| Woodstock Academy 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1110 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | V Baseball | Parish Hill (Scrim.) | Home - Bentley Varsity Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Waterford | Home - Bentley JV Baseball Field [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | St. Bernard | Away - Varsity Soccer Field [Directions] | 4:00 p.m. | ||
| TBA | JV Baseball | Ledyard | Home - Bentley Varsity Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Ellis Tech | Home - Bentley JV Baseball Field [Directions] | TBA | ||
| TBA | JV Boys Ice Hockey | Hudson | Away - Northstar Ice Sports, Westborough MA | TBA | ||
| TBA | JV Boys Ice Hockey | vs. Hudson @ Northstar Ice Sports | Away | TBA | ||
| TBA | JV Boys Lacrosse | St. Bernard-Wheeler | Home - Bentley Turf Field [Directions] | Cancelled | Cancelled | |
| TBA | JV Boys Lacrosse | Waterford | Home - Bentley Turf Field [Directions] | TBA | ||
| TBA | JV Boys Soccer | Ledyard | Home - Bentley Varsity Baseball Field [Directions] | TBA | ||
| TBA | JV Boys Soccer | Norwich Free Academy | Home - South Campus Turf Field [Directions] | TBA | ||
| TBA | FR Boys Soccer | Fitch | Away - Poquonnock Plains Park [Directions] | TBA | ||
| TBA | FR Boys Soccer | Amherst Regional (MA) | Away - Amherst Regional HS | TBA | ||
| TBA | FR Boys Soccer | Bacon Academy | Home - South Campus Turf Field [Directions] | TBA | ||
| TBA | FR Girls Basketball | Waterford | Home - Alumni Fieldhouse Main Court [Directions] | TBA | ||
| TBA | JV Girls Lacrosse | Stonington | Away - Palmer Field (Turf) [Directions] | TBA | ||
| TBA | JV Girls Lacrosse | Fitch | Away - Poquonnock Plains Park [Directions] | TBA | ||
| TBA | JV Girls Soccer | East Lyme | Away - Bride Brook Park - Niantic [Directions] | TBA | ||
| TBA | JV Girls Soccer | Norwich Free Academy | Home - Bentley Varsity Baseball Field [Directions] | TBA | ||
| TBA | JV Girls Soccer | Bacon Academy | Away - BA Baseball Field [Directions] | TBA | ||
| TBA | JV Softball | Stonington | Away - SHS Softball Field [Directions] | TBA | ||
| Sat., 8/25 | V Football | North Smithfield (RI) (Scrim.) | Away - North Smithfield HS, RI | 10:00 a.m. | ||
| Sun., 8/26 | V Field Hockey | Old Saybrook Play Date | Away - Old Saybrook HS | 12:30 p.m. | ||
| Thu., 8/30 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse | 6:30-9:00 p.m. | ||
| Fri., 8/31 | V Football | Quinebaug Valley (Scrim.) | Away - St. Marie Greenhalgh Athletic Complex - Putnam [Directions] | 6:00 p.m. | ||
| Fri., 8/31 | Miscellaneous Events | Prep BKB Practice | 6:30-9:00 p.m. | |||
| Sat., 9/1 | V Girls Soccer | Ellington (Scrim.) | Away [Directions] | 1:25 p.m. | ||
| Sat., 9/1 | V Girls Volleyball | Fitch (Scrim.) | Away [Directions] | 9:00 a.m. | ||
| Sat., 9/1 | Miscellaneous Events | Prep BKB Workout | - South Campus Gymnasium | 9:00-11:00 a.m. | ||
| Sat., 9/1 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse | 6:30-9:00 p.m. | ||
| Sun., 9/2 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse | 6:30-9:00 p.m. | ||
| Mon., 9/3 | Miscellaneous Events | Prep BKB Workout | - South Campus Gymnasium | 3:30-5:00 p.m. | ||
| Mon., 9/3 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse | 6:30-9:00 p.m. | ||
| Tue., 9/4 | V Boys Soccer | Parish Hill (Scrim.) | Home - Bentley Varsity Baseball Field [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 9/4 | V Girls Soccer | E.O. Smith (Scrim.) | Home - Bentley Main Soccer Field [Directions] | 4:00 p.m. | ||
| Tue., 9/4 | JV Girls Soccer | E.O. Smith (Scrim.) | Home - Bentley Side Soccer Field [Directions] | 4:00 p.m. | ||
| Wed., 9/5 | FR Boys Soccer | Ellis Tech (Scrim.) | Away [Directions] | 3:30 p.m. | ||
| Wed., 9/5 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Wed., 9/5 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Thu., 9/6 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Thu., 9/6 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Fri., 9/7 | V Football | Greenfield (MA) | Away - Greenfield HS, MA | 6:00 p.m. | L 18-26 | |
| Fri., 9/7 | V Boys Soccer | Stonington | Away - SHS Boys Soccer Field [Directions] | 4:00 p.m. | L 0-1 | |
| Fri., 9/7 | JV Girls Soccer | Stonington | Away - SHS Girls' Soccer Field [Directions] | 4:15 p.m. | ||
| Fri., 9/7 | V Girls Volleyball | East Lyme | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | W 3-2 | |
| Fri., 9/7 | JV Girls Volleyball | East Lyme | Home - Alumni Fieldhouse Main Court [Directions] | 4:30 p.m. | ||
| Fri., 9/7 | FR Girls Volleyball | East Lyme | Home - Alumni Fieldhouse Side Court [Directions] | 4:30 p.m. | ||
| Sat., 9/8 | V Boys Cross Country | Windham Invitational | Away | TBA | ||
| Sat., 9/8 | JV Boys Soccer | Bacon Academy | Home - Bentley Varsity Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 9/8 | V Girls Cross Country | Windham Invitational | Away - Windham HS | TBA | ||
| Sat., 9/8 | V Girls Soccer | Bacon Academy | Home - Bentley Turf Field [Directions] | 2:00 p.m. | T 0-0 | |
| Sat., 9/8 | V Girls Volleyball | CIAC Early Season Tournament | Away - Connecicut Sports Center, Woodbridge, CT | 9:00 a.m.-5:00pm | ||
| Sat., 9/8 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 9:00-10:30 a.m. | ||
| Sat., 9/8 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 3:00-4:30 p.m. | ||
| Sun., 9/9 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Mon., 9/10 | V Girls Volleyball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 5:30 p.m. | W 3-2 | |
| Mon., 9/10 | JV Girls Volleyball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 4:00 p.m. | L 0-2 | |
| Mon., 9/10 | FR Girls Volleyball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 4:00 p.m. | L 0-2 | |
| Mon., 9/10 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Mon., 9/10 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Tue., 9/11 | V Boys Cross Country | Ledyard, Killingly | Away - Ledyard HS [Directions] | 4:30 p.m. | ||
| Tue., 9/11 | V Boys Soccer | Amherst Regional (MA) | Away - Amherst Regional HS | 5:30 p.m. | L 0-1 | |
| Tue., 9/11 | JV Boys Soccer | Amherst Regional (MA) | Away - Amherst Regional HS | 4:30 p.m. | ||
| Tue., 9/11 | V Girls Cross Country | Ledyard, Killingly | Away - Ledyard HS [Directions] | 4:30 p.m. | ||
| Tue., 9/11 | V Field Hockey | Norwich Free Academy | Home - Bentley Turf Field [Directions] | 4:00 p.m. | W 6-0 | |
| Tue., 9/11 | JV Field Hockey | Norwich Free Academy | Home - Bentley Turf Field [Directions] | 5:30 p.m. | ||
| Tue., 9/11 | V Girls Soccer | Waterford | Away - Alumni Turf Field [Directions] | 7:00 p.m. | W 1-0 | |
| Tue., 9/11 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Tue., 9/11 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Wed., 9/12 | V Girls Volleyball | Ledyard | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 9/12 | JV Girls Volleyball | Ledyard | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Wed., 9/12 | FR Girls Volleyball | Ledyard | Home - Alumni Fieldhouse Side Court [Directions] | 4:00 p.m. | ||
| Wed., 9/12 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Thu., 9/13 | FM Football | Platt | Home - South Campus Turf Field [Directions] | 3:45 p.m. | ||
| Thu., 9/13 | FR Boys Soccer | East Lyme | Home - South Campus Grass Soccer Field [Directions] | 4:15 p.m. | ||
| Thu., 9/13 | V Field Hockey | Killingly | Away - Old Killingly HS [Directions] | 4:00 p.m. | W 5-3 | |
| Thu., 9/13 | JV Field Hockey | Killingly | Away - Old Killingly HS [Directions] | 5:30 p.m. | W 6-0 | |
| Thu., 9/13 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Thu., 9/13 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Fri., 9/14 | V Boys Soccer | New London | Away - Canamella Field [Directions] | 6:00 p.m. | W 9-0 | |
| Fri., 9/14 | JV Boys Soccer | East Lyme | Home - South Campus Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Fri., 9/14 | V Girls Soccer | East Lyme | Home - Bentley Turf Field [Directions] | 4:15 p.m. | W 2-0 | |
| Fri., 9/14 | V Girls Volleyball | Plainfield | Away - Plainfield HS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/14 | JV Girls Volleyball | Plainfield | Away - Plainfield HS [Directions] | 4:00 p.m. | ||
| Fri., 9/14 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Sat., 9/15 | V Football | Amistad | Home - Bentley Turf Field [Directions] | 1:30 p.m. | W 41-6 | |
| Sat., 9/15 | V Field Hockey | Enfield | Home - South Campus Turf Field [Directions] | 11:00 a.m. | L 1-4 | |
| Sat., 9/15 | JV Field Hockey | Enfield | Home - South Campus Turf Field [Directions] | 12:30 p.m. | T 1-1 | |
| Sat., 9/15 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 9:00-10:30 a.m. | ||
| Sat., 9/15 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 3:00-4:30 p.m. | ||
| Mon., 9/17 | V Boys Soccer | Lyman Memorial | Home - Bentley Main Soccer Field [Directions] | 4:00 p.m. | T 2-2 | |
| Mon., 9/17 | FR Boys Soccer | Bacon Academy | Away - BA Baseball Field [Directions] | 4:15 p.m. | ||
| Mon., 9/17 | V Girls Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/17 | JV Girls Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 9/17 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Mon., 9/17 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Tue., 9/18 | Miscellaneous Events | Unified Soccer Practice | - South Campus Gymnasium | 2:20-3:30 p.m. | ||
| Tue., 9/18 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Tue., 9/18 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Wed., 9/19 | V Boys Soccer | Ledyard | Home - Bentley Turf Field [Directions] | 4:00 p.m. | L 1-2 | |
| Wed., 9/19 | JV Girls Soccer | Ledyard | Home - South Campus Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Wed., 9/19 | V Girls Volleyball | Norwich Free Academy | Away - Alumni Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 9/19 | JV Girls Volleyball | Norwich Free Academy | Away - Alumni Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/19 | FR Girls Volleyball | Norwich Free Academy | Away - Alumni Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/19 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Wed., 9/19 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Thu., 9/20 | FM Football | Plainfield | Home - South Campus Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 9/20 | JV Boys Soccer | Fitch | Home - Bentley Varsity Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 9/20 | V Field Hockey | East Lyme | Away - ELHS Turf Field [Directions] | 7:00 p.m. | L 2-5 | |
| Thu., 9/20 | JV Field Hockey | East Lyme | Away - ELHS Field Hockey Field [Directions] | 5:15 p.m. | L 0-2 | |
| Thu., 9/20 | V Girls Soccer | Fitch | Home - Bentley Turf Field [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 9/20 | Miscellaneous Events | Unified Soccer Practice - Banner Making | - South Campus Gymnasium | 2:20-3:30 p.m. | ||
| Thu., 9/20 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Thu., 9/20 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Fri., 9/21 | V Boys Soccer | Bacon Academy | Home - Bentley Turf Field [Directions] | 4:15 p.m. | W 2-0 | |
| Fri., 9/21 | JV Girls Soccer | Bacon Academy | Home - South Campus Grass Soccer Field [Directions] | 4:15 p.m. | ||
| Fri., 9/21 | V Girls Volleyball | Fitch | Away - Fitch Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 9/21 | JV Girls Volleyball | Fitch | Away - Fitch Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/21 | FR Girls Volleyball | Fitch | Away - Fitch Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/21 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Sat., 9/22 | V Boys Cross Country | Ocean State Invitational, Goddard Park, E. Greenwich, RI | Away | TBA | ||
| Sat., 9/22 | V Football | Capital/Achievement | Home - Bentley Turf Field [Directions] | 1:30 p.m. | L 15-29 | |
| Sat., 9/22 | V Girls Cross Country | Ocean State Invitational | Away - Goddard Park, east Greenwich, RI | TBA | ||
| Sat., 9/22 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 3:00-4:30 a.m. | ||
| Sat., 9/22 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 9:00-10:30 a.m. | ||
| Mon., 9/24 | V Boys Soccer | Waterford | Away - Alumni Turf Field [Directions] | 4:00 p.m. | W 1-0 | |
| Mon., 9/24 | JV Girls Soccer | Waterford | Away - Miner Lane Field #1 (closest to Miner Lane) [Directions] | 4:00 p.m. | ||
| Mon., 9/24 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Mon., 9/24 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Tue., 9/25 | JV Boys Soccer | Norwich Free Academy | Away - Fontaine Field [Directions] | TBA | ||
| Tue., 9/25 | V Girls Volleyball | Coventry | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 9/25 | JV Girls Volleyball | Coventry | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Tue., 9/25 | FR Girls Volleyball | Coventry | Home - Alumni Fieldhouse Side Court [Directions] | 4:00 p.m. | ||
| Tue., 9/25 | Miscellaneous Events | Unified Soccer Practice | - South Campus Gymnasium | 2:20-3:30 p.m. | ||
| Tue., 9/25 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Wed., 9/26 | V Boys Soccer | East Lyme | Away - ELHS Turf Field [Directions] | 5:00 p.m. | L 1-2 | |
| Wed., 9/26 | JV Field Hockey | Pomfret | Home - Bentley Turf Field [Directions] | 3:30 p.m. | W 1-0 | |
| Wed., 9/26 | V Girls Volleyball | Killingly | Away - New Killingly HS [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 9/26 | JV Girls Volleyball | Killingly | Away - New Killingly HS [Directions] | 4:00 p.m. | ||
| Wed., 9/26 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Wed., 9/26 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Thu., 9/27 | V Boys Cross Country | East Lyme, Waterford | Away - Rocky Neck State Park [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | V Girls Cross Country | East Lyme, Waterford | Away - Rocky Neck State Park [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | V Field Hockey | Waterford | Home - Bentley Turf Field [Directions] | 4:00 p.m. | L 3-4 | |
| Thu., 9/27 | JV Field Hockey | Waterford | Home - Bentley Turf Field [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 9/27 | V Girls Soccer | Plainfield | Home - South Campus Turf Field [Directions] | 4:00 p.m. | W 3-0 | |
| Thu., 9/27 | Miscellaneous Events | Prep BKB Workout | - South Campus Weightroom | 3:30-4:30 p.m. | ||
| Thu., 9/27 | Miscellaneous Events | Prep BKB Practice | - Alumni Fieldhouse Main Court | 6:30-9:00 p.m. | ||
| Fri., 9/28 | V Football | Ludlow (MA) | Away - Ludlow HS | 6:30 p.m. | L 6-13 | |
| Fri., 9/28 | FR Boys Soccer | Windham | Away - WHS Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 9/28 | V Girls Volleyball | Bacon Academy | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/28 | JV Girls Volleyball | Bacon Academy | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Fri., 9/28 | FR Girls Volleyball | Bacon Academy | Home - Alumni Fieldhouse Side Court [Directions] | 4:00 p.m. | ||
| Sat., 9/29 | V Boys Soccer | Norwich Free Academy | Home - Bentley Turf Field [Directions] | 1:30 p.m. | W 2-1 | |
| Sat., 9/29 | V Field Hockey | Stonington | Home - South Campus Turf Field [Directions] | 11:00 a.m. | L 2-4 | |
| Sat., 9/29 | JV Field Hockey | Stonington | Home - South Campus Turf Field [Directions] | 12:30 p.m. | W 1-0 | |
| Sat., 9/29 | V Girls Soccer | Ledyard | Home - Bentley Turf Field [Directions] | 11:00 a.m. | W 8-1 | |
| Sun., 9/30 | Miscellaneous Events | Prep BKB Moonlight Madness | - Alumni Fieldhouse Main Court | 7:30 p.m. | ||
| Mon., 10/1 | FM Football | Ludlow (MA) | Home [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | V Girls Volleyball | Montville | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/1 | JV Girls Volleyball | Montville | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | FR Girls Volleyball | Montville | Home - Alumni Fieldhouse Side Court [Directions] | 4:00 p.m. | ||
| Mon., 10/1 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Mon., 10/1 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Tue., 10/2 | V Boys Cross Country | Wheeler, Tourtellotte, Fitch | Away - Wheeler HS [Directions] | 4:30 p.m. | ||
| Tue., 10/2 | V Boys Soccer | Fitch | Away - Poquonnock Plains Park [Directions] | 4:00 p.m. | W 2-1 | |
| Tue., 10/2 | FR Boys Soccer | Norwich Free Academy | Away - McKeon Park [Directions] | 4:00 p.m. | ||
| Tue., 10/2 | V Girls Cross Country | Wheeler, Tourtellotte, Fitch | Away - Wheeler HS [Directions] | 4:30 p.m. | ||
| Tue., 10/2 | V Field Hockey | Valley Regional | Home - South Campus Turf Field [Directions] | 5:30 p.m. | L 1-3 | |
| Tue., 10/2 | JV Girls Soccer | Fitch | Away - Poquonnock Plains Park [Directions] | 4:15 p.m. | ||
| Tue., 10/2 | Miscellaneous Events | Unified Soccer Practice | - South Campus Gymnasium | 2:20-3:30 p.m. | ||
| Tue., 10/2 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 10/2 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Wed., 10/3 | JV Field Hockey | Pomfret | Away | 3:30 p.m. | W 3-0 | |
| Wed., 10/3 | V Girls Soccer | St. Paul Catholic | Home - South Campus Turf Field [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 10/3 | V Girls Volleyball | Southbridge (MA) | Away | 5:00 p.m. | W 3-0 | |
| Wed., 10/3 | JV Girls Volleyball | Southbridge | Away | 3:30 p.m. | ||
| Wed., 10/3 | Miscellaneous Events | Unified Soccer vs. Killingly Scrimmage | Home [Directions] | 2:20-4:45 p.m. | ||
| Wed., 10/3 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Wed., 10/3 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Thu., 10/4 | V Boys Soccer | New London | Home - South Campus Turf Field [Directions] | 6:30 p.m. | W 7-0 | |
| Thu., 10/4 | FR Boys Soccer | Fitch | Home - Bentley Turf Field [Directions] | 4:15 p.m. | ||
| Thu., 10/4 | V Field Hockey | Norwich Free Academy | Away - NFA Turf Field [Directions] | 4:00 p.m. | W 6-1 | |
| Thu., 10/4 | JV Field Hockey | Norwich Free Academy | Away - NFA Turf Field [Directions] | 5:30 p.m. | W 4-1 | |
| Thu., 10/4 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Thu., 10/4 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Fri., 10/5 | V Football | Amherst Regional (MA) | Home - South Campus Turf Field [Directions] | 6:30 p.m. | L 8-22 | |
| Fri., 10/5 | V Girls Volleyball | Norwich Free Academy | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/5 | JV Girls Volleyball | Norwich Free Academy | Home - Alumni Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/5 | FR Girls Volleyball | Norwich Free Academy | Home - Alumni Fieldhouse Side Court [Directions] | 4:00 p.m. | ||
| Sat., 10/6 | V Boys Cross Country | Wickham Park Invitational, Manchester, CT | Away | TBA | ||
| Sat., 10/6 | V Girls Cross Country | Wickham Park Invitational | Away - Wickham Park, Manchester, CT | TBA | ||
| Sat., 10/6 | V Girls Soccer | North Branford/Hale Ray | Away - NBHS Colafati Field [Directions] | 5:00 p.m. | T 1-1 | |
| Sat., 10/6 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 9:00-11:00 a.m. | ||
| Sat., 10/6 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 1:30-3:30 p.m. | ||
| Mon., 10/8 | FM Football | Amherst Regional (MA) | Away | 11:00 a.m. | ||
| Mon., 10/8 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Mon., 10/8 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Tue., 10/9 | V Boys Cross Country | Norwich Free Academy, Windham, Stonington | Home - Cross Country Course at Stonebridge [Directions] | 4:30 p.m. | ||
| Tue., 10/9 | JV Boys Soccer | East Lyme | Away - Bride Brook Park - Niantic [Directions] | 5:30 p.m. | ||
| Tue., 10/9 | V Girls Cross Country | Norwich Free Academy, Windham, Stonington | Home - Cross Country Course at Stonebridge [Directions] | 4:30 p.m. | ||
| Tue., 10/9 | V Field Hockey | Killingly | Home - Bentley Turf Field [Directions] | 4:00 p.m. | OT-L 5-6 | |
| Tue., 10/9 | JV Field Hockey | Killingly | Home - Bentley Turf Field [Directions] | 5:30 p.m. | W 3-1 | |
| Tue., 10/9 | V Girls Soccer | East Lyme | Away - ELHS Turf Field [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 10/9 | JV Girls Soccer | Killingly | Away - Owen Bell Park [Directions] | 3:45 p.m. | ||
| Tue., 10/9 | Miscellaneous Events | Unified Soccer Practice | - South Campus Gymnasium | 2:20-3:30 p.m. | ||
| Tue., 10/9 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 10/9 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Wed., 10/10 | V Boys Soccer | Ledyard | Away - Blonders Park [Directions] | 4:00 p.m. | W 3-0 | |
| Wed., 10/10 | FR Boys Soccer | East Lyme | Away - ELHS Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 10/10 | JV Field Hockey | Pomfret | Away | 3:30 p.m. | ||
| Wed., 10/10 | JV Girls Soccer | Ledyard | Away - HS Soccer/Lacrosse Field [Directions] | 4:15 p.m. | ||
| Wed., 10/10 | V Girls Volleyball | Fitch | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 10/10 | JV Girls Volleyball | Fitch | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | FR Girls Volleyball | Fitch | Home - Alumni Fieldhouse Side Court [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | Miscellaneous Events | Unified Soccer @ Killingly Scrimmage | Away | 2:20-4:45 p.m. | ||
| Wed., 10/10 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Wed., 10/10 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Thu., 10/11 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Thu., 10/11 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Fri., 10/12 | V Boys Soccer | Bacon Academy | Away - Football/ Soccer Field [Directions] | 4:15 p.m. | L 1-3 | |
| Fri., 10/12 | V Girls Soccer | Norwich Free Academy | Home - Bentley Turf Field [Directions] | 4:00 p.m. | W 3-1 | |
| Fri., 10/12 | FR Girls Volleyball | East Lyme | Away - ELHS South Gym [Directions] | Cancelled | Cancelled | |
| Fri., 10/12 | Miscellaneous Events | Prep Blue Practice | - Alumni Fieldhouse | 6:45-8:15 p.m. | ||
| Sat., 10/13 | V Field Hockey | Old Saybrook | Home - Bentley Turf Field [Directions] | 11:00 a.m. | L 0-5 | |
| Sat., 10/13 | JV Field Hockey | Old Saybrook | Home - Bentley Turf Field [Directions] | 12:30 p.m. | W 1-0 | |
| Sat., 10/13 | V Girls Soccer | Old Lyme | Home - South Campus Turf Field [Directions] | 11:00 a.m. | W 1-0 | |
| Sat., 10/13 | JV Girls Soccer | Old Lyme | Home - South Campus Turf Field [Directions] | 12:45 p.m. | ||
| Sat., 10/13 | V Girls Volleyball | RHAM Playday | Away - RHAM HS | 9:00 a.m. | ||
| Sat., 10/13 | Miscellaneous Events | Prep Gold Practice | - Alumni Fieldhouse | 12:30-2:00 p.m. | ||
| Sat., 10/13 | Miscellaneous Events | Prep Blue @ SECC | Away | 4:00 p.m. | ||
| Sun., 10/14 | Miscellaneous Events | Prep Blue @ SECC | Away | 2:00 p.m. | ||
| Sun., 10/14 | Miscellaneous Events | Prep Gold @ Harvard JV | Away | TBA | ||
| Mon., 10/15 | JV Boys Soccer | Fitch | Away - Poquonnock Plains Park [Directions] | 4:00 p.m. | ||
| Mon., 10/15 | V Field Hockey | East Lyme | Home - Bentley Turf Field [Directions] | 4:00 p.m. | L 2-4 | |
| Mon., 10/15 | JV Field Hockey | East Lyme | Home - Bentley Turf Field [Directions] | 5:30 p.m. | W 1-0 | |
| Mon., 10/15 | V Girls Soccer | Fitch | Away - Poquonnock Plains Park [Directions] | 4:00 p.m. | W 3-0 | |
| Mon., 10/15 | V Girls Volleyball | Killingly | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/15 | JV Girls Volleyball | Killingly | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Mon., 10/15 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 10/16 | V Boys Soccer | Waterford | Home - Bentley Turf Field [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 10/16 | JV Girls Soccer | Waterford | Home - South Campus Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Tue., 10/16 | Miscellaneous Events | Unified Soccer Practice | - South Campus Gymnasium | 2:20-3:30 p.m. | ||
| Tue., 10/16 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 10/16 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Wed., 10/17 | FM Football | Portsmouth Abbey, RI | Away | 3:30 p.m. | ||
| Wed., 10/17 | JV Boys Soccer | Bacon Academy | Away - BA Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 10/17 | FR Boys Soccer | Pomfret | Away | 3:30 p.m. | ||
| Wed., 10/17 | V Girls Soccer | Bacon Academy | Away - Football/ Soccer Field [Directions] | 4:15 p.m. | W 1-0 | |
| Wed., 10/17 | JV Girls Soccer | Pomfret | Home - South Campus Grass Soccer Field [Directions] | 3:00 p.m. | ||
| Wed., 10/17 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Wed., 10/17 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Thu., 10/18 | V Boys Cross Country | ECC Championships @ Norwich Golf Course | Away | 2:00 p.m. | ||
| Thu., 10/18 | V Boys Soccer | Norwich Free Academy | Away - NFA Turf Field [Directions] | 7:00 p.m. | W 2-1 | |
| Thu., 10/18 | FR Boys Soccer | Lyman Memorial | Away - Lyman Memorial Soccer Complex [Directions] | 4:00 p.m. | ||
| Thu., 10/18 | V Field Hockey | Fitch | Home - Bentley Turf Field [Directions] | 4:00 p.m. | L 0-1 | |
| Thu., 10/18 | JV Field Hockey | Fitch | Home - Bentley Turf Field [Directions] | 5:30 p.m. | W 2-0 | |
| Thu., 10/18 | V Girls Volleyball | East Lyme | Away - ELHS North Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 10/18 | JV Girls Volleyball | East Lyme | Away - East Lyme HS [Directions] | 4:30 p.m. | ||
| Thu., 10/18 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Fri., 10/19 | V Field Hockey | Fitch | Away - Fitch HS-Baseball Field [Directions] | 4:00 p.m. | L 0-2 | |
| Fri., 10/19 | JV Field Hockey | Fitch | Away - Fitch HS-Baseball Field [Directions] | 5:30 p.m. | W 2-0 | |
| Fri., 10/19 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Sat., 10/20 | V Football | Capital Prep Harbor | Home - Bentley Turf Field [Directions] | 2:00 p.m. | L 19-34 | |
| Sat., 10/20 | V Girls Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 6:00 p.m. | W 2-0 | |
| Sat., 10/20 | JV Girls Soccer | Norwich Free Academy | Away - Fontaine Field [Directions] | Cancelled | Cancelled | cancelled |
| Sat., 10/20 | Miscellaneous Events | PJN Master's vs Weaver | Home [Directions] | 10:00 a.m. | ||
| Sat., 10/20 | Miscellaneous Events | PJN Bunker Hill vs. Gold | Home - Alumni Fieldhouse Main Court [Directions] | 11:30 a.m. | ||
| Sat., 10/20 | Miscellaneous Events | PJN MacDuffie vs. STCC | Home [Directions] | 1:00 p.m. | ||
| Sat., 10/20 | Miscellaneous Events | PJN Bunker Hill vs. MacDuffie | Home [Directions] | 2:30 p.m. | ||
| Sat., 10/20 | Miscellaneous Events | PJN STCC vs. WA Blue | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Sun., 10/21 | Miscellaneous Events | Prep Blue PJN Classic | Home - Alumni Fieldhouse Main Court [Directions] | 10:00 a.m. | ||
| Sun., 10/21 | Miscellaneous Events | PJN Mass Bay vs. WA Blue | Home [Directions] | 10:00 a.m. | ||
| Sun., 10/21 | Miscellaneous Events | PJN Mass Bay vs. WA Gold | Home [Directions] | 1:00 p.m. | ||
| Sun., 10/21 | Miscellaneous Events | Prep Gold PJN Classic | Home - Alumni Fieldhouse Main Court [Directions] | 1:00 p.m. | ||
| Sun., 10/21 | Miscellaneous Events | PJN West Haven vs. Paolo Freire | Home [Directions] | 2:30 p.m. | ||
| Mon., 10/22 | V Boys Soccer | Windham | Away - WHS Ferrigno Field [Directions] | 6:00 p.m. | T 2-2 | |
| Mon., 10/22 | JV Boys Soccer | Killingly | Away - Owen Bell Park [Directions] | 4:00 p.m. | ||
| Mon., 10/22 | FR Boys Soccer | Lyman Memorial | Home - South Campus Grass Soccer Field [Directions] | 4:00 p.m. | ||
| Mon., 10/22 | V Girls Soccer | Killingly | Away - New Killingly HS [Directions] | 6:00 p.m. | W 4-1 | |
| Mon., 10/22 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 10/23 | FR Boys Soccer | Windham | Home - Bentley Side Soccer Field [Directions] | 4:00 p.m. | ||
| Tue., 10/23 | V Field Hockey | Waterford | Away - Alumni Turf Field [Directions] | 6:00 p.m. | L 2-4 | |
| Tue., 10/23 | JV Field Hockey | Waterford | Away - Waterford Turf Field [Directions] | 4:30 p.m. | ||
| Tue., 10/23 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 10/23 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Wed., 10/24 | FR Boys Soccer | Norwich Free Academy | Home - Bentley Athletic Complex [Directions] | 4:00 p.m. | ||
| Wed., 10/24 | V Girls Soccer | Norwich Free Academy | Away - Fontaine Field [Directions] | 4:00 p.m. | L 1-0 | |
| Wed., 10/24 | JV Girls Soccer | Pomfret | Away | 3:00 p.m. | ||
| Wed., 10/24 | V Girls Volleyball | Conard | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 10/24 | JV Girls Volleyball | Conard | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Wed., 10/24 | FR Girls Volleyball | Conard | Home - Alumni Fieldhouse Side Court [Directions] | 4:00 p.m. | ||
| Wed., 10/24 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Wed., 10/24 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Thu., 10/25 | V Field Hockey | Stafford | Away - Stafford High, Lighted field behind school [Directions] | 4:00 p.m. | OT-L 0-1 | |
| Thu., 10/25 | JV Field Hockey | Stafford | Away - Stafford High, Lighted field behind school [Directions] | 5:30 p.m. | W 4-0 | |
| Thu., 10/25 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Thu., 10/25 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Fri., 10/26 | V Boys Cross Country | CIAC Class MM Championship | Away - Wickham Park - East Hartford [Directions] | 3:10 p.m. | ||
| Fri., 10/26 | V Football | Canton | Home - Canton H.S. Turf [Directions] | 7:00 p.m. | L 16-18 | |
| Fri., 10/26 | V Boys Soccer | Bacon Academy | Home - South Campus Turf Field [Directions] | 3:45 p.m. | W 1-0 | ECC Tournament Game |
| Fri., 10/26 | V Girls Cross Country | CIAC Class MM Championship | Away - Wickham Park - East Hartford [Directions] | 3:40 p.m. | ||
| Fri., 10/26 | V Girls Soccer | East Lyme | Home - Bentley Turf Field [Directions] | 3:00 p.m. | W 3-1 | |
| Fri., 10/26 | V Girls Volleyball | RHAM | Away - RHAM HS Gymnasium [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/26 | JV Girls Volleyball | RHAM | Away - RHAM HS Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/26 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Sat., 10/27 | JV Field Hockey | Valley Regional | Home - Bentley Turf Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/27 | V Girls Volleyball | Killingly | Home - Alumni Fieldhouse Main Court [Directions] | 3:30 p.m. | ||
| Sat., 10/27 | Miscellaneous Events | Prep Gold PJN Classic | Home - Alumni Fieldhouse Main Court [Directions] | 10:00 a.m. | ||
| Sat., 10/27 | Miscellaneous Events | Prep Blue PJN Classic | Home - Alumni Fieldhouse Main Court [Directions] | 1:00 p.m. | ||
| Sun., 10/28 | Miscellaneous Events | Prep Gold PJN Classic | Home - Alumni Fieldhouse Main Court [Directions] | 1:00 p.m. | ||
| Sun., 10/28 | Miscellaneous Events | Prep Blue PJN Classic | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Mon., 10/29 | V Field Hockey | Stonington | Away - Palmer Field (Turf) [Directions] | 4:00 p.m. | L 1-2 | |
| Mon., 10/29 | JV Field Hockey | Stonington | Away - Palmer Field (Turf) [Directions] | 5:30 p.m. | L 0-1 | |
| Mon., 10/29 | V Girls Volleyball | Fitch | Away - Fitch Gym [Directions] | 6:30 p.m. | ||
| Mon., 10/29 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 10/30 | V Boys Soccer | Stonington | Away - Away - New London HS [Directions] | 7:00 p.m. | W 2-1 | ECC Semifinal Game |
| Tue., 10/30 | V Girls Soccer | Norwich Free Academy | Away - Waterford HS [Directions] | 4:30 p.m. | W 1-0 | |
| Tue., 10/30 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 10/30 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Wed., 10/31 | V Girls Volleyball | East Lyme | Away - NFA Gymnasium [Directions] | 6:30 p.m. | ECC Championship Game | |
| Wed., 10/31 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Wed., 10/31 | Miscellaneous Events | Prep Basketball Practice | 7:00-9:00 p.m. | |||
| Thu., 11/1 | V Football | Windham | Away - WHS Ferrigno Field [Directions] | 5:30 p.m. | L 0-47 | |
| Thu., 11/1 | V Boys Soccer | East Lyme | Away - ELHS Turf Field [Directions] | 4:30 p.m. | W 2-0 | ECC Championship game |
| Thu., 11/1 | V Girls Soccer | Plainfield | Away - East Lyme HS [Directions] | 7:00 p.m. | W 1-0 | ECC Championship Game |
| Thu., 11/1 | Miscellaneous Events | Prep Basketball Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Thu., 11/1 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Fri., 11/2 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:00 p.m. | ||
| Fri., 11/2 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 2:45 p.m. | ||
| Fri., 11/2 | Miscellaneous Events | Prep Basketball Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Sat., 11/3 | FM Football | Windham | Home - South Campus Turf Field [Directions] | 11:00 a.m. | ||
| Sat., 11/3 | V Boys Soccer | CIAC Tourney Qualifying Round | Away - Site TBA | TBA | ||
| Sat., 11/3 | V Girls Soccer | CIAC Tourney Qualifying Round | Away - Site TBA | TBA | ||
| Sat., 11/3 | Miscellaneous Events | Prep Blue WA Invitational | Home - Alumni Fieldhouse Main Court [Directions] | 4:15 p.m. | ||
| Sat., 11/3 | Miscellaneous Events | Woodstock Invitational | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | ||
| Sat., 11/3 | Miscellaneous Events | Prep Gold WA Invitational | Home - Alumni Fieldhouse Main Court [Directions] | 7:45 p.m. | ||
| Sun., 11/4 | Miscellaneous Events | Woodstock Invitational | Home - Alumni Fieldhouse Main Court [Directions] | 10:00 a.m. | ||
| Sun., 11/4 | Miscellaneous Events | Prep Gold WA Invitational | Home - Alumni Fieldhouse Main Court [Directions] | 11:30 a.m. | ||
| Sun., 11/4 | Miscellaneous Events | Prep Blue WA Invitational | Home - Alumni Fieldhouse Main Court [Directions] | 1:00 p.m. | ||
| Mon., 11/5 | V Field Hockey | CIAC Tourney Qualifying Round | Away - Site TBA | Cancelled | Cancelled | |
| Mon., 11/5 | V Girls Soccer | CIAC Tourney 1st Round | Away - Higher Seed | TBA | ||
| Mon., 11/5 | V Girls Volleyball | CIAC Tourney 1st Round | Away - Higher Seed | TBA | ||
| Mon., 11/5 | Miscellaneous Events | Prep Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 11/6 | V Boys Soccer | University/Prince Tech | Home - Bentley Turf Field [Directions] | 2:00 p.m. | W 4-0 | |
| Tue., 11/6 | V Field Hockey | CIAC Tourney 1st Round | Away - Higher Seed | Cancelled | Cancelled | |
| Tue., 11/6 | Miscellaneous Events | Prep Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 11/6 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Wed., 11/7 | V Girls Soccer | Daniel Hand | Home - Bentley Turf Field [Directions] | 2:00 p.m. | L 1-4 | |
| Wed., 11/7 | Miscellaneous Events | Prep Blue Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Wed., 11/7 | Miscellaneous Events | Prep Gold vs. Navy | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | ||
| Wed., 11/7 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:30-9:00 p.m. | ||
| Thu., 11/8 | V Boys Soccer | Bassick | Away - Went Field [Directions] | 2:00 p.m. | L 1-2 | 11am Bus |
| Thu., 11/8 | V Field Hockey | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Thu., 11/8 | V Girls Volleyball | Masuk | Home - Alumni Fieldhouse Main Court [Directions] | 5:00 p.m. | ||
| Thu., 11/8 | Miscellaneous Events | Prep Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Thu., 11/8 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Fri., 11/9 | V Girls Soccer | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Fri., 11/9 | Miscellaneous Events | Prep Blue Practice | - South Campus Gymnasium | 3:00-4:30 p.m. | ||
| Fri., 11/9 | Miscellaneous Events | Prep Gold Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | ||
| Fri., 11/9 | Miscellaneous Events | Prep Blue Power 5 Tip Off | - Alumni Fieldhouse Main Court | 7:00 p.m. | ||
| Sat., 11/10 | V Boys Cross Country | New England Championship | Away - Derryfield Park (Manchester, NH) [Directions] | TBA | ||
| Sat., 11/10 | V Football | Cromwell/Portland | Home [Directions] | 1:00 p.m. | L 0-41 | |
| Sat., 11/10 | V Boys Soccer | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Sat., 11/10 | V Girls Cross Country | New England Championship | Away - Derryfield Park (Manchester, NH) [Directions] | TBA | ||
| Sat., 11/10 | V Girls Volleyball | East Lyme | Home - Alumni Fieldhouse Main Court [Directions] | 3:00 p.m. | ||
| Sat., 11/10 | Miscellaneous Events | Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 10:00 a.m. | ||
| Sat., 11/10 | Miscellaneous Events | Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 11:45 a.m. | ||
| Sat., 11/10 | Miscellaneous Events | Prep Blue Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | ||
| Sat., 11/10 | Miscellaneous Events | Prep Gold Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 7:45 p.m. | ||
| Sun., 11/11 | Miscellaneous Events | Prep Blue Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 10:00 a.m. | ||
| Sun., 11/11 | Miscellaneous Events | Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 11:45 a.m. | ||
| Sun., 11/11 | Miscellaneous Events | Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 1:30 p.m. | ||
| Sun., 11/11 | Miscellaneous Events | Prep Gold Power 5 Tip Off | Home - Alumni Fieldhouse Main Court [Directions] | 3:00 p.m. | ||
| Mon., 11/12 | FM Football | Quinebaug Valley | Home - South Campus Turf Field [Directions] | 3:00 p.m. | ||
| Mon., 11/12 | V Girls Soccer | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | TBA | ||
| Mon., 11/12 | Miscellaneous Events | Prep Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 11/13 | V Boys Soccer | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | TBA | ||
| Tue., 11/13 | V Field Hockey | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 11/13 | V Girls Soccer | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | TBA | ||
| Tue., 11/13 | Miscellaneous Events | Prep Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 11/13 | Miscellaneous Events | Prep Blue Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Wed., 11/14 | V Football | Old Saybrook | Away - Strong Field, Surf Club Madison [Directions] | 3:00 p.m. | L 10-35 | |
| Wed., 11/14 | V Boys Soccer | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | TBA | ||
| Wed., 11/14 | V Field Hockey | CIAC Tourney Semifinals (Possible Date) | Away - Site TBA | Cancelled | Cancelled | |
| Wed., 11/14 | V Girls Volleyball | Bristol Eastern | Away - Windsor HS [Directions] | 6:00 p.m. | ||
| Wed., 11/14 | Miscellaneous Events | Prep Gold Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Wed., 11/14 | Miscellaneous Events | Prep Blue vs. Army Prep | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | ||
| Wed., 11/14 | Miscellaneous Events | Prep Gold Practice | - Alumni Fieldhouse | 7:30-9:00 p.m. | ||
| Thu., 11/15 | Miscellaneous Events | Prep Workout | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Thu., 11/15 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Fri., 11/16 | Miscellaneous Events | Prep Blue @ HOOSAC | Away | 4:00 p.m. | ||
| Fri., 11/16 | Miscellaneous Events | Girls Basketball Conditioning | - Alumni Fieldhouse | 5:00-6:30 p.m. | ||
| Fri., 11/16 | Miscellaneous Events | Prep Gold Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Sat., 11/17 | V Boys Soccer | CIAC Tourney Final | Away - Site TBA | TBA | ||
| Sat., 11/17 | V Field Hockey | CIAC Tourney Final | Away - Wethersfield [Directions] | Cancelled | Cancelled | |
| Sat., 11/17 | V Girls Soccer | CIAC Tourney Final | Away - Site TBA | TBA | ||
| Sat., 11/17 | V Girls Volleyball | Joel Barlow | Away - East Haven [Directions] | 1:00 p.m. | ||
| Sat., 11/17 | Miscellaneous Events | Prep Gold vs IMG @ National Prep Showcase | Away | 12:30 p.m. | ||
| Sun., 11/18 | Miscellaneous Events | Prep Gold vs Massanutten Military @ National Prep Showcase | Away | 3:15 p.m. | ||
| Wed., 11/21 | Miscellaneous Events | Girls Basketball Conditioning | - Alumni Fieldhouse | 9:00-10:15 a.m. | ||
| Fri., 11/23 | Miscellaneous Events | Girls Basketball Conditioning | - Alumni Fieldhouse | TBA | ||
| Sun., 11/25 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Mon., 11/26 | Miscellaneous Events | Prep Workout Group 1&2 | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Mon., 11/26 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Tue., 11/27 | V Football | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Tue., 11/27 | Miscellaneous Events | Prep Workout Group 3&4 | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Tue., 11/27 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Wed., 11/28 | Miscellaneous Events | Prep Workout Group 1&2 | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Wed., 11/28 | Miscellaneous Events | Prep Blue vs. Mitchell College | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | ||
| Wed., 11/28 | Miscellaneous Events | Prep Gold Practice | - Alumni Fieldhouse | 7:30-9:00 p.m. | ||
| Thu., 11/29 | Miscellaneous Events | Prep Blue @ Redemption Christian Academy | Away | 5:30 p.m. | ||
| Thu., 11/29 | Miscellaneous Events | Prep Gold @ Redemption Christian Academy | Away | 7:00 p.m. | ||
| Fri., 11/30 | Miscellaneous Events | Prep Workout Group 3&4 | - South Campus Gymnasium | 3:30-4:30 p.m. | ||
| Fri., 11/30 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Sat., 12/1 | Miscellaneous Events | Prep Blue @ MacDuffie Invitational | Away | 2:00 p.m. | ||
| Sat., 12/1 | Miscellaneous Events | Prep Gold @ MacDuffie Invitational | Away | 3:45 p.m. | ||
| Sun., 12/2 | V Football | CIAC Tourney Semifinals | Away - Higher Seed | TBA | ||
| Sun., 12/2 | Miscellaneous Events | Prep Blue @ MacDuffie Invitational | Away | 10:00 a.m. | ||
| Sun., 12/2 | Miscellaneous Events | Prep Gold @ Macduffie Invitational | Away | 11:45 a.m. | ||
| Mon., 12/3 | V Girls Ice Hockey | Burrillville (RI) (Scrim.) | Away - June Rockwell Levy Rink, Burrillville, RI | 4:00 p.m. | ||
| Tue., 12/4 | V Girls Basketball | Parish Hill (Scrim.) | Home - Alumni Fieldhouse Main Court [Directions] | 5:00 p.m. | ||
| Wed., 12/5 | Miscellaneous Events | Prep Gold @ Bradford Christian | Away | 5:30 p.m. | ||
| Wed., 12/5 | Miscellaneous Events | Prep Blue vs. Post JV | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | ||
| Thu., 12/6 | V Girls Basketball | Shepherd Hill Regional (MA) (Scrim.) | Home - Alumni Fieldhouse Main Court [Directions] | 3:30 p.m. | ||
| Fri., 12/7 | V Boys Basketball | Putnam (Scrim.) | Away - Putnam HS Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 12/7 | JV Boys Basketball | Putnam (Scrim.) | Away [Directions] | 5:00 p.m. | ||
| Fri., 12/7 | Miscellaneous Events | Prep Blue @ Lawrence | Away | 6:00 p.m. | ||
| Sat., 12/8 | V Football | CIAC Tourney Final | Away - Site TBA | TBA | ||
| Sat., 12/8 | Miscellaneous Events | Prep Gold @ HOOSAC | Away | 3:30 p.m. | ||
| Sun., 12/9 | Miscellaneous Events | Prep Blue @ Curry Hicks Cage vs. Winchendon | Away | 12:00 p.m. | ||
| Mon., 12/10 | JV Boys Basketball | Rectory School (Scrim.) | Away | 6:00 p.m. | ||
| Mon., 12/10 | V Girls Ice Hockey | Auburn (MA) | Away | 4:00 p.m. | ||
| Mon., 12/10 | JV Girls Ice Hockey | Auburn (MA) | Away | 4:00 p.m. | ||
| Mon., 12/10 | Miscellaneous Events | GJV Middle School Basketball Game vs. Ashford | Home - Alumni Fieldhouse Main Court [Directions] | 3:30 p.m. | ||
| Mon., 12/10 | Miscellaneous Events | GV MIddle School Basketball Game vs. Ashford | Home - Alumni Fieldhouse Main Court [Directions] | 4:30 p.m. | ||
| Mon., 12/10 | Miscellaneous Events | Prep Gold @ Army JV | Away | TBA | ||
| Tue., 12/11 | Miscellaneous Events | Prep Blue @ Navy | Away | 6:00 p.m. | ||
| Wed., 12/12 | FR Boys Basketball | Southbridge (MA) (Scrim.) | Away | 3:30 p.m. | ||
| Wed., 12/12 | Miscellaneous Events | Prep Blue vs. Commonwealth | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Wed., 12/12 | Miscellaneous Events | Prep Gold vs. Commonwealth | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | ||
| Wed., 12/12 | Miscellaneous Events | Prep Blue @ BasketBull Hoopfest | TBA | |||
| Thu., 12/13 | Miscellaneous Events | Prep Blue @ Basketbull Hoopfest | TBA | |||
| Fri., 12/14 | Miscellaneous Events | Prep Blue @ BasketBull Hoopfest | Away | 10:30 a.m. | ||
| Fri., 12/14 | Miscellaneous Events | BJV Middle School Basketball Game vs. Canterbury | Home - Alumni Fieldhouse Main Court [Directions] | 3:30 p.m. | ||
| Fri., 12/14 | Miscellaneous Events | BV MIddle School Basketball Game vs. Canterbury | Home - Alumni Fieldhouse Main Court [Directions] | 4:30 p.m. | ||
| Fri., 12/14 | Miscellaneous Events | Prep Gold @ BasketBull Hoopfest | Away | 8:15 p.m. | ||
| Sat., 12/15 | V Boys Ice Hockey | Tri-Town | Home - Jahn Hockey Rink - Pomfret School [Directions] | 6:00 p.m. | W 6-5(OT) | |
| Sat., 12/15 | V Girls Basketball | Plainfield | Away - Plainfield HS [Directions] | 12:30 p.m. | W 61-46 | |
| Sat., 12/15 | JV Girls Basketball | Plainfield | Away - Plainfield HS [Directions] | 11:00 a.m. | ||
| Sat., 12/15 | V Girls Ice Hockey | East Catholic/Glastonbury/South Windsor | Home - Jahn Hockey Rink - Pomfret School [Directions] | 3:00 p.m. | ||
| Sat., 12/15 | Miscellaneous Events | Prep Gold @ BasketBull Hoopfest | Away | 5:00 p.m. | ||
| Sat., 12/15 | Miscellaneous Events | Prep Blue @ BasketBull Hoopfest | Away | 6:45 p.m. | ||
| Sun., 12/16 | JV Boys Ice Hockey | Hudson | Away - Northstar Ice Sports, Westborough MA | 8:10 p.m. | ||
| Sun., 12/16 | Miscellaneous Events | Prep Blue @ St.Andrews Inv. | Away | 1:00 p.m. | ||
| Sun., 12/16 | Miscellaneous Events | Prep Gold @ Basketbull Hoopfest | Away | TBA | ||
| Mon., 12/17 | FR Girls Basketball | East Lyme | Away - ELHS North Gym [Directions] | 4:00 p.m. | ||
| Tue., 12/18 | V Boys Basketball | Bacon Academy | Away - BA Gym [Directions] | 7:00 p.m. | W 70-62 | |
| Tue., 12/18 | JV Boys Basketball | Bacon Academy | Away - BA Gym [Directions] | 5:30 p.m. | L 46-58 | |
| Tue., 12/18 | FR Boys Basketball | Bacon Academy | Away - BA Gym [Directions] | 4:00 p.m. | W 55-46 | |
| Tue., 12/18 | V Boys Swimming and Diving | East Hartford | Away - East Hartford HS [Directions] | 3:45 p.m. | Win | |
| Tue., 12/18 | FR Girls Basketball | Stonington | Home - Alumni Fieldhouse Main Court [Directions] | 3:45 p.m. | ||
| Wed., 12/19 | V Boys Ice Hockey | East Haven Coop | Away - DiLungo Rink [Directions] | 7:00 p.m. | L 0-3 | |
| Wed., 12/19 | V Boys Indoor Track | Tantasqua Regional (MA) | Away | 5:30 p.m. | ||
| Wed., 12/19 | V Girls Basketball | Bacon Academy | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | L 23-38 | |
| Wed., 12/19 | JV Girls Basketball | Bacon Academy | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Wed., 12/19 | V Girls Indoor Track | Tantasqua Regional (MA) | Away | 5:30 p.m. | ||
| Wed., 12/19 | Miscellaneous Events | Prep Practice | - South Campus Gymnasium | 3:00-5:00 p.m. | ||
| Thu., 12/20 | JV Girls Ice Hockey | Simsbury | Home - Jahn Hockey Rink - Pomfret School [Directions] | 6:30 p.m. | ||
| Thu., 12/20 | Miscellaneous Events | Prep Blue @ BasketBull Hoopfest | Away | 12:30 p.m. | ||
| Thu., 12/20 | Miscellaneous Events | Prep Gold @ Basketbull Hoopfest | Away | 7:15 p.m. | ||
| Fri., 12/21 | V Boys Basketball | Ledyard | Away - Standish Gymnasium [Directions] | 7:00 p.m. | L 62-74(OT) | |
| Fri., 12/21 | JV Boys Basketball | Ledyard | Away - Standish Gymnasium [Directions] | 5:30 p.m. | L 43-45 | |
| Fri., 12/21 | FR Boys Basketball | Ledyard | Away - Standish Gymnasium [Directions] | 4:00 p.m. | W 54-52 | |
| Fri., 12/21 | V Girls Basketball | Fitch | Away - Fitch Gym [Directions] | 6:00 p.m. | W 48-29 | |
| Fri., 12/21 | JV Girls Basketball | Fitch | Away - Fitch Gym [Directions] | 4:30 p.m. | ||
| Fri., 12/21 | FR Girls Basketball | Fitch | Away [Directions] | Cancelled | Cancelled | cancel |
| Fri., 12/21 | V Girls Gymnastics | Killingly, Norwich Free Academy | Home - Deary's Gymnastics Center [Directions] | 6:30 p.m. | 146.85 | |
| Fri., 12/21 | Miscellaneous Events | Prep Blue Practice | Away - Alumni Fieldhouse | 3:00-5:00 p.m. | ||
| Fri., 12/21 | Miscellaneous Events | Prep Gold @ BasketBull Hoopfest | Away | 5:15 p.m. | ||
| Sat., 12/22 | V Boys Ice Hockey | Northeastern Shamrocks | Home - Jahn Hockey Rink - Pomfret School [Directions] | 6:00 p.m. | W 3-1 | |
| Sat., 12/22 | V Boys Indoor Track | ECC Dev. Meet at USCGA | Away | TBA | ||
| Sat., 12/22 | V Girls Indoor Track | ECC Dev. Meet @USCGA | Away | TBA | ||
| Sat., 12/22 | Miscellaneous Events | Prep Blue @ BasketBull Hoopfest | Away | 2:45 p.m. | ||
| Sun., 12/23 | JV Boys Ice Hockey | Assabet | Away - Northstar Ice Sports, Westborough MA | 5:20 p.m. | ||
| Mon., 12/24 | V Girls Ice Hockey | Auburn (MA) | Home - Jahn Hockey Rink - Pomfret School [Directions] | 12:00 p.m. | ||
| Wed., 12/26 | V Boys Ice Hockey | Norwich Free Academy | Away - RoseGarden Ice Arena [Directions] | 5:00 p.m. | W 5-2 | |
| Thu., 12/27 | V Girls Basketball | East Greenwich (RI) | Home - Alumni Fieldhouse Main Court [Directions] | 1:30 p.m. | W 36-24 | |
| Thu., 12/27 | JV Girls Basketball | East Greenwich (RI) | Home - Alumni Fieldhouse Main Court [Directions] | 12:00 p.m. | ||
| Fri., 12/28 | JV Boys Ice Hockey | Hopedale (MA) | Away - Northstar Ice Sports, Westborough MA | 12:50 p.m. | ||
| Fri., 12/28 | V Girls Basketball | New Britain | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | W 51-23 | |
| Fri., 12/28 | JV Girls Basketball | New Britain | Home - Alumni Fieldhouse Main Court [Directions] | 2:30 p.m. | ||
| Sat., 12/29 | V Boys Basketball | Rockville | Home - Alumni Fieldhouse Main Court [Directions] | 2:00 p.m. | W 64-52 | |
| Sat., 12/29 | JV Boys Basketball | Rockville | Home - Alumni Fieldhouse Main Court [Directions] | 12:30 p.m. | W 38-37 | |
| Sat., 12/29 | FR Boys Basketball | Rockville | Home - Alumni Fieldhouse Main Court [Directions] | 11:00 a.m. | W 58-40 | |
| Sat., 12/29 | V Boys Ice Hockey | Hall | Home - Jahn Hockey Rink - Pomfret School [Directions] | 3:00 p.m. | W 5-4 | |
| Sat., 12/29 | V Boys Indoor Track | ECC Dev. Meet @ USCGA | Away | TBA | ||
| Sat., 12/29 | V Girls Indoor Track | ECC Dev. Meet @ USCGA | Away | TBA | ||
| Sun., 12/30 | JV Boys Ice Hockey | Worcester | Away - Northstar Ice Sports, Westborough MA | 6:50 p.m. | ||
| Wed., 1/2 | V Boys Basketball | Griswold | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | W 59-41 | |
| Wed., 1/2 | JV Boys Basketball | Griswold | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 56-22 | |
| Wed., 1/2 | V Boys Indoor Track | Tantasqua Regional (MA) | Away | 5:30 p.m. | ||
| Wed., 1/2 | V Girls Indoor Track | Tantasqua Regional (MA) | Away | 5:30 p.m. | ||
| Thu., 1/3 | V Girls Gymnastics | Stonington, Killingly | Away - SHS Aux. Gym [Directions] | 4:30 p.m. | 135.85 | |
| Fri., 1/4 | V Girls Basketball | Norwich Free Academy | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | L 17-38 | |
| Fri., 1/4 | JV Girls Basketball | Norwich Free Academy | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Fri., 1/4 | FR Girls Basketball | Norwich Free Academy | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Fri., 1/4 | V Girls Ice Hockey | Warwick, RI @ Thayer Rink | Away | 2:30 p.m. | ||
| Sat., 1/5 | V Boys Basketball | Killingly | Home - Alumni Fieldhouse [Directions] | 6:00 p.m. | W 47-40 | |
| Sat., 1/5 | JV Boys Basketball | Killingly | Home - Alumni Fieldhouse Main Court [Directions] | 4:30 p.m. | W 49-45 | |
| Sat., 1/5 | FR Boys Basketball | Killingly | Home - Alumni Fieldhouse [Directions] | 3:00 p.m. | W 56-47 | |
| Sat., 1/5 | V Boys Ice Hockey | Housatonic Coop | Home - Jahn Hockey Rink - Pomfret School [Directions] | 7:00 p.m. | W 6-3 | |
| Sat., 1/5 | V Boys Indoor Track | URI Indoor Classic | Away | TBA | ||
| Sat., 1/5 | V Girls Indoor Track | URI Indoor Classic | Away | TBA | ||
| Sun., 1/6 | JV Boys Ice Hockey | St. Peter Marrian | Away - Northstar Ice Sports, Westborough MA | 7:00 p.m. | ||
| Sun., 1/6 | V Girls Ice Hockey | Northern Lights | Home - Jahn Hockey Rink - Pomfret School [Directions] | 4:15 p.m. | ||
| Sun., 1/6 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Mon., 1/7 | V Boys Ice Hockey | Eastern CT Eagles | Away - Connecticut College [Directions] | 6:00 p.m. | L 1-4 | |
| Mon., 1/7 | V Girls Basketball | Longmeadow (MA) | Away | 7:00 p.m. | W 43-31 | |
| Mon., 1/7 | V Girls Gymnastics | Killingly, East Lyme/Waterford/St Bernard | Home - Deary's Gymnastics Center [Directions] | 6:00 p.m. | 139.8 | |
| Mon., 1/7 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Tue., 1/8 | V Boys Swimming and Diving | Farmington | Home - Mansfield Community Center Pool [Directions] | 3:45 p.m. | Loss | |
| Tue., 1/8 | V Girls Basketball | Waterford | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | W 50-41 | |
| Tue., 1/8 | JV Girls Basketball | Waterford | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Tue., 1/8 | Miscellaneous Events | Prep Practice | - South Campus Gymnasium | 7:00-9:00 p.m. | ||
| Wed., 1/9 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Enfield Twin Rinks [Directions] | 3:50 p.m. | W 7-6 | |
| Wed., 1/9 | V Boys Indoor Track | Tantasqua Regional (MA) | Away | 5:30 p.m. | ||
| Wed., 1/9 | V Girls Ice Hockey | Avon | Away - Westminster School [Directions] | 8:00 p.m. | ||
| Wed., 1/9 | V Girls Indoor Track | Tantasqua Regional (MA) | Away | 5:30 p.m. | ||
| Wed., 1/9 | Miscellaneous Events | Prep Blue @ Sacred Heart U. | Away | 6:00 p.m. | ||
| Wed., 1/9 | Miscellaneous Events | Prep Gold vs. MacDuffie | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | ||
| Thu., 1/10 | V Boys Basketball | Fitch | Away - Fitch Gym [Directions] | 7:00 p.m. | L 56-78 | |
| Thu., 1/10 | JV Boys Basketball | Fitch | Away - Fitch Gym [Directions] | 5:30 p.m. | L 40-58 | |
| Thu., 1/10 | FR Boys Basketball | Fitch | Away - Fitch Gym [Directions] | 4:00 p.m. | L 51-59 | |
| Thu., 1/10 | V Girls Basketball | New London | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | L 40-74 | |
| Thu., 1/10 | JV Girls Basketball | New London | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Thu., 1/10 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 3:00-5:00 p.m. | ||
| Fri., 1/11 | V Boys Ice Hockey | Tri-Town | Away - Enfield Twin Rinks [Directions] | 8:20 p.m. | W 4-1 | |
| Fri., 1/11 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Sat., 1/12 | V Boys Basketball | East Lyme | Away - ELHS North Gym [Directions] | 7:00 p.m. | L 41-84 | |
| Sat., 1/12 | JV Boys Basketball | East Lyme | Away - ELHS North Gym [Directions] | 5:30 p.m. | L 44-56 | |
| Sat., 1/12 | FR Boys Basketball | East Lyme | Away - ELHS North Gym [Directions] | 3:45 p.m. | L 47-56 | |
| Sat., 1/12 | V Girls Basketball | Bacon Academy | Away - BA Gym [Directions] | 5:30 p.m. | L 41-48 | |
| Sat., 1/12 | JV Girls Basketball | Bacon Academy | Away - BA Gym [Directions] | 4:00 p.m. | ||
| Sat., 1/12 | Miscellaneous Events | Prep Blue vs. HOOSAC | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Sat., 1/12 | Miscellaneous Events | Prep Gold @ Long Island vs Upper Room | Away | TBA | ||
| Sun., 1/13 | JV Boys Ice Hockey | Holliston (MA) | Away - Northstar Ice Sports, Westborough MA | 7:00 p.m. | ||
| Sun., 1/13 | Miscellaneous Events | Prep Gold @ Long Island vs. Knox | Away | TBA | ||
| Mon., 1/14 | Miscellaneous Events | Girls Hockey @ Burriville,RI | Away | 3:40 p.m. | ||
| Mon., 1/14 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Tue., 1/15 | V Boys Basketball | Windham | Home - Alumni Fieldhouse [Directions] | 7:00 p.m. | W 68-55 | |
| Tue., 1/15 | JV Boys Basketball | Windham | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | W 40-32 | |
| Tue., 1/15 | FR Boys Basketball | Windham | Home - Alumni Fieldhouse [Directions] | 4:00 p.m. | W 40-39 | |
| Tue., 1/15 | V Boys Swimming and Diving | Meriden Co-op | Home - Mansfield Community Center Pool [Directions] | 3:45 p.m. | Win 92-88 | |
| Tue., 1/15 | V Girls Basketball | East Lyme | Away - ELHS North Gym [Directions] | 7:00 p.m. | L 42-65 | |
| Tue., 1/15 | JV Girls Basketball | East Lyme | Away - ELHS North Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/15 | FR Girls Basketball | East Lyme | Away - ELHS North Gym [Directions] | 4:00 p.m. | ||
| Tue., 1/15 | Miscellaneous Events | Prep Gold vs. Masters | Away | 6:00 p.m. | ||
| Tue., 1/15 | Miscellaneous Events | Blue Practice | - South Campus Gymnasium | 7:00-9:00 p.m. | ||
| Wed., 1/16 | V Boys Indoor Track | @ Northbridge, MA | Away | 5:30 p.m. | ||
| Wed., 1/16 | V Girls Gymnastics | Norwich Free Academy, Killingly | Away - Thames Valley Gymnastics [Directions] | 2:30 p.m. | 144.1 | |
| Wed., 1/16 | V Girls Indoor Track | @ Northbridge, MA | Away | 5:30 p.m. | ||
| Wed., 1/16 | Miscellaneous Events | Prep Blue @ Dexter | Away | 4:45 p.m. | ||
| Wed., 1/16 | Miscellaneous Events | Gold Practice | - South Campus Gymnasium | 7:00-9:00 p.m. | ||
| Thu., 1/17 | V Girls Basketball | Ledyard | Away - Standish Gymnasium [Directions] | 6:00 p.m. | W 39-14 | |
| Thu., 1/17 | JV Girls Basketball | Ledyard | Away - Standish Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 1/17 | Miscellaneous Events | Prep Gold vs. St. Andrews | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | ||
| Fri., 1/18 | V Boys Basketball | Norwich Free Academy | Away - Alumni Gym [Directions] | 7:00 p.m. | L 40-66 | |
| Fri., 1/18 | JV Boys Basketball | Norwich Free Academy | Away - Alumni Gym [Directions] | 5:30 p.m. | L 46-62 | |
| Fri., 1/18 | FR Boys Basketball | Norwich Free Academy | Away - Alumni Gym [Directions] | 4:00 p.m. | W 49-37 | |
| Fri., 1/18 | V Girls Ice Hockey | Pomfret | Away - Jahn Hockey Rink - Pomfret School | 4:00 p.m. | ||
| Fri., 1/18 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00 p.m.-9:00p.m. | ||
| Sat., 1/19 | V Boys Ice Hockey | Burrillville (RI) | Away | 6:00 p.m. | L 0-3 | |
| Sat., 1/19 | V Boys Indoor Track | East Coast Invitational@ Prov. Tech HS | Away | TBA | ||
| Sat., 1/19 | JV Girls Ice Hockey | Simsbury | Away - Simsbury Farms CC [Directions] | 12:30 p.m. | ||
| Sat., 1/19 | V Girls Indoor Track | East Coast Invitational @ Prov. Tech HS | Away | TBA | ||
| Sat., 1/19 | Miscellaneous Events | Prep Gold @ BABC Invitational vs. Catherdral | Away | 3:00 p.m. | ||
| Sun., 1/20 | Miscellaneous Events | Prep Gold @ HoopHall vs. NMH | Away | 2:15 p.m. | ||
| Mon., 1/21 | V Boys Ice Hockey | E.O. Smith-Tolland | Home - Jahn Hockey Rink - Pomfret School [Directions] | 11:00 a.m. | L 3-5 | |
| Tue., 1/22 | V Boys Basketball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 7:00 p.m. | L 62-76 | |
| Tue., 1/22 | JV Boys Basketball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 5:30 p.m. | L 39-58 | |
| Tue., 1/22 | FR Boys Basketball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 3:45 p.m. | W 60-44 | |
| Tue., 1/22 | V Boys Swimming and Diving | Hartford Public | Away - Hartford Public HS [Directions] | 4:00 p.m. | ||
| Tue., 1/22 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00 p.m.-9:00p.m. | ||
| Wed., 1/23 | V Girls Basketball | Longmeadow (MA) | Home - Alumni Fieldhouse Main Court [Directions] | 4:30 p.m. | L 27-30 | |
| Wed., 1/23 | V Girls Ice Hockey | Cranston East/West Coop (RI) | Away - Cranston Veteran's Memorial Rink | 3:00 p.m. | ||
| Wed., 1/23 | Miscellaneous Events | BBKB Dine for a Cause | - Crossings Restaurant - Putnam | 5:00-9:00 p.m. | ||
| Wed., 1/23 | Miscellaneous Events | Prep Blue @ Post University JV | Away | 6:00 p.m. | ||
| Wed., 1/23 | Miscellaneous Events | Prep Gold Practice | - South Campus Gymnasium | 7:00-9:00 p.m. | ||
| Thu., 1/24 | V Boys Basketball | New London | Home - Alumni Fieldhouse [Directions] | 7:00 p.m. | L 62-66 | |
| Thu., 1/24 | JV Boys Basketball | New London | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | L 57-58 | |
| Thu., 1/24 | FR Boys Basketball | New London | Home - Alumni Fieldhouse [Directions] | 4:00 p.m. | L 36-46 | |
| Thu., 1/24 | Miscellaneous Events | Prep Practice | - South Campus Gymnasium | 7:00-9:00 p.m. | ||
| Fri., 1/25 | V Boys Swimming and Diving | South Windsor | Away - Star Hill Athletic Center, Tolland [Directions] | 3:45 p.m. | ||
| Fri., 1/25 | V Girls Ice Hockey | Winsor School | Away | 4:15 p.m. | ||
| Fri., 1/25 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Sat., 1/26 | V Boys Ice Hockey | Norwich Free Academy | Home - Jahn Hockey Rink - Pomfret School [Directions] | 7:00 p.m. | W 4-2 | |
| Sat., 1/26 | V Boys Indoor Track | Bacon Academy Invite @ Hillhouse HS | Away | TBA | ||
| Sat., 1/26 | V Girls Indoor Track | Bacon Academy Invite @ Hillhouse HS | Away | TBA | ||
| Sat., 1/26 | Miscellaneous Events | BBKB Youth Clinic | Home - Alumni Fieldhouse [Directions] | 10:00-11:30 a.m. | ||
| Sat., 1/26 | Miscellaneous Events | Prep Blue Practice, location TBA | 12:00-1:30 p.m. | |||
| Sat., 1/26 | Miscellaneous Events | Prep Gold @ Trey Whitfield Inv. - Brewster Academy | Away | 4:00 p.m. | ||
| Sun., 1/27 | JV Boys Ice Hockey | Hopedale (MA) | Away - Northstar Ice Sports, Westborough MA | 7:00 p.m. | ||
| Sun., 1/27 | V Girls Ice Hockey | CT Northern Lights at Simsbury | Away - Simsbury | 5:10 p.m. | ||
| Mon., 1/28 | FR Boys Basketball | Southbridge (MA) | Home [Directions] | 3:30 p.m. | W 50-36 | |
| Mon., 1/28 | V Boys Ice Hockey | Hall | Away - Veteran's Memorial Rink [Directions] | 7:40 p.m. | W 4-2 | |
| Mon., 1/28 | V Girls Basketball | New London | Away - Conway Gym [Directions] | 7:00 p.m. | L 29-57 | |
| Mon., 1/28 | JV Girls Basketball | New London | Away - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Mon., 1/28 | V Girls Gymnastics | Killingly, Stonington | Home - Deary's Gymnastics Center [Directions] | 6:00 p.m. | 143.95 | |
| Mon., 1/28 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Tue., 1/29 | V Boys Basketball | Bacon Academy | Home - Alumni Fieldhouse [Directions] | 7:00 p.m. | W 83-52 | |
| Tue., 1/29 | JV Boys Basketball | Bacon Academy | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | L 36-38 | |
| Tue., 1/29 | FR Boys Basketball | Bacon Academy | Home - Alumni Fieldhouse [Directions] | 4:00 p.m. | W 42-26 | |
| Tue., 1/29 | V Boys Swimming and Diving | Newington | Away - NHS Pool [Directions] | 4:00 p.m. | ||
| Tue., 1/29 | Miscellaneous Events | Prep Blue vs. USA Acad. So. Amer. | Home - Alumni Fieldhouse Main Court [Directions] | 2:15 p.m. | ||
| Wed., 1/30 | V Girls Ice Hockey | Auburn (MA) | Away | Cancelled | Cancelled | |
| Wed., 1/30 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Thu., 1/31 | V Boys Ice Hockey | Northeastern Shamrocks | Away - Bolton Ice Palace [Directions] | 3:30 p.m. | W 4-1 | |
| Thu., 1/31 | Miscellaneous Events | Prep Blue @ Mitchell College | Away | 6:00 p.m. | ||
| Thu., 1/31 | Miscellaneous Events | Gold Practice | - South Campus Gymnasium | 7:00-9:00 p.m. | ||
| Fri., 2/1 | V Boys Basketball | E.O. Smith | Away - E.O. Smith HS [Directions] | 6:45 p.m. | L 77-81 | |
| Fri., 2/1 | JV Boys Basketball | E.O. Smith | Away [Directions] | 5:15 p.m. | ||
| Fri., 2/1 | FR Boys Basketball | E.O. Smith | Away - E.O. Smith HS [Directions] | 3:45 p.m. | L 51-53 | |
| Fri., 2/1 | Miscellaneous Events | Blue practice on North | 7:00 p.m. | |||
| Fri., 2/1 | Miscellaneous Events | Prep Gold vs Link Year @ NPSI @ RIC | Away | 7:45 p.m. | ||
| Sat., 2/2 | V Boys Basketball | Killingly | Away - New Killingly HS [Directions] | 12:00 p.m. | W 67-50 | |
| Sat., 2/2 | JV Boys Basketball | Killingly | Away - New Killingly HS [Directions] | 10:30 a.m. | ||
| Sat., 2/2 | FR Boys Basketball | Killingly | Away - New Killingly HS [Directions] | 9:00 a.m. | W 38-21 | |
| Sat., 2/2 | V Boys Ice Hockey | Burrillville (RI) | Home - Jahn Hockey Rink - Pomfret School [Directions] | 4:00 p.m. | W 7-3 | |
| Sat., 2/2 | V Boys Indoor Track | ECC Championship @ USCGA | Away | TBA | ||
| Sat., 2/2 | V Girls Basketball | East Lyme | Home - Alumni Fieldhouse Main Court [Directions] | 1:00 p.m. | W 51-46 | |
| Sat., 2/2 | JV Girls Basketball | East Lyme | Home - Alumni Fieldhouse Main Court [Directions] | 11:30 a.m. | ||
| Sat., 2/2 | FR Girls Basketball | East Lyme | Home - Alumni Fieldhouse Main Court [Directions] | 10:00 a.m. | ||
| Sat., 2/2 | V Girls Ice Hockey | Daniel Hand High School | Away - Northford Ice Rink | 7:00 p.m. | ||
| Sat., 2/2 | JV Girls Ice Hockey | Longmeadow (MA) | Away | Cancelled | Cancelled | |
| Sat., 2/2 | V Girls Indoor Track | ECC Championship @ USCGA | Away | TBA | ||
| Sat., 2/2 | Miscellaneous Events | Gold Practice South | 11:30 a.m.-12:30pm | |||
| Sat., 2/2 | Miscellaneous Events | Prep Blue vs. Rocky Hill | Home [Directions] | 3:00 p.m. | ||
| Sun., 2/3 | JV Boys Ice Hockey | Worcester | Away - Northstar Ice Sports, Westborough MA | Cancelled | Cancelled | |
| Sun., 2/3 | V Girls Ice Hockey | Cranston East/West Coop (RI) | Home - Jahn Hockey Rink - Pomfret School [Directions] | 4:15 p.m. | ||
| Sun., 2/3 | Miscellaneous Events | Blue practice on south | 12:00 p.m. | |||
| Sun., 2/3 | Miscellaneous Events | Prep Gold vs. DME @ NPSI @ RIC | Away | 12:00 p.m. | ||
| Mon., 2/4 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Jahn Hockey Rink - Pomfret School [Directions] | 8:00 p.m. | W 7-4 | |
| Mon., 2/4 | V Girls Basketball | Lyman Memorial | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | W 41-19 | |
| Mon., 2/4 | JV Girls Basketball | Lyman Memorial | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Mon., 2/4 | V Girls Gymnastics | Old Lyme, Killingly | Away - ABC Gymnastics [Directions] | 2:00 p.m. | 142.9 | |
| Mon., 2/4 | V Girls Gymnastics | East Lyme/Waterford/St Bernard, Killingly | Away - ABC Gymnastics [Directions] | 6:00 p.m. | ||
| Mon., 2/4 | Miscellaneous Events | Prep Blue @ Army JV (Overnight) | Away | TBA | ||
| Tue., 2/5 | V Boys Basketball | Griswold | Away - GHS Gym [Directions] | 7:00 p.m. | L 51-54 | |
| Tue., 2/5 | JV Boys Basketball | Griswold | Away - GHS Gym [Directions] | 5:30 p.m. | ||
| Tue., 2/5 | V Boys Swimming and Diving | Avon | Home - Mansfield Community Center Pool [Directions] | 3:45 p.m. | ||
| Tue., 2/5 | FR Girls Basketball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 3:45 p.m. | ||
| Tue., 2/5 | Miscellaneous Events | Prep Blue @ Army Prep | Away | TBA | ||
| Wed., 2/6 | V Girls Basketball | East Hampton | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | W 30-26(OT) | |
| Wed., 2/6 | V Girls Ice Hockey | Winsor School, Boston, MA | Away | 4:15 p.m. | ||
| Wed., 2/6 | Miscellaneous Events | Prep Gold vs. HOOSAC | Home [Directions] | 4:00 p.m. | ||
| Thu., 2/7 | JV Girls Ice Hockey | Auburn (MA) | Away | Cancelled | Cancelled | |
| Thu., 2/7 | Miscellaneous Events | Prep Blue & Gold Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Fri., 2/8 | V Girls Basketball | Wethersfield | Away - Wethersfield HS [Directions] | 7:00 p.m. | L 45-48 | |
| Fri., 2/8 | JV Girls Basketball | Wethersfield | Away - Wethersfield HS [Directions] | 5:30 p.m. | ||
| Fri., 2/8 | FR Girls Basketball | Wethersfield | Away - Wethersfield HS Gym B [Directions] | 5:30 p.m. | ||
| Fri., 2/8 | V Girls Ice Hockey | North Yarmouth Academy, ME | Away | 4:50 p.m. | ||
| Fri., 2/8 | V Girls Indoor Track | CIAC Class L Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Fri., 2/8 | Miscellaneous Events | Prep Gold @ MacDuffie | Away | 7:00 p.m. | ||
| Fri., 2/8 | Miscellaneous Events | Prep Blue Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Sat., 2/9 | V Boys Basketball | Fitch | Home - Alumni Fieldhouse Main Court [Directions] | 1:00 p.m. | W 69-57 | |
| Sat., 2/9 | JV Boys Basketball | Fitch | Home - Alumni Fieldhouse Main Court [Directions] | 11:30 a.m. | ||
| Sat., 2/9 | FR Boys Basketball | Fitch | Home - Alumni Fieldhouse Main Court [Directions] | 10:00 a.m. | W 53-41 | |
| Sat., 2/9 | V Boys Ice Hockey | East Haven Coop | Home - Jahn Hockey Rink - Pomfret School [Directions] | 8:00 p.m. | T 3-3(OT) | |
| Sat., 2/9 | V Boys Indoor Track | CIAC Class M Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | ||
| Sat., 2/9 | V Competitive Cheerleading | Wolverine Pride Competition | Away - Griswold HS | TBA | ||
| Sat., 2/9 | V Girls Basketball | Stonington | Away - SHS Main Gymnasium [Directions] | 11:30 a.m. | L 34-50 | |
| Sat., 2/9 | JV Girls Basketball | Stonington | Away - SHS Main Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/9 | FR Girls Basketball | Stonington | Away - SHS Main Gymnasium [Directions] | 1:00 p.m. | ||
| Sat., 2/9 | V Girls Ice Hockey | North Yarmouth Academy, ME | Away | 1:00 p.m. | ||
| Sat., 2/9 | Miscellaneous Events | Prep Blue vs. NYIA | Home - Alumni Fieldhouse Main Court [Directions] | 3:30 p.m. | ||
| Sat., 2/9 | Miscellaneous Events | Prep Gold Practice | - Alumni Fieldhouse | 5:00-6:00 p.m. | ||
| Sun., 2/10 | JV Boys Ice Hockey | St. Peter Marrian | Away - Northstar Ice Sports, Westborough MA | 5:30 p.m. | ||
| Sun., 2/10 | Miscellaneous Events | Prep Gold @ Frank Monahan, NH | Away | TBA | ||
| Mon., 2/11 | V Girls Basketball | Norwich Free Academy | Away - Alumni Gym [Directions] | 7:00 p.m. | L 35-60 | |
| Mon., 2/11 | JV Girls Basketball | Norwich Free Academy | Away - Alumni Gym [Directions] | 5:30 p.m. | ||
| Mon., 2/11 | FR Girls Basketball | Norwich Free Academy | Away - Alumni Gym [Directions] | 4:00 p.m. | ||
| Mon., 2/11 | V Girls Gymnastics | Killingly | Away - Deary's Gymnastics Center [Directions] | 6:00 p.m. | 144.8 | |
| Mon., 2/11 | JV Girls Ice Hockey | Auburn (MA) | Away | 4:00 p.m. | ||
| Mon., 2/11 | Miscellaneous Events | Unified Basketball Game | Home - Alumni Fieldhouse [Directions] | 3:00 p.m. | ||
| Mon., 2/11 | Miscellaneous Events | Prep Blue & Gold Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Tue., 2/12 | Miscellaneous Events | Prep Blue & Gold Practice | - South Campus Gymnasium | 7:00-9:00 p.m. | ||
| Wed., 2/13 | V Boys Swimming and Diving | Wethersfield, Enfield/Ellington/Suffield | Away - Wethersfield HS [Directions] | 5:00 p.m. | ||
| Wed., 2/13 | V Girls Gymnastics | ECC Championship | Home [Directions] | 6:00 p.m. | 142.8 | |
| Wed., 2/13 | JV Girls Ice Hockey | Pomfret | Away - Jahn Hockey Rink - Pomfret School | 4:45 p.m. | ||
| Wed., 2/13 | Miscellaneous Events | Prep Blue & Gold Practice | - Alumni Fieldhouse Main Court | 7:00-9:00 p.m. | ||
| Thu., 2/14 | V Girls Ice Hockey | Cranston East/West Coop (RI) | Away | 3:15 p.m. | ||
| Thu., 2/14 | Miscellaneous Events | Prep Blue vs. RCA | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Thu., 2/14 | Miscellaneous Events | Prep Gold vs. RCA | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | ||
| Fri., 2/15 | V Boys Basketball | Ellington | Away - Ellington HS [Directions] | 7:00 p.m. | L 54-58 | |
| Fri., 2/15 | JV Boys Basketball | Ellington | Away - Ellington HS [Directions] | 5:30 p.m. | ||
| Fri., 2/15 | FR Boys Basketball | Ellington | Away - Ellington HS [Directions] | 4:00 p.m. | ||
| Fri., 2/15 | JV Boys Ice Hockey | Hudson @ Northstar | Away | 5:50 p.m. | ||
| Fri., 2/15 | V Boys Swimming and Diving | Rocky Hill | Home - Mansfield Community Center Pool [Directions] | 3:45 p.m. | ||
| Sat., 2/16 | V Boys Basketball | Plainfield | Home - Alumni Fieldhouse [Directions] | 4:15 p.m. | W 58-46 | |
| Sat., 2/16 | JV Boys Basketball | Plainfield | Home - Alumni Fieldhouse Main Court [Directions] | 2:30 p.m. | ||
| Sat., 2/16 | FR Boys Basketball | Plainfield | Home - Alumni Fieldhouse [Directions] | 1:00 p.m. | W 64-32 | |
| Sat., 2/16 | V Boys Ice Hockey | Eastern CT Eagles | Home - Jahn Hockey Rink - Pomfret School [Directions] | 6:30 p.m. | L 3-7 | |
| Sat., 2/16 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sat., 2/16 | V Competitive Cheerleading | ECC Tournament | Away - Waterford HS | TBA | ||
| Sat., 2/16 | JV Girls Ice Hockey | Longmeadow (MA) | Away | 6:00 p.m. | ||
| Sat., 2/16 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sun., 2/17 | JV Boys Ice Hockey | Holliston (MA) | Away - Northstar Ice Sports, Westborough MA | 7:10 p.m. | ||
| Sun., 2/17 | JV Girls Ice Hockey | Longmeadow (MA) | Home - Jahn Hockey Rink - Pomfret School [Directions] | Cancelled | Cancelled | |
| Sun., 2/17 | Miscellaneous Events | Prep Blue & Gold Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Mon., 2/18 | V Boys Ice Hockey | Housatonic Coop | Away - Hotchkiss [Directions] | 1:30 p.m. | T 1-1 | |
| Mon., 2/18 | Miscellaneous Events | Prep Gold vs. Rise Academy(PA) | Home - Alumni Fieldhouse [Directions] | 4:00 p.m. | ||
| Mon., 2/18 | Miscellaneous Events | Prep Blue vs. Rise Academy(PA) | Home - Alumni Fieldhouse [Directions] | 6:15 p.m. | ||
| Tue., 2/19 | V Boys Basketball | Waterford | Home - Alumni Fieldhouse [Directions] | 7:00 p.m. | L 51-76 | |
| Tue., 2/19 | JV Boys Basketball | Waterford | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Tue., 2/19 | FR Boys Basketball | Waterford | Home - Alumni Fieldhouse [Directions] | 3:45 p.m. | ||
| Tue., 2/19 | JV Boys Ice Hockey | Assabet | Away - Northstar Ice Sports, Westborough MA | 3:50 p.m. | ||
| Tue., 2/19 | V Girls Ice Hockey | Auburn (MA) | Away | 8:30 a.m. | L 0-6 | |
| Tue., 2/19 | Miscellaneous Events | Prep Blue & Gold Practice | - Alumni Fieldhouse | 1:00-3:00 p.m. | ||
| Wed., 2/20 | JV Boys Ice Hockey | Away @ Northstar | Away | Cancelled | Cancelled | |
| Wed., 2/20 | JV Girls Ice Hockey | Pomfret | Away - Jahn Hockey Rink - Pomfret School | 5:00 p.m. | ||
| Wed., 2/20 | Miscellaneous Events | Prep Blue vs. Commonwealth | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Wed., 2/20 | Miscellaneous Events | Prep Gold vs. Commonwealth | Home - Alumni Fieldhouse Main Court [Directions] | 7:00 p.m. | ||
| Thu., 2/21 | V Boys Basketball | East Lyme | Away - East Lyme HS [Directions] | 7:00 p.m. | ||
| Thu., 2/21 | Miscellaneous Events | Girls Hockey @ Cranston | Away | 3:45 p.m. | ||
| Fri., 2/22 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | Cancelled | Cancelled | |
| Fri., 2/22 | V Girls Ice Hockey | Northwest Catholic (Scrim.) | Away [Directions] | 7:40 p.m. | ||
| Fri., 2/22 | Miscellaneous Events | Prep Blue Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Sat., 2/23 | V Boys Basketball | Norwich Free Academy | Away [Directions] | 4:00 p.m. | @ Waterford High | |
| Sat., 2/23 | V Competitive Cheerleading | NECA Cheer Competition | Away - East Haven HS, East Haven,CT | TBA | ||
| Sat., 2/23 | V Girls Gymnastics | CIAC Divisional Championships | Away - Jonathan Law HS [Directions] | TBA | ||
| Sat., 2/23 | V Girls Ice Hockey | Longmeadow (MA) (Scrim.) | Away | Cancelled | Cancelled | |
| Sat., 2/23 | Miscellaneous Events | Cheer Practice | - South Campus Gymnasium | 12:00-1:00 p.m. | ||
| Sat., 2/23 | Miscellaneous Events | Prep Blue @ Knox/Upper Room | Away | TBA | ||
| Sun., 2/24 | V Girls Ice Hockey | Auburn (MA) | Home - Jahn Hockey Rink - Pomfret School [Directions] | 4:15 p.m. | ||
| Sun., 2/24 | Miscellaneous Events | Prep Gold Practice | - Alumni Fieldhouse | 6:30-8:00 p.m. | ||
| Sun., 2/24 | Miscellaneous Events | Prep Blue @ Knox/Upper Room | Away | TBA | ||
| Mon., 2/25 | V Boys Basketball | E.O. Smith | Home - South Campus Gymnasium [Directions] | 6:45 p.m. | L 44-51 | |
| Mon., 2/25 | JV Boys Basketball | E.O. Smith | Home - South Campus Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 2/25 | FR Boys Basketball | E.O. Smith | Home - South Campus Gymnasium [Directions] | 3:45 p.m. | ||
| Mon., 2/25 | Miscellaneous Events | Prep Gold Practice | - South Campus Gymnasium | 3:00 p.m.-5:00pm | ||
| Tue., 2/26 | V Boys Ice Hockey | Tri-Town | Home - Jahn Hockey Rink - Pomfret School [Directions] | 8:00 p.m. | ||
| Tue., 2/26 | V Girls Basketball | East Hartford | Away - TBA [Directions] | 7:00 p.m. | ||
| Tue., 2/26 | Miscellaneous Events | Prep Blue Practice South | - South Campus Gymnasium | 12:00 p.m. | ||
| Tue., 2/26 | Miscellaneous Events | Girl's Hockey Youth Night | - Jahn Hockey Rink - Pomfret School | 6:00 p.m. | ||
| Tue., 2/26 | Miscellaneous Events | Prep Gold vs. Master's | Home [Directions] | 6:30 p.m. | ||
| Wed., 2/27 | Miscellaneous Events | Prep Blue vs. Capitol Prep Harbor | Home - Alumni Fieldhouse Main Court [Directions] | 4:00 p.m. | ||
| Wed., 2/27 | Miscellaneous Events | Prep Gold vs. Bradford Christian | Home - Alumni Fieldhouse Main Court [Directions] | 5:30 p.m. | ||
| Thu., 2/28 | Miscellaneous Events | Prep Blue & Gold Practice | - Alumni Fieldhouse | 7:00-9:00 p.m. | ||
| Fri., 3/1 | V Girls Basketball | CIAC Tourney 2nd Round | Away - Higher Seed | TBA | ||
| Fri., 3/1 | Miscellaneous Events | Prep Practice North | 7:00 p.m. | |||
| Sat., 3/2 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Sat., 3/2 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Sat., 3/2 | Miscellaneous Events | Prep Blue Power 5 Semi's | Home [Directions] | 4:00 p.m. | ||
| Sat., 3/2 | Miscellaneous Events | Prep Gold Power 5 Semi's | Home - Alumni Fieldhouse Main Court [Directions] | 6:00 p.m. | ||
| Sun., 3/3 | V Competitive Cheerleading | State Cheerleading Tournament | Away - Floyd Little Athletic Center, New Haven, CT | TBA | ||
| Sun., 3/3 | V Competitive Cheerleading | Snow date- State Cheerleading Competition | Away | TBA | ||
| Sun., 3/3 | Miscellaneous Events | Prep Blue Power 5 Championship | Away | 1:00 p.m. | ||
| Sun., 3/3 | Miscellaneous Events | Prep Gold Power 5 Championship | Away - TBA | 3:00 p.m. | ||
| Mon., 3/4 | V Boys Ice Hockey | Branford | Away [Directions] | 4:00 p.m. | ||
| Mon., 3/4 | Miscellaneous Events | Spring Sports Preseason Meeting for Athletes/Parents | Home - North Campus Hyde Auditorium [Directions] | 6:00 p.m. | ||
| Tue., 3/5 | V Boys Basketball | Abbott Tech | Away - Daniel A. Garamella Memorial Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 3/6 | V Boys Basketball | CIAC Tourney 2nd Round | Away - Higher Seed | TBA | ||
| Wed., 3/6 | V Boys Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Wed., 3/6 | V Girls Gymnastics | CIAC State Open | Away - New Milford HS [Directions] | 4:00 p.m. | ||
| Wed., 3/6 | Miscellaneous Events | Prep Gold National Prep Quarter Finals | Away - Connecticut College | 3:30 p.m. | ||
| Thu., 3/7 | V Girls Basketball | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Thu., 3/7 | Miscellaneous Events | Prep Gold National Prep Semi Finals | Away - Connecticut College | 11:00 a.m. | ||
| Thu., 3/7 | Miscellaneous Events | Prep Gold National Prep Finals | Away - Connecticut College | 7:00 p.m. | ||
| Fri., 3/8 | V Boys Basketball | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Fri., 3/8 | V Boys Ice Hockey | CIAC Tourney Quarterfinals | Away - Site TBA | TBA | ||
| Sat., 3/9 | V Boys Swimming and Diving | CIAC Class L Qualifying | Away - East Hartford HS [Directions] | 11:30 a.m. | ||
| Sat., 3/9 | Miscellaneous Events | Baseball Pitchers & Catchers | - South Campus Gymnasium | 12:00-1:30 p.m. | ||
| Sun., 3/10 | Miscellaneous Events | Baseball Pitchers & Catchers | - South Campus Gymnasium | 12:00-1:30 p.m. | ||
| Mon., 3/11 | V Boys Swimming and Diving | CIAC Class L Finals | Away - SCSU [Directions] | 6:30 p.m. | ||
| Mon., 3/11 | V Girls Basketball | CIAC Tourney Semifinals | Away - Site TBA | TBA | ||
| Mon., 3/11 | Miscellaneous Events | Baseball Pitchers & Catchers | - South Campus Gymnasium | 3:00-4:30 p.m. | ||
| Mon., 3/11 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00 p.m. | ||
| Tue., 3/12 | V Boys Basketball | CIAC Tourney Semifinals | Away - Site TBA | TBA | ||
| Tue., 3/12 | V Boys Ice Hockey | CIAC Tourney Semifinals | Away - Ingalls Rink [Directions] | TBA | ||
| Tue., 3/12 | V Boys Swimming and Diving | CIAC Open Diving | Away - Bulkeley [Directions] | 5:30 p.m. | ||
| Tue., 3/12 | Miscellaneous Events | Baseball Pitchers & Catchers | - South Campus Gymnasium | 3:00-4:30 p.m. | ||
| Tue., 3/12 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00 p.m. | ||
| Wed., 3/13 | Miscellaneous Events | Boys Lacrosse Conditioning | - Alumni Fieldhouse | 3:30-4:30 p.m. | ||
| Wed., 3/13 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00 p.m. | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 7:00 p.m. | ||
| Thu., 3/14 | Miscellaneous Events | Baseball Pitchers & Catchers | - South Campus Gymnasium | 3:00-4:30 p.m. | ||
| Thu., 3/14 | Miscellaneous Events | Boys Lacrosse Conditioning | - Alumni Fieldhouse | 3:30-4:30 p.m. | ||
| Thu., 3/14 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00 p.m. | ||
| Fri., 3/15 | Miscellaneous Events | Unified Olympics | Home - Alumni Fieldhouse [Directions] | 2:30 p.m. | ||
| Sat., 3/16 | V Boys Basketball | CIAC Tourney Final (Possible Date) | Away - Mohegan Sun Arena [Directions] | Cancelled | Cancelled | |
| Sat., 3/16 | V Girls Basketball | CIAC Tourney Final (Possible Date) | Away - Mohegan Sun Arena [Directions] | Cancelled | Cancelled | |
| Sat., 3/16 | Miscellaneous Events | FRESH 3 V. 3 Basketball Tournament | Home - Alumni Fieldhouse [Directions] | 10:00 a.m.-12:00pm | ||
| Sun., 3/17 | V Boys Basketball | CIAC Tourney Final (Possible Date) | Away - Mohegan Sun Arena [Directions] | Cancelled | Cancelled | |
| Sun., 3/17 | V Girls Basketball | CIAC Tourney Final (Possible Date) | Away - Mohegan Sun Arena [Directions] | Cancelled | Cancelled | |
| Sun., 3/17 | Miscellaneous Events | 3v3 Basketball Tournament | Home - Alumni Fieldhouse [Directions] | 9:00 a.m.-12:00p.m. | ||
| Mon., 3/18 | V Boys Ice Hockey | CIAC Tourney Final | Away - Ingalls Rink [Directions] | 7:00 p.m. | ||
| Mon., 3/18 | Miscellaneous Events | Winter Sports Awards | - The Center for the Arts | 6:15 p.m. | ||
| Fri., 3/22 | V Baseball | Burrillville (RI) (Scrim.) | Away | 4:00 p.m. | ||
| Fri., 3/22 | V Girls Lacrosse | Pomfret (Scrim.) | Home - South Campus Turf Field [Directions] | 3:30 p.m. | ||
| Sun., 3/24 | V Softball | Windsor (Scrim.) | Home - Academy Commons Field [Directions] | 12:00 p.m. | ||
| Mon., 3/25 | V Softball | Parish Hill (Scrim.) | Home - Academy Commons Field [Directions] | 4:00 p.m. | ||
| Mon., 3/25 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-8:30 p.m. | ||
| Tue., 3/26 | V Softball | Coventry (RI) (Scrim.) | Home - Academy Commons Field [Directions] | 4:00 p.m. | ||
| Tue., 3/26 | Miscellaneous Events | Unified Sports | - South Campus Gymnasium | 2:30-3:30 p.m. | ||
| Tue., 3/26 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-8:30 p.m. | ||
| Wed., 3/27 | V Boys Lacrosse | Auburn (MA) (Scrim.) | Home - Bentley Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Boys Tennis | Shepherd Hill Regional (MA) (Scrim.) | Away | 4:00 p.m. | ||
| Wed., 3/27 | V Girls Lacrosse | Auburn (MA) (Scrim.) | Home - South Campus Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Softball | Cranston West (RI) (Scrim.) | Away | 4:00 p.m. | ||
| Wed., 3/27 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-8:30 p.m. | ||
| Thu., 3/28 | V Baseball | Plainfield (Scrim.) | Away - Plainfield HS [Directions] | 4:00 p.m. | ||
| Thu., 3/28 | JV Baseball | Plainfield (Scrim.) | Away - TBA [Directions] | 4:00 p.m. | ||
| Thu., 3/28 | JV Softball | Tourtellotte (Scrim.) | Away [Directions] | 3:30 p.m. | ||
| Thu., 3/28 | V Girls Tennis | Shepherd Hill Regional (MA) (Scrim.) | Away | 3:00 p.m. | ||
| Thu., 3/28 | Miscellaneous Events | Unified Sports | - South Campus Gymnasium | 2:30-3:30 p.m. | ||
| Thu., 3/28 | Miscellaneous Events | Prep Practice | - Alumni Fieldhouse | 7:00-8:30 p.m. | ||
| Fri., 3/29 | V Softball | Plainfield (Scrim.) | Home - Academy Commons Field [Directions] | 4:00 p.m. | ||
| Sat., 3/30 | V Baseball | Capital Prep | Home - Bentley Varsity Baseball Field [Directions] | 2:00 p.m. | W 32-2 | |
| Sat., 3/30 | V Softball | @ Newington | Away | 10:00 a.m. | ||
| Mon., 4/1 | V Baseball | New London | Away - Sal Amanti Field [Directions] | 4:00 p.m. | W 11-0 | |
| Mon., 4/1 | V Boys Lacrosse | East Lyme | Away - ELHS Turf Field [Directions] | 7:00 p.m. | L 5-16 | |
| Mon., 4/1 | JV Boys Lacrosse | East Lyme | Away - ELHS Turf Field [Directions] | 5:00 p.m. | ||
| Mon., 4/1 | V Girls Lacrosse | RHAM | Home - South Campus Turf Field [Directions] | 4:00 p.m. | W 13-2 | |
| Mon., 4/1 | JV Girls Lacrosse | RHAM | Home - South Campus Turf Field [Directions] | 5:30 p.m. | ||
| Mon., 4/1 | V Girls Tennis | Joel Barlow | Away - Tennis Courts [Directions] | 4:00 p.m. | L 1-6 | |
| Tue., 4/2 | JV Baseball | New London | Away - Mercer Field [Directions] | 4:00 p.m. | ||
| Tue., 4/2 | V Girls Lacrosse | E.O. Smith | Home - South Campus Turf Field [Directions] | 3:45 p.m. | W 16-4 | |
| Tue., 4/2 | JV Girls Lacrosse | E.O. Smith | Home - South Campus Turf Field [Directions] | 5:15 p.m. | ||
| Tue., 4/2 | Miscellaneous Events | Unified Sports | - South Campus Gymnasium | 2:30-3:30 p.m. | ||
| Wed., 4/3 | V Baseball | Norwich Free Academy | Away - Dickenman Field [Directions] | 4:30 p.m. | L 1-7 | |
| Wed., 4/3 | V Boys Tennis | Montville | Away - Montville H.S. [Directions] | 4:00 p.m. | W 7-0 | |
| Wed., 4/3 | JV Girls Lacrosse | Pomfret | Away | 4:00 p.m. | ||
| Thu., 4/4 | V Boys Lacrosse | Montville | Home - Bentley Turf Field [Directions] | 4:00 p.m. | W 13-3 | |
| Thu., 4/4 | V Girls Tennis | Killingly | Away - Killingly HS [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 4/4 | Miscellaneous Events | Unified Sports | - South Campus Gymnasium | 2:30-3:30 p.m. | ||
| Sat., 4/6 | V Boys Outdoor Track | Hand Freshmen Invite | Away | 9:00 a.m. | ||
| Sat., 4/6 | JV Boys Tennis | Pomfret | Away | 2:30 p.m. | ||
| Sat., 4/6 | V Girls Lacrosse | Griswold/Norwich Tech | Away - Lacrosse Field [Directions] | 11:00 a.m. | W 14-4 | |
| Sat., 4/6 | V Girls Outdoor Track | Hand Freshmen Invite | Away | TBA | ||
| Sat., 4/6 | V Softball | Fitch | Home - Roseland Softball Field [Directions] | 11:00 a.m. | L 6-7 | |
| Sat., 4/6 | JV Girls Tennis | Pomfret | Home - Bentley Tennis Courts [Directions] | 2:30 p.m. | ||
| Sun., 4/7 | V Baseball | Killingly | Home - Bentley Varsity Baseball Field [Directions] | 1:00 p.m. | W 8-0 | |
| Sun., 4/7 | JV Baseball | Killingly | Home - Bentley JV Baseball Field [Directions] | 1:00 p.m. | ||
| Mon., 4/8 | V Boys Lacrosse | Capital Prep | Home - Bentley Turf Field [Directions] | 4:15 p.m. | W 15-3 | |
| Mon., 4/8 | JV Boys Lacrosse | Capital Prep | Home - Bentley Turf Field [Directions] | Cancelled | Cancelled | |
| Tue., 4/9 | V Boys Lacrosse | St. Bernard-Wheeler | Home - Bentley Turf Field [Directions] | 4:00 p.m. | L 3-7 | |
| Tue., 4/9 | V Boys Outdoor Track | Fitch | Away - Fitch HS Track [Directions] | 4:00 p.m. | ||
| Tue., 4/9 | V Girls Lacrosse | Stonington | Away - Palmer Field (Turf) [Directions] | 6:30 p.m. | L 9-10 | |
| Tue., 4/9 | V Girls Outdoor Track | Fitch | Away - Fitch HS Track [Directions] | 4:00 p.m. | ||
| Tue., 4/9 | V Softball | Griswold | Home - Roseland Softball Field [Directions] | 4:00 p.m. | W 5-4 | |
| Tue., 4/9 | Miscellaneous Events | Unified Sports | - South Campus Gymnasium | 2:30-3:30 p.m. | ||
| Wed., 4/10 | V Baseball | Ledyard | Home - Woodstock MS Baseball Field [Directions] | 4:00 p.m. | L 0-2 | |
| Wed., 4/10 | V Boys Golf | East Lyme | Home - Quinnatisset Country Club [Directions] | 2:00 p.m. | East Lyme 164 Woodstock Academy 187 | |
| Wed., 4/10 | JV Boys Lacrosse | Auburn (MA) | Away | 5:30 p.m. | ||
| Wed., 4/10 | V Boys Tennis | Waterford | Away - WHS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/10 | V Girls Golf | Norwich Free Academy | Away - Norwich Golf Course [Directions] | 3:00 p.m. | W 224-236 | |
| Wed., 4/10 | JV Softball | Griswold | Home - Academy Commons Field [Directions] | 4:00 p.m. | ||
| Wed., 4/10 | V Girls Tennis | East Lyme | Home - Bentley Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 4/11 | V Baseball | Ellington | Home - Bentley Varsity Baseball Field [Directions] | 4:00 p.m. | W 13-1 | |
| Thu., 4/11 | JV Baseball | Ellington | Home - Woodstock MS Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/11 | V Boys Golf | Griswold | Away - River Ridge [Directions] | 3:00 p.m. | Woodstock Academy 187 Griswold 214 | |
| Thu., 4/11 | V Boys Lacrosse | Norwich Tech-Windham Tech | Home - Bentley Turf Field [Directions] | 4:30 p.m. | W 14-0 | |
| Thu., 4/11 | V Boys Tennis | Bacon Academy | Home - Bentley Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/11 | V Girls Lacrosse | Ledyard | Home - South Campus Turf Field [Directions] | 4:00 p.m. | W 15-6 | |
| Thu., 4/11 | JV Girls Lacrosse | Ledyard | Home - South Campus Turf Field [Directions] | 5:30 p.m. | ||
| Thu., 4/11 | V Softball | Norwich Free Academy | Away - Depina Field 2 [Directions] | 4:00 p.m. | L 0-18(5) | |
| Thu., 4/11 | Miscellaneous Events | Unified Sports | - South Campus Gymnasium | 2:30-3:30 p.m. | ||
| Fri., 4/12 | V Baseball | East Lyme | Away - ELHS Baseball Field [Directions] | 4:30 p.m. | W 5-2 | |
| Fri., 4/12 | JV Baseball | East Lyme | Away - Veteran's Memorial Field - Niantic [Directions] | 4:30 p.m. | ||
| Fri., 4/12 | V Boys Tennis | Killingly | Away - New Killingly HS [Directions] | 3:45 p.m. | W 4-1 | |
| Fri., 4/12 | JV Softball | Norwich Free Academy | Away - Rec Dept Softball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/16 | V Baseball | Westbrook (ME) | Away | TBA | W 11-1 | |
| Tue., 4/16 | V Girls Lacrosse | Fitch | Home - Bentley Complex [Directions] | 4:00 p.m. | L 14-15(OT) | |
| Tue., 4/16 | V Softball | Fryeburg (ME) | Home - Roseland Softball Field [Directions] | 11:00 a.m. | W 7-3 | Roseland Park Rd. |
| Tue., 4/16 | V Softball | East Lyme | Home - Roseland Softball Field [Directions] | 4:00 p.m. | L 4-5 | |
| Tue., 4/16 | V Girls Tennis | Nonnewaug | Home - Pomfret School Outdoor Courts [Directions] | 11:00 a.m. | W 6-1 | |
| Wed., 4/17 | JV Baseball | Norwich Free Academy | Away - Dickenman Field [Directions] | 11:00 a.m. | ||
| Wed., 4/17 | JV Softball | Plainfield | Home - Academy Commons Field [Directions] | 12:00 p.m. | ||
| Thu., 4/18 | V Boys Lacrosse | Waterford | Home - Bentley Turf Field [Directions] | 2:00 p.m. | L 5-18 | |
| Thu., 4/18 | V Girls Lacrosse | Norwich Free Academy | Home - Bentley Turf Field [Directions] | 11:00 a.m. | W 12-3 | |
| Thu., 4/18 | JV Girls Lacrosse | Norwich Free Academy | Home - Bentley Turf Field [Directions] | 12:30 p.m. | ||
| Thu., 4/18 | V Softball | Plainfield | Home - Roseland Softball Field [Directions] | 11:00 a.m. | L 5-6 | |
| Tue., 4/23 | V Baseball | Ellis Tech | Away - TBA [Directions] | 4:15 p.m. | W 6-1 | |
| Tue., 4/23 | V Boys Golf | Norwich Free Academy | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | Woodstock 179 NFA 188 | |
| Tue., 4/23 | V Boys Lacrosse | Fitch | Home - Bentley Turf Field [Directions] | 4:00 p.m. | L 8-9 | |
| Tue., 4/23 | JV Boys Lacrosse | Fitch | Home - Bentley Turf Field [Directions] | 5:30 p.m. | ||
| Tue., 4/23 | V Boys Tennis | New London | Home - Bentley Tennis Courts [Directions] | 4:00 p.m. | W 6-1 | |
| Tue., 4/23 | V Softball | Killingly | Away - Killingly New HS [Directions] | 5:45 p.m. | W 3-2 | |
| Tue., 4/23 | JV Softball | Killingly | Away - Killingly New HS [Directions] | 3:45 p.m. | ||
| Tue., 4/23 | V Girls Tennis | Suffield | Away - Suffield HS [Directions] | 4:00 p.m. | W 6-1 | |
| Wed., 4/24 | V Baseball | Bacon Academy | Away - Colchester Park and Rec. [Directions] | 4:00 p.m. | L 3-4 | |
| Wed., 4/24 | JV Baseball | Bacon Academy | Home - Woodstock MS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/24 | JV Boys Golf | Stonington | Home - Quinnatisset Country Club [Directions] | Cancelled | Cancelled | |
| Wed., 4/24 | V Boys Outdoor Track | Norwich Free Academy | Away - NFA [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Boys Tennis | Ellington | Home - Bentley Tennis Courts [Directions] | 4:00 p.m. | L 3-4 | |
| Wed., 4/24 | V Girls Golf | Bacon Academy | Away - Chanticlair GC [Directions] | 3:00 p.m. | W 210-232 | |
| Wed., 4/24 | V Girls Outdoor Track | Norwich Free Academy | Home - Woodstock Academy [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Baseball | Waterford | Home - Bentley Varsity Baseball Field [Directions] | 4:00 p.m. | L 1-2 | |
| Thu., 4/25 | V Boys Golf | Waterford | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | Waterford 3.5 Woodstock 3.5 Waterford 169 Woodstock 169 | |
| Thu., 4/25 | V Boys Lacrosse | Norwich Free Academy | Home - Bentley Turf Field [Directions] | 5:15 p.m. | W 10-9 | |
| Thu., 4/25 | JV Boys Lacrosse | Norwich Free Academy | Home - Bentley Turf Field [Directions] | 3:45 p.m. | ||
| Thu., 4/25 | V Boys Tennis | St. Bernard/Wheeler Coop | Home - Bentley Tennis Courts [Directions] | 4:00 p.m. | W 7-0 | |
| Thu., 4/25 | V Girls Lacrosse | Bacon Academy | Away - Football/ Soccer Field [Directions] | 4:30 p.m. | W 15-9 | |
| Thu., 4/25 | JV Girls Lacrosse | Bacon Academy | Away - Football/ Soccer Field [Directions] | 6:00 p.m. | ||
| Thu., 4/25 | V Softball | Tolland | Away - Tolland HS [Directions] | 4:15 p.m. | W 7-4 | |
| Fri., 4/26 | V Boys Outdoor Track | Ledyard Relays | Away | Cancelled | Cancelled | |
| Fri., 4/26 | V Girls Lacrosse | Ellington | Home - South Campus Turf Field [Directions] | 4:00 p.m. | W 13-2 | |
| Fri., 4/26 | JV Girls Lacrosse | Ellington | Home - South Campus Turf Field [Directions] | 5:30 p.m. | ||
| Fri., 4/26 | V Girls Outdoor Track | Ledyard Relays | Away | Cancelled | Cancelled | |
| Sat., 4/27 | V Boys Outdoor Track | Ledyard Relays | Away | 9:00 a.m. | ||
| Sat., 4/27 | V Girls Lacrosse | East Lyme | Home - South Campus Turf Field [Directions] | 12:00 p.m. | W 5-4 | |
| Sat., 4/27 | JV Girls Lacrosse | East Lyme | Home - South Campus Turf Field [Directions] | 1:30 p.m. | ||
| Sat., 4/27 | V Girls Outdoor Track | Ledyard Relays | Away | 9:00 a.m. | ||
| Sat., 4/27 | V Softball | Lyman Memorial | Home - Academy Commons Field [Directions] | 11:00 a.m. | W 9-0 | |
| Sat., 4/27 | JV Softball | Rectory School | Away | Cancelled | Cancelled | |
| Sat., 4/27 | JV Girls Tennis | Pomfret | Away | 1:00 p.m. | ||
| Mon., 4/29 | V Boys Tennis | Montville | Home - Bentley Tennis Courts [Directions] | 4:00 p.m. | W 5-2 | |
| Mon., 4/29 | V Girls Golf | East Lyme | Away - Old Lyme Country Club [Directions] | 3:00 p.m. | W 220-230 | |
| Mon., 4/29 | V Softball | Waterford | Home - Academy Commons Field [Directions] | 4:15 p.m. | L 6-16 | |
| Mon., 4/29 | JV Softball | Waterford | Home - Academy Commons Field [Directions] | Cancelled | Cancelled | |
| Tue., 4/30 | V Baseball | New London | Home - Bentley Varsity Baseball Field [Directions] | 4:00 p.m. | W 4-2 | |
| Tue., 4/30 | JV Baseball | New London | Home - Woodstock MS Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Boys Golf | New London | Away - Great Neck CC [Directions] | 3:00 p.m. | Woodstock 179 New London 227 | |
| Tue., 4/30 | V Boys Lacrosse | Stonington | Away - Palmer Field (Turf) [Directions] | 4:00 p.m. | L 4-12 | |
| Tue., 4/30 | JV Boys Lacrosse | Stonington | Away - Palmer Field (Turf) [Directions] | 5:30 p.m. | ||
| Tue., 4/30 | V Boys Tennis | East Lyme | Away - ELHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/30 | V Girls Golf | Glastonbury | Away - Glastonbury Hills Country Club [Directions] | 3:00 p.m. | L 200-225 | |
| Tue., 4/30 | V Girls Lacrosse | Waterford | Home - Bentley Turf Field [Directions] | 4:15 p.m. | W 14-8 | |
| Tue., 4/30 | JV Girls Lacrosse | Waterford | Home - Bentley Turf Field [Directions] | 5:30 p.m. | ||
| Tue., 4/30 | V Softball | Stonington | Away - SHS Softball Field [Directions] | 4:15 p.m. | L 7-8 | |
| Tue., 4/30 | V Girls Tennis | New London | Home - Bentley Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 5/1 | JV Baseball | Ellis Tech | Home - Woodstock Academy Baseball field [Directions] | 3:45 p.m. | ||
| Wed., 5/1 | V Boys Tennis | Stonington | Away - SHS Tennis Courts [Directions] | 4:00 p.m. | L 1-6 | |
| Wed., 5/1 | V Girls Golf | Suffield | Away - Copper Hill [Directions] | 3:00 p.m. | W 199-232 | |
| Wed., 5/1 | V Girls Tennis | Fitch | Home - The Rectory School [Directions] | 4:00 p.m. | W 4-3 | |
| Thu., 5/2 | JV Boys Golf | East Lyme | Away [Directions] | 3:00 p.m. | ||
| Thu., 5/2 | V Boys Lacrosse | Norwich Tech-Windham Tech | Away - NTHS Outdoor Athletic Complex [Directions] | 4:30 p.m. | W 11-4 | |
| Thu., 5/2 | V Girls Golf | Northwest Catholic, East Hartford | Away - Wampanoag Country Club, West Hartford, CT. [Directions] | 2:30 p.m. | L 219-228 vs. NWC; W 228-292 EH | |
| Thu., 5/2 | V Girls Lacrosse | Fitch | Away - Poquonnock Plains Park [Directions] | 4:30 p.m. | W 17-9 | |
| Thu., 5/2 | JV Girls Lacrosse | Fitch | Away - Poquonnock Plains Park [Directions] | 6:00 p.m. | ||
| Thu., 5/2 | V Softball | Norwich Free Academy | Home - Weimann Softball Field/Bentley Complex [Directions] | 4:00 p.m. | L 2-28 | |
| Thu., 5/2 | V Girls Tennis | RHAM | Away - RHAM HS Athletic Complex [Directions] | 3:45 p.m. | W 4-3 | |
| Fri., 5/3 | V Baseball | Fitch | Away - Fitch HS-Baseball Field [Directions] | 4:15 p.m. | L 0-3 | |
| Fri., 5/3 | JV Baseball | Fitch | Away - Cutler MS [Directions] | 4:15 p.m. | ||
| Fri., 5/3 | V Boys Outdoor Track | Middletown Invitational | Away | TBA | ||
| Fri., 5/3 | V Girls Golf | Auburn (MA) | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | W 196-202 | |
| Fri., 5/3 | V Girls Lacrosse | Ellington | Away - Ellington HS [Directions] | 4:15 p.m. | W 15-6 | |
| Fri., 5/3 | JV Girls Lacrosse | Ellington | Away - Ellington HS [Directions] | 5:30 p.m. | ||
| Fri., 5/3 | V Girls Outdoor Track | Middletown Invitational | Away | TBA | ||
| Sat., 5/4 | V Boys Outdoor Track | Middletown Invitational | Away | TBA | ||
| Sat., 5/4 | V Boys Tennis | Waterford | Home - Killingly HS Tennis Courts [Directions] | 12:00 p.m. | W 7-0 | |
| Sat., 5/4 | V Girls Outdoor Track | Middletown Invitational | Away | TBA | ||
| Sat., 5/4 | V Softball | Lyman Memorial | Away - Lyman Memorial Softball Field [Directions] | 4:00 p.m. | W 8-5 | |
| Sat., 5/4 | JV Softball | Lyman Memorial | Home - Weimann Softball Field/Bentley Complex [Directions] | 11:00 a.m. | ||
| Sat., 5/4 | JV Girls Tennis | Waterford JV Jamboree | Away - Waterford HS | Cancelled | Cancelled | |
| Mon., 5/6 | V Boys Golf | Wildcat Inv. @ Norwich GC | Away | 12:30 p.m. | Team Score 188 | |
| Tue., 5/7 | V Baseball | Killingly | Away - Owen Bell Park [Directions] | 4:00 p.m. | L 1-2 | |
| Tue., 5/7 | JV Baseball | Killingly | Away - New Killingly HS [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Boys Golf | Plainfield, Putnam | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | Woodstock 169 Plainfield 217 Putnam 3 players. No score posted. | |
| Tue., 5/7 | V Girls Golf | Wildcat Invite | Away - Norwich Golf Course | TBA | 224 1st place | |
| Tue., 5/7 | V Girls Lacrosse | Killingly (Scrim.) | Home - South Campus Turf Field [Directions] | 3:30 p.m. | ||
| Tue., 5/7 | V Softball | Bacon Academy | Away - Colchester Park and Rec. [Directions] | 4:00 p.m. | W 18-4 | |
| Tue., 5/7 | V Girls Tennis | Northwest Catholic | Away - St. Joseph's College, West Hartford [Directions] | 3:00 p.m. | L 3-4 | |
| Wed., 5/8 | V Boys Golf | Norwich Free Academy, Old Lyme | Away [Directions] | 3:00 p.m. | Woodstock Academy 186 Old Lyme HS 187 Norwich Free Academy 188 | |
| Wed., 5/8 | JV Boys Golf | East Lyme | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | ||
| Wed., 5/8 | V Boys Lacrosse | Rockville | Away - RHS football field [Directions] | 4:00 p.m. | W 12-10 | |
| Wed., 5/8 | JV Boys Lacrosse | Rockville | Away - RHS football field [Directions] | 5:30 p.m. | ||
| Wed., 5/8 | V Boys Tennis | Killingly | Home - Bentley Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 5/8 | V Softball | East Lyme | Away - Veteran's Memorial Field - Niantic [Directions] | 4:15 p.m. | L 1-7 | |
| Wed., 5/8 | JV Softball | Norwich Free Academy | Home - Academy Commons Field [Directions] | 4:00 p.m. | ||
| Wed., 5/8 | JV Softball | Norwich Free Academy | Home - Academy Commons Field [Directions] | Cancelled | Cancelled | |
| Wed., 5/8 | V Girls Tennis | Stonington | Away - SHS Tennis Courts [Directions] | 4:00 p.m. | W 4-3 | |
| Thu., 5/9 | V Baseball | St. Bernard | Away - Dodd Stadium [Directions] | 4:15 p.m. | L 3-4 | |
| Thu., 5/9 | V Boys Golf | Stonington | Away - Elmridge Golf Course [Directions] | 3:00 p.m. | Stonington 172 Woodstock 177 | |
| Thu., 5/9 | JV Boys Golf | Stonington | Away - Elmridge Golf Course [Directions] | 3:00 p.m. | ||
| Thu., 5/9 | V Boys Lacrosse | Waterford | Away - Alumni Turf Field [Directions] | 7:00 p.m. | L 6-15 | |
| Thu., 5/9 | JV Boys Lacrosse | Waterford | Away - Alumni Turf Field [Directions] | 5:30 p.m. | ||
| Thu., 5/9 | V Boys Tennis | Suffield | Away - Suffield HS [Directions] | 4:00 p.m. | W 6-1 | |
| Thu., 5/9 | V Girls Golf | Glastonbury | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | L 182-202 | |
| Thu., 5/9 | V Girls Lacrosse | East Lyme | Away - ELHS Turf Field [Directions] | 7:00 p.m. | L 6-16 | |
| Thu., 5/9 | JV Girls Lacrosse | East Lyme | Away - ELHS Turf Field [Directions] | 5:30 p.m. | ||
| Fri., 5/10 | V Girls Golf | Auburn (MA) | Away | TBA | L 199-204 | |
| Sat., 5/11 | V Baseball | Ledyard | Away - Matt Buriak Field [Directions] | 11:00 a.m. | L 0-10 | |
| Sat., 5/11 | JV Baseball | Ledyard | Away - Lower Baseball Field [Directions] | 11:00 a.m. | ||
| Sat., 5/11 | V Boys Lacrosse | Montville | Away - Montville H.S. [Directions] | 11:00 a.m. | W 14-4 | |
| Sat., 5/11 | V Boys Tennis | Masuk | Away - Wolfe Park Tennis Courts [Directions] | 11:00 a.m. | W 4-3 | |
| Sat., 5/11 | V Girls Lacrosse | Norwich Free Academy | Away - NFA Turf Field [Directions] | 12:00 p.m. | W 18-6 | |
| Sat., 5/11 | JV Girls Lacrosse | Norwich Free Academy | Away - NFA Turf Field [Directions] | 1:30 p.m. | ||
| Sat., 5/11 | V Softball | Valley Regional | Home - Weimann Softball Field/Bentley Complex [Directions] | 4:30 p.m. | L 4-6 | |
| Sat., 5/11 | JV Softball | Plainfield | Away - Plainfield HS JV Field [Directions] | 11:00 a.m. | ||
| Sat., 5/11 | V Girls Tennis | Fitch | Away - Fitch HS Tennis Courts [Directions] | 10:00 a.m. | W 5-2 | |
| Mon., 5/13 | V Boys Golf | Killingly/Ellis Tech | Away - Connecticut National Golf Club [Directions] | 3:00 p.m. | Killingly 162 Woodstock 176 Killingly 5 to Woodstock 2 | |
| Mon., 5/13 | JV Softball | Fitch | Away [Directions] | Cancelled | Cancelled | |
| Tue., 5/14 | V Boys Lacrosse | Fitch | Home - Woodstock Academy [Directions] | 5:45 p.m. | L 8-10 | |
| Tue., 5/14 | JV Boys Lacrosse | Fitch | Away - Poquonnock Plains Park [Directions] | Cancelled | Cancelled | |
| Tue., 5/14 | V Boys Outdoor Track | East Lyme | Away - TBA [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | V Girls Outdoor Track | East Lyme | Away - ELHS Dick North Field [Directions] | 3:45 p.m. | ||
| Tue., 5/14 | V Softball | Fitch | Away - Washington Park [Directions] | 6:00 p.m. | L 1-5 | |
| Tue., 5/14 | JV Softball | Rectory School | Home - TBA [Directions] | Cancelled | Cancelled | |
| Tue., 5/14 | V Girls Tennis | East Lyme | Away - ELHS Tennis Courts [Directions] | 3:00 p.m. | W 5-2 | |
| Tue., 5/14 | V Girls Tennis | Waterford | Away - WHS Tennis Courts [Directions] | 6:00 p.m. | L 3-4 | |
| Tue., 5/14 | JV Girls Tennis | Pomfret | Away - Pomfret School Courts | 5:15 p.m. | ||
| Wed., 5/15 | V Baseball | Lyman Memorial | Home - Bentley Varsity Baseball Field [Directions] | 4:00 p.m. | W 2-1 | |
| Wed., 5/15 | JV Baseball | Lyman Memorial | Home - Woodstock MS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/15 | V Boys Tennis | New London | Away - NLHS Courts [Directions] | 3:00 p.m. | W 6-1 | |
| Wed., 5/15 | V Boys Tennis | Fitch | Away - Fitch HS [Directions] | 6:00 p.m. | W 6-1 | |
| Wed., 5/15 | V Girls Golf | East Lyme | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | W 204-223 | |
| Wed., 5/15 | V Girls Lacrosse | Montville | Home - Bentley Turf Field [Directions] | 5:30 p.m. | W 14-8 | |
| Wed., 5/15 | JV Girls Lacrosse | Montville | Home - Bentley Turf Field [Directions] | 4:00 p.m. | ||
| Wed., 5/15 | V Softball | Hale Ray | Away - Hale-Ray HS, Lou Milardo Field [Directions] | 6:00 p.m. | L 1-10 | |
| Wed., 5/15 | V Girls Tennis | Killingly | Away - New Killingly HS [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 5/16 | V Baseball | Bacon Academy | Home - Bentley Varsity Baseball Field [Directions] | 4:00 p.m. | L 5-8 | |
| Thu., 5/16 | JV Baseball | Bacon Academy | Away - Colchester Park and Rec. [Directions] | 4:00 p.m. | ||
| Thu., 5/16 | V Boys Golf | Waterford | Away - Great Neck Country Club [Directions] | 3:00 p.m. | Waterford 170 Woodstock 177 | |
| Thu., 5/16 | V Boys Lacrosse | Norwich Free Academy | Away - NFA Turf Field [Directions] | 4:30 p.m. | L 6-9 | |
| Thu., 5/16 | JV Boys Lacrosse | Norwich Free Academy | Away - NFA Turf Field [Directions] | 6:00 p.m. | ||
| Thu., 5/16 | V Girls Golf | Suffield | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | W 202-246 | |
| Fri., 5/17 | V Softball | Montville | Away - Montville H.S. [Directions] | 4:00 p.m. | L 2-13 | |
| Fri., 5/17 | JV Softball | Montville | Away - Montville H.S. [Directions] | 4:00 p.m. | ||
| Sat., 5/18 | V Baseball | Plainfield | Home - Bentley Varsity Baseball Field [Directions] | 11:00 a.m. | W 5-4 | |
| Sat., 5/18 | JV Baseball | Plainfield | Home - Bentley Varsity Baseball Field [Directions] | 11:00 a.m. | ||
| Sat., 5/18 | V Boys Lacrosse | St. Bernard-Wheeler | Away - St. Bernard Varsity Field [Directions] | 11:00 a.m. | W 12-7 | |
| Sat., 5/18 | JV Boys Lacrosse | St. Bernard-Wheeler | Away - St. Bernard Varsity Field [Directions] | Cancelled | Cancelled | |
| Sat., 5/18 | V Boys Tennis | Stonington | Home - Pomfret School [Directions] | 10:30 a.m. | L 2-5 | |
| Sat., 5/18 | JV Softball | Griswold | Away - Griswold Varsity Softball Field [Directions] | 11:00 a.m. | ||
| Sat., 5/18 | V Girls Tennis | Stonington | Home - Killingly HS [Directions] | 11:00 a.m. | L 1-6 | |
| Mon., 5/20 | V Baseball | Cranston East (RI) | Away | 4:00 p.m. | L 2-9 | |
| Mon., 5/20 | V Boys Outdoor Track | ECC Championships @ East Lyme | Away | 1:00 p.m. | ||
| Mon., 5/20 | V Boys Tennis | Norwich Free Academy | Away - Norwich Tech [Directions] | 3:00 p.m. | W 7-0 | |
| Mon., 5/20 | V Girls Outdoor Track | ECC Championships @ East Lyme | Away | 1:00 p.m. | ||
| Mon., 5/20 | V Girls Tennis | Northwest Catholic | Home - Bentley Tennis Courts [Directions] | Cancelled | Cancelled | |
| Tue., 5/21 | V Baseball | Griswold | Away - Griswold Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/21 | V Boys Golf | Stonington | Home - Quinnatisset Country Club [Directions] | 2:30 p.m. | Stonington 165 Woodstock 182 | |
| Tue., 5/21 | JV Boys Golf | Stonington | Home - Quinnatisset Country Club [Directions] | 2:30 p.m. | ||
| Tue., 5/21 | V Boys Tennis | ECC TOURNEY | Away - Waterford HS | 3:00 p.m. | ||
| Tue., 5/21 | V Girls Lacrosse | Montville | Away - Stonington HS [Directions] | 7:00 p.m. | ||
| Tue., 5/21 | V Girls Tennis | ECC Tournament | Away - Stonington HS | 3:00 p.m. | ||
| Wed., 5/22 | V Boys Golf | East Lyme | Away - Old Lyme Country Club [Directions] | 3:00 p.m. | East Lyme 160 Woodstock 179 | |
| Wed., 5/22 | JV Boys Golf | East Lyme | Away [Directions] | 3:00 p.m. | ||
| Wed., 5/22 | V Boys Tennis | ECC TOURNEY | Away - East Lyme HS | 3:00 p.m. | ||
| Wed., 5/22 | V Girls Golf | Bacon Academy | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | W 195-223 | |
| Wed., 5/22 | V Softball | Haddam-Killingworth | Home - Weimann Softball Field/Bentley Complex [Directions] | 4:00 p.m. | L 5-9 | |
| Wed., 5/22 | V Girls Tennis | Ledyard | Away - HS Tennis Courts [Directions] | 2:30 p.m. | W 6-1 | |
| Wed., 5/22 | V Girls Tennis | ECC Tournament | Away - Stonington HS | 3:00 p.m. | ||
| Thu., 5/23 | V Boys Tennis | ECC TOURNEY | Away - East Lyme HS | 3:00 p.m. | ||
| Thu., 5/23 | V Girls Golf | Norwich Free Academy | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | W 188-224 | |
| Thu., 5/23 | V Girls Tennis | ECC Tournament | Away - Stonington HS | 3:00 p.m. | ||
| Fri., 5/24 | V Boys Lacrosse | Avon | Away - Buckingham Field [Directions] | 4:00 p.m. | ||
| Fri., 5/24 | V Boys Tennis | CIAC Tourney Through Rnd. of 16 | Away - Bristol Eastern HS | 8:30 a.m. | ||
| Fri., 5/24 | V Girls Tennis | St. Joseph | Home [Directions] | 3:00 p.m. | ||
| Fri., 5/24 | V Girls Tennis | CIAC Tourney Qualifying Round | Away - Highest Seed | TBA | ||
| Sat., 5/25 | V Baseball | CIAC Tourney Qualifying Round | Away - Higher Seed | TBA | ||
| Sat., 5/25 | JV Baseball | Burrillville JV Tourney @ Woonsocket | Away | 11:30 a.m. | ||
| Sat., 5/25 | V Boys Tennis | CIAC Tourney Through Quarterfinals | Away - Bristol Eastern HS | 9:00 a.m. | ||
| Sat., 5/25 | V Girls Lacrosse | CIAC Tourney Qualifying Round | Away - Higher Seed | TBA | ||
| Sat., 5/25 | V Softball | CIAC Tourney Qualifying Round | Away - Higher Seed | TBA | ||
| Sat., 5/25 | V Girls Tennis | CIAC Tourney 1st Rounds | Away - Highest Seed | TBA | ||
| Tue., 5/28 | V Boys Golf | Tourtellotte | Away - Thompson Raceway Golf Course [Directions] | 3:00 p.m. | Woodstock 177 Tourtellotte 204 | |
| Tue., 5/28 | V Boys Tennis | CIAC Tourney Quarterfinals | Away - Wesleyan University [Directions] | 4:00 p.m. | ||
| Tue., 5/28 | V Girls Golf | Norwich Free Academy | Away - Norwich Golf Course [Directions] | 3:00 p.m. | W 207-230 | |
| Tue., 5/28 | V Girls Lacrosse | St. Joseph | Home - Bentley Turf Field [Directions] | 5:00 p.m. | ||
| Tue., 5/28 | V Softball | CIAC Tourney 1st Round | Away - Higher Seed | TBA | ||
| Tue., 5/28 | V Girls Tennis | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Wed., 5/29 | V Baseball | Hillhouse/Career | Away - West Rock Park, New Haven [Directions] | 2:00 p.m. | ||
| Wed., 5/29 | V Boys Golf | Tourtellotte, Killingly/Ellis Tech | Home - Quinnatisset Country Club [Directions] | 3:00 p.m. | Killingly 168 Woodstock 171 Tourtellotte 200 | |
| Wed., 5/29 | V Boys Lacrosse | CIAC Tourney 1st Round | Away - Higher Seed | Cancelled | Cancelled | |
| Wed., 5/29 | V Boys Outdoor Track | CIAC Class MM Championship | Away - Middletown HS [Directions] | 3:00 p.m. | ||
| Wed., 5/29 | V Boys Tennis | CIAC Tourney Semifinals | Away - Wesleyan University [Directions] | Cancelled | Cancelled | |
| Wed., 5/29 | V Girls Outdoor Track | CIAC Class MM Championship | Away - Middletown HS [Directions] | 3:00 p.m. | ||
| Wed., 5/29 | V Softball | CIAC Tourney 2nd Round | Away - Higher Seed | Cancelled | Cancelled | |
| Wed., 5/29 | V Girls Tennis | CIAC Tourney Semifinals | Away - Higher Seed | Cancelled | Cancelled | |
| Thu., 5/30 | V Baseball | Jonathan Law | Home - Bentley Varsity Baseball Field [Directions] | 2:00 p.m. | ||
| Thu., 5/30 | V Boys Tennis | CIAC Tourney Finals | Away - Wesleyan University [Directions] | Cancelled | Cancelled | |
| Thu., 5/30 | V Girls Golf | ECC Championship | Home - Quinnatisset Country Club [Directions] | 12:00 p.m. | ||
| Thu., 5/30 | V Girls Lacrosse | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Thu., 5/30 | V Girls Tennis | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | |
| Fri., 5/31 | V Softball | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Sat., 6/1 | V Baseball | CIAC Tourney Quarterfinals | Away - Higher Seed | TBA | ||
| Sat., 6/1 | V Boys Lacrosse | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Sat., 6/1 | V Boys Tennis | State Open Singles Rd. of 16/Doubles Quarterfinals | Away - Wesleyan [Directions] | Cancelled | Cancelled | |
| Sat., 6/1 | V Girls Tennis | State Open Qualifying, 1st and 2nd Rounds | Away - Singles @ Conard/Doubles @ Hall | Cancelled | Cancelled | |
| Mon., 6/3 | V Boys Golf | CIAC Div. II Championship | Away - Stanley GC - New Britain [Directions] | 8:00 a.m. | ||
| Mon., 6/3 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 2:00 p.m. | ||
| Mon., 6/3 | V Boys Tennis | State Open Singles Quarterfinals/Doubles Semifinals | Away - Wesleyan University [Directions] | Cancelled | Cancelled | |
| Mon., 6/3 | V Girls Lacrosse | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Mon., 6/3 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 2:00 p.m. | ||
| Mon., 6/3 | V Girls Tennis | State Open Round of 16/Quarterfinals | Away - Yale University [Directions] | Cancelled | Cancelled | |
| Tue., 6/4 | V Baseball | CIAC Tourney Semifinals | Away - Site TBA | TBA | ||
| Tue., 6/4 | V Boys Tennis | State Open Singles Semifinals | Away - Wesleyan University [Directions] | Cancelled | Cancelled | |
| Tue., 6/4 | V Girls Golf | CIAC Girls Golf Championship | Away - Tashua Knolls CC [Directions] | 8:30 a.m. | ||
| Tue., 6/4 | V Softball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/4 | V Girls Tennis | State Open Semifinals | Away - Yale University [Directions] | Cancelled | Cancelled | |
| Wed., 6/5 | V Boys Lacrosse | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Wed., 6/5 | V Boys Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | Cancelled | Cancelled | |
| Wed., 6/5 | V Girls Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | Cancelled | Cancelled | |
| Sat., 6/8 | V Baseball | CIAC Tourney Final | Away - Palmer Field, Middletown [Directions] | TBA | ||
| Sat., 6/8 | V Boys Golf | CIAC Open Championship | Away - Black Hall GC | 1:00 p.m. | ||
| Sat., 6/8 | V Boys Lacrosse | CIAC Tourney Final | Away - Brien McMahon HS [Directions] | Cancelled | Cancelled | |
| Sat., 6/8 | V Boys Outdoor Track | New England Championship | Away - Thornton Academy, Saco, ME [Directions] | TBA | ||
| Sat., 6/8 | V Girls Golf | CIAC Open Championship | Away - Black Hall GC | 1:00 p.m. | ||
| Sat., 6/8 | V Girls Lacrosse | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | |
| Sat., 6/8 | V Girls Outdoor Track | New England Championship | Away - Thornton Academy, Saco, ME [Directions] | TBA | ||
| Sat., 6/8 | V Softball | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/11 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Tue., 6/11 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:30 a.m. | ||
| Wed., 6/12 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Wed., 6/12 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Wed., 6/19 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | 8:00 a.m. | ||
| Wed., 6/19 | V Girls Golf | New England Championships | Away - Bretwood GC - Keene, NH | 8:00 a.m. | ||