| Windsor 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 708 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Wed., 8/23 | V Football | Glastonbury (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | ||
| Mon., 8/28 | V Football | Stratford (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | ||
| Mon., 8/28 | FR Football | Stratford (Scrim.) | Home - Windsor HS-Sage Park MS Grass Field [Directions] | 4:30 p.m. | ||
| Wed., 8/30 | V Field Hockey | Wethersfield (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Wed., 8/30 | JV Field Hockey | Wethersfield (Scrim.) | Home - Windsor HS-WHS Grass Field [Directions] | 5:15 p.m. | ||
| Thu., 8/31 | V Football | Cheshire (Scrim.) | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | ||
| Thu., 8/31 | V Boys Soccer | Enfield (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Thu., 8/31 | V Field Hockey | Northwest Catholic (Scrim.) | Away - Northwest Catholic HS (Primary)-NWC Lacrosse Field [Directions] | 3:45 p.m. | ||
| Fri., 9/1 | V Boys Soccer | Northwest Catholic (Scrim.) | Home - Windsor HS-Sage Park MS Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 9/1 | V Girls Volleyball | Norwich Free Academy (Scrim.) | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | ||
| Fri., 9/1 | JV Girls Volleyball | Norwich Free Academy (Scrim.) | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | ||
| Sat., 9/2 | V Girls Volleyball | Glastonbury Volleyball Jamboree- PM wave | Away - Glastonbury HS-Gym | 2:00 p.m. | ||
| Mon., 9/4 | V Boys Soccer | South Windsor (Scrim.) | Away - South Windsor HS-SWHS Turf Field [Directions] | 5:00 p.m. | ||
| Mon., 9/4 | JV Boys Soccer | South Windsor (Scrim.) | Away - Nevers Road Park-Nevers Road Park JV Soccer Field [Directions] | 5:00 p.m. | ||
| Tue., 9/5 | V Field Hockey | Valley Regional (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Tue., 9/5 | V Girls Volleyball | South Windsor (Scrim.) | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | ||
| Tue., 9/5 | JV Girls Volleyball | South Windsor (Scrim.) | Home - Windsor HS-WHS Rubber Gym [Directions] | 6:00 p.m. | ||
| Tue., 9/5 | FR Girls Volleyball | South Windsor (Scrim.) | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | L 0-2 | |
| Thu., 9/7 | FR Football | Bristol Central | Home - Windsor HS-Sage Park MS Grass Field [Directions] | Canceled | Cancelled | |
| Thu., 9/7 | V Girls Volleyball | Tolland | Away - Tolland HS-Gym [Directions] | 6:15 p.m. | W 3-1 | |
| Thu., 9/7 | JV Girls Volleyball | Tolland | Away - Tolland HS-Gym [Directions] | 5:00 p.m. | L 0-2 | |
| Thu., 9/7 | FR Girls Volleyball | Tolland | Away - Tolland HS-Back Gym [Directions] | 5:00 p.m. | L 0-2 | |
| Fri., 9/8 | V Boys Soccer | East Catholic | Away - East Catholic HS-Lower Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 9/8 | JV Boys Soccer | East Catholic | Away - Veterans Park-Soccer [Directions] | 3:45 p.m. | ||
| Fri., 9/8 | JV Girls Soccer | Bristol Central | Away - Bristol Central HS-Upper Baseball/Soccer Field [Directions] | Canceled | Cancelled | |
| Sat., 9/9 | V Football | Bristol Central | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Postponed | W 43-0 | |
| Sat., 9/9 | JV Football | Bristol Central | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/9 | V Girls Volleyball | CIAC Girls' Volleyball Invitational | Away - CT Volleyball Center Woodbridge | 7:30 a.m. | ||
| Sun., 9/10 | V Football | Bristol Central | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Mon., 9/11 | V Boys Soccer | Newington | Away - Clem Lemire Complex-Turf Field [Directions] | 3:45 p.m. | L 5-0 | |
| Mon., 9/11 | JV Boys Soccer | Newington | Away - Newington HS-Soccer Field 2 [Directions] | Postponed | ||
| Mon., 9/11 | V Girls Soccer | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 4-0 | |
| Mon., 9/11 | JV Girls Soccer | Newington | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Mon., 9/11 | V Girls Volleyball | Rocky Hill | Away - Rocky Hill HS-Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Mon., 9/11 | JV Girls Volleyball | Rocky Hill | Away - Rocky Hill HS-Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 9/12 | V Boys Cross Country | Rocky Hill, Newington | Away - Elm Ridge Park / Vincino Field-Elm Ridge Park [Directions] | 3:45 p.m. | RHHS 15 WHS 50 WHS 28 NHS 29 | |
| Tue., 9/12 | V Girls Cross Country | Rocky Hill, Newington | Away - Elm Ridge Park / Vincino Field-Elm Ridge Park [Directions] | 3:45 p.m. | WHS 19 RHHS 43 WHS 20 NHS 41 | |
| Tue., 9/12 | V Girls Swimming and Diving | Maloney/Platt | Away - Maloney HS-Pool [Directions] | 4:00 p.m. | Maloney /Platt. 93 Windsor 80 | |
| Tue., 9/12 | V Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 6:00 p.m. | W 3-2 | |
| Tue., 9/12 | JV Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:00 p.m. | W 2-1 | |
| Tue., 9/12 | FR Girls Volleyball | Wethersfield | Away - Wethersfield HS-Gym B [Directions] | 5:00 p.m. | W 2-0 | |
| Wed., 9/13 | FR Football | Hall | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Postponed | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:45 p.m. | ||||||
| Thu., 9/14 | JV Football | Hall | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | ||
| Thu., 9/14 | V Field Hockey | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 6:00 p.m. | L 0-7 | |
| Thu., 9/14 | JV Field Hockey | Hall | Away - Hall HS-Field Hockey Stadium [Directions] | 4:30 p.m. | ||
| Thu., 9/14 | V Girls Soccer | Rockville | Away - Rockville HS-Stadium Field [Directions] | 4:00 p.m. | L 6-0 | |
| Thu., 9/14 | JV Girls Soccer | Rockville | Away - Rockville HS-Lower Field [Directions] | Canceled | Cancelled | |
| Fri., 9/15 | V Girls Swimming and Diving | E.O. Smith/Tolland | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | E.O.Smith 90 Windsor 85 | |
| Fri., 9/15 | V Girls Volleyball | Manchester | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Fri., 9/15 | JV Girls Volleyball | Manchester | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | L 1-2 | |
| Fri., 9/15 | FR Girls Volleyball | Manchester | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | L 0-2 | |
| Sat., 9/16 | V Boys Soccer | Enfield | Away - Enfield HS-EHS TURF [Directions] | 12:00 p.m. | L 4-1 | |
| Sat., 9/16 | JV Boys Soccer | Enfield | Away - Enfield HS-EHS SOC GRASS 1 [Directions] | 10:00 a.m. | ||
| Mon., 9/18 | V Football | Hall | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | W 58-22 | |
| Tue., 9/19 | V Boys Soccer | E.O. Smith | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 9/19 | JV Boys Soccer | E.O. Smith | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Soccer | Avon | Away - Avon HS-Turf Field [Directions] | 3:45 p.m. | L 7-0 | |
| Tue., 9/19 | V Girls Swimming and Diving | East Catholic | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | East Catholic 92 Windsor 84 | |
| Wed., 9/20 | V Boys Cross Country | Wethersfield, Hartford Public, New Britain | Away - Wethersfield Cove Park [Directions] | 3:45 p.m. | WHS 24 WETH 31 WHS 19 NB 43 WHS 15 HPHS 50 | |
| Wed., 9/20 | V Girls Cross Country | Wethersfield, Hartford Public, New Britain | Away - Wethersfield Cove Park [Directions] | 3:45 p.m. | WHS 24 WETH 32 WHS 15 NB 50 WHS 15 HPHS 50 | |
| Wed., 9/20 | V Field Hockey | Litchfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | T 1-1 | |
| Wed., 9/20 | JV Field Hockey | Litchfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Thu., 9/21 | V Girls Soccer | Plainville | Away - Plainville HS-Plainville HS- Tinty Field and Track [Directions] | 6:00 p.m. | L 5-0 | |
| Thu., 9/21 | V Girls Volleyball | Northwest Catholic | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/21 | JV Girls Volleyball | Northwest Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Thu., 9/21 | FR Girls Volleyball | Northwest Catholic | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | W Forfeit | |
| Fri., 9/22 | V Boys Soccer | Plainville | Away - Plainville HS-Plainville HS- Tinty Field and Track [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 9/22 | JV Boys Soccer | Plainville | Away - Plainville HS-Plainville HS- Turf JV Field [Directions] | 3:45 p.m. | ||
| Fri., 9/22 | V Field Hockey | Conard | Away - Conard HS-McKee Stadium [Directions] | 3:45 p.m. | L 0-8 | |
| Fri., 9/22 | JV Field Hockey | Conard | Away - Conard HS-Field Hockey - Grass [Directions] | Canceled | Cancelled | |
| Fri., 9/22 | V Girls Swimming and Diving | East Hartford | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | Windsor 70 East Hartford 62 | |
| Fri., 9/22 | V Girls Volleyball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 5:00 p.m. | L 2-3 | |
| Fri., 9/22 | JV Girls Volleyball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 9/23 | V Football | New Canaan | Away - New Canaan HS-Dunning Stadium [Directions] | 2:00 p.m. | L 12-33 | |
| Sat., 9/23 | V Field Hockey | North Haven | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | L 0-3 | |
| Sat., 9/23 | JV Field Hockey | North Haven | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Mon., 9/25 | V Boys Soccer | Aerospace | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | W 7-2 | |
| Mon., 9/25 | V Girls Volleyball | East Catholic | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 9/25 | JV Girls Volleyball | East Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Mon., 9/25 | FR Girls Volleyball | East Catholic | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | L 1-2 | |
| Tue., 9/26 | V Boys Cross Country | New Britain | Home - Windsor HS-Northwest Park [Directions] | Canceled | Cancelled | |
| Tue., 9/26 | V Girls Cross Country | New Britain | Home - Windsor HS-Northwest Park [Directions] | Canceled | Cancelled | |
| Tue., 9/26 | V Girls Swimming and Diving | Farmington | Away - Miss Porter's School-Pool [Directions] | 3:30 p.m. | ||
| Wed., 9/27 | V Boys Soccer | Hartford Public | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | W 2-1 | |
| Wed., 9/27 | JV Boys Soccer | Hartford Public | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Wed., 9/27 | V Field Hockey | Simsbury | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 0-1 | |
| Wed., 9/27 | JV Field Hockey | Simsbury | Home - Windsor HS-WHS Grass Field [Directions] | 5:15 p.m. | ||
| Wed., 9/27 | V Girls Soccer | Hartford Public | Away - Hartford Public HS-Soccer Field [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 9/28 | FR Football | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 3:30 p.m. | ||
| Thu., 9/28 | V Field Hockey | South Windsor | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:15 p.m. | OT-L 0-1 | |
| Thu., 9/28 | JV Field Hockey | South Windsor | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:45 p.m. | ||
| Thu., 9/28 | V Girls Volleyball | Hartford Public | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/28 | JV Girls Volleyball | Hartford Public | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Fri., 9/29 | V Boys Cross Country | Harry Geraghty Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Fri., 9/29 | V Football | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 6:30 p.m. | W 27-7 | |
| Fri., 9/29 | V Boys Soccer | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 6:00 p.m. | L 1-0 | |
| Fri., 9/29 | JV Boys Soccer | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 3:45 p.m. | ||
| Fri., 9/29 | V Girls Cross Country | Harry Geraghty Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 4:00 p.m. | ||||||
| Fri., 9/29 | V Girls Soccer | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 6-0 | |
| Fri., 9/29 | JV Girls Soccer | Wethersfield | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Fri., 9/29 | V Girls Swimming and Diving | South Windsor | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 9/29 | V Girls Volleyball | SMSA | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Fri., 9/29 | JV Girls Volleyball | SMSA | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 2-1 | |
| Fri., 9/29 | FR Girls Volleyball | SMSA | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | L 1-2 | |
| Sat., 9/30 | JV Football | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 10:00 a.m. | ||
| Mon., 10/2 | V Boys Soccer | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | W 5-2 | |
| Mon., 10/2 | V Girls Soccer | Lewis Mills | Away - Nassahegan Recreation Complex-Nassahegan Field [Directions] | 3:45 p.m. | L 6-0 | |
| Mon., 10/2 | V Girls Volleyball | East Hartford | Away - East Hartford HS [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/2 | JV Girls Volleyball | East Hartford | Away - East Hartford HS [Directions] | 5:00 p.m. | W 2-1 | |
| Tue., 10/3 | V Field Hockey | Norwich Free Academy | Away - Norwich Free Academy-Turf Field [Directions] | 4:00 p.m. | L 0-1 | |
| Tue., 10/3 | JV Field Hockey | Norwich Free Academy | Away - Norwich Free Academy-Turf Field [Directions] | 5:30 p.m. | ||
| Tue., 10/3 | V Girls Volleyball | Hall | Away - Hall HS-Robinson Gym [Directions] | 6:00 p.m. | W 3-2 | |
| Tue., 10/3 | JV Girls Volleyball | Hall | Away - Hall HS-Robinson Gym [Directions] | 5:00 p.m. | L 0-2 | |
| Tue., 10/3 | FR Girls Volleyball | Hall | Away - Hall HS-Gym B [Directions] | 5:00 p.m. | L 0-2 | |
| Thu., 10/5 | V Football | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 7:00 p.m. | W 42-0 | |
| Thu., 10/5 | FR Football | Hartford Public | Away - Hartford Public HS-Football Field [Directions] | Canceled | Cancelled | |
| Thu., 10/5 | V Girls Soccer | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 2-1 | |
| Fri., 10/6 | V Boys Soccer | Wethersfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | T 1-1 | |
| Fri., 10/6 | JV Boys Soccer | Wethersfield | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/6 | V Field Hockey | Southington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 0-2 | |
| Fri., 10/6 | JV Field Hockey | Southington | Home - Windsor HS-WHS Grass Field [Directions] | 5:15 p.m. | ||
| Fri., 10/6 | V Girls Swimming and Diving | Southington | Home - Windsor HS-WHS Pool [Directions] | 5:00 p.m. | ||
| Fri., 10/6 | V Girls Volleyball | Suffield | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 10/6 | JV Girls Volleyball | Suffield | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | L 0-2 | |
| Fri., 10/6 | FR Girls Volleyball | Suffield | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | L 0-2 | |
| Sat., 10/7 | JV Football | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 10:00 a.m. | ||
| Mon., 10/9 | V Girls Soccer | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 10:00 a.m. | L 5-0 | |
| Tue., 10/10 | V Boys Cross Country | Bloomfield | Home - Windsor HS-Northwest Park [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Girls Cross Country | Bloomfield | Home - Windsor HS-Northwest Park [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Field Hockey | Newington | Away - Newington HS-Clem Lemire Turf Field (150 New Britain Ave) [Directions] | 3:45 p.m. | L 0-2 | |
| Tue., 10/10 | JV Field Hockey | Newington | Away - Newington HS-Clem Lemire Turf Field (150 New Britain Ave) [Directions] | 5:00 p.m. | ||
| Tue., 10/10 | V Girls Volleyball | Rocky Hill | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/10 | JV Girls Volleyball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Wed., 10/11 | V Girls Soccer | Conard | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 7-0 | |
| Wed., 10/11 | JV Girls Soccer | Conard | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Thu., 10/12 | V Boys Soccer | Bristol Eastern | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | T 0-0 | |
| Thu., 10/12 | JV Boys Soccer | Bristol Eastern | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/12 | V Field Hockey | Enfield | Away - Annex (Old Fermi HS)-Annex Turf Field [Directions] | 3:45 p.m. | L 1-2 | |
| Thu., 10/12 | JV Field Hockey | Enfield | Away - Annex (Old Fermi HS) [Directions] | 5:15 p.m. | ||
| Fri., 10/13 | V Boys Cross Country | Harry Geraghty XC Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. | ||
| Fri., 10/13 | V Girls Cross Country | Harry Geraghty XC Invitational | Away - Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. | ||
| Fri., 10/13 | V Field Hockey | East Catholic | Away - East Catholic HS-Lower Field [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/13 | V Girls Soccer | New Britain | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | T 0-0 | |
| Fri., 10/13 | JV Girls Soccer | New Britain | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Fri., 10/13 | V Girls Swimming and Diving | Rocky Hill | Away - Rocky Hill HS-Swimming Pool [Directions] | 3:45 p.m. | ||
| Fri., 10/13 | V Girls Volleyball | Plainville | Away - Plainville HS-Wood Gymnasium [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 10/13 | JV Girls Volleyball | Plainville | Away - Plainville HS-Wood Gymnasium [Directions] | 5:30 p.m. | W 2-0 | |
| Mon., 10/16 | V Boys Soccer | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 4:45 p.m. | L 5-3 | |
| Mon., 10/16 | JV Boys Soccer | Southington | Away - Southington HS-5 Soccer/Lacrosse [Directions] | 4:45 p.m. | ||
| Mon., 10/16 | V Girls Volleyball | Newington | Away - Newington HS-Gym [Directions] | 5:45 p.m. | L 0-3 | |
| Mon., 10/16 | JV Girls Volleyball | Newington | Away - Newington HS-Gym [Directions] | 4:45 p.m. | L 0-2 | |
| Mon., 10/16 | FR Girls Volleyball | Newington | Away - Newington HS-Gym [Directions] | 3:45 p.m. | ||
| Tue., 10/17 | V Boys Soccer | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 3:45 p.m. | L 2-0 | |
| Tue., 10/17 | JV Boys Soccer | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | Postponed | ||
| Tue., 10/17 | V Field Hockey | Farmington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:15 p.m. | L 0-5 | |
| Tue., 10/17 | JV Field Hockey | Farmington | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/17 | V Girls Soccer | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 10/17 | JV Girls Soccer | Rocky Hill | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Tue., 10/17 | V Girls Swimming and Diving | Wethersfield | Away - Wethersfield HS-Backman Pool [Directions] | 5:00 p.m. | ||
| Wed., 10/18 | V Field Hockey | Morgan | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | L 0-1 | |
| Wed., 10/18 | JV Field Hockey | Morgan | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Thu., 10/19 | FR Football | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Thu., 10/19 | V Girls Volleyball | New Britain | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/19 | JV Girls Volleyball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Thu., 10/19 | FR Girls Volleyball | New Britain | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | ||
| Fri., 10/20 | V Football | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 42-0 | |
| Fri., 10/20 | V Boys Soccer | New Britain | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 1-2 | |
| Fri., 10/20 | JV Boys Soccer | New Britain | Home - Windsor HS-WHS Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/20 | V Girls Soccer | New Britain | Away - Veteran's Stadium-Willow Brook Park [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 10/20 | JV Girls Soccer | New Britain | Away - New Britain HS-Willow Brook Soccer fields [Directions] | Canceled | Cancelled | |
| Fri., 10/20 | V Girls Swimming and Diving | Middletown | Away - Middletown HS-MHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 10/20 | V Girls Volleyball | Wethersfield | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 10/20 | JV Girls Volleyball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 10/20 | FR Girls Volleyball | Wethersfield | Home - Windsor HS-WHS Rubber Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/21 | JV Football | Newington | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Mon., 10/23 | V Girls Swimming and Diving | Bulkeley/HMTCA/Weaver | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Mon., 10/23 | V Girls Volleyball | Bloomfield | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/23 | JV Girls Volleyball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 2-0 | |
| Mon., 10/23 | FR Girls Volleyball | Bloomfield | Home - Windsor HS-WHS Rubber Gym [Directions] | 5:00 p.m. | ||
| Tue., 10/24 | V Boys Soccer | East Hartford | Away - East Hartford HS-Soccer Field [Directions] | 6:00 p.m. | L 3-1 | |
| Tue., 10/24 | JV Boys Soccer | East Hartford | Away - East Hartford HS-Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/24 | V Field Hockey | E.O. Smith | Away - E.O. Smith HS-Turf Field [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 10/24 | JV Field Hockey | E.O. Smith | Away - E.O. Smith HS-Turf Field [Directions] | 5:15 p.m. | ||
| Tue., 10/24 | V Girls Soccer | Middletown | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | L 7-0 | |
| Tue., 10/24 | JV Girls Soccer | Middletown | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Tue., 10/24 | V Girls Swimming and Diving | Enfield | Away - Annex (Old Fermi HS)-Annex Pool - No Diving [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | FR Football | Enfield | Away - Enfield HS-EHS TURF [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | V Boys Soccer | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 6:00 p.m. | T 1-1 | |
| Thu., 10/26 | V Field Hockey | Somers/Rockville Coop | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | T 3-3 | |
| Thu., 10/26 | JV Field Hockey | Somers/Rockville Coop | Home - Windsor HS-WHS Grass Field [Directions] | Canceled | Cancelled | |
| Thu., 10/26 | V Girls Soccer | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 3:45 p.m. | L 0-2 | |
| Fri., 10/27 | V Football | Enfield | Away - Enfield HS-EHS TURF [Directions] | 6:00 p.m. | W 65-28 | |
| Fri., 10/27 | V Girls Swimming and Diving | Manchester/Bacon/Bolton/Coventry/Rockville | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Sat., 10/28 | V Boys Cross Country | CIAC Class MM Championship | Away - Wickham Park | 1:30 p.m. | ||
| Sat., 10/28 | JV Football | Enfield | Away - Enfield HS-EHS TURF [Directions] | 10:00 a.m. | ||
| Sat., 10/28 | V Girls Cross Country | CIAC Class MM Championship | Away - Wickham Park | 12:55 p.m. | ||
| Sat., 10/28 | FR Girls Volleyball | Enfield, E.O. Smith, South Windsor, Tolland (Scrim.) | Away - Enfield HS-EHS GYM - MAIN [Directions] | 10:00 a.m. | ||
| Mon., 10/30 | V Girls Swimming and Diving | Suffield | Home - Windsor HS-WHS Pool [Directions] | 6:00 p.m. | ||
| Mon., 10/30 | V Girls Volleyball | Newington | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | L 1-3 | |
| Tue., 10/31 | V Field Hockey | Lewis Mills | Away - Lewis Mills HS-Field Hockey Field [Directions] | 3:45 p.m. | OT-L 1-2 | |
| Tue., 10/31 | JV Field Hockey | Lewis Mills | Away - Lewis Mills HS-Field Hockey Field [Directions] | 5:15 p.m. | ||
| Thu., 11/2 | FR Football | Manchester | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Fri., 11/3 | V Football | Manchester | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | W 55-34 | |
| Fri., 11/3 | V Girls Swimming and Diving | Wethersfield, Enfield, Rocky Hill | Away - Wethersfield HS-Backman Pool [Directions] | 3:30 p.m. | ||
| Fri., 11/3 | V Girls Swimming and Diving | Wethersfield, Enfield, Rocky Hill | Away - Wethersfield HS-Backman Pool [Directions] | 5:45 p.m. | ||
| Sat., 11/4 | JV Football | Manchester | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Tue., 11/7 | V Boys Soccer | East Lyme | Away - East Lyme HS-Dick North Turf Field [Directions] | 2:00 p.m. | ||
| Tue., 11/7 | V Girls Volleyball | Masuk | Away - Masuk HS-David Strong Gymnasium @ Masuk HS [Directions] | 6:00 p.m. | ||
| Thu., 11/9 | FR Football | Berlin | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | ||
| Thu., 11/9 | V Girls Swimming and Diving | CIAC Class M Diving Championship | Away - Middletown | 5:30 p.m. | ||
| Fri., 11/10 | V Football | Berlin | Away - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 6:30 p.m. | W 41-6 | |
| Sat., 11/11 | JV Football | Berlin | Away - Sage Park - Berlin-Scalise Field -Turf Field Sage Park Stadium [Directions] | 10:00 a.m. | ||
| Sat., 11/11 | V Girls Soccer | Pingree (MA) | Away - Pingree School-Field | 2:30 p.m. | ||
| Sat., 11/11 | V Girls Swimming and Diving | CIAC Class M Qualifying Meet | Away - East Lyme | 1:15 p.m. | ||
| Tue., 11/14 | V Girls Swimming and Diving | CIAC Class M Finals | Away - SCSU | 6:00 p.m. | ||
| Thu., 11/16 | FR Football | Avon | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:15 p.m. | ||
| Thu., 11/16 | V Girls Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 11/18 | V Football | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 1:00 p.m. | W 53-28 | |
| Sat., 11/18 | JV Football | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Sun., 11/19 | V Girls Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Tue., 11/28 | V Football | Bunnell | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | W 41-19 | |
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Fri., 12/1 | V Girls Basketball | Loomis Chaffee School (Scrim.) | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Sun., 12/3 | V Football | North Haven | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 12:30 p.m. | L 0-21 | |
| Wed., 12/6 | V Boys Ice Hockey | SCW Knights (Scrim.) | Home - Simsbury - ISCC-Olympic [Directions] | 3:50 p.m. | ||
| Wed., 12/6 | V Girls Basketball | Northwest Catholic (Scrim.) | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 3:30 p.m. | ||
| Wed., 12/6 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Simsbury - ISCC-NHL [Directions] | 7:00 p.m. | L 2-1 | |
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Sat., 12/9 | V Boys Ice Hockey | E.O. Smith-Tolland (Scrim.) | Away - UConn Storrs-Toscano Family Ice Forum [Directions] | 1:15 p.m. | ||
| Sat., 12/9 | V Girls Ice Hockey | Hamden Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | W 9-2 | |
| Sun., 12/10 | V Girls Ice Hockey | Longmeadow (MA) (Scrim.) | Home - Simsbury - ISCC-Olympic [Directions] | 4:10 p.m. | L 5-0 | |
| Mon., 12/11 | V Boys Basketball | TBA | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Tue., 12/12 | V Girls Basketball | Enfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 41-40 | |
| Tue., 12/12 | JV Girls Basketball | Enfield | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/12 | FR Girls Basketball | Enfield | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 12/13 | V Boys Ice Hockey | East Haven Coop | Away - East Haven HS-Patsy DiLungo Rink [Directions] | 6:00 p.m. | W Forfeit | |
| Wed., 12/13 | V Wrestling | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/13 | V Girls Ice Hockey | Southington Coop | Away - Newington-Red Rink [Directions] | 8:30 p.m. | L 3-1 | |
| Thu., 12/14 | V Boys Indoor Track | GHS Indoor Track Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Thu., 12/14 | V Girls Indoor Track | GHS Indoor Track and Field Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Fri., 12/15 | V Boys Swimming and Diving | Hall, Berlin, Bulkeley Cooperative Swim Team, Conard, East Hartford, Farmington, Maloney, Newington, Plainville Boys Swimming, Simsbury, Southington | Away - Cornerstone Aquatics Center-Pool | 5:45 p.m. | ||
| Fri., 12/15 | V Girls Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 53-41 | |
| Fri., 12/15 | JV Girls Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/15 | FR Girls Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 12/15 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Enfield Twin Rinks-Rink 1 [Directions] | 7:50 p.m. | W 8-0 | |
| Sat., 12/16 | V Boys Basketball | Conard | Home - Trinity College-GHPA Classic / At Trinity College [Directions] | 4:00 p.m. | W 52-49 | |
| Sat., 12/16 | V Boys Ice Hockey | South Windsor | Away - South Windsor Arena-Ice Rink [Directions] | 8:20 p.m. | L 2-5 | |
| Sat., 12/16 | V Wrestling | Plainville Invitational | Away - Plainville HS-Wood Gymnasium | 9:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Sat., 12/16 | V Girls Ice Hockey | Guilford Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | W 1-0 | |
| Mon., 12/18 | V Boys Basketball | New London | Away - Mohegan Sun Arena-Arena [Directions] | 6:00 p.m. | W 101 - 97 | |
| Tue., 12/19 | V Boys Basketball | Lewis Mills | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 82-53 | |
| Tue., 12/19 | JV Boys Basketball | Lewis Mills | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/19 | FR Boys Basketball | Lewis Mills | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 12/19 | V Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 6:45 p.m. | W 52-48 | |
| Tue., 12/19 | JV Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 5:15 p.m. | ||
| Tue., 12/19 | FR Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 3:45 p.m. | ||
| Wed., 12/20 | V Boys Ice Hockey | East Catholic | Home - Avon Old Farms-Jennings Rink [Directions] | 4:00 p.m. | W 4-3 (OT) | |
| Wed., 12/20 | V Boys Indoor Track | GHS Indoor Track Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Wed., 12/20 | V Wrestling | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/20 | V Girls Ice Hockey | Simsbury | Home - Simsbury - ISCC-NHL [Directions] | 7:20 p.m. | W 3-2 | |
| Wed., 12/20 | V Girls Indoor Track | GHS Indoor Track and Field Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Fri., 12/22 | V Boys Basketball | Newington | Away - Newington HS-Gym [Directions] | 6:45 p.m. | W 86-79 | |
| Fri., 12/22 | JV Boys Basketball | Newington | Away - Newington HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/22 | FR Boys Basketball | Newington | Away - Newington HS-Gym [Directions] | 3:45 p.m. | ||
| Fri., 12/22 | V Girls Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 5:30 p.m. | L 52-45 | |
| Fri., 12/22 | JV Girls Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 12/22 | JV Girls Ice Hockey | East Catholic Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 7:50 p.m. | W 3-0 | |
| Sat., 12/23 | V Boys Ice Hockey | Lyman Hall | Away - Northford-Red [Directions] | 2:30 p.m. | L 2-5 | |
| Wed., 12/27 | V Boys Basketball | Brockton (MA) | Away - Archbishop Williams HS-Gym | 3:00 p.m. | W 85-75 | |
| Wed., 12/27 | V Wrestling | New Britain, Maloney, NF-St Paul Parochial School (CT)^52254^83885744 | Away - New Britain HS-Gym [Directions] | 9:30 a.m. | ||
| Thu., 12/28 | JV Boys Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 1:30 p.m. | ||
| Thu., 12/28 | FR Boys Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 12:00 p.m. | ||
| Fri., 12/29 | V Girls Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 1:30 p.m. | L 58-36 | |
| Fri., 12/29 | JV Girls Basketball | Hamden | Away - Hamden HS-HHS Gym [Directions] | 12:00 p.m. | ||
| Sat., 12/30 | V Boys Basketball | St. Bernard | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 90 - 80 | |
| Sat., 12/30 | V Boys Basketball | St. Bernard | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | ||
| Sat., 12/30 | V Boys Ice Hockey | North Haven | Away - Northford-Red [Directions] | 2:30 p.m. | L 3-4 | |
| Tue., 1/2 | V Boys Swimming and Diving | E.O. Smith - Tolland Hammerheads | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/3 | V Boys Basketball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 108-54 | |
| Wed., 1/3 | JV Boys Basketball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/3 | FR Boys Basketball | Hartford Public | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Wed., 1/3 | V Boys Ice Hockey | Watertown-Pomperaug | Home - Avon Old Farms-Jennings Rink [Directions] | 7:30 p.m. | L 1-4 | |
| Wed., 1/3 | V Wrestling | RHAM | Away - RHAM HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/3 | V Girls Basketball | Hartford Public | Away - Hartford Public HS-Field House [Directions] | 5:30 p.m. | W 67-10 | |
| Wed., 1/3 | V Girls Ice Hockey | Hall/Conard | Home - Enfield Twin Rinks-Rink 1 [Directions] | 3:50 p.m. | L 3-2 | |
| Thu., 1/4 | V Boys Indoor Track | GHS Indoor Track Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Thu., 1/4 | V Girls Indoor Track | GHS Indoor Track and Field Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Fri., 1/5 | V Boys Basketball | Platt | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 85-69 | |
| Fri., 1/5 | JV Boys Basketball | Platt | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/5 | FR Boys Basketball | Platt | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/5 | V Boys Swimming and Diving | Wethersfield | Away - Wethersfield HS-Backman Pool [Directions] | 5:00 p.m. | ||
| Fri., 1/5 | V Girls Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | 6:45 p.m. | L 61-56 (OT) | |
| Fri., 1/5 | JV Girls Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/5 | FR Girls Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/5 | JV Girls Ice Hockey | Southington Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 9:20 p.m. | W 4-0 | |
| Sat., 1/6 | V Wrestling | Warrior Invitational | Away - Canton HS-Gym | 9:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:30 a.m. | ||||||
| Sat., 1/6 | V Girls Ice Hockey | Masuk Coop | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | W 2-0 | |
| Mon., 1/8 | V Girls Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 46-42 | |
| Mon., 1/8 | JV Girls Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/8 | FR Girls Basketball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/9 | JV Boys Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/9 | FR Boys Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/9 | V Boys Swimming and Diving | Meriden Co-op | Away - Platt HS-Platt Pool [Directions] | 3:45 p.m. | ||
| Wed., 1/10 | V Boys Ice Hockey | Hamden | Away - Hamden-Lou Astorino Ice Rink [Directions] | 7:30 p.m. | L 3-4 | |
| Wed., 1/10 | V Wrestling | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/10 | V Girls Basketball | Holy Cross | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 65-59 | |
| Wed., 1/10 | JV Girls Basketball | Holy Cross | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/10 | FR Girls Basketball | Holy Cross | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/10 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Red Rink [Directions] | 3:30 p.m. | L 4-1 | |
| Thu., 1/11 | V Boys Basketball | North (MA) | Away - North HS | 6:45 p.m. | L 69-86 | |
| Thu., 1/11 | V Boys Indoor Track | GHS Indoor Track Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Thu., 1/11 | V Girls Indoor Track | GHS Indoor Track Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Fri., 1/12 | V Boys Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 58 - 35 | |
| Fri., 1/12 | JV Boys Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/12 | FR Boys Basketball | New Britain | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/12 | V Boys Swimming and Diving | Conard | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/12 | V Girls Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 6:45 p.m. | W 56-27 | |
| Fri., 1/12 | JV Girls Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/12 | FR Girls Basketball | New Britain | Away - New Britain HS-Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/12 | JV Girls Ice Hockey | Southington Coop | Away - Newington-Red Rink [Directions] | 4:30 p.m. | W 4-1 | |
| Sat., 1/13 | V Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:15 p.m. | L 62 - 57 | |
| Sat., 1/13 | JV Boys Basketball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 3:30 p.m. | ||
| Sat., 1/13 | V Boys Ice Hockey | Simsbury | Away - Simsbury - ISCC-Olympic [Directions] | 7:10 p.m. | L 0-5 | |
| Sat., 1/13 | V Wrestling | Greater Hartford Invitational | Away - Hall HS-Robinson Gym | 9:00 a.m. | ||
| Sat., 1/13 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 6:00 p.m. | W 2-1 | |
| Sun., 1/14 | JV Girls Ice Hockey | Pope Francis (MA) | Home - Simsbury - ISCC-Olympic [Directions] | 5:10 p.m. | W 9-1 | |
| Mon., 1/15 | V Boys Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | 3:00 p.m. | W 77 - 76 | |
| Mon., 1/15 | FR Boys Basketball | Glastonbury | Home - Windsor HS-WHS Main Gym [Directions] | 11:30 a.m. | ||
| Mon., 1/15 | V Boys Ice Hockey | Northwest Catholic | Away - Simsbury - ISCC-NHL [Directions] | 4:00 p.m. | L 2-6 | |
| Mon., 1/15 | JV Wrestling | Enfield, Agawam (MA), Avon, Bristol Central, Glastonbury, TBA, New Britain, New Milford, Platt, Simsbury, Stratford, Wethersfield | Away - Enfield HS-EHS GYM - MAIN | 9:00 a.m. | ||
| Mon., 1/15 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Cromwell-Lower Rink [Directions] | 12:35 p.m. | L 2-1 | |
| Tue., 1/16 | JV Boys Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Tue., 1/16 | FR Boys Basketball | Newington | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Wed., 1/17 | V Boys Ice Hockey | Wethersfield | Away - Newington-Blue Rink [Directions] | 4:00 p.m. | L 0-1 | |
| Wed., 1/17 | V Boys Swimming and Diving | Farmington | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/17 | V Wrestling | E.O. Smith | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 1/17 | V Girls Basketball | Manchester | Away - Manchester HS-Gym [Directions] | 5:15 p.m. | W 65-48 | |
| Wed., 1/17 | JV Girls Basketball | Manchester | Away - Manchester HS-Gym [Directions] | 3:45 p.m. | ||
| Thu., 1/18 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Cromwell-Lower Rink [Directions] | 5:30 p.m. | T 0-0 | |
| Thu., 1/18 | V Girls Indoor Track | GHS Indoor Track and Field Meet | Away - Glastonbury HS-Gym | 4:30 p.m. | ||
| Fri., 1/19 | V Boys Swimming and Diving | Hall | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Berlin | Home - Windsor HS-WHS Main Gym [Directions] | 5:30 p.m. | W 41-37 (OT) | |
| Fri., 1/19 | JV Girls Basketball | Berlin | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 1/19 | FR Girls Basketball | Berlin | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/19 | V Girls Ice Hockey | Woodstock Academy Coop | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | W 3-0 | |
| Sat., 1/20 | V Boys Basketball | Northwest Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | W 76-71 | |
| Sat., 1/20 | JV Boys Basketball | Northwest Catholic | Home - Windsor HS-WHS Main Gym [Directions] | 3:00 p.m. | ||
| Sat., 1/20 | FR Boys Basketball | Northwest Catholic | Home - Windsor HS-WHS Main Gym [Directions] | Postponed | ||
| Sat., 1/20 | V Boys Ice Hockey | Glastonbury | Home - Avon Old Farms-Jennings Rink [Directions] | 7:00 p.m. | L 2-3 | |
| Sat., 1/20 | V Wrestling | Granby Duals | Away - Granby Memorial HS-K.L. King Gymnasium | 9:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Sat., 1/20 | V Girls Basketball | Somers | Home - Windsor HS-WHS Main Gym [Directions] | 11:00 a.m. | W 64-43 | |
| Sat., 1/20 | JV Girls Ice Hockey | Pope Francis (MA) | Home - Enfield Twin Rinks-Rink 1 [Directions] | 8:20 p.m. | W 3-0 | |
| Sun., 1/21 | JV Girls Ice Hockey | Longmeadow (MA) | Home - Simsbury - ISCC-Olympic [Directions] | 5:20 p.m. | W 4-0 | |
| Tue., 1/23 | V Boys Swimming and Diving | East Hartford | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/24 | V Wrestling | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 6:00 p.m. | ||
| Wed., 1/24 | V Girls Basketball | Simsbury | Away - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | L 46-39 | |
| Wed., 1/24 | JV Girls Basketball | Simsbury | Away - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/24 | V Girls Ice Hockey | Southington Coop | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | W 1-0 | |
| Fri., 1/26 | V Boys Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 6:45 p.m. | W 73 - 66 | |
| Fri., 1/26 | JV Boys Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/26 | FR Boys Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/26 | V Boys Swimming and Diving | Middletown | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 1/26 | V Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 5:30 p.m. | W 51-42 | |
| Fri., 1/26 | JV Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 4:00 p.m. | ||
| Fri., 1/26 | JV Girls Ice Hockey | Longmeadow (MA) | Away - Smead Arena-Rink 1 | 5:00 p.m. | L 2-1 | |
| Sat., 1/27 | V Boys Ice Hockey | Newington Coop | Home - Avon Old Farms-Jennings Rink [Directions] | 3:00 p.m. | W 3-2 (OT) | |
| Sat., 1/27 | V Boys Indoor Track | CCC Indoor Track & Field Championships 2024 - Boys | Away - E.O. Smith HS-Floyd Little Athletic Center - New Haven, CT | 9:00 a.m. | ||
| Sat., 1/27 | V Wrestling | Doc Meyers Invitational | Away - Rocky Hill HS-Gym | 9:00 a.m. | ||
| Sat., 1/27 | V Girls Indoor Track | CCC Indoor Track & Field Championships 2024 - Girls | Away - E.O. Smith HS-Floyd Little Athletic Center - New Haven, CT | 9:00 a.m. | ||
| Mon., 1/29 | V Boys Basketball | Farmington | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | L 74 - 70 | |
| Mon., 1/29 | JV Boys Basketball | Farmington | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/29 | FR Boys Basketball | Farmington | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/30 | V Boys Swimming and Diving | Manchester/RHAM | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/31 | V Boys Ice Hockey | Northwest Catholic | Home - Avon Old Farms-Jennings Rink [Directions] | 7:30 p.m. | L 1-5 | |
| Wed., 1/31 | V Wrestling | South Windsor | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/31 | V Girls Ice Hockey | Simsbury | Away - Simsbury - ISCC-NHL [Directions] | 7:30 p.m. | W 6-5 | |
| Fri., 2/2 | V Boys Swimming and Diving | South Windsor | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/2 | V Wrestling | Central Connecticut Conference - Wrestling Championship - Day 1 | Away - Glastonbury HS-Gym | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 6:00 p.m. | ||||||
| Fri., 2/2 | V Girls Basketball | RHAM | Home - Windsor HS-WHS Main Gym [Directions] | 5:30 p.m. | W 62-42 | |
| Fri., 2/2 | JV Girls Basketball | RHAM | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 2/2 | JV Girls Ice Hockey | East Catholic Coop | Away - Newington-Blue Rink [Directions] | 8:40 p.m. | ||
| Sat., 2/3 | V Boys Basketball | Springfield Central (MA) (Scrim.) | Away - Springfield Central HS-Gym | 12:00 p.m. | ||
| Sat., 2/3 | V Boys Ice Hockey | South Windsor | Home - Avon Old Farms-Jennings Rink [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 2/3 | V Wrestling | Central Connecticut Conference - Wrestling Championship - Day 2 | Away - Glastonbury HS-Gym | 9:00 a.m. | ||
| Sat., 2/3 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Enfield Twin Rinks-Rink 1 [Directions] | 4:10 p.m. | W 7-0 | |
| Tue., 2/6 | V Boys Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 6:45 p.m. | W 125 - 54 | |
| Tue., 2/6 | JV Boys Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 5:15 p.m. | ||
| Tue., 2/6 | FR Boys Basketball | Rocky Hill | Away - Rocky Hill [Directions] | 3:45 p.m. | ||
| Tue., 2/6 | V Boys Swimming and Diving | Enfield/Ellington/Suffield | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 2/6 | V Girls Basketball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 67-50 | |
| Tue., 2/6 | JV Girls Basketball | Rocky Hill | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/7 | V Boys Ice Hockey | Branford | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | W 5-0 | |
| Wed., 2/7 | V Wrestling | Bloomfield Weaver | Away - Bloomfield HS-Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 2/7 | V Girls Basketball | Wilbur Cross | Home - Windsor HS-WHS Main Gym [Directions] | 5:30 p.m. | W 92-30 | |
| Wed., 2/7 | JV Girls Basketball | Wilbur Cross | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Wed., 2/7 | V Girls Ice Hockey | Hall/Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | 7:20 p.m. | W 3-1 | |
| Thu., 2/8 | JV Boys Basketball | Cheney Tech | Away - Cheney Tech.-Gym [Directions] | 6:45 p.m. | ||
| Thu., 2/8 | FR Boys Basketball | Cheney Tech | Away - Cheney Tech.-Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/8 | Unified Sports Basketball | Simsbury | Home - Windsor HS-Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 6:45 p.m. | W 103 - 55 | |
| Fri., 2/9 | JV Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | FR Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 3:45 p.m. | ||
| Fri., 2/9 | V Boys Swimming and Diving | Granby Memorial | Home - Windsor HS-WHS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 87-18 | |
| Fri., 2/9 | JV Girls Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | FR Girls Basketball | Wethersfield | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/9 | JV Girls Ice Hockey | Pope Francis (MA) | Away - Smead Arena-Rink | 7:00 p.m. | W 3-1 | |
| Sat., 2/10 | V Boys Ice Hockey | Cheshire | Home - Avon Old Farms-Jennings Rink [Directions] | 7:00 p.m. | L 1-5 | |
| Sat., 2/10 | V Boys Indoor Track | CIAC L Divisional Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Sat., 2/10 | V Girls Ice Hockey | Woodstock Academy Coop | Away - Pomfret School-Jahn Rink [Directions] | 6:30 p.m. | W 7-3 | |
| Sat., 2/10 | V Girls Indoor Track | CIAC L Divisional Championship | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/12 | V Girls Basketball | Bloomfield | Away - Bloomfield HS-Main Gym [Directions] | 5:30 p.m. | W 89-32 | |
| Wed., 2/14 | JV Boys Basketball | Middletown | Away - Middletown HS-Main Gym [Directions] | Canceled | Cancelled | |
| Wed., 2/14 | V Boys Ice Hockey | Simsbury | Home - Avon Old Farms-Jennings Rink [Directions] | 8:00 p.m. | L 1-5 | |
| Wed., 2/14 | V Girls Ice Hockey | East Catholic Coop | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | L 4-2 | |
| Thu., 2/15 | V Boys Basketball | Middletown | Away - Middletown HS-Main Gym [Directions] | 5:15 p.m. | W 76 - 64 | |
| Thu., 2/15 | FR Boys Basketball | Middletown | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 2/15 | V Girls Basketball | E.O. Smith | Away - E.O. Smith HS-Front Gym [Directions] | 6:30 p.m. | W 65-46 | |
| Fri., 2/16 | V Boys Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 6:45 p.m. | W 77 - 73 | |
| Fri., 2/16 | JV Boys Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/16 | FR Boys Basketball | East Catholic | Away - East Catholic HS-Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/16 | V Boys Swimming and Diving | Glastonbury | Away - Glastonbury HS-Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/16 | V Wrestling | CIAC L Divisional Championship | Away - Wilton | TBA | ||
| Fri., 2/16 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 8:15 p.m. | L 5-0 | |
| Sat., 2/17 | V Boys Ice Hockey | Wethersfield | Home - Avon Old Farms-Jennings Rink [Directions] | 7:00 p.m. | L 1-4 | |
| Sat., 2/17 | V Boys Indoor Track | CIAC State Open Divisional Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/17 | V Girls Basketball | Newington | Away - Plainville HS-Wood Gymnasium [Directions] | 1:00 p.m. | W 51-33 | |
| Sat., 2/17 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - Enfield Twin Rinks-Rink 1 [Directions] | 6:20 p.m. | ||
| Sat., 2/17 | V Girls Indoor Track | CIAC State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 96-71 | |
| Mon., 2/19 | JV Boys Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/19 | FR Boys Basketball | Bloomfield | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/19 | V Boys Ice Hockey | East Catholic | Away - Cromwell-Lower Rink [Directions] | 3:00 p.m. | W 3-1 | |
| Tue., 2/20 | V Boys Swimming and Diving | East Catholic | Home - Windsor HS-WHS Pool [Directions] | 5:00 p.m. | ||
| Tue., 2/20 | V Girls Basketball | Central Connecticut Conference - Girls Basketball - Semifinals @ The University of Hartford | Away - Central Connecticut Conference (CCC)-Default Facility | TBA | ||
| Wed., 2/21 | V Boys Ice Hockey | Glastonbury | Away - Trinity College-Koeppel Rink [Directions] | 7:30 p.m. | T 1-1 | |
| Thu., 2/22 | V Boys Basketball | RHAM | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 2/22 | Unified Sports Basketball | Norwich Free Academy | Home - Windsor HS-WHS Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 2/23 | V Wrestling | CIAC State Open & Girls Championship | Away - Floyd Little Athletic Center | TBA | ||
| Sat., 2/24 | V Boys Basketball | Bristol Eastern | Home - Enfield HS-EHS GYM - MAIN [Directions] | 6:30 a.m. | ||
| Sat., 2/24 | V Boys Basketball | Bristol Eastern | Home - Enfield HS-EHS GYM - MAIN [Directions] | 7:00 p.m. | ||
| Mon., 2/26 | V Girls Ice Hockey | Hall/Conard | Home - Enfield Twin Rinks-Rink 1 [Directions] | 7:50 p.m. | W 2-1 | |
| Tue., 2/27 | V Boys Basketball | Farmington | Home - University of Hartford [Directions] | 8:00 p.m. | W 82-56 | |
| Tue., 2/27 | V Girls Basketball | Notre Dame-Fairfield | Home - Windsor HS-WHS Main Gym [Directions] | 6:00 p.m. | W 56-32 | |
| Wed., 2/28 | V Boys Swimming and Diving | CCC Diving (warm up is at 2:30pm) | Away - Glastonbury HS-Pool | 3:45 p.m. | ||
| Thu., 2/29 | V Boys Basketball | East Catholic | Away - University of Hartford [Directions] | 7:00 p.m. | ||
| Thu., 2/29 | V Boys Swimming and Diving | CCC East Championship | Away - Glastonbury HS-Pool | 4:15 p.m. | ||
| Thu., 2/29 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 7:30 p.m. | ||
| Fri., 3/1 | V Girls Basketball | Woodstock Academy | Away - The Woodstock Academy - North Campus-Alumni Field House Main Court [Directions] | 6:30 p.m. | W 59-39 | |
| Fri., 3/1 | Unified Sports Basketball | Norwich Free Academy | Home - Windsor HS-Goodwin Park Golf Course [Directions] | Canceled | Cancelled | |
| Tue., 3/5 | V Boys Ice Hockey | Cheshire | Away - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | L 0-6 | |
| Tue., 3/5 | V Boys Ice Hockey | CIAC Div II First Round | Away - Higher Seed | TBA | ||
| Tue., 3/5 | V Girls Basketball | Simsbury | Away - Simsbury HS-Simsbury / Main Gym [Directions] | 7:00 p.m. | L 31-37 | |
| Wed., 3/6 | V Boys Basketball | Hall | Home - Windsor HS-WHS Main Gym [Directions] | 6:30 p.m. | W 76-64 | |
| Thu., 3/7 | V Boys Swimming and Diving | CIAC Class M Diving Championship | Away - Middletown | 5:30 p.m. | ||
| Fri., 3/8 | V Boys Basketball | Conard | Home - Windsor HS-WHS Main Gym [Directions] | 6:30 p.m. | W 84-74 | |
| Fri., 3/8 | V Boys Ice Hockey | CIAC Div II Quarterfinal | Away - Site TBA | TBA | ||
| Sat., 3/9 | V Boys Swimming and Diving | CIAC Class M Qualifying Meet | Away - Cheshire Community Pool | 6:45 p.m. | ||
| Mon., 3/11 | V Boys Swimming and Diving | CIAC Class M Finals | Away - Wesleyan | 6:00 p.m. | ||
| Tue., 3/12 | V Boys Basketball | Fairfield Warde | Home - University of Hartford [Directions] | 5:30 p.m. | W 70-51 | |
| Tue., 3/12 | V Boys Ice Hockey | CIAC Div II Semifinal | Away - Site TBA | TBA | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/16 | V Boys Basketball | West Haven | Home - Mohegan Sun Arena-Arena [Directions] | 8:15 p.m. | W 59-57 | |
| Sat., 3/16 | V Boys Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Mon., 3/18 | V Boys Ice Hockey | CIAC Div II Final | Away - Site TBA | TBA | ||
| Wed., 3/20 | V Baseball | Enfield (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Fri., 3/22 | V Baseball | Cromwell (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:30 p.m. | ||
| Sat., 3/23 | V Baseball | TBA | Home - Windsor HS-Barry Chasen Ballpark [Directions] | Canceled | Cancelled | |
| Sat., 3/23 | V Baseball | TBA | Home - Windsor HS-Barry Chasen Ballpark [Directions] | Canceled | Cancelled | |
| Sat., 3/23 | V Softball | Rockville, East Hartford, Ellington, Manchester, Tolland | Away - Vernon Center MS-Softball Diamond | 9:00 a.m. | Cancelled | |
| Mon., 3/25 | V Baseball | Northwest Catholic (Scrim.) | Away - Northwest Catholic HS (Primary)-Neil J. Brewer Field [Directions] | 3:45 p.m. | ||
| Tue., 3/26 | V Boys Lacrosse | Vinal-Goodwin (Scrim.) | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 3:45 p.m. | ||
| Tue., 3/26 | V Softball | Somers (Scrim.) | Home - Windsor HS-Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Baseball | Bristol Central (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:30 p.m. | ||
| Wed., 3/27 | JV Baseball | Bristol Central (Scrim.) | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 3/27 | V Boys Volleyball | Bulkeley-SMSA (Scrim.) | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 3/28 | V Baseball | Granby Memorial (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | Canceled | Cancelled | |
| Thu., 3/28 | JV Baseball | Granby Memorial (Scrim.) | Home - Windsor HS-JV Baseball Field [Directions] | Canceled | Cancelled | |
| Thu., 3/28 | V Softball | Windsor Locks (Scrim.) | Home - Windsor HS-WHS Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 3/29 | V Baseball | Coventry (Scrim.) | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 1:00 p.m. | ||
| Sat., 3/30 | V Boys Volleyball | HMTCA | Away - Hartford Magnet Trinity College Academy-Learning Corridor [Directions] | 11:30 a.m. | W 3-0 | |
| Sat., 3/30 | JV Boys Volleyball | HMTCA | Away - Hartford Magnet Trinity College Academy-Learning Corridor [Directions] | 10:00 a.m. | L 1-2 | |
| Sat., 3/30 | V Softball | Granby Memorial (Scrim.) | Home - Windsor HS-Varsity Softball Field [Directions] | 10:30 a.m. | ||
| Sat., 3/30 | V Softball | Coventry (Scrim.) | Home - Windsor HS-Varsity Softball Field [Directions] | 9:00 a.m. | ||
| Mon., 4/1 | V Baseball | New Britain | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 4:00 p.m. | L 6-2 | |
| Mon., 4/1 | JV Baseball | New Britain | Home - Windsor HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/1 | V Boys Lacrosse | E.O. Smith | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Mon., 4/1 | JV Boys Lacrosse | E.O. Smith | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Mon., 4/1 | V Boys Volleyball | East Hartford | Away - East Hartford HS [Directions] | 5:00 p.m. | L 0-3 | |
| Mon., 4/1 | JV Boys Volleyball | East Hartford | Away - East Hartford HS [Directions] | 4:00 p.m. | W 2-1 | |
| Mon., 4/1 | V Girls Tennis | Plainville | Away - Plainville HS-PHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 4/2 | JV Baseball | Lewis Mills | Away - Lewis Mills HS-Baseball Field - JV [Directions] | Postponed | ||
| Tue., 4/2 | V Boys Outdoor Track | Hartford Public | Away - Hartford Public HS-Track [Directions] | Postponed | ||
| Tue., 4/2 | V Girls Lacrosse | Tolland | Away - Tolland HS-Stadium [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | JV Girls Lacrosse | Tolland | Away - Tolland HS-Stadium [Directions] | Canceled | Cancelled | |
| Tue., 4/2 | V Girls Outdoor Track | Hartford Public | Away - Hartford Public HS-Track [Directions] | Postponed | ||
| Wed., 4/3 | V Boys Lacrosse | Maloney-Platt | Away - Maloney HS-Turf Field [Directions] | 3:45 p.m. | ||
| Wed., 4/3 | V Boys Volleyball | Farmington | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | L 1-3 | |
| Wed., 4/3 | JV Boys Volleyball | Farmington | Home - Windsor HS-Main Gym [Directions] | 4:00 p.m. | L 2-0 | |
| Wed., 4/3 | JV Softball | Simsbury | Home - Windsor HS-JV Softball Field [Directions] | Postponed | ||
| Thu., 4/4 | V Girls Lacrosse | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 4:00 p.m. | ||
| Thu., 4/4 | JV Girls Lacrosse | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | Canceled | Cancelled | |
| Fri., 4/5 | V Baseball | University-Classical | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Fri., 4/5 | V Boys Lacrosse | Wilbur Cross | Away - Wilbur Cross HS-Wilbur Cross Athletic Complex [Directions] | 4:00 p.m. | ||
| Fri., 4/5 | V Softball | Hall | Away - Hall HS-Varsity Softball [Directions] | 3:45 p.m. | W 22-0 | |
| Fri., 4/5 | V Girls Tennis | Bulkeley/HMTCA/Weaver | Home - Windsor HS-WHS Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Sat., 4/6 | V Baseball | Masters Academy (FL) | Away - Northeast Regional Park Upper-Northeast Regional Park | 2:45 p.m. | ||
| Sat., 4/6 | V Girls Lacrosse | Middletown/Coginchaug | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Sat., 4/6 | JV Softball | Newington | Away - Newington HS-Softball Diamond 2 [Directions] | Postponed | ||
| Mon., 4/8 | V Baseball | Rocky Hill | Away - Northeast Regional Park Upper-Field 1 [Directions] | 10:15 a.m. | ||
| Mon., 4/8 | V Boys Lacrosse | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Mon., 4/8 | V Boys Volleyball | Innovation | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 4/8 | JV Boys Volleyball | Innovation | Home - Windsor HS-Main Gym [Directions] | 4:00 p.m. | W 2-1 | |
| Mon., 4/8 | V Softball | New Britain | Away - Chesley Park [Directions] | 4:15 p.m. | W 16-1 | |
| Mon., 4/8 | JV Softball | New Britain | Away - Chesley Park [Directions] | Postponed | ||
| Tue., 4/9 | JV Baseball | New Britain | Away - Stanley Quarter Park-Baseball Diamond [Directions] | 4:15 p.m. | ||
| Tue., 4/9 | V Softball | Newington | Away - Newington HS-Softball Diamond [Directions] | 4:00 p.m. | W 7-1 | |
| Wed., 4/10 | JV Baseball | Rocky Hill | Away - Griswold MS-Rocky Hill-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Boys Volleyball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | L 2-3 | |
| Wed., 4/10 | JV Boys Volleyball | East Hartford | Home - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | L 2-1 | |
| Fri., 4/12 | JV Boys Lacrosse | Middletown | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Sat., 4/13 | V Softball | South Windsor | Away - South Windsor HS-Varsity Softball Diamond Ayers Road [Directions] | 10:30 a.m. | W 11-5 | |
| Sun., 4/14 | V | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Postponed | ||
| Mon., 4/15 | V Baseball | Newington | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Mon., 4/15 | V Boys Lacrosse | Rocky Hill | Away - Rocky Hill HS-Stadium [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | JV Boys Lacrosse | Rocky Hill | Away - Rocky Hill HS-Auxiliary 2 [Directions] | Canceled | Cancelled | |
| Mon., 4/15 | V Girls Tennis | Lewis Mills | Away - Lewis Mills HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 4/16 | JV Baseball | Newington | Away - Clem Lemire Complex-Legends Field [Directions] | 3:45 p.m. | ||
| Tue., 4/16 | V Boys Golf | Bristol Eastern | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 4/16 | V Boys Volleyball | Lewis Mills | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 4/16 | JV Boys Volleyball | Lewis Mills | Home - Windsor HS-Main Gym [Directions] | 4:00 p.m. | L 2-0 | |
| Tue., 4/16 | V Girls Lacrosse | East Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 6:00 p.m. | ||||||
| Tue., 4/16 | JV Girls Lacrosse | East Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Tue., 4/16 | V Softball | Bunnell | Home - Windsor HS-Varsity Softball Field [Directions] | 6:00 p.m. | ||
| Tue., 4/16 | V Girls Tennis | Enfield | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 4/17 | V Baseball | Manchester | Away - Mt. Nebo Park-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | V Boys Lacrosse | Norwich Tech-Windham Tech | Away - Norwich Technical HS-NTHS Outdoor Athletic Complex [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | JV Boys Lacrosse | Norwich Tech-Windham Tech | Away - Norwich Technical HS-NTHS Outdoor Athletic Complex [Directions] | Canceled | Cancelled | |
| Wed., 4/17 | V Boys Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:00 p.m. | W 3-1 | |
| Wed., 4/17 | JV Boys Volleyball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 4:00 p.m. | L 2-0 | |
| Wed., 4/17 | V Softball | Glastonbury | Away - Glastonbury HS-Field 10 [Directions] | 3:45 p.m. | ||
| Wed., 4/17 | JV Softball | Glastonbury | Away - Glastonbury HS-Field 9 [Directions] | Postponed | ||
| Thu., 4/18 | JV Baseball | Manchester | Home - Windsor HS-JV Baseball Field [Directions] | Postponed | ||
| Thu., 4/18 | V Boys Golf | Maloney | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 4/18 | V Boys Lacrosse | Bristol Coop | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Thu., 4/18 | JV Boys Lacrosse | Bristol Coop | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Fri., 4/19 | V Baseball | Lewis Mills | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | V Boys Outdoor Track | Wethersfield | Away - Wethersfield HS-DiCicco Field [Directions] | 3:45 p.m. | ||
| Fri., 4/19 | V Boys Volleyball | Glastonbury | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | L 3-1 | |
| Fri., 4/19 | JV Boys Volleyball | Glastonbury | Home - Windsor HS-Main Gym [Directions] | 4:00 p.m. | L 2-0 | |
| Fri., 4/19 | V Girls Lacrosse | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | ||
| Fri., 4/19 | V Girls Outdoor Track | Wethersfield | Away - Wethersfield HS-DiCicco Field [Directions] | 3:45 p.m. | ||
| Sun., 4/21 | V | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | ||
| Sun., 4/21 | V | Enfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Mon., 4/22 | V Baseball | Platt | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | JV Baseball | Platt | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/22 | V Boys Volleyball | Southington | Away - Southington HS-Gym West [Directions] | 6:00 p.m. | ||
| Mon., 4/22 | JV Boys Volleyball | Southington | Away - Southington HS-Gym West [Directions] | 5:00 p.m. | ||
| Tue., 4/23 | V Boys Golf | Middletown | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 4/23 | 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., 4/23 | V Girls Lacrosse | Newington | Away - Clem Lemire Complex-Turf Field [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | JV Girls Lacrosse | Newington | Away - Clem Lemire Complex-Turf Field [Directions] | Canceled | Cancelled | |
| Tue., 4/23 | 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., 4/23 | V Softball | Northwest Catholic | Home - Windsor HS-Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Girls Tennis | South Windsor | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 4/24 | V Baseball | Newington | Away - Newington HS-Alumni Field [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Boys Volleyball | Maloney | Home - Windsor HS-WHS Main Gym [Directions] | 5:00 p.m. | ||
| Wed., 4/24 | JV Boys Volleyball | Maloney | Home - Windsor HS-WHS Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | V Softball | Newington | Home - Windsor HS-Varsity Softball Field [Directions] | 4:15 p.m. | ||
| Wed., 4/24 | JV Softball | Newington | Home - Windsor HS-JV Softball Field [Directions] | Postponed | ||
| Wed., 4/24 | V Girls Tennis | Bloomfield | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/25 | JV Baseball | Newington | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Boys Golf | Plainville | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 4/25 | V Boys Lacrosse | E.O. Smith | Away - Farrell Field Park-Upper Field [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | JV Boys Lacrosse | E.O. Smith | Away - Farrell Field Park-Upper Field [Directions] | Canceled | Cancelled | |
| Thu., 4/25 | JV Softball | Tolland | Home - Windsor HS-JV Softball Field [Directions] | Canceled | Cancelled | |
| Fri., 4/26 | V Baseball | Conard | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Fri., 4/26 | JV Baseball | Conard | Home - Windsor HS-JV Baseball Field [Directions] | Canceled | Cancelled | |
| Fri., 4/26 | V Boys Volleyball | New Britain | Away - New Britain HS [Directions] | 5:00 p.m. | ||
| Fri., 4/26 | JV Boys Volleyball | New Britain | Away - New Britain HS [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | V | NorthwestCatholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:30 p.m. | ||
| Fri., 4/26 | V Girls Lacrosse | Norwich Free Academy | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | V Softball | Tolland | Home - Windsor HS-Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 4/26 | V Girls Tennis | Conard | Away - Conard HS-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Sat., 4/27 | V Boys Lacrosse | Ledyard-Griswold | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 10:00 a.m. | ||
| Sat., 4/27 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS-Danbury HS Stadium | 9:00 a.m. | ||
| Sat., 4/27 | V Softball | Rocky Hill | Home - Windsor HS-Varsity Softball Field [Directions] | 2:30 p.m. | ||
| Sat., 4/27 | JV Softball | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Mon., 4/29 | V Baseball | RHAM | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | JV Baseball | RHAM | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Boys Lacrosse | Maloney-Platt | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Mon., 4/29 | V Girls Lacrosse | Bristol Central | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | ||
| Mon., 4/29 | V Softball | RHAM | Away - RHAM HS-Softball Diamond [Directions] | 3:45 p.m. | ||
| Mon., 4/29 | V Girls Tennis | Southington | Away - Southington HS-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Tue., 4/30 | V Boys Golf | Platt | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Newington, Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Boys Volleyball | Comp Sci | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | ||
| Tue., 4/30 | JV Boys Volleyball | Comp Sci | Home - Windsor HS-Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | JV Girls Lacrosse | Enfield | Away - Enfield HS-EHS TURF [Directions] | Canceled | Cancelled | |
| Tue., 4/30 | V Girls Outdoor Track | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | JV Girls Tennis | Maloney | Home - Windsor HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Wed., 5/1 | V Boys Lacrosse | Middletown | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 7:00 p.m. | ||
| Wed., 5/1 | V Boys Volleyball | Hall | Home - Windsor HS-Main Gym [Directions] | 6:00 p.m. | ||
| Wed., 5/1 | JV Boys Volleyball | Hall | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | ||
| Wed., 5/1 | V Softball | Maloney | Home - Windsor HS-Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | JV Softball | Maloney | Home - Windsor HS-JV Softball Field [Directions] | Postponed | ||
| Wed., 5/1 | V Girls Tennis | Rocky Hill | Away - Rocky Hill HS-tennis courts [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/2 | JV Baseball | Hall | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 5/2 | V Boys Golf | Bristol Central | Home - Goodwin Park Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 5/2 | V Boys Lacrosse | Enfield | Away - Enfield HS-EHS TURF [Directions] | 3:45 p.m. | ||
| Thu., 5/2 | JV Softball | E.O. Smith | Away - Southeast School Park-Southeast Elementary School [Directions] | Canceled | Cancelled | |
| Thu., 5/2 | V Girls Tennis | Newington | Away - Newington HS-Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | |
| Fri., 5/3 | V Baseball | Hall | Away - Hall HS-Varsity Baseball Diamond [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Girls Lacrosse | Lewis Mills | Away - Lewis Mills HS-Lewis Mills Track [Directions] | 4:00 p.m. | ||
| Fri., 5/3 | V Softball | E.O. Smith | Away - E.O. Smith HS-Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/3 | V Girls Tennis | New Britain | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 5/4 | V Boys Lacrosse | Berlin | Away - Sage Park Berlin-Scalise Field [Directions] | 10:00 a.m. | ||
| Sat., 5/4 | V Softball | Simsbury | Home - Windsor HS-Varsity Softball Field [Directions] | 10:00 a.m. | ||
| Sun., 5/5 | V | Bloomfield | Away - Windsor HS-Jack O'Brien Stadium [Directions] | 5:00 p.m. | ||
| Sun., 5/5 | V | Bloomfield | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | ||
| Mon., 5/6 | V Baseball | AAE/Bloomfield/Bulkeley | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Mon., 5/6 | V Boys Lacrosse | Middletown | Away - Middletown HS-MHS Stadium [Directions] | 6:00 p.m. | ||
| Mon., 5/6 | JV Boys Lacrosse | Middletown | Away - Moody School-Lacrosse Field 1 [Directions] | Canceled | Cancelled | |
| Mon., 5/6 | V Boys Volleyball | Rockville | Away - Rockville HS-Main gymnasium [Directions] | 5:00 p.m. | ||
| Mon., 5/6 | JV Boys Volleyball | Rockville | Away - Rockville HS-Main gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 5/6 | V Girls Lacrosse | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | 4:15 p.m. | ||
| Mon., 5/6 | JV Girls Lacrosse | Bristol Central | Away - Bristol Central HS-BC Turf Field [Directions] | Canceled | Cancelled | |
| Mon., 5/6 | V Softball | Bristol Central | Away - Casey Field-Softball Field [Directions] | 6:00 p.m. | ||
| Mon., 5/6 | JV Softball | Bristol Central | Away - South Side School-Softball Field [Directions] | Postponed | ||
| Mon., 5/6 | V Girls Tennis | Northwest Catholic | Away - University of Saint Joseph-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 5/7 | V Boys Golf | Platt | Away - Hunter Golf Club [Directions] | 3:00 p.m. | ||
| Tue., 5/7 | V Girls Lacrosse | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 4:30 p.m. | ||
| Tue., 5/7 | JV Girls Lacrosse | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | Canceled | Cancelled | |
| Wed., 5/8 | V Baseball | East Hartford | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | JV Baseball | East Hartford | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Boys Volleyball | Newington | Away - Newington HS-Gym [Directions] | 5:00 p.m. | ||
| Wed., 5/8 | JV Boys Volleyball | Newington | Away - Newington HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 5/8 | V Girls Tennis | New Britain | Away - New Britain HS-tennis courts [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/9 | JV Baseball | Wethersfield | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 5/9 | V Boys Golf | Bristol Eastern | Away - Bristol Eastern HS-Chippanee Golf Club [Directions] | 3:00 p.m. | ||
| Thu., 5/9 | JV Boys Lacrosse | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Thu., 5/9 | JV Softball | East Hartford | Away - McAuliffe Park-Pony Field [Directions] | Canceled | Cancelled | |
| Thu., 5/9 | V Girls Tennis | Newington | Home - Windsor HS-WHS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 5/10 | V Baseball | Wethersfield | Away - Wethersfield HS-Neil Esposito Field [Directions] | 3:45 p.m. | ||
| Fri., 5/10 | V Boys Lacrosse | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:30 p.m. | ||
| Fri., 5/10 | V Boys Volleyball | Simsbury | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | ||
| Fri., 5/10 | JV Boys Volleyball | Simsbury | Home - Windsor HS-Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | V Girls Lacrosse | Northwest Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | JV Girls Lacrosse | Northwest Catholic | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Fri., 5/10 | V Softball | Wethersfield | Home - Windsor HS-Varsity Softball Field [Directions] | 6:30 p.m. | ||
| Fri., 5/10 | JV Softball | Wethersfield | Home - Windsor HS-JV Softball Field [Directions] | Postponed | ||
| Sat., 5/11 | V | Manchester | Home - Windsor HS [Directions] | 9:00 a.m. | ||
| Sat., 5/11 | V | EastHartford | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 9:30 a.m. | ||
| Sat., 5/11 | V | Glastonbury | Away - Windsor HS [Directions] | 3:00 p.m. | ||
| Sat., 5/11 | V Softball | Daniel Hand | Home - Windsor HS-Varsity Softball Field [Directions] | 11:00 a.m. | ||
| Mon., 5/13 | V Baseball | Tolland | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Mon., 5/13 | JV Baseball | Tolland | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/13 | V Boys Golf | Bristol Central | Away - Pequabuck Golf Club-Golf Course, Front 9 [Directions] | 2:30 p.m. | ||
| Mon., 5/13 | V Boys Lacrosse | Bristol Coop | Away - Bristol Central HS-BC Turf Field [Directions] | 6:00 p.m. | ||
| Mon., 5/13 | JV Boys Lacrosse | Bristol Coop | Away - Bristol Eastern HS-King St. Field [Directions] | Canceled | Cancelled | |
| Mon., 5/13 | V Boys Volleyball | Conard | Away - Conard HS-Main Gym [Directions] | 5:00 p.m. | ||
| Mon., 5/13 | JV Boys Volleyball | Conard | Away - Conard HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 5/13 | V Girls Lacrosse | Enfield | Away - Enfield HS-EHS TURF [Directions] | 3:45 p.m. | ||
| Mon., 5/13 | JV Softball | New Britain | Home - Windsor HS-JV Softball Field [Directions] | Canceled | Cancelled | |
| Mon., 5/13 | V Girls Tennis | Bulkeley/HMTCA/Weaver | Away - Weaver HS-Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 5/14 | V Boys Golf | Maloney | Away - Hunter Golf Club [Directions] | 2:15 p.m. | ||
| Tue., 5/14 | V Boys Outdoor Track | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Girls Outdoor Track | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | V Softball | East Hartford | Away - McAuliffe Park-Varsity Field [Directions] | 3:45 p.m. | ||
| Wed., 5/15 | V Boys Volleyball | South Windsor | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | ||
| Wed., 5/15 | JV Boys Volleyball | South Windsor | Home - Windsor HS-Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 5/15 | V Girls Lacrosse | Southington | Away - Southington HS-2 TURF FIELD [Directions] | 5:00 p.m. | ||
| Wed., 5/15 | JV Girls Lacrosse | Southington | Away - Southington HS-8 SubVLacrosse/Soccer [Directions] | Canceled | Cancelled | |
| Wed., 5/15 | JV Softball | Southington | Away - Southington HS-9 Softball JV Field [Directions] | Postponed | ||
| Thu., 5/16 | JV Baseball | Southington | Away - Southington HS-6 Baseball JV Field [Directions] | Canceled | Cancelled | |
| Thu., 5/16 | JV Baseball | Rocky Hill | Home - Windsor HS-JV Baseball Field [Directions] | Postponed | ||
| Thu., 5/16 | V Boys Golf | Middletown | Away - Lyman Orchards [Directions] | 3:00 p.m. | ||
| Thu., 5/16 | V Boys Volleyball | AAE-International | Home - Windsor HS-Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 5/16 | JV Boys Volleyball | AAE-International | Home - Windsor HS-Main Gym [Directions] | Canceled | Cancelled | |
| Thu., 5/16 | V Girls Lacrosse | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 4:30 p.m. | ||
| Thu., 5/16 | JV Girls Lacrosse | Rocky Hill | Home - Windsor HS-Jack O'Brien Stadium [Directions] | Canceled | Cancelled | |
| Fri., 5/17 | V Baseball | Southington | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 3:45 p.m. | ||
| Fri., 5/17 | V Boys Volleyball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 6:00 p.m. | ||
| Fri., 5/17 | JV Boys Volleyball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 5:00 p.m. | ||
| Fri., 5/17 | V Softball | Berlin | Home - Windsor HS-Varsity Softball Field [Directions] | 6:30 p.m. | ||
| Fri., 5/17 | JV Softball | Berlin | Home - Windsor HS-JV Softball Field [Directions] | Canceled | Cancelled | |
| Fri., 5/17 | V Girls Tennis | Bloomfield | Away - Carmen Arace-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Sun., 5/19 | V Softball | Southington | Away - Southington HS-1 Softball Varsity Field [Directions] | 4:00 p.m. | ||
| Mon., 5/20 | V Baseball | Berlin | Away - Sage Park Berlin-Zipadelli Field [Directions] | 6:00 p.m. | ||
| Mon., 5/20 | JV Softball | Hall | Away - Hall HS-JV Softball [Directions] | Canceled | Cancelled | |
| Mon., 5/20 | V Girls Tennis | Platt | Home - Windsor HS-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 5/21 | V Baseball | Rocky Hill | Home - Windsor HS-Barry Chasen Ballpark [Directions] | 4:00 p.m. | ||
| Tue., 5/21 | JV Baseball | Berlin | Home - Windsor HS-JV Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/21 | V Boys Golf | Plainville | Away - Hawks Landing County Club [Directions] | 3:00 p.m. | ||
| Tue., 5/21 | V Boys Outdoor Track | CCC Outdoor Track & Field Championship (10:00 AM - Field, 11:00 AM - Track) | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri | 10:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Veteran's Stadium-Willow Brook Park-Veterans Stadium Irv Black track | ||||||
| Tue., 5/21 | V Girls Lacrosse | New London | Home - Windsor HS-Jack O'Brien Stadium [Directions] | 6:00 p.m. | ||
| Tue., 5/21 | V Girls Outdoor Track | CCC Outdoor Track & Field Championship (10:00 AM - Field, 11:00 AM - Track) | Away - New Britain HS-Veteran's Stadium-Willow Brook Brook Park, New Bri | 10:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Veteran's Stadium-Willow Brook Park-Veterans Stadium Irv Black track | ||||||
| Tue., 5/21 | V Girls Tennis | Wethersfield | Home - Windsor HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 5/22 | V Baseball | East Hartford | Away - Dunkin' Park (Hartford, CT)-Yard Goats [Directions] | 6:30 p.m. | ||
| Wed., 5/22 | V Softball | Conard (Scrim.) | Home - Windsor HS-Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/24 | JV Baseball | New Britain | Home - Windsor HS-JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/24 | V Girls Tennis | Wethersfield | Away - Wethersfield HS-Tennis Courts [Directions] | 3:30 p.m. | ||
| Tue., 5/28 | V Baseball | Brookfield | Away - Brookfield HS-BHS Baseball Field [Directions] | 3:30 p.m. | ||
| Tue., 5/28 | V Softball | Lyman Hall | Away - Lyman Hall HS-Varsity Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 5/30 | V Boys Golf | Central Connecticut Conference - Spring Boys Golf Championship | Away - Stanley Golf Course | 9:00 a.m. | ||