| Simsbury 2022-23 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 985 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| Mon., 8/22 | V Boys Golf | Conard, Avon, Berlin, Glastonbury, Pomperaug, Wethersfield, Hall | Away - Rockledge Golf Club West Hartford | 9:30 a.m. | ||
| Wed., 8/24 | V Football | Wethersfield (Scrim.) | Home - Holden Field-Turf [Directions] | 5:00 p.m. | ||
| Wed., 8/24 | FR Football | Torrington, Wethersfield (Scrim.) | Home - Holden Field-Turf [Directions] | 7:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 5:00 p.m. | ||||||
| Thu., 8/25 | V Boys Golf | Southington | Away - Southington HS-Southington Country Club [Directions] | 3:00 p.m. | Simsbury 164 Southington 180 | |
| Sat., 8/27 | V Football | TBA | Away - TBA | Canceled | Cancelled | |
| Sat., 8/27 | V Football | Cheshire, Darien (Scrim.) | Away - Cheshire High Main Game field [Directions] | 9:00 a.m. | ||
| Sun., 8/28 | V Boys Soccer | Granby Memorial (Scrim.) | Home - Holden Field-Turf [Directions] | 4:00 p.m. | ||
| Tue., 8/30 | V Boys Golf | Hall | Away - Rockledge Golf Club West Hartford [Directions] | 3:00 p.m. | Simsbury 161 Hall 177 | |
| Tue., 8/30 | JV Boys Golf | Hall | Away - Rockledge Golf Club West Hartford [Directions] | 3:00 p.m. | ||
| Tue., 8/30 | V Boys Soccer | Wethersfield (Scrim.) | Home - Holden Field-Turf [Directions] | 6:00 p.m. | ||
| Tue., 8/30 | JV Boys Soccer | Wethersfield (Scrim.) | Away - Silas Deane MS-Soccer Field [Directions] | 4:00 p.m. | ||
| Tue., 8/30 | FR Boys Soccer | Wethersfield (Scrim.) | Away - Mill Woods Field. #1-Mill Woods Field #2 [Directions] | 3:45 p.m. | ||
| Tue., 8/30 | V Field Hockey | Cheshire (Scrim.) | Home - Holden Field-Turf [Directions] | 3:45 p.m. | ||
| Tue., 8/30 | JV Field Hockey | Cheshire (Scrim.) | Home - Simsbury HS-Grass FH Field [Directions] | 5:30 p.m. | ||
| Wed., 8/31 | V Girls Soccer | Lewis Mills (Scrim.) | Away - Lewis Mills HS-Soccer JV Field [Directions] | 3:30 p.m. | ||
| Wed., 8/31 | JV Girls Soccer | Lewis Mills (Scrim.) | Away - Lewis Mills HS-JV Soccer/Lacrosse Field [Directions] | 3:30 p.m. | ||
| Thu., 9/1 | V Boys Golf | Avon | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 157 Avon 166 | |
| Thu., 9/1 | JV Boys Golf | Avon | Home - Simsbury HS-Simsbury Farms CC [Directions] | 2:30 p.m. | ||
| Thu., 9/1 | JV Boys Golf | Glastonbury | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Thu., 9/1 | V Field Hockey | Farmington (Scrim.) | Home - Holden Field-Turf [Directions] | 2:30 p.m. | ||
| Fri., 9/2 | V Football | Platt (Scrim.) | Home - Holden Field-Turf [Directions] | 6:30 p.m. | ||
| Fri., 9/2 | V Girls Soccer | Granby Memorial (Scrim.) | Away - Granby Memorial HS-Stadium Field [Directions] | 3:45 p.m. | ||
| Fri., 9/2 | JV Girls Soccer | Granby Memorial (Scrim.) | Away - Granby Memorial HS-Turf 2 [Directions] | Canceled | Cancelled | |
| Sat., 9/3 | V Field Hockey | Daniel Hand, Branford, Conard, Guilford, Sacred Heart Academy, Stonington | Away - Daniel Hand HS-Turf Field | 9:00 a.m. | ||
| Sat., 9/3 | V Girls Volleyball | Avon Pre Season Play day | Away - Avon HS-Large Gym | 9:00 a.m. | ||
| Sun., 9/4 | V Girls Soccer | Granby Memorial Soccer Jamboree | Away - Granby Memorial HS-Stadium Field | 9:00 a.m. | ||
| Mon., 9/5 | V Boys Soccer | Avon Old Farms (Scrim.) | Away - Avon Old Farms-Old Avon Farms | 10:00 a.m. | ||
| Mon., 9/5 | JV Boys Soccer | Avon Old Farms (Scrim.) | Away - Avon Old Farms-Avon Old Farms #3 | 10:00 a.m. | ||
| Wed., 9/7 | V Field Hockey | Ethel Walker School (Scrim.) | Away - The Ethel Walker School-Turf Field #1 | 3:00 p.m. | ||
| Thu., 9/8 | V Boys Basketball | TBA | Away - TBA | TBA | ||
| Thu., 9/8 | JV Boys Basketball | TBA | Away - TBA | TBA | ||
| Thu., 9/8 | FR Football | North Haven | Home - Weatogue Park-Weatogue Field [Directions] | Canceled | Cancelled | |
| Thu., 9/8 | V Boys Golf | Northwest Catholic | Away - Gillette Ridge Golf Club [Directions] | 3:00 p.m. | Simsbury 170 NWC 167 | |
| Thu., 9/8 | JV Boys Golf | Northwest Catholic | Away - Gillette Ridge Golf Club [Directions] | 3:00 p.m. | ||
| Thu., 9/8 | V Boys Soccer | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 3:45 p.m. | L 3-1 | |
| Thu., 9/8 | JV Boys Soccer | Hall | Away - Hall HS-Field 9 [Directions] | 3:45 p.m. | ||
| Thu., 9/8 | V Girls Soccer | Hall | Home - Holden Field-Turf [Directions] | 5:30 p.m. | L 0-1 | |
| Thu., 9/8 | JV Girls Soccer | Hall | Home - Simsbury HS-Simsbury Grass Field [Directions] | 5:00 p.m. | ||
| Thu., 9/8 | V Girls Volleyball | Avon | Away - Avon HS-Large Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 9/8 | JV Girls Volleyball | Avon | Away - Avon HS-Large Gym [Directions] | 4:30 p.m. | ||
| Thu., 9/8 | FR Girls Volleyball | Avon | Away - Avon HS-Small gym [Directions] | 4:30 p.m. | ||
| Fri., 9/9 | V Football | North Haven | Away - North Haven MS-East Turf Field [Directions] | 7:00 p.m. | L 0-49 | |
| Fri., 9/9 | V Sideline Cheerleading | North Haven | Away - North Haven MS-East Turf Field [Directions] | 7:00 p.m. | ||
| Fri., 9/9 | V Field Hockey | Northwest Catholic | Home - Holden Field-Turf [Directions] | 3:30 p.m. | W 5-0 | |
| Fri., 9/9 | JV Field Hockey | Northwest Catholic | Home - Simsbury HS-Grass FH Field [Directions] | Postponed | ||
| Fri., 9/9 | V Girls Volleyball | SMSA | Away - Sport and Medical Sciences Academy (SMSA)-Gym [Directions] | 4:30 p.m. | W 3-0 | |
| Fri., 9/9 | JV Girls Volleyball | SMSA | Away - Sport and Medical Sciences Academy (SMSA)-Gym [Directions] | 5:30 p.m. | ||
| Sat., 9/10 | V Boys Cross Country | Stratton Brook Invitational | Home - Stratton Brook State Park [Directions] | 10:00 a.m. | ||
| Sat., 9/10 | JV Football | North Haven | Home - Holden Field-Turf [Directions] | 10:00 a.m. | ||
| Sat., 9/10 | V Girls Cross Country | Daniel Hand, Hale Ray, South Windsor | Home - Stratton Brook State Park [Directions] | 10:00 a.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 12:00 p.m. | ||||||
| Mon., 9/12 | V Boys Cross Country | Conard, Northwest Catholic | Away - Reservoir Rt. 4 [Directions] | 3:45 p.m. | ||
| Mon., 9/12 | V Boys Golf | Lewis Mills | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 155 Lewis Mills 170 | |
| Mon., 9/12 | FR Boys Soccer | Southington | Away - Southington HS-8 SubVLacrosse/Soccer [Directions] | 4:45 p.m. | ||
| Mon., 9/12 | V Girls Cross Country | Conard, Northwest Catholic | Away - Reservoir Rt. 4 [Directions] | 3:45 p.m. | ||
| Mon., 9/12 | FR Field Hockey | Enfield | Away - Annex (Old Fermi HS)-Annex Turf Field [Directions] | Postponed | ||
| Mon., 9/12 | V Girls Volleyball | Newington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:45 p.m. | W 3-0 | |
| Mon., 9/12 | JV Girls Volleyball | Newington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:45 p.m. | ||
| Mon., 9/12 | FR Girls Volleyball | Newington | Home - Simsbury HS-Gym 2 [Directions] | 4:45 p.m. | ||
| Tue., 9/13 | V Boys Golf | Conard | Away - Rockledge Golf Club West Hartford [Directions] | 3:00 p.m. | Simsbury 156 Conard 145 | |
| Tue., 9/13 | JV Boys Golf | Conard | Away - Rockledge Golf Club West Hartford [Directions] | 3:00 p.m. | ||
| Tue., 9/13 | V Boys Soccer | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 6:00 p.m. | W 3-2 | |
| Tue., 9/13 | JV Boys Soccer | Southington | Away - Southington HS-5 Soccer/Lacrosse [Directions] | Postponed | ||
| Tue., 9/13 | V Field Hockey | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 3:45 p.m. | W 3-4 | |
| Tue., 9/13 | JV Field Hockey | Southington | Away - Southington HS-2 Field Hockey/Boys Lacrosse [Directions] | 5:15 p.m. | ||
| Wed., 9/14 | FR Field Hockey | Hall | Home - Simsbury HS-Grass FH Field [Directions] | 3:45 p.m. | ||
| Wed., 9/14 | FR Girls Soccer | Southington | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 9/15 | FR Football | Maloney | Home - Holden Field-Turf [Directions] | 3:45 p.m. | ||
| Thu., 9/15 | V Boys Golf | Farmington | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 164 Farmington 159 | |
| Thu., 9/15 | FR Boys Soccer | Newington | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 9/15 | V Field Hockey | Lewis Mills | Home - Holden Field-Turf [Directions] | 6:00 p.m. | W 9-0 | |
| Thu., 9/15 | JV Field Hockey | Lewis Mills | Home - Simsbury HS-Grass FH Field [Directions] | 3:45 p.m. | ||
| Fri., 9/16 | V Football | Maloney | Home - Holden Field-Turf [Directions] | 6:30 p.m. | L 13-35 | |
| Fri., 9/16 | V Boys Soccer | Tolland | Away - Tolland HS-Stadium [Directions] | 3:45 p.m. | T 3-3 | |
| Fri., 9/16 | JV Boys Soccer | Tolland | Away - Tolland HS-Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 9/16 | V Sideline Cheerleading | Maloney H.S. | Home - Holden Field-Sideline [Directions] | 6:30 p.m. | ||
| Fri., 9/16 | V Girls Soccer | South Windsor | Away - South Windsor HS-Multi-purpose field [Directions] | 3:45 p.m. | T 0-0 | |
| Fri., 9/16 | JV Girls Soccer | South Windsor | Away - Nevers Road Park-Nevers Road Park JV Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 9/16 | V Girls Volleyball | Farmington | Away - Farmington HS [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 9/16 | JV Girls Volleyball | Farmington | Away - Farmington HS [Directions] | 3:30 p.m. | ||
| Fri., 9/16 | FR Girls Volleyball | Farmington | Away - Farmington HS-Farmington HS 2nd Gym [Directions] | 3:30 p.m. | ||
| Sat., 9/17 | JV Football | Maloney | Home - Holden Field-Turf [Directions] | 10:00 a.m. | ||
| Sat., 9/17 | V Girls Volleyball | St. Joseph | Away - St. Joseph HS-Gym [Directions] | 10:00 a.m. | W 3-0 | |
| Mon., 9/19 | V Boys Soccer | East Hartford | Away - East Hartford HS-Turf Field [Directions] | 6:00 p.m. | W 2-0 | |
| Mon., 9/19 | JV Boys Soccer | East Hartford | Away - East Hartford HS-Soccer Field [Directions] | 3:45 p.m. | ||
| Mon., 9/19 | JV Field Hockey | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | Canceled | Cancelled | |
| Mon., 9/19 | FR Girls Soccer | Bristol Central | Home - Simsbury HS-Simsbury Grass Field [Directions] | Canceled | Cancelled | |
| Mon., 9/19 | V Girls Volleyball | Southington | Away - Southington HS-Gym West [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 9/19 | JV Girls Volleyball | Southington | Away - Southington HS-Gym West [Directions] | 5:00 p.m. | ||
| Mon., 9/19 | FR Girls Volleyball | Southington | Away - Southington HS-Gym East [Directions] | 5:00 p.m. | ||
| Tue., 9/20 | V Boys Golf | Avon | Away - Blue Fox Run Golf Course [Directions] | 3:00 p.m. | Simsbury 167 Avon 156 | |
| Tue., 9/20 | FR Field Hockey | Conard | Away - Conard HS-Field Hockey - Grass [Directions] | 3:45 p.m. | ||
| Tue., 9/20 | V Girls Soccer | Wethersfield | Home - Holden Field-Turf [Directions] | 6:30 p.m. | T 1-1 | |
| Tue., 9/20 | JV Girls Soccer | Wethersfield | Home - Simsbury HS-Simsbury Grass Field [Directions] | 4:15 p.m. | ||
| Wed., 9/21 | V Boys Cross Country | Farmington, Hall | Away - Winding Trails-Cross Country Course [Directions] | 3:45 p.m. | ||
| Wed., 9/21 | FR Boys Soccer | East Hartford | Away - East Hartford HS-Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 9/21 | V Girls Cross Country | Farmington, Hall | Away - Winding Trails-Cross Country Course [Directions] | 3:45 p.m. | ||
| Wed., 9/21 | V Field Hockey | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | 3:45 p.m. | W 1-2 | |
| Wed., 9/21 | JV Field Hockey | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | 5:15 p.m. | ||
| Wed., 9/21 | V Girls Volleyball | Bristol Eastern | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 9/21 | JV Girls Volleyball | Bristol Eastern | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/21 | FR Girls Volleyball | Bristol Eastern | Home - Simsbury HS-Gym 2 [Directions] | 3:45 p.m. | ||
| Thu., 9/22 | FR Football | Norwalk | Home - Holden Field-Turf [Directions] | 3:45 p.m. | ||
| Thu., 9/22 | V Boys Golf | Conard | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 158 Conard 148 | |
| Thu., 9/22 | V Girls Soccer | Northwest Catholic | Home - Holden Field-Turf [Directions] | 6:30 p.m. | L 0-1 | |
| Thu., 9/22 | JV Girls Soccer | Northwest Catholic | Home - Simsbury HS-Simsbury Grass Field [Directions] | Postponed | ||
| Fri., 9/23 | V Football | Norwalk | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 30-6 | |
| Fri., 9/23 | FR Boys Soccer | Hall | Away - Eisenhower Park [Directions] | 3:45 p.m. | ||
| Fri., 9/23 | V Sideline Cheerleading | Norwalk HS | Home - Holden Field-Sideline [Directions] | 6:30 p.m. | ||
| Fri., 9/23 | V Field Hockey | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 4:15 p.m. | L 4-3 | |
| Fri., 9/23 | JV Field Hockey | Masuk | Away - Masuk HS-Benedict Stadium Field @ Masuk HS [Directions] | 5:45 p.m. | ||
| Fri., 9/23 | V Girls Volleyball | Northwest Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 9/23 | JV Girls Volleyball | Northwest Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/23 | FR Girls Volleyball | Northwest Catholic | Home - Simsbury HS-Gym 2 [Directions] | Canceled | Cancelled | |
| Sat., 9/24 | JV Football | Norwalk | Away - Nathan Hale MS-Callahan Complex at Nathan Hale Lower [Directions] | 10:30 a.m. | ||
| Sat., 9/24 | V Girls Soccer | South Windsor | Away - South Windsor HS-Multi-purpose field [Directions] | 11:00 a.m. | T 0-0 | |
| Tue., 9/27 | V Boys Cross Country | Southington | Home - Stratton Brook State Park [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Boys Soccer | Farmington | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 3-1 | |
| Tue., 9/27 | JV Boys Soccer | Farmington | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Girls Cross Country | Southington | Home - Stratton Brook State Park [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Field Hockey | Windsor | Home - Holden Field-Turf [Directions] | 3:45 p.m. | W 6-0 | |
| Tue., 9/27 | JV Field Hockey | Windsor | Home - Simsbury HS-Grass FH Field [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Girls Soccer | Farmington | Away - Tunxis Mead Park-Tunxis Meade Park [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 9/27 | JV Girls Soccer | Farmington | Away - Tunxis Mead Park-Tunxis Meade Park [Directions] | 3:45 p.m. | ||
| Wed., 9/28 | FR Boys Soccer | Farmington | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 9/28 | FR Girls Soccer | Farmington | Away - Tunxis Mead Park-Tunxis Meade Park [Directions] | 3:45 p.m. | ||
| Wed., 9/28 | V Girls Volleyball | Avon | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:30 p.m. | W 3-0 | |
| Wed., 9/28 | JV Girls Volleyball | Avon | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:30 p.m. | ||
| Wed., 9/28 | FR Girls Volleyball | Avon | Home - Simsbury HS-Gym 2 [Directions] | Postponed | ||
| Thu., 9/29 | FR Football | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 3:45 p.m. | ||
| Thu., 9/29 | V Boys Golf | Hall | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 164 Hall 181 | |
| Thu., 9/29 | V Boys Soccer | Bristol Central | Home - Holden Field-Turf [Directions] | 6:30 p.m. | L 2-0 | |
| Thu., 9/29 | JV Boys Soccer | Bristol Central | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 9/30 | V Football | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 7:00 p.m. | L 9-37 | |
| Fri., 9/30 | V Sideline Cheerleading | Southington HS | Away - Southington HS | 7:00 p.m. | ||
| Fri., 9/30 | V Field Hockey | Suffield | Away - Suffield HS-Ted Beneski Turf Field [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 9/30 | JV Field Hockey | Suffield | Away - Suffield HS-Ted Beneski Turf Field [Directions] | 7:00 p.m. | ||
| Fri., 9/30 | V Girls Soccer | E.O. Smith | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 1-0 | |
| Fri., 9/30 | JV Girls Soccer | E.O. Smith | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 9/30 | V Girls Volleyball | South Windsor | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/30 | JV Girls Volleyball | South Windsor | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | ||
| Fri., 9/30 | FR Girls Volleyball | South Windsor | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Sat., 10/1 | JV Football | Southington | Away - Southington HS-3 TURF FIELD [Directions] | 10:00 a.m. | ||
| Sun., 10/2 | V Boys Crew | Head of the Riverfront | Away - Riverside Park | 9:00 a.m. | ||
| Sun., 10/2 | V Girls Crew | Head of the Riverfront | Away - Riverside Park | 9:00 a.m. | ||
| Mon., 10/3 | JV Boys Golf | JV Invitational Golf Tournament | Away - Stanley Golf Course | 12:30 p.m. | ||
| Mon., 10/3 | V Boys Soccer | Enfield | Home - Holden Field-Turf [Directions] | 3:45 p.m. | T 1-1 | |
| Mon., 10/3 | FR Girls Soccer | E.O. Smith | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/3 | V Girls Volleyball | Platt | Away - Platt HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/3 | JV Girls Volleyball | Platt | Away - Platt HS-Gym [Directions] | 5:00 p.m. | ||
| Mon., 10/3 | FR Girls Volleyball | Platt | Away - Platt HS-Gym [Directions] | 3:45 p.m. | ||
| Tue., 10/4 | V Boys Golf | Avon Invitational | Away - Hop Meadow Country Club | 10:30 a.m. | Simsbury 168(front 9 score) | |
| Tue., 10/4 | FR Boys Soccer | Wethersfield | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/4 | JV Field Hockey | Canton | Away - Canton HS-Grass field [Directions] | 3:45 p.m. | ||
| Tue., 10/4 | V Girls Soccer | Southington | Home - Holden Field-Turf [Directions] | 6:30 p.m. | T 1-1 | |
| Tue., 10/4 | JV Girls Soccer | Southington | Home - Simsbury HS-Simsbury Grass Field [Directions] | Postponed | ||
| Wed., 10/5 | V Girls Volleyball | East Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 10/5 | JV Girls Volleyball | East Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/5 | FR Girls Volleyball | East Catholic | Home - Simsbury HS-Gym 2 [Directions] | 3:45 p.m. | ||
| Thu., 10/6 | FR Football | Conard | Home - Weatogue Park-Weatogue Field [Directions] | 3:45 p.m. | ||
| Thu., 10/6 | V Boys Golf | Lewis Mills | Away - Lewis Mills HS-Fairview Farm Golf Course [Directions] | 3:00 p.m. | Simsbury 159 Lewis Mills 161 | |
| Thu., 10/6 | V Boys Soccer | Plainville | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 4-1 | |
| Thu., 10/6 | JV Boys Soccer | Plainville | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/6 | FR Boys Soccer | Canton | Away - Canton HS-Mills Pond Field [Directions] | 3:45 p.m. | ||
| Thu., 10/6 | V Field Hockey | Avon | Home - Holden Field-Turf [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 10/6 | JV Field Hockey | Avon | Home - Simsbury HS-Grass FH Field [Directions] | 5:15 p.m. | ||
| Fri., 10/7 | V Football | Conard | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 20-3 | |
| Fri., 10/7 | V Sideline Cheerleading | Conard HS | Home - Holden Field-Sideline [Directions] | 6:30 p.m. | ||
| Fri., 10/7 | V Girls Soccer | Tolland | Home - Holden Field-Turf [Directions] | 3:30 p.m. | T 1-1 | |
| Fri., 10/7 | JV Girls Soccer | Tolland | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:30 p.m. | ||
| Fri., 10/7 | V Girls Volleyball | Bristol Central | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 10/7 | JV Girls Volleyball | Bristol Central | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/7 | FR Girls Volleyball | Bristol Central | Home - Simsbury HS-Gym 2 [Directions] | 3:45 p.m. | ||
| Sat., 10/8 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park | 12:45 p.m. | ||
| Sat., 10/8 | JV Football | Conard | Home - Holden Field-Turf [Directions] | 10:00 a.m. | ||
| Sat., 10/8 | FR Boys Soccer | Enfield | Away - Annex (Old Fermi HS)-Annex Grass 1 [Directions] | 10:00 a.m. | ||
| Sat., 10/8 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park | 12:10 p.m. | ||
| Sun., 10/9 | V Boys Crew | New England Fall Regional Regatta | Away - Lake Quinsigamond | TBA | ||
| Sun., 10/9 | V Girls Crew | New England Fall Regional Regatta | Away - Lake Quinsigamond | TBA | ||
| Tue., 10/11 | V Boys Cross Country | Glastonbury | Home - Stratton Brook State Park [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Boys Golf | Northwest Catholic | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 159 NWC 164 | |
| Tue., 10/11 | V Boys Soccer | New Britain | Away - Veteran's Stadium-Willow Brook Park [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 10/11 | JV Boys Soccer | New Britain | Away - New Britain HS-Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Girls Cross Country | Glastonbury | Home - Stratton Brook State Park [Directions] | 3:45 p.m. | ||
| Tue., 10/11 | V Girls Soccer | Bristol Eastern | Away - Bristol Eastern HS-Alumni Field-Turf [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/11 | JV Girls Soccer | Bristol Eastern | Away - Bristol Eastern HS-JV Field [Directions] | Canceled | Cancelled | |
| Wed., 10/12 | FR Boys Soccer | Hall | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/12 | V Field Hockey | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 4:00 p.m. | L 4-1 | |
| Wed., 10/12 | JV Field Hockey | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 5:15 p.m. | ||
| Thu., 10/13 | V Boys Golf | Southington | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 153 Southington 159 | |
| Thu., 10/13 | V Boys Soccer | Windsor | Home - Holden Field-Turf [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 10/13 | JV Boys Soccer | Windsor | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/13 | V Girls Volleyball | Maloney | Away - Maloney HS [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/13 | JV Girls Volleyball | Maloney | Away - Maloney HS [Directions] | 5:00 p.m. | ||
| Thu., 10/13 | FR Girls Volleyball | Maloney | Away - Maloney HS [Directions] | 3:45 p.m. | ||
| Fri., 10/14 | V Field Hockey | Granby Memorial | Away - Granby Memorial HS-Stadium Field [Directions] | 3:30 p.m. | T 1-1 | |
| Fri., 10/14 | JV Field Hockey | Granby Memorial | Away - Granby Memorial HS-Stadium Field [Directions] | 5:00 p.m. | ||
| Fri., 10/14 | V Girls Soccer | RHAM | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 2-0 | |
| Fri., 10/14 | JV Girls Soccer | RHAM | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/14 | V Girls Volleyball | Hall | Away - Hall HS-Robinson Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 10/14 | JV Girls Volleyball | Hall | Away - Hall HS-Robinson Gym [Directions] | 5:00 p.m. | ||
| Fri., 10/14 | FR Girls Volleyball | Hall | Away - Hall HS-Gym B [Directions] | 5:00 p.m. | ||
| Mon., 10/17 | FR Boys Soccer | Avon | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/17 | FR Field Hockey | Enfield | Home - Simsbury HS-Grass FH Field [Directions] | 3:45 p.m. | ||
| Mon., 10/17 | V Girls Volleyball | Conard | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | L 3-2 | |
| Mon., 10/17 | JV Girls Volleyball | Conard | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/17 | FR Girls Volleyball | Conard | Home - Simsbury HS-Gym 2 [Directions] | 4:00 p.m. | ||
| Tue., 10/18 | V Boys Cross Country | Central Connecticut Conference Championship | Away - [CIAC] Wickham Park | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Wickham Park | ||||||
| Tue., 10/18 | V Boys Golf | Farmington | Away - Farmington Country Club [Directions] | 3:00 p.m. | Simsbury 167 Farmington 158 | |
| Tue., 10/18 | JV Boys Golf | Farmington | Away - Tunxis Country Club [Directions] | 3:00 p.m. | ||
| Tue., 10/18 | V Boys Soccer | Avon | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 2-0 | |
| Tue., 10/18 | JV Boys Soccer | Avon | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/18 | V Girls Cross Country | Central Connecticut Conference Championship | Away - [CIAC] Wickham Park | 3:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Facility to Wickham Park | ||||||
| Tue., 10/18 | V Field Hockey | Enfield | Away - Annex (Old Fermi HS)-Annex Turf Field [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 10/18 | JV Field Hockey | Enfield | Away - Annex (Old Fermi HS)-Annex Turf Field [Directions] | 5:15 p.m. | ||
| Tue., 10/18 | V Girls Soccer | Avon | Away - Avon HS-Turf Field [Directions] | 6:15 p.m. | W 2-1 | |
| Tue., 10/18 | JV Girls Soccer | Avon | Away - Avon HS-Turf Field [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | FR Football | Manchester | Away - Memorial Field @ MHS [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | FR Boys Soccer | Conard | Away - Conard HS-South Field [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | FR Field Hockey | Southington | Home - Simsbury HS-Grass FH Field [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | FR Girls Soccer | Conard | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | V Girls Volleyball | Farmington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Wed., 10/19 | JV Girls Volleyball | Farmington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | FR Girls Volleyball | Farmington | Home - Simsbury HS-Gym 2 [Directions] | 3:45 p.m. | ||
| Thu., 10/20 | V Football | Manchester | Away - Memorial Field @ MHS [Directions] | 6:30 p.m. | W 38-26 | |
| Thu., 10/20 | V Boys Golf | Central Connecticut Conference Championship | Away - Stanley Golf Course | 9:00 a.m. | ||
| Thu., 10/20 | V Sideline Cheerleading | Manchester | Away - Manchester HS-Memorial Field [Directions] | 6:30 p.m. | ||
| Thu., 10/20 | V Field Hockey | E.O. Smith | Away - E.O. Smith HS-Turf Field [Directions] | 3:45 p.m. | W 8-0 | |
| Thu., 10/20 | JV Field Hockey | E.O. Smith | Away - E.O. Smith HS-Turf Field [Directions] | 5:15 p.m. | ||
| Thu., 10/20 | FR Field Hockey | Hall | Away - Hall HS-Field Hockey Practice Field [Directions] | 3:45 p.m. | ||
| Fri., 10/21 | V Boys Soccer | Conard | Home - Holden Field-Turf [Directions] | 6:30 p.m. | L 1-0 | |
| Fri., 10/21 | JV Boys Soccer | Conard | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/21 | V Field Hockey | Wethersfield | Away - Wethersfield HS-Cottone Field [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 10/21 | V Girls Soccer | Conard | Away - Conard HS-McKee Stadium [Directions] | 6:00 p.m. | W 1-0 | |
| Fri., 10/21 | JV Girls Soccer | Conard | Away - Conard HS-North Field [Directions] | 3:45 p.m. | ||
| Fri., 10/21 | V Girls Volleyball | East Hartford | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 10/21 | JV Girls Volleyball | East Hartford | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/21 | FR Girls Volleyball | Lewis Mills | Home - Simsbury HS-Gym 2 [Directions] | 4:00 p.m. | ||
| Sat., 10/22 | JV Football | Manchester | Away - Memorial Field @ MHS [Directions] | 10:00 a.m. | ||
| Sat., 10/22 | V Boys Soccer | Northwest Catholic | Home - Holden Field-Turf [Directions] | 10:00 a.m. | W 1-0 | |
| Sat., 10/22 | JV Boys Soccer | Northwest Catholic | Home - Simsbury HS-Simsbury Grass Field [Directions] | 10:00 a.m. | ||
| Mon., 10/24 | V Boys Soccer | Conard | Away - Conard HS-McKee Stadium [Directions] | 6:00 p.m. | L 2-0 | |
| Mon., 10/24 | FR Field Hockey | Conard | Home - Simsbury HS-Grass FH Field [Directions] | Postponed | ||
| Mon., 10/24 | V Girls Volleyball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/24 | JV Girls Volleyball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 4:30 p.m. | ||
| Mon., 10/24 | FR Girls Volleyball | Glastonbury | Away - Glastonbury HS-Gym 2 [Directions] | 4:30 p.m. | ||
| Tue., 10/25 | V Boys Cross Country | CCC Freshman Invitational | Away - Hall HS-Stadium (Track) | 4:30 p.m. | ||
| Tue., 10/25 | FR Boys Soccer | East Hartford | Home - Simsbury HS-Simsbury Grass Field [Directions] | 4:15 p.m. | ||
| Tue., 10/25 | V Field Hockey | Hall | Home - Holden Field-Turf [Directions] | 3:45 p.m. | L 6-1 | |
| Tue., 10/25 | JV Field Hockey | Hall | Home - Holden Field-Turf [Directions] | 5:30 p.m. | ||
| Tue., 10/25 | V Girls Soccer | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 3:45 p.m. | T 1-1 | |
| Tue., 10/25 | JV Girls Soccer | Hall | Away - Hall HS-Field 9 [Directions] | 3:45 p.m. | ||
| Wed., 10/26 | FR Field Hockey | Glastonbury | Home - Simsbury HS-Grass FH Field [Directions] | 3:45 p.m. | ||
| Wed., 10/26 | FR Girls Soccer | Wethersfield | Away - Silas Deane MS-Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/27 | FR Football | Hall | Home - Holden Field-Turf [Directions] | 3:45 p.m. | ||
| Thu., 10/27 | V Boys Soccer | E.O. Smith | Home - Holden Field-Turf [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/27 | JV Boys Soccer | E.O. Smith | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/27 | FR Field Hockey | Wethersfield | Away - Wethersfield Cove Park [Directions] | 3:45 p.m. | ||
| Fri., 10/28 | V Football | Hall | Home - Holden Field-Turf [Directions] | 6:30 p.m. | L 3-31 | |
| Fri., 10/28 | V Sideline Cheerleading | Hall HS | Home - Holden Field-Sideline [Directions] | 6:30 p.m. | ||
| Fri., 10/28 | V Field Hockey | Conard | Home - Holden Field-Turf [Directions] | 3:30 p.m. | L 3-2 | |
| Fri., 10/28 | JV Field Hockey | Conard | Home - Simsbury HS-Grass FH Field [Directions] | 4:45 p.m. | ||
| Fri., 10/28 | FR Girls Soccer | Avon | Away - Avon HS-Turf Field [Directions] | 3:45 p.m. | ||
| Sat., 10/29 | V Boys Cross Country | CIAC Class L Championship | Away - Wickham Park | 9:35 a.m. | ||
| Sat., 10/29 | JV Football | Hall | Home - Holden Field-Turf [Directions] | 10:00 a.m. | ||
| Sat., 10/29 | V Girls Cross Country | CIAC Class L Championship | Away - Wickham Park | 9:00 a.m. | ||
| Sat., 10/29 | FR Field Hockey | HALLoween Jamboree | Away - Hall HS-Field Hockey Practice Field | 9:00 a.m. | ||
| Sat., 10/29 | V Girls Soccer | Northwest Catholic | Away - University of Saint Joseph-Lacrosse Field [Directions] | 9:00 a.m. | W 1-0 | |
| Sat., 10/29 | JV Girls Soccer | Northwest Catholic | Away - Northwest Catholic HS (Primary)-NWC JV Soccer Field / Track [Directions] | 9:00 a.m. | ||
| Sat., 10/29 | V Girls Volleyball | Bristol Eastern | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 10:00 a.m. | W 3-0 | |
| Sat., 10/29 | FR Girls Volleyball | Southington | Away - Southington HS-Gym West [Directions] | 9:00 p.m. | ||
| Sun., 10/30 | V Boys Crew | Head of the Fish Regatta | Away - Saratoga Springs State Boat Launch | TBA | ||
| Sun., 10/30 | V Girls Crew | Head of the Fish Regatta | Away - Saratoga Springs State Boat Launch | TBA | ||
| Mon., 10/31 | JV Boys Soccer | Conard | Away - Conard HS-South Field [Directions] | 3:45 p.m. | ||
| Mon., 10/31 | FR Boys Soccer | E.O. Smith | Away - Farrell Field Park-Lower Field [Directions] | Canceled | Cancelled | |
| Mon., 10/31 | FR Field Hockey | Glastonbury | Away - Glastonbury HS-GHS Field #14 [Directions] | 3:45 p.m. | ||
| Mon., 10/31 | FR Girls Soccer | Glastonbury | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 11/1 | V Boys Golf | CIAC Division I Championship | Away - Stanley GC | 9:00 a.m. | ||
| Tue., 11/1 | V Boys Soccer | Glastonbury | Away - Glastonbury HS-Turf Field [Directions] | 5:00 p.m. | L 0-3 | |
| Tue., 11/1 | JV Boys Soccer | Glastonbury | Away - Glastonbury HS-Field 4 [Directions] | 3:45 p.m. | ||
| Tue., 11/1 | V Field Hockey | Farmington | Away - Farmington HS-Turf Field [Directions] | 3:45 p.m. | W 1-0 | |
| Tue., 11/1 | JV Field Hockey | Farmington | Away - Farmington HS-Turf Field [Directions] | 5:15 p.m. | ||
| Tue., 11/1 | V Girls Soccer | Glastonbury | Home - Holden Field-Turf [Directions] | 6:30 p.m. | T 1-1 | |
| Tue., 11/1 | JV Girls Soccer | Glastonbury | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 11/1 | V Girls Volleyball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-2 | |
| Wed., 11/2 | FR Boys Soccer | Glastonbury | Away - Glastonbury HS-Field 13 [Directions] | 3:45 p.m. | ||
| Wed., 11/2 | V Girls Volleyball | RHAM | Away - Simsbury HS-Simsbury / Main Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 11/3 | FR Football | Newington | Away - Newington HS-Abbate Field, Alumni Rd. [Directions] | 3:45 p.m. | ||
| Thu., 11/3 | V Boys Soccer | Suffield (Scrim.) | Away - Suffield HS-Ted Beneski Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 11/3 | FR Girls Soccer | Hall | Away - Eisenhower Park [Directions] | 3:15 p.m. | ||
| Fri., 11/4 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/4 | V Football | Newington | Away - Newington HS-Alumni Field [Directions] | 6:30 p.m. | L 25-28 | |
| Fri., 11/4 | V Sideline Cheerleading | Newington | Away - Newington HS-Alumni Field [Directions] | 6:30 p.m. | ||
| Fri., 11/4 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/4 | V Field Hockey | Longmeadow (MA) (Scrim.) | Home - Holden Field-Turf [Directions] | 3:30 p.m. | ||
| Sat., 11/5 | V Boys Crew | Pumpkinhead Regatta | Away - Farmington Boat House | TBA | ||
| Sat., 11/5 | JV Football | Newington | Away - Newington HS-Abbate Field, Alumni Rd. [Directions] | 10:00 a.m. | ||
| Sat., 11/5 | V Girls Crew | Pumpkinhead Regatta | Away - Farmington Boat House | TBA | ||
| Mon., 11/7 | V Boys Soccer | Fairfield Ludlowe | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 1-0 | |
| Mon., 11/7 | V Girls Volleyball | Conard (Scrim.) | Away - Conard HS-Main Gym [Directions] | 3:30 p.m. | ||
| Tue., 11/8 | V Field Hockey | Pomperaug | Home - Holden Field-Turf [Directions] | 4:00 p.m. | W 1-0 | |
| Tue., 11/8 | V Girls Soccer | Norwich Free Academy | Home - Holden Field-Turf [Directions] | 6:30 p.m. | ||
| Wed., 11/9 | V Boys Soccer | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 2:00 p.m. | ||
| Thu., 11/10 | V Football | East Hartford | Away - East Hartford HS-Turf Field [Directions] | 6:30 p.m. | L 24-26 | |
| Thu., 11/10 | V Sideline Cheerleading | East Hartford HS | Away - East Hartford HS | 6:30 p.m. | ||
| Thu., 11/10 | V Field Hockey | Daniel Hand | Home - Holden Field-Turf [Directions] | 6:00 p.m. | ||
| Thu., 11/10 | V Girls Soccer | Ridgefield | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 4:00 p.m. | ||
| Thu., 11/10 | V Girls Volleyball | Trumbull | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | L 3-1 | |
| Sat., 11/12 | JV Football | East Hartford | Away - East Hartford HS-Turf Field [Directions] | 10:00 a.m. | ||
| Mon., 11/14 | FR Football | East Hartford | Away - East Hartford HS-Freshman Practice Field [Directions] | 3:45 p.m. | ||
| Thu., 11/17 | FR Football | Glastonbury | Home - Holden Field-Turf [Directions] | 3:45 p.m. | ||
| Sat., 11/19 | V Football | Glastonbury | Home - Holden Field-Turf [Directions] | 6:30 p.m. | L 10-51 | |
| Sat., 11/19 | V Sideline Cheerleading | Glastonbury | Home - Holden Field-Sideline [Directions] | 6:30 p.m. | ||
| Mon., 11/21 | JV Football | Glastonbury | Home - Holden Field-Turf [Directions] | 3:45 p.m. | ||
| Fri., 12/2 | V Girls Basketball | Loomis Chaffee School (Scrim.) | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:00 p.m. | ||
| Fri., 12/2 | V Girls Ice Hockey | East Catholic Coop | Home - Simsbury - ISCC-Olympic [Directions] | 6:40 p.m. | ||
| Fri., 12/2 | V Girls Ice Hockey | Avon | Away - Simsbury - ISCC-Olympic [Directions] | 7:55 p.m. | ||
| Fri., 12/2 | V Girls Ice Hockey | Suffield Coop | Home - Simsbury - ISCC-Olympic [Directions] | 8:25 p.m. | ||
| Wed., 12/7 | V Girls Basketball | Trumbull (Scrim.) | Away - Trumbull HS-THS Main Gym [Directions] | 5:30 p.m. | ||
| Wed., 12/7 | V Girls Ice Hockey | Avon | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | L 3-1 | |
| Thu., 12/8 | V Boys Basketball | Bristol Eastern (Scrim.) | Away - Bristol Eastern HS-Gym [Directions] | 3:30 p.m. | ||
| Fri., 12/9 | V Girls Basketball | Kennedy (Scrim.) | Home - Henry James MS-Gym [Directions] | 4:30 p.m. | ||
| Sat., 12/10 | V Boys Basketball | Rockville (Scrim.) | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 12/10 | JV Boys Basketball | Rockville (Scrim.) | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 10:00 a.m. | ||
| Sat., 12/10 | JV Boys Ice Hockey | Longmeadow (MA) (Scrim.) | Away - Fitzpatrick Rink-Rink | 4:00 p.m. | ||
| Sat., 12/10 | V Boys Indoor Track | Hillhouse Developmental Meet | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | ||
| Sat., 12/10 | V Wrestling | Bristol Eastern, Avon, Berlin, Farmington, TBA, New Britain, St. Paul Catholic, Terryville/Thomaston, Wethersfield | Away - Bristol Eastern HS-Gym | 9:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 9:00 a.m. | ||||||
| Sat., 12/10 | V Girls Basketball | Norwich Free Academy (Scrim.) | Away - Norwich Free Academy-Alumni Gym [Directions] | 3:00 p.m. | ||
| Sat., 12/10 | V Girls Ice Hockey | Darien | Away - Darien Ice House-Ice Rink [Directions] | 5:50 p.m. | L 7-1 | |
| Sat., 12/10 | V Girls Indoor Track | Hillhouse Developmental Meet | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | ||
| Tue., 12/13 | V Boys Basketball | Canton (Scrim.) | Away - Canton HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 12/13 | JV Boys Basketball | Canton (Scrim.) | Away - Canton HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 12/13 | V Girls Basketball | Berlin | Away - Berlin HS-Gibney Gymnasium [Directions] | 6:45 p.m. | W 55-38 | |
| Tue., 12/13 | JV Girls Basketball | Berlin | Away - Berlin HS-Gibney Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/13 | FR Girls Basketball | Berlin | Away - Berlin HS-Gibney Gymnasium [Directions] | Canceled | Cancelled | |
| Wed., 12/14 | V Boys Ice Hockey | Farmington Valley Generals | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | W 5-4 | |
| Wed., 12/14 | V Wrestling | East Hartford | Away - East Hartford HS [Directions] | 6:00 p.m. | ||
| Wed., 12/14 | V Girls Ice Hockey | Suffield Coop | Away - Simsbury - ISCC-Olympic [Directions] | 6:45 p.m. | L 6-2 | |
| Wed., 12/14 | Miscellaneous Events | Esports League of Legend State Tournament | Home - Quinnipiac University-QU [Directions] | 4:30 p.m. | ||
| Thu., 12/15 | V Boys Basketball | Hartford Public | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 44-37 | |
| Thu., 12/15 | JV Boys Basketball | Hartford Public | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/15 | FR Boys Basketball | Hartford Public | Home - Simsbury HS-Simsbury / Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 12/16 | V Boys Indoor Track | Hillhouse Invitational Day 1 | Away - New Haven Athletic Center/Hillhouse HS | 4:30 p.m. | ||
| Fri., 12/16 | V Boys Swimming and Diving | Bulkeley Relays @ Cornerstone Pool (Diving 3:30, Swimming 5:45) | Away - Cornerstone Aquatics Center-Pool | 5:30 p.m. | ||
| Fri., 12/16 | V Girls Indoor Track | Hillhouse Invitational Day 1 | Away - New Haven Athletic Center/Hillhouse HS | 4:30 p.m. | ||
| Sat., 12/17 | V Boys Ice Hockey | Wethersfield | Home - Simsbury - ISCC-Olympic [Directions] | 7:30 p.m. | W 4-3 | |
| Sat., 12/17 | V Boys Indoor Track | Hillhouse Invitational Day 2 | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | ||
| Sat., 12/17 | V Boys Swimming and Diving | Granby Memorial, TBA, Northwestern | Away - Farmington Valley YMCA-Pool [Directions] | 4:00 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Sat., 12/17 | V Wrestling | Frank Chaves Invitational 2022 | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 9:30 a.m. | 5 mats | |
| Sat., 12/17 | V Girls Ice Hockey | Woodstock Academy Coop | Away - Pomfret School-Jahn Rink [Directions] | 12:00 p.m. | W 5-0 | |
| Sat., 12/17 | V Girls Indoor Track | Hillhouse Invitational Day 2 | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | ||
| Mon., 12/19 | V Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 6:45 p.m. | W 68-58 | |
| Mon., 12/19 | JV Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 5:15 p.m. | ||
| Mon., 12/19 | FR Boys Basketball | Wethersfield | Away - Wethersfield HS-Gym A [Directions] | 3:45 p.m. | ||
| Mon., 12/19 | V Girls Basketball | Northwest Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 48-44 | |
| Mon., 12/19 | JV Girls Basketball | Northwest Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/19 | FR Girls Basketball | Northwest Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | Canceled | Cancelled | |
| Mon., 12/19 | JV Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Cromwell-Lower Rink [Directions] | 4:20 p.m. | ||
| Tue., 12/20 | JV Boys Ice Hockey | E.O. Smith-Tolland | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 8:30 p.m. | ||
| Tue., 12/20 | JV Girls Ice Hockey | East Catholic Coop | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 5:30 p.m. | ||
| Wed., 12/21 | V Boys Basketball | Granby Memorial | Away - Granby Memorial HS-K.L. King Gymnasium [Directions] | 6:45 p.m. | W 73-21 | |
| Wed., 12/21 | JV Boys Basketball | Granby Memorial | Away - Granby Memorial HS-K.L. King Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 12/21 | FR Boys Basketball | Granby Memorial | Away - Granby Memorial HS-K.L. King Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 12/21 | V Boys Ice Hockey | New Canaan | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | L 8-3 | |
| Wed., 12/21 | V Wrestling | Southington | Home - Simsbury HS-Gym 2 [Directions] | 6:00 p.m. | ||
| Wed., 12/21 | V Girls Basketball | Enfield | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | L 50-45 | |
| Wed., 12/21 | JV Girls Basketball | Enfield | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 12/21 | FR Girls Basketball | Enfield | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 12/21 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Away - Simsbury - ISCC-NHL [Directions] | 7:20 p.m. | W 3-2 | |
| Thu., 12/22 | JV Boys Ice Hockey | Northeastern Shamrocks | Away - Bolton Ice Palace-Ice Rink [Directions] | 3:30 p.m. | ||
| Thu., 12/22 | V Boys Indoor Track | Hillhouse Holiday Invitational | Away - New Haven Athletic Center/Hillhouse HS | 3:30 p.m. | ||
| Thu., 12/22 | V Girls Indoor Track | Hillhouse Holiday Invitational | Away - New Haven Athletic Center/Hillhouse HS | 3:30 p.m. | ||
| Fri., 12/23 | V Wrestling | Xavier, Berlin, Coventry (RI) | Away - Xavier HS-Gym [Directions] | 3:00 p.m. | ||
| Mon., 12/26 | JV Wrestling | Trumbull | Away - Trumbull HS-Aux Gym [Directions] | 9:00 a.m. | ||
| Tue., 12/27 | V Boys Basketball | South Windsor | Home - Bristol Central Holiday Classic [Directions] | 4:30 p.m. | W 63-49 | |
| Tue., 12/27 | JV Boys Ice Hockey | Wethersfield | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 8:30 p.m. | ||
| Tue., 12/27 | V Wrestling | Lowell Holiday Wrestling Tournament | Away - Lowell HS - Riddick Field House-Gym | 8:00 a.m. | ||
| Tue., 12/27 | V Girls Basketball | Shaker (NY) | Home - Amsterdam H.S.-Gym [Directions] | 12:00 p.m. | W 38-31 | |
| Wed., 12/28 | V Boys Ice Hockey | Northwest Catholic | Home - Simsbury - ISCC-NHL [Directions] | 7:10 p.m. | W 8-4 | |
| Wed., 12/28 | V Wrestling | Lowell Holiday Wrestling Tournament | Away - Lowell HS - Riddick Field House-Gym | 8:00 a.m. | ||
| Wed., 12/28 | JV Wrestling | Guardian JV Wrestling Tournament | Away - Glastonbury HS-Gym | 9:00 a.m. | ||
| Wed., 12/28 | V Girls Basketball | Bethlehem Central (NY) | Away - Amsterdam H.S.-Gym | 4:30 p.m. | W 63-58 | |
| Thu., 12/29 | V Boys Basketball | Bristol Eastern | Away - Bristol Central HS-Charles C. Marsh Gymnasium [Directions] | 7:30 p.m. | L 55-63 | |
| Thu., 12/29 | JV Boys Ice Hockey | St. Joseph | Away - Shelton - Sports Center of CT-Lower Rink [Directions] | 12:00 p.m. | ||
| Thu., 12/29 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | Postponed | ||
| Fri., 12/30 | V Boys Indoor Track | Robert Saulsbury Invitational | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | ||
| Fri., 12/30 | V Girls Indoor Track | Robert Saulsbury Invitational | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | ||
| Sat., 12/31 | V Co-ed Cross Country Skiing | Wahconah Regional (MA), Amherst Regional (MA), Mohawk Trail (MA), Mt. Greylock (MA), Hoosac Valley Middle/High School | Away - Prospect Mountain Ski Area | 9:30 a.m. | ||
| Mon., 1/2 | V Girls Ice Hockey | Hall/Conard | Away - Veterans Memorial Ice Rink - West Hartford-Ice Rink [Directions] | 7:20 p.m. | W 3-2(OT) | |
| Tue., 1/3 | V Boys Basketball | Farmington | Away - Farmington HS [Directions] | 6:45 p.m. | L 31-41 | |
| Tue., 1/3 | JV Boys Basketball | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Boys Basketball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Tue., 1/3 | V Boys Swimming and Diving | Maloney, Meriden Co-op | Home - Westminster School-Pool [Directions] | 8:00 p.m. | Simsbury 86 Platt/Maloney 95 | |
| Tue., 1/3 | V Girls Basketball | Farmington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 56-41 | |
| Tue., 1/3 | JV Girls Basketball | Farmington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Girls Basketball | Farmington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/4 | V Boys Ice Hockey | East Catholic | Home - Simsbury - ISCC-Olympic [Directions] | 7:40 p.m. | W 5-0 | |
| Wed., 1/4 | V Wrestling | Bristol Eastern | Home - Simsbury HS-Gym 2 [Directions] | 6:00 p.m. | ||
| Wed., 1/4 | V Girls Ice Hockey | Hall/Conard | Home - Simsbury - ISCC-Olympic [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 1/5 | V Boys Indoor Track | Wintergreen Invitational | Away - Southern CT State University - Moore Field House-Moore Field House | 4:00 p.m. | ||
| Thu., 1/5 | V Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 6:45 p.m. | W 46-29 | |
| Thu., 1/5 | JV Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 5:15 p.m. | ||
| Thu., 1/5 | FR Girls Basketball | Southington | Away - Southington HS-Gym West [Directions] | 3:45 p.m. | ||
| Thu., 1/5 | V Girls Indoor Track | Wintergreen Invitational | Away - Southern CT State University - Moore Field House-Moore Field House | 4:00 p.m. | ||
| Fri., 1/6 | V Boys Basketball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 6:45 p.m. | L 53-61 | |
| Fri., 1/6 | JV Boys Basketball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/6 | FR Boys Basketball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/6 | JV Boys Ice Hockey | Newington Coop | Away - Newington-Blue Rink [Directions] | 8:40 p.m. | ||
| Fri., 1/6 | V Boys Swimming and Diving | Enfield/Ellington/Suffield | Home - Westminster School-Pool [Directions] | 8:00 p.m. | Simsbury 81 Enfi/Suff/Elli 92 | |
| Sat., 1/7 | V Boys Ice Hockey | Notre Dame-Fairfield | Home - Simsbury - ISCC-Olympic [Directions] | 7:10 p.m. | W 7-0 | |
| Sat., 1/7 | V Wrestling | Warde Invitational | Away - Fairfield Warde HS-Large Gym | 9:00 a.m. | ||
| Sat., 1/7 | V Co-ed Cross Country Skiing | Wahconah Regional (MA), Amherst Regional (MA), Mohawk Trail (MA), Mt. Greylock (MA), Hoosac Valley Middle/High School | Away - Mohawk Trail Regional High | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Mon., 1/9 | V Girls Basketball | Avon | Away - Avon HS-Large Gym [Directions] | 6:45 p.m. | W 52-27 | |
| Mon., 1/9 | JV Girls Basketball | Avon | Away - Avon HS-Large Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/9 | FR Girls Basketball | Avon | Away - Avon HS-Large Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/10 | V Boys Basketball | E.O. Smith | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 58-52 | |
| Tue., 1/10 | JV Boys Basketball | E.O. Smith | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/10 | FR Boys Basketball | E.O. Smith | Home - Simsbury HS-Simsbury / Main Gym [Directions] | Postponed | ||
| Tue., 1/10 | JV Boys Ice Hockey | Westminster | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 5:00 p.m. | ||
| Tue., 1/10 | V Boys Swimming and Diving | Manchester/RHAM | Away - Manchester HS-Pool [Directions] | 3:45 p.m. | Simsbury 93 Manchester 67 | |
| Wed., 1/11 | V Boys Basketball | Avon | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 48-43 | |
| Wed., 1/11 | JV Boys Basketball | Avon | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/11 | FR Boys Basketball | Avon | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/11 | V Boys Ice Hockey | Wethersfield | Away - Newington-Blue Rink [Directions] | 4:00 p.m. | W 3-2 | |
| Wed., 1/11 | V Wrestling | New Britain | Away - New Britain HS-Gym [Directions] | 6:00 p.m. | ||
| Wed., 1/11 | V Girls Basketball | Windsor | Away - Windsor HS-WHS Main Gym [Directions] | 6:45 p.m. | W 50-33 | |
| Wed., 1/11 | JV Girls Basketball | Windsor | Away - Windsor HS-WHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/11 | FR Girls Basketball | Windsor | Away - Windsor HS-WHS Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/11 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Red Rink [Directions] | 7:50 p.m. | L 2-3 | |
| Fri., 1/13 | V Boys Basketball | Hall | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | L 38-54 | |
| Fri., 1/13 | JV Boys Basketball | Hall | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/13 | FR Boys Basketball | Hall | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/13 | V Boys Ice Hockey | Barrington (RI) | Home - Simsbury - ISCC-NHL [Directions] | 6:00 p.m. | W 4-2 | |
| Fri., 1/13 | JV Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats (Scrim.) | Away - Simsbury - ISCC-Olympic [Directions] | 8:10 p.m. | ||
| Fri., 1/13 | V Boys Indoor Track | Hillhouse Varsity Invitational | Away - New Haven Athletic Center/Hillhouse HS | 4:30 p.m. | ||
| Fri., 1/13 | V Boys Swimming and Diving | Windsor | Away - Windsor HS-WHS Pool [Directions] | 5:00 p.m. | Simsbury 82 windsor 95 | |
| Fri., 1/13 | V Girls Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 6:45 p.m. | W 56-24 | |
| Fri., 1/13 | JV Girls Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/13 | FR Girls Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/13 | V Girls Indoor Track | Hillhouse Varsity Invitational | Away - New Haven Athletic Center/Hillhouse HS | 4:30 p.m. | ||
| Sat., 1/14 | V Boys Ice Hockey | Glastonbury | Away - Koeppel Community Sports Center - Trinity College-Albert Creighton Williams '64 Rink [Directions] | 7:30 p.m. | T 3-3 | |
| Sat., 1/14 | V Boys Indoor Track | Hillhouse JV Invitational | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | ||
| Sat., 1/14 | V Wrestling | John Gorman Invite | Away - Cumberland HS | 9:30 a.m. | ||
| Sat., 1/14 | JV Wrestling | Trumbull, Bristol Eastern, Fairfield Warde, Greenwich, TBA, Norwalk, Southington, Staples, Xavier | Away - Trumbull HS-THS Main Gym | 9:00 a.m. | ||
| Sat., 1/14 | V Co-ed Cross Country Skiing | Wahconah Regional (MA), Amherst Regional (MA), Mohawk Trail (MA), Mt. Greylock (MA), Hoosac Valley Middle/High School | Away - Mohawk Trail Regional High | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 1/14 | V Girls Ice Hockey | West Haven/SHA | Home - Simsbury - ISCC-Olympic [Directions] | 6:40 p.m. | W 3-2 | |
| Sat., 1/14 | V Girls Indoor Track | Hillhouse JV Invitational | Away - New Haven Athletic Center/Hillhouse HS | 10:00 a.m. | ||
| Mon., 1/16 | JV Wrestling | Enfield, Agawam (MA), Branford, Bristol Central, East Hartford, Glastonbury, Maloney, TBA, TBA, TBA, TBA, New Britain, Platt, St. Joseph, Stratford, Windsor | Away - Enfield HS-EHS GYM - MAIN | 9:00 a.m. | ||
| Mon., 1/16 | V Girls Ice Hockey | New Canaan | Away - Darien Ice House-Ice Rink [Directions] | 10:00 a.m. | L 2-1 | |
| Tue., 1/17 | V Boys Basketball | Southington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | L 40-66 | |
| Tue., 1/17 | JV Boys Basketball | Southington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/17 | FR Boys Basketball | Southington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/17 | JV Boys Ice Hockey | St. Joseph | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 8:30 p.m. | ||
| Tue., 1/17 | V Boys Swimming and Diving | Rocky Hill | Away - Rocky Hill HS-Swimming Pool [Directions] | 4:00 p.m. | Simsbury 94 Rocky Hill 63 | |
| Wed., 1/18 | V Boys Ice Hockey | East Catholic | Away - Cromwell-Lower Rink [Directions] | 7:30 p.m. | W 6-1 | |
| Wed., 1/18 | V Wrestling | Newington | Away - Newington HS-Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/20 | JV Boys Ice Hockey | Westminster | Away - Westminster School-Ice Rink | 6:15 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 3:45 p.m. | W 44-29 | |
| Fri., 1/20 | JV Girls Basketball | Conard | Away - Conard HS-Main Gym [Directions] | Canceled | Cancelled | |
| Fri., 1/20 | FR Girls Basketball | Conard | Away - Conard HS-Main Gym [Directions] | Postponed | ||
| Fri., 1/20 | V Girls Ice Hockey | Avon | Away - Newington-Blue Rink [Directions] | 6:10 p.m. | L 2-4 | |
| Sat., 1/21 | V Boys Ice Hockey | South Windsor | Away - South Windsor Arena-Ice Rink [Directions] | 6:00 p.m. | W 4-2 | |
| Sat., 1/21 | V Boys Indoor Track | U.S. Army Officials Hall of Fame Invitational | Away - The Armory | 8:00 a.m. | ||
| Sat., 1/21 | V Boys Indoor Track | SCC Coaches Invitational 2023 | Away - New Haven Athletic Center/Hillhouse HS | 9:00 a.m. | ||
| Sat., 1/21 | V Wrestling | Colter Abely Wrestling Tournament | Away - Mercy HS-Gym | 8:00 a.m. | ||
| Sat., 1/21 | JV Wrestling | Patton JV Tournament | Away - Danbury HS-Main Gym | 9:30 a.m. | ||
| Sat., 1/21 | V Co-ed Cross Country Skiing | Wahconah Regional (MA), Amherst Regional (MA), Mohawk Trail (MA), Mt. Greylock (MA), Hoosac Valley Middle/High School | Away - Wahconah Regional HS | Canceled | Cancelled | |
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 1/21 | V Girls Basketball | Shenendehowa (NY) | Away - Averill Park Central HS-Court 1 | 3:00 p.m. | W 53-52 OT | |
| Sat., 1/21 | JV Girls Basketball | Averill Park Central (NY) | Away - Averill Park Central HS-Gym | 12:00 p.m. | ||
| Sat., 1/21 | V Girls Ice Hockey | Guilford Coop | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 12:30 p.m. | W 2-0 | |
| Sat., 1/21 | V Girls Indoor Track | U.S. Army Officials Hall of Fame Invitational | Away - The Armory | 8:00 a.m. | ||
| Sat., 1/21 | V Girls Indoor Track | SCC Coaches Invitational 2023 | Away - New Haven Athletic Center/Hillhouse HS | 9:00 a.m. | ||
| Sun., 1/22 | V Girls Basketball | Averill Park Central (NY) | Away - Averill Park Central HS-Court 1 | 12:30 p.m. | L 59-31 | |
| Sun., 1/22 | JV Girls Basketball | Averill Park Central (NY) | Away - Averill Park Central HS-Court 1 | 11:00 a.m. | ||
| Sun., 1/22 | Miscellaneous Events | Boys Basketball to UConn game | Home - XL Center Hartford-Arena [Directions] | 12:00 p.m. | Boys Basketball booster club taking the team to watch a UConn basketball game. | |
| Mon., 1/23 | JV Girls Ice Hockey | Avon | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | Postponed | ||
| Tue., 1/24 | JV Boys Ice Hockey | Longmeadow (MA) | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 8:30 p.m. | ||
| Tue., 1/24 | V Boys Swimming and Diving | Northwest Catholic | Away - University of Saint Joseph-University of Saint Joseph's Connecticut [Directions] | 3:45 p.m. | Simsbury 101 Northwest Catholic 72 | |
| Tue., 1/24 | V Girls Basketball | E.O. Smith | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 39-31 | |
| Tue., 1/24 | JV Girls Basketball | E.O. Smith | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/24 | FR Girls Basketball | E.O. Smith | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/25 | V Co-ed Cross Country Skiing | Wahconah Regional (MA), Amherst Regional (MA), Mohawk Trail (MA), Mt. Greylock (MA), Hoosac Valley Middle/High School | Away - Wahconah Regional HS | Canceled | Cancelled | |
| Pending changes awaiting acceptance by one or more parties involved: Date to 1/26, Time to 3:30 p.m. | ||||||
| Wed., 1/25 | JV Girls Ice Hockey | Taft (NY) | Away - Taft School-Mays | Canceled | Cancelled | |
| Thu., 1/26 | V Boys Basketball | Southington | Away - Southington HS-Gym West [Directions] | 6:45 p.m. | L 63-40 | |
| Thu., 1/26 | JV Boys Basketball | Southington | Away - Southington HS-Gym West [Directions] | 5:15 p.m. | ||
| Thu., 1/26 | FR Boys Basketball | Southington | Away - Southington HS-Gym West [Directions] | 3:45 p.m. | ||
| Thu., 1/26 | V Wrestling | Conard | Home - Simsbury HS-Gym 2 [Directions] | 6:00 p.m. | ||
| Fri., 1/27 | V Girls Basketball | Southington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 49-44 3OT | |
| Fri., 1/27 | JV Girls Basketball | Southington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/27 | FR Girls Basketball | Southington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Sat., 1/28 | V Boys Ice Hockey | Xavier | Home - Simsbury - ISCC-Olympic [Directions] | 6:40 p.m. | W 4-1 | |
| Sat., 1/28 | V Boys Indoor Track | CCC Indoor Track & Field Championships 2023 - Boys | Away - E.O. Smith HS-Floyd Little Athletic Center - New Haven, CT | 9:00 a.m. | ||
| Sat., 1/28 | V Wrestling | Timberlane (NH) | Away - Timberlane Regional HS-Gym | 10:00 a.m. | ||
| Sat., 1/28 | V Co-ed Cross Country Skiing | Amherst Regional (MA), Mohawk Trail (MA), Mt. Greylock (MA), Hoosac Valley Middle/High School, Wahconah Regional (MA) | Away - Mohawk Trail Regional High-Nordic Course | 10:00 a.m. | ||
| Sat., 1/28 | V Girls Ice Hockey | Hamden Coop | Home - Simsbury - ISCC-NHL [Directions] | 5:40 p.m. | T 2-2 | |
| Sat., 1/28 | V Girls Indoor Track | CCC Indoor Track & Field Championships 2023 - Girls | Away - E.O. Smith HS-Floyd Little Athletic Center - New Haven, CT | 9:00 a.m. | ||
| Mon., 1/30 | JV Wrestling | TBA, Xavier | Home - Simsbury HS-Gym 2 [Directions] | 4:30 p.m. | Requesting 2 officials | |
| Mon., 1/30 | V Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 6:45 p.m. | L 34-28 | |
| Mon., 1/30 | JV Girls Basketball | Newington | Away - Newington HS-Newington [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Girls Basketball | Newington | Away - Newington HS-Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/31 | V Boys Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 6:45 p.m. | L 42-56 | |
| Tue., 1/31 | JV Boys Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/31 | FR Boys Basketball | Hall | Away - Hall HS-Robinson Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/31 | V Boys Swimming and Diving | Conard | Home - Westminster School-Pool [Directions] | 8:00 p.m. | Simsbury 85 Conard 96 | |
| Tue., 1/31 | V Wrestling | Hall | Home - Simsbury HS-Gym 2 [Directions] | 6:00 p.m. | ||
| Wed., 2/1 | V Boys Ice Hockey | Hamden | Away - Hamden-Lou Astorino Ice Rink [Directions] | 8:00 p.m. | W 4-1 | |
| Wed., 2/1 | V Co-ed Cross Country Skiing | Mt. Greylock (MA), Mohawk Trail (MA), Hoosac Valley Middle/High School, TBA, Wahconah Regional (MA) | Away - Mount Greylock Regional School-Cross Country Trails | 3:30 p.m. | ||
| Wed., 2/1 | FR Girls Basketball | Newington | Home - Henry James MS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 2/1 | V Girls Ice Hockey | Mercy/NW Catholic/East Hampton | Home - Simsbury - ISCC-NHL [Directions] | 6:40 p.m. | W 2-1 | |
| Thu., 2/2 | V Boys Basketball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | L 57-66 | |
| Thu., 2/2 | JV Boys Basketball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/2 | FR Boys Basketball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 2/2 | JV Boys Ice Hockey | Cheshire | Away - Hamden-Lou Astorino Ice Rink [Directions] | 3:45 p.m. | ||
| Fri., 2/3 | V Wrestling | CCC, Avon, Berlin, Bristol Central, Bristol Eastern, Conard, E.O. Smith, East Hartford, Enfield, Farmington, Glastonbury, Maloney, Manchester, Middletown, TBA, New Britain, Newington, Platt, Plainville, RHAM, Rocky Hill, South Windsor, Southington, Wether | Away - Glastonbury HS-Gym | 5:00 p.m. | ||
| Fri., 2/3 | V Girls Basketball | East Hartford | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 32-26 | |
| Fri., 2/3 | JV Girls Basketball | East Hartford | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | FR Girls Basketball | East Hartford | Home - Simsbury HS-Simsbury / Main Gym [Directions] | Postponed | ||
| Sat., 2/4 | V Wrestling | CCC, Avon, Berlin, Bristol Central, Bristol Eastern, Conard, E.O. Smith, East Hartford, Enfield, Farmington, Glastonbury, Maloney, Manchester, Middletown, TBA, New Britain, Newington, Platt, Plainville, RHAM, Rocky Hill, South Windsor, Southington, Wether | Away - Glastonbury HS-Gym | 10:00 a.m. | ||
| Mon., 2/6 | V Boys Basketball | Northwest Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | L 34-77 | |
| Mon., 2/6 | JV Boys Basketball | Northwest Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/6 | FR Boys Basketball | Northwest Catholic | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/6 | V Boys Ice Hockey | St. Joseph | Home - Simsbury - ISCC-Olympic [Directions] | 3:50 p.m. | T 4-4 | |
| Mon., 2/6 | V Boys Indoor Track | Hillhouse Last Chance Qualifier | Away - New Haven Athletic Center/Hillhouse HS | TBA | ||
| Mon., 2/6 | V Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 6:45 p.m. | W 55-39 | |
| Mon., 2/6 | JV Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | 5:00 p.m. | ||
| Mon., 2/6 | FR Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS (Primary)-Johnson Gym [Directions] | Canceled | Cancelled | |
| Mon., 2/6 | V Girls Ice Hockey | New Canaan | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 4:00 p.m. | L 5-0 | |
| Mon., 2/6 | V Girls Indoor Track | Hillhouse Last Chance Qualifier | Away - New Haven Athletic Center/Hillhouse HS | TBA | ||
| Tue., 2/7 | V Boys Basketball | Harding | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 7:00 p.m. | W 44-33 | |
| Tue., 2/7 | JV Boys Basketball | Harding | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/7 | FR Boys Basketball | Harding | Home - Simsbury HS-Simsbury / Main Gym [Directions] | Postponed | ||
| Tue., 2/7 | JV Boys Ice Hockey | Xavier | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 8:30 p.m. | ||
| Tue., 2/7 | V Boys Swimming and Diving | Southington | Home - Westminster School-Pool [Directions] | 8:00 p.m. | Simsbury 81 Southington 96 | |
| Tue., 2/7 | V Girls Ice Hockey | Suffield Coop | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 4:55 p.m. | W 4-3 | |
| Wed., 2/8 | V Boys Ice Hockey | Hamden | Home - Simsbury - ISCC-Olympic [Directions] | 6:50 p.m. | W 10-0 | |
| Wed., 2/8 | V Wrestling | Farmington | Away - Farmington HS [Directions] | 6:00 p.m. | ||
| Thu., 2/9 | V Boys Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 6:45 p.m. | W 52-48 | |
| Thu., 2/9 | JV Boys Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/9 | FR Boys Basketball | Conard | Away - Conard HS-Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 2/9 | V Girls Basketball | Conard | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | W 47-37 | |
| Thu., 2/9 | JV Girls Basketball | Conard | Home - Simsbury HS-Simsbury / Main Gym [Directions] | Canceled | Cancelled | |
| Thu., 2/9 | FR Girls Basketball | Conard | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Thu., 2/9 | JV Girls Ice Hockey | East Catholic Coop | Away - Newington-Blue Rink [Directions] | 4:30 p.m. | ||
| Fri., 2/10 | JV Boys Ice Hockey | Avon Old Farms | Away - Avon Old Farms-Jennings Rink | 8:30 p.m. | ||
| Fri., 2/10 | V Boys Indoor Track | CIAC Class L Championships | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 2/10 | V Boys Swimming and Diving | Newington | Away - Newington HS-Pool [Directions] | 7:30 p.m. | Simsbury 81.5 Newington 99.5 | |
| Fri., 2/10 | V Wrestling | Berlin | Home - Simsbury HS-Gym 2 [Directions] | 6:00 p.m. | ||
| Fri., 2/10 | V Girls Indoor Track | CIAC Class L Championships | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Sat., 2/11 | V Boys Ice Hockey | Glastonbury | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 8:00 p.m. | W 9-0 | |
| Sat., 2/11 | JV Wrestling | RHAM JV Tournament | Away - RHAM HS-RHAM | 9:30 a.m. | ||
| Sat., 2/11 | V Co-ed Cross Country Skiing | Mt. Greylock (MA), Mohawk Trail (MA), Hoosac Valley Middle/High School, TBA, Wahconah Regional (MA) | Away - Mount Greylock Regional School-Cross Country Trails | 10:00 a.m. | ||
| Sat., 2/11 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners - Stamford-Ice Rink [Directions] | 5:00 p.m. | W 2-1 | |
| Mon., 2/13 | V Girls Basketball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | L 27-26 | |
| Mon., 2/13 | JV Girls Basketball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/13 | FR Girls Basketball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/13 | V Girls Ice Hockey | Greenwich | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | 4:00 p.m. | W 2-1 | |
| Mon., 2/13 | Unified Sports Basketball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 3:00 p.m. | ||
| Tue., 2/14 | V Boys Basketball | Enfield | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:45 p.m. | L 38-44 | |
| Tue., 2/14 | JV Boys Basketball | Enfield | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/14 | FR Boys Basketball | Enfield | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/14 | JV Boys Ice Hockey | Xavier | Away - Cromwell-Upper Rink [Directions] | 4:30 p.m. | ||
| Tue., 2/14 | V Co-ed Cross Country Skiing | MIAA State Championship | Away - Prospect Mountain Ski Area | 11:00 a.m. | ||
| Wed., 2/15 | V Boys Ice Hockey | Xavier | Away - Cromwell-Upper Rink [Directions] | 6:40 p.m. | W 5-2 | |
| Wed., 2/15 | V Girls Ice Hockey | East Catholic Coop | Home - Simsbury - ISCC-Olympic [Directions] | 6:50 p.m. | T 1-1 | |
| Wed., 2/15 | Unified Sports Basketball | Enfield | Home - Simsbury HS-Gym 2 [Directions] | 3:00 p.m. | ||
| Thu., 2/16 | JV Boys Ice Hockey | Newington Coop | Home - Simsbury Farms Ice Rink-Ice Rink [Directions] | Canceled | Cancelled | |
| Thu., 2/16 | V Girls Basketball | Rocky Hill | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:00 p.m. | W 57-26 | |
| Fri., 2/17 | V Boys Basketball | Maloney | Away - Maloney HS [Directions] | 6:45 p.m. | L 46-49(OT) | |
| Fri., 2/17 | JV Boys Basketball | Maloney | Away - Maloney HS [Directions] | 5:15 p.m. | ||
| Fri., 2/17 | FR Boys Basketball | Maloney | Away - Maloney HS [Directions] | 3:45 p.m. | ||
| Fri., 2/17 | JV Boys Ice Hockey | Westminster | Home - Simsbury - ISCC-Olympic [Directions] | Canceled | Cancelled | |
| Fri., 2/17 | V Wrestling | CIAC L Championship | Away - Guilford | 4:00 p.m. | ||
| Sat., 2/18 | JV Boys Ice Hockey | Wethersfield | Away - Newington-Blue Rink [Directions] | 7:40 p.m. | ||
| Sat., 2/18 | V Boys Indoor Track | CIAC State Open Championships | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/18 | V Boys Swimming and Diving | Hall | Away - Cornerstone Aquatics Center-Pool [Directions] | 3:00 p.m. | Simsbury 70 Hall 96 | |
| Sat., 2/18 | V Wrestling | CIAC L Championship | Away - Guilford | 10:30 a.m. | ||
| Sat., 2/18 | V Girls Basketball | Bristol Central | Home - Plainville HS-Wood Gymnasium [Directions] | 1:00 p.m. | W 56-33 | |
| Sat., 2/18 | V Girls Indoor Track | CIAC State Open Championships | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/20 | JV Wrestling | Amity, Avon, Berlin, Bloomfield, Bristol Central, Bristol Eastern, Conard, Danbury, East Hartford, Enfield, Fairfield Warde, Farmington, Glastonbury, Guilford, Foran, Maloney, Manchester, Middletown, TBA, New Britain, New Fairfield, New Milford, Newtown, | Home - Simsbury HS-Gym 2 [Directions] | 9:30 a.m. | ||
| Mon., 2/20 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Red Rink [Directions] | 1:30 p.m. | W 2-1 | |
| Tue., 2/21 | V Boys Basketball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 6:45 p.m. | W 55-41 | |
| Tue., 2/21 | JV Boys Basketball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/21 | FR Boys Basketball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 2/21 | JV Boys Ice Hockey | Northwest Catholic | Home - Simsbury Farms Ice Rink-Simsbury Farms [Directions] | 8:30 p.m. | ||
| Tue., 2/21 | V Boys Swimming and Diving | Farmington | Away - Miss Porter's School-Pool [Directions] | 7:30 p.m. | Simsbury-81 Farmington-95 | |
| Tue., 2/21 | V Girls Basketball | Newington | Away - University of Hartford [Directions] | 8:00 p.m. | W 49-46 (OT) | |
| Wed., 2/22 | V Boys Ice Hockey | South Windsor | Home - Simsbury - ISCC-Olympic [Directions] | 7:20 p.m. | W 3-2 | |
| Thu., 2/23 | V Girls Basketball | Conard | Home - University of Hartford [Directions] | 7:00 p.m. | W 40-37 | |
| Fri., 2/24 | V Boys Ice Hockey | Housatonic Coop | Home - Simsbury - ISCC-Olympic [Directions] | 7:10 p.m. | Cancelled | |
| Fri., 2/24 | JV Boys Ice Hockey | Northeastern Shamrocks | Home - Simsbury - ISCC-NHL [Directions] | 6:00 p.m. | ||
| Fri., 2/24 | V Wrestling | CIAC State Open | Away - Floyd Little Athletic Center | 12:45 p.m. | ||
| Fri., 2/24 | V Girls Ice Hockey | Avon | Away - Trinity College-Koeppel Rink [Directions] | 7:00 p.m. | ||
| Sat., 2/25 | V Boys Ice Hockey | Northwest Catholic | Away - Simsbury - ISCC-NHL [Directions] | 6:45 p.m. | L 2-5 | |
| Sat., 2/25 | V Boys Swimming and Diving | Splash Classic 2023 | Away - Cornerstone Aquatics Center-Pool | 4:00 p.m. | 3rd Place | |
| Sat., 2/25 | V Wrestling | CIAC State Open | Away - Floyd Little Athletic Center | 10:00 a.m. | ||
| Mon., 2/27 | V Boys Basketball | Lewis Mills (Scrim.) | Away - Lewis Mills HS-Gymnasium [Directions] | 3:15 p.m. | ||
| Mon., 2/27 | V Boys Ice Hockey | Farmington Valley Generals | Away - Avon Old Farms-Jennings Rink [Directions] | 7:15 p.m. | W 7-3 | |
| Mon., 2/27 | V Boys Swimming and Diving | Hall, Conard, Farmington, Northwest Catholic, Southington | Away - Cornerstone Aquatics Center-Pool | 6:00 p.m. | ||
| Mon., 2/27 | V Girls Basketball | Rockville | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 75-21 | |
| Tue., 2/28 | JV Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Simsbury - ISCC-NHL [Directions] | Canceled | Cancelled | |
| Wed., 3/1 | V Boys Ice Hockey | Farmington Valley Generals | Home - Simsbury - ISCC-Olympic [Directions] | 7:00 p.m. | ||
| Wed., 3/1 | V Boys Swimming and Diving | Hall, Conard, Farmington, Northwest Catholic, Southington | Away - Cornerstone Aquatics Center-Pool | 3:45 p.m. | ||
| Wed., 3/1 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Simsbury - ISCC-NHL [Directions] | 5:00 p.m. | ||
| Wed., 3/1 | Unified Sports Basketball | Bloomfield | Away - Bloomfield HS [Directions] | 3:00 p.m. | ||
| Wed., 3/1 | Unified Sports Basketball | Norwich Free Academy | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 3:00 p.m. | ||
| Thu., 3/2 | JV Boys Ice Hockey | Northwest Catholic | Away - Simsbury - ISCC-NHL [Directions] | 3:30 p.m. | ||
| Thu., 3/2 | V Girls Basketball | Windsor | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:30 p.m. | ||
| Fri., 3/3 | V Boys Basketball | East Hartford | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | ||
| Fri., 3/3 | V Boys Ice Hockey | Wethersfield | Home - UConn Storrs-Freitas Ice Forum [Directions] | 6:30 p.m. | ||
| Fri., 3/3 | V Wrestling | New England Interscholastic Wrestling Championships Day 1 | Away - Providence Career & Technical Academy-Gym | 5:00 p.m. | ||
| Fri., 3/3 | Unified Sports Basketball | Windsor | Away - Windsor HS-WHS Main Gym [Directions] | 3:00 p.m. | ||
| Sat., 3/4 | V Boys Indoor Track | New England Interscholastic Boys and Girls Indoor Track & Field Championships | Away - Reggie Lewis Center | 10:30 a.m. | ||
| Sat., 3/4 | V Wrestling | New England Interscholastic Wrestling Championships Day 2 | Away - Providence Career & Technical Academy-Gym | 9:00 a.m. | ||
| Sat., 3/4 | V Girls Indoor Track | New England Interscholastic Boys and Girls Indoor Track & Field Championships | Away - Reggie Lewis Center | 10:30 a.m. | ||
| Thu., 3/9 | V Boys Swimming and Diving | CIAC Class L Diving Championships | Away - Sheehan | 5:30 p.m. | ||
| Sat., 3/11 | V Boys Ice Hockey | Greenwich | Home - Wesleyan University-Snyder Rink [Directions] | 12:00 p.m. | ||
| Sun., 3/12 | V Boys Swimming and Diving | CIAC Class L Trials | Away - Cornerstone Pool | 3:15 p.m. | ||
| Thu., 3/16 | V Boys Swimming and Diving | CIAC Class L Finals | Away - Cornerstone Pool | 6:00 p.m. | ||
| Fri., 3/17 | V Boys Swimming and Diving | CIAC Open Diving Championships | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/18 | V Boys Swimming and Diving | CIAC State Open Championship | Away - Yale | 1:00 p.m. | ||
| Thu., 3/23 | V Boys Lacrosse | East Lyme (Scrim.) | Away - East Lyme HS-Dick North Turf Field [Directions] | 4:30 p.m. | ||
| Thu., 3/23 | V Girls Lacrosse | East Longmeadow (MA) (Scrim.) | Home - Holden Field-Turf [Directions] | 6:15 p.m. | ||
| Thu., 3/23 | JV Girls Lacrosse | East Longmeadow (MA) (Scrim.) | Home - Holden Field-Turf [Directions] | 5:00 p.m. | ||
| Fri., 3/24 | V Baseball | Westminster (Scrim.) | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | ||
| Sat., 3/25 | V Boys Volleyball | Joel Barlow, Fairfield Ludlowe, Glastonbury, Iona Prep (NY), New Canaan, Pomperaug, Staples, Trumbull | Away - Joel Barlow HS-Lower Gym | 10:00 a.m. | ||
| Sun., 3/26 | V Boys Lacrosse | Westfield (MA) (Scrim.) | Away - Roots Athletic Center | 10:00 a.m. | ||
| Tue., 3/28 | V Baseball | Granby Memorial (Scrim.) | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | ||
| Tue., 3/28 | V Boys Lacrosse | Westfield (MA) (Scrim.) | Home - Holden Field-Turf [Directions] | 4:30 p.m. | ||
| Tue., 3/28 | V Softball | RHAM (Scrim.) | Away - RHAM HS-Softball Diamond [Directions] | 4:00 p.m. | Cancelled | |
| Wed., 3/29 | V Boys Tennis | Granby Memorial (Scrim.) | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 3/30 | V Boys Rugby | MidState Rugby | Home - Holden Field-Simsbury 2 [Directions] | 6:30 p.m. | ||
| Thu., 3/30 | V Girls Lacrosse | Cheshire (Scrim.) | Home - Holden Field-Turf [Directions] | 4:30 p.m. | ||
| Thu., 3/30 | JV Girls Lacrosse | Cheshire (Scrim.) | Home - Simsbury HS-Simsbury Grass Field [Directions] | 6:00 p.m. | ||
| Fri., 3/31 | V Softball | Westminster (Scrim.) | Away - Westminster School-Softball Diamond | 4:30 p.m. | ||
| Sat., 4/1 | V Boys Rugby | Bishop Hendricken (RI) | Home - Holden Field-Simsbury 2 [Directions] | 10:45 a.m. | ||
| Sat., 4/1 | V Boys Volleyball | CIAC Early Season Tournament | Away - [CIAC] Connecticut Sports Center | 8:00 a.m. | ||
| Sat., 4/1 | V Girls Lacrosse | East Catholic | Home - Holden Field-Turf [Directions] | 1:45 p.m. | W 19-3 | |
| Sat., 4/1 | JV Girls Lacrosse | East Catholic | Home - Simsbury HS-Simsbury Grass Field [Directions] | Postponed | ||
| Sat., 4/1 | V Softball | Westminster (Scrim.) | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 5:30 p.m. | Cancelled | |
| Mon., 4/3 | V Baseball | Avon | Away - Buckingham Fields-90 ft. Baseball Diamond [Directions] | 3:45 p.m. | L 13-3 | |
| Mon., 4/3 | JV Baseball | Xavier | Away - Xavier HS-Richard Magner Field [Directions] | 4:00 p.m. | L 10-3 | |
| Mon., 4/3 | V Boys Volleyball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 5:00 p.m. | W 3-2 | |
| Mon., 4/3 | JV Boys Volleyball | Enfield | Away - Enfield HS-EHS GYM - MAIN [Directions] | 4:00 p.m. | ||
| Tue., 4/4 | FR Baseball | Xavier | Home - Town Forest Park-90 Foot Diamond [Directions] | 4:00 p.m. | L 7-2 | |
| Tue., 4/4 | V Boys Outdoor Track | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | Simsbury 112 Farmington 38 | |
| Tue., 4/4 | V Girls Lacrosse | Agawam (MA) | Away - Agawam HS-Harmon Smith Field | 4:00 p.m. | W 16-6 | |
| Tue., 4/4 | JV Girls Lacrosse | Agawam (MA) | Away - Agawam HS-Harmon Smith Field | 5:30 p.m. | ||
| Tue., 4/4 | V Girls Outdoor Track | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Tue., 4/4 | V Girls Tennis | Middletown | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 4/5 | V Baseball | New Britain | Away - Beehive Field-Baseball Diamond [Directions] | 3:45 p.m. | W 4-0 | |
| Wed., 4/5 | FR Baseball | Newington | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | ||
| Wed., 4/5 | V Boys Lacrosse | RHAM | Away - RHAM HS-Lacrosse Field [Directions] | 4:30 p.m. | W 16-6 | |
| Wed., 4/5 | JV Boys Lacrosse | RHAM | Away - RHAM HS-Lacrosse Field [Directions] | Canceled | Cancelled | |
| Wed., 4/5 | V Boys Rugby | TBA | Away - Ridgefield HS-Tiger Hollow Stadium | Canceled | Cancelled | |
| Wed., 4/5 | JV Boys Rugby | Ridgefield (Scrim.) | Away - Ridgefield HS-Tiger Hollow Stadium [Directions] | 4:30 p.m. | ||
| Wed., 4/5 | V Boys Tennis | Wethersfield | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 [Detailed Results] | |
| Wed., 4/5 | V Boys Volleyball | Southington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Wed., 4/5 | JV Boys Volleyball | Southington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | ||
| Wed., 4/5 | V Girls Golf | Avon | Away - Blue Fox Run Golf Course [Directions] | 3:00 p.m. | ||
| Wed., 4/5 | V Softball | Farmington | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | W 16-4(5) | |
| Wed., 4/5 | JV Softball | Farmington | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | Canceled | Cancelled | |
| Thu., 4/6 | JV Baseball | New Britain | Home - Simsbury HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 4/6 | V Boys Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 6:00 p.m. | L 2-3 | |
| Thu., 4/6 | JV Boys Volleyball | Cheshire | Away - Cheshire HS-Gym West [Directions] | 5:00 p.m. | ||
| Thu., 4/6 | V Girls Lacrosse | Newington | Home - Holden Field-Turf [Directions] | 5:00 p.m. | W 19-7 | |
| Thu., 4/6 | JV Girls Lacrosse | Newington | Home - Simsbury HS-Simsbury Grass Field [Directions] | Postponed | ||
| Thu., 4/6 | V Softball | Bristol Eastern | Away - Bristol Eastern HS-Softball Field [Directions] | 4:00 p.m. | L 21-9(5) | |
| Sat., 4/8 | V Boys Lacrosse | Notre Dame-West Haven | Home - Holden Field-Turf [Directions] | 12:00 p.m. | W 14-13 | |
| Sat., 4/8 | JV Boys Lacrosse | Notre Dame-West Haven | Home - Simsbury HS-Simsbury Grass Field [Directions] | 10:30 a.m. | ||
| Mon., 4/10 | V Baseball | Farmington | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | W 5-4 | |
| Mon., 4/10 | FR Baseball | Farmington | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | W 6-2 | |
| Mon., 4/10 | V Boys Volleyball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 4/10 | JV Boys Volleyball | Glastonbury | Away - Glastonbury HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 4/11 | JV Baseball | Farmington | Away - Irving Robbins MS-Baseball Diamond [Directions] | 3:45 p.m. | W 19-7 | |
| Tue., 4/11 | V Boys Rugby | Xaverian Brothers (MA) | Away - Xaverian Brothers HS-#4 - Upper grass | 4:00 p.m. | ||
| Tue., 4/11 | V Girls Lacrosse | Joel Barlow | Away - Joel Barlow HS-Joel Barlow HS Stadium [Directions] | 2:00 p.m. | W 7-6 | |
| Wed., 4/12 | V Baseball | Northwest Catholic | Away - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 2:00 p.m. | W 11-1 | |
| Wed., 4/12 | JV Baseball | Westminster | Away - Westminster School-Baseball Diamond | 3:30 p.m. | Cancelled | |
| Wed., 4/12 | JV Baseball | Northwest Catholic | Away - Simsbury Memorial Park [Directions] | 4:00 p.m. | W 20-5 | |
| Wed., 4/12 | V Boys Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 5:00 p.m. | L 0-3 | |
| Wed., 4/12 | JV Boys Volleyball | Trumbull | Away - Trumbull HS-THS Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 4/13 | V Boys Lacrosse | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:30 p.m. | W 11-6 | |
| Thu., 4/13 | JV Boys Lacrosse | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | Postponed | ||
| Thu., 4/13 | V Girls Lacrosse | Greenwich | Away - Greenwich HS-Cardinal Stadium [Directions] | 12:00 p.m. | L 4-12 | |
| Fri., 4/14 | V Boys Outdoor Track | Hall Spring Break Jamboree | Away - Hall HS-Track | 12:00 p.m. | ||
| Fri., 4/14 | V Girls Outdoor Track | Hall Spring Break Jamboree | Away - Hall HS-Track | 12:00 p.m. | ||
| Sat., 4/15 | V Boys Crew | Tabor Invite | Away - Lake Quinsigamond | TBA | ||
| Sat., 4/15 | V Boys Lacrosse | Hingham (MA) | Away - Hingham HS-Turf | 1:00 p.m. | L 15-10 | |
| Sat., 4/15 | JV Boys Lacrosse | Hingham (MA) | Away - Hingham HS-#1 | 11:00 a.m. | ||
| Sat., 4/15 | V Girls Crew | Tabor Invite | Away - Lake Quinsigamond | TBA | ||
| Mon., 4/17 | V Baseball | Hartford Public | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | Cancelled | |
| Mon., 4/17 | V Boys Lacrosse | Avon | Away - Avon HS-Turf Field [Directions] | 6:00 p.m. | W 16-10 | |
| Tue., 4/18 | FR Baseball | Bristol Central | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | L 13-9 | |
| Tue., 4/18 | V Boys Tennis | Bristol Central | Away - Bristol Central HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 4/18 | V Boys Volleyball | Farmington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 4/18 | JV Boys Volleyball | Farmington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Tue., 4/18 | V Softball | Newington | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 4:30 p.m. | L 16-12 | |
| Tue., 4/18 | V Girls Tennis | Enfield | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 4/19 | V Boys Outdoor Track | Glastonbury, Northwest Catholic | Home - Holden Field-Simsbury 2 [Directions] | 3:45 p.m. | Simsbury 122 NWC 26 Simsbury 46 Glastonbury 104 | |
| Wed., 4/19 | V Boys Tennis | East Catholic | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Wed., 4/19 | V Girls Golf | Conard | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Wed., 4/19 | V Girls Outdoor Track | Glastonbury, Northwest Catholic | Home - Holden Field-Simsbury 2 [Directions] | 3:45 p.m. | ||
| Wed., 4/19 | V Softball | Platt | Away - Platt HS-Softball Diamond [Directions] | 3:45 p.m. | L 10-2 | |
| Wed., 4/19 | V Girls Tennis | Wethersfield | Away - Wethersfield HS-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 | |
| Thu., 4/20 | V Baseball | Wethersfield | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | L 8-3 | |
| Thu., 4/20 | JV Baseball | Wethersfield | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | W 12-5 | |
| Thu., 4/20 | V Boys Lacrosse | East Catholic | Home - Holden Field-Turf [Directions] | 5:30 p.m. | W 16-5 | |
| Thu., 4/20 | V Boys Volleyball | Wethersfield | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:15 p.m. | W 3-0 | |
| Thu., 4/20 | JV Boys Volleyball | Wethersfield | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:15 p.m. | ||
| Thu., 4/20 | V Girls Lacrosse | Fitch | Home - Holden Field-Turf [Directions] | 3:45 p.m. | W 22-3 | |
| Thu., 4/20 | JV Girls Lacrosse | Fitch | Home - Simsbury HS-Simsbury Grass Field [Directions] | 5:30 p.m. | ||
| Thu., 4/20 | V Girls Tennis | Platt | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 4/21 | V Baseball | Northwest Catholic | Home - Simsbury Memorial Park [Directions] | 3:45 p.m. | W 7-6 (8) | |
| Fri., 4/21 | FR Baseball | Northwest Catholic | Home - Simsbury HS-Baseball Diamond [Directions] | 3:45 p.m. | W 14-1 | |
| Fri., 4/21 | V Boys Outdoor Track | Connecticut Distance Festival | Away - Xavier HS-Track | 5:00 p.m. | ||
| Fri., 4/21 | V Boys Rugby | Trumbull | Away - Trumbull HS-Aux Gym [Directions] | 7:00 p.m. | ||
| Fri., 4/21 | JV Boys Rugby | Trumbull | Away - Trumbull HS-Cork Field [Directions] | 5:30 p.m. | ||
| Fri., 4/21 | V Boys Tennis | Bristol Eastern | Away - Bristol Eastern HS-Tennis Court [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 4/21 | V Boys Volleyball | East Hartford | Away - East Hartford HS [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 4/21 | JV Boys Volleyball | East Hartford | Away - East Hartford HS [Directions] | 4:00 p.m. | ||
| Fri., 4/21 | V Girls Outdoor Track | Connecticut Distance Festival | Away - Xavier HS-Track | 3:45 p.m. | ||
| Fri., 4/21 | V Softball | Windsor | Home - Simsbury Memorial Park [Directions] | 4:15 p.m. | L 18-4 | |
| Fri., 4/21 | JV Softball | Windsor | Home - Simsbury Memorial Park [Directions] | Postponed | ||
| Sat., 4/22 | V Boys Crew | Exeter Invite | Away - Lake Quinsigamond | TBA | ||
| Sat., 4/22 | V Boys Lacrosse | Cheshire | Away - Cheshire HS-Cheshire High School Main Game field [Directions] | 1:00 p.m. | L 19-6 | |
| Sat., 4/22 | JV Boys Lacrosse | Cheshire | Away - Cheshire HS-Grass Fields [Directions] | 11:00 a.m. | ||
| Sat., 4/22 | V Girls Crew | Exeter Invite | Away - Lake Quinsigamond | TBA | ||
| Sat., 4/22 | V Girls Rugby | Greenwich | Home - Holden Field-Simsbury 2 [Directions] | 11:00 a.m. | ||
| Sat., 4/22 | JV Softball | Hall | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 9:00 a.m. | ||
| Mon., 4/24 | V Baseball | Hall | Away - Hall HS-Varsity Baseball Diamond [Directions] | 3:45 p.m. | W 2-1 | |
| Mon., 4/24 | FR Baseball | Hall | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | W 14-4 | |
| Mon., 4/24 | V Boys Lacrosse | Northwest Catholic | Home - Holden Field-Turf [Directions] | 5:30 p.m. | W 16-11 | |
| Mon., 4/24 | JV Boys Lacrosse | Northwest Catholic | Home - Simsbury HS-Simsbury Grass Field [Directions] | 4:30 p.m. | ||
| Mon., 4/24 | V Boys Tennis | Plainville | Away - Plainville HS-PHS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Mon., 4/24 | V Boys Volleyball | Maloney | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 4/24 | JV Boys Volleyball | Maloney | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 4/24 | V Girls Golf | Northwest Catholic | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Mon., 4/24 | V Girls Lacrosse | Farmington | Away - Farmington HS-Turf Field [Directions] | 4:00 p.m. | W 14-6 | |
| Mon., 4/24 | JV Girls Lacrosse | Farmington | Away - Farmington HS-Turf Field [Directions] | 5:30 p.m. | ||
| Mon., 4/24 | V Softball | Conard | Away - Conard HS-Softball Diamond [Directions] | 3:45 p.m. | W 13-9(9) | |
| Mon., 4/24 | JV Softball | Conard | Away - Sterling Field-Sterling Field #1 [Directions] | Postponed | ||
| Mon., 4/24 | V Girls Tennis | New Britain | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 4/25 | JV Baseball | Hall | Away - Hall HS-JV Baseball Diamond [Directions] | 4:30 p.m. | ||
| Tue., 4/25 | JV Girls Tennis | Avon | Home - Simsbury HS-Tennis Courts [Directions] | 5:30 p.m. | ||
| Wed., 4/26 | V Baseball | Conard | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | L 6-2 | |
| Wed., 4/26 | FR Baseball | Conard | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | W 7-4 | |
| Wed., 4/26 | V Boys Rugby | Fairfield Prep | Away - Fairfield Prep [Directions] | 4:00 p.m. | ||
| Wed., 4/26 | V Boys Tennis | Manchester | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 [Detailed Results] | |
| Wed., 4/26 | V Boys Volleyball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Wed., 4/26 | JV Boys Volleyball | Glastonbury | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Wed., 4/26 | V Girls Golf | Lewis Mills | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Wed., 4/26 | V Softball | Southington | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 4:30 p.m. | L 10-2 | |
| Thu., 4/27 | JV Baseball | Conard | Away - Conard HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 4/27 | V Boys Lacrosse | Conard | Home - Holden Field-Turf [Directions] | 5:30 p.m. | W 21-8 | |
| Thu., 4/27 | JV Boys Lacrosse | Conard | Home - Simsbury HS-Simsbury Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 4/27 | V Girls Lacrosse | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | 6:00 p.m. | W 10-8 | |
| Thu., 4/27 | JV Girls Lacrosse | Guilford | Away - Guilford HS-Kavanaugh Turf Field and Track [Directions] | Postponed | ||
| Fri., 4/28 | V Baseball | Plainville | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 6:00 p.m. | L 5-3 | |
| Fri., 4/28 | FR Baseball | Plainville | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | Cancelled | |
| Fri., 4/28 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS-Stadium Track | 5:00 p.m. | Cancelled | |
| Fri., 4/28 | V Boys Volleyball | South Windsor | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 4/28 | JV Boys Volleyball | South Windsor | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS-Stadium Track | Canceled | Cancelled | |
| Fri., 4/28 | V Softball | Plainville | Away - Plainville HS-Plainville HS- Varsity Softball Field (Turf) [Directions] | 6:30 p.m. | L 13-0(5) | |
| Fri., 4/28 | V Girls Tennis | Avon | Away - Avon MS [Directions] | 3:45 p.m. | L 7-0 | |
| Sat., 4/29 | V Boys Crew | Quinsigamond Cup | Away - Lake Quinsigamond | TBA | ||
| Sat., 4/29 | V Girls Crew | Quinsigamond Cup | Away - Lake Quinsigamond | TBA | ||
| Sat., 4/29 | JV Girls Tennis | Newington | Home - Simsbury HS-Tennis Courts [Directions] | Postponed | ||
| Mon., 5/1 | V Boys Lacrosse | Farmington | Away - Farmington HS-Turf Field [Directions] | 4:00 p.m. | W 10-9 | |
| Mon., 5/1 | JV Boys Lacrosse | Farmington | Away - Farmington HS-Turf Field [Directions] | 5:30 p.m. | ||
| Mon., 5/1 | V Boys Tennis | Conard | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Mon., 5/1 | V Boys Volleyball | Newington | Away - Newington HS-Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 5/1 | JV Boys Volleyball | Newington | Away - Newington HS-Gym [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | V Girls Golf | Hall | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Mon., 5/1 | V Girls Lacrosse | Glastonbury | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 15-9 | |
| Mon., 5/1 | JV Girls Lacrosse | Glastonbury | Home - Holden Field-Turf [Directions] | 4:30 p.m. | ||
| Mon., 5/1 | V Girls Tennis | Conard | Away - Wolcott Park-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 5/2 | V Boys Outdoor Track | Southington, Hall | Home - Holden Field-Simsbury 2 [Directions] | 3:45 p.m. | ||
| Tue., 5/2 | V Girls Golf | Conard | Away - Rockledge Golf Club West Hartford [Directions] | Postponed | ||
| Tue., 5/2 | V Girls Outdoor Track | Southington, Hall | Home - Holden Field-Simsbury 2 [Directions] | 3:45 p.m. | ||
| Wed., 5/3 | V Baseball | South Windsor | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | L 3-1 | |
| Wed., 5/3 | FR Baseball | South Windsor | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | W 10-4 | |
| Wed., 5/3 | V Boys Tennis | Rocky Hill | Away - Rocky Hill HS-tennis courts [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 5/3 | V Girls Golf | Farmington | Away - Tunxis Country Club [Directions] | 3:00 p.m. | ||
| Wed., 5/3 | V Softball | East Catholic | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | W 15-2(5) | |
| Wed., 5/3 | V Girls Tennis | South Windsor | Away - South Windsor HS-Wapping Tennis Courts [Directions] | 3:45 p.m. | L 6-1 | |
| Thu., 5/4 | V Baseball | Rocky Hill | Away - Griswold MS-Rocky Hill-Baseball Diamond [Directions] | 4:15 p.m. | L 4-3 (13) | |
| Thu., 5/4 | JV Baseball | South Windsor | Away - Nevers Road Park-JV Baseball Diamond [Directions] | 3:45 p.m. | L 9-7 | |
| Thu., 5/4 | V Boys Lacrosse | Southington | Home - Holden Field-Turf [Directions] | 4:30 p.m. | W 18-6 | |
| Thu., 5/4 | JV Boys Lacrosse | Southington | Home - Simsbury HS-Simsbury Grass Field [Directions] | 6:00 p.m. | ||
| Thu., 5/4 | V Boys Volleyball | New Britain | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | L 3-2 | |
| Thu., 5/4 | JV Boys Volleyball | New Britain | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Thu., 5/4 | V Girls Golf | Newington | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Thu., 5/4 | V Girls Lacrosse | Avon | Away - Avon HS-Turf Field [Directions] | 4:00 p.m. | W 20-11 | |
| Thu., 5/4 | JV Girls Lacrosse | Avon | Away - Avon HS-Turf Field [Directions] | 5:30 p.m. | ||
| Thu., 5/4 | V Girls Rugby | Trumbull | Home - Holden Field-Simsbury 2 [Directions] | 6:30 p.m. | ||
| Fri., 5/5 | V Baseball | Middletown | Away - Palmer Field-Baseball Diamond [Directions] | 4:00 p.m. | L 1-0 (9) | |
| Fri., 5/5 | V Boys Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Fri., 5/5 | V Boys Tennis | South Windsor | Away - South Windsor HS-Wapping Tennis Courts [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Fri., 5/5 | V Girls Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Fri., 5/5 | V Softball | Northwest Catholic | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | W 13-3 | |
| Fri., 5/5 | V Softball | Northwest Catholic | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 5:30 p.m. | W 5-1 | |
| Fri., 5/5 | V Girls Tennis | RHAM | Away - RHAM HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 5/6 | JV Baseball | Middletown | Home - Simsbury HS-Baseball Diamond [Directions] | 10:00 a.m. | W 15-5 (5) | |
| Sat., 5/6 | V Boys Outdoor Track | Middletown VARSITY Track Invitational | Away - Middletown HS-MHS Stadium | 12:00 p.m. | ||
| Sat., 5/6 | V Boys Rugby | Ridgefield | Home - Holden Field-Simsbury 2 [Directions] | 12:00 p.m. | ||
| Sat., 5/6 | V Girls Lacrosse | Sacred Heart Academy | Home - Holden Field-Turf [Directions] | 4:00 p.m. | W 18-5 | |
| Sat., 5/6 | JV Girls Lacrosse | Sacred Heart Academy | Home - Simsbury HS-Simsbury Grass Field [Directions] | 2:45 p.m. | ||
| Sat., 5/6 | V Girls Outdoor Track | MIddletown JV Track Invitational | Away - Middletown HS-MHS Stadium | 3:30 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 12:00 p.m. | ||||||
| Sat., 5/6 | JV Softball | Windsor, Enfield | Away - Windsor HS-WHS JV Softball Field [Directions] | 10:45 a.m. | ||
| Sat., 5/6 | JV Softball | Windsor | Away - Windsor HS-WHS Varsity Softball Field [Directions] | 9:00 a.m. | ||
| Mon., 5/8 | V Baseball | South Windsor | Away - Nevers Road Park-Rotary Field Varsity Baseball Diamond [Directions] | 3:45 p.m. | W 5-0 | |
| Mon., 5/8 | FR Baseball | South Windsor | Away - South Windsor HS-Duprey Field [Directions] | 3:45 p.m. | L 7-6 | |
| Mon., 5/8 | JV Boys Lacrosse | Westminster | Away - Westminster School-grass field next to Hovey Field | 4:30 p.m. | ||
| Mon., 5/8 | V Boys Outdoor Track | Conard, Glastonbury | Away - Conard HS-McKee Stadium [Directions] | 3:45 p.m. | Simsbury 38 Conard 112 Simsbury 47 Glastonbury 103 | |
| Mon., 5/8 | V Boys Tennis | Middletown | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Mon., 5/8 | V Boys Volleyball | Conard | Away - Conard HS-Main Gym [Directions] | 5:00 p.m. | L 0-3 | |
| Mon., 5/8 | JV Boys Volleyball | Conard | Away - Conard HS-Main Gym [Directions] | 4:00 p.m. | ||
| Mon., 5/8 | V Girls Golf | Avon | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Mon., 5/8 | V Girls Lacrosse | South Windsor | Away - South Windsor HS-SWHS Turf Field [Directions] | 4:00 p.m. | W 15-6 | |
| Mon., 5/8 | JV Girls Lacrosse | South Windsor | Away - South Windsor HS-SWHS Turf Field [Directions] | 5:30 p.m. | ||
| Mon., 5/8 | V Girls Outdoor Track | Conard, Glastonbury | Away - Conard HS-McKee Stadium [Directions] | 3:45 p.m. | ||
| Mon., 5/8 | V Softball | Lewis Mills | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | L 14-9(8) | |
| Mon., 5/8 | V Girls Tennis | Plainville | Away - Plainville HS-PHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 5/9 | JV Baseball | South Windsor | Home - Simsbury HS-Baseball Diamond [Directions] | 3:45 p.m. | L 18-2 (4) | |
| Tue., 5/9 | FR Baseball | Hall | Away - Hall HS-JV Baseball Diamond [Directions] | 4:15 p.m. | W 13-8 | |
| Tue., 5/9 | FR Baseball | Hall | Away - Hall HS-JV Baseball Diamond [Directions] | 4:15 p.m. | L 7-6 (9) | |
| Tue., 5/9 | V Boys Lacrosse | Xavier | Home - Holden Field-Turf [Directions] | 5:30 p.m. | W 14-9 | |
| Tue., 5/9 | JV Boys Lacrosse | Xavier | Home - Simsbury HS-Simsbury Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 5/9 | V Girls Tennis | Bristol Eastern | Away - Bristol Eastern HS-Tennis Court [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 5/10 | V Baseball | Avon | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | L 12-7 | |
| Wed., 5/10 | FR Baseball | Avon | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | ||
| Wed., 5/10 | JV Boys Rugby | West Hartford Black Hearts U-19 | Away - Sterling Field-Sterling Field #1 | 6:00 p.m. | ||
| Wed., 5/10 | V Boys Tennis | Hall | Away - Hall HS-Hartford Tennis Club [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Wed., 5/10 | V Boys Volleyball | Hall | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 5/10 | JV Boys Volleyball | Hall | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | ||
| Wed., 5/10 | V Girls Golf | Conard | Away - Rockledge Golf Club West Hartford [Directions] | 3:00 p.m. | ||
| Wed., 5/10 | V Girls Lacrosse | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 4:00 p.m. | W 15-7 | |
| Wed., 5/10 | JV Girls Lacrosse | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 5:30 p.m. | ||
| Wed., 5/10 | V Softball | Hall | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | W 13-3 | |
| Wed., 5/10 | V Softball | Hall | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 5:30 p.m. | W 10-8 | |
| Wed., 5/10 | V Girls Tennis | Hall | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Thu., 5/11 | JV Baseball | Avon | Away - Avon HS-Baseball Diamond [Directions] | 3:45 p.m. | ||
| Thu., 5/11 | V Boys Lacrosse | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 6:00 p.m. | W 19-9 | |
| Thu., 5/11 | JV Boys Lacrosse | Hall | Away - Hall HS-Stadium (Turf Field) [Directions] | 4:00 p.m. | ||
| Thu., 5/11 | V Boys Outdoor Track | Glenn D. Loucks Games 2023 | Away - White Plains HS | TBA | ||
| Thu., 5/11 | V Boys Rugby | Staples | Away - Staples HS-Staples Stadium [Directions] | 5:30 p.m. | ||
| Thu., 5/11 | V Girls Golf | Canton | Away - Blue Fox Run Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 5/11 | V Girls Outdoor Track | Glenn D. Loucks Games 2023 | Away - White Plains HS | TBA | ||
| Thu., 5/11 | V Girls Rugby | Wilbraham & Monson (MA) | Home - Holden Field-Simsbury 2 [Directions] | 5:30 p.m. | ||
| Thu., 5/11 | JV Girls Tennis | Hall | Home - Simsbury HS-Tennis Courts [Directions] | 4:30 p.m. | ||
| Fri., 5/12 | V Baseball | Southington | Away - Southington HS-4 Baseball Varsity Field [Directions] | 6:30 p.m. | L 11-6 | |
| Fri., 5/12 | FR Baseball | Southington | Away - Southington HS-6 Baseball JV Field [Directions] | 3:45 p.m. | L 6-2 | |
| Fri., 5/12 | V Boys Volleyball | Cheshire | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 5/12 | JV Boys Volleyball | Cheshire | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | ||
| Fri., 5/12 | V Girls Lacrosse | Daniel Hand | Home - Holden Field-Turf [Directions] | 6:30 p.m. | L 10-13 | |
| Fri., 5/12 | JV Girls Lacrosse | Daniel Hand | Home - Simsbury HS-Simsbury Grass Field [Directions] | 4:30 p.m. | ||
| Fri., 5/12 | V Softball | Farmington | Away - Tunxis Mead Park-Varsity Softball Field [Directions] | 4:00 p.m. | W 20-1(5) | |
| Fri., 5/12 | JV Softball | Farmington | Away - Tunxis Mead Park-JV Softball Field [Directions] | Canceled | Cancelled | |
| Sat., 5/13 | JV Baseball | Southington | Home - Simsbury HS-Baseball Diamond [Directions] | 10:00 a.m. | L 6-4 | |
| Sat., 5/13 | V Boys Crew | Kent Invite | Away - Lake Waramaug State Park-Boat House | TBA | ||
| Sat., 5/13 | V Boys Lacrosse | New Milford | Home - Holden Field-Turf [Directions] | 1:00 p.m. | W 16-6 | |
| Sat., 5/13 | JV Boys Lacrosse | New Milford | Home - Simsbury HS-Simsbury Grass Field [Directions] | 11:30 a.m. | ||
| Sat., 5/13 | V Boys Outdoor Track | Glenn D. Loucks Games 2023 | Away - White Plains HS | TBA | ||
| Sat., 5/13 | V Girls Crew | Kent Invite | Away - Lake Waramaug State Park-Boat House | TBA | ||
| Sat., 5/13 | V Girls Outdoor Track | Glenn D. Loucks Games 2023 | Away - White Plains HS | TBA | ||
| Sat., 5/13 | V Softball | Canton | Home - Simsbury Memorial Park [Directions] | 12:00 p.m. | L 8-3 | |
| Sat., 5/13 | JV Softball | Canton | Home - Simsbury Memorial Park [Directions] | Canceled | Cancelled | |
| Sun., 5/14 | V Boys Crew | Novice Regatta - Middletown | Away - Harbor Park | Canceled | Cancelled | |
| Sun., 5/14 | V Girls Crew | Novice Regatta - Middletown | Away - Harbor Park | Canceled | Cancelled | |
| Mon., 5/15 | V Baseball | Xavier | Away - Palmer Field-Baseball Diamond [Directions] | 7:00 p.m. | L 10-0 | |
| Mon., 5/15 | JV Baseball | Rocky Hill | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | W 12-2 | |
| Mon., 5/15 | FR Baseball | Xavier | Away - Xavier HS-Richard Magner Field [Directions] | 4:00 p.m. | W 7-5 | |
| Mon., 5/15 | V Boys Lacrosse | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 4:15 p.m. | W 17-5 | |
| Mon., 5/15 | JV Boys Lacrosse | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 6:00 p.m. | ||
| Mon., 5/15 | V Boys Tennis | Farmington | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Mon., 5/15 | V Boys Volleyball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 5/15 | JV Boys Volleyball | Lewis Mills | Away - Lewis Mills HS-Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 5/15 | V Girls Golf | Northwest Catholic | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Mon., 5/15 | V Girls Lacrosse | Conard | Home - Holden Field-Turf [Directions] | 6:30 p.m. | W 15-8 | |
| Mon., 5/15 | V Softball | E.O. Smith | Away - E.O. Smith HS-Varsity Softball Field [Directions] | 5:15 p.m. | L 12-6 | |
| Mon., 5/15 | V Girls Tennis | Farmington | Away - Irving Robbins MS-Tennis Courts [Directions] | 3:45 p.m. | L 6-1 | |
| Tue., 5/16 | JV Baseball | Plainville | Away - Plainville HS-JV Baseball Diamond [Directions] | 4:30 p.m. | ||
| Tue., 5/16 | V Boys Outdoor Track | Avon, Farmington | Home - Holden Field-Simsbury 2 [Directions] | 3:45 p.m. | ||
| Tue., 5/16 | V Boys Tennis | Northwest Catholic | Away - University of Saint Joseph-Tennis Courts [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Tue., 5/16 | V Girls Outdoor Track | Avon, Farmington | Home - Holden Field-Simsbury 2 [Directions] | 3:45 p.m. | ||
| Tue., 5/16 | JV Softball | Hall | Away - Hall HS-JV Softball [Directions] | 3:45 p.m. | ||
| Wed., 5/17 | V Baseball | Middletown | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 4:00 p.m. | L 7-1 | |
| Wed., 5/17 | V Boys Rugby | Greenwich | Home - Holden Field-Simsbury 2 [Directions] | 6:00 p.m. | ||
| Wed., 5/17 | V Boys Tennis | Southington | Away - Southington HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Wed., 5/17 | V Girls Golf | Hall, Canton | Away - Rockledge Golf Club West Hartford [Directions] | 3:00 p.m. | ||
| Wed., 5/17 | V Softball | Avon | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | W 12-5 | |
| Wed., 5/17 | V Softball | Avon | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 5:15 p.m. | W 21-4 | |
| Wed., 5/17 | V Girls Tennis | Southington | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | L 5-2 | |
| Thu., 5/18 | V Baseball | East Hartford | Away - McKenna Field-Baseball Diamond [Directions] | 5:00 p.m. | W 4-2 | |
| Thu., 5/18 | JV Baseball | Middletown | Away - Middletown HS-MHS Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 5/18 | JV Boys Lacrosse | Glastonbury | Home - Simsbury HS-Simsbury Grass Field [Directions] | 4:30 p.m. | ||
| Thu., 5/18 | V Boys Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 6:00 p.m. | W 3-2 | |
| Thu., 5/18 | JV Boys Volleyball | Ridgefield | Away - Ridgefield HS-Main Gym [Directions] | 5:00 p.m. | ||
| Thu., 5/18 | V Girls Rugby | Southington | Away - Southington HS-7 Rugby/Lacrosse [Directions] | 5:00 p.m. | ||
| Fri., 5/19 | FR Baseball | East Catholic | Away - Northwest Park-Baseball Diamond [Directions] | 3:45 p.m. | W 7-3 | |
| Fri., 5/19 | V Boys Lacrosse | Glastonbury | Home - Holden Field-Turf [Directions] | 7:00 p.m. | L 6-10 | |
| Fri., 5/19 | V Boys Tennis | Glastonbury | Away - Glastonbury HS-Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Fri., 5/19 | V Boys Volleyball | Farmington | Away - Farmington HS [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 5/19 | JV Boys Volleyball | Farmington | Away - Farmington HS [Directions] | 4:30 p.m. | ||
| Fri., 5/19 | V Girls Lacrosse | Southington | Home - Holden Field-Turf [Directions] | 4:30 p.m. | W 14-8 | |
| Fri., 5/19 | JV Girls Lacrosse | Southington | Home - Simsbury HS-Simsbury Grass Field [Directions] | 6:00 p.m. | ||
| Fri., 5/19 | V Softball | Glastonbury | Away - Glastonbury HS-Field 10 [Directions] | 3:45 p.m. | L 14-7 | |
| Fri., 5/19 | JV Softball | Glastonbury | Away - Glastonbury HS-Field 9 [Directions] | Canceled | Cancelled | |
| Fri., 5/19 | V Girls Tennis | Glastonbury | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | L 5-2 | |
| Sat., 5/20 | JV Boys Rugby | Greenwich | Away - Greenwich HS-Field 7 [Directions] | 11:30 a.m. | ||
| Sat., 5/20 | JV Girls Tennis | Avon | Home - Simsbury HS-Tennis Courts [Directions] | 11:00 a.m. | ||
| Sun., 5/21 | V Boys Crew | Connecticut Public School Rowing Championships (CPSRA) | Away - Lake Waramaug State Park-Boat House | TBA | ||
| Sun., 5/21 | V Girls Crew | Connecticut Public School Rowing Championships (CPSRA) | Away - Lake Waramaug State Park-Boat House | TBA | ||
| Mon., 5/22 | V Baseball | Glastonbury | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 3:45 p.m. | W 6-1 | |
| Mon., 5/22 | JV Baseball | Glastonbury | Away - Glastonbury HS-Varsity Baseball Diamond (#6) [Directions] | 3:45 p.m. | L 7-1 | |
| Mon., 5/22 | FR Baseball | Glastonbury | Home - Town Forest Park-90 Foot Diamond [Directions] | 3:45 p.m. | L 7-4 | |
| Mon., 5/22 | V Boys Tennis | Lewis Mills | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | W 5-2 [Detailed Results] | |
| Mon., 5/22 | V Girls Golf | Manchester | Away - Manchester Country Club-Manchester CC [Directions] | 2:50 p.m. | ||
| Mon., 5/22 | JV Girls Lacrosse | Conard | Home - Simsbury HS-Simsbury Grass Field [Directions] | 4:30 p.m. | ||
| Mon., 5/22 | JV Girls Lacrosse | Conard | Home - Simsbury HS-Simsbury Grass Field [Directions] | 4:30 p.m. | ||
| Mon., 5/22 | V Softball | Conard (Scrim.) | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 5:00 p.m. | ||
| Mon., 5/22 | JV Girls Tennis | Hall | Away - Hall HS-Tennis Courts [Directions] | 3:45 p.m. | ||
| Tue., 5/23 | V Baseball | Newington | Away - Newington HS-Alumni Field [Directions] | 3:45 p.m. | L 10-9 (9) | |
| Tue., 5/23 | JV Baseball | Newington | Away - Clem Lemire Complex-Legends Field [Directions] | 3:45 p.m. | W 3-2 | |
| Tue., 5/23 | V Boys Lacrosse | Southington | Home - Holden Field-Turf [Directions] | 4:30 p.m. | ||
| Tue., 5/23 | V Boys Outdoor Track | CCC West Division Track & Field Championships | Away - Veteran's Stadium-Willow Brook Park-Veterans Stadium Irv Black track | 10:00 a.m. | ||
| Tue., 5/23 | V Girls Lacrosse | Glastonbury | Home - Holden Field-Turf [Directions] | 7:00 p.m. | W 17-6 | |
| Tue., 5/23 | V Girls Outdoor Track | CCC West Division Track & Field Championships | Away - Veteran's Stadium-Willow Brook Park-Veterans Stadium Irv Black track | 10:00 a.m. | ||
| Tue., 5/23 | V Girls Tennis | Northwest Catholic | Home - Simsbury HS-Tennis Courts [Directions] | 3:00 p.m. | W 7-0 | |
| Wed., 5/24 | JV Baseball | East Hartford | Home - Simsbury HS-Baseball Diamond [Directions] | 3:45 p.m. | W 14-5 | |
| Wed., 5/24 | V Boys Rugby | Trumbull | Home - Holden Field-Simsbury 2 [Directions] | 5:30 p.m. | ||
| Wed., 5/24 | V Boys Tennis | Avon | Home - Simsbury HS-Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/24 | V Boys Volleyball | Farmington | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 5/24 | V Girls Golf | Farmington | Home - Simsbury HS-Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Thu., 5/25 | V Boys Lacrosse | Glastonbury | Home - Conard HS-McKee Stadium [Directions] | 5:00 p.m. | ||
| Thu., 5/25 | V Boys Volleyball | Conard | Away - Conard HS-Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Thu., 5/25 | V Girls Lacrosse | Southington | Home - Holden Field-Turf [Directions] | 5:00 p.m. | L 12-14 | |
| Fri., 5/26 | V Baseball | Avon (Scrim.) | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | Canceled | Cancelled | |
| Fri., 5/26 | V Boys Crew | New England Interscholastic Championship Regatta (NEIRA) | Away - Lake Quinsigamond | Canceled | Cancelled | |
| Fri., 5/26 | V Boys Tennis | New Milford | Away - New Milford HS-Tennis Courts - NMHS [Directions] | 4:00 p.m. | W 5-2 [Detailed Results] | |
| Fri., 5/26 | V Boys Volleyball | CCC | Home - New Britain HS-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 5/26 | V Girls Crew | New England Interscholastic Championship Regatta (NEIRA) | Away - Lake Quinsigamond | TBA | ||
| Fri., 5/26 | V Girls Lacrosse | Middletown/Coginchaug | Home - Holden Field-Turf [Directions] | 6:00 p.m. | W 19-9 | |
| Fri., 5/26 | V Girls Tennis | Berlin | Home - Simsbury HS-Tennis Courts [Directions] | 3:00 p.m. | L 3-4 | |
| Sat., 5/27 | V Boys Crew | New England Interscholastic Championship Regatta (NEIRA) | Away - Lake Quinsigamond | Canceled | Cancelled | |
| Sat., 5/27 | V Girls Crew | New England Interscholastic Championship Regatta (NEIRA) | Away - Lake Quinsigamond | TBA | ||
| Sat., 5/27 | V Girls Rugby | Southington Hybrid Team | Away - Ridgefield HS-TBA | 1:00 p.m. | ||
| Sat., 5/27 | V Softball | Canton (Scrim.) | Home - Memorial Park-90 Foot Diamond (Lighted) [Directions] | 9:00 a.m. | ||
| Tue., 5/30 | V Baseball | Fairfield Warde | Away - Fairfield Warde HS-Baseball Diamond [Directions] | 3:30 p.m. | ||
| Tue., 5/30 | V Boys Tennis | Farmington | Away - Irving Robbins MS-Tennis Courts [Directions] | 10:00 a.m. | L 3-4 | |
| Tue., 5/30 | V Girls Golf | 2023 CCC Girls Golf Championship | Away - Tunxis Country Club | 9:00 a.m. | ||
| Tue., 5/30 | V Girls Lacrosse | Amity | Away - Amity Regional HS-William Johnson Stadium Field [Directions] | 5:30 p.m. | W 12-7 | |
| Tue., 5/30 | V Softball | Trumbull | Away - Trumbull HS-Varsity Softball Diamond [Directions] | 4:00 p.m. | ||
| Wed., 5/31 | V Boys Crew | Novice Regatta - Farmington | Away - Farmington Boat House | TBA | ||
| Wed., 5/31 | V Boys Lacrosse | Southington | Home - Holden Field-Turf [Directions] | 5:00 p.m. | ||
| Wed., 5/31 | V Boys Outdoor Track | CIAC Class L Championships | Away - Willow Brook Park | 4:00 p.m. | ||
| Wed., 5/31 | V Boys Volleyball | Shelton | Home - Simsbury HS-Simsbury / Main Gym [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 5/31 | V Girls Crew | Novice Regatta - Farmington | Away - Farmington Boat House | TBA | ||
| Wed., 5/31 | V Girls Outdoor Track | CIAC Class L Championships | Away - Willow Brook Park | 4:00 p.m. | ||
| Thu., 6/1 | V Boys Rugby | Fairfield Prep | Away - Fairfield University - Barlow Field-Barlow Field Fairfield University [Directions] | 4:30 p.m. | ||
| Thu., 6/1 | V Girls Lacrosse | Darien | Away - Darien HS-DHS Stadium Field [Directions] | 4:00 p.m. | L 2-20 | |
| Fri., 6/2 | V Boys Volleyball | Southington | Away - Southington HS-Gym West [Directions] | 6:00 p.m. | ||
| Sat., 6/3 | V Boys Lacrosse | Fairfield Prep | Away - Fairfield University-Rafferty Stadium [Directions] | 3:30 p.m. | ||
| Mon., 6/5 | V Boys Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/5 | V Boys Tennis | CIAC Individual Invitational Opening Rounds | Away - Wesleyan | 10:00 a.m. | ||
| Mon., 6/5 | V Girls Outdoor Track | CIAC State Open Championship | Away - Willow Brook Park | 1:30 p.m. | ||
| Mon., 6/5 | V Girls Tennis | CIAC Individual Invitational Opening Rounds | Away - Wesleyan | 10:00 a.m. | ||
| Tue., 6/6 | V Boys Tennis | CIAC Individual Invitational Round of 16 | Away - Wesleyan | 12:00 p.m. | ||
| Tue., 6/6 | V Boys Tennis | CIAC Individual Invitational Quarterfinals | Away - Wesleyan | 3:30 p.m. | ||
| Tue., 6/6 | V Girls Tennis | CIAC Individual Invitational Round of 16 | Away - Wesleyan | 12:00 p.m. | ||
| Tue., 6/6 | V Girls Tennis | CIAC Individual Invitational Quarterfinals | Away - Wesleyan | 3:30 p.m. | ||
| Wed., 6/7 | V Boys Tennis | CIAC Individual Invitational Semifinals | Away - Wesleyan | 3:30 p.m. | ||
| Wed., 6/7 | V Girls Golf | CIAC Division I Championship | Away - Timberlin GC | 8:30 a.m. | ||
| Wed., 6/7 | V Girls Tennis | CIAC Individual Invitational Semifinals | Away - Wesleyan | 3:30 p.m. | ||
| Thu., 6/8 | V Boys Tennis | CIAC Individual Invitational Finals | Away - Wesleyan | 3:30 p.m. | ||
| Thu., 6/8 | V Girls Tennis | CIAC Individual Invitational Finals | Away - Wesleyan | 3:30 p.m. | ||
| Sat., 6/10 | V Girls Golf | CIAC State Open Championship | Away - Black Hall Club | 1:00 p.m. | ||
| Mon., 6/12 | V Boys Outdoor Track | CIAC Hammer Throw Championship | Away - Willow Brook Park | 2:00 p.m. | ||
| Mon., 6/12 | V Girls Outdoor Track | CIAC Hammer Throw Championship | Away - Willow Brook Park | 4:00 p.m. | ||
| Tue., 6/13 | V Boys Outdoor Track | CIAC Decathlon Championship | Away - Willow Brook Park | 10:00 a.m. | ||
| Tue., 6/13 | V Girls Outdoor Track | CIAC Heptathlon Championship | Away - Willow Brook Park | 10:30 a.m. | ||
| Tue., 6/13 | V Girls Outdoor Track | CIAC Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/14 | V Boys Outdoor Track | CIAC Decathlon Championship | Away - Willow Brook Park | 8:30 a.m. | ||
| Wed., 6/14 | V Boys Outdoor Track | CIAC Steeplechase Championship | Away - Willow Brook Park | 3:30 p.m. | ||
| Wed., 6/14 | V Girls Outdoor Track | CIAC Heptathlon Championship | Away - Willow Brook Park | 8:30 a.m. | ||