| Holy Cross 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 589 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Wilby | Away - Wilby H.S. [Directions] | 11:00 a.m. | ||
| TBA | JV Baseball | Derby | Away - Derby -Ryan Athletic Complex-baseball field [Directions] | 3:30 p.m. | ||
| TBA | JV Baseball | Kennedy | Away - Waterville Park [Directions] | TBA | ||
| TBA | JV Baseball | Torrington | Away - Torrington HS [Directions] | TBA | ||
| TBA | JV Baseball | Woodland | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Sacred Heart | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Wilby | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Baseball | Crosby | Away - Crosby HS [Directions] | TBA | ||
| TBA | JV Baseball | Kennedy | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | FR Baseball | WCA | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | FR Baseball | WCA | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | FR Baseball | Ansonia | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | FR Baseball | Torrington | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | Cancelled | Cancelled | |
| TBA | JV Boys Soccer | WCA | Away - Hamilton Park [Directions] | 10:00 a.m. | ||
| TBA | JV Boys Soccer | Wilby | Away - Wilby H.S. [Directions] | TBA | ||
| TBA | JV Boys Soccer | Seymour | Away - Bungay School [Directions] | TBA | ||
| TBA | JV Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 5:30 p.m. | ||
| TBA | JV Girls Soccer | Naugatuck | Away - Naugatuck HS [Directions] | TBA | ||
| TBA | JV Girls Soccer | Oxford | Away - OHS Soccer Field-West [Directions] | Cancelled | Cancelled | |
| TBA | JV Girls Soccer | St. Paul Catholic | Home - Upper Murray Park [Directions] | TBA | ||
| TBA | JV Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | TBA | ||
| TBA | JV Softball | Sacred Heart | Home - Lower Murray Park [Directions] | TBA | ||
| TBA | JV Softball | WCA | Home - Holy Cross HS [Directions] | TBA | ||
| TBA | JV Softball | Kennedy | Home - Lower Murray Park [Directions] | TBA | ||
| TBA | JV Softball | Torrington | Away - Torrington HS [Directions] | TBA | ||
| Tue., 9/1 | V Boys Soccer | Litchfield (Scrim.) | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Tue., 9/1 | V Girls Soccer | Housatonic Regional (Scrim.) | Away - HS Field [Directions] | 3:45 p.m. | ||
| Tue., 9/1 | V Girls Volleyball | Pomperaug (Scrim.) | Away - PHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 9/4 | V Girls Swimming and Diving | NVL Pre Season | Away - Kennedy HS | 4:00 p.m. | ||
| Sat., 9/5 | V Girls Soccer | Immaculate (Scrim.) | Home - Holy Cross HS [Directions] | 11:00 a.m. | ||
| Fri., 9/11 | V Football | Sacred Heart | Home - Municipal Stadium (Wtby) [Directions] | 7:00 p.m. | W 19-2 | |
| Fri., 9/11 | V Girls Soccer | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 9-0 | |
| Fri., 9/11 | V Girls Swimming and Diving | Woodland | Home - Kennedy HS [Directions] | 4:00 p.m. | Woodland 94 HC 77 | |
| Fri., 9/11 | V Girls Volleyball | Watertown | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/11 | JV Girls Volleyball | Watertown | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 9/12 | FM Football | Sacred Heart | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Mon., 9/14 | FR Boys Soccer | Naugatuck | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Tue., 9/15 | V Boys Cross Country | Naugatuck, Ansonia, Crosby | Away - Hop Brook [Directions] | 3:45 p.m. | NAUGY 16 HC 46 CROSBY 24 HC 32 | |
| Tue., 9/15 | V Boys Soccer | Woodland | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 3-1(OT) | |
| Tue., 9/15 | V Girls Cross Country | Naugatuck, Ansonia, Crosby | Away - Hop Brook [Directions] | 3:45 p.m. | HC 25 NAUGY 34 HC 15 CROSBY 50 | |
| Tue., 9/15 | V Girls Soccer | Woodland | Away - Woodland Soccer Field [Directions] | 3:30 p.m. | L 2-4 | |
| Wed., 9/16 | FR Football | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Wed., 9/16 | V Boys Soccer | Wilby | Away - Municipal Stadium [Directions] | 6:00 p.m. | W 2-0 | |
| Wed., 9/16 | JV Boys Soccer | Woodland | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 9/16 | JV Girls Soccer | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:30 p.m. | ||
| Thu., 9/17 | V Football | Naugatuck | Home - Municipal Stadium (Wtby) [Directions] | 6:00 p.m. | L 6-36 | |
| Thu., 9/17 | V Girls Soccer | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | T 4-4 | |
| Thu., 9/17 | V Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/17 | JV Girls Volleyball | Seymour | Away - Seymour HS [Directions] | 4:45 p.m. | ||
| Fri., 9/18 | JV Girls Soccer | St. Paul Catholic | Home - Upper Murray Park [Directions] | 3:45 p.m. | ||
| Fri., 9/18 | V Girls Swimming and Diving | Seymour | Home - Kennedy HS [Directions] | 4:00 p.m. | Seymour 88 HC 73 | |
| Fri., 9/18 | V Girls Volleyball | Ansonia | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/18 | JV Girls Volleyball | Ansonia | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 9/19 | V Girls Soccer | Newtown | Away - Blue and Gold Stadium [Directions] | 7:00 p.m. | L 1-4 | |
| Mon., 9/21 | V Boys Soccer | Crosby | Away - Crosby HS [Directions] | 3:45 p.m. | L 7-2 | |
| Mon., 9/21 | FR Boys Soccer | Newtown | Away - Newtown HS Practice Field [Directions] | 3:45 p.m. | ||
| Tue., 9/22 | V Boys Cross Country | Kennedy, St. Paul Catholic, Watertown | Home - Holy Cross HS [Directions] | 4:00 p.m. | Wat 16 HC 44 Ken 25 HC 30 HC 26 SP 30 | |
| Tue., 9/22 | JV Boys Soccer | Crosby | Away - Crosby HS [Directions] | 3:45 p.m. | ||
| Tue., 9/22 | V Girls Cross Country | Kennedy, St. Paul Catholic, Watertown | Home - Holy Cross HS [Directions] | 4:00 p.m. | Wat 17 HC 38 HC 19 Ken 44 HC 17 SP 44 | |
| Tue., 9/22 | V Girls Volleyball | Northwestern | Away - Northwestern Gym [Directions] | 5:15 p.m. | L 1-3 | |
| Tue., 9/22 | JV Girls Volleyball | Northwestern | Away - Northwestern Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/23 | V Boys Soccer | Torrington | Home - Holy Cross HS [Directions] | 3:45 p.m. | L 2-0 | |
| Wed., 9/23 | V Girls Soccer | East Hampton | Away - East Hampton HS [Directions] | 4:00 p.m. | T 0-0 | |
| Wed., 9/23 | V Girls Swimming and Diving | Torrington | Away - Torrington Y [Directions] | 7:45 p.m. | Torr 90 HC 71 | |
| Thu., 9/24 | V Girls Volleyball | Seymour | Home - Holy Cross HS [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 9/24 | JV Girls Volleyball | Seymour | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Fri., 9/25 | V Boys Soccer | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 5-1 | |
| Fri., 9/25 | JV Boys Soccer | Watertown | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Fri., 9/25 | V Girls Soccer | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 3:45 p.m. | W 3-2 | |
| Fri., 9/25 | V Girls Swimming and Diving | Berlin | Home - Kennedy HS [Directions] | 7:00 p.m. | Berlin 102 HC 72 | |
| Fri., 9/25 | V Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/25 | JV Girls Volleyball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:45 p.m. | ||
| Sat., 9/26 | JV Boys Soccer | WCA | Away - Hamilton Park [Directions] | 10:00 a.m. | ||
| Tue., 9/29 | V Boys Cross Country | Seymour, Torrington, Wilby | Away - Holy Cross HS [Directions] | 4:00 p.m. | Sey 27 HC 31 HC 15 Wil 40 HC 22 Torr 37 | |
| Tue., 9/29 | V Boys Soccer | Sacred Heart | Home - Municipal Stadium (Wtby) [Directions] | 6:30 p.m. | W 4-1 | |
| Tue., 9/29 | V Girls Cross Country | Seymour, Torrington, Wilby | Away - Holy Cross HS [Directions] | 4:00 p.m. | HC 20 Wil 38 HC 19 Sey 36 HC 25 Tor 35 | |
| Tue., 9/29 | V Girls Swimming and Diving | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Wed., 9/30 | FR Football | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 9/30 | V Girls Soccer | Sacred Heart | Away - Bucks Hill Park | 3:45 p.m. | W 5-1 | |
| Wed., 9/30 | V Girls Volleyball | Kennedy | Home - Holy Cross HS [Directions] | 4:00 p.m. | W 3-1 | |
| Wed., 9/30 | JV Girls Volleyball | Kennedy | Home - Holy Cross HS [Directions] | 2:30 p.m. | ||
| Thu., 10/1 | FR Boys Soccer | Pomperaug | Home - Upper Murray Park [Directions] | 3:45 p.m. | ||
| Thu., 10/1 | V Girls Volleyball | Wilby | Home - Holy Cross HS [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 10/1 | JV Girls Volleyball | Wilby | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | V Boys Cross Country | Nonnewaug Invite | Away - Nonnewaug HS | 3:30 p.m. | ||
| Fri., 10/2 | V Football | Wilby | Away - Municipal Stadium [Directions] | 6:00 p.m. | W 46-20 | |
| Fri., 10/2 | V Girls Cross Country | Nonnewaug Invite | Away - Nonnewaug HS | 3:30 p.m. | ||
| Fri., 10/2 | V Girls Swimming and Diving | Oxford | Away - OHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/2 | V Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/2 | JV Girls Volleyball | Woodland | Away - Woodland HS Gym [Directions] | 4:45 p.m. | ||
| Sat., 10/3 | V Boys Cross Country | Hale Ray Invitational | Away - HRHS | Cancelled | Cancelled | |
| Sat., 10/3 | JV Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | Cancelled | Cancelled | |
| Sat., 10/3 | V Girls Cross Country | Hale Ray Invitational | Away - HRHS | Cancelled | Cancelled | |
| Sat., 10/3 | JV Girls Soccer | Ansonia | Home - Upper Murray Park [Directions] | Cancelled | Cancelled | |
| Sat., 10/3 | V Girls Swimming and Diving | Catholic Invitational | Away - St Joseph's University | Cancelled | Cancelled | |
| Mon., 10/5 | V Boys Soccer | Kaynor Tech | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 4-1 | |
| Mon., 10/5 | FR Boys Soccer | Naugatuck | Away - Breen Field [Directions] | 3:45 p.m. | ||
| Mon., 10/5 | JV Girls Soccer | Watertown | Away - Veterans Park [Directions] | 3:45 p.m. | ||
| Mon., 10/5 | V Girls Swimming and Diving | St. Paul/Lewis Mills | Home - Kennedy HS [Directions] | 7:00 p.m. | SP 97 HC 75 | |
| Tue., 10/6 | V Boys Cross Country | Sacred Heart, Derby, Woodland | Home - Holy Cross HS [Directions] | 3:45 p.m. | HC 19 SH 38 HC 30 Derby 25 HC 43 Wood 16 | |
| Tue., 10/6 | V Boys Soccer | Ansonia | Away - Chargers Field on Prindle Avenue [Directions] | 3:30 p.m. | L 3-1 | |
| Tue., 10/6 | V Girls Cross Country | Sacred Heart, Derby, Woodland | Home - Holy Cross HS [Directions] | 3:45 p.m. | SH 28 HC 30 Wood 16 HC 42 Der 15 HC 50 | |
| Tue., 10/6 | V Girls Soccer | Ansonia | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 10-2 | |
| Tue., 10/6 | V Girls Volleyball | Crosby | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/6 | JV Girls Volleyball | Crosby | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Wed., 10/7 | V Boys Soccer | Seymour | Away - Bungay School [Directions] | 4:00 p.m. | L 1-0 | |
| Wed., 10/7 | V Girls Soccer | Seymour | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 2-0 | |
| Thu., 10/8 | FR Boys Soccer | Masuk | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Thu., 10/8 | V Girls Volleyball | Naugatuck | Home - Holy Cross HS [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/8 | JV Girls Volleyball | Naugatuck | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Fri., 10/9 | V Football | Woodland | Home - Municipal Stadium (Wtby) [Directions] | 6:30 p.m. | L 7-30 | |
| Fri., 10/9 | V Boys Soccer | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 5-2 | |
| Fri., 10/9 | V Girls Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/9 | V Girls Swimming and Diving | Watertown | Away - Watertown HS [Directions] | 6:00 p.m. | ||
| Fri., 10/9 | V Girls Volleyball | Northwestern | Home - Holy Cross HS [Directions] | 4:00 p.m. | L 0-3 | |
| Fri., 10/9 | JV Girls Volleyball | Northwestern | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Sat., 10/10 | JV Football | Woodland | Away - Woodland Football Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/10 | JV Boys Soccer | Kennedy | Home - Lower Murray Park [Directions] | 10:00 a.m. | ||
| Sat., 10/10 | JV Girls Soccer | Wolcott | Away - Wolcott HS, Lower Soccer Field [Directions] | 10:00 a.m. | ||
| Tue., 10/13 | V Boys Cross Country | Oxford, Wolcott, WCA | Away - Oxford HS [Directions] | 4:00 p.m. | Wol 24 HC 34 Ox 25 HC 30 HC 17 WCA 46 | |
| Tue., 10/13 | V Boys Soccer | Derby | Away - Derby -Witek Park [Directions] | 3:30 p.m. | W 2-1 | |
| Tue., 10/13 | V Girls Cross Country | Oxford, Wolcott, WCA | Away - Oxford HS [Directions] | 4:00 p.m. | Ox 19 HC 36 HC 25 Wol 36 HC 15 WCA 50 | |
| Tue., 10/13 | V Girls Soccer | Derby | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 10-2 | |
| Tue., 10/13 | V Girls Volleyball | Oxford | Home - Holy Cross HS [Directions] | 5:15 p.m. | L 1-3 | |
| Tue., 10/13 | JV Girls Volleyball | Oxford | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Wed., 10/14 | FR Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | 5:00 p.m. | ||
| Wed., 10/14 | JV Boys Soccer | Derby | Away - Derby -Witek Park [Directions] | 3:30 p.m. | ||
| Wed., 10/14 | JV Girls Soccer | Derby | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Thu., 10/15 | V Girls Swimming and Diving | Kennedy | Home - Kennedy HS [Directions] | 7:00 p.m. | HC 82 Ken 76 | |
| Thu., 10/15 | V Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 6:00 p.m. | W 3-1 | |
| Thu., 10/15 | JV Girls Volleyball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 4:30 p.m. | ||
| Fri., 10/16 | V Boys Cross Country | City Meet | Away - Montoe Park | 3:30 p.m. | ||
| Fri., 10/16 | V Football | Ansonia | Home - Municipal Stadium (Wtby) [Directions] | 6:30 p.m. | L 0-47 | |
| Fri., 10/16 | V Boys Soccer | Naugatuck | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 3-0 | |
| Fri., 10/16 | JV Boys Soccer | Naugatuck | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Fri., 10/16 | V Girls Cross Country | City Meet | Away - Montoe Park | 3:30 p.m. | ||
| Fri., 10/16 | V Girls Soccer | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | W 2-1 | |
| Fri., 10/16 | V Girls Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | 7:00 p.m. | SH 94 HC 80 | |
| Fri., 10/16 | V Girls Volleyball | Torrington | Home - Holy Cross HS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/16 | JV Girls Volleyball | Torrington | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 10/17 | JV Football | Ansonia | Away - Nolan Field, Ansonia [Directions] | Cancelled | Cancelled | |
| Sat., 10/17 | FR Boys Soccer | Newtown | Home - Lower Murray Park [Directions] | 9:00 a.m. | ||
| Tue., 10/20 | V Boys Soccer | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 2-1 | |
| Tue., 10/20 | JV Boys Soccer | St. Paul Catholic | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | V Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | W 2-0 | |
| Tue., 10/20 | V Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/20 | JV Girls Volleyball | Naugatuck | Away - Naugatuck HS [Directions] | 4:45 p.m. | ||
| Wed., 10/21 | V Boys Cross Country | NVL Championships | Away | 2:15 p.m. | ||
| Wed., 10/21 | V Girls Cross Country | NVL Championships | Away | 2:15 p.m. | ||
| Wed., 10/21 | JV Girls Soccer | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | ||
| Thu., 10/22 | FR Football | Derby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Thu., 10/22 | V Boys Soccer | Torrington | Away - Torrington HS [Directions] | 6:00 p.m. | W 2-0 | |
| Thu., 10/22 | FR Boys Soccer | New Milford | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Girls Swimming and Diving | Naugatuck, Wilby/Kaynor Tech/WCA | Away - Naugatuck HS [Directions] | 4:00 p.m. | Naug 88 HC 86 HC 88 Wilby 72 | |
| Fri., 10/23 | V Girls Volleyball | Crosby | Home - Holy Cross HS [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 10/23 | JV Girls Volleyball | Crosby | Home - Holy Cross HS [Directions] | 4:45 p.m. | ||
| Sat., 10/24 | V Football | Derby | Away - Derby -Ryan Athletic Complex- Deflippo Field [Directions] | 2:00 p.m. | L 21-39 | |
| Sat., 10/24 | JV Football | Derby | Home - Holy Cross HS [Directions] | Cancelled | Cancelled | |
| Sat., 10/24 | JV Boys Soccer | Torrington | Away - Torrington HS [Directions] | 10:00 a.m. | ||
| Sat., 10/24 | V Girls Soccer | Torrington | Home - Municipal Stadium (Wtby) [Directions] | 4:00 p.m. | W 4-0 | |
| Mon., 10/26 | V Boys Soccer | Oxford | Home - Municipal Stadium (Wtby) [Directions] | 6:30 p.m. | L 2-1 | |
| Mon., 10/26 | V Girls Soccer | Oxford | Away - OHS Wolverine Field (Turf) [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/26 | V Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 4:30 p.m. | W 3-0 | |
| Mon., 10/26 | JV Girls Volleyball | Wilby | Away - Wilby H.S. [Directions] | 3:30 p.m. | ||
| Tue., 10/27 | JV Boys Soccer | Oxford | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Tue., 10/27 | V Girls Volleyball | Housatonic Regional | Home - Holy Cross HS [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 10/27 | JV Girls Volleyball | Housatonic Regional | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Wed., 10/28 | V Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:30 p.m. | L 3-0 | |
| Wed., 10/28 | JV Girls Volleyball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 4:30 p.m. | ||
| Thu., 10/29 | FR Football | Crosby | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Thu., 10/29 | V Boys Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | L 3-1 | |
| Thu., 10/29 | JV Boys Soccer | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 3:45 p.m. | ||
| Thu., 10/29 | V Girls Soccer | Wolcott | Home - Municipal Stadium (Wtby) [Directions] | 4:30 p.m. | L 1-2 | |
| Fri., 10/30 | V Football | Crosby | Away - Municipal Stadium [Directions] | 7:00 p.m. | L 13-36 | |
| Fri., 10/30 | JV Girls Soccer | Wolcott | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Sat., 10/31 | V Boys Cross Country | CIAC Class Championships | Away - Wickham Park | TBA | ||
| Sat., 10/31 | JV Football | Crosby | Home - Holy Cross HS [Directions] | Cancelled | Cancelled | |
| Sat., 10/31 | V Girls Cross Country | CIAC Class Championships | Away - Wickham Park | TBA | ||
| Tue., 11/3 | V Girls Swimming and Diving | NVL Trials | Away - Kennedy HS | 4:30 p.m. | ||
| Wed., 11/4 | V Girls Swimming and Diving | NVL Diving | Away - Kennedy HS | 6:00 p.m. | ||
| Thu., 11/5 | FR Football | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 11/6 | V Football | Kennedy | Away - Municipal Stadium [Directions] | 7:00 p.m. | L 13-30 | |
| Fri., 11/6 | V Girls Swimming and Diving | NVL Finals | Away - Kennedy HS | 6:00 p.m. | ||
| Mon., 11/9 | V Girls Soccer | Litchfield | Home - Post University [Directions] | 2:00 p.m. | W 2-0 | |
| Mon., 11/9 | V Girls Volleyball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 11/11 | V Girls Soccer | Windsor Locks | Home - Municipal Stadium (Wtby) [Directions] | 5:00 p.m. | W 3-2 | |
| Thu., 11/12 | V Football | Seymour | Home - Municipal Stadium (Wtby) [Directions] | 6:30 p.m. | L 6-49 | |
| Fri., 11/13 | V Girls Soccer | Housatonic Regional | Away - HS Field [Directions] | 2:00 p.m. | ||
| Sat., 11/14 | FR Football | Seymour | Away - Seymour High Lower Field [Directions] | 10:00 a.m. | ||
| Sat., 11/14 | V Girls Swimming and Diving | CIAC Trials | Away - TBA | TBA | ||
| Fri., 11/20 | FR Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | ||
| Thu., 11/26 | V Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 10:30 a.m. | L 0-42 | |
| Sat., 12/5 | V Wrestling | Xavier (Scrim.) | Home - Derby HS Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 12/5 | V Girls Ice Hockey | Hingham (MA) (Scrim.) | Away - Pilgrim Arena, Hingham, MA | 1:30 p.m. | ||
| Wed., 12/9 | V Girls Ice Hockey | West Haven/SHA | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | W 8-0 | |
| Fri., 12/11 | JV Girls Ice Hockey | Farmington Valley HS Co-op | Away - Newington Ice Rink | 4:20 p.m. | ||
| Sat., 12/12 | V Wrestling | Berlin (Scrim.) | Away - Berlin HS [Directions] | 9:00 a.m. | ||
| Tue., 12/15 | V Girls Basketball | Seymour | Away - Seymour HS [Directions] | 7:00 p.m. | W 57-23 | |
| Tue., 12/15 | FR Girls Basketball | Seymour | Away - Seymour HS [Directions] | 5:15 p.m. | ||
| Wed., 12/16 | V Wrestling | St. Paul Catholic | Home - Derby HS Gymnasium [Directions] | 6:00 p.m. | W 39-30 | |
| Wed., 12/16 | V Girls Ice Hockey | New Canaan | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | L 2-6 | |
| Thu., 12/17 | V Wrestling | Seymour | Home - Holy Cross HS [Directions] | 6:30 p.m. | Sey 42 HC 30 | |
| Fri., 12/18 | V Girls Basketball | Ansonia | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 71-31 | |
| Fri., 12/18 | JV Girls Basketball | Ansonia | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 12/18 | FR Girls Basketball | Newtown | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Sat., 12/19 | V Boys Indoor Track | Hillhouse Track and Field Invite | Away - New Haven Athletic | 9:00 a.m. | ||
| Sat., 12/19 | V Wrestling | Derby Invitational | Home - Derby HS Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/19 | V Wrestling | Plainville Invitational | Away - Plainville HS | TBA | ||
| Sat., 12/19 | V Girls Ice Hockey | Greenwich | Home - Lou Astorino Ice Rink [Directions] | 12:00 p.m. | W 8-0 | |
| Sat., 12/19 | V Girls Indoor Track | Hillhouse Invitational | Away - New Haven Athletic | 9:00 a.m. | ||
| Mon., 12/21 | V Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | 7:00 p.m. | L 78-80 | |
| Mon., 12/21 | JV Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Mon., 12/21 | FR Boys Basketball | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Mon., 12/21 | V Boys Swimming and Diving | Avon | Home - Kennedy HS [Directions] | 7:15 p.m. | ||
| Mon., 12/21 | V Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | W 56-41 | |
| Mon., 12/21 | JV Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:15 p.m. | ||
| Mon., 12/21 | FR Girls Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Tue., 12/22 | V Boys Swimming and Diving | Watertown | Away - Frank M. Reinhold Pool @ Watertown HS [Directions] | 6:00 p.m. | HC 96 Watertown 83 | |
| Tue., 12/22 | V Wrestling | Gilbert/Torrington | Home - Holy Cross HS [Directions] | 6:30 p.m. | ||
| Wed., 12/23 | V Boys Basketball | Torrington | Away - Torrington HS [Directions] | 7:00 p.m. | W 85-58 | |
| Wed., 12/23 | JV Boys Basketball | Torrington | Away - Torrington HS [Directions] | 5:15 p.m. | ||
| Wed., 12/23 | FR Boys Basketball | Torrington | Away - Torrington HS [Directions] | 3:30 p.m. | ||
| Wed., 12/23 | V Wrestling | Oxford | Home - Derby HS Gymnasium [Directions] | 6:00 p.m. | W 42-30 | |
| Wed., 12/23 | V Girls Basketball | Torrington | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 75-33 | |
| Wed., 12/23 | JV Girls Basketball | Torrington | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 12/23 | FR Girls Basketball | Immaculate | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 12/23 | V Girls Ice Hockey | Branford | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | W 4-1 | |
| Sat., 12/26 | V Wrestling | Glastonbury Duals | Away [Directions] | 9:00 a.m. | Derby 31 Branford 30 Middletown 51 Derby 18 Glastonbury 48 Derby 36 | |
| Mon., 12/28 | V Girls Basketball | Career Magnet | Away - Mercy HS [Directions] | TBA | W 67-49 | |
| Tue., 12/29 | V Boys Basketball | Oxford | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 69-47 | |
| Tue., 12/29 | JV Boys Basketball | Oxford | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 12/29 | V Girls Basketball | Mercy | Away - Mercy [Directions] | 6:45 p.m. | L 49-65 | |
| Wed., 12/30 | FR Boys Basketball | WCA | Away - Waterbury Career Academy [Directions] | 11:00 a.m. | ||
| Wed., 12/30 | V Wrestling | Derby/Oxford/Holy Cross | Away - Derby HS Gymnasium [Directions] | 7:00 p.m. | ||
| Wed., 12/30 | V Wrestling | Holy Cross | Home - Derby HS Gymnasium [Directions] | 7:00 p.m. | Derby 45 Holy Cross 22 | |
| Sat., 1/2 | V Wrestling | Somers, RHAM, Manchester | Home - Derby HS Gymnasium [Directions] | 10:00 a.m. | Fairfield Prep 42 Derby 21 Derby 40 RHAM 36 Derby 52 Somers 22 | |
| Sat., 1/2 | V Wrestling | Shelton Duals | Away - Shelton HS | TBA | ||
| Mon., 1/4 | V Boys Swimming and Diving | Cheshire | Home - Kennedy HS [Directions] | 7:15 p.m. | Cheshire 96 HC 79 | |
| Tue., 1/5 | V Boys Basketball | Watertown | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 64-54 | |
| Tue., 1/5 | JV Boys Basketball | Watertown | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 1/5 | FR Boys Basketball | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 1/5 | V Boys Swimming and Diving | Wilby/Kaynor | Away - Wilby H.S. [Directions] | 5:30 p.m. | ||
| Tue., 1/5 | V Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 7:00 p.m. | W 64-53 | |
| Tue., 1/5 | JV Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 5:30 p.m. | ||
| Tue., 1/5 | FR Girls Basketball | Watertown | Away - Robert B. Cook Memorial Gymnasium @ Watertown HS [Directions] | 3:30 p.m. | ||
| Wed., 1/6 | V Wrestling | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 6:30 p.m. | ||
| Wed., 1/6 | V Wrestling | Terryville-Thomaston | Away - New Terryville HS [Directions] | 6:30 p.m. | Terryville 42 Derby 33 | |
| Wed., 1/6 | V Girls Ice Hockey | Simsbury | Away - ISCC [Directions] | 7:00 p.m. | L 3-4 (OT) | |
| Fri., 1/8 | V Boys Basketball | Wolcott | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 77-54 | |
| Fri., 1/8 | JV Boys Basketball | Wolcott | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/8 | FR Boys Basketball | Wolcott | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 1/8 | V Boys Swimming and Diving | Oxford | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Fri., 1/8 | V Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 7:00 p.m. | W 74-34 | |
| Fri., 1/8 | JV Girls Basketball | Wolcott | Away - John H. Morris Gymnasium, Wolcott HS [Directions] | 5:15 p.m. | ||
| Fri., 1/8 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Rink [Directions] | 8:30 p.m. | L 2-4 | |
| Sat., 1/9 | V Wrestling | Somers Duals | Away - Somers HS | 10:00 a.m. | ||
| Sat., 1/9 | V Wrestling | Lawless Tournament | Away [Directions] | 9:30 a.m. | ||
| Sat., 1/9 | V Girls Ice Hockey | Northwest Catholic | Home - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | W 7-2 | |
| Mon., 1/11 | V Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 7:00 p.m. | W 72-46 | |
| Mon., 1/11 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 5:30 p.m. | ||
| Mon., 1/11 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Mon., 1/11 | V Girls Basketball | Naugatuck | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 65-23 | |
| Mon., 1/11 | JV Girls Basketball | Naugatuck | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Mon., 1/11 | FR Girls Basketball | Naugatuck | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 1/13 | V Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | L 59-66 | |
| Wed., 1/13 | JV Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Wed., 1/13 | V Wrestling | Northwestern | Away - Northwestern HS [Directions] | 6:00 p.m. | Derby 42 Northwestern 27 | |
| Wed., 1/13 | V Girls Basketball | Crosby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 71-44 | |
| Wed., 1/13 | JV Girls Basketball | Crosby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Thu., 1/14 | FR Boys Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | ||
| Thu., 1/14 | JV Girls Ice Hockey | Daniel Hand Coop | Home - Lou Astorino Ice Rink [Directions] | 3:45 p.m. | ||
| Fri., 1/15 | V Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 71-58 | |
| Fri., 1/15 | JV Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/15 | FR Boys Basketball | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 1/15 | V Boys Indoor Track | NVL Developmental | Away - Wesleyan U | 4:30 p.m. | ||
| Fri., 1/15 | V Boys Swimming and Diving | Torrington | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Fri., 1/15 | V Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 64-24 | |
| Fri., 1/15 | JV Girls Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/15 | V Girls Indoor Track | NVL Developmental | Away - Wesleyan U | 4:30 p.m. | ||
| Sat., 1/16 | V Wrestling | Eagle Classic | Away [Directions] | 10:00 a.m. | ||
| Sat., 1/16 | V Wrestling | Eagle Classic | Away - East Catholic HS | TBA | ||
| Sat., 1/16 | FR Girls Basketball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 10:15 a.m. | ||
| Sat., 1/16 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | 3:15 p.m. | W 6-0 | |
| Tue., 1/19 | V Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 7:00 p.m. | W 92-63 | |
| Tue., 1/19 | JV Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/19 | FR Boys Basketball | Woodland | Away - Woodland HS Gym [Directions] | 3:30 p.m. | ||
| Tue., 1/19 | V Girls Basketball | Woodland | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 83-41 | |
| Tue., 1/19 | JV Girls Basketball | Woodland | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 1/20 | V Wrestling | Housatonic Regional | Away - Housatonic [Directions] | 6:00 p.m. | ||
| Wed., 1/20 | V Wrestling | Oxford | Home - Holy Cross HS [Directions] | 6:30 p.m. | ||
| Wed., 1/20 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | 6:30 p.m. | W 5-0 | |
| Thu., 1/21 | V Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | 7:00 p.m. | W 61-21 | |
| Thu., 1/21 | JV Girls Basketball | Oxford | Away - OHS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/21 | JV Girls Ice Hockey | Branford | Home - Lou Astorino Ice Rink [Directions] | Cancelled | Cancelled | |
| Fri., 1/22 | V Boys Basketball | WCA | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 70-49 | |
| Fri., 1/22 | JV Boys Basketball | WCA | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/22 | FR Boys Basketball | WCA | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Sat., 1/23 | V Wrestling | New Canaan Quad | Away - New Canaan HS | Cancelled | Cancelled | |
| Mon., 1/25 | V Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | W 68-36 | |
| Mon., 1/25 | JV Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 5:30 p.m. | ||
| Mon., 1/25 | FR Boys Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Mon., 1/25 | V Boys Indoor Track | NVL Championships | Away - New Haven Athletic | 4:30 p.m. | ||
| Mon., 1/25 | V Girls Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 67-50 | |
| Mon., 1/25 | JV Girls Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Mon., 1/25 | FR Girls Basketball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | ||
| Mon., 1/25 | V Girls Ice Hockey | Hall/Conard | Away - Veteran's Memorial Rink [Directions] | 7:00 p.m. | W 5-0 | |
| Mon., 1/25 | V Girls Indoor Track | NVL Championships | Away - New Haven Athletic | 4:30 p.m. | ||
| Tue., 1/26 | V Boys Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | ||
| Tue., 1/26 | V Wrestling | Gilbert/Torrington | Home - Derby HS Gymnasium [Directions] | 6:00 p.m. | Derby 57 Gilbert 21 | |
| Tue., 1/26 | V Wrestling | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 7:00 p.m. | ||
| Wed., 1/27 | V Boys Basketball | Derby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 92-54 | |
| Wed., 1/27 | JV Boys Basketball | Derby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Wed., 1/27 | V Girls Basketball | Derby | Away - Derby HS Gymnasium [Directions] | 6:00 p.m. | W 73-57 | |
| Wed., 1/27 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | 7:00 p.m. | W 9-1 | |
| Thu., 1/28 | JV Girls Ice Hockey | Farmington Valley HS Co-op | Home - Lou Astorino Ice Rink [Directions] | 3:30 p.m. | ||
| Fri., 1/29 | V Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | L 65-77 | |
| Fri., 1/29 | JV Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Fri., 1/29 | FR Boys Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 3:30 p.m. | ||
| Fri., 1/29 | V Boys Swimming and Diving | Naugatuck | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Fri., 1/29 | V Girls Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 75-33 | |
| Fri., 1/29 | JV Girls Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 1/29 | FR Girls Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Sat., 1/30 | V Wrestling | Terryville Quad | Away - THS | 10:00 a.m. | ||
| Sat., 1/30 | V Wrestling | Jonathan Law, Enfield, Platt Tech, Shelton | Away [Directions] | 10:00 a.m. | Derby 43 Harding 30 Derby 54 Platt Tech 30 Derby 51 all Stars 27 Shelton 69 Derby 4 Jonathan Law 48 Derby 31 | |
| Sat., 1/30 | FR Girls Basketball | Pomperaug | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Sat., 1/30 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | W 5-2 | |
| Tue., 2/2 | V Boys Swimming and Diving | Kennedy | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Tue., 2/2 | V Girls Basketball | Wilby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 71-15 | |
| Tue., 2/2 | JV Girls Basketball | Wilby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 2/2 | FR Girls Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | 3:30 p.m. | ||
| Wed., 2/3 | V Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | W 70-68 | |
| Wed., 2/3 | JV Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 2/3 | V Wrestling | Northwestern | Away - Northwestern Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/3 | V Wrestling | Nonnewaug | Home - Derby HS Gymnasium [Directions] | 6:00 p.m. | Derby 37 Nonnewaug 33 | |
| Wed., 2/3 | V Girls Ice Hockey | Lauralton Hall | Away - Wonderland of Ice [Directions] | 4:45 p.m. | W 8-0 | |
| Thu., 2/4 | FR Boys Basketball | Wilby | Away - Reggie O'Brien Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 2/4 | JV Girls Ice Hockey | Simsbury | Home - Lou Astorino Ice Rink [Directions] | 3:45 p.m. | ||
| Sat., 2/6 | FR Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Sat., 2/6 | V Wrestling | Fermi Quad | Away - Fermi HS | 9:00 a.m. | ||
| Sat., 2/6 | V Wrestling | Griswold/Wheeler, Granby Memorial, Morgan | Home - Derby HS Gymnasium [Directions] | 9:00 a.m. | Derby 48 Canton 36 Morgan 64 Derby 15 Granby 39 Derby 38 Derby 39 Griswold 36 | |
| Sat., 2/6 | FR Girls Basketball | Pomperaug | Away - PHS Main Gym [Directions] | 9:00 a.m. | ||
| Sat., 2/6 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | W 7-1 | |
| Mon., 2/8 | V Wrestling | Housatonic Regional | Home - Holy Cross HS [Directions] | Cancelled | Cancelled | |
| Tue., 2/9 | V Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 7:00 p.m. | L 52-80 | |
| Tue., 2/9 | JV Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 5:15 p.m. | ||
| Tue., 2/9 | FR Boys Basketball | Kennedy | Away - KENNEDY HIGH SCHOOL [Directions] | 3:30 p.m. | ||
| Tue., 2/9 | V Boys Swimming and Diving | Woodland | Away - Woodland HS Pool [Directions] | 5:00 p.m. | ||
| Tue., 2/9 | V Wrestling | Berlin, Newington | Away - BHS [Directions] | 4:00 p.m. | ||
| Tue., 2/9 | V Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 58-48 | |
| Tue., 2/9 | JV Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 2/9 | FR Girls Basketball | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 2/10 | V Wrestling | Seymour | Away - Seymour HS [Directions] | 3:45 p.m. | ||
| Wed., 2/10 | V Girls Ice Hockey | Hall/Conard | Home - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | L 2-4 | |
| Thu., 2/11 | FR Girls Basketball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | ||
| Fri., 2/12 | V Boys Basketball | Kaynor Tech | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 64-40 | |
| Fri., 2/12 | JV Boys Basketball | Kaynor Tech | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 2/12 | FR Boys Basketball | Kaynor Tech | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 2/12 | V Boys Swimming and Diving | Shepaug Valley | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Fri., 2/12 | V Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 7:00 p.m. | L 57-59 | |
| Fri., 2/12 | JV Girls Basketball | Crosby | Away - Augelli Court -- Crosby HS [Directions] | 5:30 p.m. | ||
| Sat., 2/13 | V Wrestling | League Championships | Away [Directions] | 10:00 a.m. | ||
| Sat., 2/13 | V Wrestling | 2016 BV Championships | Away - Derby HS | TBA | ||
| Sat., 2/13 | V Girls Ice Hockey | Simsbury | Home - Lou Astorino Ice Rink [Directions] | 12:00 p.m. | W 5-2 | |
| Mon., 2/15 | V Girls Ice Hockey | Darien | Home - Lou Astorino Ice Rink [Directions] | 10:00 a.m. | L 2-3 | |
| Tue., 2/16 | V Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 7:00 p.m. | L 66-101 | |
| Tue., 2/16 | JV Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Tue., 2/16 | FR Boys Basketball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 2/16 | V Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 7:00 p.m. | W 54-29 | |
| Tue., 2/16 | JV Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 5:15 p.m. | ||
| Tue., 2/16 | FR Girls Basketball | Sacred Heart | Away - Sacred Heart - Alumni Hall | 3:30 p.m. | ||
| Tue., 2/16 | V Girls Ice Hockey | Daniel Hand Coop | Home - Lou Astorino Ice Rink [Directions] | 12:00 p.m. | W 9-0 | |
| Wed., 2/17 | V Boys Swimming and Diving | Crosby/WCA | Home - Kennedy HS [Directions] | 4:00 p.m. | ||
| Thu., 2/18 | V Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 74-63 | |
| Thu., 2/18 | JV Boys Basketball | Crosby | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Thu., 2/18 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | 7:40 p.m. | W 7-1 | |
| Fri., 2/19 | V Boys Basketball | Seymour | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 82-58 | |
| Fri., 2/19 | JV Boys Basketball | Seymour | Home - Holy Cross HS [Directions] | 5:15 p.m. | ||
| Fri., 2/19 | FR Boys Basketball | Seymour | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Fri., 2/19 | V Boys Swimming and Diving | Northwestern | Home - Kennedy HS [Directions] | 7:00 p.m. | ||
| Fri., 2/19 | V Wrestling | Class S State Championships | Away | 3:30 p.m. | ||
| Sat., 2/20 | V Wrestling | Class S State Championships | Away | 9:00 a.m. | ||
| Sat., 2/20 | V Girls Ice Hockey | East Catholic Coop | Home - Lou Astorino Ice Rink [Directions] | 2:30 p.m. | L 1-4 | |
| Mon., 2/22 | V Girls Ice Hockey | Simsbury | Away - ISCC [Directions] | 2:00 p.m. | W 1-0 (SCC Semifinals) | |
| Wed., 2/24 | V Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 6:00 p.m. | L 56-72 | |
| Wed., 2/24 | JV Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 4:30 p.m. | ||
| Wed., 2/24 | FR Boys Basketball | Ansonia | Away - Ansonia HS [Directions] | 3:15 p.m. | ||
| Wed., 2/24 | V Boys Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | 7:00 p.m. | ||
| Wed., 2/24 | JV Girls Ice Hockey | Simsbury | Away - ISCC [Directions] | Cancelled | Cancelled | |
| Fri., 2/26 | V Wrestling | State Open Championships | Away | 4:30 p.m. | ||
| Fri., 2/26 | V Girls Ice Hockey | East Catholic Coop | Away - Bennett Rink West Haven [Directions] | 8:15 p.m. | L 0-4 (SCC D1 Championship) | vs East Catholic/Glastonbury/South Windsor |
| Sat., 2/27 | V Wrestling | State Open Championships | Away | 9:00 a.m. | ||
| Sat., 2/27 | V Girls Basketball | Kaynor Tech | Home - Holy Cross HS [Directions] | 5:00 p.m. | ||
| Mon., 2/29 | V Girls Ice Hockey | Simsbury | Away - ISCC [Directions] | 4:00 p.m. | L 1-2 (OT) (State Tournament Quarterfinals) | |
| Tue., 3/1 | V Boys Swimming and Diving | NVL Trials | Away - Kennedy HS | TBA | ||
| Wed., 3/2 | V Boys Swimming and Diving | NVL Diving | Away - Kennedy HS | TBA | ||
| Wed., 3/2 | V Girls Ice Hockey | Semi-Finals State Tournament | Away - Shelton | TBA | ||
| Thu., 3/3 | V Girls Basketball | Weston | Home - Holy Cross HS [Directions] | 7:00 p.m. | ||
| Fri., 3/4 | V Boys Swimming and Diving | NVL Finals | Away - Kennedy HS | TBA | ||
| Fri., 3/4 | V Wrestling | New England Championships | Away | 4:30 p.m. | ||
| Sat., 3/5 | V Wrestling | New England Championships | Away | 9:00 a.m. | ||
| Sat., 3/5 | V Girls Ice Hockey | Finals State Tournament | Away - Bennett Rink, West Haven | 7:00 p.m. | ||
| Mon., 3/7 | V Boys Basketball | Wamogo | Home - Holy Cross HS [Directions] | 7:30 p.m. | W 73-34 | |
| Mon., 3/7 | V Girls Basketball | East Hampton | Home - Holy Cross HS [Directions] | 5:30 p.m. | W 54-46 | |
| Wed., 3/9 | V Boys Basketball | University | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 65-44 | |
| Fri., 3/11 | V Boys Basketball | East Hampton | Home - Holy Cross HS [Directions] | 7:00 p.m. | W 77-41 | |
| Tue., 3/15 | V Boys Basketball | Immaculate | Away - Masuk HS [Directions] | 7:00 p.m. | ||
| Sat., 3/26 | V Girls Lacrosse | Berlin (Scrim.) | Away - Sage Park [Directions] | 3:00 p.m. | ||
| Tue., 3/29 | V Baseball | Pomperaug (Scrim.) | Away - PHS Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 3/29 | V Softball | Pomperaug (Scrim.) | Away - PHS Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | V Baseball | Brookfield (Scrim.) | Away - BHS Baseball Field [Directions] | 3:30 p.m. | ||
| Wed., 3/30 | V Softball | Brookfield (Scrim.) | Away - BHS Softball Field [Directions] | 3:30 p.m. | Bus with Baseball | |
| Thu., 3/31 | V Softball | Nonnewaug (Scrim.) | Away - Nonnewaug Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/1 | V Boys Lacrosse | Berlin (Scrim.) | Away - Berlin HS [Directions] | 5:15 p.m. | ||
| Wed., 4/6 | V Baseball | Kennedy | Away - Waterville Park [Directions] | 3:30 p.m. | W 20-4 | |
| Wed., 4/6 | V Girls Tennis | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 4-3 | |
| Fri., 4/8 | V Boys Tennis | Torrington | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 4-5 | |
| Fri., 4/8 | V Softball | Torrington | Away - Torrington HS [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 4/9 | V Baseball | Ansonia | Home - Waterville Park [Directions] | 2:00 p.m. | L 1-5 | |
| Sat., 4/9 | V Boys Tennis | Wolcott | Home - Holy Cross HS [Directions] | 9:30 a.m. | L 1-8 | |
| Mon., 4/11 | V Baseball | Oxford | Away - OHS Baseball Field [Directions] | 3:30 p.m. | L 3-4 | |
| Mon., 4/11 | V Boys Lacrosse | Housatonic Regional | Home - Chase Collegiate [Directions] | 4:00 p.m. | L 11-7 | WCLC |
| Mon., 4/11 | V Girls Lacrosse | Housatonic Regional | Away - HS Field [Directions] | 4:00 p.m. | L 14-4 | WCLC |
| Mon., 4/11 | V Softball | Oxford | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 7-5 | |
| Mon., 4/11 | JV Softball | Oxford | Home - Lower Murray Park [Directions] | 3:45 p.m. | ||
| Tue., 4/12 | V Boys Golf | Wilby | Home - Western Hills [Directions] | 2:30 p.m. | Holy Cross-172 Wilby-268 Greg Picard-40,Mike Mencio-43,Alex Matos-43,Ben Mahler-46,Vin Graziano-41,Kevin Alves-48 | |
| Tue., 4/12 | V Girls Tennis | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 0-8 | |
| Wed., 4/13 | V Baseball | Watertown | Away - Deland Field [Directions] | 3:30 p.m. | W 1-0 | |
| Wed., 4/13 | FR Baseball | Watertown | Away - Veterans Park [Directions] | 3:30 p.m. | ||
| Wed., 4/13 | V Boys Outdoor Track | Seymour, Oxford | Away - Seymour HS [Directions] | 3:30 p.m. | Seymour 116.5 Sey 33.5 HC 77 Ox 72 | |
| Wed., 4/13 | V Boys Tennis | Watertown | Away - Tennis Courts at Crestbrook Park [Directions] | 3:30 p.m. | W 7-2 | |
| Wed., 4/13 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 3:45 p.m. | L 16-7 | WCLC |
| Wed., 4/13 | V Girls Outdoor Track | Seymour, Oxford | Away - Seymour HS [Directions] | 3:30 p.m. | Sey 89 HC 60 HC 86 Ox 55 | |
| Wed., 4/13 | V Softball | Watertown | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 1-0 | |
| Wed., 4/13 | JV Softball | Watertown | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Thu., 4/14 | JV Baseball | Watertown | Away - Veterans Park [Directions] | 3:30 p.m. | ||
| Thu., 4/14 | V Boys Golf | Naugatuck | Away - Hop Brook [Directions] | 2:30 p.m. | Holy Cross-188 Naug-209 Vin Graziano-43,Alex Matos-48,Mike Mencio-48,Alex Ford-49,Greg Picard-52,Chris Ford-50 | |
| Thu., 4/14 | V Boys Tennis | Wolcott | Away - Wolcott HS [Directions] | 3:30 p.m. | L 1-8 | |
| Thu., 4/14 | V Softball | Ansonia | Away - Ansonia HS [Directions] | 3:30 p.m. | W 18-0 | |
| Thu., 4/14 | V Girls Tennis | Wolcott | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 0-7 | |
| Fri., 4/15 | V Baseball | Wolcott | Away - Wolcott HS [Directions] | 3:30 p.m. | W 10-4 | |
| Fri., 4/15 | FR Baseball | Wolcott | Away - BAW [Directions] | 3:30 p.m. | ||
| Fri., 4/15 | V Boys Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | L 4-18 | |
| Fri., 4/15 | JV Boys Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Fri., 4/15 | V Softball | Wolcott | Home - Holy Cross HS [Directions] | 4:00 p.m. | W 6-2 | |
| Fri., 4/15 | JV Softball | Wolcott | Home - Lower Murray Park [Directions] | 4:00 p.m. | ||
| Sat., 4/16 | JV Baseball | Wolcott | Away - Wolcott HS [Directions] | 10:30 a.m. | ||
| Mon., 4/18 | V Baseball | Naugatuck | Home - Holy Cross HS [Directions] | 11:00 a.m. | L 0-2 | |
| Mon., 4/18 | JV Baseball | Oxford | Away - OHS Baseball Field [Directions] | 2:00 p.m. | ||
| Mon., 4/18 | FR Baseball | Naugatuck | Home - Upper Murray Park [Directions] | 10:00 a.m. | ||
| Mon., 4/18 | V Boys Lacrosse | Wamogo | Away - Wamogo MS Soccer Field (Lower Field) [Directions] | 4:00 p.m. | W 18-6 | WCLC |
| Mon., 4/18 | V Boys Tennis | Naugatuck | Home - Holy Cross HS [Directions] | 11:00 a.m. | W 7-2 | |
| Mon., 4/18 | V Girls Lacrosse | Notre Dame-Fairfield | Away - McCarty Stadium at Notre Dame [Directions] | 4:00 p.m. | L 6-16 | |
| Mon., 4/18 | V Softball | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 4/18 | JV Softball | Naugatuck | Away - Naugatuck HS [Directions] | 10:00 a.m. | ||
| Mon., 4/18 | V Girls Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 10:30 a.m. | L 0-7 | |
| Tue., 4/19 | V Baseball | Seymour | Away - French Park [Directions] | 2:00 p.m. | W 6-3 | |
| Tue., 4/19 | JV Baseball | Naugatuck | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Tue., 4/19 | FR Baseball | Seymour | Away - Seymour HS [Directions] | 2:00 p.m. | ||
| Tue., 4/19 | V Boys Golf | Crosby | Away - East Mountain [Directions] | 12:00 p.m. | Holy Cross-183 Crosby-264 Vincent Graziano-42,Michael Mencio-45,Greg Picard-42,Chris ciampi-48,Alex Matos-48,Kevin Alves-51 | |
| Tue., 4/19 | V Boys Golf | Sacred Heart | Away - East Mountain | 12:30 p.m. | Holy Cross-183 SH-18 Vincent Graziano-42,Michael Mencio-45,Alex Matos-48,Chris Ciampi-48,Greg Picard-42,Kevin Alves -51 | |
| Tue., 4/19 | V Boys Outdoor Track | Kennedy, St. Paul Catholic, Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | HC 97 Ken 43 HC 95 Wil 44 HC 116 SP 24 | |
| Tue., 4/19 | V Girls Outdoor Track | Kennedy, St. Paul Catholic, Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | HC 117 Ken 27 HC 124 Wil 16 HC 102 SP 32 | |
| Tue., 4/19 | V Softball | Kennedy | Home - Holy Cross HS [Directions] | 11:00 a.m. | W 15-0 | |
| Wed., 4/20 | V Baseball | Crosby | Home - Holy Cross HS [Directions] | 11:00 a.m. | W 15-1 | |
| Wed., 4/20 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 6:00 p.m. | L 5-20 | WCLC |
| Wed., 4/20 | V Girls Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 12:00 p.m. | W 13-12 | WCLC |
| Wed., 4/20 | V Softball | Crosby | Away - Crosby HS Field #1 [Directions] | 3:30 p.m. | W 17-0 | |
| Wed., 4/20 | JV Softball | Crosby | Away - Crosby HS Field #2 [Directions] | 3:30 p.m. | ||
| Wed., 4/20 | V Girls Tennis | Crosby | Away - Crosby HS [Directions] | 11:00 a.m. | W 4-3 | |
| Thu., 4/21 | V Baseball | Wilby | Away - Wilby H.S. [Directions] | 3:00 p.m. | W 26-5 | |
| Thu., 4/21 | JV Baseball | Crosby | Home - Upper Murray Park [Directions] | 10:30 a.m. | ||
| Thu., 4/21 | FR Baseball | Kennedy | Away - TBA [Directions] | Cancelled | Cancelled | |
| Thu., 4/21 | FR Baseball | Kennedy | Home - Upper Murray Park [Directions] | 1:30 p.m. | ||
| Thu., 4/21 | V Boys Tennis | Crosby | Home - Holy Cross HS [Directions] | 11:00 a.m. | W 9-0 | |
| Fri., 4/22 | V Boys Tennis | Wilby | Away - Wilby H.S. [Directions] | 11:00 a.m. | W 8-1 | |
| Fri., 4/22 | V Softball | Wilby | Home - Holy Cross HS [Directions] | 11:00 a.m. | W 17-0 | |
| Sat., 4/23 | V Boys Lacrosse | Amistad | Home - Chase Collegiate [Directions] | 12:00 p.m. | W 16-5 | WCLC |
| Sat., 4/23 | V Girls Lacrosse | Notre Dame-Fairfield | Home - Chase Collegiate [Directions] | 10:00 a.m. | L 11-16 | |
| Mon., 4/25 | V Baseball | Woodland | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 7-4 | |
| Mon., 4/25 | FR Baseball | Woodland | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Mon., 4/25 | V Boys Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 4:00 p.m. | L 3-18 | WCLC |
| Mon., 4/25 | V Boys Tennis | Woodland | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 9-0 | |
| Mon., 4/25 | V Girls Lacrosse | Watertown | Away - John J. Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | L 10-20 | WCLC |
| Mon., 4/25 | V Softball | Woodland | Away - Woodland Softball Field [Directions] | 3:30 p.m. | W 6-5 | |
| Mon., 4/25 | V Girls Tennis | Woodland | Away - Woodland HS Tennis courts [Directions] | 3:30 p.m. | L 1-6 | |
| Tue., 4/26 | V Boys Golf | Watertown | Home - Western Hills [Directions] | 2:30 p.m. | Holy Cross-171 Watertown-163 Vin Graziano-41,Alex Matos-42,Mike mencio-43,Greg Picard-45,Kevin Alves-49 | |
| Wed., 4/27 | V Baseball | Northwestern | Away - Northwestern Varsity Field [Directions] | 4:00 p.m. | W 6-2 | |
| Wed., 4/27 | JV Baseball | Northwestern | Home - Northwestern [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Boys Lacrosse | St. Paul Catholic | Home - Post University [Directions] | 4:00 p.m. | L 3-16 | WCLC |
| Wed., 4/27 | V Boys Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | W 9-0 | |
| Wed., 4/27 | V Girls Tennis | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | L 5-2 | |
| Wed., 4/27 | V Girls Tennis | Ansonia | Home - Holy Cross HS [Directions] | 5:00 p.m. | W 6-1 | |
| Thu., 4/28 | V Baseball | Torrington | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 10-7 | |
| Thu., 4/28 | V Boys Golf | St. Paul Catholic | Away - Chippanee Golf Club [Directions] | 3:00 p.m. | HC-173 Alex matos-43,Vincent Graziano-41,Greg Picard-42,Mike Mencio-49,ben mahler-47 | |
| Thu., 4/28 | V Boys Outdoor Track | Crosby, Derby, WCA | Home - Holy Cross HS [Directions] | 3:30 p.m. | Derby 107 HC 42 HC 86 Crosby 64 HC 113 WCA 35 | |
| Thu., 4/28 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | W 11-9 | WCLC |
| Thu., 4/28 | V Girls Outdoor Track | Crosby, Derby, WCA | Home - Holy Cross HS [Directions] | 3:30 p.m. | HC 114 Crosby 28 HC 84 Derby 64 HC 122 WCA 10 | |
| Thu., 4/28 | V Girls Tennis | St. Paul Catholic | Away - Peck Park, Bristol [Directions] | 3:45 p.m. | L 1-6 | |
| Fri., 4/29 | V Baseball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 3:45 p.m. | W 7-5 | |
| Fri., 4/29 | FR Baseball | St. Paul Catholic | Home - Upper Murray Park [Directions] | 3:45 p.m. | ||
| Fri., 4/29 | V Boys Tennis | Naugatuck | Away - Naugatuck HS [Directions] | 3:30 p.m. | L 4-5 | |
| Fri., 4/29 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 3:45 p.m. | L 1-3 | |
| Sat., 4/30 | JV Baseball | St. Paul Catholic | Home - Holy Cross HS [Directions] | 10:00 a.m. | ||
| Sat., 4/30 | V Boys Lacrosse | Immaculate | Home - Chase Collegiate [Directions] | 10:00 a.m. | L 4-17 | |
| Sat., 4/30 | V Girls Lacrosse | Foran | Away - Foran HS - Turf Field [Directions] | 11:00 a.m. | L 9-20 | |
| Sat., 4/30 | V Softball | Seymour | Home - Holy Cross HS [Directions] | 11:00 a.m. | L 0-10 | |
| Sat., 4/30 | JV Softball | Seymour | Home - Lower Murray Park [Directions] | 11:00 a.m. | ||
| Mon., 5/2 | V Boys Golf | Woodland | Home - Western Hills [Directions] | 2:30 p.m. | Holy Cross-176 Alex Matos-41,Vincent Graziano-43,Greg Picard-45,Chris ford-48,Mike Mencio-41 | |
| Mon., 5/2 | V Boys Lacrosse | Housatonic Regional | Away - HS Field [Directions] | 4:00 p.m. | L 7-15 | WCLC |
| Mon., 5/2 | V Girls Lacrosse | Housatonic Regional | Home - Post University [Directions] | 4:00 p.m. | L 24-16 | WCLC |
| Wed., 5/4 | V Baseball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 2-0 | |
| Wed., 5/4 | FR Baseball | Woodland | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 5/4 | V Boys Outdoor Track | Wolcott, Sacred Heart, Torrington | Away - Wolcott HS [Directions] | 3:45 p.m. | HC 96 Wol 54 HC 88 SH 61 Torr 83.5 HC 66.5 | |
| Wed., 5/4 | V Boys Tennis | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 8-1 | |
| Wed., 5/4 | V Girls Lacrosse | Lewis Mills | Home - Post University [Directions] | 4:00 p.m. | L 10-20 | WCLC |
| Wed., 5/4 | V Girls Outdoor Track | Wolcott, Sacred Heart, Torrington | Away - Wolcott HS [Directions] | 3:45 p.m. | HC 82 Wol 67 HC 98 SH 44 HC 81 Torr 59 | |
| Wed., 5/4 | V Softball | Sacred Heart | Away - Joan Joyce Field @ Municipal Stadium | 3:30 p.m. | W 11-0 | |
| Wed., 5/4 | V Girls Tennis | Sacred Heart | Away - Fulton Park | 3:30 p.m. | L 1-6 | |
| Thu., 5/5 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 4:00 p.m. | L 5-13 | WCLC |
| Thu., 5/5 | JV Boys Lacrosse | Lewis Mills | Away - Lewis Mills Lacrosse Field [Directions] | 5:15 p.m. | ||
| Thu., 5/5 | V Softball | Wilby | Away - Bucks Hill Park [Directions] | 3:30 p.m. | W 22-5 | |
| Thu., 5/5 | V Girls Tennis | Wilby | Home - Holy Cross HS [Directions] | 2:30 p.m. | W 7-0 | |
| Thu., 5/5 | V Girls Tennis | Wilby | Home - Holy Cross HS [Directions] | 4:00 p.m. | W 7-0 | |
| Fri., 5/6 | JV Boys Lacrosse | St. Paul Catholic | Away [Directions] | 4:00 p.m. | ||
| Sat., 5/7 | V Boys Outdoor Track | Marty Robbins | Away - Coginchaug HS | 1:30 a.m. | ||
| Sat., 5/7 | V Girls Outdoor Track | Marty Robbins Inv | Away - Coginchaug HS | 12:00 p.m. | ||
| Mon., 5/9 | V Baseball | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | W 16-2 | |
| Mon., 5/9 | V Boys Golf | Waterbury Coop | Home - Western Hills [Directions] | 2:30 p.m. | Holy Cross-168 Alex Matos-41,Vincent Graziano-41,Greg Picard-42,Mike Mencio-44 Chris Ford -45 | |
| Mon., 5/9 | V Boys Tennis | Crosby | Away - Crosby HS [Directions] | 3:30 p.m. | W 9-0 | |
| Mon., 5/9 | V Girls Lacrosse | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 6:30 p.m. | L 9-16 | |
| Mon., 5/9 | V Softball | Crosby | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 21-3 | |
| Mon., 5/9 | JV Softball | Crosby | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Mon., 5/9 | V Girls Tennis | Crosby | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 6-1 | |
| Tue., 5/10 | V Baseball | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 10-0 | |
| Tue., 5/10 | V Boys Golf | Wolcott, Notre Dame-West Haven | Home - WCC [Directions] | 2:30 p.m. | Holy Cross-182,Notre Dame WH-157,Wolcott-185 Alex Matos-47,Vincent Graziano-41,Mike Mencio-45,Ben Mahler-49,Greg Picard-47 | |
| Tue., 5/10 | V Boys Outdoor Track | Woodland, Naugatuck, Watertown | Away - Woodland HS Track [Directions] | 3:30 p.m. | Wood 122 HC 28 Wat 88 HC 62 Naugy 120 HC 29 | |
| Tue., 5/10 | V Boys Tennis | Wilby | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 8-1 | |
| Tue., 5/10 | V Girls Outdoor Track | Woodland, Naugatuck, Watertown | Away - Woodland HS Track [Directions] | 3:30 p.m. | Wood 99.5 HC 50.5 Naugy 95 HC 55 HC 76 Wat 74 | |
| Wed., 5/11 | V Baseball | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 14-4 | |
| Wed., 5/11 | FR Baseball | Kennedy | Home - Upper Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 5/11 | V Boys Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 5:30 p.m. | W 14-6 | WCLC |
| Wed., 5/11 | V Boys Tennis | Kennedy | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 7-2 | |
| Wed., 5/11 | V Girls Lacrosse | Amistad | Away - AF Amistad HS [Directions] | 4:00 p.m. | W 13-10 | WCLC |
| Wed., 5/11 | V Softball | Kennedy | Away - Huntington Field [Directions] | 3:30 p.m. | W 22-0 | |
| Wed., 5/11 | JV Softball | Kennedy | Away - Huntington Field [Directions] | 3:30 p.m. | ||
| Wed., 5/11 | V Girls Tennis | Kennedy | Away - Chase Park [Directions] | 3:30 p.m. | L 2-5 | |
| Thu., 5/12 | V Baseball | Kaynor Tech | Away - Kaynor Tech Baseball Field [Directions] | 3:45 p.m. | W 11-3 | |
| Thu., 5/12 | V Boys Golf | Woodland | Away - Oxford Greens [Directions] | 2:45 p.m. | Holy Cross 180,Woodland 183 Greg Picard-40,Mike Mencio-46, Chris Ciampi-46,Alex Matos-48,Vincent Graziano-58 | |
| Thu., 5/12 | V Girls Tennis | Torrington | Away - Torrington H.S. [Directions] | 3:45 p.m. | L 2-5 | |
| Fri., 5/13 | V Boys Tennis | Kennedy | Away - Chase Park [Directions] | 3:30 p.m. | W 5-0 | |
| Sat., 5/14 | JV Baseball | Lewis Mills | Home - Holy Cross HS [Directions] | Cancelled | Cancelled | |
| Sat., 5/14 | V Boys Lacrosse | Notre Dame-Fairfield | Home - Chase Collegiate [Directions] | 10:00 a.m. | L 10-11 | |
| Sat., 5/14 | V Boys Outdoor Track | Torrington Invitational | Away - Torrington HS | 10:30 a.m. | ||
| Sat., 5/14 | V Girls Outdoor Track | Torrington Invitational | Away - Torrington HS | 10:30 a.m. | ||
| Sat., 5/14 | V Softball | Derby | Home - Holy Cross HS [Directions] | 1:00 p.m. | W 16-2 | |
| Sat., 5/14 | JV Softball | Woodland | Away - Woodland Softball Field [Directions] | 10:30 a.m. | ||
| Sat., 5/14 | V Girls Tennis | Seymour | Home - Holy Cross HS [Directions] | 12:30 p.m. | L 3-4 | |
| Mon., 5/16 | V Baseball | Sacred Heart | Away - Fulton Park | 3:30 p.m. | L 3-4 | |
| Mon., 5/16 | V Boys Golf | Waterbury Coop | Away - Western Hills [Directions] | 2:30 p.m. | Holy Cross-163 Greg Picard-37,Alex Matos-42,Vincent Graziano-42,Kevin Alves-42,Mike Mencio-44 | |
| Mon., 5/16 | V Boys Lacrosse | Watertown | Home - Post University [Directions] | 3:45 p.m. | L 3-16 | WCLC |
| Mon., 5/16 | V Girls Lacrosse | Watertown | Home - Post University [Directions] | 5:30 p.m. | L 10-15 | WCLC |
| Mon., 5/16 | V Softball | Sacred Heart | Home - Holy Cross HS [Directions] | 3:30 p.m. | W 11-0 | |
| Tue., 5/17 | V Baseball | Derby | Away - Derby -Ryan Athletic Complex-baseball field [Directions] | 3:45 p.m. | W 6-2 | |
| Tue., 5/17 | JV Baseball | Sacred Heart | Away - Fulton Park | 3:30 p.m. | ||
| Tue., 5/17 | V Boys Outdoor Track | City Meet | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 5/17 | V Girls Lacrosse | Immaculate | Away - Mustang Valley [Directions] | 4:15 p.m. | L 3-10 | |
| Tue., 5/17 | V Girls Outdoor Track | City Meet | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Tue., 5/17 | V Softball | Morgan | Home - Holy Cross HS [Directions] | 4:00 p.m. | W 4-3 | |
| Tue., 5/17 | JV Softball | Sacred Heart | Home - Lower Murray Park [Directions] | 3:30 p.m. | ||
| Wed., 5/18 | FR Baseball | St. Paul Catholic | Home - Upper Murray Park [Directions] | 3:45 p.m. | ||
| Wed., 5/18 | V Boys Golf | Torrington, Wilby | Home - Western Hills [Directions] | 2:30 p.m. | Holy Cross-176 Torrington 177 Wilby-241 Alex Matos-41,Vincent Graziano-44,Greg Picard-44,Mike mencio-47,Kevin Alves-49 | |
| Wed., 5/18 | V Boys Lacrosse | Bristol Coop | Away - Bristol Eastern HS [Directions] | 6:00 p.m. | W 11-10 | |
| Wed., 5/18 | V Softball | Bethel | Away - Kasack Field at Johnson School [Directions] | 4:00 p.m. | W 8-1 | |
| Thu., 5/19 | V Boys Lacrosse | Lewis Mills | Home - Holy Cross HS [Directions] | 3:45 p.m. | L 4-12 | WCLC |
| Thu., 5/19 | V Girls Lacrosse | St. Paul Catholic | Home - Post University [Directions] | 4:00 p.m. | W 12-10 | WCLC |
| Mon., 5/23 | V Boys Golf | Sacred Heart | Home - Western Hills [Directions] | 2:30 p.m. | Holy Cross-167 SH 184 Greg Picard-37,Vincent Graziano-41,Mike Mencio-43,Alex Matos-46,Chris Ciampi-49 | |
| Tue., 5/24 | V Boys Lacrosse | Bristol Coop | Away - Bristol Eastern HS [Directions] | 5:00 p.m. | W 10-8 | |
| Tue., 5/24 | V Boys Outdoor Track | NVL Invitational | Away - Torrington HS | 1:30 p.m. | ||
| Tue., 5/24 | V Girls Lacrosse | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 7:00 p.m. | W 6-5 | |
| Tue., 5/24 | V Girls Outdoor Track | NVL Invitational | Away - Torrington HS | 1:30 p.m. | ||
| Wed., 5/25 | V Boys Outdoor Track | NVL JV Meet | Away - TBA | 3:30 p.m. | ||
| Wed., 5/25 | V Girls Outdoor Track | NVL JV Meet | Away - TBA | 3:30 p.m. | ||
| Thu., 5/26 | V Boys Golf | Crosby, Wilby | Home - Western Hills [Directions] | 2:30 p.m. | Holy Cross-167 Crosby-199 Alex Matos-39,Vincent Graziano-39,Chris ford-43, Alex Ford-46,Greg Picard-49 | |
| Tue., 5/31 | V Baseball | Somers | Home - Holy Cross HS [Directions] | 3:30 p.m. | ||
| Wed., 6/1 | V Softball | Tourtellotte | Home - Holy Cross HS [Directions] | 4:00 p.m. | W 4-2 | |
| Wed., 6/1 | V Softball | Tourtellotte | Home - Holy Cross HS [Directions] | 4:00 p.m. | ||
| Thu., 6/2 | V Softball | Wheeler | Home - Holy Cross HS [Directions] | 2:00 p.m. | W 9-5 | |
| Thu., 6/9 | V Softball | East Granby | Away - West Haven HS [Directions] | 4:00 p.m. | ||