| Nonnewaug 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 652 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Tue., 8/30 | V Boys Soccer | Avon (Scrim.) | Away - Avon HS-Turf Field [Directions] | 4:30 p.m. | ||
| Tue., 8/30 | JV Boys Soccer | Avon (Scrim.) | Away - Fisher Meadow Soccer Fields-Fisher Meadow- Field #2 [Directions] | 4:30 p.m. | ||
| Wed., 8/31 | V Football | Wilby (Scrim.) | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | ||
| Wed., 8/31 | V Football | Wilby (Scrim.) | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | ||
| Wed., 8/31 | V Field Hockey | Joel Barlow (Scrim.) | Away - Joel Barlow HS-Field I (Stadium) [Directions] | 5:30 p.m. | ||
| Thu., 9/1 | V Football | Gilbert/Northwestern/Housy (Scrim.) | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | ||
| Thu., 9/1 | V Boys Soccer | Pomperaug (Scrim.) | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | ||
| Sat., 9/3 | V Boys Soccer | East Hampton, Immaculate, Watertown (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 10:00 a.m. | ||
| Sat., 9/3 | V Girls Volleyball | East Haven, Amity, Coginchaug, Fitch, Haddam-Killingworth, Sheehan, Woodland | Away - East Haven HS-Gym | 9:00 a.m. | ||
| Sun., 9/4 | V Girls Soccer | Naugatuck (Scrim.) | Home - Treadwell Park-Newtown Treadwell Park [Directions] | 11:00 a.m. | ||
| Sun., 9/4 | V Girls Soccer | Seymour (Scrim.) | Home - Treadwell Park-Treadwell Town Park--Tilson Field [Directions] | 9:00 a.m. | ||
| Sun., 9/4 | V Girls Soccer | Immaculate (Scrim.) | Home - Treadwell Park-Treadwell Town Park--Tilson Field [Directions] | 12:20 p.m. | ||
| Tue., 9/6 | V Boys Cross Country | BL Cross Country Scrimmage | Away - Black Rock State Park | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 9/7 | ||||||
| Tue., 9/6 | V Boys Soccer | Lewis Mills (Scrim.) | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | Cancelled | |
| Tue., 9/6 | V Girls Cross Country | BL Cross Country Scrimmage | Away - Black Rock State Park | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 9/7 | ||||||
| Tue., 9/6 | V Girls Soccer | Oxford (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 6:00 p.m. | Cancelled | |
| Thu., 9/8 | V Boys Soccer | Thomaston | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 9/8 | JV Boys Soccer | Thomaston | Home - Nonnewaug HS-JV Field [Directions] | Postponed | ||
| Thu., 9/8 | V Field Hockey | Thomaston | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | L 1-2 | |
| Thu., 9/8 | JV Field Hockey | Thomaston | Home - Nonnewaug HS-Turf Field [Directions] | Canceled | Cancelled | |
| Thu., 9/8 | V Girls Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 9/8 | JV Girls Soccer | Thomaston | Away - Highwood Farms Field-Highwoods field [Directions] | 3:45 p.m. | ||
| Thu., 9/8 | V Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Thu., 9/8 | JV Girls Volleyball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/8 | FR Girls Volleyball | Pomperaug | Away - Pomperaug HS-Auxiliary Gym [Directions] | Canceled | Cancelled | |
| Fri., 9/9 | V Football | VGW Techs | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 52-16 | |
| Fri., 9/9 | V Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Fri., 9/9 | JV Girls Volleyball | Gilbert | Away - Gilbert School-Gym [Directions] | 4:15 p.m. | ||
| Sat., 9/10 | V Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-0 | |
| Sat., 9/10 | JV Boys Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | 3:45 p.m. | ||
| Sat., 9/10 | V Field Hockey | Wamogo | Home - Nonnewaug HS-Turf Field [Directions] | 10:30 a.m. | L 0-1 | |
| Sat., 9/10 | JV Field Hockey | Wamogo | Home - Nonnewaug HS-Turf Field [Directions] | Canceled | Cancelled | |
| Sat., 9/10 | V Girls Soccer | Wamogo | Home - Nonnewaug HS-Varsity Field [Directions] | 10:30 a.m. | W 7-0 | |
| Sat., 9/10 | JV Girls Soccer | Wamogo | Home - Nonnewaug HS-JV Field [Directions] | 10:30 a.m. | ||
| Mon., 9/12 | JV Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 9/12 | V Girls Volleyball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Mon., 9/12 | JV Girls Volleyball | New Fairfield | Away - New Fairfield HS-High School Gym [Directions] | 3:45 p.m. | ||
| Tue., 9/13 | V Boys Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | W 1-0 | |
| Tue., 9/13 | JV Boys Soccer | Terryville | Away - Terryville HS-Baseball Field [Directions] | Postponed | ||
| Tue., 9/13 | V Field Hockey | Watertown | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | L 4-0 | |
| Tue., 9/13 | JV Field Hockey | Watertown | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | ||
| Tue., 9/13 | V Girls Soccer | Terryville | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 9/13 | V Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:00 p.m. | L 1-3 | |
| Tue., 9/13 | JV Girls Volleyball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/14 | V Boys Cross Country | Wamogo, Litchfield | Away - Wamogo Regional HS-White Memorial Park [Directions] | 4:00 p.m. | Nonnewaug 27 Litchfield 28 Wamogo 50 | |
| Wed., 9/14 | V Boys Golf | Litchfield | Away - Litchfield Country Club [Directions] | 3:00 p.m. | 201 | |
| Wed., 9/14 | V Girls Cross Country | Wamogo, Litchfield | Away - Wamogo Regional HS-White Memorial Park [Directions] | 4:30 p.m. | ||
| Wed., 9/14 | V Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 5:15 p.m. | L 4-0 | |
| Wed., 9/14 | JV Field Hockey | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 4:00 p.m. | ||
| Thu., 9/15 | V Boys Golf | Shepaug Valley | Away - Lake Waramaug Country Club [Directions] | 3:00 p.m. | 210 | |
| Fri., 9/16 | V Boys Soccer | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 4:15 p.m. | W 7-1 | |
| Fri., 9/16 | JV Boys Soccer | Northwestern | Home - Nonnewaug HS-JV Field [Directions] | 5:45 p.m. | ||
| Fri., 9/16 | V Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 3:45 p.m. | L 1-0 | |
| Fri., 9/16 | JV Field Hockey | Northwestern | Away - Northwestern Regional H.S.-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Fri., 9/16 | V Girls Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 3-0 | |
| Fri., 9/16 | V Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 4:00 p.m. | W 3-2 | |
| Fri., 9/16 | JV Girls Volleyball | Bethel | Away - Bethel HS-BHS gym [Directions] | 5:30 p.m. | ||
| Sat., 9/17 | V Boys Cross Country | CT River Valley Invitational | Away - Cromwell HS-cross country course | 9:00 a.m. | ||
| Sat., 9/17 | V Girls Cross Country | CT River Valley Invitational | Away - Cromwell HS-cross country course | 8:30 a.m. | ||
| Mon., 9/19 | JV Football | Gilbert/Northwestern/Housy | Away - Gilbert School-Football Field [Directions] | 4:00 p.m. | ||
| Mon., 9/19 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | L 2-0 | |
| Mon., 9/19 | V Field Hockey | Litchfield | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | W 4-1 | |
| Mon., 9/19 | JV Field Hockey | Litchfield | Home - Nonnewaug HS-Turf Field [Directions] | Postponed | ||
| Mon., 9/19 | V Girls Soccer | Litchfield | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 9-1 | |
| Mon., 9/19 | JV Girls Soccer | Litchfield | Home - Nonnewaug HS-JV Field [Directions] | 3:45 p.m. | ||
| Mon., 9/19 | V Girls Volleyball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/19 | JV Girls Volleyball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 9/20 | V Boys Golf | Gilbert, Terryville | Home - Crestbrook Park-Crestbrook Park Golf [Directions] | 3:00 p.m. | 188 | |
| Tue., 9/20 | V Girls Volleyball | New Milford | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | L 3-1 | |
| Tue., 9/20 | JV Girls Volleyball | New Milford | Home - Nonnewaug HS-Gym [Directions] | 6:45 p.m. | ||
| Wed., 9/21 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 9-0 | |
| Wed., 9/21 | JV Girls Soccer | Gilbert | Away - Winsted Rowley Field [Directions] | 3:45 p.m. | ||
| Thu., 9/22 | V Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/22 | JV Girls Volleyball | Kennedy | Away - John F. Kennedy HS-Jack Taglia Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 9/23 | V Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 22-6 | |
| Fri., 9/23 | V Field Hockey | Bethel | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | L 0-5 | |
| Fri., 9/23 | JV Field Hockey | Bethel | Home - Nonnewaug HS-Baseball Diamond [Directions] | Postponed | ||
| Mon., 9/26 | FR Football | Wilcox/Kaynor | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 9/26 | V Girls Volleyball | Immaculate | Away - Immaculate HS [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 9/26 | JV Girls Volleyball | Immaculate | Away - Immaculate HS-Immaculate Gym [Directions] | 4:30 p.m. | ||
| Tue., 9/27 | V Boys Cross Country | Terryville, Thomaston | Away - Terryville HS-Track [Directions] | 4:00 p.m. | ||
| Tue., 9/27 | V Boys Golf | Wamogo | Home - Crestbrook Park-Crestbrook Park Golf [Directions] | 3:00 p.m. | 190 | |
| Tue., 9/27 | V Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-Varsity Soccer Field [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 9/27 | JV Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Girls Cross Country | Terryville, Thomaston | Away - Terryville HS-Track [Directions] | 4:00 p.m. | ||
| Tue., 9/27 | V Field Hockey | Northwestern | Home - Nonnewaug HS-Turf Field [Directions] | 3:15 p.m. | W 1-0 | |
| Tue., 9/27 | JV Field Hockey | Northwestern | Home - Nonnewaug HS-Turf Field [Directions] | 4:30 p.m. | ||
| Tue., 9/27 | V Girls Soccer | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 3:15 p.m. | W 2-1 | |
| Tue., 9/27 | V Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 9/27 | JV Girls Volleyball | Terryville | Away - Terryville HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/28 | V Boys Golf | Litchfield | Home - Crestbrook Park-Crestbrook Park Golf [Directions] | 3:00 p.m. | 202 | |
| Thu., 9/29 | V Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-JV Boys Soccer [Directions] | 3:45 p.m. | W 3-1 | |
| Thu., 9/29 | JV Girls Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Boys Varsity/JV Girls Soccer Field [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Housatonic Valley Regional High-JV Girls Soccer Field | ||||||
| Fri., 9/30 | V Boys Cross Country | Hale Ray | Home - Nonnewaug HS [Directions] | 3:00 p.m. | ||
| Fri., 9/30 | V Boys Cross Country | Cheshire | Home - Nonnewaug HS [Directions] | 3:30 p.m. | ||
| Fri., 9/30 | V Boys Cross Country | Nonnewaug XC Invitational | Home - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | ||
| Fri., 9/30 | V Football | Cheney Tech | Away - Cheney Tech.-Football Field [Directions] | 6:00 p.m. | W 26-14 | |
| Fri., 9/30 | V Boys Soccer | Housatonic Regional | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 9/30 | JV Boys Soccer | Housatonic Regional | Home - Nonnewaug HS-JV Field [Directions] | Postponed | ||
| Fri., 9/30 | V Girls Cross Country | Hale Ray | Home - Nonnewaug HS [Directions] | 3:00 p.m. | ||
| Fri., 9/30 | V Girls Cross Country | Nonnewaug XC Invitational | Home - Nonnewaug HS-XC Course [Directions] | 4:00 p.m. | ||
| Fri., 9/30 | V Girls Cross Country | Cheshire | Home - Nonnewaug HS [Directions] | 5:00 p.m. | ||
| Fri., 9/30 | V Field Hockey | Lewis Mills | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | T 0-0 | |
| Fri., 9/30 | JV Field Hockey | Lewis Mills | Home - Nonnewaug HS-Turf Field [Directions] | Postponed | ||
| Fri., 9/30 | V Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 9/30 | JV Girls Volleyball | Wamogo | Away - Wamogo Regional HS-Large Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/1 | JV Boys Soccer | Litchfield | Away - Plumb Hill Field Complex-Field JV Soccer Field [Directions] | 10:00 a.m. | ||
| Mon., 10/3 | JV Football | Cheney Tech | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 10/3 | V Boys Golf | Wamogo | Away - Wamogo HS-Stoneybrook Golf Course [Directions] | 3:00 p.m. | 185 | |
| Tue., 10/4 | V Boys Cross Country | Shepaug Valley, Northwestern | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 10/4 | V Boys Golf | Gilbert, Northwestern | Away - Green woods Country Club [Directions] | 3:00 p.m. | 176 | |
| Tue., 10/4 | V Boys Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 3:45 p.m. | W 2-1 | |
| Tue., 10/4 | V Girls Cross Country | Shepaug Valley, Northwestern | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Cross Country Course [Directions] | 4:00 p.m. | ||
| Tue., 10/4 | V Field Hockey | Thomaston | Away - Thomaston HS-Field Hockey Field [Directions] | 3:45 p.m. | L 0-1 | |
| Tue., 10/4 | JV Field Hockey | Thomaston | Away - Thomaston HS-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/4 | V Girls Soccer | Thomaston | Home - Nonnewaug HS-Varsity Field [Directions] | 3:00 p.m. | W 4-0 | |
| Thu., 10/6 | V Boys Golf | Housatonic Regional, Litchfield | Home - Crestbrook Park-Crestbrook Park Golf [Directions] | 3:00 p.m. | 192 | |
| Thu., 10/6 | JV Boys Soccer | Northwestern | Away - Northwestern Regional H.S.-JV Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/6 | V Girls Volleyball | Bethel | Home - Nonnewaug HS-Gym [Directions] | 5:45 p.m. | W 3-0 | |
| Thu., 10/6 | JV Girls Volleyball | Bethel | Home - Nonnewaug HS-Gym [Directions] | Postponed | ||
| Fri., 10/7 | V Girls Volleyball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 10/7 | JV Girls Volleyball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 10/8 | V Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 3:30 p.m. | W 3-1 | |
| Sat., 10/8 | JV Boys Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Soccer Field [Directions] | 1:00 p.m. | ||
| Sat., 10/8 | V Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 11:00 a.m. | L 0-3 | |
| Sat., 10/8 | JV Field Hockey | Shepaug Valley | Away - Shepaug Valley HS-Joan Gauthey Field [Directions] | 12:15 p.m. | ||
| Sat., 10/8 | V Girls Soccer | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Varsity Soccer Field [Directions] | 1:00 p.m. | W 6-0 | |
| Sun., 10/9 | V Football | O'Brien Tech | Away - Emmett O' Brien Reg Voc Tech School-O'Brien Tech Athletic Complex [Directions] | 10:30 a.m. | W 26-0 | |
| Tue., 10/11 | V Boys Cross Country | Gilbert, Housatonic Regional | Home - Nonnewaug HS-XC Course [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Boys Golf | Housatonic Regional, Northwestern | Away - Canaan Country Club [Directions] | 3:00 p.m. | 196 | |
| Tue., 10/11 | V Boys Soccer | Terryville | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 10/11 | JV Boys Soccer | Terryville | Home - Nonnewaug HS-JV Field [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Girls Cross Country | Gilbert, Housatonic Regional | Home - Nonnewaug HS-XC Course [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Girls Soccer | Terryville | Away - Terryville HS-Soccer Field [Directions] | 3:45 p.m. | W 8-0 | |
| Wed., 10/12 | V Boys Golf | Terryville, Shepaug Valley | Away - Pequabuck Golf Club-Golf Course, Front 9 [Directions] | 3:00 p.m. | 202 | |
| Wed., 10/12 | V Girls Volleyball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | L 2-3 | |
| Wed., 10/12 | JV Girls Volleyball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/13 | V Boys Golf | Shepaug Valley | Away - Washington Club Golf Course [Directions] | 3:00 p.m. | 192 | |
| Fri., 10/14 | V Boys Soccer | Wamogo | Home - Nonnewaug HS-Varsity Field [Directions] | 7:00 p.m. | W 3-1 | |
| Fri., 10/14 | JV Boys Soccer | Wamogo | Home - Nonnewaug HS-JV Field [Directions] | 5:15 p.m. | ||
| Fri., 10/14 | V Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo Varsity Soccer Field [Directions] | 3:45 p.m. | W 8-0 | |
| Fri., 10/14 | JV Girls Soccer | Wamogo | Away - Wamogo Regional HS-Wamogo JV Soccer Field [Directions] | Postponed | ||
| Sat., 10/15 | JV Boys Soccer | Lewis Mills, Thomaston, Watertown | Home - Nonnewaug HS-Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 10/15 | JV Girls Soccer | Thomaston | Home - Nonnewaug HS-JV Field [Directions] | Postponed | ||
| Mon., 10/17 | FR Football | Wilcox/Kaynor | Away - Wilcox Tech-Football Field [Directions] | 3:30 p.m. | ||
| Mon., 10/17 | V Field Hockey | Wamogo | Home - Nonnewaug HS-Turf Field [Directions] | 3:45 p.m. | L 0-1 | |
| Mon., 10/17 | JV Field Hockey | Wamogo | Away - Wamogo HS-Wamogo Varsity Field Hockey Field [Directions] | 5:00 p.m. | W 1-0 | |
| Tue., 10/18 | V Boys Golf | BL Golf All Star Tournament | Away - Fairfiew Farm Golf Course | 8:00 a.m. | ||
| Tue., 10/18 | V Boys Soccer | Litchfield | Home - Nonnewaug HS-Varsity Field [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 10/18 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 10/18 | JV Field Hockey | Litchfield | Away - Plumb Hill Field Complex-Field Hockey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/18 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | W 4-0 | |
| Tue., 10/18 | V Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 10/18 | JV Girls Volleyball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 6:15 p.m. | ||
| Thu., 10/20 | V Boys Cross Country | BL Championship | Away - Black Rock State Park | 3:30 p.m. | ||
| Thu., 10/20 | V Boys Soccer | Gilbert | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 9-0 | |
| Thu., 10/20 | V Girls Cross Country | BL XC Championship | Away - Black Rock State Park | 4:15 p.m. | ||
| Thu., 10/20 | V Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:00 p.m. | L 2-1 | |
| Thu., 10/20 | JV Field Hockey | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | ||
| Fri., 10/21 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 10/21 | V Girls Soccer | Gilbert | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 12-1 | |
| Fri., 10/21 | JV Girls Soccer | Gilbert | Home - Nonnewaug HS-JV Field [Directions] | Canceled | Cancelled | |
| Sat., 10/22 | V Football | Wilcox/Kaynor | Away - Falcon Field (Meriden, CT)-Football Field [Directions] | 6:00 p.m. | W 14-10 | |
| Sat., 10/22 | JV Field Hockey | Shepaug Valley, Thomaston, Watertown | Home - Nonnewaug HS-Turf Field [Directions] | 10:00 a.m. | ||
| Mon., 10/24 | V Boys Golf | CIAC Division II Championship | Away - Chippanee GC | 8:30 a.m. | ||
| Tue., 10/25 | V Girls Volleyball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 10/25 | JV Girls Volleyball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/27 | V Football | Bullard/Kolbe | Home - Nonnewaug HS-Turf Field [Directions] | 7:00 p.m. | W 36-31 | |
| Thu., 10/27 | V Boys Soccer | Shepaug Valley | Home - Nonnewaug HS-Turf Field [Directions] | 4:30 p.m. | L 3-2 | |
| Thu., 10/27 | JV Boys Soccer | Shepaug Valley | Home - Nonnewaug HS-JV Field [Directions] | 3:15 p.m. | ||
| Thu., 10/27 | V Field Hockey | Shepaug Valley | Home - Nonnewaug HS-Turf Field [Directions] | 3:15 p.m. | L 0-3 | |
| Thu., 10/27 | JV Field Hockey | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 4:30 p.m. | ||
| Thu., 10/27 | V Girls Soccer | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 3:15 p.m. | W 9-0 | |
| Thu., 10/27 | V Girls Volleyball | Oxford | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 10/27 | JV Girls Volleyball | Oxford | Home - Nonnewaug HS-Gym [Directions] | 4:15 p.m. | ||
| Sat., 10/29 | V Boys Cross Country | CIAC Class SS Championship | Away - Wickham Park | 1:30 p.m. | ||
| Sat., 10/29 | JV Football | Bullard/Kolbe | Away - Bullard Havens Tech-Football Field [Directions] | 10:30 a.m. | ||
| Sat., 10/29 | V Girls Cross Country | CIAC Class M Championship | Away - Wickham Park | 2:05 p.m. | ||
| Mon., 10/31 | V Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-JV Girls Soccer Field [Directions] | 3:45 p.m. | W 5-4 | |
| Mon., 10/31 | JV Boys Soccer | Housatonic Regional | Away - Housatonic Valley Regional High-Girls Varsity/JV Boys Soccer [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Housatonic Valley Regional High-JV Boys Soccer | ||||||
| Mon., 10/31 | V Girls Soccer | Housatonic Regional | Home - Nonnewaug HS-Varsity Field [Directions] | 2:45 p.m. | L 1-2 | |
| Mon., 10/31 | JV Girls Soccer | Housatonic Regional | Home - Nonnewaug HS-JV Field [Directions] | Postponed | ||
| Wed., 11/2 | V Boys Soccer | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 3:00 p.m. | ||
| Wed., 11/2 | V Girls Soccer | Housatonic Regional | Home - Nonnewaug HS-Turf Field [Directions] | 3:00 p.m. | ||
| Wed., 11/2 | V Girls Volleyball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 11/2 | JV Girls Volleyball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 11/4 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/4 | V Football | Quinebaug Valley | Away - Ellis R V Tech School-Football Field [Directions] | 6:00 p.m. | W 54-8 | |
| Fri., 11/4 | V Boys Soccer | TBA | Home - Nonnewaug HS-Varsity Field [Directions] | 7:00 p.m. | ||
| Fri., 11/4 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/4 | V Girls Soccer | Thomaston | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | ||
| Mon., 11/7 | V Boys Soccer | Wolcott | Home - Nonnewaug HS-Varsity Field [Directions] | 2:00 p.m. | ||
| Mon., 11/7 | V Girls Soccer | Ridgefield (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 5:30 p.m. | ||
| Wed., 11/9 | V Boys Soccer | Watertown | Home - Nonnewaug HS-Varsity Field [Directions] | 3:00 p.m. | ||
| Wed., 11/9 | V Girls Volleyball | Bulkeley | Home - Nonnewaug HS-Gym [Directions] | 5:15 p.m. | ||
| Thu., 11/10 | V Girls Soccer | Ellington | Home - Nonnewaug HS-Varsity Field [Directions] | 2:00 p.m. | ||
| Fri., 11/11 | V Girls Volleyball | Woodland | Away - Woodland HS-Gym [Directions] | 6:00 p.m. | ||
| Sat., 11/12 | V Football | Prince Tech-Innovation | Away - Cheney Tech [Directions] | 6:00 p.m. | W 40-18 | |
| Mon., 11/14 | JV Football | Prince Tech-Innovation | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | ||
| Fri., 11/18 | V Football | Platt Tech | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | W 36-14 | |
| Wed., 11/23 | V Football | ATI | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | W 20-0 | |
| Tue., 11/29 | V Football | Masuk | Home - Nonnewaug HS-Turf Field [Directions] | 6:30 p.m. | ||
| Fri., 12/2 | V Girls Ice Hockey | Fairfield Ludlowe/Warde (Scrim.) | Away - Wonderland of Ice-New [Directions] | 7:30 p.m. | ||
| Sat., 12/3 | V Girls Basketball | Pomperaug (Scrim.) | Away - Pomperaug HS-Main Gym [Directions] | 11:00 a.m. | ||
| Sat., 12/3 | V Girls Ice Hockey | Shelton Jamboree | Away - Shelton - Sports Center of CT | 7:00 p.m. | ||
| Sat., 12/3 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 7:45 p.m. | ||
| Tue., 12/6 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 5:30 p.m. | L 2-4 | |
| Wed., 12/7 | V Boys Ice Hockey | Newtown/New Fairfield (Scrim.) | Away - Danbury Ice Arena-Patriot Rink [Directions] | 4:30 p.m. | ||
| Wed., 12/7 | V Girls Basketball | Naugatuck (Scrim.) | Away - Naugatuck HS-Edward Mariano Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 12/8 | V Boys Basketball | Watertown (Scrim.) | Away - Watertown High-Robert B Cook Memorial Gym [Directions] | 7:00 p.m. | ||
| Thu., 12/8 | V Girls Basketball | Brookfield (Scrim.) | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Mon., 12/12 | V Boys Basketball | Immaculate (Scrim.) | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | ||
| Mon., 12/12 | V Boys Indoor Track | Wesleyan Invite | Away - Wesleyan University-track | 4:00 p.m. | ||
| Mon., 12/12 | V Girls Indoor Track | Wesleyan Invite | Away - Wesleyan University-track | 4:00 p.m. | ||
| Tue., 12/13 | V Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 7:00 p.m. | W 51-13 | |
| Tue., 12/13 | JV Girls Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/14 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 8:00 p.m. | L 1-5 | |
| Wed., 12/14 | V Wrestling | Northwestern | Away - Northwestern Regional H.S.-Small Gym [Directions] | 6:00 p.m. | Nonnewaug 66 Northwestern 12 | |
| Wed., 12/14 | V Girls Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 6:00 p.m. | L 21-49 | |
| Wed., 12/14 | JV Girls Basketball | Bethel | Away - Bethel HS-BHS gym [Directions] | 4:15 p.m. | ||
| Wed., 12/14 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 12/16 | V Boys Ice Hockey | Byram Hills (NY) | Home - The Frederick Gunn School-Ice Rink [Directions] | 7:00 p.m. | L 6-7(OT) | |
| Fri., 12/16 | V Boys Swimming and Diving | Watertown | Away - Watertown HS-Pool [Directions] | 4:30 p.m. | ||
| Sat., 12/17 | V Boys Indoor Track | NVL Invite | Away - Bethel HS-Indoor Track | 3:00 p.m. | ||
| Sat., 12/17 | V Wrestling | Pomperaug, Bacon Academy, New Canaan, Portland, Wethersfield | Away - Pomperaug HS-Auxiliary Gym | 9:00 a.m. | ||
| Sat., 12/17 | V Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | L 0-2 | |
| Sat., 12/17 | V Girls Indoor Track | NVL Invite | Away - Bethel HS-Indoor Track | 3:00 p.m. | ||
| Mon., 12/19 | V Boys Basketball | Bethel | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 64-56 | |
| Mon., 12/19 | JV Boys Basketball | Bethel | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 12/20 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 6:30 p.m. | L 50-68 | |
| Tue., 12/20 | JV Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:00 p.m. | ||
| Tue., 12/20 | V Boys Ice Hockey | Mt. Everett (MA) | Away - Berkshire School-NHL | 7:15 p.m. | W 4-0 | |
| Tue., 12/20 | V Girls Basketball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 48-38 | |
| Tue., 12/20 | JV Girls Basketball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | Canceled | Cancelled | |
| Wed., 12/21 | V Boys Swimming and Diving | Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Wed., 12/21 | V Wrestling | Derby/Oxford/Holy Cross | Away - Derby HS-DHS Vitello Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/21 | V Girls Ice Hockey | Guilford Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:15 p.m. | W 4-3 | |
| Thu., 12/22 | V Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 7:00 p.m. | L 41-78 | |
| Thu., 12/22 | JV Boys Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/22 | V Girls Basketball | Joel Barlow | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 34-32 | |
| Thu., 12/22 | JV Girls Basketball | Joel Barlow | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 12/23 | V Wrestling | Middletown | Away - Keigwin MS-Gym 1 [Directions] | Canceled | Cancelled | |
| Wed., 12/28 | V Boys Ice Hockey | Westhill/Stamford | Away - Terry Conners - Stamford-Ice Rink [Directions] | 4:10 p.m. | L 3-9 | |
| Wed., 12/28 | V Wrestling | Terryville-Thomaston | Away - Terryville HS-Gym [Directions] | 1:00 p.m. | ||
| Wed., 12/28 | V Girls Ice Hockey | Woodstock Academy Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 2:30 p.m. | W 3-0 | |
| Thu., 12/29 | V Girls Gymnastics | Farmington, Ellington/Tolland | Away - Farmington Valley Gymnastics & More-Farmington Valley Gymnastics-Plainville [Directions] | 5:45 p.m. | 111.75 | |
| Pending change awaiting acceptance by one or more parties involved: Time to 6:00 p.m. | ||||||
| Thu., 12/29 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Hamden-Lou Astorino Ice Rink [Directions] | 12:00 p.m. | L 1-3 | |
| Fri., 12/30 | V Boys Ice Hockey | Milford Coop | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30 p.m. | W 7-0 | |
| Fri., 12/30 | V Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 3:30 p.m. | W 48-33 | |
| Fri., 12/30 | JV Girls Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 2:00 p.m. | ||
| Tue., 1/3 | V Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | W 68-56 | |
| Tue., 1/3 | JV Boys Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/3 | V Boys Indoor Track | Wilton Wright Invite | Away - Southern CT State University-Moore Field House | 4:00 p.m. | ||
| Tue., 1/3 | V Girls Basketball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 58-14 | |
| Tue., 1/3 | JV Girls Basketball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 1/3 | V Girls Indoor Track | Wilton Wright Invite | Away - Southern CT State University-Moore Field House | 4:00 p.m. | ||
| Wed., 1/4 | V Boys Ice Hockey | Housatonic Coop | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | W 6-0 | |
| Wed., 1/4 | V Wrestling | St. Paul Catholic | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 1/4 | V Girls Ice Hockey | West Haven/SHA | Home - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | L 0-2 | |
| Thu., 1/5 | JV Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 4:15 p.m. | ||
| Fri., 1/6 | V Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:30 p.m. | L 74-27 | |
| Fri., 1/6 | JV Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 1/6 | V Boys Ice Hockey | Masuk | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | L 2-7 | |
| Fri., 1/6 | V Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 6:00 p.m. | W 38-17 | |
| Fri., 1/6 | JV Girls Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 3:00 p.m. | ||
| Sat., 1/7 | FR Boys Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 12:30 p.m. | ||
| Sat., 1/7 | JV Boys Ice Hockey | JBWA | Home - The Frederick Gunn School-Ice Rink [Directions] | 10:00 a.m. | ||
| Sat., 1/7 | V Boys Indoor Track | 8 Team Invite | Away - Bethel HS-Indoor Track | 3:00 p.m. | ||
| Sat., 1/7 | V Wrestling | Warrior Invitational | Away - Canton HS-Gym | 9:30 a.m. | ||
| Sat., 1/7 | V Girls Gymnastics | Farmington | Away - Farmington Valley Gymnastics & More-Farmington Valley Gymnastics-Plainville [Directions] | 4:45 p.m. | 117.60 | |
| Sat., 1/7 | V Girls Ice Hockey | East Catholic Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | L 1-2 (OT) | |
| Sat., 1/7 | V Girls Indoor Track | 8 Team Invite | Away - Bethel HS | 3:00 p.m. | ||
| Tue., 1/10 | V Boys Basketball | Thomaston | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 62-39 | |
| Tue., 1/10 | JV Boys Basketball | Thomaston | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 1/10 | V Boys Indoor Track | Wesleyan Invite | Away - Wesleyan University-track | 4:00 p.m. | ||
| Tue., 1/10 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 7:00 p.m. | L 35-38 | |
| Tue., 1/10 | JV Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/10 | V Girls Indoor Track | Wesleyan Invite | Away - Wesleyan University-track | 4:00 p.m. | ||
| Tue., 1/10 | Unified Sports Basketball | Oxford | Away - Oxford HS-Main Gym [Directions] | 2:30 p.m. | ||
| Wed., 1/11 | V Boys Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 7:00 p.m. | L 37-63 | |
| Wed., 1/11 | JV Boys Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/11 | FR Boys Basketball | Brookfield | Away - Brookfield HS-BHS Big Gym [Directions] | 3:30 p.m. | ||
| Wed., 1/11 | V Boys Ice Hockey | Pawling (NY) | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:30 p.m. | L 2-6 | |
| Wed., 1/11 | V Boys Swimming and Diving | Housatonic Regional | Away - Hotchkiss School-Pool [Directions] | 6:00 p.m. | ||
| Wed., 1/11 | V Girls Gymnastics | Fairfield Ludlowe, New Canaan | Away - Gymnastics and Cheerleading Academy at Connecticut-Gym 1 [Directions] | 6:30 p.m. | 121.85 | |
| Wed., 1/11 | V Girls Ice Hockey | Masuk Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | W 9-3 | |
| Thu., 1/12 | V Girls Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 50-26 | |
| Thu., 1/12 | JV Girls Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 1/13 | V Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 6:00 p.m. | W 78-37 | |
| Fri., 1/13 | JV Boys Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 4:30 p.m. | ||
| Fri., 1/13 | V Boys Ice Hockey | Mt. Everett (MA) | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | W 6-0 | |
| Fri., 1/13 | V Boys Swimming and Diving | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 4:30 p.m. | ||
| Sat., 1/14 | FR Boys Basketball | Housatonic Regional, Northwestern, Shepaug Valley (Scrim.) | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 2:30 p.m. | ||
| Sat., 1/14 | V Boys Indoor Track | NVL Invite | Away - Bethel HS-Indoor Track | 2:00 p.m. | ||
| Sat., 1/14 | V Wrestling | Art Powers Duals | Away - Berlin HS-Jim Day Gymnasium | 9:00 a.m. | ||
| Sat., 1/14 | V Girls Ice Hockey | Avon | Away - Newington-Blue Rink [Directions] | 4:10 p.m. | L 0-3 | |
| Sat., 1/14 | V Girls Indoor Track | NVL Invite | Away - Bethel HS-Indoor Track | 2:00 p.m. | ||
| Mon., 1/16 | V Girls Gymnastics | Newtown | Home - Newtown Gymnastics [Directions] | 12:00 p.m. | 129.55 | |
| Tue., 1/17 | V Boys Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 6:30 p.m. | L 57-64 | |
| Tue., 1/17 | JV Boys Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 1/17 | V Boys Swimming and Diving | Wamogo | Home - Wilby HS [Directions] | 7:00 p.m. | ||
| Tue., 1/17 | V Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | L 25-40 | |
| Tue., 1/17 | JV Girls Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/17 | Unified Sports Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 2:30 p.m. | ||
| Wed., 1/18 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena-Patriot Rink [Directions] | 6:30 p.m. | W 2-1 OT | |
| Wed., 1/18 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 1/20 | V Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 7:00 p.m. | W 71-62(OT) | |
| Fri., 1/20 | JV Boys Basketball | Litchfield | Away - Litchfield HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/20 | V Boys Ice Hockey | JBWA | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | L 1-4 | |
| Fri., 1/20 | V Girls Basketball | Litchfield | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 57-22 | |
| Fri., 1/20 | JV Girls Basketball | Litchfield | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Sat., 1/21 | V Wrestling | Platt, Bloomfield, Canton, East Haven, TBA, Windham | Away - Platt HS-Gym | 10:00 a.m. | ||
| Sat., 1/21 | FR Girls Basketball | Housatonic Regional, Gilbert, Indian Mountain School (Scrim.) | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 2:30 p.m. | ||
| Sat., 1/21 | V Girls Gymnastics | Newtown | Home - Newtown Gymnastics [Directions] | 5:30 p.m. | 122.90 | |
| Sat., 1/21 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | W 7-4 | |
| Mon., 1/23 | FR Boys Basketball | Shepaug Valley | Away - Shepaug Valley HS-Ted Alex Gymnasium [Directions] | 7:00 p.m. | ||
| Tue., 1/24 | V Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 7:00 p.m. | L 64-37 | |
| Tue., 1/24 | JV Boys Basketball | Wamogo | Away - Wamogo HS-Wamogo Large Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/24 | V Boys Swimming and Diving | Oxford | Away - Oxford HS-Pool [Directions] | 4:00 p.m. | ||
| Tue., 1/24 | V Girls Basketball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 6:45 p.m. | W 68-32 | |
| Tue., 1/24 | JV Girls Basketball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/26 | V Boys Swimming and Diving | Northwestern | Home - Wilby HS [Directions] | 7:30 p.m. | ||
| Thu., 1/26 | V Wrestling | Gilbert/Torrington | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | ||
| Thu., 1/26 | V Girls Gymnastics | New Milford, Brookfield, Ellington/Tolland | Away - New Milford HS-Small Gym - NMHS [Directions] | 5:00 p.m. | ||
| Thu., 1/26 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Veterans Rink [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 1/27 | V Boys Basketball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 69-54 | |
| Fri., 1/27 | JV Boys Basketball | Gilbert | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 1/27 | V Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 6:30 p.m. | W 52-41 | |
| Fri., 1/27 | JV Girls Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 5:00 p.m. | ||
| Sat., 1/28 | V Wrestling | Portland, Avon, Bristol Eastern, Coventry, Daniel Hand, Griswold/Wheeler, Haddam-Killingworth, Old Lyme, Manchester, Morgan, TBA, New Britain, Plainville, Terryville/Thomaston | Away - . | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Portland HS-PHS Gym | ||||||
| Sat., 1/28 | V Girls Ice Hockey | Simsbury | Away - Simsbury - ISCC-NHL [Directions] | 5:40 p.m. | T 2-2 | |
| Mon., 1/30 | V Boys Basketball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 60-59 | |
| Mon., 1/30 | JV Boys Basketball | Wamogo | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Mon., 1/30 | V Boys Ice Hockey | Pawling (NY) | Away - Trinity-Pawling School-Ice Rink | 7:15 p.m. | L 2-6 | |
| Tue., 1/31 | JV Boys Ice Hockey | Forman School | Away - Rumsey Hall School-Ice Rink | 7:15 p.m. | ||
| Tue., 1/31 | V Wrestling | Old Lyme | Home - Nonnewaug HS-Gym [Directions] | Postponed | ||
| Tue., 1/31 | V Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 6:00 p.m. | L 31-46 | |
| Tue., 1/31 | JV Girls Basketball | New Milford | Away - New Milford HS-Main Gym - NMHS [Directions] | 4:30 p.m. | ||
| Wed., 2/1 | V Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 6:30 p.m. | W 65-46 | |
| Wed., 2/1 | JV Boys Basketball | Woodland | Away - Woodland HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 2/1 | V Girls Basketball | Woodland | Home - Nonnewaug HS-Gym [Directions] | 5:30 p.m. | L 29-53 | |
| Wed., 2/1 | JV Girls Basketball | Woodland | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/1 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 3:30 p.m. | W 8-1 | |
| Thu., 2/2 | JV Boys Ice Hockey | JBWA | Away - Danbury Ice Arena-Patriot Rink [Directions] | 8:15 p.m. | ||
| Fri., 2/3 | V Boys Basketball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 51-31 | |
| Fri., 2/3 | JV Boys Basketball | Terryville | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 2/3 | V Boys Swimming and Diving | Shepaug Valley | Home - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:30 p.m. | ||
| Fri., 2/3 | V Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 7:00 p.m. | W 59-24 | |
| Fri., 2/3 | JV Girls Basketball | Terryville | Away - Terryville HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/4 | V Boys Swimming and Diving | Northwestern | Away - Northwestern Regional H.S.-YMCA Swim [Directions] | 3:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 2:30 p.m. | ||||||
| Sat., 2/4 | V Wrestling | New Fairfield, Bethel, Branford, Guilford, Haddam-Killingworth, Londonberry (NH), Masuk, Ridgefield | Away - New Fairfield HS-High School Gym | 9:30 a.m. | ||
| Sat., 2/4 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | W 4-1 | |
| Mon., 2/6 | V Boys Indoor Track | Last Chance Invite | Home - New Haven Athletic Center/Hillhouse HS [Directions] | 4:30 p.m. | ||
| Mon., 2/6 | V Girls Indoor Track | Last Chance Invite | Home - New Haven Athletic Center/Hillhouse HS [Directions] | 4:30 p.m. | ||
| Tue., 2/7 | V Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 7:00 p.m. | W 70-56 | |
| Tue., 2/7 | JV Boys Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/7 | V Boys Swimming and Diving | Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Tue., 2/7 | V Girls Basketball | Thomaston | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 35-41 | |
| Tue., 2/7 | JV Girls Basketball | Thomaston | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 2/8 | V Boys Ice Hockey | SCW Knights | Away - Cromwell-Upper Rink [Directions] | 4:20 p.m. | L 3-4 OT | |
| Wed., 2/8 | V Girls Ice Hockey | Daniel Hand Coop | Home - Hamden-Lou Astorino Ice Rink [Directions] | 3:30 p.m. | W 5-0 | |
| Thu., 2/9 | V Boys Indoor Track | CIAC Class S Championships | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Thu., 2/9 | V Boys Swimming and Diving | Housatonic Regional | Home - Wilby HS [Directions] | 7:30 p.m. | ||
| Thu., 2/9 | V Girls Gymnastics | SWC Championships | Away - New Milford HS-Main Gym - NMHS | 4:30 p.m. | 124.80 | |
| Fri., 2/10 | V Boys Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 7:30 p.m. | L 56-65 | |
| Fri., 2/10 | JV Boys Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 2/10 | JV Boys Ice Hockey | Newtown/New Fairfield | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | ||
| Fri., 2/10 | V Girls Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 59-22 | |
| Fri., 2/10 | JV Girls Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 3:00 p.m. | ||
| Sat., 2/11 | V Wrestling | BVL Wrestling Championships | Away - Derby HS-DHS Vitello Gym | 9:00 a.m. | ||
| Sat., 2/11 | V Girls Ice Hockey | Greenwich | Away - Greenwich - Dorothy Hamill-Rink [Directions] | 5:45 p.m. | L 2-3 | |
| Sat., 2/11 | V Girls Indoor Track | CIAC Class M Championships | Away | 10:00 a.m. | ||
| Mon., 2/13 | V Boys Ice Hockey | Housatonic Coop | Away - South Kent School-Ice Rink [Directions] | 3:45 p.m. | W 2-1 | |
| Tue., 2/14 | V Boys Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 86-46 | |
| Tue., 2/14 | JV Boys Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Tue., 2/14 | V Boys Swimming and Diving | Seymour | Away - Seymour HS-pool [Directions] | 6:00 p.m. | ||
| Tue., 2/14 | V Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 6:00 p.m. | W 67-32 | |
| Tue., 2/14 | JV Girls Basketball | Housatonic Regional | Away - Housatonic Valley Regional High-Edward S. Tyburski Gym [Directions] | 4:30 p.m. | ||
| Tue., 2/14 | Unified Sports Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 2:30 p.m. | ||
| Wed., 2/15 | V Girls Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | L 51-55 | |
| Wed., 2/15 | JV Girls Basketball | Northwestern | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Wed., 2/15 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:00 p.m. | L 5-6 | |
| Thu., 2/16 | V Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 7:00 p.m. | L 57-80 | |
| Thu., 2/16 | JV Boys Basketball | Northwestern | Away - Northwestern Regional H.S.-Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/16 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Away - Danbury Ice Arena-Patriot Rink [Directions] | 3:15 p.m. | W 6-5 | |
| Fri., 2/17 | V Boys Ice Hockey | Bethel/Brookfield/Danbury/Immaculate | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | W 3-2 | |
| Fri., 2/17 | V Boys Swimming and Diving | Litchfield | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool [Directions] | 7:00 p.m. | ||
| Fri., 2/17 | V Wrestling | CIAC S Championship | Away - Killingly | 4:00 p.m. | ||
| Fri., 2/17 | V Girls Basketball | Housatonic Regional | Home - Nonnewaug HS-Gym [Directions] | 5:00 p.m. | W 53-26 | |
| Sat., 2/18 | FR Boys Basketball | Shepaug Valley | Home - Nonnewaug HS-Gym [Directions] | 1:00 p.m. | ||
| Sat., 2/18 | V Boys Indoor Track | CIAC State Open Championships | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/18 | V Wrestling | CIAC S Championship | Away - Killingly | 10:30 a.m. | ||
| Sat., 2/18 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | W 6-0 | |
| Sat., 2/18 | V Girls Indoor Track | CIAC State Open Championships | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/20 | V Girls Gymnastics | Joel Barlow, Newtown, Oxford, Pomperaug | Away - Gymnastics Revolution [Directions] | 5:00 p.m. | 123.70 | |
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Mon., 2/20 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Hamden-Lou Astorino Ice Rink [Directions] | 5:00 p.m. | ||
| Tue., 2/21 | V Boys Ice Hockey | New Milford | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:15 p.m. | L 1-7 | |
| Tue., 2/21 | JV Boys Ice Hockey | New Milford | Home - The Frederick Gunn School-Ice Rink [Directions] | Canceled | Cancelled | |
| Tue., 2/21 | V Girls Basketball | Northwestern | Away - Terryville HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 2/22 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford-Red [Directions] | 3:30 p.m. | ||
| Thu., 2/23 | JV Boys Ice Hockey | Forman School | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:15 p.m. | ||
| Fri., 2/24 | V Boys Basketball | Litchfield | Home - Nonnewaug HS-Gym [Directions] | 6:00 p.m. | W 61-54 | |
| Fri., 2/24 | JV Boys Basketball | Litchfield | Home - Nonnewaug HS-Gym [Directions] | 4:30 p.m. | ||
| Fri., 2/24 | V Boys Ice Hockey | Newtown/New Fairfield | Home - The Frederick Gunn School-Ice Rink [Directions] | 8:30 p.m. | W 3-0 | |
| Fri., 2/24 | V Wrestling | CIAC State Open | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Sat., 2/25 | FR Boys Basketball | Wamogo, Watertown | Home - Nonnewaug HS-Gym [Directions] | 9:00 a.m. | ||
| Sat., 2/25 | V Boys Ice Hockey | Wilton | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | 6:20 p.m. | W 4-2 | |
| Sat., 2/25 | V Wrestling | CIAC State Open | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 2/25 | V Girls Gymnastics | CIAC Divisional Championships | Away - Jonathan Law | TBA | ||
| Sat., 2/25 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 7:15 p.m. | ||
| Mon., 2/27 | V Boys Basketball | Gilbert | Away - Gilbert School-Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/27 | V Girls Basketball | Suffield | Home - Nonnewaug HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/28 | JV Boys Ice Hockey | JBWA | Home - The Frederick Gunn School-Ice Rink [Directions] | Canceled | Cancelled | |
| Wed., 3/1 | V Boys Ice Hockey | Masuk | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | 5:00 p.m. | L 1-8 | |
| Thu., 3/2 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavillion-Ice Rink [Directions] | 9:00 p.m. | W 4-0 | |
| Thu., 3/2 | V Boys Swimming and Diving | Northwestern, Housatonic Regional, Litchfield, Shepaug Valley, Wamogo | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Pool | 6:00 p.m. | ||
| Thu., 3/2 | V Girls Basketball | Foran | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 6:30 p.m. | ||
| Sat., 3/4 | V Boys Swimming and Diving | Housatonic Regional, Litchfield, Northwestern, Shepaug Valley, Wamogo | Away - Kennedy HS (Waterbury)-Pool | 4:00 p.m. | ||
| Sat., 3/4 | V Girls Gymnastics | CIAC State Open | Away - New Milford | 4:00 p.m. | ||
| Mon., 3/6 | V Boys Basketball | Bolton | Away - Bolton HS-BHS Gymnasium [Directions] | 6:30 p.m. | ||
| Mon., 3/6 | V Boys Ice Hockey | Hall | Home - The Frederick Gunn School-Ice Rink [Directions] | 6:00 p.m. | L 3-6 | |
| Wed., 3/8 | V Boys Swimming and Diving | CIAC Class S Diving Championships | Away - Sheehan | 5:30 p.m. | ||
| Sat., 3/11 | V Boys Swimming and Diving | CIAC Class S Trials | Away - East Hartford | 4:30 p.m. | ||
| Thu., 3/16 | V Boys Swimming and Diving | CIAC Class S Finals | Away - SCSU | 1:00 p.m. | ||
| Fri., 3/17 | V Boys Swimming and Diving | CIAC Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/18 | V Boys Swimming and Diving | CIAC State Open Championship | Away - Yale | 1:00 p.m. | ||
| Wed., 3/22 | V Baseball | Torrington (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Wed., 3/22 | JV Baseball | Wilby (Scrim.) | Away - Wilby HS-Wilby H.S. [Directions] | 3:00 p.m. | ||
| Wed., 3/22 | JV Baseball | Wilby (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Thu., 3/23 | V Baseball | Woodland (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 3/23 | V Softball | Holy Cross (Scrim.) | Away - Municipal Stadium Complex (Waterbury, CT)-Joan Joyce Diamond [Directions] | 4:00 p.m. | ||
| Fri., 3/24 | V Baseball | Watertown (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Fri., 3/24 | V Boys Lacrosse | Lewis Mills (Scrim.) | Home - Nonnewaug HS-football field [Directions] | 5:30 p.m. | ||
| Fri., 3/24 | V Softball | Watertown (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Sat., 3/25 | JV Baseball | Naugatuck (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | Canceled | Cancelled | |
| Mon., 3/27 | V Baseball | Ansonia (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Tue., 3/28 | V Baseball | Hamden (Scrim.) | Away - Hamden HS-HHS Baseball Field [Directions] | 4:30 p.m. | ||
| Tue., 3/28 | V Softball | Holy Cross (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Tue., 3/28 | V Girls Tennis | Pomperaug (Scrim.) | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Wed., 3/29 | V Baseball | Naugatuck (Scrim.) | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Wed., 3/29 | V Boys Tennis | Gunnery (Scrim.) | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 3/30 | V Boys Lacrosse | Wilbur Cross (Scrim.) | Away - Bowen Field-Football Field [Directions] | 6:00 p.m. | ||
| Thu., 3/30 | V Softball | Taft (NY) (Scrim.) | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | ||
| Thu., 3/30 | V Girls Tennis | Canterbury (Scrim.) | Home - Nonnewaug HS-Tennis Courts [Directions] | 4:30 p.m. | ||
| Sat., 4/1 | V Boys Lacrosse | Bristol Coop | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | 12:00 p.m. | L 4-8 | |
| Sat., 4/1 | V Girls Lacrosse | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 11:00 a.m. | L 3-13 | |
| Sat., 4/1 | JV Girls Lacrosse | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 12:30 p.m. | ||
| Sun., 4/2 | V Baseball | Litchfield | Away - Litchfield HS-Litchfield High School Baseball Field [Directions] | 3:00 p.m. | W 16-2 | |
| Mon., 4/3 | V Baseball | Southington | Away - Southington HS-4 Baseball Varsity Field [Directions] | 3:45 p.m. | L 9-1 | |
| Mon., 4/3 | V Boys Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Mon., 4/3 | V Softball | Pomperaug | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | L 0-10 | |
| Mon., 4/3 | V Girls Tennis | Northwestern | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 4/4 | V Baseball | Housatonic Regional | Away - Housatonic Valley Regional High-Ed Kirby Field [Directions] | 3:45 p.m. | W 9-2 | |
| Tue., 4/4 | FR Baseball | Bethel | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Tue., 4/4 | V Boys Outdoor Track | Kangaroo Invitational | Away - Terryville HS-Track | 3:45 p.m. | ||
| Tue., 4/4 | V Girls Outdoor Track | Kangaroo Invitational | Away - Terryville HS-Track | 3:45 p.m. | ||
| Tue., 4/4 | V Softball | Housatonic Regional | Away - Housatonic Valley Regional High-softball field [Directions] | 4:00 p.m. | W 7-2 | |
| Tue., 4/4 | V Girls Tennis | Brookfield | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Wed., 4/5 | V Boys Lacrosse | Watertown | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | L 3-15 | |
| Wed., 4/5 | JV Boys Lacrosse | Watertown | Home - Plumb Hill Field Complex-Softball Field [Directions] | 5:15 p.m. | ||
| Wed., 4/5 | V Boys Tennis | Gilbert | Away - Gilbert School-PineWoods Racquet Club [Directions] | TBA | W 5-0 [Detailed Results] | |
| Wed., 4/5 | V Girls Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:00 p.m. | L 8-12 | |
| Wed., 4/5 | JV Girls Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 7:30 p.m. | ||
| Wed., 4/5 | V Girls Tennis | Gilbert | Away - Gilbert School-PineWoods Racquet Club [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Thu., 4/6 | V Baseball | Shepaug Valley | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 10-0 | |
| Thu., 4/6 | JV Baseball | Shepaug Valley | Home - Woodbury MS [Directions] | 3:45 p.m. | ||
| Thu., 4/6 | V Softball | Shepaug Valley | Away - Washington Primary School-Dick Ayer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Sat., 4/8 | V Boys Lacrosse | Ellington | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 11:00 a.m. | L 2-10 | |
| Sat., 4/8 | JV Boys Lacrosse | Ellington | Home - Plumb Hill Field Complex-Softball Field [Directions] | 12:15 p.m. | ||
| Mon., 4/10 | V Softball | Gilbert | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 24-0 | |
| Tue., 4/11 | V Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 4:00 p.m. | L 7-17 | |
| Tue., 4/11 | JV Boys Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 5:30 p.m. | ||
| Tue., 4/11 | JV Girls Lacrosse | St. Paul Catholic | Home - Plumb Hill Field Complex-Softball Field [Directions] | Canceled | Cancelled | |
| Tue., 4/11 | V Softball | Wamogo/Litchfield | Home - Nonnewaug HS-Varsity Field [Directions] | 4:45 p.m. | W 13-0 | |
| Thu., 4/13 | V Boys Lacrosse | Waterford | Away - Waterford HS-Alumni Turf Field/Track [Directions] | 2:00 p.m. | L 4-9 | |
| Thu., 4/13 | JV Boys Lacrosse | Waterford | Away - Waterford HS-Alumni Turf Field/Track [Directions] | 3:45 p.m. | ||
| Fri., 4/14 | V Baseball | New Fairfield | Home - Nonnewaug HS-Baseball Diamond [Directions] | 4:15 p.m. | W 4-1 | |
| Fri., 4/14 | JV Baseball | New Fairfield | Away - New Fairfield HS-Baseball Field [Directions] | 4:15 p.m. | ||
| Sat., 4/15 | V Baseball | Wamogo | Away - Wamogo Regional HS-Varsity Baseball Field [Directions] | 10:00 a.m. | W 15-4 | |
| Sat., 4/15 | JV Baseball | Naugatuck | Away - Naugatuck HS-Raymond Legenza Field [Directions] | 2:00 p.m. | ||
| Sat., 4/15 | FR Baseball | Pomperaug | Away - Pomperaug HS-Baseball Field [Directions] | 11:00 a.m. | ||
| Mon., 4/17 | V Boys Lacrosse | Capital Prep | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | W 15-1 | |
| Mon., 4/17 | JV Boys Lacrosse | Capital Prep | Home - Plumb Hill Field Complex-Softball Field [Directions] | Canceled | Cancelled | |
| Tue., 4/18 | V Softball | O'Brien Tech | Away - Emmett O' Brien Reg Voc Tech School-O'Brien Tech Athletic Complex [Directions] | 3:45 p.m. | W 3-2 | |
| Wed., 4/19 | V Baseball | Terryville | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 18-0 | |
| Wed., 4/19 | V Boys Lacrosse | Holy Cross | Away - Municipal Stadium Complex (Waterbury, CT)-Ray Snyder, Sr. Turf Field [Directions] | 6:00 p.m. | L 3-18 | |
| Wed., 4/19 | V Boys Tennis | Thomaston | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Wed., 4/19 | V Softball | Terryville | Away - Terryville HS-Softball Field [Directions] | 3:45 p.m. | W 20-0 | |
| Wed., 4/19 | V Girls Tennis | Thomaston | Away - Thomaston Nystrom Park-Nystroms Park courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Thu., 4/20 | JV Baseball | Woodland | Away - Pent Field - Beacon Falls Recreation Complex [Directions] | 3:45 p.m. | ||
| Thu., 4/20 | V Boys Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | W 4-1 [Detailed Results] | |
| Thu., 4/20 | JV Softball | WCA | Away - Huntingdon Park #2 [Directions] | 3:45 p.m. | ||
| Thu., 4/20 | V Girls Tennis | Watertown | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Fri., 4/21 | V Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | W 5-1 | |
| Fri., 4/21 | JV Baseball | Northwestern | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Fri., 4/21 | V Boys Tennis | Housatonic Regional | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-1 [Detailed Results] | |
| Fri., 4/21 | V Girls Lacrosse | Housatonic Regional | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | W 9-6 | |
| Fri., 4/21 | JV Girls Lacrosse | Housatonic Regional | Home - Plumb Hill Field Complex-Softball Field [Directions] | Postponed | ||
| Fri., 4/21 | V Softball | Northwestern | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 6-5 | |
| Fri., 4/21 | V Girls Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Sat., 4/22 | V Girls Lacrosse | St. Paul Catholic | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 4:30 p.m. | L 6-7 (OT) | |
| Mon., 4/24 | V Boys Lacrosse | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 5:30 p.m. | W 17-10 | |
| Mon., 4/24 | V Boys Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Mon., 4/24 | V Girls Lacrosse | Wolcott | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | L 7-9 | |
| Mon., 4/24 | JV Girls Lacrosse | Wolcott | Home - Nonnewaug HS-Turf Field [Directions] | 6:30 p.m. | ||
| Mon., 4/24 | V Girls Tennis | Wamogo | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 4/25 | JV Baseball | Holy Cross | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Tue., 4/25 | V Boys Outdoor Track | Gilbert, Terryville | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 4:00 p.m. | ||
| Tue., 4/25 | V Girls Outdoor Track | Gilbert, Terryville | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 4:00 p.m. | ||
| Tue., 4/25 | V Girls Tennis | Litchfield | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Wed., 4/26 | V Baseball | Thomaston | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 12-1 | |
| Wed., 4/26 | V Softball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 4:00 p.m. | L 4-5 8 innings | |
| Wed., 4/26 | V Girls Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Thu., 4/27 | JV Baseball | Woodland | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 4/27 | V Boys Tennis | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley Tennis Courts [Directions] | 3:45 p.m. | L 3-2 [Detailed Results] | |
| Fri., 4/28 | V Baseball | Litchfield | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 10-0 | |
| Fri., 4/28 | V Boys Tennis | Northwestern | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Fri., 4/28 | V Girls Tennis | Northwestern | Away - Northwestern Regional H.S.-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Mon., 5/1 | V Baseball | Housatonic Regional | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W Forfeit | |
| Mon., 5/1 | V Boys Lacrosse | Tolland | Home - Nonnewaug HS-Turf Field [Directions] | 5:30 p.m. | L 6-7 | |
| Mon., 5/1 | V Boys Tennis | Gilbert | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Mon., 5/1 | V Girls Lacrosse | St. Paul Catholic | Away - St. Paul Catholic HS -McPhee Field [Directions] | 5:45 p.m. | L 4-13 | |
| Mon., 5/1 | V Softball | Housatonic Regional | Home - Nonnewaug HS-Varsity Field [Directions] | 4:15 p.m. | W 6-3 | |
| Mon., 5/1 | V Girls Tennis | Gilbert | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 5/2 | FR Baseball | St. Paul Catholic | Away - St. Paul Catholic HS -St. Paul Baseball Field [Directions] | 4:30 p.m. | ||
| Tue., 5/2 | V Boys Outdoor Track | Thomaston, Northwestern | Away - Thomaston Nystrom Park-Nystroms Park Track [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | V Girls Outdoor Track | Thomaston, Northwestern | Away - Thomaston Nystrom Park-Nystroms Park Track [Directions] | 4:00 p.m. | ||
| Wed., 5/3 | V Baseball | Shepaug Valley | Away - Washington Primary School-Ted Alex Field [Directions] | 3:45 p.m. | W 11-0 | |
| Wed., 5/3 | JV Baseball | Shepaug Valley | Away - Shepaug Valley HS-Shepaug Valley JV & MS Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/3 | V Girls Lacrosse | Rocky Hill | Home - Nonnewaug HS-Turf Field [Directions] | 6:00 p.m. | L 3-8 | |
| Wed., 5/3 | JV Girls Lacrosse | Rocky Hill | Home - Nonnewaug HS-Turf Field [Directions] | Canceled | Cancelled | |
| Wed., 5/3 | V Softball | Shepaug Valley | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 5/4 | JV Baseball | Oxford | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:00 p.m. | ||
| Thu., 5/4 | V Boys Tennis | Pomperaug | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:00 p.m. | W 4-3 [Detailed Results] | |
| Thu., 5/4 | Miscellaneous Events | Middle School Track | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 2:30 p.m. | ||
| Fri., 5/5 | V Baseball | Gilbert | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 11-0 | |
| Fri., 5/5 | FR Baseball | St. Paul Catholic | Home - Woodbury MS [Directions] | Postponed | ||
| Fri., 5/5 | V Boys Tennis | Thomaston | Away - Thomaston HS [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Fri., 5/5 | V Softball | Gilbert | Away - Winsted Rowley Field [Directions] | 3:45 p.m. | W 22-7 | |
| Sat., 5/6 | JV Baseball | St. Paul Catholic | Home - Nonnewaug HS-Baseball Diamond [Directions] | 11:00 a.m. | ||
| Sat., 5/6 | JV Baseball | St. Paul Catholic | Home - Nonnewaug HS-Varsity Field [Directions] | 1:00 p.m. | ||
| Sat., 5/6 | FR Baseball | St. Paul Catholic | Home - Nonnewaug HS-Baseball Diamond [Directions] | Postponed | ||
| Sat., 5/6 | V Boys Lacrosse | St. Paul Catholic | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 3:45 p.m. | L 11-12 | |
| Sat., 5/6 | JV Boys Lacrosse | St. Paul Catholic | Home - Plumb Hill Field Complex-Softball Field [Directions] | 5:15 p.m. | ||
| Sat., 5/6 | V Boys Outdoor Track | Marty Roberts Invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 9:30 a.m. | ||
| Sat., 5/6 | V Girls Outdoor Track | Marty Roberts Invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 9:30 a.m. | ||
| Sat., 5/6 | V Softball | Pomperaug | Away - Pomperaug HS-Softball Field [Directions] | 11:00 a.m. | L 11-5 | |
| Mon., 5/8 | V Baseball | Gilbert | Away - Walker Field [Directions] | 3:45 p.m. | W 19-1 | |
| Mon., 5/8 | V Boys Lacrosse | Holy Cross | Home - Nonnewaug HS-Turf Field [Directions] | 5:00 p.m. | L 6-15 | |
| Mon., 5/8 | JV Boys Lacrosse | Holy Cross | Home - Plumb Hill Field Complex-Softball Field [Directions] | Canceled | Cancelled | |
| Mon., 5/8 | V Boys Tennis | Housatonic Regional | Away - Housatonic Valley Regional High-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Mon., 5/8 | V Softball | Naugatuck | Away - Naugatuck HS-Softball Diamond [Directions] | 6:00 p.m. | L 4-3 | |
| Mon., 5/8 | V Girls Tennis | Housatonic Regional | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 5/9 | JV Baseball | Shepaug Valley | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Tue., 5/9 | V Boys Outdoor Track | Litchfield, Wamogo | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Girls Lacrosse | Housatonic Regional | Away - Housatonic Valley Regional High-football field [Directions] | 6:15 p.m. | W 9-6 | |
| Tue., 5/9 | V Girls Outdoor Track | Litchfield, Wamogo | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Girls Tennis | Holy Cross | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Wed., 5/10 | V Baseball | Wamogo | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | W 18-7 | |
| Wed., 5/10 | JV Baseball | Wamogo | Home - Woodbury MS [Directions] | 3:45 p.m. | ||
| Wed., 5/10 | V Boys Tennis | Wamogo | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-0 [Detailed Results] | |
| Wed., 5/10 | V Softball | Wamogo/Litchfield | Away - Wamogo Regional HS-Wamogo Regional High School Varsity Ladies Softbal [Directions] | 3:45 p.m. | W 19-4 | |
| Wed., 5/10 | V Girls Tennis | Wamogo | Away - Wamogo Regional HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Thu., 5/11 | V Boys Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 6:30 p.m. | L 4-18 | |
| Thu., 5/11 | V Boys Tennis | Litchfield | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 3-2 [Detailed Results] | |
| Thu., 5/11 | V Girls Lacrosse | Watertown | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 5:00 p.m. | L 4-15 | |
| Thu., 5/11 | JV Girls Lacrosse | Watertown | Home - Plumb Hill Field Complex-Softball Field [Directions] | Postponed | ||
| Thu., 5/11 | V Girls Tennis | Litchfield | Away - Litchfield HS-LHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Fri., 5/12 | V Baseball | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 4:00 p.m. | L 4-2 | |
| Fri., 5/12 | JV Baseball | Torrington | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Fri., 5/12 | V Boys Tennis | Shepaug Valley | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-1 [Detailed Results] | |
| Fri., 5/12 | V Softball | Bethel | Away - Bethel HS-Kisling Field [Directions] | 4:00 p.m. | W 9-2 | |
| Fri., 5/12 | V Girls Tennis | Shepaug Valley | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Sat., 5/13 | V Baseball | Brookfield | Away - Brookfield HS-Baseball Field [Directions] | 4:15 p.m. | W 15-2 | |
| Sat., 5/13 | JV Baseball | Naugatuck | Home - Nonnewaug HS-Baseball Diamond [Directions] | 10:30 a.m. | ||
| Sat., 5/13 | JV Softball | Northwestern | Away - Northwestern Regional H.S.-JV Softball Field [Directions] | 9:30 a.m. | ||
| Mon., 5/15 | V Baseball | Terryville | Away - Terryville HS-Baseball Field [Directions] | 3:45 p.m. | W 10-0 | |
| Mon., 5/15 | V Boys Outdoor Track | Shepaug Valley, Housatonic Regional | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Track [Directions] | 3:45 p.m. | ||
| Mon., 5/15 | V Girls Outdoor Track | Shepaug Valley, Housatonic Regional | Away - Shepaug Valley HS-Shepaug Valley Middle & High School Track [Directions] | 3:45 p.m. | ||
| Mon., 5/15 | V Softball | Terryville | Home - Nonnewaug HS-Varsity Field [Directions] | 3:45 p.m. | W 18-2 | |
| Mon., 5/15 | V Girls Tennis | Guilford | Away - Guilford HS-GHS Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Tue., 5/16 | JV Baseball | Oxford | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Tue., 5/16 | V Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy-Lacrosse Field [Directions] | 5:15 p.m. | L 4-19 | |
| Tue., 5/16 | JV Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy-Lacrosse Field [Directions] | 4:00 p.m. | ||
| Tue., 5/16 | V Softball | East Granby | Home - Nonnewaug HS-Varsity Field [Directions] | 4:00 p.m. | W 19-1 5 Innings | |
| Tue., 5/16 | V Girls Tennis | Berkshire League Girls Tennis Tournament | Away - TBA | 8:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Tue., 5/16 | Miscellaneous Events | Middle School Track | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 2:30 p.m. | ||
| Wed., 5/17 | V Baseball | Northwestern | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:45 p.m. | L 15-3 | |
| Wed., 5/17 | JV Baseball | Northwestern | Away - Northwestern Regional H.S.-Varsity Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/17 | V Boys Lacrosse | Wolcott | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 5:30 p.m. | W 17-7 | |
| Wed., 5/17 | JV Boys Lacrosse | Wolcott | Home - Plumb Hill Field Complex-Softball Field [Directions] | Canceled | Cancelled | |
| Wed., 5/17 | V Boys Tennis | Berkshire League Boys Tennis Tournament | Away - TBA | 8:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Wed., 5/17 | V Girls Lacrosse | Wolcott | Away - Wolcott HS-Turf Field [Directions] | 6:00 p.m. | L 9-10 | |
| Wed., 5/17 | V Softball | Northwestern | Away - Northwestern Regional H.S.-Varsity Softball Field [Directions] | 3:45 p.m. | W 14-11 | |
| Thu., 5/18 | JV Baseball | Bethel | Away - Bethel HS-Hunt Field at Bethel HS [Directions] | 4:00 p.m. | ||
| Thu., 5/18 | FR Baseball | Bethel | Away - Bethel HS-MS Turf baseball field [Directions] | 4:00 p.m. | ||
| Sat., 5/20 | V Boys Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 9:00 a.m. | ||
| Sat., 5/20 | 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., 5/20 | V Girls Lacrosse | Watertown | Away - Watertown High-John J Mills Complex @ Watertown HS [Directions] | 11:00 a.m. | ||
| Sat., 5/20 | 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. | ||||||
| Sat., 5/20 | JV Softball | Wamogo/Litchfield | Home - Northwestern Regional H.S.-JV Softball Field [Directions] | 9:30 a.m. | ||
| Mon., 5/22 | V Baseball | Thomaston | Away - Thomaston HS-Baseball/Softball Field [Directions] | 3:45 p.m. | W 25-1 | |
| Mon., 5/22 | V Boys Lacrosse | Capital Prep (Scrim.) | Home - Plumb Hill Field Complex-Varsity Soccer Field [Directions] | 4:00 p.m. | ||
| Mon., 5/22 | V Boys Tennis | Berkshire League Boys Tennis Tournament Semi & Finals | Away - TBA | 1:00 p.m. | ||
| Mon., 5/22 | V Softball | Thomaston | Home - Nonnewaug HS-Varsity Field [Directions] | 3:15 p.m. | L 2-0 | |
| Mon., 5/22 | V Girls Tennis | Berkshire League Girls Tennis Tournament Semi & Finals | Away - TBA | TBA | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 1:00 p.m. | ||||||
| Tue., 5/23 | V Boys Outdoor Track | Berkshire League Festival Steeplechase 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 HS-Nystrom Park | 3:30 p.m. | ||
| Tue., 5/23 | V Girls Outdoor Track | Berkshire League Festival Steeplechase 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. | ||
| Tue., 5/23 | V Girls Tennis | Thomaston | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Tue., 5/23 | Miscellaneous Events | Middle School Track | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 2:30 p.m. | ||
| Tue., 5/23 | Unified Sports Volleyball | Shepaug Valley | Home - Nonnewaug HS-Nonnewaug Gymnasium [Directions] | 2:30 p.m. | ||
| Wed., 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. | ||
| Wed., 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. | ||
| Wed., 5/24 | V Girls Tennis | North Haven | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:45 p.m. | Cancelled | |
| Thu., 5/25 | V Baseball | Pomperaug (Scrim.) | Away - Pomperaug HS-Baseball Field [Directions] | 3:30 p.m. | ||
| Fri., 5/26 | V Softball | Lewis Mills (Scrim.) | Away - Lewis Mills HS-Softball Varsity Field [Directions] | 3:45 p.m. | Cancelled | |
| Sat., 5/27 | V Baseball | St. Paul Catholic (Scrim.) | Away - St. Paul Catholic HS-Baseball Diamond [Directions] | 4:00 p.m. | ||
| Sat., 5/27 | V Boys Tennis | Montville | Home - Nonnewaug HS-Tennis Courts [Directions] | 11:30 a.m. | W 7-0 | |
| Sat., 5/27 | V Girls Tennis | Waterford | Home - Nonnewaug HS-Tennis Courts [Directions] | 9:00 a.m. | W 5-2 [Detailed Results] | |
| Tue., 5/30 | V Baseball | Wolcott Tech | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:30 p.m. | W 17-4 | |
| Tue., 5/30 | V Boys Outdoor Track | CIAC Class M Championships | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 5/30 | V Boys Tennis | Shepaug Valley | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:00 p.m. | ||
| Tue., 5/30 | V Girls Outdoor Track | CIAC Class M Championships | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 5/30 | V Softball | Bristol Eastern | Home - Nonnewaug HS-Varsity Field [Directions] | 3:30 p.m. | L 6-5 | |
| Tue., 5/30 | V Girls Tennis | Suffield | Away - Suffield HS-Tennis Courts [Directions] | 1:30 p.m. | W 5-2 [Detailed Results] | |
| Wed., 5/31 | V Baseball | Sheehan | Home - Nonnewaug HS-Baseball Diamond [Directions] | 3:30 p.m. | W 7-4 | |
| Wed., 5/31 | V Boys Tennis | Suffield | Home - Nonnewaug HS-Tennis Courts [Directions] | 1:30 p.m. | ||
| Wed., 5/31 | V Girls Tennis | Daniel Hand | Home - Nonnewaug HS-Tennis Courts [Directions] | 3:30 p.m. | L 1-6 [Detailed Results] | |
| Thu., 6/1 | Miscellaneous Events | Middle School Track | Home - Nonnewaug HS-Paul Burns Memorial Track [Directions] | 2:30 p.m. | ||
| Sat., 6/3 | V Baseball | Killingly | Home - Nonnewaug HS-Baseball Diamond [Directions] | 12:00 p.m. | W 8-0 | |
| Mon., 6/5 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/5 | V Boys Tennis | CIAC Individual Invitational Opening Rounds | Away - Wesleyan | 10:00 a.m. | ||
| Mon., 6/5 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/5 | V Girls Tennis | CIAC Individual Invitational Opening Rounds | Away - Wesleyan | 10:00 a.m. | ||
| Tue., 6/6 | V Baseball | St. Joseph | Home - Muzzy Field [Directions] | 7:00 p.m. | W 7-5 | |
| Tue., 6/6 | V Boys Tennis | CIAC Individual Invitational Round of 16 | Away - Wesleyan | 12:00 p.m. | ||
| Tue., 6/6 | V Boys Tennis | CIAC Individual Invitational Quarterfinals | Away - Wesleyan | 3:30 p.m. | ||
| Tue., 6/6 | V Girls Tennis | CIAC Individual Invitational Round of 16 | Away - Wesleyan | 12:00 p.m. | ||
| Tue., 6/6 | V Girls Tennis | CIAC Individual Invitational Quarterfinals | Away - Wesleyan | 3:30 p.m. | ||
| Wed., 6/7 | V Boys Tennis | CIAC Individual Invitational Semifinals | Away - Wesleyan | 3:30 p.m. | ||
| Wed., 6/7 | V Girls Tennis | CIAC Individual Invitational Semifinals | Away - Wesleyan | 3:30 p.m. | ||
| Thu., 6/8 | V Boys Tennis | CIAC Individual Invitational Finals | Away - Wesleyan | 3:30 p.m. | ||
| Thu., 6/8 | V Girls Tennis | CIAC Individual Invitational Finals | Away - Wesleyan | 3:30 p.m. | ||
| Sat., 6/10 | V Baseball | Wolcott | Home - Palmer Field-Baseball Diamond [Directions] | 3:30 p.m. | W 10-8 | |
| Mon., 6/12 | V Boys Outdoor Track | CIAC Hammer Throw Championship | Away - Willow Brook Park | 2:00 p.m. | ||
| Mon., 6/12 | V Girls Outdoor Track | CIAC Hammer Throw Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Tue., 6/13 | V Boys Outdoor Track | CIAC Decathlon Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 6/13 | V Girls Outdoor Track | CIAC Heptathlon Championship | Away - Willow Brook Park | 10:30 a.m. | ||
| Tue., 6/13 | V Girls Outdoor Track | CIAC Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/14 | V Boys Outdoor Track | CIAC Decathlon Championship | Away - Willow Brook Park | 8:30 a.m. | ||
| Wed., 6/14 | V Boys Outdoor Track | CIAC Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Championship | Away - Willow Brook Park | 8:30 a.m. | ||