| Nonnewaug 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 609 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 8/31 | V Boys Soccer | Pomperaug (Scrim.) | Away - Pomperaug HS-Stadium [Directions] | 7:00 p.m. | ||
| Tue., 8/31 | V Girls Soccer | Newtown (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Thu., 9/2 | V Football | Woodland (Scrim.) | Home - Nonnewaug HS-football field [Directions] | 6:00 p.m. | ||
| Thu., 9/2 | V Boys Soccer | Woodland (Scrim.) | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | ||
| Thu., 9/2 | V Girls Soccer | Lewis Mills (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Fri., 9/3 | V Girls Soccer | Oxford (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 5:00 p.m. | ||
| Sat., 9/4 | V Boys Soccer | East Hampton, Immaculate, Watertown (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 10:00 a.m. | ||
| Sun., 9/5 | V Girls Soccer | Seymour (Scrim.) | Away - Treadwell Park-Treadwell Town Park--Tilson Field [Directions] | 11:40 a.m. | ||
| Sun., 9/5 | V Girls Soccer | Newtown (Scrim.) | Away - Treadwell Park-Newtown Treadwell Park [Directions] | 9:00 a.m. | ||
| Sun., 9/5 | V Girls Soccer | Fairfield Warde (Scrim.) | Away - Treadwell Park-Newtown Treadwell Park [Directions] | 9:40 a.m. | ||
| Sun., 9/5 | V Girls Soccer | Immaculate (Scrim.) | Away - Treadwell Park-Newtown Treadwell Park [Directions] | 1:00 p.m. | ||
| Tue., 9/7 | V Boys Cross Country | BL Scrimmage | Away - Black Rock State Park | 4:00 p.m. | ||
| Tue., 9/7 | V Boys Soccer | Lewis Mills (Scrim.) | Home - Nonnewaug HS-Turf Field [Directions] | 4:30 p.m. | ||
| Tue., 9/7 | V Girls Cross Country | BL Scrimmage | Away - Black Rock State Park | 4:00 p.m. | ||
| Tue., 9/7 | V Field Hockey | Lewis Mills (Scrim.) | Away - Lewis Mills HS-Field Hockey Field [Directions] | 3:45 p.m. | ||
| Wed., 9/8 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | 3:00 p.m. | 196 | |
| Thu., 9/9 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 6-0 | |
| Thu., 9/9 | JV Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | Rainout | ||
| Thu., 9/9 | V Field Hockey | Wamogo | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | L 1-2 | |
| Thu., 9/9 | JV Field Hockey | Wamogo | Home - Nonnewaug HS-Turf Field [Directions] | Canceled | Cancelled | |
| Thu., 9/9 | V Girls Soccer | Wamogo | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 10-0 | |
| Thu., 9/9 | V Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 9/9 | JV Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/10 | V Football | Platt Tech | Away - Foran Turf Field [Directions] | 7:00 p.m. | W 26-14 | |
| Mon., 9/13 | V Girls Volleyball | Pomperaug | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Mon., 9/13 | JV Girls Volleyball | Pomperaug | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/14 | V Boys Cross Country | Housatonic Regional, Shepaug Valley | Home - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | Nonnewaug 17 (W),Shepaug 42 Housatonic 27,Nonnewaug 28 (L) Housatonic 18, Shepaug 38 | |
| Tue., 9/14 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 4:45 p.m. | W 2-0 | |
| Tue., 9/14 | V Girls Cross Country | Housatonic Regional, Shepaug Valley | Home - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | ||
| Tue., 9/14 | V Field Hockey | Brookfield | Home - Nonnewaug HS-Turf Field [Directions] | 5:15 p.m. | L 0-1 | |
| Tue., 9/14 | JV Field Hockey | Brookfield | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | T 0-0 | |
| Tue., 9/14 | V Girls Soccer | Terryville | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 8-0 | |
| Tue., 9/14 | V Girls Volleyball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 9/14 | JV Girls Volleyball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/16 | V Boys Golf | Litchfield | Home - Western Hills Golf Course (Wtby) [Directions] | 3:00 p.m. | 231 | |
| Thu., 9/16 | V Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:30 p.m. | L 0-3 | |
| Thu., 9/16 | JV Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 4:00 p.m. | ||
| Fri., 9/17 | V Football | Cheney Tech | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | L 0-28 | |
| Fri., 9/17 | V Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 4:00 p.m. | L 0-1 | |
| Fri., 9/17 | JV Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 5:30 p.m. | L 0-5 | |
| Sat., 9/18 | V Boys Cross Country | CT River Valley Invitational | Away - Cromwell HS-cross country course | 8:30 a.m. | ||
| Sat., 9/18 | V Girls Cross Country | CT River Valley Invitational | Away - Cromwell HS-cross country course | 8:30 a.m. | ||
| Sat., 9/18 | V Girls Cross Country | CT River Valley Invitational | Away - Cromwell HS-cross country course | 8:30 a.m. | ||
| Mon., 9/20 | V Boys Golf | Northwestern, Terryville | Home - Western Hills Golf Course (Wtby) [Directions] | 3:00 p.m. | 196 | |
| Mon., 9/20 | V Boys Soccer | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 6:00 p.m. | W 2-1 | |
| Mon., 9/20 | JV Boys Soccer | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Mon., 9/20 | V Field Hockey | Northwestern | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | W 2-0 | |
| Mon., 9/20 | JV Field Hockey | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 5:15 p.m. | ||
| Mon., 9/20 | V Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 5:00 p.m. | W 8-0 | |
| Mon., 9/20 | JV Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 5:00 p.m. | ||
| Mon., 9/20 | V Girls Volleyball | Brookfield | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 9/20 | JV Girls Volleyball | Brookfield | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/21 | V Boys Cross Country | Thomaston, Northwestern | Away - Black Rock State Park [Directions] | 4:00 p.m. | Thomaston 24 Nonnewaug 31 (L) Northwestern 17 Nonnewaug 47 (L) | |
| Tue., 9/21 | V Boys Golf | Shepaug Valley, Housatonic Regional | Away - Lake Waramaug Country Club [Directions] | 3:00 p.m. | 195 | |
| Tue., 9/21 | V Girls Volleyball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 9/21 | JV Girls Volleyball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/22 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | 3:30 p.m. | W 8-0 | |
| Wed., 9/22 | V Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 5:30 p.m. | W 1-0 | |
| Wed., 9/22 | JV Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:30 p.m. | T 1-1 | |
| Wed., 9/22 | V Girls Soccer | Gilbert | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 8-0 | |
| Thu., 9/23 | V Boys Golf | Gilbert | Home - Western Hills Golf Course (Wtby) [Directions] | 3:00 p.m. | 182 | |
| Thu., 9/23 | V Girls Volleyball | Kennedy | Home - Nonnewaug HS-Gym [Directions] | 6:15 p.m. | L 0-3 | |
| Thu., 9/23 | JV Girls Volleyball | Kennedy | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 9/24 | V Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | W 8-0 | |
| Fri., 9/24 | JV Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | Postponed | ||
| Fri., 9/24 | V Girls Soccer | Housatonic Regional | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 9/24 | JV Girls Soccer | Housatonic Regional | Home - Nonnewaug HS-JV Field [Directions] | 3:45 p.m. | ||
| Mon., 9/27 | V Boys Golf | Housatonic Regional | Home - Western Hills Golf Course (Wtby) [Directions] | 3:00 p.m. | 201 | |
| Mon., 9/27 | V Boys Soccer | Thomaston | Away - Thomaston HS-Nystrom Park [Directions] | 3:30 p.m. | W 2-1 | |
| Mon., 9/27 | V Field Hockey | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 4:30 p.m. | L 0-4 | |
| Mon., 9/27 | JV Field Hockey | Thomaston | Away - Thomaston HS-Field Hockey Field [Directions] | 5:45 p.m. | L 1-0 | |
| Mon., 9/27 | V Girls Soccer | Thomaston | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 7-1 | |
| Mon., 9/27 | JV Girls Soccer | Thomaston | Home - Nonnewaug HS-JV Field [Directions] | 3:45 p.m. | ||
| Mon., 9/27 | V Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 9/27 | JV Girls Volleyball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:00 p.m. | ||
| Tue., 9/28 | V Boys Cross Country | Litchfield, Wamogo | Home - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | Litchfield 25 Nonnewaug 34 (L) Nonnewaug 15 (W) Wamogo 50 | |
| Tue., 9/28 | V Girls Cross Country | Litchfield, Wamogo | Home - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | ||
| Tue., 9/28 | V Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 9/28 | JV Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/29 | V Boys Golf | Housatonic Regional | Away - Canaan Country Club [Directions] | 3:00 p.m. | 189 | |
| Wed., 9/29 | V Boys Soccer | Litchfield | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | W 9-0 | |
| Wed., 9/29 | V Field Hockey | Litchfield | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 2-0 | |
| Wed., 9/29 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 10/1 | V Boys Cross Country | Nonnewaug Invitational | Home - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | ||
| Fri., 10/1 | V Boys Soccer | Shepaug Valley | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 1-0 | |
| Fri., 10/1 | JV Boys Soccer | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Fri., 10/1 | V Girls Cross Country | Nonnewaug Invitational | Home - Nonnewaug HS-XC Course [Directions] | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Fri., 10/1 | V Field Hockey | Shepaug Valley | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/1 | JV Field Hockey | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 5:15 p.m. | W 3-0 | |
| Fri., 10/1 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | W 7-0 | |
| Sat., 10/2 | V Football | Norwich Tech | Away - Norwich Technical HS-NTHS Outdoor Athletic Complex [Directions] | 3:00 p.m. | L 20-22 | |
| Mon., 10/4 | V Boys Golf | Gilbert, Terryville | Away - Green woods Country Club [Directions] | 3:00 p.m. | ||
| Tue., 10/5 | V Boys Golf | Shepaug Valley | Away - Lake Waramaug Country Club [Directions] | 3:00 p.m. | 224 | |
| Tue., 10/5 | V Boys Soccer | Wamogo | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | W 5-1 | |
| Tue., 10/5 | JV Boys Soccer | Wamogo | Home - Nonnewaug HS-JV Field [Directions] | 3:45 p.m. | ||
| Tue., 10/5 | JV Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | Canceled | Cancelled | |
| Tue., 10/5 | V Girls Volleyball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | L 1-3 | |
| Tue., 10/5 | JV Girls Volleyball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/6 | V Boys Golf | Gilbert, Shepaug Valley, Wamogo | Home - Western Hills Golf Course (Wtby) [Directions] | 3:00 p.m. | 195 | |
| Thu., 10/7 | V Boys Golf | Northwestern, Wamogo | Away - Northwestern Regional H.S.-Norfolk CC [Directions] | 3:30 p.m. | 224 | |
| Thu., 10/7 | V Boys Soccer | Terryville | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 10/8 | V Field Hockey | Watertown | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/8 | JV Field Hockey | Watertown | Home - Nonnewaug HS-Turf Field [Directions] | 5:15 p.m. | L 0-1 | |
| Fri., 10/8 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/12 | V Boys Cross Country | Gilbert, Terryville | Away - Gilbert School-Cross Country [Directions] | 3:30 p.m. | Nonnewaug 25 (W), Gilbert 30 Nonnewaug 15 (W, Terryville 50 Nonnewaug 4-4 for season | |
| Tue., 10/12 | V Girls Cross Country | Gilbert, Terryville | Away - Gilbert School-Cross Country [Directions] | 4:00 p.m. | ||
| Tue., 10/12 | V Field Hockey | Bethel | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | L 0-1 | |
| Tue., 10/12 | JV Field Hockey | Bethel | Home - Nonnewaug HS-Turf Field [Directions] | 5:15 p.m. | L 0-3 | |
| Thu., 10/14 | V Football | O'Brien Tech | Home - Nonnewaug HS-Turf Field [Directions] | 7:00 p.m. | W 44-8 | |
| Thu., 10/14 | V Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 10/14 | JV Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/14 | V Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/14 | JV Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Thu., 10/14 | V Girls Soccer | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 10/14 | JV Girls Soccer | Northwestern | Home - Nonnewaug HS-JV Field [Directions] | 3:45 p.m. | ||
| Thu., 10/14 | V Girls Volleyball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 6:30 p.m. | W 3-1 | |
| Thu., 10/14 | JV Girls Volleyball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 5:20 p.m. | ||
| Sat., 10/16 | JV Football | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 10:00 a.m. | ||
| Sat., 10/16 | JV Boys Soccer | Thomaston | Home - Nonnewaug HS-Varsity Field [Directions] | 10:00 a.m. | ||
| Sat., 10/16 | JV Girls Soccer | Thomaston | Home - Nonnewaug HS-JV Field [Directions] | 10:00 a.m. | ||
| Mon., 10/18 | V Boys Golf | CIAC Fall Division II Boys Golf Championship | Away - Silo Point GC | 8:30 a.m. | ||
| Mon., 10/18 | V Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | 3:45 p.m. | T 1-1 | |
| Mon., 10/18 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 8-0 | |
| Mon., 10/18 | V Girls Volleyball | Immaculate | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Mon., 10/18 | JV Girls Volleyball | Immaculate | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/19 | V Boys Soccer | Gilbert | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 11-0 | |
| Tue., 10/19 | V Field Hockey | Brookfield | Away - Brookfield HS-BHS Back Turf [Directions] | 6:30 p.m. | L 1-4 | |
| Tue., 10/19 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | 3:30 p.m. | W 10-1 | |
| Tue., 10/19 | V Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 10/19 | JV Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/21 | V Boys Cross Country | Berkshire League Championship | Away - Black Rock State Park | 4:15 p.m. | ||
| Thu., 10/21 | V Girls Cross Country | Berkshire League Championship | Away - Black Rock State Park | 3:30 p.m. | ||
| Thu., 10/21 | V Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large gym [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 10/21 | JV Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large Gym [Directions] | 3:45 p.m. | ||
| Fri., 10/22 | V Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 50-6 | |
| Fri., 10/22 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 10/22 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 10/22 | V Girls Soccer | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 10-1 | |
| Fri., 10/22 | JV Girls Soccer | Shepaug Valley | Home - Nonnewaug HS-JV Field [Directions] | Canceled | Cancelled | |
| Fri., 10/22 | V Girls Volleyball | Bethel | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | W 3-2 | |
| Fri., 10/22 | JV Girls Volleyball | Bethel | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/23 | JV Boys Soccer | Litchfield, Wamogo, Watertown | Home - Nonnewaug HS-JV Field [Directions] | 10:00 a.m. | ||
| Sat., 10/23 | JV Girls Volleyball | East Haven JV Volleyball Invite | Away - East Haven HS-Gym | 8:00 a.m. | ||
| Mon., 10/25 | JV Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | 4:30 p.m. | ||
| Mon., 10/25 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 3:45 p.m. | L 1-2 | |
| Mon., 10/25 | JV Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 10/25 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Mon., 10/25 | JV Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 4:30 p.m. | ||
| Mon., 10/25 | FR Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 3:15 p.m. | ||
| Tue., 10/26 | V Girls Volleyball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 10/26 | JV Girls Volleyball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/27 | V Field Hockey | Thomaston | Home - Nonnewaug HS-Turf Field [Directions] | 5:45 p.m. | L 0-5 | |
| Wed., 10/27 | JV Field Hockey | Thomaston | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | ||
| Thu., 10/28 | V Girls Soccer | Litchfield | Home - Nonnewaug HS-Varsity Field [Directions] | 3:15 p.m. | W 4-0 | |
| Thu., 10/28 | V Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:15 p.m. | L 1-3 | |
| Thu., 10/28 | JV Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/29 | V Football | Quinebaug Valley | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 38-14 | |
| Fri., 10/29 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/29 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 10/29 | JV Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:15 p.m. | ||
| Fri., 10/29 | V Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Fri., 10/29 | JV Girls Volleyball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 4:00 p.m. | ||
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class SS Championship | Away - Wickham Park | 3:10 p.m. | ||
| Mon., 11/1 | V Boys Soccer | Thomaston | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | W 2-0 | |
| Mon., 11/1 | JV Boys Soccer | Thomaston | Home - Nonnewaug HS-JV Field [Directions] | Postponed | ||
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class M Championship | Away - Wickham Park | 9:45 a.m. | ||
| Mon., 11/1 | V Girls Soccer | Thomaston | Away - Thomaston HS-Nystrom Park [Directions] | 3:45 p.m. | W 6-3 | |
| Tue., 11/2 | V Boys Soccer | Housatonic Regional | Home - Nonnewaug HS-Varsity Field [Directions] | 6:00 p.m. | W 9-0 | |
| Tue., 11/2 | JV Boys Soccer | Housatonic Regional | Home - Nonnewaug HS-JV Field [Directions] | 4:15 p.m. | ||
| Tue., 11/2 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | L 5-2 | |
| Tue., 11/2 | JV Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 11/5 | V Boys Cross Country | CIAC Boys Cross Country Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/5 | V Football | VGW Techs | Away - Pat Kidney Field-Pat Kidney 1 [Directions] | 6:00 p.m. | W 45-0 | |
| Fri., 11/5 | V Girls Cross Country | CIAC Girls Cross Country Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Sat., 11/6 | JV Football | Woodland | Home - Nonnewaug HS-football field [Directions] | 10:00 a.m. | ||
| Mon., 11/8 | V Field Hockey | Wamogo | Home - Nonnewaug HS-Turf Field [Directions] | 2:00 p.m. | ||
| Mon., 11/8 | V Girls Volleyball | Ledyard | Away - Ledyard HS-Judy Standish Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 11/10 | V Girls Soccer | Lewis Mills | Home - Nonnewaug HS-Varsity Field [Directions] | 2:00 p.m. | ||
| Thu., 11/11 | V Boys Soccer | WCA | Home - Nonnewaug HS-Turf Field [Directions] | 4:00 p.m. | ||
| Sat., 11/13 | V Football | Bullard/Kolbe | Away - Kennedy Stadium (Bridgeport) [Directions] | 12:00 p.m. | L 22-24 | |
| Sat., 11/13 | V Boys Soccer | Ledyard | Home - Nonnewaug HS-Turf Field [Directions] | 12:30 p.m. | ||
| Mon., 11/15 | JV Football | Bullard/Kolbe | Home - Nonnewaug HS-Turf Field [Directions] | 4:30 p.m. | ||
| Fri., 11/19 | V Football | Prince Tech-Innovation | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 38-0 | |
| Thu., 11/25 | V Football | ATI | Away - Immaculate HS-Mustang Valley [Directions] | 10:00 a.m. | W 36-20 | |
| Mon., 11/29 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30-10 p.m. | ||
| Tue., 11/30 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Wed., 12/1 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6-7:30 p.m. | ||
| Thu., 12/2 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Fri., 12/3 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Fri., 12/3 | V Girls Basketball | Stratford (Scrim.) | Away - Stratford HS-Gym [Directions] | 4:30 p.m. | ||
| Sat., 12/4 | V Girls Ice Hockey | Masuk Coop (Scrim.) | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 5:30 p.m. | ||
| Mon., 12/6 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8-9:30 p.m. | ||
| Tue., 12/7 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Tue., 12/7 | V Girls Basketball | Seymour (Scrim.) | Home - Nonnewaug HS-Gym [Directions] | 3:30 p.m. | ||
| Wed., 12/8 | V Boys Ice Hockey | Housatonic Coop (Scrim.) | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30 p.m. | ||
| Wed., 12/8 | V Girls Ice Hockey | Guilford Coop (Scrim.) | Home - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | ||
| Thu., 12/9 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Fri., 12/10 | V Boys Basketball | Comp Sci (Scrim.) | Away - Civic Leadership HS-Gymnasium [Directions] | 4:30 p.m. | Cancelled | |
| Fri., 12/10 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:45-8:15 p.m. | ||
| Fri., 12/10 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 4:00 p.m. | W 4-3 | |
| Mon., 12/13 | V Boys Basketball | Pomperaug (Scrim.) | Away - Pomperaug HS-Auxiliary Gym [Directions] | 4:00 p.m. | ||
| Mon., 12/13 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30-10 p.m. | ||
| Mon., 12/13 | V Girls Basketball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 65-19 | |
| Mon., 12/13 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:00 p.m. | L 0-3 | |
| Tue., 12/14 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Tue., 12/14 | V Girls Basketball | Brookfield | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | W 51-38 | |
| Tue., 12/14 | JV Girls Basketball | Brookfield | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/15 | V Boys Ice Hockey | Masuk | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:00 p.m. | L 2-8 | |
| Wed., 12/15 | V Wrestling | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/15 | V Girls Ice Hockey | Guilford Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | L 1-9 | |
| Thu., 12/16 | V Boys Basketball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 54-48 | |
| Thu., 12/16 | JV Boys Basketball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Thu., 12/16 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Thu., 12/16 | V Boys Swimming and Diving | Housatonic Regional | Home - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | ||
| Thu., 12/16 | V Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 6:00 p.m. | L 42-49 | |
| Thu., 12/16 | JV Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 4:30 p.m. | ||
| Fri., 12/17 | V Boys Ice Hockey | Byram Hills (NY) | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:00 p.m. | W 4-1 | |
| Sat., 12/18 | V Wrestling | Pomperaug Quads | Away - Pomperaug HS-Auxiliary Gym | 10:00 a.m. | ||
| Sat., 12/18 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 6:30 p.m. | W 9-3 | |
| Mon., 12/20 | V Boys Basketball | Brookfield | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 65-63 | |
| Mon., 12/20 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6-7:30 p.m. | ||
| Tue., 12/21 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6-7:30 p.m. | ||
| Tue., 12/21 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Tue., 12/21 | V Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 7:00 p.m. | W 46-20 | |
| Tue., 12/21 | JV Girls Basketball | Joel Barlow | Away - Joel Barlow HS-Lower Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/21 | V Girls Gymnastics | Jonathan Law, Hamden | Away - Jonathan Law HS-Old Gym [Directions] | 6:00 p.m. | 37.3 | |
| Wed., 12/22 | V Boys Ice Hockey | Mt. Everett (MA) | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:00 p.m. | W 5-0 | |
| Wed., 12/22 | V Girls Ice Hockey | Avon | Away - Newington Ice Arena-Red Rink [Directions] | 5:00 p.m. | L 0-6 | |
| Thu., 12/23 | V Boys Basketball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 43-52 | |
| Thu., 12/23 | JV Boys Basketball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | Canceled | Cancelled | |
| Thu., 12/23 | V Boys Ice Hockey | Scrimmage vs Watertown Midgets | Away - Taft School Mays, Watertown, CT | 7:15 p.m. | No Bus Scheduled | |
| Thu., 12/23 | V Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 3:30 p.m. | W 63-22 | |
| Thu., 12/23 | JV Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | Postponed | ||
| Wed., 12/29 | V Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 3:00 p.m. | L 38-43 | |
| Wed., 12/29 | JV Boys Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 1:15 p.m. | ||
| Wed., 12/29 | V Boys Ice Hockey | TBA | Home - The Frederick Gunn School-Ice Rink [Directions] | Canceled | Cancelled | |
| Wed., 12/29 | V Boys Indoor Track | Bob Saulsbury Invite | Home - New Haven Athletic Center/Hillhouse HS [Directions] | 12:00 p.m. | ||
| Wed., 12/29 | V Girls Gymnastics | Farmington, Ellington/Tolland | Away - Farmington Valley Gymnastics & More-Farmington Valley Gymnastics-Plainville [Directions] | 6:00 p.m. | 90.75 | |
| Wed., 12/29 | V Girls Ice Hockey | Simsbury | Home - Hamden-Lou Astorino Ice Rink [Directions] | 10:00 a.m. | L 2-4 | |
| Wed., 12/29 | V Girls Indoor Track | Bob Saulsbury Invite | Home - New Haven Athletic Center/Hillhouse HS [Directions] | 12:00 p.m. | ||
| Mon., 1/3 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Tue., 1/4 | V Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 7:00 p.m. | L 35-49 | |
| Tue., 1/4 | JV Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/4 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Tue., 1/4 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 5:30 p.m. | ||
| Tue., 1/4 | V Girls Basketball | Litchfield | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 63-15 | |
| Tue., 1/4 | JV Girls Basketball | Litchfield | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 1/4 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 5:15 p.m. | L 2-3 | |
| Wed., 1/5 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | Voluntary Practice | |
| Wed., 1/5 | V Boys Indoor Track | Wintergreen Invite | Home - Southern CT State University-Moore Field House [Directions] | 4:00 p.m. | ||
| Wed., 1/5 | V Girls Basketball | Capital Prep | Away - Capital Preparatory Magnet School-Gym [Directions] | 5:00 p.m. | W 63-34 | |
| Wed., 1/5 | V Girls Indoor Track | Wintergreen Invite | Home - Southern CT State University-Moore Field House [Directions] | 4:00 p.m. | ||
| Thu., 1/6 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | W 57-42 | |
| Thu., 1/6 | JV Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 1/6 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Thu., 1/6 | V Wrestling | Haddam-Killingworth, Middletown, Pomperaug Coop | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 5:30 p.m. | ||
| Fri., 1/7 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30-10 p.m. | ||
| Fri., 1/7 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 6:00 p.m. | W 44-27 | |
| Fri., 1/7 | JV Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | Canceled | Cancelled | |
| Sat., 1/8 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 5:30-7 p.m. | ||
| Sat., 1/8 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Champions Skating Rink - Cromwell-Upper Rink [Directions] | 12:00 p.m. | L 2-5 | |
| Mon., 1/10 | V Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | 6:00 p.m. | W 64-49 | |
| Mon., 1/10 | JV Boys Basketball | WCA | Away - Waterbury Career Academy-Gymnasium [Directions] | Canceled | Cancelled | |
| Mon., 1/10 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30-10 p.m. | ||
| Mon., 1/10 | V Boys Indoor Track | James Barber Invite | Home - Southern CT State University-Moore Field House [Directions] | 4:00 p.m. | ||
| Mon., 1/10 | V Girls Indoor Track | James Barber Invite | Home - Southern CT State University-Moore Field House [Directions] | 4:00 p.m. | ||
| Tue., 1/11 | V Boys Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 73-42 | |
| Tue., 1/11 | JV Boys Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 1/11 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:30 p.m. | L 0-9 | |
| Tue., 1/11 | V Boys Swimming and Diving | Litchfield | Home - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | ||
| Tue., 1/11 | V Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | 5:00 p.m. | W 34-28 | |
| Tue., 1/11 | JV Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | Postponed | ||
| Wed., 1/12 | V Boys Ice Hockey | JBWA | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:00 p.m. | L 2-7 | |
| Wed., 1/12 | V Wrestling | St. Paul Catholic | Home - Nonnewaug HS-Gym [Directions] | Canceled | Cancelled | |
| Thu., 1/13 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | Canceled | Cancelled | |
| Fri., 1/14 | V Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | L 53-65 | |
| Fri., 1/14 | JV Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/14 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30-10 p.m. | ||
| Fri., 1/14 | V Boys Indoor Track | Bethel HS Invite | Home - Bethel HS-Indoor Track [Directions] | 4:00 p.m. | ||
| Fri., 1/14 | V Girls Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | W 53-44 | |
| Fri., 1/14 | JV Girls Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | Postponed | ||
| Fri., 1/14 | V Girls Indoor Track | Bethel HS Invite | Home - Bethel HS-Indoor Track [Directions] | 4:00 p.m. | ||
| Sat., 1/15 | V Wrestling | Enfield, East Longmeadow (MA), Longmeadow (MA), Maloney, TBA, TBA, Rockville, Rocky Hill, Trumbull | Away - Enfield HS-EHS GYM - MAIN | 10:00 a.m. | ||
| Sat., 1/15 | V Girls Ice Hockey | Daniel Hand Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | L 1-5 | |
| Sun., 1/16 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 2:30 p.m. | L 3-8 | No Bus |
| Mon., 1/17 | V Boys Ice Hockey | Milford Coop | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | T 1-1 | |
| Mon., 1/17 | V Girls Gymnastics | Joel Barlow, Newtown | Home - Vasi's Gymnastics [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Mon., 1/17 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 7:30 p.m. | L 2-5 | |
| Tue., 1/18 | V Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 54-47 | |
| Tue., 1/18 | JV Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/18 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:30 p.m. | W 2-1(OT) | |
| Tue., 1/18 | V | Oxford | Away - Oxford HS-Gym 1 [Directions] | 2:30 p.m. | ||
| Wed., 1/19 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6-7:30 p.m. | ||
| Wed., 1/19 | V Boys Swimming and Diving | Housatonic Regional | Away - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | ||
| Wed., 1/19 | V Girls Basketball | Thomaston | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | L 20-49 | |
| Wed., 1/19 | JV Girls Basketball | Thomaston | Home - Nonnewaug HS-Gym [Directions] | Postponed | ||
| Wed., 1/19 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:30 p.m. | W 7-5 | |
| Thu., 1/20 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | Canceled | Cancelled | |
| Thu., 1/20 | V Boys Swimming and Diving | Wamogo | Away - Shepaug Valley HS-Shepaug Valley School [Directions] | Postponed | ||
| Fri., 1/21 | V Boys Basketball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 6:45 p.m. | L 48-49 | |
| Fri., 1/21 | JV Boys Basketball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/21 | V Boys Ice Hockey | Mt. Everett (MA) | Away - Berkshire School-NHL | 7:00 p.m. | T 2-2 | |
| Fri., 1/21 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 6:00 p.m. | W 34-33 | |
| Sat., 1/22 | FR Boys Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 12:00 p.m. | ||
| Sat., 1/22 | V Wrestling | Platt, Canton, Plainville, Windham | Away - Platt HS-Gym [Directions] | 10:00 a.m. | ||
| Sat., 1/22 | V Girls Gymnastics | Daniel Hand, TBA | Away - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 10:00 a.m. | 108.05 | |
| Sat., 1/22 | V Girls Ice Hockey | Conard | Home - Hamden-Lou Astorino Ice Rink [Directions] | 6:15 p.m. | L 1-6 | |
| Mon., 1/24 | V Boys Ice Hockey | Brookfield | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | L 0-3 | |
| Tue., 1/25 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 6:00 p.m. | W 67-58 | |
| Tue., 1/25 | JV Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | Postponed | ||
| Tue., 1/25 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Tue., 1/25 | V Boys Swimming and Diving | Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Tue., 1/25 | V Girls Basketball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | L 27-48 | |
| Tue., 1/25 | JV Girls Basketball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | Postponed | ||
| Tue., 1/25 | V Girls Gymnastics | New Milford, Newtown | Away - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | 115.4 | |
| Wed., 1/26 | V Boys Ice Hockey | Housatonic Coop | Away - South Kent School-Ice Rink [Directions] | 6:00 p.m. | L 2-6 | |
| Wed., 1/26 | V Wrestling | Gilbert/Torrington, St. Paul Catholic | Away - Gilbert School-Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/26 | V Girls Basketball | Watertown | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | W 47-43 | |
| Wed., 1/26 | JV Girls Basketball | Watertown | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/26 | V Girls Ice Hockey | Masuk Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:30 p.m. | W 3-1 | |
| Thu., 1/27 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Fri., 1/28 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8-9:30 p.m. | ||
| Fri., 1/28 | V Boys Swimming and Diving | Shepaug Valley | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 3:30 p.m. | ||
| Sat., 1/29 | FR Boys Basketball | O'Brien Tech | Home - Nonnewaug HS-Gym [Directions] | Postponed | ||
| Sat., 1/29 | V Wrestling | Portland, Avon, Cheshire, Coventry, Daniel Hand, East Haven, Gilbert, Glastonbury, Griswold/Wheeler, Morgan, TBA, TBA, New Britain, Plainville, Somers, St. Paul Catholic, Terryville/Thomaston, Thomaston, New Haven Wrestling | Away - Portland HS-Portland HS | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Mon., 1/31 | FR Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Mon., 1/31 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6-7:30 p.m. | ||
| Tue., 2/1 | V Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 7:00 p.m. | L 39-43 | |
| Tue., 2/1 | JV Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/1 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Tue., 2/1 | V Boys Indoor Track | Last Chance Invite | Home - Bethel HS-Indoor Track [Directions] | 4:00 p.m. | ||
| Tue., 2/1 | V Girls Basketball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | W 47-28 | |
| Tue., 2/1 | JV Girls Basketball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | Postponed | ||
| Tue., 2/1 | V Girls Indoor Track | Last Chance Invite | Home - Bethel HS-Indoor Track [Directions] | 4:00 p.m. | ||
| Wed., 2/2 | V Boys Ice Hockey | New Milford | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | L 1-7 | |
| Wed., 2/2 | V Wrestling | Derby/Oxford/Holy Cross | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/2 | V Girls Ice Hockey | Suffield Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | L 0-3 | |
| Thu., 2/3 | V Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 7:00 p.m. | L 53-57 | |
| Thu., 2/3 | JV Boys Basketball | Wilby | Away - Wilby HS-George Tirado Floor @ The Reggie O'Brien Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/3 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Thu., 2/3 | V Boys Swimming and Diving | Wamogo | Home - John F. Kennedy HS-JFK Pool [Directions] | 7:30 p.m. | ||
| Thu., 2/3 | V Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 6:00 p.m. | W 68-29 | |
| Thu., 2/3 | JV Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 4:30 p.m. | ||
| Thu., 2/3 | V Girls Gymnastics | Newtown, Brookfield | Away - Vasi's Gymnastics [Directions] | 7:30 p.m. | 112.65 | |
| Thu., 2/3 | V Girls Ice Hockey | Guilford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 6:10 p.m. | L 1-7 | |
| Sat., 2/5 | V Boys Basketball | Litchfield | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | W 57-45 | |
| Sat., 2/5 | JV Boys Basketball | Litchfield | Home - Nonnewaug HS-Gym [Directions] | 3:30 p.m. | ||
| Sat., 2/5 | V Boys Swimming and Diving | Northwestern | Away - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:30 p.m. | ||
| Sat., 2/5 | V Wrestling | New Fairfield, Bethel, Bristol Central, Haddam-Killingworth, Jonathan Law, Londonberry (NH), Masuk, Simsbury, Harding | Away - New Fairfield HS-High School Gym | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 12:00 p.m. | ||||||
| Sat., 2/5 | V Girls Gymnastics | Newtown | Home - Vasi's Gymnastics [Directions] | TBA | 113.90 | |
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Sat., 2/5 | V Girls Ice Hockey | West Haven/SHA | Home - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | W 3-1 | |
| Mon., 2/7 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | Canceled | Cancelled | |
| Tue., 2/8 | V Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | 7:00 p.m. | W 95-46 | |
| Tue., 2/8 | JV Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/8 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:15-7:45 p.m. | ||
| Tue., 2/8 | V Boys Swimming and Diving | Oxford | Home - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | ||
| Tue., 2/8 | V Girls Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 50-43 | |
| Tue., 2/8 | JV Girls Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 2/8 | Unified Sports Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 2:15 p.m. | ||
| Wed., 2/9 | V Boys Ice Hockey | Housatonic Coop | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:30 p.m. | L 4-5 | |
| Wed., 2/9 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:30 p.m. | L 3-4 | |
| Thu., 2/10 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Thu., 2/10 | V Girls Gymnastics | SWC Gymnastics Championships | Away - New Milford HS-Main Gym - NMHS | 5:00 p.m. | 117.95 | |
| Thu., 2/10 | V Girls Indoor Track | Class M Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Fri., 2/11 | V Boys Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 7:00 p.m. | L 57-59 | |
| Fri., 2/11 | JV Boys Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 3:15 p.m. | ||
| Fri., 2/11 | V Boys Ice Hockey | SCW Knights | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:30 p.m. | W 4-1 | |
| Fri., 2/11 | V Boys Swimming and Diving | Northwestern | Home - John F. Kennedy HS-JFK Pool [Directions] | 7:00 p.m. | ||
| Fri., 2/11 | V Girls Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | W 54-41 | |
| Sat., 2/12 | FR Boys Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 12:00 p.m. | ||
| Sat., 2/12 | V Boys Ice Hockey | Byram Hills (NY) | Away - Brewster Ice Rink-Ice Rink | 3:45 p.m. | W 8-4 | Pink the Rink |
| Sat., 2/12 | V Boys Indoor Track | Class S Championship | Away - Floyd Little Athletic Center | 4:00 p.m. | ||
| Sat., 2/12 | V Wrestling | Gilbert, Derby, Holy Cross, Berkshire League Tournament, Northwestern, Seymour, St. Paul Catholic, Terryville/Thomaston, Thomaston | Away - Gilbert School-Gym | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 2/12 | JV Girls Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 9:00 a.m. | ||
| Sat., 2/12 | V Girls Ice Hockey | Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | 1:30 p.m. | L 2-10 | |
| Mon., 2/14 | V Boys Ice Hockey | Pawling (NY) | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | L 2-3 OT | |
| Tue., 2/15 | V Boys Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 52-54 | |
| Tue., 2/15 | JV Boys Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 2/15 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Tue., 2/15 | V Boys Swimming and Diving | Housatonic Regional, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Tue., 2/15 | V Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | W 29-24 | |
| Tue., 2/15 | JV Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/15 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Arena-Red Rink [Directions] | 4:25 p.m. | L 0-3 | |
| Wed., 2/16 | V Boys Ice Hockey | Newtown/New Fairfield | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:30 p.m. | L 1-2 | |
| Wed., 2/16 | V Boys Swimming and Diving | Seymour | Away - Seymour HS-pool [Directions] | 6:30 p.m. | ||
| Thu., 2/17 | V Boys Basketball | Thomaston | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 60-53 | |
| Thu., 2/17 | JV Boys Basketball | Thomaston | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Thu., 2/17 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Thu., 2/17 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 30-48 | |
| Thu., 2/17 | JV Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 2/18 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30-10 p.m. | ||
| Fri., 2/18 | V Wrestling | Class S Championship - Day 1 | Away - Killingly | 3:00 p.m. | ||
| Sat., 2/19 | V Wrestling | Class S Championship - Day 2 | Away - Killingly | 9:00 a.m. | ||
| Sat., 2/19 | V Girls Basketball | Litchfield | Home - Thomaston HS-Gym [Directions] | 1:15 p.m. | ||
| Sat., 2/19 | V Girls Gymnastics | Joel Barlow, Brookfield, Newtown | Away - Gymnastics Revolution [Directions] | 5:00 p.m. | 86.25 | |
| Sat., 2/19 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion-Red [Directions] | 2:30 p.m. | W 3-0 | |
| Mon., 2/21 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30-10 p.m. | ||
| Mon., 2/21 | V Girls Ice Hockey | Masuk Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 2:00 p.m. | W 4-2 | |
| Tue., 2/22 | V Boys Ice Hockey | Brookfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:30 p.m. | L 0-5 | |
| Tue., 2/22 | V Girls Basketball | Shepaug Valley | Home - Thomaston HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/23 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | L 45-58 | |
| Wed., 2/23 | JV Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/23 | V Boys Ice Hockey | New Milford | Away - Canterbury School-O'Neill Arena [Directions] | 7:15 p.m. | L 2-8 | |
| Wed., 2/23 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 4:00 p.m. | ||
| Thu., 2/24 | V Girls Basketball | Gilbert | Home - Thomaston HS-Gym [Directions] | 7:00 p.m. | ||
| Fri., 2/25 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:30-9 p.m. | ||
| Sat., 2/26 | V Boys Basketball | Litchfield | Away - Nonnewaug HS-Gym [Directions] | 4:45 p.m. | ||
| Sat., 2/26 | V Boys Swimming and Diving | TBA, Housatonic Regional, Litchfield, TBA, Northwestern, Shepaug Valley, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 11:00 a.m. | ||
| Sat., 2/26 | V Wrestling | State Open - Day 1 | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Sun., 2/27 | V Wrestling | State Open - Day 2 | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/28 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Tue., 3/1 | V Boys Ice Hockey | Practice | Home - Shepaug Valley HS-Shepaug Exercise Room [Directions] | 3:30-4:30 p.m. | ||
| Wed., 3/2 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Thu., 3/3 | V Girls Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 6:30 p.m. | ||
| Fri., 3/4 | V Boys Ice Hockey | Practice | Home - The Frederick Gunn School-Ice Rink [Directions] | 7-8:30 p.m. | ||
| Fri., 3/4 | V Boys Swimming and Diving | Berkshire League Dive Championship | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 5:30 p.m. | ||
| Sat., 3/5 | V Boys Swimming and Diving | Litchfield, Housatonic Regional, Northwestern, Shepaug Valley, Wamogo | Away - John F. Kennedy HS-JFK Pool | 4:30 p.m. | ||
| Sat., 3/5 | V Boys Swimming and Diving | TBA, Shepaug Valley, Wamogo | Away - TBA | TBA | ||
| Sat., 3/5 | V Girls Gymnastics | State Open | Away - New Milford | 10:00 a.m. | ||
| Mon., 3/7 | V Boys Basketball | Valley Regional | Away - Valley Regional HS-Valley Regional High School Gym [Directions] | 6:30 p.m. | ||
| Mon., 3/7 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:00 p.m. | ||
| Thu., 3/10 | V Boys Swimming and Diving | CIAC Class S Diving Championships | Away - Sheehan | 4:00 p.m. | ||
| Fri., 3/11 | V Boys Swimming and Diving | CIAC Class S Qualifying Meet | Away - Cornerstone Pool | 1:00 p.m. | ||
| Tue., 3/15 | V Boys Swimming and Diving | CIAC Class S Swimming Championships | Away - Cornerstone Pool | 6:30 p.m. | ||
| Thu., 3/17 | V Boys Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/19 | V Boys Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 3:15 p.m. | ||
| Wed., 3/23 | V Baseball | Naugatuck (Scrim.) | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 3:45 p.m. | ||
| Wed., 3/23 | JV Baseball | Wilby (Scrim.) | Away - Wilby HS-Wilby H.S. [Directions] | 3:30 p.m. | ||
| Fri., 3/25 | V Baseball | Bristol Eastern (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Fri., 3/25 | V Boys Tennis | Pomperaug (Scrim.) | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Fri., 3/25 | V Softball | WCA (Scrim.) | Away - Municipal Stadium-Joan Joyce Softball Diamond [Directions] | 4:00 p.m. | ||
| Sat., 3/26 | V Baseball | Holy Cross (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 2:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Tue., 3/29 | V Boys Tennis | Gunnery (Scrim.) | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 3/30 | V Baseball | Hamden (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | V Girls Tennis | Watertown (Scrim.) | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Thu., 3/31 | V Baseball | Torrington (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:00 p.m. | ||
| Thu., 3/31 | V Softball | Seymour (Scrim.) | Away - Seymour HS-Softball Diamond [Directions] | 4:00 p.m. | ||
| Thu., 3/31 | V Softball | Taft (NY) (Scrim.) | Home - Watertown High-Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/1 | V Girls Tennis | Pomperaug (Scrim.) | Away - Edgewood Bath and Tennis Club [Directions] | 3:30 p.m. | ||
| Sat., 4/2 | V Softball | Torrington (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 12:00 p.m. | ||
| Mon., 4/4 | V Boys Tennis | Thomaston | Away - Thomaston Nystrom Park-Nystroms Park courts [Directions] | 3:45 p.m. | W 4-1 [Detailed Results] | |
| Mon., 4/4 | V Softball | Rocky Hill (Scrim.) | Away - Elm Ridge Park / Vincino Field-Vincino Field [Directions] | 3:45 p.m. | ||
| Mon., 4/4 | V Girls Tennis | Thomaston | Home - Nonnewaug HS-Tennis Courts [Directions] | 4:30 p.m. | W 7-0 [Detailed Results] | |
| Tue., 4/5 | V Baseball | Terryville | Away - Terryville HS-Baseball Field [Directions] | 3:45 p.m. | W 18-4 | |
| Tue., 4/5 | V Boys Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Tue., 4/5 | V Girls Tennis | Northwestern | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Thu., 4/7 | JV Girls Lacrosse | Lewis Mills | Home - Nonnewaug HS-Nonnewaug [Directions] | 6:00 p.m. | ||
| Thu., 4/7 | JV Softball | New Milford | Away - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | ||
| Fri., 4/8 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Sat., 4/9 | JV Baseball | Litchfield, Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Mon., 4/11 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 14-2 | |
| Mon., 4/11 | JV Baseball | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Mon., 4/11 | V Boys Outdoor Track | Terryville Invitational | Away - Terryville HS-Default Facility | 4:00 p.m. | ||
| Mon., 4/11 | V Girls Outdoor Track | Terryville Invitational | Away - Terryville HS-Track | 4:00 p.m. | ||
| Mon., 4/11 | V Softball | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | L 3-7 | |
| Wed., 4/13 | V Baseball | Wamogo | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 12-0 | |
| Wed., 4/13 | JV Baseball | Wamogo | Home - Woodbury MS [Directions] | 3:45 p.m. | ||
| Wed., 4/13 | V Softball | Wamogo/Litchfield | Away - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 3:45 p.m. | W 23-5 | |
| Sat., 4/16 | V Baseball | New Fairfield | Away - New Fairfield HS-Baseball Field [Directions] | 11:00 a.m. | W 8-6 | |
| Sat., 4/16 | JV Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 9:30 a.m. | ||
| Mon., 4/18 | V Boys Tennis | Shepaug Valley | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | L 3-2 [Detailed Results] | |
| Mon., 4/18 | V Softball | Watertown | Away - Watertown High-Softball Field [Directions] | 3:45 p.m. | L 0-6 | |
| Mon., 4/18 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Tue., 4/19 | V Girls Tennis | Guilford | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:00 p.m. | L 3-4 [Detailed Results] | |
| Wed., 4/20 | V Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:45 p.m. | W 14-0 | |
| Wed., 4/20 | JV Baseball | Torrington | Away - Torrington High Baseball Field [Directions] | 3:30 p.m. | ||
| Wed., 4/20 | JV Boys Lacrosse | Canterbury | Away - Canterbury School-field #2 | 4:00 p.m. | ||
| Thu., 4/21 | JV Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 4/21 | JV Boys Lacrosse | Wethersfield | Home - Nonnewaug HS-football field [Directions] | 6:00 p.m. | ||
| Thu., 4/21 | V Softball | Wolcott Tech | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 21-2 | |
| Thu., 4/21 | V Girls Tennis | Holy Cross | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Fri., 4/22 | V Baseball | Housatonic Regional | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:00 p.m. | W 13-3 | |
| Fri., 4/22 | JV Baseball | Housatonic Regional | Away - Housatonic Valley Regional High-JV Baseball Diamond [Directions] | Canceled | Cancelled | |
| Fri., 4/22 | V Softball | Housatonic Regional | Home - Nonnewaug HS-Varsity Field [Directions] | 3:00 p.m. | W 22-2 | |
| Fri., 4/22 | JV Softball | Housatonic Regional | Home - Nonnewaug HS-JV Field [Directions] | Canceled | Cancelled | |
| Sat., 4/23 | JV Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 10:30 a.m. | ||
| Sat., 4/23 | JV Softball | Seymour | Home - Nonnewaug HS-JV Field [Directions] | 11:00 a.m. | ||
| Sat., 4/23 | JV Softball | Seymour | Home - Nonnewaug HS-JV Field [Directions] | 12:30 p.m. | ||
| Mon., 4/25 | V Baseball | Gilbert | Home - Nonnewaug HS-Baseball Diamond [Directions] | 4:00 p.m. | W 19-0 | |
| Mon., 4/25 | JV Baseball | Gilbert | Home - Woodbury MS [Directions] | Postponed | ||
| Mon., 4/25 | V Boys Tennis | Wamogo | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-1 [Detailed Results] | |
| Mon., 4/25 | V Softball | Gilbert | Away - Winsted Rowley Field [Directions] | 3:45 p.m. | W 16-0 | |
| Mon., 4/25 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 4/26 | V Baseball | Masuk | Away - Dunkin' Donuts Park (Hartford, CT)-Yard Goats [Directions] | 3:30 p.m. | W 10-8 | |
| Wed., 4/27 | V Baseball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | W 15-2 | |
| Wed., 4/27 | V Boys Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Wed., 4/27 | V Softball | Thomaston | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 19-5 | |
| Wed., 4/27 | JV Softball | Thomaston | Home - Nonnewaug HS-JV Field [Directions] | Canceled | Cancelled | |
| Wed., 4/27 | V Girls Tennis | Housatonic Regional | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Thu., 4/28 | JV Baseball | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 3:00 p.m. | ||
| Thu., 4/28 | V Boys Outdoor Track | Housatonic Regional, Shepaug Valley | Away - Housatonic Valley Regional High-Track [Directions] | 3:30 p.m. | ||
| Thu., 4/28 | V Girls Outdoor Track | Housatonic Regional, Shepaug Valley | Away - Housatonic Valley Regional High-Track [Directions] | 3:30 p.m. | ||
| Thu., 4/28 | V Girls Tennis | Brookfield | Away - Brookfield HS-BHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Fri., 4/29 | V Baseball | Shepaug Valley | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 11-1 | |
| Fri., 4/29 | V Boys Tennis | Thomaston | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Fri., 4/29 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | 3:45 p.m. | W 4-0 | |
| Fri., 4/29 | V Girls Tennis | Thomaston | Away - Thomaston Nystrom Park-Nystroms Park courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Sat., 4/30 | JV Baseball | New Fairfield | Home - Nonnewaug HS-Baseball Diamond [Directions] | 10:00 a.m. | ||
| Sat., 4/30 | JV Baseball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Athletic Complex [Directions] | Postponed | ||
| Sat., 4/30 | JV Softball | Gilbert | Home - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 9:30 a.m. | ||
| Sat., 4/30 | JV Girls Tennis | JV Girls Tennis Tournament | Home - Nonnewaug HS-Tennis Courts [Directions] | 9:00 a.m. | ||
| Mon., 5/2 | V Baseball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | 3:30 p.m. | W 7-4 | |
| Mon., 5/2 | V Softball | Holy Cross | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 13-9 | |
| Tue., 5/3 | V Boys Outdoor Track | Northwestern, Thomaston | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | V Boys Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | L 4-1 [Detailed Results] | |
| Tue., 5/3 | V Girls Outdoor Track | Northwestern, Thomaston | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 4:00 p.m. | ||
| Tue., 5/3 | JV Softball | Holy Cross | Home - Nonnewaug HS-JV Field [Directions] | 3:45 p.m. | ||
| Wed., 5/4 | JV Boys Lacrosse | Canterbury | Away - Canterbury School-field #2 | 4:00 p.m. | ||
| Thu., 5/5 | V Baseball | Terryville | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 16-6 | |
| Thu., 5/5 | V Boys Tennis | Litchfield | Home - Nonnewaug HS-Tennis Courts [Directions] | 4:00 p.m. | W 3-2 [Detailed Results] | |
| Thu., 5/5 | V Girls Tennis | Litchfield | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:30 p.m. | W 4-3 [Detailed Results] | |
| Sat., 5/7 | JV Baseball | Bethel | Home - Nonnewaug HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Sat., 5/7 | V Boys Outdoor Track | Coginchaug - Marty Roberts Invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 10:00 a.m. | ||
| Sat., 5/7 | V Girls Outdoor Track | Coginchaug - Marty Roberts Invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 10:00 a.m. | ||
| Sat., 5/7 | JV Softball | Bethel | Home - Nonnewaug HS-JV Field [Directions] | Canceled | Cancelled | |
| Mon., 5/9 | V Baseball | Northwestern | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 10-3 | |
| Mon., 5/9 | JV Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/9 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | W 11-4 | |
| Mon., 5/9 | JV Softball | Northwestern | Away - Northwestern Regional H.S.-JV Softball Field [Directions] | Canceled | Cancelled | |
| Mon., 5/9 | V Girls Tennis | Gilbert | Away - Walker Field-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Mon., 5/9 | V Girls Tennis | Gilbert | Away - Walker Field-Tennis Courts [Directions] | 5:00 p.m. | W 6-1 [Detailed Results] | |
| Tue., 5/10 | JV Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Boys Outdoor Track | Gilbert, Terryville | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Boys Tennis | Northwestern | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Tue., 5/10 | V Girls Outdoor Track | Gilbert, Terryville | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Softball | Wolcott Tech | Away - Oliver Wolcott Technical HS-Wolcott Tech Athletic Complex [Directions] | 3:45 p.m. | W 23-0 | |
| Tue., 5/10 | V Girls Tennis | Watertown | Away - Crestbrook Park-Crestbrook Park Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Wed., 5/11 | V Baseball | Wamogo | Away - Wamogo Regional HS-Varsity Baseball Field [Directions] | 3:45 p.m. | W 5-0 | |
| Wed., 5/11 | V Boys Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-1 [Detailed Results] | |
| Wed., 5/11 | JV Girls Lacrosse | Canterbury | Away - Canterbury School-Turf Field | 4:30 p.m. | ||
| Wed., 5/11 | V Softball | Wamogo/Litchfield | Home - Nonnewaug HS-Varsity Field [Directions] | 4:00 p.m. | W 15-0 | |
| Wed., 5/11 | V Girls Tennis | Wamogo | Home - Nonnewaug HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 [Detailed Results] | |
| Thu., 5/12 | V Baseball | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 22-3 | |
| Thu., 5/12 | JV Baseball | Wolcott Tech | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Thu., 5/12 | V Boys Tennis | Housatonic Regional | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 3-2 [Detailed Results] | |
| Thu., 5/12 | V Girls Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Fri., 5/13 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | L 1-4 [Detailed Results] | |
| Fri., 5/13 | V Softball | New Milford | Away - New Milford HS-Softball Varsity Field - NMHS [Directions] | 4:15 p.m. | W 12-1 | |
| Fri., 5/13 | JV Softball | New Milford | Away - New Milford HS-Softball JV Field - NMHS [Directions] | Canceled | Cancelled | |
| Fri., 5/13 | V Girls Tennis | Shepaug Valley | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Sat., 5/14 | V Baseball | Bethel | Home - Nonnewaug HS-Baseball Diamond [Directions] | 11:00 a.m. | W 6-3 | |
| Sat., 5/14 | V Softball | Bethel | Home - Nonnewaug HS-Varsity Field [Directions] | 11:00 a.m. | W 4-3 | |
| Sat., 5/14 | JV Softball | Wolcott Tech | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 9:30 a.m. | ||
| Mon., 5/16 | JV Baseball | Torrington | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Baseball | Housatonic Regional | Away - Housatonic Valley Regional High-Varsity Baseball Diamond [Directions] | 3:45 p.m. | W 12-0 | |
| Tue., 5/17 | JV Baseball | Woodland | Away - Woodland HS-Baseball Diamond [Directions] | 3:15 p.m. | ||
| Tue., 5/17 | JV Baseball | Housatonic Regional | Home - Woodbury MS [Directions] | Canceled | Cancelled | |
| Tue., 5/17 | V Boys Outdoor Track | Litchfield, Wamogo | Away - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 5/17 | V Boys Tennis | Woodland | Home - Nonnewaug HS-Tennis Courts [Directions] | 4:00 p.m. | Cancelled | |
| Tue., 5/17 | V Girls Outdoor Track | Litchfield, Wamogo | Away - Plumb Hill Field Complex-Plumb Hill Track [Directions] | 4:00 p.m. | ||
| Tue., 5/17 | V Softball | Terryville | Home - Nonnewaug HS-Varsity Field [Directions] | 4:00 p.m. | W 16-0 | |
| Tue., 5/17 | V Softball | Terryville | Home - Nonnewaug HS-Varsity Field [Directions] | 5:30 p.m. | W 25-2 | |
| Tue., 5/17 | Unified Sports Volleyball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 2:30 p.m. | ||
| Wed., 5/18 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | 3:45 p.m. | W 20-0 | |
| Wed., 5/18 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Away - Nonnewaug HS-Nonnewaug | 8:00 a.m. | ||
| Thu., 5/19 | JV Baseball | Holy Cross | Away - Holy Cross-Alumni Field [Directions] | Canceled | Cancelled | |
| Thu., 5/19 | JV Boys Lacrosse | Lewis Mills | Away - Lewis Mills HS-JV Soccer/Lacrosse Field [Directions] | 5:30 p.m. | ||
| Thu., 5/19 | V Boys Tennis | Berkshire League Boys Tennis Tournament | Away - TBA | 8:00 a.m. | ||
| Pending changes awaiting acceptance by one or more parties involved: Date to 5/20, Facility to Nonnewaug HS-Nonnewaug | ||||||
| Thu., 5/19 | JV Girls Lacrosse | Lewis Mills | Away - Lewis Mills HS-Lewis Mills Track [Directions] | 4:30 p.m. | ||
| Fri., 5/20 | V Baseball | Litchfield | Home - Nonnewaug HS-Baseball Diamond [Directions] | 5:00 p.m. | W 11-1 | |
| Fri., 5/20 | JV Girls Lacrosse | Housatonic Regional (Scrim.) | Away - Housatonic Valley Regional High-football field [Directions] | 4:30 p.m. | ||
| Fri., 5/20 | V Girls Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Sat., 5/21 | V Boys Outdoor Track | Berkshire League Track Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Sat., 5/21 | V Girls Outdoor Track | Berkshire League Track Championships | Away - Plumb Hill Field Complex-Plumb Hill Track | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Mon., 5/23 | V Baseball | Thomaston | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 16-0 | |
| Mon., 5/23 | JV Baseball | Thomaston | Home - Woodbury MS [Directions] | Canceled | Cancelled | |
| Mon., 5/23 | V Boys Tennis | Berkshire League Boys Tennis Tournament Semi & Finals | Away - TBA | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Mon., 5/23 | V Softball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | W 6-2 | |
| Mon., 5/23 | V Girls Tennis | Berkshire League Girls Tennis Tournament Semi & Finals | Away - Nonnewaug HS-Nonnewaug | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Tue., 5/24 | V Boys Outdoor Track | Berkshire League Festival Hammer Throw Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Housatonic Valley Regional High-Track | 3:30 p.m. | ||
| Tue., 5/24 | JV Girls Lacrosse | Wethersfield (Scrim.) | Away - Wethersfield HS-Cottone Field [Directions] | 6:00 p.m. | ||
| Tue., 5/24 | V Girls Outdoor Track | Berkshire League Festival Hammer Throw Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Housatonic Valley Regional High-Track | 3:30 p.m. | ||
| Tue., 5/24 | V Softball | Gilbert | Home - Nonnewaug HS-Varsity Field [Directions] | 4:00 p.m. | W 13-0 | |
| Wed., 5/25 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 3:45 p.m. | L 4-1 | |
| Wed., 5/25 | JV Boys Lacrosse | Holy Cross | Away - Municipal Stadium Complex-Ray Snyder, Sr. Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 5/25 | V Boys Outdoor Track | Berkshire League Festival Hammer Throw Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Thomaston Nystrom Park-Nystroms Park Track | 3:30 p.m. | ||
| Wed., 5/25 | V Girls Outdoor Track | Berkshire League Festival Hammer Throw Decathlon: 100 Meter Dash, Long Jump, Shot Put, High Jump, 400 Meter Run - Heptathlon: 100 Meter Hurdles, Javelin, Long Jump, 200 Meter Sprint) | Away - Thomaston Nystrom Park-Nystroms Park Track | 3:30 p.m. | ||
| Wed., 5/25 | V Softball | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 1-0 | |
| Wed., 5/25 | V Girls Tennis | North Haven | Away - North Haven Athletic Complex-Tennis Courts [Directions] | 3:45 p.m. | L 7-0 | |
| Thu., 5/26 | JV Baseball | Wamogo | Home - Nonnewaug HS-Baseball Diamond [Directions] | Postponed | ||
| Fri., 5/27 | V Softball | Berlin (Scrim.) | Away - Sage Park Berlin-Softball Field 1 [Directions] | 4:30 p.m. | ||
| Tue., 5/31 | V Baseball | Weston | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:30 p.m. | ||
| Tue., 5/31 | V Boys Outdoor Track | CIAC Class S Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 5/31 | V Boys Tennis | Old Lyme | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Tue., 5/31 | V Girls Tennis | Sheehan | Home - Nonnewaug HS-Tennis Courts [Directions] | 1:00 p.m. | W 4-3 | |
| Wed., 6/1 | V Boys Tennis | Suffield | Home - Nonnewaug HS-Tennis Courts [Directions] | 1:00 p.m. | ||
| Wed., 6/1 | V Softball | Watertown | Home - Nonnewaug HS-Varsity Field [Directions] | 4:00 p.m. | ||
| Wed., 6/1 | V Girls Tennis | Daniel Hand | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Thu., 6/2 | V Girls Outdoor Track | CIAC Class M Championship | Away - Willow Brook Park | 3:00 p.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Boys Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Mon., 6/6 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/6 | V Girls Tennis | CIAC Individual Invitational - Opening Round, Singles and Doubles | Away - Wesleyan | 10:00 a.m. | ||
| Tue., 6/7 | V Boys Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Tue., 6/7 | V Girls Tennis | CIAC Individual Invitational - Round of 16 | Away - Wesleyan | 9:00 a.m. | ||
| Wed., 6/8 | V Boys Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Wed., 6/8 | V Girls Tennis | CIAC Individual Invitational - Quarterfinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Boys Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Thu., 6/9 | V Girls Tennis | CIAC Individual Invitational - Semifinals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Boys Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Fri., 6/10 | V Girls Tennis | CIAC Individual Invitational - Finals | Away - Wesleyan | 3:00 p.m. | ||
| Mon., 6/13 | V Boys Outdoor Track | CIAC Boys Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Mon., 6/13 | V Girls Outdoor Track | CIAC Girls Hammer Throw Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Tue., 6/14 | V Boys Outdoor Track | CIAC Decathlon Championship Day 1 | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 1 | Away - Willow Brook Park | 10:30 a.m. | ||
| Tue., 6/14 | V Girls Outdoor Track | CIAC Girls Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Decathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||
| Wed., 6/15 | V Boys Outdoor Track | CIAC Boys Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/15 | V Girls Outdoor Track | CIAC Heptathlon Championship Day 2 | Away - Willow Brook Park | 10:00 a.m. | ||