| Holy Cross 2016-17 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 555 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Seymour | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Kennedy | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Naugatuck | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Ansonia | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | WCA | Away - Washington Park [Directions] | TBA | ||
| TBA | JV Baseball | Crosby | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Away - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Sacred Heart | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | 2:15pm | |
| TBA | FR Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | TBA | tba | |
| TBA | FM Football | Sacred Heart | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:30 p.m. | 2:15pm | |
| TBA | JV Boys Soccer | Wolcott | Away - Wolcott HS, Lower Soccer Field [Directions] | TBA | 2:30pm | |
| TBA | JV Boys Soccer | Watertown | Away - Veterans Park [Directions] | TBA | ||
| TBA | JV Boys Soccer | Wilby | Home - Lower Murray Park [Directions] | TBA | ||
| TBA | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | 2:45pm | |
| TBA | JV Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | TBA | ||
| TBA | JV Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | TBA | ||
| TBA | JV Girls Basketball | Crosby | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Naugatuck | Away - Naugatuck HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | TBA | ||
| TBA | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | 2:15pm | |
| TBA | JV Girls Soccer | Sacred Heart | Away - Bucks Hill (Montoe) Park | TBA | 2:15pm | |
| TBA | JV Girls Soccer | Wolcott | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | Naugatuck | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | Watertown | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | TBA | 8:45pm | |
| TBA | JV Girls Soccer | St. Paul Catholic | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | TBA | 2:15pm | |
| TBA | JV Softball | Wilby | Away - Bucks Hill Park [Directions] | TBA | ||
| TBA | JV Softball | Watertown | Away - Watertown HS [Directions] | TBA | ||
| TBA | JV Softball | Wilby | Home - Lower Murray Park [Directions] | TBA | ||
| TBA | JV Softball | WCA | Away - Huntingdon Park [Directions] | TBA | ||
| TBA | JV Softball | Kennedy | Away - Town Plot Park [Directions] | TBA | ||
| Wed., 8/31 | V Boys Soccer | Immaculate (Scrim.) | Away - Mustang Valley [Directions] | 4:15 p.m. | 3:00pm | |
| Sat., 9/3 | V Girls Soccer | Housatonic Regional (Scrim.) | Home - Upper Murray Park [Directions] | 10:00 a.m. | ||
| Sat., 9/3 | JV Girls Soccer | Housatonic Regional (Scrim.) | Home - Lower Murray Park [Directions] | 10:00 a.m. | ||
| Fri., 9/9 | V Boys Soccer | Torrington | Home - Holy Cross HS [Directions] | L 0-4 | ||
| Fri., 9/9 | JV Boys Soccer | Torrington | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Fri., 9/9 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | T 1-1 | 2:15pm | |
| Fri., 9/9 | V Girls Volleyball | Watertown | Home - Holy Cross HS [Directions] | W 3-1 | ||
| Fri., 9/9 | JV Girls Volleyball | Watertown | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 9/10 | V Football | Kennedy | Home - Holy Cross Alumni Field [Directions] | L 21-36 | ||
| Sat., 9/10 | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 9:30 a.m. | ||
| Mon., 9/12 | FR Boys Soccer | Pomperaug | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Tue., 9/13 | V Boys Cross Country | Oxford, Wolcott, WCA | Home - HCHS [Directions] | HC 23- OX 32 HC 21- WCA 38 HC 21- WOL 34 | ||
| Tue., 9/13 | V Boys Soccer | Sacred Heart | Home - Holy Cross HS [Directions] | W 3-1 | ||
| Tue., 9/13 | V Girls Cross Country | Oxford, Wolcott, WCA | Home - HCHS [Directions] | HC 18 OX 45 HC 22 WOL 39 HC 15 WCA 50 | ||
| Tue., 9/13 | V Girls Soccer | Sacred Heart | Away - Waterville Park | W 8-0 | 2:15pm | |
| Tue., 9/13 | V Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | W 3-0 | 2:15pm | |
| Tue., 9/13 | JV Girls Volleyball | WCA | Away - Waterbury Career Academy [Directions] | 3:30 p.m. | ||
| Wed., 9/14 | JV Boys Soccer | Sacred Heart | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Thu., 9/15 | V Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | L 1-3 | 2:15pm | |
| Thu., 9/15 | JV Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Fri., 9/16 | FM Football | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Fri., 9/16 | V Boys Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | L 1-2 | 4:15pm | |
| Fri., 9/16 | V Girls Soccer | Wolcott | Home - Holy Cross HS [Directions] | T 2-2 | ||
| Fri., 9/16 | V Girls Swimming and Diving | Wilby/Kaynor Tech/WCA | Home - Wilby HS [Directions] | HC 88- WIL/KT- 69 | ||
| Fri., 9/16 | V Girls Volleyball | Torrington | Home - Holy Cross HS [Directions] | L 0-3 | ||
| Fri., 9/16 | JV Girls Volleyball | Torrington | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 9/17 | V Football | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 13-46 | 11:45am | |
| Sat., 9/17 | FR Boys Soccer | Naugatuck | Away - Naugatuck HS [Directions] | 8:00 a.m. | ||
| Sat., 9/17 | V Girls Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | L 0-1 | 5:30pm | |
| Mon., 9/19 | FR Boys Soccer | Newtown | Away - Treadwell Town Park--Tilson Field [Directions] | Cancelled | 2:15pm | |
| Tue., 9/20 | V Boys Cross Country | Crosby, Ansonia, Naugatuck | Away - Montoe Park [Directions] | NAUG 17 HC 41 HC 27 CROSBY 28 | 2:15pm | |
| Tue., 9/20 | V Boys Soccer | Naugatuck | Away - Naugatuck HS [Directions] | L 0-2 | tba | |
| Tue., 9/20 | JV Boys Soccer | Naugatuck | Away - Breen Field [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 9/20 | V Girls Cross Country | Crosby, Ansonia, Naugatuck | Away - Montoe Park [Directions] | HC 15 CROSBY 50 HC 23 NAUGY 37 | ||
| Tue., 9/20 | V Girls Soccer | Naugatuck | Home - Holy Cross HS [Directions] | W 3-0 | ||
| Tue., 9/20 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | L 0-3 | ||
| Tue., 9/20 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Wed., 9/21 | V Girls Swimming and Diving | Torrington | Away - Torrington Y [Directions] | Torr 86 HC 82 | 6:15pm | |
| Thu., 9/22 | FM Football | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 9/23 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Kennedy HS [Directions] | HC 85 SP 83 | ||
| Fri., 9/23 | V Girls Volleyball | Crosby | Home - Holy Cross HS [Directions] | W 3-0 | ||
| Fri., 9/23 | JV Girls Volleyball | Crosby | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 9/24 | V Football | Wilby | Home - Holy Cross Alumni Field [Directions] | W 42-12 | ||
| Sat., 9/24 | FR Boys Soccer | Masuk | Away - Masuk Middle Field [Directions] | 1:00 p.m. | 11:30am | |
| Sat., 9/24 | FR Girls Volleyball | Newtown | Home - HCHS [Directions] | 10:00 a.m. | ||
| Mon., 9/26 | V Boys Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | L 0-3 | 5:30pm | |
| Tue., 9/27 | V Boys Cross Country | Kennedy, St. Paul Catholic, Watertown | Away - Veterans Park [Directions] | Wat 17 HC 42 Kenn 20 HC 35 HC 23 SP 38 | 2:15pm | |
| Tue., 9/27 | V Boys Soccer | Oxford | Home - Holy Cross HS [Directions] | L 0-1 | ||
| Tue., 9/27 | JV Boys Soccer | Oxford | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Tue., 9/27 | V Girls Cross Country | Kennedy, St. Paul Catholic, Watertown | Away - Veterans Park [Directions] | Wat 25 HC 30 HC 15 Kenn 49 HC 16 SP 43 | ||
| Tue., 9/27 | JV Girls Soccer | Oxford | Away - OHS Soccer Field-West [Directions] | Cancelled | 2:30pm | |
| Tue., 9/27 | V Girls Swimming and Diving | Oxford | Away - OHS Pool [Directions] | Ox 98 HC 73 | 2:15pm | |
| Tue., 9/27 | V Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | W 3-0 | ||
| Tue., 9/27 | JV Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Wed., 9/28 | V Girls Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | W 4-0 | 4:15pm | |
| Thu., 9/29 | V Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | T 1-1 | 4:15pm | |
| Thu., 9/29 | V Girls Volleyball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | W 3-0 | ||
| Thu., 9/29 | JV Girls Volleyball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 3:30 p.m. | ||
| Fri., 9/30 | V Boys Cross Country | Nonnewaug Invite | Away - Nonnewaug HS | 4:00 p.m. | 2:15pm | |
| Fri., 9/30 | FM Football | WCA | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 9/30 | V Boys Soccer | WCA | Home - Holy Cross HS [Directions] | W 8-0 | ||
| Fri., 9/30 | V Girls Cross Country | Nonnewaug Invite | Away - Nonnewaug HS | 4:00 p.m. | ||
| Fri., 9/30 | V Girls Swimming and Diving | Kennedy | Home - Kennedy HS [Directions] | HC 82 Kenn 81 | ||
| Fri., 9/30 | V Girls Volleyball | Seymour | Away - Seymour HS [Directions] | L 0-3 | 2:15pm | |
| Fri., 9/30 | JV Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 4:45 p.m. | ||
| Sat., 10/1 | V Football | WCA | Away - Municipal Stadium [Directions] | W 28-18 | 1:40pm | |
| Sat., 10/1 | FR Boys Soccer | Pomperaug | Away - PHS Soccer Field [Directions] | 9:00 a.m. | ||
| Mon., 10/3 | V Boys Soccer | Kaynor Tech | Away - Kaynor Soccer Field [Directions] | W 3-0 | 2:15pm | |
| Tue., 10/4 | V Boys Cross Country | Seymour, Wilby, Torrington | Away - Torrington HS [Directions] | HC 22 Sey 37 HC 20 Wil 43 HC 17 Torr 43 | 2:15pm | |
| Tue., 10/4 | V Boys Soccer | Wilby | Home - Holy Cross HS [Directions] | W 4-1 | ||
| Tue., 10/4 | V Girls Cross Country | Seymour, Wilby, Torrington | Away - Torrington HS [Directions] | Torr 27 HC 28 HC 15 Sey 48 HC 15 Wil 50 | ||
| Tue., 10/4 | V Girls Swimming and Diving | Woodland | Away - Woodland HS Pool [Directions] | Wood 87 HC 71 | 2:15pm | |
| Tue., 10/4 | V Girls Volleyball | Kennedy | Home - Holy Cross HS [Directions] | L 1-3 | ||
| Tue., 10/4 | JV Girls Volleyball | Kennedy | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Wed., 10/5 | V Girls Soccer | Watertown | Home - Holy Cross HS [Directions] | L 1-2 | ||
| Thu., 10/6 | FR Boys Soccer | Naugatuck | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Thu., 10/6 | V Girls Volleyball | Northwestern | Away - Northwestern HS [Directions] | L 1-3 | 2:30pm | |
| Thu., 10/6 | JV Girls Volleyball | Northwestern | Away - Northwestern HS [Directions] | 4:00 p.m. | ||
| Fri., 10/7 | V Football | Derby | Away - Derby -Ryan Athletic Complex- Deflippo Field [Directions] | W 40-27 | 5:15pm | |
| Fri., 10/7 | V Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 1-2 | 4:15pm | |
| Fri., 10/7 | JV Boys Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | 2:15pm | |
| Fri., 10/7 | V Girls Soccer | St. Paul Catholic | Home - Holy Cross HS [Directions] | W 3-1 | ||
| Fri., 10/7 | V Girls Swimming and Diving | Watertown | Home - Kennedy HS [Directions] | Wat 97 HC 73 | ||
| Sat., 10/8 | FM Football | Derby | Home - Holy Cross HS [Directions] | Cancelled | ||
| Sat., 10/8 | FR Girls Volleyball | Brookfield | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Mon., 10/10 | V Girls Soccer | Brookfield | Home - Holy Cross HS [Directions] | W 2-0 | ||
| Tue., 10/11 | V Boys Cross Country | Sacred Heart, Derby, Woodland | Away - Woodland Regional HS | Woodland 19 HC 40 HC 19 SH 42 HC 28 Derby 29 | 2:15pm | |
| Tue., 10/11 | V Boys Soccer | Seymour | Away - Seymour HS [Directions] | L 1-5 | 5:00pm | |
| Tue., 10/11 | V Girls Cross Country | Sacred Heart, Derby, Woodland | Away - Woodland HS | Derby 19 HC 41 Woodland 21 HC 37 HC 25 SH 34 | ||
| Tue., 10/11 | V Girls Soccer | Seymour | Home - Holy Cross HS [Directions] | W 8-1 | ||
| Tue., 10/11 | V Girls Volleyball | Oxford | Home - Holy Cross HS [Directions] | W 3-2 | ||
| Tue., 10/11 | JV Girls Volleyball | Oxford | Home - Holy Cross HS [Directions] | 4:15 p.m. | ||
| Wed., 10/12 | JV Boys Soccer | Seymour | Away - Seymour High Lower Field [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 10/12 | V Girls Swimming and Diving | Seymour | Away - Seymour HS [Directions] | Sey 82 HC 70 | 2:15pm | |
| Thu., 10/13 | FR Boys Soccer | New Milford | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Thu., 10/13 | V Girls Volleyball | Ansonia | Home - Holy Cross HS [Directions] | W 3-1 | ||
| Thu., 10/13 | JV Girls Volleyball | Ansonia | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Fri., 10/14 | V Boys Cross Country | City Meet | Away - Montoe Park | 4:00 p.m. | 2:15pm | |
| Fri., 10/14 | FM Football | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 10/14 | V Boys Soccer | Crosby | Home - Holy Cross HS [Directions] | W 3-1 | ||
| Fri., 10/14 | V Girls Cross Country | City Meet | Away - Montoe Park | 4:00 p.m. | ||
| Fri., 10/14 | V Girls Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | W 4-0 | 2:15pm | |
| Fri., 10/14 | JV Girls Soccer | Ansonia | Away - Ansonia HS [Directions] | Cancelled | ||
| Fri., 10/14 | V Girls Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | SH 91 HC 69 | ||
| Fri., 10/14 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | W 3-2 | ||
| Fri., 10/14 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:45 p.m. | ||
| Sat., 10/15 | V Football | Torrington | Home - Holy Cross Alumni Field [Directions] | L 14-42 | ||
| Sat., 10/15 | FR Boys Soccer | Newtown | Home - Lower Murray Park [Directions] | 9:00 a.m. | ||
| Mon., 10/17 | FR Boys Soccer | Masuk | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Tue., 10/18 | V Boys Soccer | Woodland | Home - Municipal Stadium (Wtby) [Directions] | L 2-0 | ||
| Tue., 10/18 | V Girls Soccer | Woodland | Away - Woodland Football Field [Directions] | L 0-2 | 4:30pm | |
| Tue., 10/18 | V Girls Swimming and Diving | Naugatuck | Home - Kennedy HS [Directions] | Naugy 90 HC 74 | ||
| Tue., 10/18 | V Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | W 3-0 | ||
| Tue., 10/18 | JV Girls Volleyball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 4:45 p.m. | ||
| Wed., 10/19 | V Boys Cross Country | NVL Championships | Away - Veterans Park | TBA | tba | |
| Wed., 10/19 | JV Boys Soccer | Woodland | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 10/19 | V Girls Cross Country | NVL Championships | Away - Veterans Park | TBA | ||
| Thu., 10/20 | FR Boys Soccer | New Milford | Away - TBA [Directions] | Cancelled | 2:15pm | |
| Thu., 10/20 | V Girls Soccer | Torrington | Home - Municipal Stadium (Wtby) [Directions] | W 3-0 | ||
| Thu., 10/20 | V Girls Volleyball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | W 3-1 | 2:15pm | |
| Thu., 10/20 | JV Girls Volleyball | Housatonic Regional | Away - HVRHS. Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 10/21 | V Girls Volleyball | Wilby | Home - Holy Cross HS [Directions] | W 3-0 | ||
| Fri., 10/21 | JV Girls Volleyball | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Sat., 10/22 | V Boys Soccer | Kennedy | Away - Municipal Stadium [Directions] | L 0-1 | 2:15pm | |
| Sat., 10/22 | JV Boys Soccer | Kennedy | Away - West Side MS [Directions] | 10:00 a.m. | ||
| Sat., 10/22 | JV Girls Soccer | Torrington | Home - Upper Murray Park [Directions] | Cancelled | ||
| Sat., 10/22 | FR Girls Volleyball | Brookfield | Away - BHS Big Gym [Directions] | Cancelled | 8:30am | |
| Mon., 10/24 | V Boys Soccer | Derby | Home - Municipal Stadium (Wtby) [Directions] | W 3-2 | ||
| Mon., 10/24 | V Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | L 1-3 | 2:15pm | |
| Mon., 10/24 | JV Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 4:45 p.m. | ||
| Tue., 10/25 | JV Boys Soccer | Derby | Home - Lower Murray Park [Directions] | Cancelled | ||
| Tue., 10/25 | V Girls Soccer | Derby | Away - Derby -Ryan Athletic Complex- Deflippo Field [Directions] | W 11-0 | 2:15pm | |
| Wed., 10/26 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | L 0-6 | 2:15pm | |
| Wed., 10/26 | V Girls Soccer | Sacred Heart | Home - Municipal Stadium (Wtby) [Directions] | W 7-0 | ||
| Wed., 10/26 | V Girls Volleyball | WCA | Home - Holy Cross HS [Directions] | W 3-0 | ||
| Wed., 10/26 | JV Girls Volleyball | WCA | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Thu., 10/27 | V Girls Volleyball | Immaculate | Away - Immaculate HS [Directions] | W 3-0 | 2:15pm | |
| Thu., 10/27 | JV Girls Volleyball | Immaculate | Away - Immaculate HS [Directions] | 4:45 p.m. | ||
| Fri., 10/28 | V Football | Sacred Heart | Away - Municipal Stadium | L 32-37 | 5:40pm | |
| Sat., 10/29 | V Boys Cross Country | Class S | Away | TBA | tba | |
| Sat., 10/29 | V Girls Cross Country | Class S | Away | TBA | ||
| Sat., 10/29 | V Girls Soccer | Oxford | Home - Post University [Directions] | W 3-1 | ||
| Sat., 10/29 | V Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | L 3-1 | 9:30am | |
| Tue., 11/1 | V Girls Soccer | Woodland | Away - Watertown HS [Directions] | W 1-0 | NVL Semi Final | |
| Tue., 11/1 | V Girls Swimming and Diving | NVL Trials | Away - Kennedy HS | TBA | ||
| Wed., 11/2 | FM Football | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 11/2 | V Girls Swimming and Diving | NVL Diving | Away | TBA | ||
| Thu., 11/3 | V Girls Soccer | Watertown | Away - Naugatuck HS [Directions] | L 1-0 | ||
| Fri., 11/4 | V Girls Swimming and Diving | NVL Finals | Away - Kennedy HS | TBA | ||
| Sat., 11/5 | V Football | Crosby | Home - Holy Cross Alumni Field [Directions] | L 43-58 | ||
| Mon., 11/7 | V Girls Soccer | Wolcott Tech | Home - Post University [Directions] | W 9-0 | ||
| Mon., 11/7 | V Girls Volleyball | Whitney Tech | Home - Holy Cross HS [Directions] | W 3-1 | ||
| Wed., 11/9 | V Girls Soccer | Coventry | Away - Larry A. Pietrantonio Athletic Field Complex [Directions] | L 2-1 | 1:15pm | |
| Wed., 11/9 | V Girls Volleyball | Hale Ray | Away - Hale-Ray HS [Directions] | L 3-1 | 3:45pm | |
| Thu., 11/10 | FM Football | Ansonia | Home - Holy Cross HS [Directions] | Cancelled | ||
| Fri., 11/11 | V Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | L 14-68 | 4:45pm | |
| Sat., 11/19 | FM Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 10:30 a.m. | 9:15am | |
| Thu., 11/24 | V Football | Wolcott | Home - Holy Cross Alumni Field [Directions] | L 28-47 | ||
| Sat., 12/3 | V Girls Ice Hockey | Hingham (MA) (Scrim.) | Home - Lou Astorino Ice Rink [Directions] | 2:00 p.m. | ||
| Wed., 12/7 | V Girls Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 0-3 | 2:45 pm | |
| Sat., 12/10 | V Girls Ice Hockey | Greenwich | Home - Lou Astorino Ice Rink [Directions] | T 1-1 | ||
| Mon., 12/12 | V Girls Ice Hockey | Hall/Conard | Away - Veteran's Memorial Rink [Directions] | W 3-1 | 4:45 pm | |
| Tue., 12/13 | V Boys Basketball | Pomperaug (Scrim.) | Away - PHS Main Gym [Directions] | 3:00 p.m. | 2:00pm | |
| Tue., 12/13 | V Girls Basketball | Watertown | Home - Holy Cross HS [Directions] | W 65-33 | ||
| Tue., 12/13 | JV Girls Basketball | Watertown | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 12/14 | V Wrestling | Oxford | Away - OHS-Main Gym [Directions] | 6:00 p.m. | 4:30 pm | |
| Fri., 12/16 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | W 60-56 | 4:15pm | |
| Fri., 12/16 | JV Girls Basketball | Torrington | Away - Torrington HS [Directions] | 5:15 p.m. | ||
| Fri., 12/16 | FR Girls Basketball | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 12/16 | V Girls Ice Hockey | Mt. Mansfield (VT) | Away - Mount Mansfield, VT | W 3-1 | ||
| Sat., 12/17 | V Wrestling | Derby Invitational | Home - Derby HS Gymnasium [Directions] | Cancelled | ||
| Sat., 12/17 | V Girls Ice Hockey | South Burlington (VT) | Away - So Burlington, VT | W 5-0 | ||
| Tue., 12/20 | V Boys Basketball | Seymour | Home - Holy Cross HS [Directions] | W 81-62 | ||
| Tue., 12/20 | JV Boys Basketball | Seymour | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 12/20 | FR Boys Basketball | Seymour | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 12/20 | V Boys Swimming and Diving | Watertown | Home - Kennedy HS [Directions] | HC 97 Wat 77 | ||
| Tue., 12/20 | V Girls Basketball | Mercy | Home - Maloney HS [Directions] | L 37-58 | 4:15pm | |
| Wed., 12/21 | V Wrestling | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | 6:00 p.m. | 4:00 pm | |
| Wed., 12/21 | V Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | W 55-24 | 4:15pm | |
| Wed., 12/21 | JV Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:30 p.m. | ||
| Wed., 12/21 | FR Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 12/22 | V Boys Basketball | Derby | Away - Derby HS Gymnasium [Directions] | W 85-42 | 4:00pm | |
| Thu., 12/22 | JV Boys Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 5:00 p.m. | ||
| Thu., 12/22 | V Boys Swimming and Diving | Avon | Home - Kennedy HS [Directions] | Avon 96 HC 90 | ||
| Thu., 12/22 | V Girls Basketball | Derby | Home - Holy Cross HS [Directions] | W 81-31 | ||
| Thu., 12/22 | JV Girls Basketball | Derby | Home - Holy Cross HS [Directions] | Cancelled | ||
| Thu., 12/22 | FR Girls Basketball | Newtown | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Thu., 12/22 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | W 3-0 | 4:00 pm | |
| Tue., 12/27 | V Boys Basketball | Naugatuck | Home - Holy Cross HS [Directions] | W 79-52 | ||
| Tue., 12/27 | JV Boys Basketball | Naugatuck | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 12/27 | FR Boys Basketball | Naugatuck | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 12/27 | FR Girls Basketball | Pomperaug | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Tue., 12/27 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | W 7-2 | 10:30 am | |
| Wed., 12/28 | V Wrestling | Terryville-Thomaston | Home - Derby HS Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 12/28 | V Girls Ice Hockey | East Catholic Coop | Home - Lou Astorino Ice Rink [Directions] | T 1-1 | ||
| Thu., 12/29 | V Boys Basketball | New Britain | Home - Holy Cross HS [Directions] | W 64-41 | ||
| Thu., 12/29 | JV Boys Basketball | New Britain | Home - Holy Cross HS [Directions] | 4:15 p.m. | ||
| Thu., 12/29 | FR Boys Basketball | New Britain | Home - Holy Cross HS [Directions] | 2:30 p.m. | ||
| Fri., 12/30 | V Girls Basketball | Lauralton Hall | Away - Lauralton Hall Gymnasium [Directions] | W 45-14 | 3:45pm | |
| Fri., 12/30 | JV Girls Basketball | Lauralton Hall | Away - Lauralton Hall Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 12/30 | FR Girls Basketball | Lauralton Hall | Away - Lauralton Hall Gymnasium [Directions] | 3:45 p.m. | 2:15pm | |
| Sat., 12/31 | V Wrestling | Somers, RHAM, Fairfield Prep | Away - RHAM HS [Directions] | 10:00 a.m. | 8:00 am | |
| Mon., 1/2 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 2:00 p.m. | 2:15pm | |
| Tue., 1/3 | V Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | L 46-68 | ||
| Tue., 1/3 | JV Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 1/3 | V Boys Swimming and Diving | Wilby/Kaynor | Home - Kennedy HS [Directions] | HC 95 Wilby 68 | ||
| Tue., 1/3 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | W 57-39 | ||
| Tue., 1/3 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Tue., 1/3 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House [Directions] | W 3-2 | 3:00 pm | |
| Wed., 1/4 | V Wrestling | Northwestern | Home - Derby HS Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 1/4 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | W 3-2 | 2:45 pm | |
| Fri., 1/6 | V Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 69-66 | ||
| Fri., 1/6 | JV Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | ||
| Fri., 1/6 | FR Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | 2:15pm | |
| Fri., 1/6 | V Boys Swimming and Diving | Oxford | Away - OHS Pool [Directions] | HC 93 Oxford 87 | 3:15pm | |
| Fri., 1/6 | V Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | W 58-26 | ||
| Fri., 1/6 | JV Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Sat., 1/7 | V Boys Indoor Track | James Barber Invitational | Away - SCSU | TBA | tba | |
| Sat., 1/7 | V Wrestling | Lawless Invitational/Nonnewaug | Away | 9:30 a.m. | 7:00 am | |
| Sat., 1/7 | V Girls Indoor Track | James Barber Inv | Away - SCSU | TBA | ||
| Mon., 1/9 | V Girls Basketball | Seymour | Away - Seymour HS [Directions] | W 49-46 | 4:15pm | |
| Mon., 1/9 | JV Girls Basketball | Seymour | Away - Seymour HS [Directions] | Cancelled | ||
| Wed., 1/11 | V Boys Basketball | Ansonia | Home - Holy Cross HS [Directions] | W 63-46 | ||
| Wed., 1/11 | JV Boys Basketball | Ansonia | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 1/11 | FR Boys Basketball | Ansonia | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 1/11 | V Boys Swimming and Diving | Sacred Heart | Home - Kennedy HS [Directions] | HC 94 SH 83 | ||
| Wed., 1/11 | V Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | W 54-18 | 4:15pm | |
| Wed., 1/11 | JV Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | Cancelled | ||
| Wed., 1/11 | V Girls Ice Hockey | Simsbury | Home - Lou Astorino Ice Rink [Directions] | W 4-1 | ||
| Thu., 1/12 | FR Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 6:30 p.m. | ||
| Fri., 1/13 | V Boys Basketball | WCA | Home - Holy Cross HS [Directions] | W 56-54 | ||
| Fri., 1/13 | V Boys Indoor Track | McReavy Invitational | Away - Wesleyan | TBA | tba | |
| Fri., 1/13 | V Girls Basketball | WCA | Home - Holy Cross HS [Directions] | W 72-31 | ||
| Fri., 1/13 | V Girls Indoor Track | McReavy Inv | Away - Wesleyan | TBA | ||
| Sat., 1/14 | V Wrestling | Law PanPrez Invitational | Away - Jonathan Law HS | 10:00 a.m. | 8:00 am | |
| Sat., 1/14 | FR Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 11:30 a.m. | 10:30am | |
| Sat., 1/14 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Lou Astorino Ice Rink [Directions] | W 9-1 | ||
| Mon., 1/16 | FR Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 12:00 p.m. | ||
| Wed., 1/18 | V Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | W 61-50 | ||
| Wed., 1/18 | JV Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/18 | V Wrestling | Gilbert/Torrington | Away - Gilbert Gym [Directions] | 5:00 p.m. | 3:00 pm | |
| Wed., 1/18 | V Girls Basketball | Wilby | Home - Holy Cross HS [Directions] | W 79-27 | ||
| Wed., 1/18 | JV Girls Basketball | Wilby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 1/18 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion [Directions] | W 6-1 | 6:45 pm | |
| Fri., 1/20 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | W 57-40 | 4:00pm | |
| Fri., 1/20 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Fri., 1/20 | V Boys Indoor Track | H-K Invitational | Away - Floyd Little Center | TBA | tba | |
| Fri., 1/20 | V Boys Swimming and Diving | Torrington | Away - Torrington Y [Directions] | HC 85 TORR 77 | 6:00pm | |
| Fri., 1/20 | V Girls Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | W 59-50 | ||
| Fri., 1/20 | JV Girls Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/20 | FR Girls Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Fri., 1/20 | V Girls Indoor Track | H-K Inv | Away - Floyd Little Center | TBA | ||
| Sat., 1/21 | V Wrestling | Eagle Classic | Away - East Catholic HS | 9:15 a.m. | 6:45 am | |
| Sat., 1/21 | V Girls Ice Hockey | West Haven/SHA | Home - Lou Astorino Ice Rink [Directions] | W 3-0 | ||
| Wed., 1/25 | V Boys Swimming and Diving | Seymour | Home - Kennedy HS [Directions] | HC 98 Sey 83 | ||
| Wed., 1/25 | V Wrestling | Nonnewaug | Away - Nonnewaug HS Gymnasium [Directions] | 6:30 p.m. | 4:30 pm | |
| Wed., 1/25 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Lou Astorino Ice Rink [Directions] | W 9-0 | ||
| Thu., 1/26 | V Boys Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | W 72-39 | 4:30pm | |
| Thu., 1/26 | JV Boys Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 1/26 | FR Boys Basketball | Kaynor Tech | Away - Kaynor Tech Gymnasium [Directions] | 3:30 p.m. | 2:30pm | |
| Fri., 1/27 | V Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | W 77-72 | ||
| Fri., 1/27 | JV Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/27 | FR Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 1/27 | V Boys Swimming and Diving | Naugatuck | Away - Naugatuck HS [Directions] | HC 94 Naug 92 | ||
| Sat., 1/28 | V Wrestling | Doc Meyers Brawl | Away - Rocky Hill HS | 9:00 a.m. | 6:30 am | |
| Sat., 1/28 | V Girls Ice Hockey | Hall/Conard | Home - Lou Astorino Ice Rink [Directions] | L 1-2 | ||
| Mon., 1/30 | V Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | W 80-59 | 4:15pm | |
| Mon., 1/30 | JV Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 1/30 | V Boys Indoor Track | NVL Championships | Away - Floyd Little Center (N Haven) | 4:30 p.m. | 2:45pm | |
| Mon., 1/30 | V Girls Basketball | Woodland | Home - Holy Cross HS [Directions] | W 53-44 | ||
| Mon., 1/30 | JV Girls Basketball | Woodland | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | V Girls Indoor Track | NVL Championships | Away - Floyd Little Center (N Haven) | 4:30 p.m. | ||
| Wed., 2/1 | V Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | L 73-77 | ||
| Wed., 2/1 | JV Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 2/1 | FR Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 2/1 | V Boys Swimming and Diving | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | HC 93 Ken 75 | ||
| Wed., 2/1 | V Wrestling | Notre Dame-West Haven | Home - Derby HS Gymnasium [Directions] | 6:30 p.m. | ||
| Wed., 2/1 | V Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 64-34 | ||
| Wed., 2/1 | V Girls Ice Hockey | Simsbury | Away - ISCC [Directions] | T 0-0 | 5:15 pm | |
| Thu., 2/2 | FR Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 6:30 p.m. | 2:15pm | |
| Fri., 2/3 | V Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | L 73-75 | ||
| Fri., 2/3 | FR Boys Basketball | WCA | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 2/3 | V Girls Basketball | WCA | Away - Waterbury Career Academy [Directions] | W 51-36 | ||
| Sat., 2/4 | V Wrestling | Griswold/Wheeler, Granby Memorial, Morgan, Canton | Away - Griswold HS [Directions] | 10:00 a.m. | 7:30 am | |
| Sat., 2/4 | FR Girls Basketball | Naugatuck | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Sat., 2/4 | V Girls Ice Hockey | Branford | Home - Lou Astorino Ice Rink [Directions] | W 3-0 | ||
| Mon., 2/6 | V Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | L 63-65 | ||
| Mon., 2/6 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Mon., 2/6 | V Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | W 59-27 | ||
| Mon., 2/6 | JV Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 2/8 | FR Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 3:30 p.m. | 2:15pm | |
| Wed., 2/8 | V Boys Swimming and Diving | Woodland | Home - Kennedy HS [Directions] | HC 94 Wood 81 | ||
| Wed., 2/8 | V Wrestling | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | 4:30 pm | |
| Wed., 2/8 | V Girls Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | W 63-50 | ||
| Wed., 2/8 | JV Girls Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 2/8 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Rink [Directions] | W 1-0 | 2:30 pm | |
| Sat., 2/11 | V Wrestling | Berkshire/Valley Postseason Invitational | Home - Derby HS Gymnasium [Directions] | 12:00 p.m. | ||
| Sat., 2/11 | V Girls Ice Hockey | Northwest Catholic | Home - Lou Astorino Ice Rink [Directions] | W 4-3 | ||
| Tue., 2/14 | V Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | W 90-59 | ||
| Tue., 2/14 | JV Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Tue., 2/14 | V Boys Indoor Track | CIAC Class S Championships | Away - Floyd Little | 4:00 p.m. | ||
| Tue., 2/14 | V Girls Basketball | Crosby | Home - Holy Cross HS [Directions] | W 60-43 | ||
| Tue., 2/14 | V Girls Indoor Track | CIAC Class S | Away - Floyd Little Center | 4:00 p.m. | ||
| Wed., 2/15 | V Boys Swimming and Diving | Crosby/WCA | Away - Kennedy HS [Directions] | HC 58 Crosby 41 | 2:30pm | |
| Thu., 2/16 | V Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | W 79-49 | 4:15pm | |
| Thu., 2/16 | JV Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:15 p.m. | ||
| Thu., 2/16 | FR Boys Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 2/16 | V Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | W 64-26 | ||
| Fri., 2/17 | V Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | W 72-61 | ||
| Fri., 2/17 | JV Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 2/17 | FR Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 2/17 | V Wrestling | Class 'S' State Championships | Away - Windham HS | 4:45 p.m. | 11:00 am | |
| Sat., 2/18 | V Wrestling | Class 'S' State Championships | Away - TBA | 9:00 a.m. | ||
| Mon., 2/20 | V Girls Ice Hockey | SCC Tournament vs Hall HS | Home - Lou Astorino Ice Rink [Directions] | 6:00 p.m. | ||
| Tue., 2/21 | V Boys Basketball | Torrington | Home - Holy Cross HS [Directions] | W 68-65 | ||
| Tue., 2/21 | JV Boys Basketball | Torrington | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 2/21 | FR Boys Basketball | Torrington | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 2/24 | V Wrestling | State Open Championships | Away - Floyd Little Athletic Complex, New Haven | 4:00 p.m. | ||
| Fri., 2/24 | V Girls Ice Hockey | SCC Div I Championships | Away - Bennett Rink | 8:15 p.m. | 6:15 pm | |
| Sat., 2/25 | V Wrestling | State Open Championships | Away | 9:00 a.m. | ||
| Mon., 2/27 | V Girls Basketball | Crosby | Home - Holy Cross HS [Directions] | W 83-31 | ||
| Tue., 2/28 | V Girls Ice Hockey | CHSGHA Quarter-Finals vs FF-Warde/FF Ludlowe | Home - Lou Astorino Ice Rink [Directions] | 6:00 p.m. | ||
| Thu., 3/2 | V Girls Basketball | Sheehan | Home - HCHS [Directions] | W 59-34 | ||
| Thu., 3/2 | V Girls Ice Hockey | CHSGHA Semi-Finals | Away - Rinks At Shelton | 5:30 p.m. | 3:15 pm | vs Greenwich |
| Thu., 3/2 | V Girls Ice Hockey | CHSGHA Semi-Finals | Away - Rinks At Shelton | 5:30 p.m. | 3:15 pm | vs Greenwich |
| Sat., 3/4 | V Girls Ice Hockey | CHSGHA Championship vs Darien | Away - Bennett Rink | 7:00 p.m. | Yes | |
| Mon., 3/6 | V Boys Basketball | Killingly | Home - Holy Cross HS [Directions] | W 59-41 | ||
| Tue., 3/7 | V Girls Basketball | Guilford | Home - HCHS [Directions] | W 69-49 | ||
| Tue., 3/7 | V Girls Basketball | Guilford | Home - HCHS [Directions] | 7:00 p.m. | ||
| Wed., 3/8 | V Boys Basketball | Rocky Hill | Home - Holy Cross HS [Directions] | W 88-46 | ||
| Fri., 3/10 | V Girls Basketball | Capital Prep | Away [Directions] | 6:00 p.m. | 3:45pm | |
| Sat., 3/11 | V Boys Basketball | Prince Tech | Home - Holy Cross HS [Directions] | W 83-65 | ||
| Thu., 3/16 | V Boys Basketball | Bloomfield | Away - New Britain HS [Directions] | 7:00 p.m. | 5:00pm | |
| Thu., 3/16 | V Boys Swimming and Diving | CIAC Class S | Away - Wesleyan U | 1:30 p.m. | 11:00am | |
| Sun., 3/19 | V Girls Basketball | Daniel Hand | Away - Mohegan Sun [Directions] | 3:00 p.m. | tba | |
| Thu., 3/30 | V Baseball | Cheshire (Scrim.) | Away - Cheshire High Baseball Field [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 3/30 | V Softball | Bethel (Scrim.) | Away - Kissling Field [Directions] | 4:00 p.m. | 2:15pm | |
| Fri., 3/31 | V Softball | Pomperaug (Scrim.) | Away - PHS Softball Field [Directions] | TBA | 2:15pm | |
| Mon., 4/3 | V Girls Lacrosse | Bristol Eastern | Away - Bristol Central H.S. [Directions] | L 7-9 | 5:30pm | |
| Mon., 4/3 | V Softball | Seymour | Away - Seymour HS [Directions] | L 0-1 | 2:15pm | |
| Mon., 4/3 | V Girls Tennis | Seymour | Away - Seymour HS [Directions] | W 6-1 | 2:15pm | |
| Wed., 4/5 | V Baseball | Seymour | Home - Waterville Park [Directions] | W 8-3 | ||
| Wed., 4/5 | V Boys Outdoor Track | WCA, Wilby, Kaynor Tech | Home - Holy Cross HS [Directions] | WCA 81 HC 69 HC 113 Wil 31 HC 120 KT 26 | ||
| Wed., 4/5 | V Boys Tennis | Wolcott | Away - Wolcott HS [Directions] | L 0-9 | 2:15pm | |
| Wed., 4/5 | V Girls Outdoor Track | WCA, Wilby, Kaynor Tech | Home - Holy Cross HS [Directions] | HC 106 WCA 43 HC 122 WIL 20 HC 104 KT 39 | ||
| Wed., 4/5 | V Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | W 10-0 | 2:15pm | |
| Wed., 4/5 | V Girls Tennis | Wolcott | Home - Holy Cross HS [Directions] | W 5-2 | ||
| Fri., 4/7 | V Boys Lacrosse | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | W 12-8 | 3:30pm | WCLC |
| Fri., 4/7 | V Boys Tennis | Sacred Heart | Home - Holy Cross HS [Directions] | W 8-1 | ||
| Sat., 4/8 | JV Softball | Sacred Heart | Away - Municipal Stadium - Joan Joyce Field | 9:00 a.m. | ||
| Mon., 4/10 | V Baseball | Torrington | Away - Fuessenich Pk [Directions] | W 19-1 | 2:15pm | |
| Mon., 4/10 | V Boys Golf | Crosby | Away - East Mountain [Directions] | HC 173 Crosby 280 Greg Picard-41,Mike Mencio-43,Vincent Graziano-44,T Moran-45 | ||
| Mon., 4/10 | V Boys Lacrosse | Wamogo | Away - Wamogo MS Soccer Field (Lower Field) [Directions] | W 18-6 | tba | WCLC |
| Mon., 4/10 | V Boys Tennis | Torrington | Away - Torrington HS [Directions] | L 1-8 | w/bb | |
| Mon., 4/10 | V Girls Lacrosse | Housatonic Regional | Home - Holy Cross HS [Directions] | L 20-6 | WCLC | |
| Mon., 4/10 | V Girls Tennis | Torrington | Home - Holy Cross HS [Directions] | W 5-2 | ||
| Tue., 4/11 | V Baseball | Pomperaug | Away - PHS Baseball Field [Directions] | W 9-3 | 2:30pm | |
| Tue., 4/11 | JV Baseball | Torrington | Away - Torrington HS [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 4/11 | V Boys Outdoor Track | Derby, St. Paul Catholic | Home - Holy Cross HS [Directions] | Derby 116 HC 33 HC 110 SP 30 | ||
| Tue., 4/11 | V Girls Outdoor Track | Derby, St. Paul Catholic | Home - Holy Cross HS [Directions] | Derby 81 HC 58 HC 85 SP 53 | ||
| Tue., 4/11 | JV Softball | Seymour | Away - Bungay School [Directions] | 11:00 a.m. | ||
| Wed., 4/12 | V Baseball | WCA | Home - Holy Cross HS [Directions] | W 4-0 | ||
| Wed., 4/12 | V Boys Lacrosse | Lewis Mills | Home - Holy Cross HS [Directions] | L 3-11 | WCLC | |
| Wed., 4/12 | V Softball | WCA | Away - Huntingdon Park [Directions] | W 24-1 | ||
| Thu., 4/13 | V Baseball | Kennedy | Home - Holy Cross HS [Directions] | W 12-0 | ||
| Thu., 4/13 | V Boys Tennis | Kennedy | Away - Chase Park [Directions] | W 6-3 | w/soft | |
| Thu., 4/13 | V Girls Lacrosse | Lewis Mills | Home - Holy Cross HS [Directions] | L 9-25 | WCLC | |
| Thu., 4/13 | V Softball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | W 15-0 | ||
| Thu., 4/13 | V Girls Tennis | Kennedy | Home - Holy Cross HS [Directions] | W 6-1 | ||
| Sat., 4/15 | V Boys Lacrosse | Wilbur Cross | Home - Holy Cross HS [Directions] | W 12-3 | ||
| Sat., 4/15 | V Girls Lacrosse | Rockville | Home - Holy Cross HS [Directions] | L 18-20 | ||
| Mon., 4/17 | V Baseball | Crosby | Away - Crosby HS [Directions] | W 18-0 | 2:15pm | |
| Mon., 4/17 | V Boys Golf | Waterbury Coop | Away - Western Hills [Directions] | Holy Cross-178 Kennedy-272 Vincent Grazian-40,Mike Mencio-42 Chris Ciamp-47 T Moran-49 | ||
| Mon., 4/17 | V Boys Tennis | Crosby | Home - Holy Cross HS [Directions] | W 8-1 | ||
| Mon., 4/17 | V Girls Lacrosse | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | W 15-10 | 3:45pm | WCLC |
| Mon., 4/17 | V Softball | Crosby | Home - Holy Cross HS [Directions] | W 26-0 | ||
| Mon., 4/17 | JV Softball | Crosby | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Mon., 4/17 | V Girls Tennis | Crosby | Away - Crosby HS [Directions] | W 7-0 | w/bb | |
| Tue., 4/18 | JV Baseball | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 4/18 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 4-10 | 4:15pm | |
| Tue., 4/18 | V Boys Outdoor Track | Naugatuck, Woodland | Home - Holy Cross HS [Directions] | Wood 105 HC 45 Naugy 115 HC 35 | ||
| Tue., 4/18 | V Boys Tennis | Torrington | Home - Holy Cross HS [Directions] | L 0-9 | ||
| Tue., 4/18 | V Girls Outdoor Track | Naugatuck, Woodland | Home - Holy Cross HS [Directions] | Wood 107 HC 31 HC 84 Naugy 49 | ||
| Tue., 4/18 | V Softball | Torrington | Home - Holy Cross HS [Directions] | W 1-0 | ||
| Tue., 4/18 | V Girls Tennis | Naugatuck | Away - Naugatuck HS [Directions] | L 6-1 | 2:15pm | |
| Wed., 4/19 | V Baseball | Naugatuck | Home - Holy Cross HS [Directions] | W 2-0 | ||
| Wed., 4/19 | V Boys Golf | Sacred Heart, Wilby | Home - Western Hills [Directions] | Holy Cross-185 SH-209 W-260 Chris Ford 43,Alex Ford 46 Vincent Graziano-47 Mike Mencio-49 | ||
| Wed., 4/19 | V Softball | Naugatuck | Away - Naugatuck HS [Directions] | W 9-7 | 2:15pm | |
| Thu., 4/20 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | Holy Cross-185 Woodland-208 Vincent Graziano-45,Mike Mencio-47,Greg Picard-46,Chris Ford-47 | ||
| Thu., 4/20 | V Boys Lacrosse | Wolcott | Home - Holy Cross [Directions] | W 17-11 | WCLC | |
| Thu., 4/20 | V Boys Tennis | Naugatuck | Home - Holy Cross HS [Directions] | L 4-5 | ||
| Thu., 4/20 | V Softball | Sacred Heart | Home - Municipal Stadium (Wtby) [Directions] | W 7-0 | ||
| Fri., 4/21 | V Baseball | Sacred Heart | Away - Waterville Park | W 6-2 | 2:15pm | |
| Sat., 4/22 | JV Baseball | Sacred Heart | Away - Waterville Park | 12:30 p.m. | ||
| Sat., 4/22 | V Boys Lacrosse | Immaculate | Away - Mustang Valley [Directions] | L 3-11 | 9:30am | |
| Sat., 4/22 | JV Softball | Sacred Heart | Home - Municipal Stadium (Wtby) [Directions] | 9:00 a.m. | ||
| Mon., 4/24 | V Baseball | Ansonia | Home - Holy Cross HS [Directions] | W 5-2 | ||
| Mon., 4/24 | V Boys Golf | Naugatuck | Home - Western Hills [Directions] | Holy Cross 173 Naug-246 Vin Graziano-39,T.Moran-42,Mike Mencio-44, Chris Ford-48 | ||
| Mon., 4/24 | V Girls Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | L 9-17 | 2:15pm | WCLC |
| Mon., 4/24 | V Softball | Ansonia | Away - Ansonia HS [Directions] | W 22-1 | 2:15pm | |
| Mon., 4/24 | V Girls Tennis | Ansonia | Away - Nolan Field, Ansonia [Directions] | W 6-1 | w/soft | |
| Wed., 4/26 | V Boys Golf | Torrington, Wilby | Home - Western Hills [Directions] | Holy Cross-178 V.Graziano-42 Alex Ford-44,Mike Mencio-46 Chris Ford-46 Torrington-194 | ||
| Wed., 4/26 | V Girls Lacrosse | Amistad | Away - AF Amistad HS [Directions] | W 21-11 | 2:30pm | WCLC |
| Thu., 4/27 | V Boys Golf | St. Paul Catholic | Away - Chip [Directions] | Holy Cross-173 St Paul-203 Vincent Graziano-41,Mike Mencio-42,Alex Ford-45,Chris Ford-45 | ||
| Thu., 4/27 | V Boys Outdoor Track | Seymour, Torrington | Away - Seymour HS [Directions] | SEY 112 HC 38 HC 95 TOR 55 | 2:15pm | |
| Thu., 4/27 | V Boys Tennis | Wolcott | Home - Holy Cross HS [Directions] | L 0-9 | ||
| Thu., 4/27 | V Girls Outdoor Track | Seymour, Torrington | Away - Seymour HS [Directions] | SEY 78 HC 68 HC 76 TOR 69 | 2:15pm | |
| Thu., 4/27 | V Softball | Wilby | Away - Bucks Hill Park [Directions] | W 22-0 | 2:15pm | |
| Fri., 4/28 | V Baseball | Oxford | Home - Holy Cross HS [Directions] | W 5-2 | ||
| Fri., 4/28 | V Boys Lacrosse | Wamogo | Home - Holy Cross HS [Directions] | W 11-1 | WCLC | |
| Fri., 4/28 | V Boys Tennis | Woodland | Home - Holy Cross HS [Directions] | W 6-3 | ||
| Fri., 4/28 | V Softball | Oxford | Away - OHS Softball Field [Directions] | W 6-0 | 2:30pm | |
| Fri., 4/28 | V Girls Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | L 5-2 | 2:15pm | |
| Sat., 4/29 | JV Baseball | Oxford | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Sat., 4/29 | JV Softball | Oxford | Away - OHS Softball Field [Directions] | 10:00 a.m. | 9:45am | |
| Mon., 5/1 | V Baseball | Wolcott | Away - Wolcott HS [Directions] | W 8-6 | 2:15pm | |
| Mon., 5/1 | V Boys Golf | Wolcott | Away - Farmingbury Country Club [Directions] | Holy Cross-174 Wolcott-185 Vincent graziano-42,Chris Ford-42,Mike mencio-45, Greg Picard -45 | ||
| Mon., 5/1 | V Girls Lacrosse | Wolcott | Home - Post University [Directions] | W 19-7 | WCLC | |
| Mon., 5/1 | V Softball | St. Paul Catholic | Home - Holy Cross HS [Directions] | W 5-3 | ||
| Mon., 5/1 | JV Softball | St. Paul Catholic | Home - Lower Murray Park [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | V Girls Tennis | St. Paul Catholic | Home - Holy Cross HS [Directions] | L 4-3 | ||
| Tue., 5/2 | V Baseball | Wilby | Away - Wilby HS [Directions] | W 24-2 | ||
| Tue., 5/2 | JV Baseball | Wolcott | Away - BAW [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 5/2 | V Boys Golf | Watertown | Home - Western Hills [Directions] | Holy Cros-188 WTN-204 Mike Mencio-45,Greg Picard-46,Chris Ford-48, Alex Ford-49 | ||
| Tue., 5/2 | V Boys Lacrosse | Canton | Home - Holy Cross HS [Directions] | L 6-16 | ||
| Tue., 5/2 | V Boys Outdoor Track | Wolcott, Sacred Heart | Away - Wolcott HS [Directions] | 3:30 p.m. | 2:15pm | |
| Tue., 5/2 | V Girls Outdoor Track | Wolcott, Sacred Heart | Away - Wolcott HS [Directions] | 3:30 p.m. | 2:15pm | |
| Wed., 5/3 | V Baseball | Watertown | Away - Deland Field [Directions] | W 7-6 | 2:15pm | |
| Wed., 5/3 | V Boys Lacrosse | St. Paul Catholic | Home - Post University [Directions] | L 8-15 | WCLC | |
| Wed., 5/3 | V Boys Tennis | Watertown | Away - Crestbrook Park [Directions] | L 3-6 | w/bb | |
| Wed., 5/3 | V Girls Lacrosse | Housatonic Regional | Away - Housatonic Field [Directions] | L 7-20 | 2:15pm | WCLC |
| Wed., 5/3 | V Softball | Watertown | Home - Holy Cross HS [Directions] | W 4-1 | ||
| Wed., 5/3 | V Girls Tennis | Watertown | Home - Holy Cross HS [Directions] | L 8-0 | ||
| Thu., 5/4 | V Baseball | WCA | Away - Washington Park [Directions] | W 7-3 | 2:15pm | |
| Thu., 5/4 | JV Baseball | Watertown | Away - Veterans Park [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 5/4 | V Boys Lacrosse | Amistad | Away - AF Amistad HS [Directions] | W 13-7 | 2:15pm | WCLC |
| Thu., 5/4 | V Softball | WCA | Home - Holy Cross HS [Directions] | W 17-2 | ||
| Thu., 5/4 | JV Softball | WCA | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Sat., 5/6 | V Boys Outdoor Track | Marty Robbins Inv | Away - Coginchaug HS | TBA | tba | |
| Sat., 5/6 | V Girls Outdoor Track | Marty Robbins Inv | Away - Coginchaug HS | TBA | ||
| Mon., 5/8 | V Baseball | Crosby | Home - Holy Cross HS [Directions] | W 8-0 | ||
| Mon., 5/8 | V Boys Golf | Crosby | Home - Western Hills [Directions] | Holy Cross 176 Vin Graziano-41,Greg Picard-42,T.Moran-45,Chris Ford-48 | ||
| Mon., 5/8 | V Boys Lacrosse | Bristol Coop | Home - Post University [Directions] | L 7-11 | ||
| Mon., 5/8 | V Boys Tennis | Crosby | Home - Holy Cross HS [Directions] | W 8-1 | w/soft | |
| Mon., 5/8 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | W 7-4 | 3:30pm | WCLC |
| Mon., 5/8 | V Softball | Crosby | Away - Crosby HS Field #1 [Directions] | W 19-0 | 2:15pm | |
| Mon., 5/8 | JV Softball | Crosby | Away - Crosby HS Field #2 [Directions] | 3:30 p.m. | ||
| Mon., 5/8 | V Girls Tennis | Crosby | Home - Holy Cross HS [Directions] | W 7-0 | ||
| Tue., 5/9 | V Boys Outdoor Track | Crosby, Kennedy | Home - Holy Cross HS [Directions] | Crosby 87 HC 63 HC 89 Ken 57 | ||
| Tue., 5/9 | V Boys Tennis | Kennedy | Home - Holy Cross HS [Directions] | W 6-3 | ||
| Tue., 5/9 | V Girls Outdoor Track | Crosby, Kennedy | Home - Holy Cross HS [Directions] | HC 111 Crosby 24 HC 86 Kenn 57 | ||
| Tue., 5/9 | V Girls Tennis | Sacred Heart | Away - Fulton Park | L 2-5 | 2:15pm | |
| Tue., 5/9 | V Girls Tennis | Sacred Heart | Away - Fulton Park | L 2-5 | 2:00pm | |
| Wed., 5/10 | V Baseball | Kennedy | Away - Municipal Stadium [Directions] | W 18-5 | ||
| Wed., 5/10 | V Boys Lacrosse | Amistad | Home - Holy Cross HS [Directions] | W 15-1 | WCLC | |
| Wed., 5/10 | V Boys Tennis | Sacred Heart | Away - Fulton Park | W 9-0 | w/bb | |
| Wed., 5/10 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | L 10-20 | 2:30pm | WCLC |
| Wed., 5/10 | V Softball | Kennedy | Home - Holy Cross HS [Directions] | W 21-0 | ||
| Wed., 5/10 | JV Softball | Kennedy | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 5/10 | V Girls Tennis | Kennedy | Away - Chase Park [Directions] | W 5-2 | 2:15pm | |
| Thu., 5/11 | JV Baseball | Kennedy | Away - Waterville Park [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 5/11 | V Boys Golf | Waterbury Coop | Home - Western Hills [Directions] | Holy Cross-182 Kennedy-263 Mike Mencio-44,Greg Picard-45 Chris Ford-48,Alex Ford 49 | ||
| Thu., 5/11 | V Boys Tennis | Wilby | Away - Bucks Hill Park [Directions] | W 5-1 | ||
| Thu., 5/11 | V Boys Tennis | Wilby | Home - Bucks Hill Park [Directions] | W 3-6 | w/soft | |
| Thu., 5/11 | V Girls Lacrosse | St. Paul Catholic | Home - Post University [Directions] | W 16-11 | WCLC | |
| Thu., 5/11 | V Girls Tennis | Wilby | Home - Holy Cross HS [Directions] | W 7-0 | ||
| Thu., 5/11 | V Girls Tennis | Wilby | Away - Holy Cross [Directions] | W 7-0 | 2:15pm | |
| Fri., 5/12 | V Baseball | Wilby | Home - Holy Cross HS [Directions] | W 11-0 | ||
| Fri., 5/12 | V Girls Lacrosse | Amistad | Home - Holy Cross HS [Directions] | W 14-11 | WCLC | |
| Fri., 5/12 | V Softball | Wilby | Home - Holy Cross HS [Directions] | W 24-0 | ||
| Sat., 5/13 | V Boys Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | L 0-12 | 8:30am | |
| Sat., 5/13 | JV Boys Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | Cancelled | ||
| Sat., 5/13 | V Boys Outdoor Track | Torrington Inv | Away - Torrington HS | TBA | tba | |
| Sat., 5/13 | V Girls Outdoor Track | Torrington Inv | Away - Torrington HS | TBA | ||
| Mon., 5/15 | V Baseball | Sacred Heart | Home - Holy Cross HS [Directions] | W 5-2 | ||
| Mon., 5/15 | V Boys Golf | Woodland | Home - Western Hills [Directions] | Holy Cross-177 Woodland-206 Vincent Graziano-43,T.Moran-44,Chrid Ford-44, Alex Ford-46 | ||
| Mon., 5/15 | V Boys Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | L 5-11 | WCLC | |
| Tue., 5/16 | V Baseball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | L 5-8 | 2:15pm | |
| Tue., 5/16 | V Boys Golf | Sacred Heart | Away - East Mountain Golf Course | Holy Cross-175 Sacred Heart-182 Vincent Graziano-41,Chris Ford-42,Mike Mencio-44,Alex Ford-48 | ||
| Tue., 5/16 | V Boys Outdoor Track | Oxford, Watertown | Away - OHS Track [Directions] | HC 94 OX 56 Wat 90 HC 60 | 2:15pm | |
| Tue., 5/16 | V Girls Lacrosse | Watertown | Home - Post University [Directions] | L 11-19 | WCLC | |
| Tue., 5/16 | V Girls Outdoor Track | Oxford, Watertown | Away - OHS Track [Directions] | HC 74 Ox 73 Wat 107 HC 42 | 2:15pm | |
| Tue., 5/16 | V Softball | Woodland | Home - Holy Cross HS [Directions] | W 8-0 | ||
| Wed., 5/17 | JV Baseball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Wed., 5/17 | JV Softball | Woodland | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Thu., 5/18 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | L 3-9 | tba | |
| Thu., 5/18 | JV Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | Cancelled | ||
| Thu., 5/18 | V Girls Lacrosse | Notre Dame-Fairfield | Away - Park Avenue Field at Notre Dame [Directions] | L 8-12 | 4:45pm | |
| Thu., 5/18 | V Softball | Thomaston | Home - Holy Cross HS [Directions] | W 13-1 | ||
| Fri., 5/19 | JV Baseball | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 5/19 | V Boys Outdoor Track | City Meet | Away - Crosby HS | 3:30 p.m. | 2:15pm | |
| Fri., 5/19 | V Girls Lacrosse | Bristol Eastern | Home - Post University [Directions] | W 11-8 | ||
| Fri., 5/19 | V Girls Outdoor Track | City Meet | Away - Crosby HS | 3:30 p.m. | ||
| Fri., 5/19 | JV Softball | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | ||
| Sun., 5/21 | V Baseball | Montville | Home - Holy Cross HS [Directions] | W 9-5 | ||
| Sun., 5/21 | V Softball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | W 14-0 | 1:00pm | |
| Mon., 5/22 | V Boys Golf | Seymour | Away - Oxford Greens [Directions] | Holy Cross-177 Seymour-206 Vincent Graziano-39,Alex Ford-44,Chris Ford-45,T.Moran-49 | ||
| Tue., 5/23 | V Boys Golf | Lyman Hall | Away - Wallingford Country Club [Directions] | Holy Cross-175 Lyman Hall-180 Vin Graziano-43,Chris Ford-43,Mike Mencio-44,Alex Ford-45 | ||
| Tue., 5/23 | V Boys Outdoor Track | NVL Championships | Away - Seymour HS | 1:30 p.m. | 12:15pm | |
| Tue., 5/23 | V Girls Outdoor Track | NVL Championships | Away - Seymour HS | 1:30 p.m. | ||
| Wed., 5/24 | V Boys Golf | Notre Dame-West Haven | Away - Racebrook CC [Directions] | Notre Dame WH-161 Holy Cross-174 Vin Graziano-41,Chris Ford-44,Mike mencio-43,Greg Picard-46 | ||
| Wed., 5/24 | V Boys Outdoor Track | NVL JV | Away - TBA | 3:30 p.m. | 2:15pm | |
| Wed., 5/24 | V Girls Outdoor Track | NVL JV | Away - TBA | 3:30 p.m. | ||
| Fri., 5/26 | V Girls Lacrosse | Granby Memorial | Away - Granby Memorial HS [Directions] | 5:00 p.m. | 3:15 | |
| Sat., 5/27 | V Boys Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 11:00 a.m. | 9:00am | |
| Tue., 5/30 | V Baseball | East Windsor/International | Home - Holy Cross HS [Directions] | W 16-0 | ||
| Tue., 5/30 | V Boys Golf | City Championships | Away - Wtby CC | TBA | ||
| Tue., 5/30 | V Softball | Bolton | Home - Holy Cross HS [Directions] | W 12-0 | ||
| Wed., 5/31 | V Baseball | East Hampton | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 5/31 | V Softball | Tourtellotte | Home - Holy Cross HS [Directions] | W 15-0 | ||
| Thu., 6/1 | V Boys Golf | NVL Championships | Away - Wat GC | TBA | ||
| Fri., 6/2 | V Softball | Hale Ray | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Sat., 6/3 | V Baseball | Thomaston | Home - Holy Cross HS [Directions] | 1:00 p.m. | ||
| Mon., 6/5 | V Softball | Wamogo/Litchfield | Away - West Haven HS [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 6/6 | V Baseball | Housatonic Regional | Away - Muzzy Field (Bristol) [Directions] | 3:30 p.m. | 1:30pm | |
| Fri., 6/9 | V Softball | St. Paul Catholic | Away [Directions] | 7:00 p.m. | 4:45pm | |
| Sat., 6/10 | V Baseball | Lyman Memorial | Away - Palmer Field (Middletown) [Directions] | 3:30 p.m. | 1:30pm | |