls Cross Country | Nonnewaug Inv | Away - Nonnewaug HS | 3:45 p.m. | ||
| Fri., 9/29 | V Girls Soccer | Wolcott | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 4-3 | |
| Fri., 9/29 | V Girls Volleyball | Seymour | Home - Holy Cross HS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/29 | JV Girls Volleyball | Seymour | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 9/30 | V Football | WCA | Home - Holy Cross HS [Directions] | 1:00 p.m. | W 20-14 | |
| Sat., 9/30 | JV Boys Soccer | WCA | Away - Hamilton Park [Directions] | 10:30 a.m. | no bus | |
| Mon., 10/2 | V Girls Soccer | Bethel | Home - Holy Cross HS [Directions] | 4:00 p.m. | T 2-2 | |
| Tue., 10/3 | V Boys Cross Country | Seymour, Wilby, Torrington | Away - Seymour HS [Directions] | 3:45 p.m. | Holy Cross 27 Seymour 29 Holy Cross 20 Wilby 43 Holy Cross 15 Torrington 47 | |
| Tue., 10/3 | V Boys Soccer | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | T 4-4 | |
| Tue., 10/3 | V Girls Cross Country | Seymour, Wilby, Torrington | Away - Seymour HS [Directions] | 3:45 p.m. | HC 34 Sey 21 HC 24 Tor 31 HC 15 Wilby 49 | |
| Tue., 10/3 | V Girls Swimming and Diving | Woodland | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Kennedy | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-2 | |
| Tue., 10/3 | JV Girls Volleyball | Kennedy | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Wed., 10/4 | JV Boys Soccer | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Thu., 10/5 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/5 | V Girls Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | ||
| Thu., 10/5 | V Girls Volleyball | Northwestern | Home - Holy Cross HS [Directions] | 5:15 p.m. | L 2-3 | |
| Thu., 10/5 | JV Girls Volleyball | Northwestern | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Fri., 10/6 | FM Football | Derby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 10/6 | V Boys Soccer | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | T 1-1 | |
| Sat., 10/7 | V Football | Derby | Home - Holy Cross HS [Directions] | 3:00 p.m. | L 32-34 | |
| Sat., 10/7 | JV Boys Soccer | St. Paul Catholic | Home - Lower Murray Park [Directions] | 10:00 a.m. | ||
| Tue., 10/10 | V Boys Cross Country | Derby, Sacred Heart, Woodland | Away - Derby -Ryan Athletic Complex- Deflippo Field [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Boys Soccer | Seymour | Home - Holy Cross HS [Directions] | 3:45 p.m. | T 2-2 | |
| Tue., 10/10 | V Girls Cross Country | Derby, Sacred Heart, Woodland | Away - Derby -Ryan Athletic Complex- Deflippo Field [Directions] | 3:45 p.m. | HC 45 Derby 16 HC 25 SH 30 HC 45 Wood 17 | |
| Tue., 10/10 | V Girls Soccer | Seymour | Away - Seymour HS Turf Field [Directions] | 6:30 p.m. | T 2-2 | |
| Tue., 10/10 | V Girls Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 5:15 p.m. | L 1-3 | |
| Tue., 10/10 | JV Girls Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/11 | JV Boys Soccer | Seymour | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Wed., 10/11 | JV Girls Soccer | St. Paul Catholic | Home - Upper Murray Park [Directions] | 3:45 p.m. | ||
| Thu., 10/12 | V Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/12 | JV Girls Volleyball | Ansonia | Away - Ansonia HS [Directions] | 4:30 p.m. | ||
| Fri., 10/13 | V Boys Cross Country | City Championships | Away - Montoe Park | 3:45 p.m. | ||
| Fri., 10/13 | V Boys Soccer | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 6:00 p.m. | W 1-0 | no bus |
| Fri., 10/13 | V Girls Cross Country | City Championships | Away - Montoe Park | 3:45 p.m. | City Champions! | |
| Fri., 10/13 | V Girls Soccer | Ansonia | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 11-0 | |
| Fri., 10/13 | V Girls Swimming and Diving | Sacred Heart | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Fri., 10/13 | V Girls Volleyball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 10/13 | JV Girls Volleyball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 10/14 | V Boys Soccer | New Fairfield | Home - Holy Cross HS [Directions] | 11:00 a.m. | L 0-3 | |
| Sat., 10/14 | V Girls Soccer | Brookfield | Away - BHS Stadium Field [Directions] | 12:00 p.m. | W 3-2 | |
| Tue., 10/17 | V Boys Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:30 p.m. | L 1-2 | |
| Tue., 10/17 | V Girls Soccer | Woodland | Home - Municipal Stadium (Wtby) [Directions] | 6:00 p.m. | W 1-0 | |
| Tue., 10/17 | V Girls Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Tue., 10/17 | V Girls Volleyball | Crosby | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/17 | JV Girls Volleyball | Crosby | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Wed., 10/18 | V Boys Cross Country | NVL Championships | Away - Veterans Park | 2:15 p.m. | ||
| Wed., 10/18 | JV Boys Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:30 p.m. | ||
| Wed., 10/18 | V Girls Cross Country | NVL Championships | Away - Veterans Park | 2:15 p.m. | ||
| Wed., 10/18 | JV Girls Soccer | Woodland | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 10/18 | V Girls Volleyball | Housatonic Regional | Home - Holy Cross HS [Directions] | 5:15 p.m. | W 3-0 | |
| Wed., 10/18 | JV Girls Volleyball | Housatonic Regional | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Thu., 10/19 | FM Football | Torrington | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Thu., 10/19 | V Boys Soccer | Kennedy | Home - Municipal Stadium (Wtby) [Directions] | 6:30 p.m. | L 1-2 | |
| Thu., 10/19 | JV Boys Soccer | Kennedy | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Fri., 10/20 | V Football | Torrington | Away - Torrington HS [Directions] | 7:00 p.m. | W 40-36 | 2 buses |
| Fri., 10/20 | V Girls Soccer | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | W 5-0 | |
| Fri., 10/20 | V Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 4:30 p.m. | W 3-0 | |
| Fri., 10/20 | JV Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Mon., 10/23 | V Boys Soccer | Derby | Away - Derby -Witek Park [Directions] | 4:30 p.m. | W 2-1 | |
| Mon., 10/23 | V Girls Soccer | Derby | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 10-1 | |
| Mon., 10/23 | V Girls Volleyball | Woodland | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-1 | |
| Mon., 10/23 | JV Girls Volleyball | Woodland | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Tue., 10/24 | JV Boys Soccer | Derby | Away - Derby -Witek Park [Directions] | Cancelled | Cancelled | |
| Tue., 10/24 | JV Girls Soccer | Derby | Home - Upper Murray Park [Directions] | Cancelled | Cancelled | |
| Wed., 10/25 | V Boys Soccer | Ansonia | Home - Municipal Stadium (Wtby) [Directions] | 5:00 p.m. | T 1-1 | |
| Wed., 10/25 | V Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 10/25 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 4:00 p.m. | ||
| Thu., 10/26 | V Girls Soccer | Sacred Heart | Away - Municipal Stadium | 6:30 p.m. | W 7-0 | |
| Sat., 10/28 | V Boys Cross Country | CIAC Class S Championships | Away - Wickham Park | 3:45 p.m. | ||
| Sat., 10/28 | V Football | Sacred Heart | Home - Holy Cross HS [Directions] | 2:00 p.m. | W 49-14 | |
| Sat., 10/28 | V Girls Cross Country | CIAC Class S Championships | Away - Wickham Park | 3:45 p.m. | ||
| Sat., 10/28 | V Girls Soccer | Oxford | Home - Post University [Directions] | 3:00 p.m. | W 4-3 | |
| Sat., 10/28 | V Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 2:00 p.m. | ||
| Tue., 10/31 | V Girls Soccer | Watertown | Home - Torrington HS [Directions] | 7:00 p.m. | W 2-1 | |
| Thu., 11/2 | FM Football | Brookfield | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Thu., 11/2 | V Girls Soccer | St. Paul Catholic | Home - Seymour HS [Directions] | 5:00 p.m. | L 2-0 | |
| Fri., 11/3 | V Football | Crosby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 7:00 p.m. | W 21-16 | 2 buses |
| Mon., 11/6 | V Boys Soccer | Sacred Heart | Away - Municipal Stadium | 3:45 p.m. | ||
| Mon., 11/6 | V Girls Volleyball | International | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 11/8 | V Boys Soccer | Coventry | Away - CHS [Directions] | 4:00 p.m. | L 5-0 | |
| Wed., 11/8 | V Girls Volleyball | Goodwin Tech | Away [Directions] | 5:00 p.m. | W 3-1 | |
| Thu., 11/9 | V Girls Soccer | Somers | Home - Post University [Directions] | 2:00 p.m. | W 1-0 | |
| Fri., 11/10 | V Girls Volleyball | Innovation | Away - Academy of Science and Innovation [Directions] | 6:00 p.m. | ||
| Sat., 11/11 | V Football | Ansonia | Home - Holy Cross HS [Directions] | 11:00 a.m. | L 6-50 | |
| Sat., 11/11 | V Girls Soccer | Tourtellotte | Home - Post University [Directions] | 2:00 p.m. | W 8-0 | |
| Mon., 11/13 | FM Football | Woodland | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 11/14 | V Girls Soccer | East Hampton | Away - Windsor HS [Directions] | 7:15 p.m. | ||
| Tue., 11/14 | V Girls Volleyball | Coventry | Away - SMSA [Directions] | 7:00 p.m. | ||
| Mon., 11/20 | FM Football | Wolcott | Home - Holy Cross HS [Directions] | 3:15 p.m. | ||
| Thu., 11/23 | V Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 10:00 a.m. | W 42-28 | 2 buses |
| Wed., 11/29 | V Girls Ice Hockey | Southington Coop (Scrim.) | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | W 6-1 | |
| Sat., 12/2 | V Girls Ice Hockey | Hingham (MA) (Scrim.) | Away - Pilgrim Arena, Hingham, MA | 11:30 a.m. | W 4-2 | |
| Tue., 12/12 | V Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 56-41 | |
| Tue., 12/12 | JV Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Wed., 12/13 | V Girls Ice Hockey | Masuk Coop | Away - The Rinks at Shelton [Directions] | 5:00 p.m. | W 16-0 | Masuk/JB/N/O |
| Fri., 12/15 | V Girls Ice Hockey | Mt. Mansfield (VT) | Away - Cairns Arena, Burlington, VT | 7:30 p.m. | W 4-0 | |
| Sat., 12/16 | V Wrestling | Derby Invitational | Home - Derby HS Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 12/16 | V Girls Ice Hockey | Plattsburgh (NY) | Away - Cairns Arena, Burlington, VT | 12:00 p.m. | W 6-0 | |
| Mon., 12/18 | V Boys Indoor Track | Relay Buster | Away - SCSU | 5:00 p.m. | ||
| Mon., 12/18 | V Girls Indoor Track | Relay Buster | Away - SCSU | 5:00 p.m. | ||
| Tue., 12/19 | V Boys Basketball | Seymour | Away - Seymour HS [Directions] | 7:00 p.m. | W 93-62 | |
| Tue., 12/19 | JV Boys Basketball | Seymour | Away - Seymour HS [Directions] | 5:15 p.m. | ||
| Tue., 12/19 | FR Boys Basketball | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Wolcott | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 58-44 | |
| Tue., 12/19 | JV Girls Basketball | Wolcott | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 12/19 | FR Girls Basketball | Wolcott | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 12/20 | V Wrestling | Thomaston | Home - Derby HS Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 12/20 | V Girls Basketball | Mercy | Away - Mercy [Directions] | 7:00 p.m. | L 23-61 | |
| Wed., 12/20 | JV Girls Basketball | Mercy | Away - Mercy [Directions] | 5:15 p.m. | ||
| Wed., 12/20 | FR Girls Basketball | Mercy | Away - Mercy [Directions] | 3:45 p.m. | ||
| Wed., 12/20 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | 4:00 p.m. | W 2-1 | Amity/NH/C |
| Thu., 12/21 | V Boys Basketball | Derby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 106-49 | |
| Thu., 12/21 | JV Boys Basketball | Derby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Thu., 12/21 | V Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 7:00 p.m. | W 65-33 | |
| Thu., 12/21 | JV Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 12/23 | V Girls Ice Hockey | Guilford Coop | Home - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | W 7-0 | |
| Wed., 12/27 | V Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 7:00 p.m. | W 69-62 | |
| Wed., 12/27 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:15 p.m. | ||
| Wed., 12/27 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Wed., 12/27 | V Boys Swimming and Diving | Daniel Hand/Branford/Old Saybrook | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Wed., 12/27 | V Wrestling | Terryville-Thomaston | Away - New Terryville HS [Directions] | 6:00 p.m. | ||
| Wed., 12/27 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | 5:30 p.m. | W 3-1 | NWC/Mercy |
| Thu., 12/28 | V Girls Basketball | Torrington | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 70-24 | |
| Thu., 12/28 | JV Girls Basketball | Torrington | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Thu., 12/28 | FR Girls Basketball | Torrington | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 12/29 | V Girls Basketball | Lauralton Hall | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 55-41 | |
| Fri., 12/29 | JV Girls Basketball | Lauralton Hall | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 12/29 | FR Girls Basketball | Lauralton Hall | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Sat., 12/30 | V Wrestling | Somers, Fairfield Prep | Away - Somers HS [Directions] | 10:00 a.m. | ||
| Sat., 12/30 | V Girls Ice Hockey | Suffield Coop | Home - Lou Astorino Ice Rink [Directions] | 12:30 p.m. | T 2-2(OT) | Suffield/G/EH |
| Wed., 1/3 | V Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | L 57-65 | |
| Wed., 1/3 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Wed., 1/3 | FR Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 3:30 p.m. | ||
| Wed., 1/3 | V Wrestling | Northwestern | Away - Northwestern Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/3 | V Girls Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 60-49 | |
| Wed., 1/3 | JV Girls Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 1/3 | FR Girls Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 1/3 | V Girls Ice Hockey | New Canaan | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | L 2-3 | |
| Sat., 1/6 | V Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | 5:00 p.m. | W 65-51 | |
| Sat., 1/6 | JV Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | 3:15 p.m. | ||
| Sat., 1/6 | FR Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | 1:30 p.m. | ||
| Sat., 1/6 | V Wrestling | Lawless Tournament | Away - Nonnewaug HS | 9:00 a.m. | ||
| Sat., 1/6 | FR Girls Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 9:00 a.m. | ||
| Sun., 1/7 | V Boys Indoor Track | James Barber Inv | Away - SCSU | 12:00 p.m. | ||
| Sun., 1/7 | V Girls Indoor Track | James Barber Inv | Away - SCSU | 12:00 p.m. | ||
| Tue., 1/9 | V Boys Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | ||
| Tue., 1/9 | V Girls Basketball | Seymour | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 69-59 | |
| Tue., 1/9 | JV Girls Basketball | Seymour | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 1/9 | FR Girls Basketball | Seymour | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 1/10 | V Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | W 80-42 | |
| Wed., 1/10 | JV Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 4:15 p.m. | ||
| Wed., 1/10 | FR Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 3:00 p.m. | ||
| Wed., 1/10 | V Boys Swimming and Diving | Avon | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Wed., 1/10 | V Girls Basketball | Oxford | Home - Holy Cross HS [Directions] | 6:30 p.m. | W 47-24 | |
| Thu., 1/11 | V Wrestling | Oxford | Home - Derby HS Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 1/11 | FR Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | ||
| Fri., 1/12 | V Boys Basketball | WCA | Away - WCA [Directions] | 7:00 p.m. | W 75-63 | |
| Fri., 1/12 | JV Boys Basketball | WCA | Away - WCA [Directions] | 5:00 p.m. | ||
| Fri., 1/12 | FR Boys Basketball | WCA | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 1/12 | V Boys Swimming and Diving | Torrington | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Fri., 1/12 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | 5:50 p.m. | W 9-0 | |
| Mon., 1/15 | V Boys Basketball | Norwich Free Academy | Away - Alumni Gym [Directions] | 2:00 p.m. | W 44-40 | |
| Mon., 1/15 | V Girls Ice Hockey | West Haven/SHA | Home - Lou Astorino Ice Rink [Directions] | 12:00 p.m. | W 4-2 | West Haven/SHA |
| Tue., 1/16 | V Boys Swimming and Diving | Oxford | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Tue., 1/16 | V Girls Basketball | Wilby | Away - Wilby H.S. [Directions] | 7:00 p.m. | W 60-13 | |
| Tue., 1/16 | JV Girls Basketball | Wilby | Away - Wilby H.S. [Directions] | 5:15 p.m. | ||
| Thu., 1/18 | V Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 81-56 | |
| Thu., 1/18 | JV Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Thu., 1/18 | FR Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Thu., 1/18 | V Wrestling | Gilbert/Torrington | Home - Derby HS Gymnasium [Directions] | 7:00 p.m. | ||
| Thu., 1/18 | V Girls Ice Hockey | Lauralton Hall | Away - Wonderland of Ice [Directions] | 3:15 p.m. | W 8-1 | |
| Fri., 1/19 | V Boys Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 55-49 | |
| Fri., 1/19 | JV Boys Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/19 | FR Boys Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Fri., 1/19 | V Boys Swimming and Diving | Crosby/WCA | Home - Seymour HS [Directions] | 6:00 p.m. | ||
| Fri., 1/19 | V Boys Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | ||
| Fri., 1/19 | V Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | L 46-54 | |
| Fri., 1/19 | JV Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Fri., 1/19 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Sat., 1/20 | V Wrestling | Eagle Classic | Away - East Catholic HS | 9:00 a.m. | ||
| Sat., 1/20 | V Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 11:00 a.m. | W 48-27 | |
| Sat., 1/20 | V Girls Ice Hockey | Simsbury | Home - Lou Astorino Ice Rink [Directions] | 12:45 p.m. | W 5-1 | |
| Mon., 1/22 | V Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | W 67-60 | |
| Mon., 1/22 | JV Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Mon., 1/22 | V Girls Basketball | Crosby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 57-51 | |
| Mon., 1/22 | JV Girls Basketball | Crosby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 1/23 | V Boys Swimming and Diving | Naugatuck | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Wed., 1/24 | V Wrestling | Nonnewaug | Home - Derby HS Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 1/24 | V Girls Ice Hockey | Lauralton Hall | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | W 10-0 | |
| Thu., 1/25 | FR Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | ||
| Thu., 1/25 | V Boys Swimming and Diving | Cheshire | Away - Cheshire Community pool [Directions] | 7:00 p.m. | ||
| Fri., 1/26 | V Boys Swimming and Diving | Amity | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Fri., 1/26 | V Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | 7:00 p.m. | W 64-29 | |
| Fri., 1/26 | JV Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | 5:15 p.m. | ||
| Sat., 1/27 | V Wrestling | Doc Meyers Classic | Away - Rocky Hill HS | 9:00 a.m. | ||
| Sat., 1/27 | V Girls Ice Hockey | East Catholic Coop | Home - Lou Astorino Ice Rink [Directions] | 12:45 p.m. | W 3-0 | East Catholic/G/SW |
| Mon., 1/29 | V Boys Basketball | Woodland | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 104-45 | |
| Mon., 1/29 | JV Boys Basketball | Woodland | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Mon., 1/29 | FR Boys Basketball | Woodland | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Mon., 1/29 | V Boys Indoor Track | NVL Championships | Away - Floyd Little AC | 4:30 p.m. | ||
| Mon., 1/29 | V Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 7:00 p.m. | W 62-45 | |
| Mon., 1/29 | JV Girls Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/29 | V Girls Ice Hockey | Hall/Conard | Away - Veteran's Memorial Rink [Directions] | 7:50 p.m. | W 4-1 | Hall/Conard |
| Mon., 1/29 | V Girls Indoor Track | NVL Championships | Away - FLAC | 4:30 p.m. | ||
| Tue., 1/30 | V Boys Swimming and Diving | Kennedy | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Tue., 1/30 | FR Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Wed., 1/31 | V Boys Basketball | Bassick | Home - Holy Cross HS [Directions] | 7:00 p.m. | L 67-77 | |
| Wed., 1/31 | JV Boys Basketball | Bassick | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 1/31 | FR Boys Basketball | Bassick | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 1/31 | V Boys Swimming and Diving | Wilby/Kaynor | Away - Wilby H.S. [Directions] | 6:00 p.m. | ||
| Wed., 1/31 | V Wrestling | Notre Dame-West Haven | Away [Directions] | Cancelled | Cancelled | |
| Wed., 1/31 | V Girls Ice Hockey | Branford | Home - Lou Astorino Ice Rink [Directions] | 5:00 p.m. | L 1-2 | Branford/NB/EH |
| Fri., 2/2 | V Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 95-60 | |
| Fri., 2/2 | JV Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Fri., 2/2 | FR Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Fri., 2/2 | V Boys Swimming and Diving | Woodland | Away - Woodland HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/2 | V Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 50-30 | |
| Fri., 2/2 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | 8:00 p.m. | W 4-1 | ND/F/JL/W |
| Sat., 2/3 | V Wrestling | Morgan, Griswold/Wheeler, Granby Memorial, Canton | Away - Morgan HS [Directions] | 9:00 a.m. | ||
| Sat., 2/3 | FR Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | 9:30 a.m. | ||
| Sat., 2/3 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion [Directions] | 8:15 p.m. | T 1-1 | |
| Tue., 2/6 | V Boys Basketball | WCA | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 68-67 | |
| Tue., 2/6 | V Boys Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | 7:00 p.m. | ||
| Tue., 2/6 | V Girls Basketball | WCA | Home - Holy Cross HS [Directions] | 5:00 p.m. | W 66-36 | |
| Thu., 2/8 | V Wrestling | St. Paul Catholic | Home - Derby HS Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 7:00 p.m. | L 59-71 | |
| Fri., 2/9 | JV Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | FR Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | W 48-45 | |
| Fri., 2/9 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Fri., 2/9 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 3:30 p.m. | ||
| Sat., 2/10 | V Boys Indoor Track | CIAC Class S | Away - Floyd Little AC | 4:30 p.m. | ||
| Sat., 2/10 | V Wrestling | Berkshire/Valley Tournament | Away - Northwestern HS | 9:00 a.m. | ||
| Sat., 2/10 | V Girls Ice Hockey | Darien | Home - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | L 2-3 (OT) | |
| Sat., 2/10 | V Girls Indoor Track | CIAC Class S Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:30 p.m. | ||
| Mon., 2/12 | V Boys Basketball | Wilby | Away - Wilby H.S. [Directions] | 7:00 p.m. | W 92-73 | |
| Mon., 2/12 | JV Boys Basketball | Wilby | Away - Wilby H.S. [Directions] | 5:15 p.m. | ||
| Mon., 2/12 | FR Boys Basketball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Mon., 2/12 | V Girls Basketball | Wilby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 67-41 | |
| Mon., 2/12 | JV Girls Basketball | Wilby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 2/13 | FR Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | 6:30 p.m. | ||
| Wed., 2/14 | V Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | 7:00 p.m. | L 71-84 | |
| Wed., 2/14 | JV Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 2/14 | V Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | W 51-39 | |
| Wed., 2/14 | JV Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 2/14 | V Girls Ice Hockey | Masuk Coop | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | W 6-0 | Masuk/JB/N/O |
| Thu., 2/15 | V Boys Swimming and Diving | Weston | Away - Weston MS Pool [Directions] | 4:30 p.m. | ||
| Fri., 2/16 | FR Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 6:30 p.m. | ||
| Fri., 2/16 | V Wrestling | Class S State Championships | Away - Windham HS | 4:00 p.m. | ||
| Sat., 2/17 | V Wrestling | Class S State Championships | Away - Windham HS | 9:00 a.m. | ||
| Sat., 2/17 | V Girls Basketball | WCA | Home - Holy Cross HS [Directions] | 11:00 a.m. | ||
| Sat., 2/17 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Tue., 2/20 | V Boys Basketball | Watertown | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 86-67 | |
| Tue., 2/20 | JV Boys Basketball | Watertown | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 2/20 | FR Boys Basketball | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 2/21 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | W 3-2 (2OT) | |
| Fri., 2/23 | V Boys Basketball | Torrington | Away - Torrington HS [Directions] | 5:00 p.m. | W 70-59 | |
| Fri., 2/23 | JV Boys Basketball | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | ||
| Fri., 2/23 | V Wrestling | State Open Championships | Away - Floyd Little Athletic Center, NH | 3:30 p.m. | ||
| Sat., 2/24 | V Wrestling | State Open Championships | Away - Floyd Little Athletic Center, NH | 9:00 a.m. | ||
| Sat., 2/24 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | 6:00 p.m. | L 3-4 | |
| Sat., 2/24 | V Girls Ice Hockey | SCC South Final | Away | Cancelled | Cancelled | |
| Tue., 2/27 | V Girls Basketball | Joel Barlow | Home - Holy Cross HS [Directions] | 7:00 p.m. | ||
| Tue., 2/27 | V Girls Ice Hockey | CHSGHA First Round | Home - Lou Astorino Ice Rink [Directions] | 4:00 p.m. | ||
| Fri., 3/2 | V Girls Ice Hockey | CHSGHA Quarter-Finals | Away - Higher Seed | Cancelled | Cancelled | 3/2 or 3/3 |
| Sat., 3/3 | V Girls Basketball | East Lyme | Home - Holy Cross HS [Directions] | 6:00 p.m. | ||
| Sat., 3/3 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Wed., 3/7 | V Girls Ice Hockey | CHSGHA Semi-Finals | Away - Rinks at Shelton | Cancelled | Cancelled | 3/7 or 3/8 |
| Fri., 3/9 | V Boys Basketball | Windsor | Away - Windsor HS [Directions] | 7:00 p.m. | ||
| Sat., 3/10 | V Girls Ice Hockey | CHSGHA State Championship | Away - Bennett Rink West Haven | Cancelled | Cancelled | |
| Mon., 3/26 | V Baseball | Nonnewaug (Scrim.) | Away - Nonnewaug HS [Directions] | 3:30 p.m. | ||
| Wed., 3/28 | V Baseball | Brookfield (Scrim.) | Home - Cadigan Field [Directions] | 3:00 p.m. | ||
| Thu., 3/29 | V Boys Lacrosse | Bethel (Scrim.) | Away - DeSantis Field at Bethel HS [Directions] | 5:30 p.m. | ||
| Thu., 3/29 | V Softball | Bethel (Scrim.) | Away - Kissling Field at Bethel High Schoo [Directions] | 4:00 p.m. | ||
| Thu., 4/5 | V Baseball | Seymour | Away - French Park [Directions] | 3:30 p.m. | W 5-1 | |
| Thu., 4/5 | V Boys Outdoor Track | Wilby, Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | Holy Cross 91 Sacred Heart 59 Holy Cross 127 Wilby 23 | |
| Thu., 4/5 | V Boys Tennis | Sacred Heart | Away - Fulton Park | 3:45 p.m. | W 8-1 | |
| Thu., 4/5 | V Girls Outdoor Track | Wilby, Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | HC 83 SH 64 HC 116 Wilby 22 SH 94 Wilby 29 | |
| Thu., 4/5 | V Girls Tennis | Seymour | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 4/7 | V Softball | Joel Barlow | Away - Field E (Softball) [Directions] | 4:00 p.m. | L 3-5 | |
| Mon., 4/9 | V Baseball | Torrington | Home - Waterville Park [Directions] | 3:45 p.m. | W 3-0 | |
| Mon., 4/9 | V Boys Tennis | Torrington | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 2-7 | |
| Mon., 4/9 | V Girls Lacrosse | St. Paul Catholic | Home - Holy Cross HS [Directions] | 4:00 p.m. | L 6-16 | |
| Mon., 4/9 | V Softball | Torrington | Away - Torrington HS [Directions] | 4:00 p.m. | W 9-1 | |
| Mon., 4/9 | V Girls Tennis | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | W 6-1 | |
| Wed., 4/11 | V Baseball | WCA | Away - Washington Park [Directions] | 3:30 p.m. | W 12-0 | |
| Wed., 4/11 | V Boys Golf | Woodland | Home - W Hills [Directions] | 2:30 p.m. | Holy Cross-181 Woodland-213 Vin Graziano-43,Mike Mencio-44,Chris Ford-47,Tom Moran-47 | |
| Wed., 4/11 | V Boys Lacrosse | Lewis Mills | Home - Holy Cross HS [Directions] | 4:00 p.m. | L 2-14 | |
| Wed., 4/11 | V Boys Outdoor Track | Torrington, St. Paul Catholic | Away - Torrington HS [Directions] | 3:45 p.m. | Holy Cross 80 Torrington 70 Holy Cross 138 St. Paul 12 | |
| Wed., 4/11 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | W 6-3 | |
| Wed., 4/11 | V Girls Lacrosse | Housatonic Regional | Away - Hotchkiss [Directions] | 4:15 p.m. | L 6-12 | |
| Wed., 4/11 | V Girls Outdoor Track | Torrington, St. Paul Catholic | Away - Torrington HS [Directions] | 3:45 p.m. | HC 55 Torr 96 HC 111 SP 28 | |
| Wed., 4/11 | V Softball | WCA | Away - Huntingdon Field [Directions] | 3:30 p.m. | W 17-7 | |
| Wed., 4/11 | JV Softball | WCA | Away - Huntingdon Field [Directions] | 3:30 p.m. | ||
| Wed., 4/11 | V Girls Tennis | Naugatuck | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 5-2 | |
| Thu., 4/12 | V Baseball | Pomperaug | Home - Municipal Stadium-Waterbury [Directions] | 4:00 p.m. | W 7-1 | |
| Thu., 4/12 | V Boys Golf | Waterbury Coop | Home - W Hills [Directions] | 2:30 p.m. | Holy Cross-166 Vincent Graziano-41,Chris Ford-41,Alex Ford-42,Tom Moran-42,Mike Mencio-49 | |
| Fri., 4/13 | V Baseball | Kennedy | Away - Waterville Park [Directions] | 3:30 p.m. | W 20-0 | |
| Fri., 4/13 | V Boys Lacrosse | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 4:30 p.m. | W 12-11 | |
| Fri., 4/13 | V Boys Outdoor Track | Wolcott, Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | Holy Cross 103.5 Kennedy 46.5 Holy Cross 106 Wolcott 44 | |
| Fri., 4/13 | V Boys Tennis | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 9-0 | |
| Fri., 4/13 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills Track [Directions] | 4:00 p.m. | L 5-21 | |
| Fri., 4/13 | V Girls Outdoor Track | Wolcott, Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | HC 74 Wol 74 HC 91 Kennedy 40 Kennedy 48 Wolcott 115 | |
| Fri., 4/13 | V Softball | Kennedy | Home - Municipal Stadium [Directions] | 3:30 p.m. | W 15-0 | |
| Fri., 4/13 | JV Softball | Kennedy | Home - Huntingdon Field [Directions] | 3:30 p.m. | ||
| Fri., 4/13 | V Girls Tennis | Kennedy | Away - Chase Park [Directions] | 3:30 p.m. | W 7-0 | |
| Sat., 4/14 | JV Baseball | Oxford | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Sat., 4/14 | JV Baseball | Kennedy | Away - Waterville Park [Directions] | Cancelled | Cancelled | no bus |
| Sat., 4/14 | V Boys Lacrosse | Wilbur Cross | Home - Holy Cross HS [Directions] | 12:00 p.m. | W 10-5 | |
| Sat., 4/14 | V Softball | Pomperaug | Away - PHS Softball Field [Directions] | 2:00 p.m. | W 5-2 | |
| Mon., 4/16 | V Boys Golf | Notre Dame-West Haven | Away - Racebrook CC [Directions] | Cancelled | Cancelled | |
| Mon., 4/16 | V Boys Lacrosse | Rocky Hill | Away - Rocky Hill HS [Directions] | 5:00 p.m. | L 7-13 | |
| Tue., 4/17 | V Boys Golf | Kaynor Tech | Home - Western Hills [Directions] | Cancelled | Cancelled | |
| Tue., 4/17 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | 1:15 p.m. | W 5-4 | |
| Wed., 4/18 | V Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 11:00 a.m. | W 8-1 | no bus |
| Wed., 4/18 | JV Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 2:00 p.m. | no bus | |
| Wed., 4/18 | V Girls Lacrosse | Rockville | Away - RHS football field [Directions] | 6:00 p.m. | L 0-13 | |
| Wed., 4/18 | V Softball | Naugatuck | Home - Naugatuck HS [Directions] | 12:00 p.m. | L 5-3 | |
| Wed., 4/18 | JV Softball | Naugatuck | Home - Naugatuck HS [Directions] | 2:00 p.m. | ||
| Fri., 4/20 | V Baseball | Sacred Heart | Home - Waterville Park [Directions] | 3:00 p.m. | W 2-1 | |
| Fri., 4/20 | V Boys Tennis | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 9-0 | |
| Fri., 4/20 | V Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | 11:00 a.m. | W 6-3 | |
| Fri., 4/20 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 11:00 a.m. | L 6-1 | |
| Sat., 4/21 | V Baseball | Crosby | Home - Holy Cross HS [Directions] | 10:30 a.m. | W 16-0 | |
| Sat., 4/21 | JV Baseball | Sacred Heart | Home - Holy Cross HS [Directions] | 1:30 p.m. | ||
| Sat., 4/21 | V Softball | Seymour | Home - Holy Cross HS [Directions] | 1:00 p.m. | L 9-15 | |
| Sat., 4/21 | JV Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | 11:00 a.m. | ||
| Mon., 4/23 | V Baseball | Ansonia | Away - Nolan Field, Ansonia [Directions] | 3:45 p.m. | W 13-1 | |
| Mon., 4/23 | V Boys Lacrosse | Watertown | Away - Watertown HS [Directions] | 7:00 p.m. | W 6-4 | |
| Mon., 4/23 | V Softball | Ansonia | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 14-0 | |
| Mon., 4/23 | V Girls Tennis | Ansonia | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 6-1 | |
| Tue., 4/24 | V Baseball | Montville | Away - Montville H.S. [Directions] | 4:15 p.m. | L 3-5 | |
| Tue., 4/24 | JV Baseball | Montville | Away - Montville H.S. [Directions] | 4:15 p.m. | ||
| Tue., 4/24 | V Boys Outdoor Track | Seymour, Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | Holy Cross 89 Seymour 61 Holy Cross 85 Watertown 65 | |
| Tue., 4/24 | V Girls Lacrosse | Bristol Eastern | Away - Bristol Central H.S. Turf [Directions] | 6:45 p.m. | L 3-18 | |
| Tue., 4/24 | V Girls Outdoor Track | Seymour, Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | HC 51 Seymour 99 HC 51 Watertown 98 Seymour 63 Watertown 85 | |
| Tue., 4/24 | V Softball | Crosby | Away - Crosby HS Field #1 [Directions] | 3:45 p.m. | W 26-0 | |
| Tue., 4/24 | JV Softball | Crosby | Away - Crosby HS Field #2 [Directions] | 3:45 p.m. | ||
| Wed., 4/25 | V Boys Lacrosse | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 4:30 p.m. | L 14-3 | |
| Thu., 4/26 | V Baseball | Wilby | Away - Wilby H.S. [Directions] | 3:45 p.m. | W 18-2 | |
| Thu., 4/26 | V Boys Golf | Torrington | Away - Torrington Country Club [Directions] | 2:30 p.m. | Holy Cross -185 Chris Ford-44,Tom Moran-45,Mike Mencio-46,Alex Ford-50,Vincent Graziano-52 | |
| Thu., 4/26 | V Boys Tennis | Wolcott | Away - Wolcott HS [Directions] | 3:45 p.m. | L 3-6 | |
| Thu., 4/26 | V Softball | Wilby | Home - Huntingdon Field [Directions] | 3:30 p.m. | W 18-1 | |
| Thu., 4/26 | V Girls Tennis | Sacred Heart | Home - Holy Cross HS [Directions] | 3:45 p.m. | L 6-1 | |
| Sat., 4/28 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | 2:00 p.m. | W 16-3 | |
| Sat., 4/28 | JV Baseball | Oxford | Away - OHS Baseball Field [Directions] | 10:00 a.m. | ||
| Sat., 4/28 | V Boys Tennis | Wolcott | Home - Holy Cross HS [Directions] | 11:00 a.m. | L 4-5 | |
| Sat., 4/28 | V Softball | Oxford | Home - Holy Cross HS [Directions] | 2:00 p.m. | W 6-5(8) | |
| Sat., 4/28 | JV Softball | Oxford | Home - Holy Cross HS [Directions] | Cancelled | Cancelled | |
| Sat., 4/28 | JV Softball | Oxford | Home - Lower Murray Park [Directions] | 12:00 p.m. | ||
| A request to make the following change(s) to the above event has been submitted by one of the schools involved, but has not yet been accepted by the other -- Change facility to | ||||||
| Mon., 4/30 | V Baseball | Wolcott | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 4-3 | |
| Mon., 4/30 | V Boys Golf | St. Paul Catholic | Away - Chippanee Golf Club [Directions] | 3:00 p.m. | Holy Cross-Tom Moran-42,Vin Graziano-44,MIke Mencio-45,Alex Ford-43,Chris Ford-49 | |
| Mon., 4/30 | V Boys Lacrosse | Immaculate | Away - Mustang Valley [Directions] | 4:30 p.m. | L 16-3 | |
| Mon., 4/30 | V Boys Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | 3:30 p.m. | W 5-4 | |
| Mon., 4/30 | V Girls Lacrosse | Amistad | Home - Holy Cross HS [Directions] | 4:30 p.m. | W 17-10 | |
| Mon., 4/30 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | L 5-6 | |
| Mon., 4/30 | JV Softball | Seymour | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Mon., 4/30 | V Girls Tennis | St. Paul Catholic | Away - Page Park, Bristol [Directions] | 3:45 p.m. | L 5-2 | |
| Tue., 5/1 | JV Baseball | Wolcott | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 5/1 | V Boys Golf | Naugatuck | Home - W Hills [Directions] | 2:30 p.m. | Holy Cross-181 Vincent Graziano-44,Chris Ford-45,Alex Ford-45,Mike Mencio-47,Tom Moran-49 | |
| Tue., 5/1 | V Boys Outdoor Track | Naugatuck, WCA | Away - Naugatuck HS [Directions] | 3:45 p.m. | Holy Cross 75 Naugatuck 75 Holy Cross 116 WCA 34 | |
| Tue., 5/1 | V Girls Lacrosse | Wolcott | Home - Post University [Directions] | 4:00 p.m. | T 9-9 | |
| Tue., 5/1 | V Girls Outdoor Track | Naugatuck, WCA | Away - Naugatuck HS [Directions] | 3:45 p.m. | NAUGATUCK 78, HOLY CROSS 72 NAUGATUCK 82, WCA 68 WCA 78, HOLY CROSS 72 | |
| Tue., 5/1 | JV Softball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Wed., 5/2 | V Baseball | Watertown | Home - Holy Cross HS [Directions] | 3:45 p.m. | L 5-17 | |
| Wed., 5/2 | V Boys Golf | Wolcott | Home - W Hills [Directions] | 2:30 p.m. | Holy Cross- Alex ford-41,Chris Ford-43,Vin Graziano-46,Nate Erdtmann 48,Chris Ciampi-50 | |
| Wed., 5/2 | V Boys Lacrosse | Amistad | Home - Post University [Directions] | 4:00 p.m. | W 16-7 | |
| Wed., 5/2 | V Boys Tennis | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 9-0 | |
| Wed., 5/2 | V Girls Lacrosse | Watertown | Away - Watertown HS [Directions] | 4:30 p.m. | L 8-15 | |
| Wed., 5/2 | V Softball | Watertown | Away - Watertown HS [Directions] | 3:45 p.m. | L 4-5 | |
| Wed., 5/2 | V Girls Tennis | Watertown | Away - Crestbrook Park [Directions] | 3:30 p.m. | L 4-3 | |
| Thu., 5/3 | JV Baseball | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Thu., 5/3 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 4:00 p.m. | L 5-16 | |
| Thu., 5/3 | V Softball | WCA | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 14-2 | |
| Thu., 5/3 | V Girls Tennis | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 7-0 | |
| Thu., 5/3 | V Girls Tennis | Wilby | Home - Wilby H.S. [Directions] | 4:30 p.m. | W 7-0 | |
| Fri., 5/4 | V Baseball | WCA | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 11-4 | |
| Fri., 5/4 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:00 p.m. | L 4-24 | |
| Fri., 5/4 | V Boys Tennis | Wilby | Away - Wilby H.S. [Directions] | 3:45 p.m. | W 8-1 | |
| Fri., 5/4 | V Boys Tennis | Wilby | Away - Wilby H.S. [Directions] | 4:30 p.m. | W 6-0 | |
| Fri., 5/4 | V Girls Lacrosse | Housatonic Regional | Home - Post University [Directions] | 4:00 p.m. | L 11-17 | |
| Fri., 5/4 | JV Softball | WCA | Home - Holy Cross H.S. [Directions] | 3:30 p.m. | no bus | |
| Sat., 5/5 | JV Baseball | WCA | Home - Holy Cross HS [Directions] | 10:30 a.m. | ||
| Sat., 5/5 | V Boys Lacrosse | Watertown | Home - Holy Cross HS [Directions] | 2:00 p.m. | L 4-12 | |
| Sat., 5/5 | V Boys Outdoor Track | Marty Robbins | Away - Coginchaug HS | 10:00 a.m. | ||
| Sat., 5/5 | V Girls Outdoor Track | Marty Robbins | Away - Coginchaug HS | 10:00 a.m. | ||
| Mon., 5/7 | V Baseball | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | W 17-3 | |
| Mon., 5/7 | V Boys Golf | Watertown | Away - Crestbrook Park Golf Course [Directions] | 2:30 p.m. | Holy Cross-172 Mike Mencio-40 Tom Moran-42,Chris Ford-43,Alex Ford-47,Vincent Graziano-47 | |
| Mon., 5/7 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | W 9-0 | |
| Mon., 5/7 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | 5:00 p.m. | W 6-0 | |
| Mon., 5/7 | V Girls Lacrosse | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 4:00 p.m. | W 15-8 | |
| Mon., 5/7 | V Softball | Crosby | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 16-3 | |
| Mon., 5/7 | JV Softball | Crosby | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Mon., 5/7 | V Girls Tennis | Crosby | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 7-0 | |
| Mon., 5/7 | V Girls Tennis | Crosby | Home - Holy Cross HS [Directions] | 5:00 p.m. | W 7-0 | |
| Tue., 5/8 | JV Baseball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Tue., 5/8 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 3:00 p.m. | Holy Cross-178 Vin Graziano-41,Chris Ford-45,Mike Mencio-46,Alex Ford-46,Tom Moran 53 | |
| Tue., 5/8 | V Boys Outdoor Track | Oxford, Woodland | Home - Holy Cross HS [Directions] | 3:30 p.m. | Holy Cross 87 Woodland 63 Holy Cross 102 Oxford 48 | |
| Tue., 5/8 | V Girls Outdoor Track | Oxford, Woodland | Home - Holy Cross HS [Directions] | 3:30 p.m. | HC 79 Oxford 67 HC 54 Woodland 96 Oxford 38 Woodland 112 | |
| Tue., 5/8 | V Girls Tennis | Woodland | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 4-3 | |
| Wed., 5/9 | V Baseball | Kennedy | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 18-1 | |
| Wed., 5/9 | V Boys Tennis | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | W 9-0 | |
| Wed., 5/9 | V Girls Lacrosse | Lewis Mills | Home - Post University [Directions] | 4:00 p.m. | L 12-19 | |
| Wed., 5/9 | V Softball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | W 15-0 | |
| Wed., 5/9 | JV Softball | Kennedy | Away - Town Plot Park [Directions] | 3:30 p.m. | ||
| Wed., 5/9 | V Girls Tennis | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 6-1 | |
| Thu., 5/10 | JV Baseball | WCA | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Thu., 5/10 | JV Baseball | WCA | Home - Holy Cross H.S. [Directions] | 3:45 p.m. | ||
| Thu., 5/10 | V Boys Lacrosse | Wolcott | Home - Post University [Directions] | 3:45 p.m. | W 17-7 | |
| Thu., 5/10 | V Boys Tennis | Pomperaug | Away - PHS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 5/10 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:00 p.m. | L 3-13 | |
| Thu., 5/10 | V Girls Tennis | Wolcott | Away - Wolcott HS [Directions] | 3:30 p.m. | L 4-3 | |
| Fri., 5/11 | V Baseball | Wilby | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 21-0 | |
| Fri., 5/11 | V Boys Outdoor Track | Torrington Invitational | Away - Torrington HS | 4:00 p.m. | ||
| Fri., 5/11 | V Girls Lacrosse | Bristol Eastern | Home - Post University [Directions] | 4:00 p.m. | L 10-14 | |
| Fri., 5/11 | V Girls Outdoor Track | Torrington Invitational | Away - Torrington HS | 4:00 p.m. | ||
| Fri., 5/11 | V Softball | Wilby | Away - Bucks Hill Park [Directions] | 3:45 p.m. | W 23-0 | |
| Fri., 5/11 | JV Softball | Wilby | Away - Bucks Hill Park [Directions] | 3:45 p.m. | ||
| Mon., 5/14 | V Baseball | Sacred Heart | Away - Municipal Stadium | 7:00 p.m. | W 4-0 | |
| Mon., 5/14 | V Boys Golf | Seymour | Home - W Hills [Directions] | 2:30 p.m. | Holy Cross- Vin Graziano-43,Chris Ford-43,Alex Ford 43,tom Moran-43, Mike Mencio-45 | |
| Mon., 5/14 | V Boys Lacrosse | Brookfield | Away - BHS Stadium Field [Directions] | 4:00 p.m. | L 15-1 | |
| Mon., 5/14 | V Softball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 5-1 | |
| Mon., 5/14 | JV Softball | Sacred Heart | Home - Lower Murray Park [Directions] | Cancelled | Cancelled | |
| Wed., 5/16 | V Boys Golf | Sacred Heart | Home - W Hills [Directions] | 2:30 p.m. | Holy Cross-173 Mike Mencio-41,Alex Ford-42,Tom Moran-44, Vincent Graziano-46,Chris Ford-48 | |
| Wed., 5/16 | V Boys Outdoor Track | Crosby, Derby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | Holy Cross 106 Crosby 44 Derby 97 Holy Cross 53 | |
| Wed., 5/16 | V Girls Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 4:30 p.m. | W 15-10 | |
| Wed., 5/16 | V Girls Outdoor Track | Crosby, Derby | Away - Crosby HS - Jimmy Lee Stadium (turf) [Directions] | 3:30 p.m. | HC 120 Crosby 18 HC 89 Derby 57 | |
| Thu., 5/17 | V Boys Lacrosse | Canton | Away - Canton H.S. Turf [Directions] | 4:30 p.m. | L 11-10 | |
| Thu., 5/17 | V Girls Lacrosse | Watertown | Home - Post University [Directions] | 3:30 p.m. | L 13-14 | |
| Fri., 5/18 | V Baseball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 4:00 p.m. | W 4-3 | |
| Fri., 5/18 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | 2:30 p.m. | Holy Cross Vincent Graziano-41,Chris Ford42,Tom Moran-43,Mike Mencio-45,Chris Ciampi-47 | |
| Fri., 5/18 | V Boys Lacrosse | St. Paul Catholic | Home - Post University [Directions] | 4:00 p.m. | L 5-17 | |
| Fri., 5/18 | V Softball | Woodland | Away - Woodland Softball Field [Directions] | 3:00 p.m. | W 14-1 | |
| Fri., 5/18 | JV Softball | Woodland | Away - Woodland Softball Field [Directions] | 5:00 p.m. | ||
| Sat., 5/19 | V Boys Lacrosse | Canton | Home - Post University [Directions] | 3:00 p.m. | L 7-10 | |
| Sat., 5/19 | V Boys Outdoor Track | City Meet | Away - Crosby HS | TBA | ||
| Sat., 5/19 | V Girls Outdoor Track | City Meet | Away - Crosby HS | TBA | ||
| Mon., 5/21 | V Boys Golf | Waterbury Coop, Wilby | Home - W Hills [Directions] | 2:30 p.m. | Holy Cross 166 Tom Moran-39,Chris Ford-40,Vincent Graziano-41,Nate Erdtmann-46,Alex Ford -42 | |
| Tue., 5/22 | V Boys Outdoor Track | NVL Championships | Away - TBA | 1:30 p.m. | ||
| Tue., 5/22 | V Girls Outdoor Track | NVL Championships | Away - TBA | 1:30 p.m. | ||
| Wed., 5/23 | V Baseball | Oxford | Home - Holy Cross HS [Directions] | 4:30 p.m. | W 14-3 | |
| Wed., 5/23 | V Boys Outdoor Track | NVL JV Invitational | Away - TBA | 3:30 p.m. | ||
| Wed., 5/23 | V Girls Outdoor Track | NVL JV Invitational | Away - TBA | 3:30 p.m. | ||
| Wed., 5/23 | V Softball | Watertown | Home - Holy Cross HS [Directions] | 4:30 p.m. | ||
| Thu., 5/24 | V Baseball | Seymour | Home - Municipal Stadium (Wtby) [Directions] | 2:00 p.m. | ||
| Fri., 5/25 | V Baseball | St. Paul Catholic | Home - Municipal Stadium (Wtby) [Directions] | 6:00 p.m. | ||
| Tue., 5/29 | V Baseball | Morgan | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 5/29 | V Boys Golf | City Championships | Away - WCC | TBA | Holy cross 169 Vincent Graziano-42,Chris Ford -42, Mike Mencio-42, Nate Erdtmann-42 | |
| Tue., 5/29 | V Softball | East Windsor | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Wed., 5/30 | V Baseball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 5/30 | V Softball | Thomaston | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Thu., 5/31 | V Boys Golf | NVL Championships | Away - WGC | TBA | ||
| Sat., 6/2 | V Baseball | Immaculate | Home - Holy Cross HS [Directions] | 2:00 p.m. | ||
| Sat., 6/2 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:30 p.m. | ||
| Mon., 6/4 | V Boys Outdoor Track | CIAC State Open | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/4 | V Girls Outdoor Track | CIAC State Open | Away - Willow Brook Park | 1:30 p.m. | ||
| Wed., 6/6 | V Baseball | Notre Dame-Fairfield | Away - Muzzy Field [Directions] | 3:30 p.m. | ||
| Wed., 6/6 | V Softball | Coventry | Away - DeLuca Field (Stratford) [Directions] | 7:00 p.m. | ||