| Windsor 2021-22 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 699 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/25 | V Football | Glastonbury (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | ||
| Mon., 8/30 | V Football | Stratford (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:15 p.m. | ||
| Tue., 8/31 | V Boys Soccer | Enfield (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Wed., 9/1 | V Girls Soccer | East Granby (Scrim.) | Away - East Granby HS-Lower Soccer Field [Directions] | 3:45 p.m. | Cancelled | |
| Thu., 9/2 | V Football | Cheshire (Scrim.) | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | ||
| Thu., 9/9 | V Field Hockey | Northwest Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 0-8 | |
| Thu., 9/9 | JV Field Hockey | Northwest Catholic | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Thu., 9/9 | V Girls Volleyball | E.O. Smith | Home - Windsor HS-WHS Main Gym [Directions] | 6:30 p.m. | L 0-3 | |
| Thu., 9/9 | JV Girls Volleyball | E.O. Smith | Home - Windsor HS-WHS Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 9/9 | FR Girls Volleyball | E.O. Smith | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:30 p.m. | ||
| Fri., 9/10 | V Football | Manchester | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:15 p.m. | W 41-19 | |
| Fri., 9/10 | JV Boys Soccer | Hartford Public | Away - Hartford Public HS-JV-Field [Directions] | Postponed | ||
| Fri., 9/10 | V Girls Soccer | Rockville | Away - Rockville HS-Stadium Field [Directions] | 6:00 p.m. | W 4-3 | |
| Fri., 9/10 | JV Girls Soccer | Rockville | Away - Rockville HS-Upper Field [Directions] | Canceled | Cancelled | |
| Fri., 9/10 | V Girls Swimming and Diving | Norwich Free Academy | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Sat., 9/11 | V Boys Cross Country | Hillhouse Invitational | Away - Not Listed-East Shore Park | 9:00 a.m. | ||
| Sat., 9/11 | JV Football | Manchester | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/11 | V Girls Cross Country | Hillhouse Invitational | Away - Not Listed-East Shore Park | 9:00 a.m. | ||
| Mon., 9/13 | V Boys Soccer | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 3:45 p.m. | L 1-3 | |
| Mon., 9/13 | JV Boys Soccer | Wethersfield | Away - Wethersfield HS-DiCicco Field [Directions] | 3:45 p.m. | ||
| Mon., 9/13 | V Girls Soccer | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:30 p.m. | L 1-2 | |
| Mon., 9/13 | JV Girls Soccer | Wethersfield | Home - Windsor HS-WHS Grass Field [Directions] | 5:30 p.m. | ||
| Mon., 9/13 | V Girls Volleyball | Maloney | Away - Maloney HS-Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 9/13 | JV Girls Volleyball | Maloney | Away - Maloney HS-Gym [Directions] | 5:00 p.m. | ||
| Mon., 9/13 | FR Girls Volleyball | Maloney | Away - Maloney HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/14 | V Field Hockey | Conard | Away - Conard HS-McKee Stadium [Directions] | 3:45 p.m. | L 0-9 | |
| Tue., 9/14 | JV Field Hockey | Conard | Away - Conard HS-McKee Stadium [Directions] | Canceled | Cancelled | |
| Tue., 9/14 | V Girls Swimming and Diving | Plainville | Away - Plainville HS-Pool [Directions] | 4:00 p.m. | ||
| Wed., 9/15 | V Girls Volleyball | Manchester | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | L 2-3 | |
| Wed., 9/15 | JV Girls Volleyball | Manchester | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/15 | FR Girls Volleyball | Manchester | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/17 | V Football | Enfield | Away - Enfield HS-EHS TURF [Directions] | 7:00 p.m. | W 39-0 | |
| Fri., 9/17 | V Boys Soccer | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 3:30 p.m. | L 0-5 | |
| Fri., 9/17 | JV Boys Soccer | Middletown | Away - Moody School-Smith Park 2 - 300 Country Club Road, Middletown, CT [Directions] | 3:30 p.m. | ||
| Fri., 9/17 | JV Girls Soccer | Enfield | Home - Windsor HS-WHS Grass Field [Directions] | Postponed | ||
| Fri., 9/17 | JV Girls Volleyball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | Postponed | ||
| Sat., 9/18 | JV Football | Enfield | Away - Enfield HS-EHS TURF [Directions] | 10:00 a.m. | ||
| Mon., 9/20 | V Boys Soccer | New Britain | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri [Directions] | 3:45 p.m. | W 6-2 | |
| Mon., 9/20 | JV Boys Soccer | New Britain | Away - New Britain HS-Willow Brook Soccer fields [Directions] | 3:45 p.m. | ||
| Mon., 9/20 | V Field Hockey | Newington | Away - Clem Lemire Complex-Turf Field [Directions] | 3:45 p.m. | L 0-4 | |
| Tue., 9/21 | V Boys Cross Country | Bulkeley, Wethersfield | Home - Windsor HS-Northwest Park [Directions] | 3:45 p.m. | Windsor 15 Bulkeley 50 Wethersfield 15 Windsor 43 | |
| Tue., 9/21 | V Girls Cross Country | Bulkeley, Wethersfield | Home - Windsor HS-Northwest Park [Directions] | 3:45 p.m. | Windsor 15 Bulkeley 50 Wethersfield 25 Windsor 34 | |
| Tue., 9/21 | V Girls Soccer | Avon | Away - Avon HS-Turf Field [Directions] | 3:45 p.m. | L 1-5 | |
| Tue., 9/21 | JV Girls Soccer | Avon | Away - Fisher Meadow Soccer Fields-Fisher Meadows- Field 5 [Directions] | Canceled | Cancelled | |
| Tue., 9/21 | V Girls Swimming and Diving | South Windsor | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 9/21 | V Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:00 p.m. | L 2-3 | |
| Tue., 9/21 | JV Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 4:00 p.m. | ||
| Tue., 9/21 | FR Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym B [Directions] | 4:30 p.m. | ||
| Wed., 9/22 | V Field Hockey | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 3:30 p.m. | L 0-4 | |
| Wed., 9/22 | JV Field Hockey | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | Canceled | Cancelled | |
| Wed., 9/22 | V Girls Soccer | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 1-2 | |
| Wed., 9/22 | V Girls Volleyball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 9/22 | JV Girls Volleyball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/23 | V Boys Soccer | Simsbury | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | T 0-0 | |
| Thu., 9/23 | JV Boys Soccer | Simsbury | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 9/24 | V Football | St. Joseph | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | L 22-45 | |
| Fri., 9/24 | V Girls Soccer | New Britain | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri [Directions] | 3:45 p.m. | W 8-0 | |
| Fri., 9/24 | JV Girls Soccer | New Britain | Away - New Britain HS-Willow Brook Soccer fields [Directions] | Canceled | Cancelled | |
| Fri., 9/24 | V Girls Swimming and Diving | Manchester/Bacon/Bolton/Coventry/Rockville | Away - Manchester HS-Pool [Directions] | 3:45 p.m. | ||
| Fri., 9/24 | V Girls Volleyball | Middletown | Away - Middletown HS-Main Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/24 | JV Girls Volleyball | Middletown | Away - Middletown HS-Main Gym [Directions] | 5:00 p.m. | ||
| Fri., 9/24 | FR Girls Volleyball | Middletown | Away - Middletown HS-Main Gym [Directions] | 3:45 p.m. | ||
| Sat., 9/25 | V Boys Cross Country | Winding Trails Invitational | Away - Not Listed-Winding Trails Park-Farmington | TBA | ||
| Sat., 9/25 | V Girls Cross Country | Winding Trails Invitational | Away - Not Listed-Winding Trails Park-Farmington | TBA | ||
| Mon., 9/27 | JV Football | St. Joseph | Away - St. Joseph HS-Upper Turf [Directions] | 4:00 p.m. | ||
| Mon., 9/27 | V Girls Soccer | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 0-1 | |
| Mon., 9/27 | JV Girls Soccer | Rocky Hill | Home - Windsor HS-WHS Grass Field [Directions] | 4:30 p.m. | ||
| Tue., 9/28 | V Boys Soccer | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 3:45 p.m. | L 1-3 | |
| Tue., 9/28 | JV Boys Soccer | Rocky Hill | Away - Rocky Hill HS-Auxiliary 1 [Directions] | Postponed | ||
| Tue., 9/28 | V Field Hockey | Simsbury | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 1-4 | |
| Tue., 9/28 | JV Field Hockey | Simsbury | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Tue., 9/28 | V Girls Swimming and Diving | Conard | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 9/28 | JV Girls Volleyball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/28 | FR Girls Volleyball | New Britain | Home - Windsor HS-WHS Rubber Gym [Directions] | Canceled | Cancelled | |
| Wed., 9/29 | V Boys Cross Country | Rocky Hill, Hartford Public | Away - Elm Ridge Park / Vincino Field-Elm Ridge Park [Directions] | 3:45 p.m. | Windsor 15 HPHS 50 RHHS 15 Windsor 49 | |
| Wed., 9/29 | V Girls Cross Country | Rocky Hill, Hartford Public | Away - Elm Ridge Park / Vincino Field-Elm Ridge Park [Directions] | 3:45 p.m. | Windsor 15 HPHS 50 RHHS 27 Windsor 32 | |
| Wed., 9/29 | V Girls Volleyball | Rocky Hill | Away - Rocky Hill HS-Gym [Directions] | 5:00 p.m. | W 3-2 | |
| Wed., 9/29 | JV Girls Volleyball | Rocky Hill | Away - Rocky Hill HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/30 | V Field Hockey | Immaculate | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 4-0 | |
| Fri., 10/1 | V Boys Cross Country | Harry Geraghty Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. | ||
| Fri., 10/1 | V Football | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 7:00 p.m. | W 20-0 | |
| Fri., 10/1 | V Boys Soccer | Southington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:30 p.m. | W 4-0 | |
| Fri., 10/1 | JV Boys Soccer | Southington | Home - Windsor HS-WHS Grass Field [Directions] | 5:00 p.m. | ||
| Fri., 10/1 | V Girls Cross Country | Harry Geraghty Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. | ||
| Fri., 10/1 | V Girls Volleyball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 5:00 p.m. | L 2-3 | |
| Fri., 10/1 | JV Girls Volleyball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 6:00 p.m. | ||
| Fri., 10/1 | FR Girls Volleyball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Stosuy Gym [Directions] | 3:45 p.m. | ||
| Sat., 10/2 | JV Football | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 10:00 a.m. | ||
| Mon., 10/4 | V Field Hockey | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | L 7-0 | |
| Mon., 10/4 | JV Field Hockey | Enfield | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Mon., 10/4 | V Girls Volleyball | Tolland | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Mon., 10/4 | JV Girls Volleyball | Tolland | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/4 | FR Girls Volleyball | Tolland | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/6 | V Boys Cross Country | New Britain, Newington | Away - Stanley Quarter Park-Cross Country [Directions] | 3:45 p.m. | NB 16 Windsor 42 Newington 18 Windsor 41 | |
| Wed., 10/6 | V Boys Soccer | Hartford Public | Away - Hartford Public HS-Soccer Field [Directions] | 3:45 p.m. | W 10-0 | |
| Wed., 10/6 | V Field Hockey | Somers/Rockville Coop | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | T 0-0 | |
| Wed., 10/6 | V Girls Swimming and Diving | Bulkeley/HMTCA/Weaver | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/6 | V Girls Volleyball | Enfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Wed., 10/6 | JV Girls Volleyball | Enfield | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | ||
| Wed., 10/6 | FR Girls Volleyball | Enfield | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/8 | V Football | East Hartford | Away - East Hartford HS-Turf Field [Directions] | 6:30 p.m. | W 29-14 | |
| Fri., 10/8 | V Boys Soccer | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Neil J. Brewer Field [Directions] | 3:45 p.m. | L 0-1 | |
| Fri., 10/8 | JV Boys Soccer | Northwest Catholic | Away - Northwest Catholic HS (Primary)-NWC JV Soccer Field / Track [Directions] | 3:45 p.m. | ||
| Fri., 10/8 | V Girls Soccer | Conard | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:30 p.m. | L 2-3 | |
| Fri., 10/8 | JV Girls Soccer | Conard | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Fri., 10/8 | V Girls Volleyball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 10/8 | JV Girls Volleyball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | ||
| Sat., 10/9 | V Boys Cross Country | Wickham Invitational | Away - Not Listed-Wickham Park | TBA | ||
| Sat., 10/9 | JV Football | East Hartford | Away - East Hartford HS-Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 10/9 | V Girls Cross Country | Wickham Invitational | Away - Not Listed-Wickham Park | TBA | ||
| Tue., 10/12 | V Boys Cross Country | Bloomfield | Home - Windsor HS-Northwest Park [Directions] | 3:45 p.m. | ||
| Tue., 10/12 | V Boys Soccer | Lewis Mills | Away - Lewis Mills HS-Nassahegan Field [Directions] | 6:00 p.m. | L 1-2 | |
| Tue., 10/12 | JV Boys Soccer | Lewis Mills | Away - Lewis Mills HS-Soccer JV Field [Directions] | Postponed | ||
| Tue., 10/12 | V Girls Cross Country | Bloomfield | Home - Windsor HS-Northwest Park [Directions] | 3:45 p.m. | ||
| Tue., 10/12 | V Field Hockey | East Catholic | Away - East Catholic HS-Lower Field [Directions] | 3:45 p.m. | L 0-3 | |
| Tue., 10/12 | V Girls Soccer | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | W 8-1 | |
| Tue., 10/12 | V Girls Volleyball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | L 0-3 | |
| Wed., 10/13 | JV Field Hockey | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Wed., 10/13 | V Girls Volleyball | East Hartford | Away - East Hartford HS-Main Gym [Directions] | 5:00 p.m. | L 0-3 | |
| Wed., 10/13 | JV Girls Volleyball | East Hartford | Away - East Hartford HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/15 | V Field Hockey | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:30 p.m. | L 2-1 | |
| Fri., 10/15 | V Girls Soccer | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 3:45 p.m. | L 0-2 | |
| Fri., 10/15 | V Girls Swimming and Diving | Rocky Hill | Away - Rocky Hill HS-Swimming Pool [Directions] | 3:45 p.m. | ||
| Fri., 10/15 | V Girls Volleyball | Bulkeley | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 10/15 | JV Girls Volleyball | Bulkeley | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/16 | V Boys Soccer | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | L 0-2 | |
| Sat., 10/16 | JV Boys Soccer | Rocky Hill | Home - Windsor HS-WHS Grass Field [Directions] | 10:00 a.m. | ||
| Mon., 10/18 | V Field Hockey | Farmington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 2-8 | |
| Mon., 10/18 | JV Girls Soccer | East Hartford | Away - East Hartford HS-Soccer Field [Directions] | Canceled | Cancelled | |
| Mon., 10/18 | V Girls Volleyball | Newington | Away - Newington HS-Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Mon., 10/18 | JV Girls Volleyball | Newington | Away - Newington HS-Gym [Directions] | 5:00 p.m. | ||
| Mon., 10/18 | FR Girls Volleyball | Newington | Away - Newington HS-Gym [Directions] | Postponed | ||
| Tue., 10/19 | V Boys Cross Country | CCC XC Championships | Away - Wickham Park | 3:00 p.m. | ||
| Tue., 10/19 | JV Boys Soccer | Aerospace | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/19 | V Girls Cross Country | CCC XC Championships | Away - Wickham Park | 3:00 p.m. | ||
| Tue., 10/19 | V Field Hockey | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 3-0 | |
| Tue., 10/19 | JV Girls Soccer | Rocky Hill | Away - Rocky Hill HS-Auxiliary 1 [Directions] | 3:30 p.m. | ||
| Tue., 10/19 | V Girls Swimming and Diving | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 5:00 p.m. | ||
| Wed., 10/20 | V Girls Volleyball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 10/20 | JV Girls Volleyball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/21 | FR Field Hockey | Enfield | Away - Enfield HS-EHS FH GRASS [Directions] | 3:45 p.m. | ||
| Thu., 10/21 | V Girls Soccer | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 0-4 | |
| Thu., 10/21 | JV Girls Soccer | Newington | Home - Windsor HS-WHS Grass Field [Directions] | 5:15 p.m. | ||
| Fri., 10/22 | V Football | Simsbury | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Fri., 10/22 | V Football | Simsbury | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 28-17 | |
| Fri., 10/22 | V Boys Soccer | Newington | Away - Newington HS-Alumni Field [Directions] | 6:00 p.m. | L 2-3 | |
| Fri., 10/22 | JV Boys Soccer | Newington | Away - Newington HS-VA Field 2 [Directions] | 3:45 p.m. | ||
| Fri., 10/22 | V Field Hockey | Morgan | Away - Indian River Complex-Turf Field [Directions] | 5:00 p.m. | L 0-2 | |
| Fri., 10/22 | V Girls Swimming and Diving | Middletown | Away - Middletown HS-MHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/22 | V Girls Volleyball | Hall | Away - Hall HS-Robinson Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/22 | JV Girls Volleyball | Hall | Away - Hall HS-Robinson Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/22 | FR Girls Volleyball | Hall | Away - Hall HS-Gym B [Directions] | 4:00 p.m. | ||
| Sat., 10/23 | JV Football | Simsbury | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Mon., 10/25 | V Boys Soccer | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 10-0 | |
| Mon., 10/25 | JV Boys Soccer | Hartford Public | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Mon., 10/25 | FR Field Hockey | Simsbury | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/25 | V Girls Volleyball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/25 | JV Girls Volleyball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/25 | FR Girls Volleyball | Bloomfield | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/26 | V Boys Cross Country | CCC Freshman XC Championships moved to Hall HS 10/28 | Away - West Hartford Reservoir | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 10/28 | ||||||
| Tue., 10/26 | V Girls Cross Country | CCC Freshman XC Championships | Away - West Hartford Reservoir | 4:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 10/28 | ||||||
| Tue., 10/26 | JV Field Hockey | E.O. Smith | Away - E.O. Smith HS-Turf Field [Directions] | Canceled | Cancelled | |
| Tue., 10/26 | JV Girls Soccer | Maloney | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Tue., 10/26 | V Girls Swimming and Diving | Enfield | Away - Annex (Old Fermi HS)-Annex Pool [Directions] | 3:45 p.m. | ||
| Tue., 10/26 | V Girls Volleyball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 10/27 | V Boys Soccer | New Britain | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:15 p.m. | W 4-2 | |
| Wed., 10/27 | JV Boys Soccer | New Britain | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/27 | V Field Hockey | E.O. Smith | Away - E.O. Smith HS-Turf Field [Directions] | 3:30 p.m. | L 1-2 | |
| Wed., 10/27 | JV Girls Soccer | East Catholic | Away - Charter Oak Park-Manchester [Directions] | Postponed | ||
| Thu., 10/28 | V Field Hockey | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 6:30 p.m. | L 0-8 | |
| Thu., 10/28 | JV Field Hockey | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | Canceled | Cancelled | |
| Thu., 10/28 | V Girls Soccer | Hartford Public | Away - Hartford Public HS-Soccer Field [Directions] | 3:45 p.m. | W 12-0 | |
| Fri., 10/29 | V Football | Platt | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 47-31 | |
| Fri., 10/29 | V Girls Soccer | East Catholic | Away - East Catholic HS-Lower Field [Directions] | 3:45 p.m. | L 1-2 | |
| Fri., 10/29 | V Girls Swimming and Diving | Suffield | Home - Windsor HS-WHS Pool [Directions] | 6:00 p.m. | ||
| Sat., 10/30 | JV Football | Platt | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Sat., 10/30 | FR Field Hockey | Enfield, Avon, Conard, Glastonbury, Simsbury, Southington, Wethersfield | Away - Hall HS-Field Hockey Practice Field | 9:00 a.m. | ||
| Sat., 10/30 | V Girls Soccer | Maloney | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 12:00 p.m. | L 0-1 | |
| Mon., 11/1 | V Boys Cross Country | CIAC Boys Cross Country Class L Championship | Away - Wickham Park | 11:25 a.m. | ||
| Mon., 11/1 | V Girls Cross Country | CIAC Girls Cross Country Class MM Championship | Away - Wickham Park | 10:50 a.m. | ||
| Mon., 11/1 | V Girls Soccer | Rockville | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | W 2-0 | |
| Mon., 11/1 | JV Girls Soccer | Rockville | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Tue., 11/2 | V Field Hockey | Lewis Mills | Away - Lewis Mills HS-Field Hockey Field [Directions] | 3:45 p.m. | L 0-3 | |
| Tue., 11/2 | JV Field Hockey | Lewis Mills | Away - Lewis Mills HS-Field Hockey Field [Directions] | Canceled | Cancelled | |
| Wed., 11/3 | V Boys Soccer | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 6-2 | |
| Wed., 11/3 | V Girls Soccer | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 3:45 p.m. | W 9-0 | |
| Thu., 11/4 | V Girls Soccer | East Hartford | Away - East Hartford HS-Turf Field [Directions] | 6:00 p.m. | T 1-1 | |
| Fri., 11/5 | V Boys Cross Country | CIAC State Open | Away - Not Listed-Wickham Park | 2:00 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 | Berlin | Away - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 7:00 p.m. | W 40-11 | |
| Fri., 11/5 | V Girls Cross Country | CIAC State Open | Away - Not Listed-Wickham Park | 2:00 p.m. | ||
| Fri., 11/5 | V Girls Cross Country | CIAC Girls Cross Country Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/5 | V Girls Swimming and Diving | Wethersfield, Bulkeley/HMTCA/Weaver, Enfield, Rocky Hill | Away - Wethersfield HS-Backman Pool [Directions] | 3:30 p.m. | ||
| Fri., 11/5 | V Girls Swimming and Diving | Wethersfield, Bulkeley/HMTCA/Weaver, Enfield, Rocky Hill | Away - Wethersfield HS-Backman Pool [Directions] | 6:00 p.m. | ||
| Fri., 11/5 | V Girls Volleyball | TBA | Away - TBA | 4:00 p.m. | ||
| Sat., 11/6 | JV Football | Berlin | Away - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 10:00 a.m. | ||
| Mon., 11/8 | V Girls Soccer | Pomperaug | Away - Pomperaug HS-Stadium [Directions] | 6:15 p.m. | ||
| Mon., 11/8 | V Girls Volleyball | New London | Away - New London HS-Conway Gym [Directions] | 6:00 p.m. | ||
| Tue., 11/9 | V Boys Soccer | Platt Tech | Away - ORANGE AVE ATHLETIC COMPLEX [Directions] | 2:00 p.m. | W 2-0 | |
| Thu., 11/11 | V Boys Soccer | Avon | Away - Avon HS-Turf Field [Directions] | 3:00 p.m. | L 1-2 (pk 4-3) | |
| Thu., 11/11 | V Girls Swimming and Diving | CIAC Class M Diving Championships | Away - Sheehan | 5:30 p.m. | ||
| Thu., 11/11 | V Girls Volleyball | Bristol Eastern | Away - Bristol Eastern HS-Gym [Directions] | 5:00 p.m. | ||
| Fri., 11/12 | V Football | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 43-35 | |
| Sat., 11/13 | JV Football | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Sat., 11/13 | V Girls Swimming and Diving | CIAC Class M Qualifying Meet | Away - East Hartford | 4:00 p.m. | ||
| Tue., 11/16 | V Girls Swimming and Diving | CIAC Class M Swimming Championships | Away - Cornerstone Pool | 6:00 p.m. | ||
| Thu., 11/18 | FR Football | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 3:45 p.m. | ||
| Thu., 11/18 | V Girls Swimming and Diving | CIAC State Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sun., 11/21 | V Girls Swimming and Diving | CIAC State Open Swimming Championships | Away - Cornerstone Pool | 2:00 p.m. | ||
| Wed., 11/24 | V Football | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 6:30 p.m. | W 33-18 | |
| Tue., 11/30 | V Football | Cheney Tech | Away - Cheney Tech.-Football Field [Directions] | 6:30 p.m. | ||
| Fri., 12/3 | V Girls Basketball | Guilford (Scrim.) | Away - Guilford HS-Main gym at GHS [Directions] | 4:00 p.m. | ||
| Fri., 12/3 | V Girls Ice Hockey | Jamboree | Away - DO NOT USE - Inter. Skating Center - Olympic | 5:00 p.m. | ||
| Sat., 12/4 | V Boys Ice Hockey | Newington Coop (Scrim.) | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | ||
| Sun., 12/5 | V Football | St. Joseph | Away - St. Joseph HS-Stadium [Directions] | 12:00 p.m. | ||
| Wed., 12/8 | V Girls Basketball | RHAM (Scrim.) | Home - Windsor HS-WHS Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 12/10 | V Boys Basketball | Notre Dame-West Haven (Scrim.) | Away - Notre Dame HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/10 | JV Girls Ice Hockey | Simsbury | Home - Simsbury - ISCC-NHL [Directions] | 6:10 p.m. | ||
| Sat., 12/11 | V Boys Basketball | Capital Prep, Cromwell, Crosby, Daniel Hand, East Hartford, Farmington, Fitch, Holy Cross, New London, Norwich Free Academy, West Springfield (MA), Xavier | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Sat., 12/11 | V Football | Maloney | Away - Veterans Memorial Stadium [Directions] | 11:00 a.m. | ||
| Sat., 12/11 | V Boys Ice Hockey | Notre Dame-West Haven (Scrim.) | Away - West Haven HS-Bennett Rink [Directions] | 2:45 p.m. | ||
| Sat., 12/11 | V Boys Indoor Track | Hillhouse High School Developmental Meet | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 12/11 | V Girls Basketball | Southington (Scrim.) | Away - Southington HS-Gym West [Directions] | 12:30 p.m. | ||
| Sat., 12/11 | V Girls Ice Hockey | Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | 1:30 p.m. | L 6-2 | |
| Sat., 12/11 | V Girls Indoor Track | Hillhouse High School Developmental Meet | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sun., 12/12 | JV Girls Ice Hockey | Longmeadow (MA) | Home - South Windsor Arena-Ice Rink [Directions] | 1:40 p.m. | ||
| Mon., 12/13 | V Boys Basketball | Fitch (Scrim.) | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 12/14 | V Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 5:30 p.m. | L 34-55 | |
| Tue., 12/14 | JV Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 4:00 p.m. | ||
| Wed., 12/15 | V Boys Ice Hockey | Simsbury | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | L 1-3 | |
| Wed., 12/15 | V Wrestling | Conard | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/15 | V Girls Ice Hockey | Simsbury | Away - Simsbury - ISCC-NHL [Directions] | 7:50 p.m. | L 3-0 | |
| Thu., 12/16 | V Boys Basketball | Tolland | Away - Tolland HS-Gym [Directions] | 6:45 p.m. | W 94-44 | |
| Thu., 12/16 | JV Boys Basketball | Tolland | Away - UConn-Tolland HS-Tolland [Directions] | 5:15 p.m. | ||
| Thu., 12/16 | FR Boys Basketball | Tolland | Away - Tolland HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 12/16 | FR Girls Basketball | Bristol Eastern | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 12/17 | V Boys Ice Hockey | Branford | Home - Simsbury - ISCC-Olympic [Directions] | 5:00 p.m. | W 6-2 | |
| Fri., 12/17 | V Boys Indoor Track | 20th Annual Hillhouse Invitational | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 12/17 | V Girls Basketball | Bristol Eastern | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 63-57(OT) | |
| Fri., 12/17 | JV Girls Basketball | Bristol Eastern | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/17 | JV Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Arena-Blue Rink [Directions] | 8:30 p.m. | ||
| Fri., 12/17 | V Girls Indoor Track | 20th Annual Hillhouse Invitational | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Sat., 12/18 | JV Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | Postponed | ||
| Sat., 12/18 | FR Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | Postponed | ||
| Sat., 12/18 | V Boys Indoor Track | 20th Annual Hillhouse Invitational | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 12/18 | V Wrestling | Battle at Wethersfield Team Tournament - 4 mats | Away - Wethersfield HS-Gym A | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Sat., 12/18 | V Wrestling | Platt | Away - Platt HS-Gym [Directions] | 9:30 p.m. | ||
| Sat., 12/18 | V Girls Ice Hockey | East Catholic Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 6:30 p.m. | L 2-3 | |
| Sat., 12/18 | JV Girls Ice Hockey | Simsbury | Away - Simsbury Farms Ice Rink-Ice Rink [Directions] | 12:30 p.m. | ||
| Sat., 12/18 | V Girls Indoor Track | 20th Annual Hillhouse Invitational | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sun., 12/19 | V Girls Ice Hockey | Scrimmage vs Northern Lights U19 Tier 1 | Away - DO NOT USE - Inter. Skating Center - Olympic-International Skating Center, Olympic Rink | 6:00 p.m. | ||
| Mon., 12/20 | V Boys Basketball | Southington | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 79-39 | |
| Mon., 12/20 | JV Boys Basketball | Southington | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/20 | FR Boys Basketball | Southington | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 12/20 | V Girls Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 5:15 p.m. | W 59-24 | |
| Tue., 12/21 | V Boys Swimming and Diving | Middletown | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 12/22 | V Boys Ice Hockey | South Windsor | Home - Avon Old Farms-Jennings Rink [Directions] | 3:30 p.m. | W 3-2 | |
| Thu., 12/23 | V Boys Basketball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 116-53 | |
| Thu., 12/23 | JV Boys Basketball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/23 | FR Boys Basketball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 12/23 | V Girls Ice Hockey | Longmeadow (MA) (Scrim.) | Away - Smead Arena-Rink | 1:30 p.m. | ||
| Mon., 12/27 | V Boys Basketball | Boston Cathedral (MA) (Scrim.) | Away - Cathedral HS-Gym | 3:30 p.m. | ||
| Mon., 12/27 | V Boys Indoor Track | Boston Holiday Classic | Away - Not Listed | 12:00 p.m. | ||
| Mon., 12/27 | V Girls Indoor Track | Boston Holiday Classic | Away - Not Listed | 12:00 p.m. | ||
| Tue., 12/28 | V Boys Indoor Track | Marine Corps Holiday Classic | Away - Not Listed | 12:00 p.m. | ||
| Tue., 12/28 | V Girls Indoor Track | Marine Corps Holiday Classic | Away - Not Listed | 12:00 p.m. | ||
| Wed., 12/29 | V Boys Ice Hockey | East Catholic | Home - Avon Old Farms-Jennings Rink [Directions] | 1:00 p.m. | W 3-2 | |
| Wed., 12/29 | V Boys Indoor Track | JV HPHS Meet | Away - Not Listed | 10:00 a.m. | ||
| Wed., 12/29 | V Girls Indoor Track | JV HPHS Meet | Away - Not Listed | 10:00 a.m. | ||
| Fri., 12/31 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion-Red [Directions] | 1:00 p.m. | W 3-1 | |
| Sun., 1/2 | V Boys Indoor Track | Wilton Wright Invitational (SCSU, New Haven) | Away - Not Listed | 10:00 a.m. | ||
| Sun., 1/2 | V Girls Indoor Track | Wilton Wright Invitational (SCSU, New Haven) | Away - Not Listed | 10:00 a.m. | ||
| Tue., 1/4 | V Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 6:45 p.m. | W 107-58 | |
| Tue., 1/4 | JV Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:15 p.m. | ||
| Tue., 1/4 | FR Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 3:30 p.m. | ||
| Tue., 1/4 | V Boys Swimming and Diving | E.O. Smith - Tolland Hammerheads | Away - Mansfield Community Center-Pool [Directions] | Postponed | ||
| Tue., 1/4 | JV Girls Ice Hockey | Avon | Home - Simsbury - ISCC-Olympic [Directions] | 8:20 p.m. | ||
| Wed., 1/5 | V Boys Ice Hockey | Watertown-Pomperaug | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | W 4-1 | |
| Wed., 1/5 | V Wrestling | RHAM | Away - RHAM HS-Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/6 | V Boys Basketball | Northwest Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 81-80 | |
| Thu., 1/6 | JV Boys Basketball | Northwest Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/6 | FR Boys Basketball | Northwest Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 1/6 | JV Girls Basketball | Berlin | Away - Berlin HS-Gibney Gymnasium [Directions] | Postponed | ||
| Thu., 1/6 | FR Girls Basketball | Berlin | Away - Berlin HS-Gibney Gymnasium [Directions] | Postponed | ||
| Sat., 1/8 | V Boys Ice Hockey | Northwest Catholic | Away - Simsbury - ISCC-Olympic [Directions] | 6:20 p.m. | L 1-2 | |
| Sat., 1/8 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:00 p.m. | W 10-1 | |
| Sat., 1/8 | V Girls Indoor Track | Elm City Coaches Invite | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 1/8 | V Girls Indoor Track | Elm City Coaches Invite | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sun., 1/9 | JV Girls Ice Hockey | Longmeadow (MA) (Scrim.) | Away - Fitzpatrick Rink-Rink | 11:00 a.m. | ||
| Mon., 1/10 | JV Girls Ice Hockey | Avon | Away - Newington Ice Arena-Red Rink [Directions] | 4:25 p.m. | ||
| Tue., 1/11 | V Boys Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 6:45 p.m. | W 70-66(OT) | |
| Tue., 1/11 | JV Boys Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/11 | FR Boys Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/11 | V Boys Swimming and Diving | Farmington | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 1/11 | JV Girls Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | Postponed | ||
| Tue., 1/11 | FR Girls Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | Postponed | ||
| Wed., 1/12 | V Boys Ice Hockey | Glastonbury | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | L 2-4 | |
| Wed., 1/12 | V Wrestling | Platt | Away - Platt HS-Gym [Directions] | 7:00 p.m. | ||
| Fri., 1/14 | V Boys Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 89-64 | |
| Fri., 1/14 | JV Boys Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/14 | FR Boys Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/14 | V Boys Indoor Track | Hillhouse Varsity Night Meet | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 1/14 | V Boys Swimming and Diving | Plainville Boys Swimming | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/14 | V Girls Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 6:45 p.m. | W 74-40 | |
| Fri., 1/14 | JV Girls Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/14 | FR Girls Basketball | New Britain | Away - New Britain HS-Gym [Directions] | Postponed | ||
| Fri., 1/14 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Simsbury - ISCC-Olympic [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 1/14 | V Girls Indoor Track | Hillhouse Varsity Night Meet | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Sat., 1/15 | V Boys Ice Hockey | East Catholic | Away - Champions Skating Rink - Cromwell-Lower Rink [Directions] | 8:00 p.m. | L 1-2 | |
| Sat., 1/15 | V Boys Indoor Track | Hillhouse Freshman/Sophomore Meet | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 1/15 | V Boys Indoor Track | HPHS Meet | Away - Not Listed | 10:00 a.m. | ||
| Sat., 1/15 | V Wrestling | Hall, Conard, Daniel Hand, East Hartford, Granby Memorial, Greenwich, Haddam-Killingworth, Manchester, TBA, New Britain, Newington, Norwich Free Academy, Ridgefield, Southington, Wethersfield, Windham | Away - Hall HS-Robinson Gym | 9:30 a.m. | ||
| Sat., 1/15 | V Girls Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | 12:00 p.m. | L 41-38 | |
| Sat., 1/15 | V Girls Ice Hockey | Conard | Home - Enfield Twin Rinks-Rink 1 [Directions] | 6:30 p.m. | T 1-1 | |
| Sat., 1/15 | V Girls Indoor Track | Hillhouse Freshman/Sophomore Meet | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 1/15 | V Girls Indoor Track | HPHS Meet | Away - Not Listed | 10:00 a.m. | ||
| Mon., 1/17 | V Boys Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 88-46 | |
| Mon., 1/17 | V Boys Ice Hockey | Simsbury | Away - Simsbury Farms Ice Rink-Ice Rink [Directions] | 7:00 p.m. | L 0-3 | |
| Mon., 1/17 | V Girls Ice Hockey | New Canaan | Away - Terry Conners - Stamford-Ice Rink [Directions] | 11:00 a.m. | L 5-0 | |
| Tue., 1/18 | V Boys Swimming and Diving | Berlin | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 1/18 | V Girls Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 6:45 p.m. | W 51-47 | |
| Tue., 1/18 | JV Girls Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:15 p.m. | ||
| Tue., 1/18 | FR Girls Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 3:45 p.m. | ||
| Wed., 1/19 | V Wrestling | Bloomfield Weaver, Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/20 | V Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 7:00 p.m. | L 54-81 | |
| Thu., 1/20 | JV Girls Basketball | Holy Cross | Away - Holy Cross-Tim McDonald Gymnasium [Directions] | 5:25 p.m. | ||
| Fri., 1/21 | V Boys Indoor Track | New Balance Games | Away - Not Listed | 9:00 a.m. | ||
| Fri., 1/21 | V Girls Ice Hockey | Simsbury | Home - Simsbury - ISCC-Olympic [Directions] | 6:00 p.m. | L 4-0 | |
| Fri., 1/21 | V Girls Indoor Track | New Balance Games | Away - Not Listed | 9:00 a.m. | ||
| Sat., 1/22 | V Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 3:00 p.m. | W 65-62 | |
| Sat., 1/22 | JV Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 1:30 p.m. | ||
| Sat., 1/22 | FR Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 12:00 p.m. | ||
| Sat., 1/22 | V Boys Ice Hockey | Wethersfield | Away - Newington Ice Arena-Blue Rink [Directions] | 8:00 p.m. | L 2-4 | |
| Sat., 1/22 | V Wrestling | Granby Memorial, Bacon Academy, Darien, East Hartford, East Haven, Montville, Suffield/Windsor Locks | Away - Granby Memorial HS-K.L. King Gymnasium | 9:00 a.m. | ||
| Sat., 1/22 | V Girls Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 12:00 p.m. | W 58-52 | |
| Sat., 1/22 | JV Girls Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 10:30 a.m. | ||
| Sat., 1/22 | FR Girls Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 9:00 a.m. | ||
| Sat., 1/22 | JV Girls Ice Hockey | Simsbury | Away - Simsbury Farms Ice Rink-Ice Rink [Directions] | 12:30 p.m. | ||
| Sun., 1/23 | V Girls Ice Hockey | Scrimmage vs Northern Lights U19 Tier 2 | Away - DO NOT USE - Inter. Skating Center - Olympic-International Skating Center, Olympic Rink | 6:00 p.m. | Cancelled | |
| Mon., 1/24 | JV Boys Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/24 | FR Boys Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/25 | V Boys Swimming and Diving | East Hartford | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 1/25 | V Girls Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 28-42 | |
| Tue., 1/25 | JV Girls Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/25 | FR Girls Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/25 | V Girls Ice Hockey | Avon | Home - Simsbury - ISCC-Olympic [Directions] | 7:50 p.m. | L 2-4 | |
| Wed., 1/26 | V Boys Ice Hockey | Northwest Catholic | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | L 1-5 | |
| Wed., 1/26 | V Boys Indoor Track | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/26 | V Wrestling | Maloney | Away - Maloney HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/26 | V Girls Basketball | Hartford Public | Away - Hartford Public HS-Field House [Directions] | 5:30 p.m. | W 68-38 | |
| Wed., 1/26 | V Girls Indoor Track | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/28 | V Boys Basketball | Farmington | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 87-66 | |
| Fri., 1/28 | JV Boys Basketball | Farmington | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/28 | FR Boys Basketball | Farmington | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/28 | V Girls Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 6:45 p.m. | W 67-33 | |
| Fri., 1/28 | JV Girls Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/28 | FR Girls Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/28 | JV Girls Ice Hockey | East Catholic Coop | Home - Simsbury - ISCC-Olympic [Directions] | 6:00 p.m. | ||
| Sat., 1/29 | V Wrestling | East Hartford, Branford, Bunnell, Farmington, Granby Memorial, New London | Away - East Hartford HS-Main Gym | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 8:00 a.m. | ||||||
| Mon., 1/31 | V Boys Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 6:30 p.m. | W 104-38 | |
| Mon., 1/31 | JV Boys Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 5:00 p.m. | ||
| Mon., 1/31 | FR Boys Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 3:30 p.m. | ||
| Mon., 1/31 | V Girls Basketball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 77-45 | |
| Mon., 1/31 | JV Girls Basketball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/31 | FR Girls Basketball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 1/31 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:10 p.m. | ||
| Tue., 2/1 | V Boys Swimming and Diving | Manchester/RHAM | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 2/2 | V Boys Basketball | Hillhouse | Away - Floyd Little Athletic Center-Field House [Directions] | 6:00 p.m. | L 70-77 | |
| Wed., 2/2 | V Boys Ice Hockey | E.O. Smith-Tolland | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | L 0-3 | |
| Wed., 2/2 | V Wrestling | Avon | Away - Avon HS-Small gym [Directions] | 6:00 p.m. | ||
| Wed., 2/2 | V Girls Basketball | Sacred Heart Academy | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 29-50 | |
| Wed., 2/2 | JV Girls Basketball | Sacred Heart Academy | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/2 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | W 3-0 | |
| Fri., 2/4 | JV Boys Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | Postponed | ||
| Fri., 2/4 | FR Boys Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | Postponed | ||
| Fri., 2/4 | FR Girls Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | Canceled | Cancelled | |
| Sat., 2/5 | V Boys Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 93-82 | |
| Sat., 2/5 | JV Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | Postponed | ||
| Sat., 2/5 | FR Boys Basketball | Hillhouse | Away - Hillhouse HS-Gym [Directions] | Postponed | ||
| Sat., 2/5 | V Boys Ice Hockey | Glastonbury | Away - Koeppel Community Sports Center - Trinity College-Albert Creighton Williams '64 Rink [Directions] | 7:30 p.m. | W 4-0 | |
| Sat., 2/5 | V Wrestling | Rick Sherman Duals | Away - East Lyme HS-North Gym | 9:30 a.m. | ||
| Sat., 2/5 | V Girls Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | 4:00 p.m. | W 51-43 | |
| Sat., 2/5 | JV Girls Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | 2:30 p.m. | ||
| Sat., 2/5 | V Girls Ice Hockey | Guilford Coop | Away - Northford Ice Pavilion-Blue [Directions] | 7:40 p.m. | L 4-2 | |
| Mon., 2/7 | V Boys Indoor Track | Last Chance State Qualifier | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Mon., 2/7 | V Girls Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 46-32 | |
| Mon., 2/7 | JV Girls Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/7 | FR Girls Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/7 | V Girls Indoor Track | Last Chance State Qualifier | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Tue., 2/8 | V Boys Basketball | Bulkeley | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 106-50 | |
| Tue., 2/8 | JV Boys Basketball | Bulkeley | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/8 | FR Boys Basketball | Bulkeley | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/8 | V Boys Swimming and Diving | Enfield/Ellington/Suffield | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 2/9 | V Boys Ice Hockey | Sheehan | Away - Choate Rosemary Hall-Ice Rink [Directions] | 8:00 p.m. | W 3-0 | |
| Wed., 2/9 | V Wrestling | E.O. Smith | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/9 | V Girls Basketball | South Windsor | Away - South Windsor HS-Gym [Directions] | 6:45 p.m. | L 49-52(OT) | |
| Wed., 2/9 | JV Girls Basketball | South Windsor | Away - South Windsor HS-Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/9 | V Girls Ice Hockey | Avon | Away - Newington Ice Arena-Red Rink [Directions] | 5:10 p.m. | L 6-0 | |
| Thu., 2/10 | V Boys Basketball | Bristol Central | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 6:45 p.m. | L 67-83 | |
| Thu., 2/10 | JV Boys Basketball | Bristol Central | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 2/10 | FR Boys Basketball | Bristol Central | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 2/10 | V Boys Swimming and Diving | Simsbury, Rocky Hill | Away - Westminster School-Pool [Directions] | 8:00 p.m. | ||
| Thu., 2/10 | V Wrestling | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 6:00 p.m. | ||
| Thu., 2/10 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Simsbury - ISCC-NHL [Directions] | 5:00 p.m. | ||
| Fri., 2/11 | V Boys Basketball | Newington | Away - Newington HS-Gym [Directions] | 6:45 p.m. | W 87-72 | |
| Fri., 2/11 | JV Boys Basketball | Newington | Away - Newington HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/11 | FR Boys Basketball | Newington | Away - Newington HS-Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/11 | V Girls Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 40-57 | |
| Fri., 2/11 | JV Girls Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/11 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Arena-Blue Rink [Directions] | 8:30 p.m. | W 4-3(OT) | |
| Sat., 2/12 | V Boys Ice Hockey | South Windsor | Away - South Windsor Arena-Ice Rink [Directions] | 3:10 p.m. | W 1-0 | |
| Sat., 2/12 | V Boys Indoor Track | Class L Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 2/12 | V Boys Indoor Track | Class L State Championship | Away - Not Listed | 10:00 a.m. | ||
| Sat., 2/12 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice-New [Directions] | 8:00 p.m. | W 11-4 | |
| Sat., 2/12 | V Girls Indoor Track | Class L Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 2/12 | V Girls Indoor Track | Class L State Championship | Away - Not Listed | 10:00 a.m. | ||
| Mon., 2/14 | V Boys Swimming and Diving | South Windsor | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Mon., 2/14 | V Girls Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W Forfeit | |
| Mon., 2/14 | JV Girls Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/14 | V Girls Ice Hockey | West Haven/SHA | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:10 p.m. | W 2-0 | |
| Tue., 2/15 | V Boys Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 6:45 p.m. | W 86-49 | |
| Tue., 2/15 | JV Boys Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/15 | FR Boys Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/15 | V Girls Basketball | Berlin | Away - Berlin HS-Gibney Gymnasium [Directions] | 3:45 p.m. | W 44-39 | |
| Wed., 2/16 | V Boys Ice Hockey | Cheshire | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | W 6-0 | |
| Wed., 2/16 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Simsbury - ISCC-Olympic [Directions] | 4:10 p.m. | L 4-2 | |
| Thu., 2/17 | V Boys Swimming and Diving | Glastonbury | Away - Glastonbury HS-Pool [Directions] | 4:00 p.m. | ||
| Thu., 2/17 | V Girls Basketball | Farmington | Away - Farmington HS [Directions] | 6:00 p.m. | W 45-16 | |
| Fri., 2/18 | V Boys Basketball | Manchester | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 96-75 | |
| Fri., 2/18 | JV Boys Basketball | Manchester | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/18 | FR Boys Basketball | Manchester | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/18 | V Wrestling | Class L Championship - Day 1 | Away - Wilton | 3:00 p.m. | ||
| Sat., 2/19 | V Boys Ice Hockey | Daniel Hand | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | W 6-3 | |
| Sat., 2/19 | V Boys Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Boys Indoor Track | State Open Championships | Away - Not Listed | 12:00 p.m. | ||
| Sat., 2/19 | V Wrestling | Class L Championship - Day 2 | Away - Wilton | 9:00 a.m. | ||
| Sat., 2/19 | V Girls Basketball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 11:00 a.m. | ||
| Sat., 2/19 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:20 p.m. | W 11-3 | |
| Sat., 2/19 | V Girls Indoor Track | State Open | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/19 | V Girls Indoor Track | State Open Championships | Away - Not Listed | 12:00 p.m. | ||
| Mon., 2/21 | JV Wrestling | Simsbury, Avon, Berlin, Bristol Central, Bristol Eastern, Conard, East Hartford, East Haven, Enfield, Farmington, Maloney, Manchester, New Britain, New Fairfield, New Milford, Platt, Rocky Hill, South Windsor, Trumbull, Wethersfield, Hall | Away - Simsbury HS-Simsbury / Main Gym | 9:30 a.m. | ||
| Tue., 2/22 | V Boys Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 6:45 p.m. | W 91-73 | |
| Tue., 2/22 | JV Boys Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/22 | FR Boys Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 2/22 | V Boys Swimming and Diving | East Catholic | Home - Windsor HS-WHS Pool [Directions] | 3:30 p.m. | ||
| Wed., 2/23 | V Boys Ice Hockey | Wethersfield | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | W 3-2 | |
| Thu., 2/24 | V Boys Basketball | Manchester | Home - Windsor HS-WHS Main Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/24 | V Boys Swimming and Diving | Suffield | Home - Windsor HS-WHS Pool [Directions] | 5:00 p.m. | ||
| Sat., 2/26 | V Boys Basketball | RHAM | Home - Enfield HS-EHS GYM - MAIN [Directions] | 1:00 p.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 Girls Ice Hockey | Avon | Away - Newington Ice Arena-Blue Rink [Directions] | 4:30 p.m. | L 3-2 | |
| Tue., 3/1 | V Boys Basketball | Bristol Central | Away - Enfield HS-EHS GYM - MAIN [Directions] | 6:00 p.m. | ||
| Tue., 3/1 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavilion-Red [Directions] | 4:00 p.m. | W 3-2 | |
| Tue., 3/1 | V Girls Basketball | South Windsor | Home - Windsor HS-WHS Main Gym [Directions] | 6:30 p.m. | ||
| Wed., 3/2 | V Boys Swimming and Diving | Glastonbury, East Catholic, East Hartford, Enfield, TBA, South Windsor | Away - Glastonbury HS-Pool | 3:45 p.m. | ||
| Thu., 3/3 | V Boys Swimming and Diving | East Catholic, East Hartford, Enfield, Glastonbury, Manchester/RHAM, South Windsor | Home - Windsor HS-WHS Pool [Directions] | 4:30 p.m. | ||
| Fri., 3/4 | V Girls Basketball | Pomperaug | Away - Pomperaug HS-Main Gym [Directions] | 6:30 p.m. | ||
| Fri., 3/4 | Unified Sports Basketball | Norwich Free Academy | Home - Windsor HS-WHS Main Gym [Directions] | 3:00 p.m. | ||
| Sat., 3/5 | V Boys Indoor Track | New England Championships (Boston, MA) | Away - Not Listed | 10:00 a.m. | ||
| Sat., 3/5 | V Girls Indoor Track | New England Championships (Boston, MA) | Away - Not Listed | 12:00 p.m. | ||
| Mon., 3/7 | V Boys Ice Hockey | East Haven Coop | Home - Avon Old Farms-Jennings Rink [Directions] | 6:00 p.m. | ||
| Thu., 3/10 | V Boys Basketball | Manchester | Home - Windsor HS-WHS Main Gym [Directions] | 6:30 p.m. | ||
| Thu., 3/10 | V Boys Swimming and Diving | CIAC Class M Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Fri., 3/11 | V Boys Ice Hockey | Sheehan | Away - Newington Ice Arena-Blue Rink [Directions] | 7:00 p.m. | ||
| Fri., 3/11 | V Boys Indoor Track | 2022 NSAF Indoor Nationals | Away - Not Listed | 12:00 p.m. | ||
| Fri., 3/11 | V Girls Indoor Track | 2022 NSAF Indoor Nationals | Away - Not Listed | 12:00 p.m. | ||
| Sun., 3/13 | V Boys Swimming and Diving | CIAC Class M Qualifying Meet | Away - Cornerstone Pool | 1:00 p.m. | ||
| Mon., 3/14 | V Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 7:00 p.m. | ||
| Wed., 3/16 | V Boys Basketball | Notre Dame-West Haven | Away - New Britain HS-Gym [Directions] | 7:00 p.m. | ||
| Wed., 3/16 | V Boys Swimming and Diving | CIAC Class M Swimming Championships | Away - Cornerstone Pool | 6:00 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 | Hall (Scrim.) | Away - Hall HS-Varsity Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 3/24 | V Baseball | Cheney Tech (Scrim.) | Away - Cheney Tech.-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Sat., 3/26 | V Baseball | Cromwell (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 10:00 a.m. | ||
| Sat., 3/26 | V Baseball | Cromwell (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 1:00 p.m. | ||
| Sat., 3/26 | V Softball | Haddam-Killingworth (Scrim.) | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 10:00 a.m. | ||
| Sat., 3/26 | V Softball | Northwestern (Scrim.) | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 1:00 p.m. | ||
| Tue., 3/29 | V Baseball | Northwest Catholic (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Tue., 3/29 | JV Baseball | Plainville (Scrim.) | Home - Windsor HS-JV Baseball Field [Directions] | 3:30 p.m. | ||
| Tue., 3/29 | V Girls Lacrosse | Suffield (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | V Baseball | St. Paul Catholic (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 4:30 p.m. | ||
| Wed., 3/30 | V Softball | Manchester (Scrim.) | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | V Baseball | Granby Memorial (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | JV Baseball | Granby Memorial (Scrim.) | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | V Girls Lacrosse | Wethersfield (Scrim.) | Away - Wethersfield HS-Cottone Field [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | V Softball | North Haven (Scrim.) | Away - North Haven Athletic Complex-Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 3/31 | JV Softball | North Haven (Scrim.) | Away - North Haven Athletic Complex-Brook Field-Softball [Directions] | 4:00 p.m. | ||
| Sat., 4/2 | V Girls Lacrosse | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | 1:00 p.m. | L 1-14 | |
| Sat., 4/2 | JV Girls Lacrosse | Hamden | Away - Hamden HS-HHS Turf Field #1 [Directions] | 2:15 p.m. | ||
| Sat., 4/2 | V Softball | Middletown (Scrim.) | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 10:30 a.m. | ||
| Mon., 4/4 | V Baseball | Avon | Away - Buckingham Fields-90 ft. Baseball Diamond [Directions] | 3:45 p.m. | W 5-3 | |
| Mon., 4/4 | V Boys Lacrosse | Maloney-Platt | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 1-15 | |
| Mon., 4/4 | V Softball | Wethersfield | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 3:45 p.m. | W 14-3 | |
| Mon., 4/4 | JV Softball | Wethersfield | Home - Windsor HS-WHS JV Softball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/4 | V Girls Tennis | Plainville | Away - Plainville HS-PHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Tue., 4/5 | JV Baseball | Avon | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 4/5 | V Boys Golf | Plainville | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | 213 | |
| Tue., 4/5 | V Boys Outdoor Track | Newington | Away - Newington HS-Track [Directions] | 3:45 p.m. | ||
| Tue., 4/5 | V Girls Lacrosse | RHAM | Away - RHAM HS-Lacrosse Field [Directions] | 4:30 p.m. | L 6-18 | |
| Tue., 4/5 | JV Girls Lacrosse | RHAM | Away - RHAM HS-Lacrosse Field [Directions] | 6:00 p.m. | ||
| Tue., 4/5 | V Girls Outdoor Track | Newington | Away - Newington HS-Track [Directions] | 3:45 p.m. | ||
| Thu., 4/7 | V Baseball | Hartford Public | Away - Hyland Park-Turf Baseball Diamond [Directions] | 3:45 p.m. | W 16-3 | |
| Thu., 4/7 | V Boys Lacrosse | Lewis Mills | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 4017 | |
| Thu., 4/7 | V Girls Lacrosse | Hall | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:30 p.m. | L 4-19 | |
| Thu., 4/7 | JV Girls Lacrosse | Hall | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Postponed | ||
| Fri., 4/8 | V Softball | Hartford Public | Away - GLOBAL COMMUNICATIONS ACADEMY-Quirk Field [Directions] | 3:45 p.m. | W 22-0 | |
| Fri., 4/8 | JV Softball | Hartford Public | Away - Hartford Public HS-JV Field [Directions] | Canceled | Cancelled | |
| Fri., 4/8 | V Girls Tennis | Southington | Away - Southington HS-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Mon., 4/11 | V Baseball | Radnor (PA) | Away - TBA | 6:00 p.m. | W 13-6 | |
| Mon., 4/11 | V Softball | Bristol Eastern | Away - Bristol Eastern HS-Softball Field [Directions] | 11:00 a.m. | L 3-12 | |
| Mon., 4/11 | JV Softball | Bristol Eastern | Away - Bristol Eastern HS-Page Park [Directions] | 1:00 p.m. | ||
| Tue., 4/12 | JV Baseball | Wethersfield | Home - Windsor HS-JV Baseball Field [Directions] | Postponed | ||
| Tue., 4/12 | V Boys Outdoor Track | Aerospace, Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 4/12 | V Girls Outdoor Track | Aerospace, Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Wed., 4/13 | JV Baseball | Bristol Central | Away - Bristol Central HS-Lower Baseball/Soccer Field [Directions] | 11:00 a.m. | ||
| Wed., 4/13 | V Softball | Bloomfield | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 12:00 p.m. | W 24-0 | |
| Thu., 4/14 | JV Baseball | Glastonbury | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/14 | V Boys Lacrosse | Rockville | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 2:30 p.m. | L 2-15 | |
| Sat., 4/16 | V Baseball | Lewis Mills | Away - Lewis Mills HS-Baseball Field - Varsity [Directions] | 11:30 a.m. | W 14-2 | |
| Sat., 4/16 | JV Baseball | Lewis Mills | Away - Lewis Mills HS-Baseball Field - JV [Directions] | 11:30 a.m. | ||
| Mon., 4/18 | V Baseball | Berlin | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | W 7-3 | |
| Mon., 4/18 | V Boys Lacrosse | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 6:00 p.m. | L 5-15 | |
| Mon., 4/18 | V Softball | Southington | Away - Southington HS-Softball Varsity Field [Directions] | 4:15 p.m. | L 3-10 | |
| Mon., 4/18 | JV Softball | Southington | Away - Southington HS-Softball JV Field [Directions] | 4:15 p.m. | ||
| Mon., 4/18 | V Girls Tennis | Middletown | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Tue., 4/19 | V Boys Golf | Platt | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | 214 | |
| Tue., 4/19 | V Boys Lacrosse | Vinal-Goodwin | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | W 9-5 | |
| Wed., 4/20 | V Baseball | Glastonbury | Away - Riverfront Park-Baseball Diamond [Directions] | 3:45 p.m. | W 5-4 | |
| Wed., 4/20 | FR Girls Lacrosse | Glastonbury | Away - Glastonbury HS-Field 13 [Directions] | 4:00 p.m. | ||
| Wed., 4/20 | V Softball | Glastonbury | Away - Glastonbury HS-Field 10 [Directions] | 3:45 p.m. | L 8-13 | |
| Wed., 4/20 | JV Softball | Glastonbury | Away - Glastonbury HS-Field 9 [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | V Girls Tennis | Windsor Locks | Away - Windsor Locks HS-Steven A. Wandzy Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Thu., 4/21 | V Boys Golf | Bristol Eastern | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | 223 | |
| Thu., 4/21 | V Boys Lacrosse | Tolland | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 3-16 | |
| Thu., 4/21 | JV Boys Lacrosse | Tolland | Home - Windsor HS-WHS Grass Field [Directions] | 5:30 p.m. | ||
| Thu., 4/21 | V Boys Outdoor Track | Wethersfield | Away - Wethersfield HS-DiCicco Field [Directions] | 3:45 p.m. | ||
| Thu., 4/21 | FR Girls Lacrosse | Conard | Away - Conard HS-North Field [Directions] | 4:00 p.m. | ||
| Thu., 4/21 | V Girls Outdoor Track | Wethersfield | Away - Wethersfield HS-DiCicco Field [Directions] | 3:45 p.m. | ||
| Thu., 4/21 | V Softball | Hall | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 3:45 p.m. | L 1-5 | |
| Thu., 4/21 | JV Softball | Hall | Home - Windsor HS-WHS JV Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 4/22 | V Baseball | Wethersfield | Away - Wethersfield HS-Esposito Field [Directions] | 3:45 p.m. | W 10-0 | |
| Fri., 4/22 | JV Baseball | Wethersfield | Away - Samuel B. Webb Elementary School-Webb Field [Directions] | 3:45 p.m. | ||
| Fri., 4/22 | V Girls Lacrosse | Farmington | Away - Farmington HS-Turf Field [Directions] | 4:00 p.m. | L 4-16 | |
| Fri., 4/22 | JV Girls Lacrosse | Farmington | Away - Farmington HS-Turf Field [Directions] | 5:30 p.m. | ||
| Sat., 4/23 | JV Baseball | Berlin | Away - Sage Park Berlin-Zipadelli Field [Directions] | 12:30 p.m. | ||
| Sat., 4/23 | V Softball | Notre Dame-Fairfield | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 12:00 p.m. | L 7-11 | |
| Mon., 4/25 | V Baseball | New Britain | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | W 6-5 | |
| Mon., 4/25 | V Boys Lacrosse | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | L 10-8 | |
| Mon., 4/25 | V Girls Lacrosse | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 6-20 | |
| Mon., 4/25 | JV Girls Lacrosse | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Mon., 4/25 | V Softball | New Britain | Away - Martha Hart Park, New Britain [Directions] | 3:45 p.m. | W 21-4 | |
| Mon., 4/25 | JV Softball | New Britain | Away - Chesley Park [Directions] | Postponed | ||
| Mon., 4/25 | V Girls Tennis | Lewis Mills | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Tue., 4/26 | JV Baseball | New Britain | Away - Stanley Quarter Park-Baseball Diamond [Directions] | Postponed | ||
| Tue., 4/26 | V Boys Golf | Maloney | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | 220 | |
| Tue., 4/26 | FR Girls Lacrosse | Hall | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Wed., 4/27 | V Baseball | Rocky Hill | Away - Griswold MS-Rocky Hill-Baseball Diamond [Directions] | 3:45 p.m. | W 4-1 | |
| Wed., 4/27 | V Girls Lacrosse | Bristol Eastern | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | L 3-17 | |
| Wed., 4/27 | JV Girls Lacrosse | Bristol Eastern | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Wed., 4/27 | V Softball | Rocky Hill | Away - Elm Ridge Park / Vincino Field-Vincino Field [Directions] | 6:00 p.m. | W 8-4 | |
| Wed., 4/27 | JV Softball | Rocky Hill | Away - Elm Ridge Park / Vincino Field-Vincino Field [Directions] | 3:45 p.m. | ||
| Wed., 4/27 | V Girls Tennis | Avon | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Thu., 4/28 | JV Baseball | Rocky Hill | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Boys Lacrosse | Bristol Coop | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | L 17-6 | |
| Fri., 4/29 | V Baseball | East Catholic | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | W 12-2 | |
| Fri., 4/29 | V Girls Lacrosse | South Windsor | Away - South Windsor HS-SWHS Turf Field [Directions] | 4:00 p.m. | L 2-14 | |
| Fri., 4/29 | JV Girls Lacrosse | South Windsor | Away - South Windsor HS-SWHS Turf Field [Directions] | 5:30 p.m. | ||
| Fri., 4/29 | V Softball | Berlin | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 6:30 p.m. | W 16-4 | |
| Fri., 4/29 | JV Softball | Berlin | Home - Windsor HS-WHS JV Softball Field [Directions] | 3:45 p.m. | ||
| Sat., 4/30 | JV Baseball | East Catholic | Away - East Catholic HS-Penders Field [Directions] | 11:00 a.m. | ||
| Mon., 5/2 | V Baseball | Platt | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | W 13-3 | |
| Mon., 5/2 | JV Baseball | Platt | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/2 | V Boys Golf | Bristol Central | Away - Pequabuck Golf Club-Golf Course, Front 9 [Directions] | 2:45 p.m. | 223 | |
| Mon., 5/2 | V Boys Lacrosse | Prince/Cheney Coop | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | W Forfeit | |
| Mon., 5/2 | V Boys Lacrosse | Middletown (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | ||
| Mon., 5/2 | V Girls Lacrosse | Northwest Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 1-13 | |
| Mon., 5/2 | JV Girls Lacrosse | Northwest Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Mon., 5/2 | JV Softball | Maloney | Home - Windsor HS-WHS JV Softball Field [Directions] | Postponed | ||
| Tue., 5/3 | V Boys Lacrosse | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 5:00 p.m. | L 0-19 | |
| Tue., 5/3 | JV Boys Lacrosse | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | Canceled | Cancelled | |
| Tue., 5/3 | V Boys Outdoor Track | New Britain | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri [Directions] | 3:45 p.m. | ||
| Tue., 5/3 | V Girls Outdoor Track | New Britain | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri [Directions] | 3:45 p.m. | ||
| Tue., 5/3 | V Softball | Maloney | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 4:15 p.m. | L 2-5 | |
| Tue., 5/3 | V Girls Tennis | Rocky Hill | Home - Windsor HS-WHS Tennis Courts [Directions] | 4:00 p.m. | L 0-7 [Detailed Results] | |
| Wed., 5/4 | V Baseball | New Britain | Away - Beehive Field-Baseball Diamond [Directions] | 7:00 p.m. | W 6-2 | |
| Wed., 5/4 | V Girls Lacrosse | East Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L 3-19 | |
| Wed., 5/4 | JV Girls Lacrosse | East Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | ||
| Wed., 5/4 | JV Softball | Bristol Central | Home - Windsor HS-WHS JV Softball Field [Directions] | Canceled | Cancelled | |
| Thu., 5/5 | V Boys Golf | Plainville | Away - Hawks Landing County Club [Directions] | 3:00 p.m. | 233 | |
| Thu., 5/5 | V Boys Lacrosse | E.O. Smith | Away - Farrell Field Park-Upper Field [Directions] | 3:45 p.m. | L 3-21 | |
| Thu., 5/5 | JV Boys Lacrosse | E.O. Smith | Away - Farrell Field Park-Upper Field [Directions] | Canceled | Cancelled | |
| Thu., 5/5 | V Softball | Bristol Central | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 6:30 p.m. | L 5-9 | |
| Fri., 5/6 | V Baseball | East Hartford | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 4:00 p.m. | W 10-7 | |
| Fri., 5/6 | JV Baseball | Tolland | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/6 | V Girls Lacrosse | RHAM | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 6-13 | |
| Fri., 5/6 | JV Girls Lacrosse | RHAM | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Fri., 5/6 | V Girls Tennis | Enfield | Away - Enfield HS-EHS TENNIS COURTS [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Sat., 5/7 | V Softball | Ellington | Away - Ellington HS-Softball Diamond [Directions] | 10:00 a.m. | L 2-4 | |
| Mon., 5/9 | V Baseball | Newington | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | W 5-2 | |
| Mon., 5/9 | V Girls Lacrosse | Middletown/Coginchaug | Away - Middletown HS-MHS Stadium [Directions] | 4:00 p.m. | L 12-17 | |
| Mon., 5/9 | FR Girls Lacrosse | Glastonbury (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Softball | South Windsor | Away - South Windsor HS-Varsity Softball Diamond Ayers Road [Directions] | 3:45 p.m. | W 16-5 | |
| Tue., 5/10 | JV Baseball | Newington | Away - Clem Lemire Complex-Legends Field [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | V Boys Golf | Bristol Central | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | 223 | |
| Tue., 5/10 | V Boys Outdoor Track | Innovation, Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | Innovation, Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | JV Softball | New Britain | Away - Martha Hart Park, New Britain [Directions] | 3:45 p.m. | ||
| Tue., 5/10 | V Girls Tennis | Bristol Central | Home - Windsor HS-WHS Tennis Courts [Directions] | 5:00 p.m. | L 0-7 [Detailed Results] | |
| Wed., 5/11 | JV Baseball | Northwest Catholic | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/11 | V Girls Lacrosse | Berlin | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | L Forfeit | |
| Wed., 5/11 | JV Girls Lacrosse | Berlin | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Postponed | ||
| Wed., 5/11 | V Softball | Bulkeley | Away - Bulkeley HS-Softball Diamond [Directions] | 3:45 p.m. | Cancelled | |
| Wed., 5/11 | V Softball | Cromwell | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 6:00 p.m. | L 3-11 | |
| Wed., 5/11 | JV Softball | Manchester | Home - Windsor HS-WHS JV Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/11 | V Girls Tennis | Newington | Away - Newington HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Thu., 5/12 | V Baseball | Newington | Away - Alumni Field-Baseball Diamond [Directions] | 4:30 p.m. | W 1-0 | |
| Thu., 5/12 | V Baseball | Southington | Away - Dunkin' Donuts Park (Hartford, CT)-Yard Goats [Directions] | Postponed | ||
| Thu., 5/12 | V Boys Golf | Platt | Away - Hunter Golf Club [Directions] | 3:00 p.m. | ||
| Thu., 5/12 | V Softball | Newington | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 4:15 p.m. | W 4-3 | |
| Fri., 5/13 | JV Baseball | Newington | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/13 | V Girls Tennis | Wethersfield | Away - Wethersfield HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Sat., 5/14 | V Softball | Waterford | Away - Waterford HS-Lancer Softball Field [Directions] | 11:00 a.m. | L 5-17 | |
| Mon., 5/16 | FR Girls Lacrosse | Hall | Away - Hall HS-Field Hockey Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Softball | E.O. Smith | Away - E.O. Smith HS-Varsity Softball Field [Directions] | 3:45 p.m. | W 4-2 | |
| Mon., 5/16 | V Girls Tennis | Bulkeley/HMTCA/Weaver | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Tue., 5/17 | V Baseball | Southington | Away - Southington HS-Baseball Varsity Field [Directions] | 6:30 p.m. | L 4-3 | |
| Tue., 5/17 | JV Baseball | Southington | Away - Southington HS-Baseball JV Field [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Boys Outdoor Track | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 4:00 p.m. | ||
| Tue., 5/17 | V Girls Lacrosse | Newington | Away - Newington HS-Clem Lemire Turf Field (150 New Britain Ave) [Directions] | 3:30 p.m. | L 2-24 | |
| Tue., 5/17 | JV Girls Lacrosse | Newington | Away - Newington HS-Clem Lemire Turf Field (150 New Britain Ave) [Directions] | Canceled | Cancelled | |
| Tue., 5/17 | V Girls Outdoor Track | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 3:45 p.m. | ||
| Wed., 5/18 | V Baseball | Enfield | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 5:00 p.m. | W 12-6 | |
| Wed., 5/18 | JV Baseball | Enfield | Home - Windsor HS-JV Baseball Field [Directions] | 5:00 p.m. | ||
| Wed., 5/18 | V Boys Lacrosse | Maloney-Platt | Away - Maloney HS-Turf Field [Directions] | 4:00 p.m. | L 3-13 | |
| Wed., 5/18 | V Girls Lacrosse | Somers | Away - Somers HS-Somers High School Turf Field [Directions] | 5:00 p.m. | L 1-16 | |
| Wed., 5/18 | JV Girls Lacrosse | Somers | Away - Somers HS-Somers High School Turf Field [Directions] | Postponed | ||
| Wed., 5/18 | V Softball | Enfield | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 6:30 p.m. | L 2-6 | |
| Wed., 5/18 | JV Softball | Enfield | Home - Windsor HS-WHS JV Softball Field [Directions] | 5:00 p.m. | ||
| Wed., 5/18 | V Girls Tennis | New Britain | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Thu., 5/19 | V Boys Golf | Maloney | Away - Hunter Golf Club [Directions] | 3:00 p.m. | 251 | |
| Thu., 5/19 | V Boys Lacrosse | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 18-2 | |
| Thu., 5/19 | JV Boys Lacrosse | Wethersfield | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Thu., 5/19 | JV Softball | E.O. Smith | Home - Windsor HS-WHS JV Softball Field [Directions] | Postponed | ||
| Fri., 5/20 | JV Softball | Coginchaug | Home - Windsor HS-WHS JV Softball Field [Directions] | Postponed | ||
| Fri., 5/20 | V Girls Tennis | Bloomfield | Away - Carmen Arace-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Sat., 5/21 | V Baseball | Tolland | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:30 p.m. | W 9-5 | |
| Sat., 5/21 | JV Baseball | Tolland | Home - Windsor HS-JV Baseball Field [Directions] | 3:30 p.m. | ||
| Mon., 5/23 | V Baseball | Bloomfield | Away - Colt Park-Johnny Taylor Field (Baseball #9) [Directions] | 3:45 p.m. | W 14-2 | |
| Mon., 5/23 | V Boys Golf | Bristol Eastern | Away - Chippanee Country Club [Directions] | 3:00 p.m. | 239 | |
| Mon., 5/23 | V Boys Lacrosse | Rockville | Away - Rockville HS-Stadium Field [Directions] | 6:00 p.m. | L 0-14 | |
| Mon., 5/23 | V Girls Lacrosse | Tolland | Away - Tolland HS-Stadium [Directions] | 5:30 p.m. | L 3-14 | |
| Mon., 5/23 | JV Girls Lacrosse | Tolland | Away - Tolland HS-Stadium [Directions] | 4:00 p.m. | ||
| Mon., 5/23 | FR Girls Lacrosse | Southington | Away - Southington HS-SubVLacrosse/Soccer [Directions] | Canceled | Cancelled | |
| Mon., 5/23 | JV Softball | Glastonbury | Home - Windsor HS-WHS JV Softball Field [Directions] | 3:45 p.m. | ||
| Tue., 5/24 | V Boys Golf | Middletown | Away - Lyman Orchards [Directions] | 3:00 p.m. | 234 | |
| Tue., 5/24 | V Boys Outdoor Track | CCC North Championship | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri | 3:30 p.m. | ||
| Tue., 5/24 | V Girls Lacrosse | Avon | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | L 7-20 | |
| Tue., 5/24 | JV Girls Lacrosse | Avon | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | ||
| Tue., 5/24 | V Girls Outdoor Track | CCC North Championship | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri | 3:30 p.m. | ||
| Tue., 5/24 | JV Softball | Newington | Home - Windsor HS-WHS JV Softball Field [Directions] | Canceled | Cancelled | |
| Wed., 5/25 | V Baseball | East Granby | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 4:00 p.m. | W 7-2 | |
| Wed., 5/25 | JV Baseball | East Granby | Home - Windsor HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/25 | V Boys Lacrosse | Norwich Tech-Windham Tech (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | ||
| Wed., 5/25 | V Boys Lacrosse | Prince/Cheney Coop | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | W Forfeit | |
| Thu., 5/26 | JV Baseball | Rockville | Away - Rockville HS-Lower Field [Directions] | 3:45 p.m. | ||
| Fri., 5/27 | V Baseball | Hall (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 4:00 p.m. | ||
| Sat., 5/28 | V Softball | Coginchaug (Scrim.) | Away - Coginchaug Regional HS-Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | 10:00 a.m. | ||
| Tue., 5/31 | V Baseball | Kaynor Tech | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Tue., 5/31 | V Softball | Avon | Away - Fisher Meadow Softball Fields [Directions] | 3:45 p.m. | L 3-5 | |
| Wed., 6/1 | V Baseball | Guilford | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Wed., 6/1 | V Boys Outdoor Track | CIAC Class MM Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Wed., 6/1 | V Girls Outdoor Track | CIAC Class MM Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Sat., 6/4 | V Baseball | Lyman Hall | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 12:00 p.m. | ||
| Mon., 6/6 | V Boys Golf | CIAC Division I Spring Championship | Away - Stanley GC | 8:00 a.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 Baseball | Daniel Hand | Home - Dunkin' Donuts Park-Yard Goats [Directions] | 7:00 p.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 Baseball | Maloney | Home - Palmer Field-Baseball Diamond [Directions] | 7:00 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. | ||
| Sat., 6/11 | V Boys Golf | CIAC State Open | Away - Black Hall Club | 1:00 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. | ||