| Simsbury 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1054 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | V Baseball | East Catholic (Scrim.) | Home - Memorial Field [Directions] | Cancelled | ||
| TBA | JV Baseball | Conard | Away - Sedgwick Middle School [Directions] | 3:45 p.m. | w/varsity | |
| TBA | FR Baseball | Conard | Home - Memorial Field [Directions] | Cancelled | ||
| TBA | JV Boys Ice Hockey | Westminster | Home - Simsbury Farms CC [Directions] | Cancelled | ||
| TBA | JV Boys Lacrosse | Hingham (MA) | Home - Simsbury High School [Directions] | TBA | ||
| TBA | JV Boys Rugby | Southington | Away [Directions] | TBA | with varsity | |
| TBA | FR Boys Soccer | New Britain | Away [Directions] | TBA | 2:20 pm | |
| TBA | V Boys Swimming and Diving | Berlin | Home - Westminster School [Directions] | TBA | ||
| TBA | V Wrestling | Haddam-Killingworth | Home - Simsbury High School [Directions] | TBA | ||
| TBA | JV Wrestling | Bristol Eastern | Home - Simsbury High School [Directions] | TBA | ||
| TBA | FR Girls Basketball | Maloney | Away - Maloney High School [Directions] | TBA | TBA | |
| TBA | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - ISCC [Directions] | TBA | ||
| TBA | JV Girls Ice Hockey | Berkshire JV | Away | TBA | TBA | |
| TBA | JV Girls Ice Hockey | Hamden Coop | Away [Directions] | TBA | TBA | |
| TBA | JV Girls Lacrosse | Avon | Home - Simsbury High School [Directions] | TBA | ||
| TBA | FR Girls Lacrosse | Avon | Away - Avon High School [Directions] | 3:45 p.m. | 2:20 pm | |
| TBA | FR Girls Lacrosse | Glastonbury | Home - Simsbury High School [Directions] | TBA | ||
| TBA | FR Girls Lacrosse | Farmington (Scrim.) | Home - Simsbury High School [Directions] | TBA | ||
| TBA | JV Softball | Conard | Away - Sterling Field [Directions] | Cancelled | w/varsity | |
| TBA | JV Softball | Tolland | Home - Simsbury High School [Directions] | Cancelled | ||
| TBA | JV Softball | Newington | Home - Simsbury High School [Directions] | Cancelled | ||
| TBA | JV Softball | Newington | Away - Softball Field - Behind NHS past Tennis Courts [Directions] | Cancelled | w/varsity | |
| TBA | JV Softball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | Cancelled | w/varsity | |
| TBA | JV Softball | Southington | Away - Southington High School [Directions] | Cancelled | w/varsity | |
| TBA | JV Softball | Conard | Home - Simsbury High School [Directions] | Cancelled | ||
| Wed., 8/28 | V Football | Simsbury Jamboree | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Wed., 8/28 | V Field Hockey | Granby Memorial (Scrim.) | Away [Directions] | 3:00 p.m. | 2:20 pm | |
| Wed., 8/28 | JV Field Hockey | Granby Memorial (Scrim.) | Away [Directions] | 3:00 p.m. | 2:20 pm | |
| Thu., 8/29 | V Field Hockey | Amy Romano Scrimmages @ Enfield | Away | 5:00 p.m. | 3:30 pm | |
| Thu., 8/29 | V Girls Soccer | E.O. Smith (Scrim.) | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Thu., 8/29 | JV Girls Soccer | E.O. Smith (Scrim.) | Home [Directions] | 4:00 p.m. | ||
| Thu., 8/29 | V Girls Volleyball | Chicopee Comprehensive (MA) (Scrim.) | Away | 3:30 p.m. | 2:20 pm | |
| Fri., 8/30 | V Boys Soccer | East Catholic (Scrim.) | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 8/30 | JV Boys Soccer | East Catholic (Scrim.) | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 8/30 | V Field Hockey | Longmeadow (MA) (Scrim.) | Home - Simsbury High School [Directions] | 6:00 p.m. | ||
| Sat., 8/31 | V Football | Wethersfield (Scrim.) | Home - Simsbury High School [Directions] | 9:00 a.m. | ||
| Sat., 8/31 | FR Football | Wethersfield (Scrim.) | Home - Simsbury High School [Directions] | 9:00 a.m. | ||
| Sat., 8/31 | V Girls Volleyball | Avon (Scrim.) | Away [Directions] | 9:00 a.m. | 8:00 am | |
| Mon., 9/2 | V Football | Sheehan (Scrim.) | Away [Directions] | 10:00 a.m. | 2 @ 8:00 am | |
| Tue., 9/3 | V Boys Soccer | Xavier (Scrim.) | Away - Xavier H.S. [Directions] | 4:00 p.m. | 2:20 pm | |
| Wed., 9/4 | V Boys Soccer | South Windsor (Scrim.) | Away [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 9/4 | JV Boys Soccer | South Windsor (Scrim.) | Away [Directions] | 3:45 p.m. | w/varsity | |
| Wed., 9/4 | V Field Hockey | Avon (Scrim.) | Away - Avon High School [Directions] | Cancelled | 2:20 pm | |
| Wed., 9/4 | V Field Hockey | Avon (Scrim.) | Away [Directions] | 3:30 p.m. | 2:20 pm | |
| Wed., 9/4 | JV Field Hockey | Avon (Scrim.) | Away - Avon High School [Directions] | 3:30 p.m. | w/varsity | |
| Wed., 9/4 | V Girls Soccer | Granby Memorial (Scrim.) | Home - Simsbury High School [Directions] | 3:30 p.m. | ||
| Wed., 9/4 | JV Girls Soccer | Granby Memorial (Scrim.) | Home - Simsbury High School [Directions] | 3:30 p.m. | ||
| Fri., 9/6 | V Football | Platt (Scrim.) | Home - Simsbury High School [Directions] | 4:30 p.m. | ||
| Fri., 9/6 | V Boys Soccer | Glastonbury (Scrim.) | Away [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 9/6 | JV Boys Soccer | Glastonbury (Scrim.) | Away - GHS Field #12 [Directions] | Cancelled | w/varsity | |
| Sat., 9/7 | V Boys Cross Country | Scrimmage | Home - Stratton Brook [Directions] | 10:15 a.m. | ||
| Sat., 9/7 | V Girls Cross Country | Scrimmage | Home - Stratton Brook [Directions] | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Soccer | Preseason Jamboree @ Tolland | Away | 1:00 p.m. | 11:15 am | |
| Tue., 9/10 | V Boys Cross Country | Northwest Catholic, Hall | Home - Stratton Brook [Directions] | Hall 22, Simsbury 33 Simsbury 15, NW Catholic 50 | ||
| Tue., 9/10 | V Boys Soccer | Bristol Central | Away - Bristol Central High School [Directions] | W 2-1 | 2:20 pm | |
| Tue., 9/10 | JV Boys Soccer | Bristol Central | Away - Bristol Central High School [Directions] | W 3-0 | 2:20 pm | |
| Tue., 9/10 | V Girls Badminton | East Hartford | Home - Simsbury High School [Directions] | W 6-1 | ||
| Tue., 9/10 | V Girls Cross Country | Northwest Catholic, Hall | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Tue., 9/10 | V Field Hockey | Maloney | Away - Roger Sherman Elementary School [Directions] | W 7-0 | 2:20 pm | |
| Tue., 9/10 | V Girls Soccer | Plainville | Home - Simsbury High School [Directions] | W 4-0 | ||
| Tue., 9/10 | V Girls Volleyball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | W 3-0 | 2:45 pm | |
| Tue., 9/10 | JV Girls Volleyball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | W 2-0 | w/varsity | |
| Tue., 9/10 | FR Girls Volleyball | Newington | Away - Mortenson Community Center - Parking on Garfield St. [Directions] | W 2-0 | w/varsity | |
| Wed., 9/11 | FR Football | Farmington | Home - Simsbury High School [Directions] | 6:00 p.m. | ||
| Wed., 9/11 | FR Girls Soccer | Glastonbury | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Thu., 9/12 | V Field Hockey | Haddam-Killingworth | Home - Simsbury High School [Directions] | W 3-1 | ||
| Thu., 9/12 | JV Field Hockey | Haddam-Killingworth | Home - Simsbury High School [Directions] | W 2-0 | ||
| Thu., 9/12 | V Girls Volleyball | Wethersfield | Away - WHS [Directions] | W 3-0 | 2:45 pm | |
| Thu., 9/12 | JV Girls Volleyball | Wethersfield | Away - WHS [Directions] | W 2-0 | w/varsity | |
| Thu., 9/12 | FR Girls Volleyball | Wethersfield | Away - WHS [Directions] | L 1-2 | w/varsity | |
| Fri., 9/13 | V Football | Farmington | Home - Simsbury High School [Directions] | L 14-26 | ||
| Fri., 9/13 | V Boys Soccer | Newington | Away - ClemLemire Rec.Complex corner Willard Ave. & New Britain Ave.,Newington [Directions] | W 1-0 | 2:20 pm | |
| Fri., 9/13 | JV Boys Soccer | Newington | Away - Fields in front of the VA Hospital next to NHS [Directions] | W 2-1 | 2:20 pm | |
| Fri., 9/13 | FR Boys Soccer | Avon | Home - Iron Horse Field [Directions] | T 1-1 | ||
| Fri., 9/13 | V Sideline Cheerleading | Farmington | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Fri., 9/13 | V Girls Soccer | Newington | Home - Curtiss Park [Directions] | L 0-1 | ||
| Fri., 9/13 | JV Girls Soccer | Newington | Home - Curtiss Park [Directions] | 3:45 p.m. | ||
| Sat., 9/14 | V Boys Cross Country | 35th Haddad Windham Cross Country Invitational | Away - Windham High School course in Willimantic | Simsbury JV 1 Simsbury Varsity 1 (Race 1) | 6:45 am | |
| Sat., 9/14 | V Girls Cross Country | 35th Haddad Windham Cross Country Invitational | Away - Windham High School course in Willimantic | 9:30 a.m. | 6:45 am | |
| Mon., 9/16 | JV Football | Farmington | Home - Weatogue Field [Directions] | 3:45 p.m. | ||
| Mon., 9/16 | V Boys Soccer | Hall | Home - Simsbury High School [Directions] | T 1-1 | ||
| Mon., 9/16 | JV Boys Soccer | Hall | Home - Simsbury High School [Directions] | L 1-0 | ||
| Mon., 9/16 | V Girls Soccer | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | L 1-2 ot | 2:20 pm | |
| Mon., 9/16 | JV Girls Soccer | Hall | Away - Hall HS JV Soccer Field [Directions] | 3:45 p.m. | w/varsity | |
| Mon., 9/16 | V Girls Volleyball | Hall | Home - Simsbury High School [Directions] | W 3-0 | ||
| Mon., 9/16 | JV Girls Volleyball | Hall | Home - Simsbury High School [Directions] | W 2-0 | ||
| Mon., 9/16 | FR Girls Volleyball | Hall | Home - Simsbury High School [Directions] | W 2-1 | ||
| Tue., 9/17 | FR Boys Soccer | Newington | Away - Fields in front of the VA Hospital next to NHS [Directions] | W 3-0 | 2:20 pm | |
| Tue., 9/17 | V Field Hockey | Windsor | Home - Simsbury High School [Directions] | W 6-0 | ||
| Tue., 9/17 | FR Girls Soccer | Hall | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 9/18 | V Boys Soccer | New Britain | Home - Simsbury High School [Directions] | L 1-0 | ||
| Wed., 9/18 | JV Boys Soccer | New Britain | Home - Simsbury High School [Directions] | W 3-0 | ||
| Wed., 9/18 | V Girls Badminton | Miss Porters School | Away | L 0-7 | 12:30 p.m. | |
| Wed., 9/18 | V Field Hockey | Loomis Chaffee School (Scrim.) | Away | 4:00 p.m. | 2:20 pm | |
| Wed., 9/18 | JV Field Hockey | Loomis Chaffee School (Scrim.) | Away | 4:00 p.m. | w/varsity | |
| Wed., 9/18 | V Girls Soccer | New Britain | Away - Veteran's Stadium [Directions] | W 9-0 | 2:20 pm | |
| Wed., 9/18 | JV Girls Soccer | New Britain | Away - Willow Brook Park [Directions] | 3:45 p.m. | w/varsity | |
| Wed., 9/18 | V Girls Volleyball | New Britain | Home - Simsbury High School [Directions] | W 3-0 | ||
| Wed., 9/18 | JV Girls Volleyball | New Britain | Home - Simsbury High School [Directions] | W 2-0 | ||
| Wed., 9/18 | FR Girls Volleyball | New Britain | Home - Simsbury High School [Directions] | W 2-0 | ||
| Thu., 9/19 | FR Football | East Hartford | Home - Weatogue Field [Directions] | 3:45 p.m. | 2:30 PM Shuttle | |
| Thu., 9/19 | FR Girls Soccer | Newington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 9/20 | V Football | East Hartford | Home - Simsbury High School [Directions] | W 23-20 | ||
| Fri., 9/20 | V Boys Soccer | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | L 2-1 | 2:20 pm | |
| Fri., 9/20 | JV Boys Soccer | Northwest Catholic | Away - Northwest Catholic High School [Directions] | W 4-0 | 2:20 pm | |
| Fri., 9/20 | V Sideline Cheerleading | East Hartford | Home - Simsbury High School [Directions] | 7:00 p.m. | 11:30 a.m. | |
| Fri., 9/20 | V Field Hockey | Southington | Away - Southington High School [Directions] | W 3-0 | 2:20 pm | |
| Fri., 9/20 | JV Field Hockey | Southington | Away - Southington High School [Directions] | W 1-0 | w/varsity | |
| Fri., 9/20 | V Girls Soccer | Northwest Catholic | Home - Simsbury High School [Directions] | T 1-1 ot | ||
| Fri., 9/20 | JV Girls Soccer | Northwest Catholic | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 9/20 | V Girls Volleyball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | W 3-0 | 2:45 pm | |
| Fri., 9/20 | JV Girls Volleyball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | W 2-0 | w/varsity | |
| Fri., 9/20 | FR Girls Volleyball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | L 0-2 | w/varsity | |
| Sat., 9/21 | V Boys Cross Country | Stratton Brook Invitational | Home - Stratton Brook [Directions] | Simsbury JV 1 Simsbury Varsity 2 | ||
| Sat., 9/21 | JV Football | East Hartford | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Sat., 9/21 | V Girls Cross Country | Stratton Brook Invitational | Home - Stratton Brook [Directions] | 9:00 a.m. | ||
| Mon., 9/23 | FR Boys Soccer | Hall | Home - Simsbury High School [Directions] | W 1-0 | ||
| Mon., 9/23 | V Girls Badminton | Hamden | Away [Directions] | L 0-7 | 2:20 p.m. | |
| Mon., 9/23 | V Field Hockey | E.O. Smith | Away - E.O. Smith HS (turf field) [Directions] | W 7-0 | 2:20 pm | |
| Mon., 9/23 | JV Field Hockey | E.O. Smith | Away - E.O. Smith HS (turf field) [Directions] | W 4-0 | w/varsity | |
| Mon., 9/23 | FR Field Hockey | Southington | Away - Southington High School [Directions] | W 4-0 | 2:20 pm | |
| Mon., 9/23 | FR Girls Soccer | Avon | Away - Fisher Meadow [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 9/23 | V Girls Volleyball | Southington | Home - Simsbury High School [Directions] | W 3-1 | ||
| Mon., 9/23 | JV Girls Volleyball | Southington | Home - Simsbury High School [Directions] | W 2-1 | ||
| Mon., 9/23 | FR Girls Volleyball | Southington | Home - Simsbury High School [Directions] | L 0-2 | ||
| Tue., 9/24 | V Boys Cross Country | Newington, Southington | Away - John Wallace Middle School at 71 Halleran Dr. in Newington [Directions] | Simsbury 15 Newington 50 Simsbury 15 Southington 50 | 2:20 pm | |
| Tue., 9/24 | V Boys Soccer | Southington | Home - Simsbury High School [Directions] | T 2-2 | ||
| Tue., 9/24 | JV Boys Soccer | Southington | Home - Simsbury High School [Directions] | T 1-1 | ||
| Tue., 9/24 | V Girls Cross Country | Newington, Southington | Away - John Wallace Middle School at 71 Halleran Dr. in Newington [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 9/24 | V Girls Soccer | Southington | Home - Simsbury High School [Directions] | T 0-0 ot | 2:20 pm | |
| Tue., 9/24 | JV Girls Soccer | Southington | Away - Southington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 9/25 | FR Boys Soccer | E.O. Smith | Home - Simsbury High School [Directions] | W 2-0 | ||
| Wed., 9/25 | V Girls Badminton | East Hartford | Away [Directions] | W 5-2 | 2:20 p.m. | |
| Wed., 9/25 | FR Field Hockey | Avon | Home - Simsbury High School [Directions] | L 4-1 | ||
| Wed., 9/25 | FR Girls Soccer | Bristol Eastern | Away - Bristol Eastern High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 9/25 | V Girls Volleyball | Conard | Home - Simsbury High School [Directions] | W 3-0 | ||
| Wed., 9/25 | JV Girls Volleyball | Conard | Home - Simsbury High School [Directions] | W 2-0 | ||
| Wed., 9/25 | FR Girls Volleyball | Conard | Home - Simsbury High School [Directions] | L 0-2 | ||
| Thu., 9/26 | FR Football | Southington | Away - SHS TURF FIELD [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 9/26 | JV Field Hockey | Granby Memorial | Away - Granby Memorial High School [Directions] | L 1-2 | 2:20 pm | |
| Thu., 9/26 | JV Field Hockey | Granby Memorial | Away - Granby Memorial High School [Directions] | Cancelled | 2:20 pm | |
| Fri., 9/27 | V Football | Southington | Away - SHS TURF FIELD [Directions] | L 0-38 | 2 @ 4:30 | |
| Fri., 9/27 | V Boys Soccer | Conard | Home - Simsbury High School [Directions] | L 4-1 | ||
| Fri., 9/27 | JV Boys Soccer | Conard | Home - Simsbury High School [Directions] | L 2-0 | ||
| Fri., 9/27 | V Sideline Cheerleading | Southington | Away - SHS TURF FIELD [Directions] | 7:00 p.m. | 5:30 pm | |
| Fri., 9/27 | V Field Hockey | South Windsor | Home - Simsbury High School [Directions] | T 1-1 | ||
| Fri., 9/27 | JV Field Hockey | South Windsor | Home - Simsbury High School [Directions] | T 0-0 | ||
| Fri., 9/27 | V Girls Soccer | Conard | Away - Conard HS Stadium [Directions] | W 2-0 | 2:20 pm | |
| Fri., 9/27 | JV Girls Soccer | Conard | Away - Conard HS North Field [Directions] | 3:45 p.m. | w/varsity | |
| Fri., 9/27 | V Girls Volleyball | East Hartford | Home - Simsbury High School [Directions] | W 3-0 | ||
| Fri., 9/27 | JV Girls Volleyball | East Hartford | Home - Simsbury High School [Directions] | W 2-0 | ||
| Fri., 9/27 | FR Girls Volleyball | East Hartford | Home - Simsbury High School [Directions] | W 2-0 | ||
| Sat., 9/28 | JV Football | Southington | Away - SHS TURF FIELD [Directions] | 10:00 a.m. | 8:00 am | |
| Mon., 9/30 | FR Boys Soccer | Southington | Home - Simsbury High School [Directions] | W 7-0 | ||
| Mon., 9/30 | FR Girls Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 9/30 | V Girls Volleyball | Farmington | Away - Farmington High School [Directions] | L 0-3 | 2:45 pm | |
| Mon., 9/30 | JV Girls Volleyball | Farmington | Away - Farmington High School [Directions] | L 1-2 | w/varsity | |
| Mon., 9/30 | FR Girls Volleyball | Farmington | Away - Farmington High School [Directions] | L 0-2 | w/varsity | |
| Tue., 10/1 | V Boys Cross Country | Conard, New Britain | Away - West Hartford Reservoir [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 10/1 | V Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | T 0-0 | 5:45 pm | |
| Tue., 10/1 | JV Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | L 2-1 | 3:45 pm | |
| Tue., 10/1 | V Girls Cross Country | Conard, New Britain | Away - West Hartford Reservoir [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 10/1 | V Field Hockey | Wethersfield | Home - Simsbury High School [Directions] | W 9-0 | ||
| Tue., 10/1 | JV Field Hockey | Wethersfield | Home - Simsbury High School [Directions] | W 4-0 | ||
| Tue., 10/1 | FR Field Hockey | Glastonbury | Away - GHS Field #14 [Directions] | W 2-0 | 2:20 pm | |
| Tue., 10/1 | V Girls Soccer | Farmington | Home - Simsbury High School [Directions] | L 0-1 | ||
| Tue., 10/1 | JV Girls Soccer | Farmington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 10/2 | FR Boys Soccer | Bristol Central | Away - Bristol Central High School [Directions] | W 4-0 | 2:20 pm | |
| Wed., 10/2 | FR Girls Soccer | Conard | Away - Conard HS North Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 10/2 | V Girls Volleyball | Newington | Home - Simsbury High School [Directions] | W 3-0 | ||
| Wed., 10/2 | JV Girls Volleyball | Newington | Home - Simsbury High School [Directions] | W 2-1 | ||
| Wed., 10/2 | FR Girls Volleyball | Newington | Home - Simsbury High School [Directions] | W 2-0 | ||
| Thu., 10/3 | FR Football | Hall | Away - Hall HS Practice Football Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 10/3 | FR Boys Soccer | Conard | Away - Duffy Elementary School [Directions] | W 2-0 | 2:20 pm | |
| Thu., 10/3 | FR Field Hockey | Farmington | Away - Farmington High School upper field [Directions] | L 1-0 | 2:20 pm | |
| Thu., 10/3 | V Girls Soccer | Wethersfield | Away - Cottone Field @ WHS [Directions] | W 2-0 | 5:00 pm | |
| Thu., 10/3 | JV Girls Soccer | Wethersfield | Away - Silas Deane Middle School [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 10/4 | V Boys Soccer | Manchester | Home - Simsbury High School [Directions] | W 3-2 | ||
| Fri., 10/4 | JV Boys Soccer | Manchester | Home - Simsbury High School [Directions] | W 4-0 | ||
| Fri., 10/4 | V Field Hockey | EnricoFermi | Away - Fermi High School | W 3-0 | 2:20 pm | |
| Fri., 10/4 | JV Field Hockey | EnricoFermi | Away - Fermi High School | W 2-0 | w/varsity | |
| Fri., 10/4 | V Girls Volleyball | Platt | Home - Simsbury High School [Directions] | L 2-3 | ||
| Fri., 10/4 | JV Girls Volleyball | Platt | Home - Simsbury High School [Directions] | L 1-2 | ||
| Fri., 10/4 | FR Girls Volleyball | Platt | Home - Simsbury High School [Directions] | L 0-2 | ||
| Sat., 10/5 | V Football | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | L 6-34 | 2 @ 11:30 am | |
| Sat., 10/5 | V Sideline Cheerleading | Hall | Away [Directions] | 2:00 p.m. | 12:30 pm | |
| Sun., 10/6 | V Boys Crew | Riverfront Regatta | Away | 7:50 a.m. | 5:45 a.m. | |
| Sun., 10/6 | V Girls Crew | Riverfront Regatta | Away | 7:50 a.m. | 5:45 a.m. | |
| Mon., 10/7 | JV Football | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 5:30 p.m. | 4:00 pm | |
| Mon., 10/7 | V Boys Soccer | Newington | Home - Simsbury High School [Directions] | T 0-0 | ||
| Mon., 10/7 | JV Boys Soccer | Newington | Home - Simsbury High School [Directions] | W 1-0 | ||
| Mon., 10/7 | FR Boys Soccer | Granby Memorial | Away - Granby Memorial High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 10/7 | V Girls Badminton | Hamden | Home - Simsbury High School [Directions] | L 2-5 | ||
| Mon., 10/7 | FR Field Hockey | Granby Memorial | Home - Simsbury High School [Directions] | T 0-0 | ||
| Mon., 10/7 | V Girls Soccer | Newington | Away - ClemLemire Rec.Complex corner Willard Ave. & New Britain Ave.,Newington [Directions] | L 1-2 | 2:20 pm | |
| Mon., 10/7 | V Girls Volleyball | Hall | Away - Hall HS - Gym A [Directions] | W 3-0 | 2:45 pm | |
| Mon., 10/7 | JV Girls Volleyball | Hall | Away - Hall HS - Gym A [Directions] | W 2-0 | w/varsity | |
| Mon., 10/7 | FR Girls Volleyball | Hall | Away - Hall HS - Gym B [Directions] | W 2-0 | w/varsity | |
| Tue., 10/8 | V Boys Cross Country | Farmington | Away - Winding Trails [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 10/8 | V Girls Cross Country | Farmington | Away - Winding Trails [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 10/8 | FR Field Hockey | Avon | Away - Avon High School [Directions] | L 1-0 | 2:45 pm | |
| Tue., 10/8 | FR Girls Soccer | Avon | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 10/9 | V Boys Soccer | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | T 0-0 | 2:20 pm | |
| Wed., 10/9 | JV Boys Soccer | Hall | Away - Hall HS JV Soccer Field [Directions] | W 3-1 | 2:20 pm | |
| Wed., 10/9 | V Girls Badminton | Miss Porters School | Away | L 0-7 | 2:20 p.m. | |
| Wed., 10/9 | V Girls Soccer | Hall | Home - Simsbury High School [Directions] | T 0-0 ot | ||
| Wed., 10/9 | JV Girls Soccer | Hall | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 10/9 | V Girls Volleyball | New Britain | Away [Directions] | W 3-0 | 2:45 pm | |
| Wed., 10/9 | JV Girls Volleyball | New Britain | Away [Directions] | W 2-0 | w/varsity | |
| Wed., 10/9 | FR Girls Volleyball | New Britain | Away - New Britain High School [Directions] | W 2-1 | w/varsity | |
| Thu., 10/10 | FR Football | Conard | Home - Weatogue Field [Directions] | 3:45 p.m. | 2:30 PM Shuttle | |
| Thu., 10/10 | FR Boys Soccer | Manchester | Home - Iron Horse Field [Directions] | W 2-0 | ||
| Thu., 10/10 | V Girls Badminton | East Hartford | Home - Simsbury High School [Directions] | W 5-2 | ||
| Thu., 10/10 | FR Field Hockey | Hall | Home - Simsbury High School [Directions] | W 5-1 | ||
| Thu., 10/10 | V Girls Soccer | New Britain | Home - Simsbury High School [Directions] | W 3-0 | ||
| Thu., 10/10 | JV Girls Soccer | New Britain | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Thu., 10/10 | FR Girls Soccer | Wethersfield | Away - Silas Deane Middle School [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 10/11 | V Football | Conard | Home - Simsbury High School [Directions] | L 7-21 | ||
| Fri., 10/11 | V Boys Soccer | New Britain | Away - Veteran's Stadium [Directions] | L 3-1 | 2:20 pm | |
| Fri., 10/11 | JV Boys Soccer | New Britain | Away - Willow Brook Park [Directions] | W 2-1 | 2:20 pm | |
| Fri., 10/11 | V Sideline Cheerleading | Conard | Home [Directions] | 7:00 p.m. | ||
| Fri., 10/11 | V Field Hockey | Hall | Home - Simsbury High School [Directions] | OT-L 0-1 | ||
| Fri., 10/11 | JV Field Hockey | Hall | Home - Simsbury High School [Directions] | T 0-0 | ||
| Fri., 10/11 | V Girls Volleyball | Northwest Catholic | Home - Simsbury High School [Directions] | W 3-0 | ||
| Fri., 10/11 | JV Girls Volleyball | Northwest Catholic | Home - Simsbury High School [Directions] | W 2-1 | ||
| Fri., 10/11 | FR Girls Volleyball | Northwest Catholic | Home - Simsbury High School [Directions] | L 0-2 | ||
| Sat., 10/12 | V Boys Cross Country | 2013 Wickham Park XC Invitational | Away - Wickham Park in Manchester CT | 9:00 a.m. | 7:30 am | |
| Sat., 10/12 | JV Football | Conard | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Sat., 10/12 | V Girls Cross Country | 2013 Wickham Park XC Invitational | Away - Wickham Park in Manchester CT | 9:00 a.m. | 7:15 am | |
| Sun., 10/13 | V Boys Crew | NE Regional Fall Race | Away | 3 Buses (1 at 5:15, 2 at 8:15) | Novices & Coxswains be at SHS at 5:15 am; V and JV be at SHS at 8:15 am | |
| Sun., 10/13 | V Girls Crew | NE Regional Fall Race | Away | with Boys' Crew | Novice & Coxswains be at SHS at 5:15 am and Varsity and JV be SHS at 8:15 am | |
| Mon., 10/14 | V Field Hockey | Fairfield Warde | Home - Simsbury High School [Directions] | T 0-0 | ||
| Mon., 10/14 | JV Field Hockey | Fairfield Warde | Home - Simsbury High School [Directions] | W 3-0 | ||
| Tue., 10/15 | V Boys Soccer | Northwest Catholic | Home - Simsbury High School [Directions] | W 3-1 | ||
| Tue., 10/15 | JV Boys Soccer | Northwest Catholic | Home - Simsbury High School [Directions] | W 6-0 | ||
| Tue., 10/15 | V Field Hockey | Newington | Away - Varsity Girls' Game Field behind NHS past the Tennis Courts [Directions] | W 4-1 | 2:20 pm | |
| Tue., 10/15 | JV Field Hockey | Newington | Away - Varsity Girls' Game Field behind NHS past the Tennis Courts [Directions] | W 1-0 | w/varsity | |
| Tue., 10/15 | V Girls Soccer | Northwest Catholic | Away - Northwest Catholic High School [Directions] | L 1-3 | 2:20 pm | |
| Tue., 10/15 | JV Girls Soccer | Northwest Catholic | Away - Northwest Catholic High School [Directions] | 3:45 p.m. | w/varsity | |
| Tue., 10/15 | FR Girls Volleyball | Avon | Away - Avon High School [Directions] | L 0-2 | 3:00 pm | |
| Wed., 10/16 | V Boys Cross Country | CCC Cross Country Championship Meet | Away - Wickham Park in Manchester CT | 3:00 p.m. | 1:00 pm | |
| Wed., 10/16 | V Girls Cross Country | CCC Cross Country Championship Meet | Away - Wickham Park in Manchester CT | 3:00 p.m. | 1:00 pm | |
| Wed., 10/16 | V Girls Volleyball | Southington | Away - Southington High School [Directions] | W 3-2 | 3:45 pm | |
| Wed., 10/16 | JV Girls Volleyball | Southington | Away - Southington High School [Directions] | L 1-2 | w/varsity | |
| Thu., 10/17 | V Boys Crew | Practice for Charles | Away | Cancelled | ||
| Thu., 10/17 | FR Football | New Britain | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Thu., 10/17 | V Boys Soccer | Southington | Away - SHS TURF FIELD [Directions] | W 2-1 | 5:00 pm | |
| Thu., 10/17 | JV Boys Soccer | Southington | Away - Southington High School [Directions] | L 2-1 | 2:20 pm | |
| Thu., 10/17 | FR Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | T 1-1 | 2:20 pm | |
| Thu., 10/17 | V Girls Crew | Practice for Charles | Away | Cancelled | ||
| Thu., 10/17 | FR Field Hockey | Newington | Home - Simsbury High School [Directions] | W 5-0 | ||
| Thu., 10/17 | V Girls Soccer | Southington | Away - SHS Turf Field [Directions] | W 2-0 | ||
| Thu., 10/17 | JV Girls Soccer | Southington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 10/18 | V Football | New Britain | Home - Simsbury High School [Directions] | L 7-14 (OT) | Homecoming | |
| Fri., 10/18 | FR Boys Soccer | Avon | Away - Fisher Meadow [Directions] | W 3-1 | 2:20 pm | |
| Fri., 10/18 | V Sideline Cheerleading | New Britain | Home [Directions] | 7:00 p.m. | ||
| Fri., 10/18 | V Field Hockey | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | L 1-0 | 2:20 pm | |
| Fri., 10/18 | JV Field Hockey | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | T 0-0 | w/varsity | |
| Fri., 10/18 | FR Girls Soccer | Glastonbury | Away [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 10/18 | V Girls Volleyball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | W 3-1 | 2:45 pm | |
| Fri., 10/18 | JV Girls Volleyball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | W 2-0 | w/varsity | |
| Fri., 10/18 | FR Girls Volleyball | East Catholic | Away - East Catholic New Gymnasium [Directions] | L 0-2 | w/varsity | |
| Sat., 10/19 | JV Football | New Britain | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Sat., 10/19 | V Girls Crew | Head of the Charles | Away | Cancelled | ||
| Sun., 10/20 | V Boys Crew | Head of the Charles | Away | Cancelled | ||
| Mon., 10/21 | V Boys Soccer | Conard | Away - Conard HS Stadium [Directions] | L 4-0 | 2:20 pm | |
| Mon., 10/21 | JV Boys Soccer | Conard | Away - Conard HS South Field [Directions] | L 1-0 | 2:20 pm | |
| Mon., 10/21 | V Girls Badminton | Hamden | Away [Directions] | 3:45 p.m. | 2:20 p.m. | |
| Mon., 10/21 | FR Field Hockey | Conard | Home - Simsbury High School [Directions] | T 0-0 | ||
| Mon., 10/21 | V Girls Soccer | Conard | Home - Simsbury High School [Directions] | W 3-0 | ||
| Mon., 10/21 | JV Girls Soccer | Conard | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Mon., 10/21 | V Girls Volleyball | Conard | Away - Conard High School [Directions] | W 3-2 | 2:45 pm | |
| Mon., 10/21 | JV Girls Volleyball | Conard | Away - Conard High School [Directions] | W 2-0 | w/varsity | |
| Mon., 10/21 | FR Girls Volleyball | Conard | Away - Conard High School [Directions] | L 0-2 | w/varsity | |
| Tue., 10/22 | V Field Hockey | Conard | Home - Simsbury High School [Directions] | W 2-1 | ||
| Tue., 10/22 | JV Field Hockey | Conard | Home - Simsbury High School [Directions] | T 1-1 | ||
| Tue., 10/22 | FR Girls Soccer | Manchester | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Tue., 10/22 | FR Girls Volleyball | Avon | Home - Simsbury High School [Directions] | L 0-2 | ||
| Wed., 10/23 | V Boys Soccer | Farmington | Home - Simsbury High School [Directions] | T 1-1 | ||
| Wed., 10/23 | JV Boys Soccer | Farmington | Home - Simsbury High School [Directions] | T 1-1 | ||
| Wed., 10/23 | JV Field Hockey | Granby Memorial | Home - Simsbury High School [Directions] | W 4-1 | ||
| Wed., 10/23 | JV Field Hockey | Granby Memorial | Home - Simsbury High School [Directions] | Cancelled | ||
| Wed., 10/23 | V Girls Soccer | Farmington | Away - Tunxis Mead Park [Directions] | T 1-1 | 5:45 pm | |
| Wed., 10/23 | JV Girls Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 5:00 p.m. | 3:45 pm | |
| Thu., 10/24 | FR Boys Soccer | Southington | Away - SHS TURF FIELD [Directions] | T 1-1 | 2:20 pm | |
| Thu., 10/24 | FR Field Hockey | Glastonbury | Home - Simsbury High School [Directions] | W 2-0 | ||
| Thu., 10/24 | V Girls Volleyball | Farmington | Home - Simsbury High School [Directions] | L 0-3 | ||
| Thu., 10/24 | JV Girls Volleyball | Farmington | Home - Simsbury High School [Directions] | L 0-2 | ||
| Thu., 10/24 | FR Girls Volleyball | Farmington | Home - Simsbury High School [Directions] | L 1-2 | ||
| Fri., 10/25 | FR Football | South Windsor | Away - South Windsor H.S. [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 10/25 | V Field Hockey | Farmington | Away - Farmington High School upper field [Directions] | W 2-0 | 2:20 pm | |
| Fri., 10/25 | JV Field Hockey | Farmington | Away - Farmington High School upper field [Directions] | L 0-1 | ||
| Fri., 10/25 | FR Girls Soccer | Bristol Eastern | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Sat., 10/26 | V Boys Crew | Farmington Regatta | Away - Tunxis Mead Park in Farmington CT | TBA | 11:30 am - 3 buses | |
| Sat., 10/26 | V Boys Cross Country | 2013 Class LL Boys Cross Country Championship | Away - Wickham Park in Manchester CT | 3:10 p.m. | 12:45 pm | |
| Sat., 10/26 | V Boys Cross Country | CIAC Class LL Championship | Away - Wickham Park - East Hartford [Directions] | 3:10 p.m. | 12:45 pm | |
| Sat., 10/26 | V Football | South Windsor | Away - South Windsor H.S. [Directions] | W 27-6 | 2 @ 10:30 am | |
| Sat., 10/26 | V Sideline Cheerleading | South Windsor | Away [Directions] | 1:00 p.m. | 11:30 am | |
| Sat., 10/26 | V Girls Crew | Farmington Regatta | Away - Tunxis Mead Park in Farmington CT | TBA | with Boys' Crew | |
| Sat., 10/26 | V Girls Cross Country | 2013 Class LL Girls Cross Country Championship | Away - Wickham Park in Manchester CT | 3:40 p.m. | 12:45 pm | |
| Sat., 10/26 | V Girls Cross Country | CIAC Class LL Championship | Away - Wickham Park - East Hartford [Directions] | 3:40 p.m. | 12:45 pm | |
| Sun., 10/27 | V Boys Crew | Head of the Fish Regatta | Away - Lee's Park in Saratoga Springs NY | 9:00 a.m. | 4:30 a.m. | |
| Sun., 10/27 | V Girls Crew | Head of the Fish Regatta | Away - Lee's Park in Saratoga Springs NY | 9:00 a.m. | with Boys' Crew | |
| Mon., 10/28 | JV Football | South Windsor | Away - South Windsor H.S. [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 10/28 | FR Boys Soccer | Conard | Home - Simsbury High School [Directions] | L 1-2 | ||
| Mon., 10/28 | V Field Hockey | Glastonbury | Home - Simsbury High School [Directions] | W 1-0 | ||
| Mon., 10/28 | JV Field Hockey | Glastonbury | Home - Simsbury High School [Directions] | L 1-2 | ||
| Mon., 10/28 | JV Girls Soccer | Newington | Away - Fields in front of the VA Hospital next to NHS [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 10/29 | V Girls Badminton | East Hartford | Away [Directions] | 3:45 p.m. | 2:20 p.m. | |
| Tue., 10/29 | FR Girls Soccer | Farmington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 10/30 | FR Boys Soccer | Farmington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 10/30 | V Girls Badminton | State Tournament | Home - Simsbury High School [Directions] | 2:30 p.m. | ||
| Wed., 10/30 | V Field Hockey | Avon | Home - Simsbury High School [Directions] | W 2-1 | ||
| Wed., 10/30 | JV Field Hockey | Avon | Home - Simsbury High School [Directions] | L 0-2 | ||
| Wed., 10/30 | V Girls Volleyball | RHAM | Away - RHAM HS Gymnasium [Directions] | L 0-3 | 3:00 pm | |
| Thu., 10/31 | FR Football | Manchester | Away - MORIARTY FIELD AT MT. NEBO (SPRING ST) [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 10/31 | V Girls Soccer | Avon (Scrim.) | Home - Simsbury High School [Directions] | 3:30 p.m. | ||
| Fri., 11/1 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | Cancelled | TBA | |
| Fri., 11/1 | V Football | Manchester | Away - MEMORIAL FIELD AT MHS [Directions] | L 7-26 | 2 @ 3:30 | |
| Fri., 11/1 | V Boys Soccer | Suffield (Scrim.) | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 11/1 | V Sideline Cheerleading | Manchester | Away [Directions] | 6:00 p.m. | 4:30 pm | |
| Fri., 11/1 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 4:15 p.m. | 1:30 pm | |
| Sat., 11/2 | JV Football | Manchester | Away - MORIARTY FIELD AT MT. NEBO (SPRING ST) [Directions] | 10:00 a.m. | 8:00 am | |
| Mon., 11/4 | V Girls Soccer | Darien | Away [Directions] | W 2-0 | 11:15 am | |
| Tue., 11/5 | V Boys Soccer | Amity | Away - Amity High School - Field # 3 [Directions] | L 2-0 | 11:30 pm | |
| Wed., 11/6 | V Field Hockey | Ridgefield | Home - Simsbury High School [Directions] | W 1-0 | ||
| Wed., 11/6 | V Girls Soccer | Northwest Catholic | Away - Northwest Catholic High School [Directions] | 2:00 p.m. | 12:45 pm | |
| Thu., 11/7 | FR Football | Newington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Thu., 11/7 | V Girls Volleyball | Newtown | Home - Simsbury High School [Directions] | 6:00 p.m. | ||
| Fri., 11/8 | V Football | Newington | Home - Simsbury High School [Directions] | L 21-28 | ||
| Fri., 11/8 | V Sideline Cheerleading | Newington | Home [Directions] | 7:00 p.m. | ||
| Sat., 11/9 | V Boys Cross Country | New England Championship | Away - Derryfield Park-Manchester, NH [Directions] | Cancelled | TBA | |
| Sat., 11/9 | JV Football | Newington | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Sat., 11/9 | V Girls Cross Country | New England Championship | Away - Derryfield Park-Manchester, NH [Directions] | TBA | TBA | |
| Thu., 11/14 | FR Football | Middletown | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 11/15 | V Football | Middletown | Home - Simsbury High School [Directions] | L 13-31 | ||
| Fri., 11/15 | V Sideline Cheerleading | Middletown | Home [Directions] | 7:00 p.m. | ||
| Sat., 11/16 | JV Football | Middletown | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Thu., 11/21 | FR Football | Glastonbury | Away - GHS Turf Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Sat., 11/23 | V Football | Glastonbury | Away - GHS Turf Field [Directions] | L 7-41 | 2 @ 4:00 | |
| Sat., 11/23 | V Sideline Cheerleading | Glastonbury | Away - GHS Turf Field [Directions] | 6:30 p.m. | 3:00 pm | |
| Mon., 11/25 | JV Football | Glastonbury | Away - GHS Turf Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 12/5 | V Girls Basketball | Weaver (Scrim.) | Away - Weaver High School [Directions] | 5:00 p.m. | 3:30 pm | |
| Fri., 12/6 | V Boys Ice Hockey | Westminster (Scrim.) | Away - Westminster | 6:00 p.m. | no bus | |
| Fri., 12/6 | V Girls Basketball | Sacred Heart (Scrim.) | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Fri., 12/6 | V Girls Ice Hockey | Jamboree | Home - ISCC [Directions] | 6:00 p.m. | ||
| Fri., 12/6 | JV Girls Ice Hockey | Avon | Away - Newington Rink [Directions] | 8:40 p.m. | 7:15 pm from SHS | |
| Sat., 12/7 | V Boys Basketball | Coventry (Scrim.) | Home - Simsbury High School [Directions] | 11:00 a.m. | ||
| Sat., 12/7 | V Wrestling | Windham, Southington (Scrim.) | Away [Directions] | 10:00 a.m. | 8:30 am | |
| Sat., 12/7 | V Girls Basketball | Avon (Scrim.) | Away - Avon High School [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 12/7 | JV Girls Basketball | Avon (Scrim.) | Away - Avon High School [Directions] | 9:00 a.m. | w/varsity | |
| Sat., 12/7 | FR Girls Basketball | Avon (Scrim.) | Away [Directions] | 9:00 a.m. | w/varsity | |
| Mon., 12/9 | JV Girls Ice Hockey | Westminster | Away | 6:00 p.m. | no bus | |
| Wed., 12/11 | V Boys Basketball | Canton (Scrim.) | Away - Canton H.S. [Directions] | 5:30 p.m. | 4:45 pm | |
| Wed., 12/11 | JV Boys Basketball | Canton (Scrim.) | Away - Canton H.S. [Directions] | 5:30 p.m. | w/varsity | |
| Wed., 12/11 | JV Boys Ice Hockey | Northwest Catholic | Away - International Skating Center of Connecticut [Directions] | 7:30 p.m. | no bus | |
| Wed., 12/11 | V Girls Basketball | East Hartford | Home - Simsbury High School [Directions] | W 50-29 | ||
| Wed., 12/11 | JV Girls Basketball | East Hartford | Home - Simsbury High School [Directions] | W 46-8 | ||
| Wed., 12/11 | FR Girls Basketball | East Hartford | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 12/13 | V Boys Ice Hockey | Avon Old Farms (Scrim.) | Away | 5:00 p.m. | no bus | |
| Fri., 12/13 | JV Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - ISCC [Directions] | 5:00 p.m. | ||
| Fri., 12/13 | V Girls Basketball | Conard | Home - Simsbury High School [Directions] | W 50-11 | ||
| Fri., 12/13 | JV Girls Basketball | Conard | Home - Simsbury High School [Directions] | W 32-26 | ||
| Fri., 12/13 | FR Girls Basketball | Conard | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 12/13 | JV Girls Ice Hockey | Northern Lights U-14 | Home - Simsbury Farms CC [Directions] | 4:15 p.m. | ||
| Sat., 12/14 | V Boys Basketball | Avon (Scrim.) | Home - Simsbury High School [Directions] | 9:00 a.m. | ||
| Sat., 12/14 | V Boys Indoor Track | New Haven Developmental | Away - Hillhouse H.S. New Haven | 9:00 a.m. | 6:45 AM | |
| Sat., 12/14 | V Wrestling | Farmington, Norwich Free Academy, Maloney (Scrim.) | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Sat., 12/14 | JV Girls Ice Hockey | Choate Rosemary Hall | Home - ISCC [Directions] | Cancelled | ||
| Sat., 12/14 | V Girls Indoor Track | New Haven Developmental | Away - Hillhouse H.S. in New Haven | 9:00 a.m. | 6:45 am | |
| Mon., 12/16 | V Boys Swimming and Diving | Westminster (Scrim.) | Away | 4:00 p.m. | no bus | |
| Mon., 12/16 | V Wrestling | Blue/Gold Scrimmage | Home - Simsbury High School [Directions] | 2:30 p.m. | ||
| Wed., 12/18 | V Boys Basketball | E.O. Smith | Home - Simsbury High School [Directions] | W 61-53 | ||
| Wed., 12/18 | JV Boys Basketball | E.O. Smith | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Wed., 12/18 | FR Boys Basketball | E.O. Smith | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | South Windsor | Away - South Windsor Arena - Rt 5 [Directions] | W 3-1 | 4:15 p.m. from SHS | |
| Wed., 12/18 | V Boys Swimming and Diving | Farmington | Away - Miss Porters School - Pool [Directions] | Farmington 94
Simsbury 82 [Detailed Results] | 2:30 p.m. | |
| Wed., 12/18 | V Wrestling | Manchester | Away [Directions] | W 57-16 | 3:45 pm | |
| Wed., 12/18 | JV Girls Ice Hockey | Loomis Chaffee School | Home - ISCC [Directions] | 3:30 p.m. | ||
| Thu., 12/19 | V Boys Indoor Track | Glastonbury | Away [Directions] | Cancelled | 2:40 PM | |
| Thu., 12/19 | V Girls Basketball | Rockville | Away - RHS Gymnasium [Directions] | W 65-29 | 4:00 pm | |
| Thu., 12/19 | JV Girls Basketball | Rockville | Away - RHS Gymnasium [Directions] | W 42-12 | w/varsity | |
| Thu., 12/19 | V Girls Ice Hockey | Branford | Away - East Haven Rink [Directions] | W 10-0 | 5:00 pm from Simsbury Farms | |
| Thu., 12/19 | V Girls Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | with Boys | |
| Fri., 12/20 | V Boys Indoor Track | Varsity New Haven Invitational | Away - Hillhouse H.S. New Haven | 4:00 p.m. | 2:00 PM | |
| Fri., 12/20 | V Boys Swimming and Diving | Bulkley Relays | Away - Bulkeley High School | 5:00 p.m. | 3:45 pm | |
| Fri., 12/20 | FR Girls Basketball | Avon | Away - Avon High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 12/20 | JV Girls Ice Hockey | SYHA U-14 | Home - Simsbury Farms CC [Directions] | 4:15 p.m. | ||
| Fri., 12/20 | V Girls Indoor Track | Varsity New Haven Initational | Away | 4:00 p.m. | with Boys | |
| Sat., 12/21 | V Boys Ice Hockey | North Haven | Home - ISCC [Directions] | W 4-3 | ||
| Sat., 12/21 | JV Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 12:00 p.m. | 10:00 am from SHS | |
| Sat., 12/21 | V Boys Indoor Track | JV New Haven Invitational | Away - Hillhouse H.S. New Haven | 9:00 a.m. | 7:00 AM | |
| Sat., 12/21 | V Wrestling | Skip Arden Tournament @ Manchester HS | Away | W 1st place 331.5 pts. | 6:45 am | |
| Sat., 12/21 | V Girls Ice Hockey | Darien | Away - Darien Rink [Directions] | L 6-0 | 9:45 am from Simsbury Farms | |
| Sat., 12/21 | V Girls Indoor Track | JV New Haven Invitational | Away | 9:00 a.m. | with Boys | |
| Mon., 12/23 | V Boys Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | W 73-62 | 4:00 pm | |
| Mon., 12/23 | JV Boys Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | 5:15 p.m. | w/varsity | |
| Mon., 12/23 | FR Boys Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 12/23 | V Boys Ice Hockey | Notre Dame-West Haven | Home - ISCC [Directions] | L 1-5 | ||
| Mon., 12/23 | JV Boys Ice Hockey | Westfield (MA) | Home - Simsbury Farms CC [Directions] | 8:30 p.m. | ||
| Mon., 12/23 | V Girls Basketball | Newington | Home - Simsbury High School [Directions] | L 30-28 | ||
| Mon., 12/23 | JV Girls Basketball | Newington | Home - Simsbury High School [Directions] | W 33-25 | ||
| Mon., 12/23 | FR Girls Basketball | Newington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 12/27 | V Boys Basketball | Bulkeley | Home - Simsbury High School [Directions] | W 74-60 | ||
| Fri., 12/27 | JV Boys Basketball | Bulkeley | Home - Simsbury High School [Directions] | 3:15 p.m. | ||
| Fri., 12/27 | FR Boys Basketball | Bulkeley | Home - Simsbury High School [Directions] | 1:45 p.m. | ||
| Fri., 12/27 | JV Wrestling | @ Glastonbury Tournament | Away | 9:00 a.m. | 7:30 am | |
| Fri., 12/27 | V Girls Basketball | Middletown | Away - Tournament @ Sheehan High School [Directions] | W 51-31 | 3:30 pm | |
| Fri., 12/27 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Ridgefield Rink [Directions] | W 8-0 | 4:00 pm from Simsbury Farms | |
| Sat., 12/28 | V Boys Ice Hockey | Northwest Catholic | Home - ISCC [Directions] | W 6-4 | ||
| Sat., 12/28 | V Wrestling | Frank Chaves Invitational | Home - Simsbury High School [Directions] | W 1st place 229 pts | ||
| Sat., 12/28 | V Girls Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | W 46-37 | 5:00 pm | |
| Sat., 12/28 | V Girls Ice Hockey | Hall/Conard | Away - Veterans' Rink [Directions] | W 3-1 | 11:45 pm from Simsbury Farms | |
| Mon., 12/30 | V Boys Indoor Track | Jack Long Invitational | Away - Hillhouse H.S. New Haven | 10:00 a.m. | 8:00 AM | |
| Mon., 12/30 | V Boys Swimming and Diving | Gilbert | Home - Westminster School [Directions] | Simsbury 99 Gilbert 82 | ||
| Mon., 12/30 | V Girls Ice Hockey | New Canaan | Home - ISCC [Directions] | W 5-0 | ||
| Mon., 12/30 | V Girls Indoor Track | Jack Long Invitational | Away - Hillhouse H.S. New Haven | 10:00 a.m. | with Boys | |
| Tue., 12/31 | V Co-ed Cross Country Skiing | @ Prospect Mountain | Away | Cancelled | 5:00 am | |
| Thu., 1/2 | V Boys Indoor Track | Glastonbury | Away [Directions] | Cancelled | 2:40 PM | |
| Thu., 1/2 | V Girls Indoor Track | Glastonbury | Away [Directions] | Cancelled | with Boys | |
| Fri., 1/3 | JV Girls Ice Hockey | Avon | Home - Simsbury Farms CC [Directions] | 4:30 p.m. | ||
| Sat., 1/4 | V Boys Basketball | Berlin | Home - Simsbury High School [Directions] | W 62-53 | ||
| Sat., 1/4 | JV Boys Basketball | Berlin | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Sat., 1/4 | FR Boys Basketball | Berlin | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Sat., 1/4 | V Boys Ice Hockey | Conard | Home - ISCC [Directions] | W 8-0 | ||
| Sat., 1/4 | V Boys Indoor Track | Hartford Public | Away [Directions] | TBA | 10:15 am | |
| Sat., 1/4 | V Wrestling | Fairfield Warde Tournament | Away | 2nd place 183 pts. | 6:30 am | |
| Sat., 1/4 | V Co-ed Cross Country Skiing | @ Notchview | Away | 11:00 a.m. | 2 buses at 6:30 am | |
| Sat., 1/4 | V Girls Basketball | Maloney | Away - Maloney High School [Directions] | W 55-40 | 10:45 am | |
| Sat., 1/4 | JV Girls Basketball | Maloney | Away - Maloney High School [Directions] | W 46-19 | w/varsity | |
| Sat., 1/4 | JV Girls Ice Hockey | Northern Lights U-14 | Home - ISCC [Directions] | 8:00 p.m. | ||
| Sat., 1/4 | V Girls Indoor Track | Hartford Public | Away [Directions] | TBA | with Boys | |
| Mon., 1/6 | V Boys Basketball | Hall | Home - Simsbury High School [Directions] | W 85-69 | ||
| Mon., 1/6 | JV Boys Basketball | Hall | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Mon., 1/6 | FR Boys Basketball | Hall | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Mon., 1/6 | JV Wrestling | Manchester | Away - MHS G47 [Directions] | Cancelled | ||
| Mon., 1/6 | V Girls Basketball | Hall | Away - Hall HS - Gym A [Directions] | W 51-50 | 4:00 pm | |
| Mon., 1/6 | JV Girls Basketball | Hall | Away - Hall HS - Gym A [Directions] | W 34-29 | w/varsity | |
| Mon., 1/6 | FR Girls Basketball | Hall | Away - Hall HS - Gym A [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 1/7 | V Boys Swimming and Diving | Plainville Boys Swimming | Away - Plainville High School [Directions] | Simsbury 91 Plainville 85 | 2:20 pm | |
| Tue., 1/7 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Simsbury Farms CC [Directions] | W 8-0 | ||
| Wed., 1/8 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | L 1-3 | 4:15 pm from SHS | |
| Wed., 1/8 | V Wrestling | Southington | Home - Simsbury High School [Directions] | W 57-15 | ||
| Wed., 1/8 | JV Girls Ice Hockey | Taft | Away - Taft Rink | 4:00 p.m. | 2:20 pm from SHS | |
| Fri., 1/10 | V Boys Basketball | New Britain | Home - Simsbury High School [Directions] | W 74-61 | ||
| Fri., 1/10 | JV Boys Basketball | New Britain | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Fri., 1/10 | FR Boys Basketball | New Britain | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 1/10 | JV Boys Ice Hockey | Westminster | Away - Westminster School | 6:15 p.m. | no bus | |
| Fri., 1/10 | V Boys Swimming and Diving | Hartford Public | Away - Hartford Public High School [Directions] | Simsbury 89 Hartford Public 70 | 2:20 p.m. | |
| Fri., 1/10 | V Girls Basketball | New Britain | Away - New Britain High School [Directions] | W 57-49 | 4:00 pm | |
| Fri., 1/10 | JV Girls Basketball | New Britain | Away - New Britain High School [Directions] | W 46-21 | w/varsity | |
| Fri., 1/10 | FR Girls Basketball | New Britain | Away - New Britain High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Sat., 1/11 | V Boys Ice Hockey | Glastonbury | Away - Trinity College [Directions] | L 1-5 | 5:45 pm from SHS | |
| Sat., 1/11 | V Boys Indoor Track | URI Classic | Away | 10:00 a.m. | 6:30 am | |
| Sat., 1/11 | V Boys Indoor Track | SCC Varsity Invitational | Away - Hillhouse H.S. New Haven | Cancelled | Yes | |
| Sat., 1/11 | V Wrestling | Ledyard Duals | Away | W 38-27 S.Kingston, RI L 28-36 Ledyard W 67-12 J. LAW L 21-45 Timberlane, NH | 7:30 am | |
| Sat., 1/11 | JV Wrestling | @ Fermi Tournament | Away | 9:30 a.m. | 7:30 am | |
| Sat., 1/11 | V Co-ed Cross Country Skiing | @ Wahconah | Away | 10:00 a.m. | 2 buses @ 6:00 am | |
| Sat., 1/11 | V Girls Indoor Track | URI Classic | Away | 10:00 a.m. | w/boys | |
| Sat., 1/11 | V Girls Indoor Track | SCC Varsity Invitational | Away - Hillhouse H.S. New Haven | Cancelled | Yes | |
| Mon., 1/13 | V Boys Basketball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | W 79-63 | 4:00 pm | |
| Mon., 1/13 | JV Boys Basketball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | 5:15 p.m. | w/varsity | |
| Mon., 1/13 | FR Boys Basketball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 1/13 | V Boys Swimming and Diving | Lewis Mills | Home - Westminster School [Directions] | Simsbury 77 Lewis Mills 74 | ||
| Mon., 1/13 | V Girls Basketball | Northwest Catholic | Home - Simsbury High School [Directions] | L 69-56 | ||
| Mon., 1/13 | JV Girls Basketball | Northwest Catholic | Home - Simsbury High School [Directions] | W 33-23 | ||
| Mon., 1/13 | FR Girls Basketball | Northwest Catholic | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Mon., 1/13 | V Girls Ice Hockey | North Haven | Away - Shelton Rinks [Directions] | W 6-0 | 5:30 pm from Simsbury Farms | |
| Tue., 1/14 | JV Boys Ice Hockey | Longmeadow (MA) | Home - Simsbury Farms CC [Directions] | 5:40 p.m. | ||
| Wed., 1/15 | V Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | W 4-1 | 5:15 pm from SHS | |
| Wed., 1/15 | JV Boys Ice Hockey | Westfield (MA) | Home - ISCC [Directions] | 7:30 p.m. | ||
| Wed., 1/15 | V Boys Swimming and Diving | Granby Memorial | Away - Farmington Valley YMCA [Directions] | Simsbury 85 Granby 79 | no bus | |
| Wed., 1/15 | V Wrestling | Conard | Home - Simsbury High School [Directions] | W 58-9 | ||
| Wed., 1/15 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Rink [Directions] | W 7-0 | 2:00 pm from SHS | |
| Wed., 1/15 | JV Girls Ice Hockey | Choate Rosemary Hall | Away | Cancelled | 3:00 pm from SHS | |
| Thu., 1/16 | V Boys Basketball | Southington | Away - Southington High School [Directions] | W 70-47 | 4:00 pm | |
| Thu., 1/16 | JV Boys Basketball | Southington | Away - Southington High School [Directions] | 5:15 p.m. | w/varsity | |
| Thu., 1/16 | FR Boys Basketball | Southington | Away - Southington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 1/16 | V Girls Basketball | Southington | Home - Simsbury High School [Directions] | W 50-36 | ||
| Thu., 1/16 | JV Girls Basketball | Southington | Home - Simsbury High School [Directions] | W 56-12 | ||
| Thu., 1/16 | FR Girls Basketball | Avon | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 1/17 | JV Boys Ice Hockey | Northwest Catholic | Home - ISCC [Directions] | 7:15 p.m. | ||
| Fri., 1/17 | V Boys Swimming and Diving | Newington | Away - NHS Pool [Directions] | Simsbury 95 Newington 91 | 2:20 p.m. | |
| Fri., 1/17 | V Wrestling | Danbury | Away - Danbury High School - NEW gym [Directions] | L 21-42 | ||
| Sat., 1/18 | V Boys Basketball | Granby Memorial | Away - Granby Memorial High School [Directions] | W 67-46 | 4:00 p.m. | |
| Sat., 1/18 | JV Boys Basketball | Granby Memorial | Away - Granby Memorial High School [Directions] | 5:30 p.m. | w/ varsity | |
| Sat., 1/18 | FR Boys Basketball | Granby Memorial | Away - Granby Memorial High School [Directions] | 3:45 p.m. | 2:20 p.m. | |
| Sat., 1/18 | JV Boys Ice Hockey | Avon Old Farms | Away | 2:00 p.m. | no bus | |
| Sat., 1/18 | JV Wrestling | Xavier | Away [Directions] | 9:00 a.m. | 7:45 am | |
| Sat., 1/18 | V Girls Ice Hockey | Hamden Coop | Home - ISCC [Directions] | W 5-2 | ||
| Sat., 1/18 | JV Girls Ice Hockey | Canterbury | Away | 2:00 p.m. | 12:00 pm from SHS | |
| Mon., 1/20 | V Co-ed Cross Country Skiing | @ Greylock | Away | 5:30 p.m. | 2 buses @ 2 pm | |
| Wed., 1/22 | V Boys Basketball | Conard | Home - Simsbury High School [Directions] | W 75-61 | ||
| Wed., 1/22 | V Boys Ice Hockey | East Catholic | Away - Champions Skating Center/Cromwell [Directions] | W 2-1 | 5:15 pm from SHS | |
| Wed., 1/22 | JV Boys Ice Hockey | Westminster | Away - Westminster School | 6:30 p.m. | no bus | |
| Wed., 1/22 | V Wrestling | Hall | Home - Simsbury High School [Directions] | W 57-6 | ||
| Wed., 1/22 | JV Girls Ice Hockey | Kent School | Away | 5:30 p.m. | 3:30 pm from SHS | |
| Thu., 1/23 | V Boys Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | 2 buses @ 2:40 PM | |
| Thu., 1/23 | V Boys Swimming and Diving | Windsor | Away - Windsor H.S. [Directions] | Simsbury 96 Windsor 90 | TBA | |
| Thu., 1/23 | JV Wrestling | Xavier | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Thu., 1/23 | V Girls Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | with Boys | |
| Fri., 1/24 | V Boys Basketball | Farmington | Away - Farmington High School [Directions] | L 49-62 | 4:00 pm | |
| Fri., 1/24 | JV Boys Basketball | Farmington | Away - Farmington High School [Directions] | 5:15 p.m. | w/varsity | |
| Fri., 1/24 | FR Boys Basketball | Farmington | Away - Farmington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 1/24 | V Boys Ice Hockey | EnricoFermi | Home - ISCC [Directions] | L 1-2 | ||
| Fri., 1/24 | JV Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Enfield Twin Rinks [Directions] | 8:00 p.m. | 6:30 pm from SHS | |
| Fri., 1/24 | V Boys Swimming and Diving | Bulkeley Cooperative Swim Team | Away - Bulkeley High School Pool [Directions] | Simsbury 98 Bulkeley 79 | 2:20 p.m. | |
| Fri., 1/24 | V Girls Basketball | Farmington | Home - Simsbury High School [Directions] | L 42-46 | ||
| Fri., 1/24 | JV Girls Basketball | Farmington | Home - Simsbury High School [Directions] | L 33-30 | ||
| Fri., 1/24 | FR Girls Basketball | Farmington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Sat., 1/25 | JV Boys Basketball | Conard | Home - Simsbury High School [Directions] | 12:00 p.m. | ||
| Sat., 1/25 | FR Boys Basketball | Conard | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Sat., 1/25 | V Boys Ice Hockey | South Windsor | Home - ISCC [Directions] | T 1-1 (OT) | ||
| Sat., 1/25 | V Boys Indoor Track | C.C.C. Championships | Away | 10:00 a.m. | 7:40 AM | |
| Sat., 1/25 | V Wrestling | Terryville-Thomaston, Canton, Norwich Free Academy | Away [Directions] | W 55-12 Terryville W 48-28 Nonnewaug W 70-6 EO Smith | 7:00 am | |
| Sat., 1/25 | V Co-ed Cross Country Skiing | @ Notchview | Away | 9:30 a.m. | 2 buses @ 5:45 am | |
| Sat., 1/25 | V Girls Basketball | Conard | Away - Conard High School [Directions] | W 53-27 | 12:00 pm | |
| Sat., 1/25 | JV Girls Basketball | Conard | Away - Conard High School [Directions] | W 30-29 | w/varsity | |
| Sat., 1/25 | FR Girls Basketball | Conard | Away - Conard High School [Directions] | 12:00 p.m. | 10:45 am | |
| Sat., 1/25 | V Girls Ice Hockey | East Catholic Coop | Home - ISCC [Directions] | W 2-1 | ||
| Sat., 1/25 | JV Girls Ice Hockey | Loomis Chaffee School | Away | 2:00 p.m. | 12:00 pm from SHS | |
| Sat., 1/25 | V Girls Indoor Track | C.C.C. Championships | Away - Hillhouse H.S. New Haven | 9:00 a.m. | with Boys | |
| Tue., 1/28 | V Boys Basketball | Bristol Eastern | Away - Bristol Eastern High School [Directions] | W 70-58 | 4:00 pm | |
| Tue., 1/28 | JV Boys Basketball | Bristol Eastern | Away - Bristol Eastern High School [Directions] | 5:15 p.m. | w/varsity | |
| Tue., 1/28 | FR Boys Basketball | Bristol Eastern | Away - Bristol Eastern High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 1/28 | V Boys Swimming and Diving | Hall | Home - Westminster School [Directions] | Hall 100 Simsbury 78 | ||
| Tue., 1/28 | V Girls Basketball | Bristol Central | Home - Simsbury High School [Directions] | W 47-26 | ||
| Tue., 1/28 | JV Girls Basketball | Bristol Central | Home - Simsbury High School [Directions] | W 46-15 | ||
| Tue., 1/28 | FR Girls Basketball | Bristol Central | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Tue., 1/28 | JV Girls Ice Hockey | Canterbury | Home - Simsbury Farms CC [Directions] | 5:30 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | L 3-6 | 5:00 pm from SHS | |
| Wed., 1/29 | V Wrestling | New Britain | Away - New Britain High School [Directions] | W 57-18 | 3:45 pm | |
| Wed., 1/29 | V Girls Ice Hockey | Hall/Conard | Home - ISCC [Directions] | W 4-0 | ||
| Thu., 1/30 | V Boys Basketball | Newington | Home - Simsbury High School [Directions] | W 62-61 | ||
| Thu., 1/30 | JV Boys Basketball | Newington | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Thu., 1/30 | FR Boys Basketball | Newington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Thu., 1/30 | V Boys Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | 2:40 PM | |
| Thu., 1/30 | V Boys Swimming and Diving | Suffield | Home - Westminster School [Directions] | Simsbury 88 Suffield 80 | ||
| Thu., 1/30 | JV Wrestling | Berlin, Avon | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Thu., 1/30 | V Girls Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | 2:40 p.m. | |
| Fri., 1/31 | JV Boys Ice Hockey | Xavier | Home - ISCC [Directions] | 7:15 p.m. | ||
| Fri., 1/31 | JV Wrestling | Maloney | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Fri., 1/31 | V Girls Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | L 44-21 | 4:00 pm | |
| Fri., 1/31 | JV Girls Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | W 32-29 | w/varsity | |
| Fri., 1/31 | FR Girls Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Sat., 2/1 | V Boys Ice Hockey | Northwest Catholic | Away - International Skating Center of Connecticut [Directions] | L 1-3 | no bus | |
| Sat., 2/1 | JV Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Enfield Twin Rinks [Directions] | 8:10 p.m. | 6:45 pm @ SHS | |
| Sat., 2/1 | V Wrestling | Weaver | Away [Directions] | 1st Place 212 pts | 7:15 am | Held at Weaver H.S. |
| Sat., 2/1 | V Co-ed Cross Country Skiing | @ Wahconah | Away | 10:00 a.m. | 2 buses @ 6:00 am | |
| Sat., 2/1 | V Girls Ice Hockey | Lauralton Hall | Home - ISCC [Directions] | W 7-0 | ||
| Tue., 2/4 | V Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | W 61-57 | 4:00 pm | |
| Tue., 2/4 | JV Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | 5:15 p.m. | w/varsity | |
| Tue., 2/4 | FR Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 2/4 | JV Boys Ice Hockey | East Catholic | Home - Simsbury Farms CC [Directions] | 5:30 p.m. | ||
| Tue., 2/4 | V Boys Swimming and Diving | Northwest Catholic | Away - Farmington Valley YMCA, Granby [Directions] | Simsbury 94 Northwest Catholic 83 | no bus | |
| Tue., 2/4 | V Girls Basketball | Hall | Home - Simsbury High School [Directions] | W 49-46 | ||
| Tue., 2/4 | JV Girls Basketball | Hall | Home - Simsbury High School [Directions] | W 38-26 | ||
| Tue., 2/4 | FR Girls Basketball | Hall | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Tue., 2/4 | V Girls Ice Hockey | West Haven/SHA | Away - West haven Rink [Directions] | W 13-3 | 2:00 pm from SHS | |
| Thu., 2/6 | V Wrestling | Newington | Away - Richard Rogalski Gymnasium @ Newington High School [Directions] | W 54-9 | 3:45 pm | |
| Thu., 2/6 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - ISCC [Directions] | W 7-0 | ||
| Fri., 2/7 | V Boys Basketball | New Britain | Away - New Britain High School [Directions] | L 75-85 | 4:00 pm | |
| Fri., 2/7 | JV Boys Basketball | New Britain | Away - New Britain High School [Directions] | 5:15 p.m. | w/varsity | |
| Fri., 2/7 | FR Boys Basketball | New Britain | Away [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 2/7 | JV Boys Ice Hockey | E.O. Smith-Tolland | Home - ISCC [Directions] | 7:15 p.m. | ||
| Fri., 2/7 | V Girls Basketball | New Britain | Home - Simsbury High School [Directions] | W 56-26 | ||
| Fri., 2/7 | JV Girls Basketball | New Britain | Home - Simsbury High School [Directions] | W 59-26 | ||
| Fri., 2/7 | FR Girls Basketball | New Britain | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 2/7 | JV Girls Ice Hockey | Westminster | Away | 6:00 p.m. | no bus | |
| Sat., 2/8 | V Boys Ice Hockey | EnricoFermi | Away - Enfield Twin Rinks | W 4-3 (OT) | 2:20 pm from SHS | |
| Sat., 2/8 | JV Boys Ice Hockey | Westfield (MA) | Away | 6:00 p.m. | 4:30 pm @ SHS | |
| Sat., 2/8 | V Boys Indoor Track | CIAC Class LL State Championship | Away - Floyd Little Athletic Center, New Haven CT | 10:00 a.m. | 7:10 AM | |
| Sat., 2/8 | V Boys Swimming and Diving | Sprint Meet @ Shepaug | Away - Shepaug Valley H.S. Pool in Washington CT | 11:00 a.m. | 9:30 am | |
| Sat., 2/8 | V Wrestling | Glastonbury, Guilford, Cheshire | Away [Directions] | W 62-12 Guilford W 63-15 Glastonbury W 61-15 Chesire | 7:00 am | |
| Sat., 2/8 | V Co-ed Cross Country Skiing | @ Notchview | Away | 9:30 a.m. | 2 buses @ 5:45 am | |
| Sat., 2/8 | V Girls Ice Hockey | Guilford Coop | Home - ISCC [Directions] | W 2-0 | ||
| Sat., 2/8 | V Girls Indoor Track | Class LL State Championship | Away | 10:00 a.m. | with Boys | |
| Mon., 2/10 | JV Girls Ice Hockey | Hotchkiss | Away | 4:30 p.m. | 2:20 pm from SHS | |
| Tue., 2/11 | V Boys Basketball | Northwest Catholic | Home - Simsbury High School [Directions] | W 49-43 | ||
| Tue., 2/11 | JV Boys Basketball | Northwest Catholic | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Tue., 2/11 | FR Boys Basketball | Northwest Catholic | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Tue., 2/11 | JV Boys Ice Hockey | Longmeadow (MA) | Away | 4:00 p.m. | 2:30 pm from SHS | |
| Tue., 2/11 | V Boys Swimming and Diving | Conard | Home - Westminster School [Directions] | Conard 94 Simsbury 83 | ||
| Tue., 2/11 | V Girls Basketball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | L 45-58 | 4:00 pm | |
| Tue., 2/11 | JV Girls Basketball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | L 47-50 | w/varsity | |
| Tue., 2/11 | FR Girls Basketball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 2/11 | JV Girls Ice Hockey | Northern Lights U-14 | Home [Directions] | 5:45 p.m. | ||
| Wed., 2/12 | V Boys Ice Hockey | Conard | Away - Veteran's Memorial Rink [Directions] | L 3-4 | 6:15 pm from SHS | |
| Wed., 2/12 | V Boys Swimming and Diving | Southington | Home - Westminster School [Directions] | Southington 94 Simsbury 84 | ||
| Wed., 2/12 | V Wrestling | Farmington | Away - Farmington High School [Directions] | W 43-22 | 4:15 pm | |
| Wed., 2/12 | V Girls Ice Hockey | Darien | Home - ISCC [Directions] | W 3-2 | ||
| Wed., 2/12 | JV Girls Ice Hockey | North Haven | Home - ISCC [Directions] | 7:30 p.m. | ||
| Fri., 2/14 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Rink [Directions] | L 2-1 OT | 7:00 pm from Simsbury Farms | |
| Fri., 2/14 | JV Girls Ice Hockey | Loomis Chaffee School | Home - Simsbury Farms CC [Directions] | 4:15 p.m. | ||
| Sat., 2/15 | JV Boys Ice Hockey | Avon Old Farms | Away | 1:00 p.m. | no bus | |
| Sat., 2/15 | V Wrestling | C.C.C. Championships | Away - Farmington H.S. | Cancelled | 7:15 am | |
| Mon., 2/17 | V Boys Ice Hockey | Notre Dame-Fairfield | Home - ISCC [Directions] | L 2-6 | ||
| Mon., 2/17 | V Boys Indoor Track | CIAC State Open | Away - Floyd Little Athletic Center, New Haven CT | 3:00 p.m. | 12:00 pm | |
| Mon., 2/17 | JV Wrestling | CCC JV Tournament | Home - Simsbury High School [Directions] | 9:30 a.m. | ||
| Mon., 2/17 | V Girls Basketball | Farmington | Away - Farmington High School [Directions] | L 61-50 | 4:00 pm | |
| Mon., 2/17 | JV Girls Basketball | Farmington | Away - Farmington High School [Directions] | L 36-42 | w/varsity | |
| Mon., 2/17 | FR Girls Basketball | Farmington | Away - Farmington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 2/17 | V Girls Indoor Track | CT State Open | Away | 3:00 p.m. | with Boys | |
| Tue., 2/18 | V Boys Basketball | Conard | Away - Conard High School [Directions] | L 64-65 | 5:30 pm | |
| Tue., 2/18 | JV Boys Basketball | Conard | Away - Conard High School [Directions] | Cancelled | w/varsity | |
| Tue., 2/18 | FR Boys Basketball | Conard | Away - Conard High School [Directions] | Cancelled | 2:20 pm | |
| Thu., 2/20 | V Boys Basketball | Southington | Home - Simsbury High School [Directions] | W 75-54 | ||
| Thu., 2/20 | JV Boys Basketball | Southington | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Thu., 2/20 | V Competitive Cheerleading | 11th Annual Windsor Warrior Challenge Cheer Competition | Away - Windsor High School | 3:00 p.m. | 2:20 pm | |
| Thu., 2/20 | V Girls Basketball | Southington | Away - Southington High School [Directions] | W 52-36 | 4:00 pm | |
| Thu., 2/20 | JV Girls Basketball | Southington | Away - Southington High School [Directions] | W 46-21 | w/varsity | |
| Thu., 2/20 | FR Girls Basketball | Southington | Away - Southington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 2/20 | V Girls Ice Hockey | Hamden Coop | Away - Hamden [Directions] | W 6-1 | 1:45 pm from SHS | |
| Fri., 2/21 | V Boys Basketball | Glastonbury | Away - GHS Gymnasium [Directions] | L 71-75 | 4:00 pm | |
| Fri., 2/21 | JV Boys Basketball | Glastonbury | Away - GHS Gymnasium [Directions] | 5:30 p.m. | w/varsity | |
| Fri., 2/21 | FR Boys Basketball | Glastonbury | Away - GHS Gymnasium [Directions] | 4:00 p.m. | 2:20 pm | |
| Fri., 2/21 | V Wrestling | CIAC Class LL Championship | Away - Trumbull High School | 4:00 p.m. | 12:30 pm | |
| Fri., 2/21 | V Girls Ice Hockey | North Haven | Home - Simsbury Farms CC [Directions] | W 7-0 | ||
| Sat., 2/22 | V Boys Ice Hockey | East Catholic | Home - ISCC [Directions] | L 2-5 | ||
| Sat., 2/22 | V Boys Swimming and Diving | Splash 2014 Classic @ Plainville | Away | 12:30 a.m. | 11:15 am | |
| Sat., 2/22 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 9:15 a.m. | ||
| Sat., 2/22 | V Competitive Cheerleading | CCC Cheerleading Conference | Away - Glastonbury High School | 3:15 p.m. | 2:15 pm | |
| Mon., 2/24 | V Boys Basketball | Farmington | Home - Simsbury High School [Directions] | L 70-72 | ||
| Mon., 2/24 | JV Boys Basketball | Farmington | Home - Simsbury High School [Directions] | 5:15 p.m. | ||
| Mon., 2/24 | FR Boys Basketball | Farmington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Mon., 2/24 | V Girls Ice Hockey | Hall/Conard | Home [Directions] | W 4-1 | ||
| Tue., 2/25 | Unified Sports Basketball | vs. CREC River St. School | Home - Simsbury High School [Directions] | 3:00 p.m. | ||
| Wed., 2/26 | V Boys Ice Hockey | East Haven Coop | Home - ISCC [Directions] | L 4-7 | ||
| Thu., 2/27 | V Boys Basketball | Farmington | Home - Simsbury High School [Directions] | W 56-50 | ||
| Thu., 2/27 | V Boys Swimming and Diving | CCC West Swimming Championships @ Cornerstone | Away - Cornerstone Pool in West Hartford | 3:00 p.m. | 2:15 pm | |
| Fri., 2/28 | V Boys Ice Hockey | Glastonbury | Home - ISCC [Directions] | L 0-3 | ||
| Fri., 2/28 | V Boys Swimming and Diving | CCC West Diving Championships @ Westminster | Home [Directions] | 8:15 p.m. | ||
| Fri., 2/28 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:30 p.m. | no bus | |
| Fri., 2/28 | V Girls Ice Hockey | East Catholic Coop | Away - Trinity College [Directions] | W 3-2 (OT) | 4:30 pm from SHS | |
| Sat., 3/1 | V Boys Basketball | CCC Quarterfinals vs. Glastonbury | Away - Bulkeley H.S. | 1:00 p.m. | 10:15 am | |
| Sat., 3/1 | V Boys Ice Hockey | Wethersfield | Home - ISCC [Directions] | L 1-2 | ||
| Sat., 3/1 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:15 a.m. | no bus | |
| Sat., 3/1 | V Co-ed Cross Country Skiing | Ski Day | Away - Prospect Mountain | 9:30 a.m. | 7:00 am | |
| Sat., 3/1 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 10:30 a.m. | no bus | |
| Mon., 3/3 | V Girls Basketball | Hall | Home - Simsbury High School [Directions] | W 49-43 | ||
| Mon., 3/3 | Unified Sports Basketball | South Windsor | Away [Directions] | 3:00 p.m. | 1:50 pm | |
| Tue., 3/4 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - ISCC [Directions] | W 9-0 | ||
| Wed., 3/5 | Unified Sports Basketball | SHS Unified Tournament | Home - Simsbury High School [Directions] | 2:30 p.m. | ||
| Thu., 3/6 | V Girls Basketball | Danbury | Away - Danbury High School - MAIN gym [Directions] | 7:00 p.m. | ||
| Thu., 3/6 | V Girls Ice Hockey | Hall/Conard | Away - Simsbury High School [Directions] | W 5-1 | 4:45 from SHS | |
| Fri., 3/7 | V Wrestling | New England Championships | Away - Providence Career and Technical Center | 4:30 p.m. | no bus | |
| Sat., 3/8 | V Wrestling | New England Championships | Away - Providence Career and Technical Center | 9:15 a.m. | no bus | |
| Tue., 3/11 | V Boys Basketball | CIAC Class LL 1st-Round Game vs. TBA | Home - Simsbury High School [Directions] | 7:00 p.m. | ||
| Tue., 3/11 | Unified Sports Basketball | South Windsor | Home [Directions] | 3:00 p.m. | ||
| Wed., 3/12 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | 6:00 p.m. | 3:15 pm from SHS | |
| Wed., 3/12 | V Boys Swimming and Diving | CIAC Class LL Diving Trials/Finals | Away - Hamden HS [Directions] | 5:30 p.m. | ||
| Wed., 3/12 | Unified Sports Basketball | Unified Basketball Tournament | Away - New Britain High School | 3:00 p.m. | 1:50 pm | |
| Sat., 3/15 | V Boys Swimming and Diving | CIAC Class LL Qualifying | Away - Hamden HS [Directions] | 3:30 p.m. | 12:00 pm | |
| Wed., 3/19 | V Boys Swimming and Diving | CIAC Class LL Finals | Away - Wesleyan Univ. [Directions] | 3:00 p.m. | 12:30 pm | |
| Thu., 3/20 | V Boys Swimming and Diving | CIAC Open Diving | Away - Middletown [Directions] | 5:30 p.m. | ||
| Sat., 3/22 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | ||
| Sun., 3/23 | V Boys Spring Crew | CPSRA Erg ThROWdown | Away - Ocean Community YMCA in Mystic CT | 10:00 a.m. | one bus, 7:45 am | |
| Sun., 3/23 | V Girls Spring Crew | CPSRA Erg ThROWdown | Away - Ocean Community YMCA in Mystic CT | 10:00 a.m. | with boys | |
| Thu., 3/27 | V Boys Lacrosse | Hotchkiss (Scrim.) | Away | TBA | 2:20 pm | |
| Sat., 3/29 | V Boys Lacrosse | Greenwich (Scrim.) | Home - Simsbury High School [Directions] | Cancelled | ||
| Sat., 3/29 | V Boys Rugby | Fairfield Prep (Scrim.) | Home - Simsbury High School [Directions] | 11:00 a.m. | ||
| Sat., 3/29 | V Boys Volleyball | Glastonbury Play Day | Away | 9:00 a.m. | 7:45 am | |
| Sat., 3/29 | V Girls Lacrosse | Glastonbury Play Day | Away | 1:00 p.m. | 11:00 am | |
| Sat., 3/29 | V Girls Rugby | Southington | Home - Simsbury High School [Directions] | 1:00 p.m. | ||
| Mon., 3/31 | V Boys Volleyball | Lewis Mills (Scrim.) | Away [Directions] | 3:30 p.m. | 2:45 pm | |
| Mon., 3/31 | V Girls Tennis | Westminster (Scrim.) | Away | Cancelled | no bus | |
| Tue., 4/1 | V Boys Rugby | vs. Wilbraham & Monson Academy | Home - Simsbury High School [Directions] | 5:30 p.m. | ||
| Tue., 4/1 | JV Boys Rugby | vs. Wilbraham & Monson Academy | Home - Simsbury High School [Directions] | 7:00 p.m. | ||
| Tue., 4/1 | V Boys Tennis | Granby Memorial (Scrim.) | Home - Simsbury High School [Directions] | W 7-0 | ||
| Thu., 4/3 | V Boys Lacrosse | Westminster (Scrim.) | Away | TBA | no bus | |
| Thu., 4/3 | V Girls Lacrosse | Granby Memorial (Scrim.) | Away [Directions] | 3:30 p.m. | 2:20 pm | |
| Thu., 4/3 | JV Girls Lacrosse | Granby Memorial (Scrim.) | Away - Granby Memorial High School [Directions] | 5:00 p.m. | w/varsity | |
| Fri., 4/4 | V Baseball | Granby Memorial (Scrim.) | Home - Memorial Field [Directions] | 3:30 p.m. | ||
| Fri., 4/4 | V Boys Tennis | Avon Old Farms (Scrim.) | Away | L 2-5 | 2:20 pm | |
| Fri., 4/4 | V Boys Volleyball | Southington (Scrim.) | Away [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 4/4 | JV Boys Volleyball | Southington (Scrim.) | Away [Directions] | 3:45 p.m. | with varsity | |
| Fri., 4/4 | V Girls Rugby | Cheshire | Home - Simsbury High School [Directions] | 6:00 p.m. | ||
| Sat., 4/5 | V Boys Spring Crew | Andover/Glastonbury | Away - William Brown Boathouse, Andover MA | 1:00 p.m. | 2 buses, 9:15 am, leave from SHS | |
| Sat., 4/5 | V Boys Lacrosse | East Lyme/Avon | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Sat., 4/5 | V Boys Rugby | Fairfield Prep | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Sat., 4/5 | JV Boys Rugby | Fairfield Prep | Home - Simsbury High School [Directions] | 5:30 p.m. | ||
| Sat., 4/5 | V Girls Spring Crew | Andover/Glastonbury | Away - William Brown Boathouse, Andover MA | 1:00 p.m. | with boys | |
| Sat., 4/5 | V Girls Lacrosse | Ridgefield (Scrim.) | Away - Tiger Hollow Stadium [Directions] | 10:00 a.m. | 8:00 am | |
| Mon., 4/7 | V Baseball | Bristol Central (Scrim.) | Home - Memorial Field [Directions] | 4:00 p.m. | ||
| Mon., 4/7 | V Girls Lacrosse | Waterford (Scrim.) | Away - Alumni Turf Field [Directions] | 4:15 p.m. | 2:20 pm | |
| Mon., 4/7 | V Girls Tennis | Lewis Mills (Scrim.) | Home - Simsbury High School [Directions] | W 6-1 | ||
| Wed., 4/9 | V Baseball | Windsor | Home - Memorial Field [Directions] | W 3-1 | ||
| Wed., 4/9 | JV Baseball | Windsor | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 4/9 | V Boys Golf | Conard | Home - Simsbury Farms CC [Directions] | 160 | ||
| Wed., 4/9 | JV Boys Golf | Conard | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Wed., 4/9 | V Boys Lacrosse | Xavier | Home - Simsbury High School [Directions] | W 8-6 | ||
| Wed., 4/9 | JV Boys Lacrosse | Xavier | Home - Simsbury High School [Directions] | 4:30 p.m. | ||
| Wed., 4/9 | V Boys Outdoor Track | Newington | Away - Frank O' Rourke Track @ Alumni Field [Directions] | Simsbury 130 Newington 20 | 2:20 pm, 2 buses | |
| Wed., 4/9 | V Boys Tennis | Wethersfield | Away - Mill Woods Park [Directions] | W 7-0 | 2:20 pm w/Softball | |
| Wed., 4/9 | V Boys Volleyball | Conard | Away - Conard High School [Directions] | W 3-1 | 3:15 pm | |
| Wed., 4/9 | JV Boys Volleyball | Conard | Away - Conard High School [Directions] | W 2-1 | w/varsity | |
| Wed., 4/9 | V Girls Outdoor Track | Newington | Away - Frank O' Rourke Track @ Alumni Field [Directions] | Simsbury 126-Newington 123 | 2:20 pm; 2 buses | |
| Wed., 4/9 | V Softball | East Hartford | Away - McAuliffe Park [Directions] | L 0-2 | 2:20 pm w/Tennis-boys | |
| Wed., 4/9 | JV Softball | East Hartford | Away - McAuliffe Park [Directions] | L 5-14 | w/varsity | |
| Thu., 4/10 | FR Baseball | Windsor | Away - Windsor H.S. [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 4/10 | V Boys Golf | Hall | Away - Rockledge GC [Directions] | 159 | 2:00 pm | |
| Thu., 4/10 | JV Boys Golf | Hall | Away - Rockledge GC [Directions] | 3:00 p.m. | w/varsity | |
| Thu., 4/10 | FR Boys Lacrosse | Conard | Home - Simsbury High School [Directions] | W 17-2 | ||
| Thu., 4/10 | V Boys Rugby | @ Berkshire | Away | 4:30 p.m. | 3:00 pm | |
| Thu., 4/10 | JV Boys Rugby | Berkshire U19, Pittsfield MA | Away | 6:30 p.m. | with varsity | |
| Thu., 4/10 | V Boys Tennis | Avon | Home - Simsbury High School [Directions] | W 6-1 | ||
| Thu., 4/10 | V Girls Golf | Suffield | Away - Copper Hill [Directions] | Simsbury 210 Suffield/East Granby 249 | 1:30 pm | |
| Thu., 4/10 | V Girls Lacrosse | Berlin | Home - Simsbury High School [Directions] | W 16-2 | ||
| Thu., 4/10 | JV Girls Lacrosse | Berlin | Home - Simsbury High School [Directions] | 5:00 p.m. | ||
| Fri., 4/11 | V Boys Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | W 13-8 | 5:45 pm | |
| Fri., 4/11 | JV Boys Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 5:00 p.m. | 3:45 pm | |
| Fri., 4/11 | V Boys Volleyball | South Windsor | Away - South Windsor High School [Directions] | L 0-3 | 2:45 pm | |
| Fri., 4/11 | JV Boys Volleyball | South Windsor | Away - South Windsor High School [Directions] | L 0-2 | w/varsity | |
| Sat., 4/12 | V Baseball | Norwalk | Away - City Hall Field [Directions] | W 16-4 | 1:00 pm @ Memorial | |
| Sat., 4/12 | V Boys Spring Crew | Simsbury/Tabor Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | 2 Buses at 9:15 am | |
| Sat., 4/12 | V Boys Lacrosse | Hingham (MA) | Home - Simsbury High School [Directions] | W 11-8 | ||
| Sat., 4/12 | V Girls Spring Crew | Simsbury/Tabor Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | with boys | |
| Sat., 4/12 | V Girls Lacrosse | Guilford | Home - Simsbury High School [Directions] | W 13-5 | ||
| Sat., 4/12 | JV Girls Lacrosse | Guilford | Home - Simsbury High School [Directions] | 3:30 p.m. | ||
| Mon., 4/14 | V Baseball | E.O. Smith | Away - Farrell Field [Directions] | L 3-12 | 1:45 pm @ Memorial | |
| Mon., 4/14 | JV Baseball | E.O. Smith | Away - E.O. Smith HS [Directions] | 3:45 p.m. | w/varsity | |
| Mon., 4/14 | V Softball | Tolland | Home - Memorial Field [Directions] | L 3-10 | ||
| Wed., 4/16 | V Boys Spring Crew | Kent Scrimmage | Away - Kent School in Kent CT | TBA | 2 buses at 10:15 am | |
| Wed., 4/16 | V Boys Lacrosse | Joel Barlow | Home - Simsbury High School [Directions] | W 8-6 | ||
| Wed., 4/16 | JV Boys Lacrosse | Joel Barlow | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Wed., 4/16 | V Girls Spring Crew | Kent Scrimmage | Away - Kent School in Kent CT | TBA | with boys | |
| Thu., 4/17 | V Baseball | Granby Memorial | Home - Memorial Field [Directions] | W 9-1 | ||
| Thu., 4/17 | JV Baseball | Granby Memorial | Home - Simsbury High School [Directions] | 12:00 p.m. | ||
| Thu., 4/17 | FR Baseball | Berlin | Away - Percival Field [Directions] | 12:00 p.m. | 10:30 am | |
| Thu., 4/17 | V Softball | Newington | Home - Memorial Field [Directions] | W 2-1 | ||
| Sat., 4/19 | V Boys Spring Crew | St. John's/Shrewsbury Invitational | Away - Lake Quinsigamond, Worcester MA | 3:40 p.m. | 2 buses at 11:45 am | |
| Sat., 4/19 | V Girls Spring Crew | St. John's/Shrewsbury Invitational | Away - Lake Quinsigamond, Worcester MA | 1:30 p.m. | with boys | |
| Mon., 4/21 | V Baseball | Hall | Away - Hall HS Varsity Baseball Field [Directions] | L 13-14 | 2:20 pm | |
| Mon., 4/21 | JV Baseball | Hall | Away - Hall HS JV Baseball Field [Directions] | 3:45 p.m. | w/varsity | |
| Mon., 4/21 | FR Baseball | Hall | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Mon., 4/21 | V Boys Tennis | Bristol Eastern | Home - Simsbury High School [Directions] | W 7-0 | ||
| Mon., 4/21 | V Girls Golf | Glastonbury | Home - Simsbury Farms CC [Directions] | Simsbury 184 Glastonbury 197 | ||
| Mon., 4/21 | V Girls Lacrosse | South Windsor | Away - South Windsor H.S. [Directions] | W 16-3 | 2:20 pm | |
| Mon., 4/21 | JV Girls Lacrosse | South Windsor | Away - South Windsor H.S. [Directions] | 5:15 p.m. | w/varsity | |
| Mon., 4/21 | V Softball | Hall | Home - Memorial Field [Directions] | W 7-0 | ||
| Mon., 4/21 | V Girls Tennis | Berlin | Away - Berlin High School [Directions] | W 6-1 | 2:20 pm | |
| Tue., 4/22 | V Boys Golf | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 160 | ||
| Tue., 4/22 | JV Boys Golf | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Tue., 4/22 | FR Boys Lacrosse | Hall | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Tue., 4/22 | V Boys Outdoor Track | Southington | Away - Southington High School [Directions] | Simsbury 82 Southington 68 | 2:20 pm; 2 buses | |
| Tue., 4/22 | V Girls Outdoor Track | Southington | Away - Southington High School [Directions] | 136-14 | 2:20 pm; 2 buses | |
| Wed., 4/23 | JV Baseball | New Britain | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 4/23 | FR Baseball | New Britain | Away - Stanley Quarter Park [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 4/23 | V Boys Lacrosse | Southington | Away - Southington High School [Directions] | W 10-4 | 5:15 pm | |
| Wed., 4/23 | JV Boys Lacrosse | Southington | Away - Southington High School [Directions] | 4:30 p.m. | 3:00 pm | |
| Wed., 4/23 | V Boys Rugby | vs. Madison | Home [Directions] | 6:00 p.m. | ||
| Wed., 4/23 | V Boys Tennis | Longmeadow (MA) | Home - Simsbury High School [Directions] | W 6-1 | ||
| Wed., 4/23 | V Boys Volleyball | Bloomfield | Home - Simsbury High School [Directions] | W 3-0 | ||
| Wed., 4/23 | JV Boys Volleyball | Bloomfield | Home - Simsbury High School [Directions] | L 1-2 | ||
| Wed., 4/23 | V Girls Golf | Newington | Home - Simsbury Farms CC [Directions] | Simsbury 187 Newington 213 | ||
| Wed., 4/23 | V Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | W 13-12 | 3:00 pm | |
| Wed., 4/23 | JV Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 4:00 p.m. | 2:20 pm | |
| Wed., 4/23 | V Softball | New Britain | Away - Martha Hart Park [Directions] | L 8-10 | 4:15 pm | |
| Wed., 4/23 | JV Softball | New Britain | Away - Martha Hart Park [Directions] | W 9-6 | 2:20 pm | |
| Thu., 4/24 | V Boys Golf | New Britain | Away - Stanley Golf Course [Directions] | 155 | 2:00 pm | |
| Thu., 4/24 | FR Boys Lacrosse | Avon | Away - Avon Middle School [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 4/24 | V Boys Volleyball | East Hartford | Away - East Hartford High School [Directions] | L 1-3 | 2:45 pm | |
| Thu., 4/24 | JV Boys Volleyball | East Hartford | Away - East Hartford High School [Directions] | L 0-2 | w/varsity | |
| Thu., 4/24 | V Girls Rugby | New London | Home - Simsbury High School [Directions] | 5:00 p.m. | ||
| Fri., 4/25 | V Baseball | Newington | Away - Alumni VAR Baseball Fld on Alumni Rd. [Directions] | W 10-3 | 2:20 pm | |
| Fri., 4/25 | JV Baseball | Newington | Away - Mill Pond Park Field on Garfield St. off Willard Ave. across Town Hall [Directions] | 3:45 p.m. | w/varsity | |
| Fri., 4/25 | FR Baseball | Newington | Home - Simsbury High School [Directions] | 5:00 p.m. | ||
| Fri., 4/25 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury High School | 5:30 p.m. | 3:00 pm; 1 bus | |
| Fri., 4/25 | V Boys Tennis | RHAM | Away - RHAM High School Athletic Complex [Directions] | W 4-3 | 2:20 pm | |
| Fri., 4/25 | V Boys Volleyball | Wolcott Tech | Home - Simsbury High School [Directions] | L 0-3 | ||
| Fri., 4/25 | JV Boys Volleyball | Wolcott Tech | Home - Simsbury High School [Directions] | L 1-2 | ||
| Fri., 4/25 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury High School | 5:30 p.m. | with Boys | |
| Fri., 4/25 | V Girls Tennis | E.O. Smith | Home - Simsbury High School [Directions] | W 5-2 | ||
| Sat., 4/26 | V Boys Spring Crew | Quinsigamond Cup | Away - Lake Quinsigamond, Worcester MA | 1:00 p.m. | 2 buses at 9:15 am | |
| Sat., 4/26 | V Boys Lacrosse | Glastonbury | Home - Simsbury High School [Directions] | W 9-8 | ||
| Sat., 4/26 | JV Boys Lacrosse | Glastonbury | Home - Simsbury High School [Directions] | 1:00 p.m. | ||
| Sat., 4/26 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury High School | 9:30 a.m. | 6:30 am; 1 bus | |
| Sat., 4/26 | V Girls Spring Crew | Quinsigamond Cup | Away - Lake Quinsigamond, Worcester MA | 1:00 p.m. | with boys | |
| Sat., 4/26 | V Girls Lacrosse | East Lyme | Home - Simsbury High School [Directions] | W 14-7 | ||
| Sat., 4/26 | JV Girls Lacrosse | East Lyme | Home - Simsbury High School [Directions] | 11:00 a.m. | ||
| Sat., 4/26 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury High School | tournament overall champion and large school champion | 6:30 am; 1 bus | |
| Sat., 4/26 | V Girls Rugby | French-American | Home [Directions] | 4:00 p.m. | ||
| Sun., 4/27 | V Boys Rugby | Cheshire | Home - Simsbury High School [Directions] | 2:30 p.m. | ||
| Sun., 4/27 | JV Boys Rugby | Cheshire | Home - Simsbury High School [Directions] | 3:00 p.m. | ||
| Mon., 4/28 | V Baseball | Bristol Eastern | Away - Bristol Eastern High School [Directions] | W 7-0 | 2:20 pm | |
| Mon., 4/28 | JV Baseball | Bristol Eastern | Away - Bristol Eastern High School [Directions] | 3:45 p.m. | w/varsity | |
| Mon., 4/28 | FR Baseball | Bristol Eastern | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Mon., 4/28 | V Boys Lacrosse | Daniel Hand | Away - DHHS Turf Field [Directions] | W 13-7 | 5:00 pm | |
| Mon., 4/28 | JV Boys Lacrosse | Daniel Hand | Away - DHHS Turf Field [Directions] | 5:00 p.m. | 3:00 pm | |
| Mon., 4/28 | V Boys Tennis | Glastonbury | Home - Simsbury High School [Directions] | W 5-2 | ||
| Mon., 4/28 | V Boys Volleyball | Bulkeley | Home - Simsbury High School [Directions] | W 3-0 | ||
| Mon., 4/28 | JV Boys Volleyball | Bulkeley | Home - Simsbury High School [Directions] | Cancelled | ||
| Mon., 4/28 | V Girls Golf | Berlin | Away - Timberlin GC [Directions] | Simsbury 189 Berlin 191 | 1:30 pm | |
| Mon., 4/28 | V Softball | Berlin | Home - Memorial Field [Directions] | L 4-9 | ||
| Mon., 4/28 | JV Softball | Berlin | Home - Simsbury High School [Directions] | L 0-19 | ||
| Mon., 4/28 | V Girls Tennis | South Windsor | Away - Simsbury [Directions] | L 2-5 | 2:20 pm | |
| Tue., 4/29 | FR Baseball | Avon | Away - Avon High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 4/29 | V Boys Golf | Southington | Home - Simsbury Farms CC [Directions] | 154 | ||
| Tue., 4/29 | JV Boys Golf | Southington | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Tue., 4/29 | FR Boys Lacrosse | Farmington | Away - Westwoods School [Directions] | 4:00 p.m. | 2:20 pm | |
| Tue., 4/29 | V Boys Outdoor Track | Conard | Away - Conard HS Stadium [Directions] | Simsbury 109 Conard 41 | 2:20 pm; 2 buses | |
| Tue., 4/29 | V Boys Tennis | E.O. Smith | Home - Simsbury High School [Directions] | W 7-0 | ||
| Tue., 4/29 | V Girls Lacrosse | Southington | Home - Simsbury High School [Directions] | W 15-9 | ||
| Tue., 4/29 | JV Girls Lacrosse | Southington | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Tue., 4/29 | V Girls Outdoor Track | Conard | Away - Conard HS Stadium [Directions] | 3:45 p.m. | 2:20 pm; 2 buses | |
| Wed., 4/30 | V Boys Volleyball | Wethersfield | Home - Simsbury High School [Directions] | W 3-2 | ||
| Wed., 4/30 | JV Boys Volleyball | Wethersfield | Home - Simsbury High School [Directions] | L 0-2 | ||
| Thu., 5/1 | V Boys Golf | Newington | Away - Indian Hill CC, Newington [Directions] | 158 | 2:00 pm | |
| Thu., 5/1 | JV Boys Golf | Newington | Away - Indian Hill CC, Newington [Directions] | 3:00 p.m. | w/varsity | |
| Thu., 5/1 | V Boys Outdoor Track | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | Simsbury 97 Hall 53 | 2:20 pm; 2 buses | |
| Thu., 5/1 | V Girls Outdoor Track | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 3:45 p.m. | 2:20 pm; 2 buses | |
| Fri., 5/2 | V Baseball | Southington | Home - Memorial Park [Directions] | L 0-15 | ||
| Fri., 5/2 | JV Baseball | Southington | Away - Southington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 5/2 | V Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | W 7-5 | 4:30 pm | |
| Fri., 5/2 | JV Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 4:30 p.m. | 2:20 pm | |
| Fri., 5/2 | V Boys Tennis | Newington | Away - Tennis Courts behind NHS [Directions] | W 7-0 | 2:20 pm | |
| Fri., 5/2 | V Boys Volleyball | Southington | Home - Simsbury High School [Directions] | L 0-3 | ||
| Fri., 5/2 | JV Boys Volleyball | Southington | Home - Simsbury High School [Directions] | L 0-2 | ||
| Fri., 5/2 | V Girls Lacrosse | Cheshire | Home - Simsbury High School [Directions] | W 13-9 | ||
| Fri., 5/2 | JV Girls Lacrosse | Cheshire | Home - Simsbury High School [Directions] | 5:30 p.m. | ||
| Fri., 5/2 | FR Girls Lacrosse | Cheshire | Home - Simsbury High School [Directions] | 4:30 p.m. | ||
| Fri., 5/2 | V Softball | Southington | Home - Memorial Field [Directions] | L 0-13 | ||
| Fri., 5/2 | JV Softball | Southington | Home - Simsbury High School [Directions] | L 0-22 | ||
| Fri., 5/2 | V Girls Tennis | Newington | Home - Simsbury High School [Directions] | W 4-3 | ||
| Sat., 5/3 | FR Baseball | RHAM | Home - Simsbury High School [Directions] | 3:30 p.m. | ||
| Sat., 5/3 | FR Girls Lacrosse | Westminster | Home - Simsbury High School [Directions] | 4:15 p.m. | ||
| Sun., 5/4 | V Girls Rugby | Southington | Away [Directions] | 9:00 a.m. | 7:00 am | |
| Mon., 5/5 | V Baseball | Conard | Home - Memorial Field [Directions] | W 4-1 | ||
| Mon., 5/5 | JV Baseball | Conard | Home - Memorial Field [Directions] | 3:30 p.m. | ||
| Mon., 5/5 | FR Baseball | Conard | Away - Conard High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 5/5 | V Boys Golf | Avon Invitational | Away - Blue Fox Run | 165 | no bus | |
| Mon., 5/5 | V Boys Lacrosse | New Fairfield | Away - Rebel Stadium [Directions] | W 9-8(6OT) | 3:15 pm | |
| Mon., 5/5 | JV Boys Lacrosse | New Fairfield | Away - NFHS Komlo Field [Directions] | 4:30 p.m. | 2:20 pm | |
| Mon., 5/5 | V Boys Tennis | Hall | Home - Simsbury High School [Directions] | W 6-1 | ||
| Mon., 5/5 | V Boys Volleyball | Hall | Away - Hall HS - Gym A [Directions] | W 3-2 | 3:30 pm | |
| Mon., 5/5 | JV Boys Volleyball | Hall | Away - Hall HS - Gym A [Directions] | L 0-2 | w/varsity | |
| Mon., 5/5 | V Girls Golf | Middletown, Wethersfield | Away - Lyman Orchards Apple Nine [Directions] | Simsbury 143 Wethersfield 174 Middletown 221 | 1:30 pm | |
| Mon., 5/5 | FR Girls Lacrosse | Hall | Away - Hall HS Field Hockey Stadium [Directions] | 4:00 p.m. | 3:45 pm | |
| Mon., 5/5 | V Softball | Conard | Away - Conard High School [Directions] | L 1-4 | 2:20 pm | |
| Mon., 5/5 | V Girls Tennis | Hall | Away - Hall HS Tennis Courts [Directions] | W 7-0 | 2:20 pm | |
| Tue., 5/6 | V Boys Golf | Farmington | Away - Tunxis Plantation CC [Directions] | 157 | 2:00 pm | |
| Tue., 5/6 | JV Boys Golf | Farmington | Away - Tunxis Plantation CC [Directions] | 3:00 p.m. | w/varsity | |
| Tue., 5/6 | FR Boys Lacrosse | Windsor | Away [Directions] | 4:45 p.m. | 4:00 pm | |
| Tue., 5/6 | V Boys Outdoor Track | Northwest Catholic | Home - Simsbury High School [Directions] | Simsbury 129 NW Catholic 21 | ||
| Tue., 5/6 | V Girls Lacrosse | Suffield | Away - Beneski Turf Field SHS [Directions] | W 13-5 | 4:30 pm | |
| Tue., 5/6 | JV Girls Lacrosse | Suffield | Away - Beneski Turf Field SHS [Directions] | 4:30 p.m. | 2:30 pm | |
| Tue., 5/6 | V Girls Outdoor Track | Northwest Catholic | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Girls Tennis | RHAM | Away - RHAM High School Athletic Complex [Directions] | W 4-3 | 2:20 pm | |
| Wed., 5/7 | V Baseball | Platt | Home - Memorial Field [Directions] | W 13-0 | ||
| Wed., 5/7 | JV Baseball | Platt | Home - Simsbury High School [Directions] | 4:30 p.m. | ||
| Wed., 5/7 | V Boys Lacrosse | South Windsor | Home - Simsbury High School [Directions] | W 18-1 | ||
| Wed., 5/7 | JV Boys Lacrosse | South Windsor | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Wed., 5/7 | V Boys Volleyball | Farmington | Home - Simsbury High School [Directions] | L 0-3 | ||
| Wed., 5/7 | JV Boys Volleyball | Farmington | Home - Simsbury High School [Directions] | L 1-2 | ||
| Wed., 5/7 | V Girls Golf | East Hartford, Plainville | Away - East Hartford Golf Course [Directions] | Simsbury 180 Plainville 267 Middletown 316 | 1:30 pm | |
| Wed., 5/7 | JV Girls Golf | East Hartford, Plainville | Away [Directions] | 3:00 p.m. | w/varsity | |
| Wed., 5/7 | V Softball | Bristol Eastern | Away - Bristol Eastern High School [Directions] | L 0-9 | 2:20 pm | |
| Wed., 5/7 | JV Softball | Bristol Eastern | Away - Wilson Field [Directions] | W 14-8 | w/varsity | |
| Thu., 5/8 | V Boys Golf | Conard | Away - Rockledge Golf Course [Directions] | 150 | 2:00 pm | |
| Thu., 5/8 | JV Boys Golf | Conard | Away - Rockledge Golf Course [Directions] | 3:00 p.m. | w/varsity | |
| Thu., 5/8 | V Girls Golf | New Britain | Away - Stanley Golf Course [Directions] | Cancelled | 1:30 pm | |
| Thu., 5/8 | V Girls Golf | New Britain | Away - Stanley Golf Course [Directions] | Simsbury 189 New Britain 259 | 2:00 pm | |
| Thu., 5/8 | JV Girls Golf | Avon | Away - Blue Fox Run [Directions] | 3:00 p.m. | 2:20 pm | |
| Thu., 5/8 | V Girls Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | W 11-6 | 2:20 pm | |
| Thu., 5/8 | JV Girls Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 5:30 p.m. | 4:15 pm | |
| Thu., 5/8 | V Girls Rugby | New London | Away [Directions] | Cancelled | TBA | |
| Thu., 5/8 | JV Softball | Hall | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 5/9 | V Baseball | Farmington | Away - Tunxis Mead Park [Directions] | W 12-6 | 5:00 pm @ Memorial | |
| Fri., 5/9 | JV Baseball | Farmington | Home - Memorial Field Simsbury [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 5/9 | FR Baseball | Farmington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 5/9 | V Boys Lacrosse | Conard | Away - Conard HS Stadium [Directions] | W 17-5 | 5:45 pm | |
| Fri., 5/9 | JV Boys Lacrosse | Conard | Away - Conard HS Stadium [Directions] | 5:00 p.m. | 3:45 pm | |
| Fri., 5/9 | V Boys Rugby | New London | Away [Directions] | 5:30 p.m. | 3:45 pm | |
| Fri., 5/9 | JV Boys Rugby | New London | Away [Directions] | 6:30 p.m. | with varsity | |
| Fri., 5/9 | V Boys Volleyball | EnricoFermi | Away - Fermi High School | L 1-3 | 2:45 pm | |
| Fri., 5/9 | JV Boys Volleyball | EnricoFermi | Away - Fermi High School | L 0-2 | w/varsity | |
| Fri., 5/9 | FR Girls Lacrosse | vs. Litchfield Hills Girls' Lacrosse | Home - Simsbury High School [Directions] | 6:00 p.m. | ||
| Fri., 5/9 | V Softball | Farmington | Home - Memorial Field [Directions] | W 16-7 | ||
| Sat., 5/10 | V Boys Spring Crew | Kent - CT Championships | Away - Lake Waramaug, New Preston CT | TBA | 2 buses at 10:15 am from the Boathouse | |
| Sat., 5/10 | V Boys Outdoor Track | Greater Hartford Invitational | Home - Simsbury High School [Directions] | TBA | ||
| Sat., 5/10 | V Girls Spring Crew | Kent - CT Championships | Away - Lake Waramaug, New Preston CT | TBA | with boys | |
| Sat., 5/10 | V Girls Outdoor Track | Greater Hartford Invitational | Home - Simsbury High School [Directions] | TBA | ||
| Sat., 5/10 | V Girls Rugby | Cheshire | Away [Directions] | 10:00 a.m. | 8:00 am | |
| Sun., 5/11 | V Boys Spring Crew | Novice Regatta | Away - Harbor Park, Middletown CT | TBA | 1 bus at 5:30 am from SHS | |
| Sun., 5/11 | V Girls Spring Crew | Novice Regatta | Away - Harbor Park, Middletown CT | TBA | with boys | |
| Mon., 5/12 | V Baseball | Newington | Home - Memorial Field [Directions] | W 3-0 | ||
| Mon., 5/12 | JV Baseball | Newington | Home - Memorial Field [Directions] | 3:45 p.m. | ||
| Mon., 5/12 | FR Baseball | Newington | Away - Mill Pond Park Field on Garfield St. off Willard Ave. across Town Hall [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 5/12 | V Boys Lacrosse | Cheshire | Away - Cheshire High Main Game field [Directions] | W 12-10 | 4:15 pm | |
| Mon., 5/12 | JV Boys Lacrosse | Cheshire | Away - Cheshire High practice fields [Directions] | 4:30 p.m. | 2:20 pm | |
| Mon., 5/12 | V Boys Tennis | New Britain | Home - Simsbury High School [Directions] | W 5-2 | ||
| Mon., 5/12 | V Boys Volleyball | Conard | Home - Simsbury High School [Directions] | L 1-3 | ||
| Mon., 5/12 | JV Boys Volleyball | Conard | Home - Simsbury High School [Directions] | L 0-2 | ||
| Mon., 5/12 | V Girls Golf | East Catholic | Home - Simsbury Farms CC [Directions] | Simsbury 185 East Catholic 204 | ||
| Mon., 5/12 | V Girls Lacrosse | Conard | Home - Simsbury High School [Directions] | W 17-8 | ||
| Mon., 5/12 | JV Girls Lacrosse | Conard | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Mon., 5/12 | V Softball | Newington | Away - Softball Field - Behind NHS past Tennis Courts [Directions] | L 0-3 | 2:20 pm | |
| Mon., 5/12 | V Girls Tennis | New Britain | Away - New Britain High School [Directions] | W 6-1 | 2:20 pm | |
| Tue., 5/13 | V Baseball | New Britain | Away - Beehive Stadium [Directions] | W 5-3 | 4:15 pm at Memorial | |
| Tue., 5/13 | V Boys Golf | Hall | Home - Simsbury Farms CC [Directions] | 158 | ||
| Tue., 5/13 | JV Boys Golf | Hall | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Tue., 5/13 | V Boys Outdoor Track | New Britain | Home - Simsbury High School [Directions] | Simsbury 84 New Britain 66 | ||
| Tue., 5/13 | FR Girls Lacrosse | Conard | Away - Conard HS North Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 5/13 | V Girls Outdoor Track | New Britain | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Tue., 5/13 | V Softball | Northwest Catholic | Home - Memorial Field [Directions] | W 6-1 | ||
| Tue., 5/13 | JV Softball | Northwest Catholic | Home - Memorial Field [Directions] | 3:45 p.m. | ||
| Wed., 5/14 | V Baseball | Hall | Home - Memorial Field [Directions] | W 3-2 | ||
| Wed., 5/14 | JV Baseball | Hall | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 5/14 | FR Baseball | Hall | Away - Hall HS JV Baseball Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 5/14 | V Boys Golf | Wethersfield | Away [Directions] | 160 | 2:00 pm | |
| Wed., 5/14 | V Boys Lacrosse | Granby Memorial (Scrim.) | Away - Granby Memorial High School [Directions] | 3:45 p.m. | 2:45 pm | |
| Wed., 5/14 | JV Boys Lacrosse | Granby Memorial (Scrim.) | Away - Granby Memorial High School [Directions] | 5:15 p.m. | 4:15 pm | |
| Wed., 5/14 | FR Boys Lacrosse | Avon | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 5/14 | V Boys Rugby | Southington | Away [Directions] | 5:00 p.m. | 3:30 pm | |
| Wed., 5/14 | V Boys Rugby | Hartford | Away - Colt Park | Cancelled | 3:45 pm | |
| Wed., 5/14 | V Boys Tennis | Northwest Catholic | Away - St. Joseph's College, West Hartford [Directions] | W 6-1 | 2:20 pm | |
| Wed., 5/14 | V Boys Volleyball | Bulkeley | Away - Bulkeley High School Field House [Directions] | W 3-0 | 3:15 pm | |
| Wed., 5/14 | JV Boys Volleyball | Bulkeley | Away - Bulkeley High School Field House [Directions] | Cancelled | ||
| Wed., 5/14 | V Girls Golf | Northwest Catholic | Away - Wampanoag Country Club, West Hartford, CT. [Directions] | Simsbury 196 Northwest Catholic 226 | 2:00 pm | |
| Wed., 5/14 | V Softball | Hall | Away - Hall HS Varsity Softball Field [Directions] | W 5-2 | 2:45 pm | |
| Wed., 5/14 | JV Softball | Hall | Away - Hall HS JV Softball Field [Directions] | 3:45 p.m. | w/ varsity | |
| Wed., 5/14 | V Girls Tennis | Northwest Catholic | Home - Simsbury High School [Directions] | L 2-5 | ||
| Thu., 5/15 | V Boys Golf | Northwest Catholic | Away - Wampanoag Country Club, West Hartford, CT. [Directions] | 159 | 2:00 pm | |
| Thu., 5/15 | V Boys Lacrosse | Tolland | Away - Tolland High School [Directions] | W 18-0 | 3:45 pm | |
| Thu., 5/15 | JV Boys Lacrosse | Tolland | Away - Tolland High School [Directions] | 4:00 p.m. | 2:20 pm | |
| Thu., 5/15 | V Boys Volleyball | Rockville | Home - Simsbury High School [Directions] | L 2-3 | ||
| Thu., 5/15 | JV Boys Volleyball | Rockville | Home - Simsbury High School [Directions] | L 0-2 | ||
| Thu., 5/15 | V Girls Golf | Suffield | Home - Simsbury Farms CC [Directions] | Simsbury 192 Suffield/East Granby 219 | ||
| Thu., 5/15 | JV Girls Golf | Southington, Glastonbury | Away - Hawk's Landing CC [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 5/15 | V Girls Lacrosse | Glastonbury | Home - Simsbury High School [Directions] | L 17-5 | ||
| Thu., 5/15 | JV Girls Lacrosse | Glastonbury | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 5/16 | FR Boys Lacrosse | Glastonbury | Away - GHS Turf Field [Directions] | 5:00 p.m. | 3:00 pm | |
| Sat., 5/17 | V Girls Rugby | Algonquin, MA | Away | 1011:00 a.m. | 7:00 am | |
| Sun., 5/18 | V Boys Spring Crew | Connecticut Public School Rowing Championships | Away - Lake Waramaug, New Preston CT | TBA | 2 buses (1 at 5:45 am, 1 at 7:00 am) | |
| Sun., 5/18 | V Girls Spring Crew | Connecticut Public School Rowing Championships | Away - Lake Waramaug, New Preston CT | TBA | with boys | |
| Mon., 5/19 | V Baseball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | L 3-6 | 2:20 pm | |
| Mon., 5/19 | JV Baseball | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | 3:45 p.m. | w/varsity | |
| Mon., 5/19 | FR Baseball | RHAM | Away - RHAM High School Athletic Complex [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 5/19 | V Boys Lacrosse | Avon Old Farms | Away | 3:30 p.m. | 2:20 pm | |
| Mon., 5/19 | FR Boys Lacrosse | Windsor | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Mon., 5/19 | V Boys Tennis | Conard | Home - Simsbury High School [Directions] | W 6-1 | ||
| Mon., 5/19 | V Boys Volleyball | Wethersfield | Away - Silas Deane Middle School [Directions] | L 2-3 | 2:45 pm | |
| Mon., 5/19 | JV Boys Volleyball | Wethersfield | Away - Silas Deane Middle School [Directions] | L 0-2 | w/varsity | |
| Mon., 5/19 | V Girls Golf | Hall | Home - Simsbury Farms CC [Directions] | Simsbury 186 Hall 199 | ||
| Mon., 5/19 | FR Girls Lacrosse | Westminster | Away | 4:00 p.m. | 2:30 pm | |
| Mon., 5/19 | V Softball | Northwest Catholic | Away - Northwest Catholic High School [Directions] | W 8-0 | 2:20 pm | |
| Mon., 5/19 | V Girls Tennis | Conard | Away - Conard High School [Directions] | W 6-1 | 2:20 pm | |
| Tue., 5/20 | V Boys Golf | New Britain | Home - Simsbury Farms CC [Directions] | 163 | ||
| Tue., 5/20 | V Boys Lacrosse | Newington | Away - ClemLemire Rec.Complex corner Willard Ave. & New Britain Ave.,Newington [Directions] | W 16-3 | 2:20 pm | |
| Tue., 5/20 | JV Boys Lacrosse | Newington | Away - Fields in front of the VA Hospital next to NHS [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 5/20 | FR Boys Lacrosse | Hall | Away - Hall HS Boys Lacrosse Practice Field [Directions] | 4:00 p.m. | 2:45 pm | |
| Tue., 5/20 | V Boys Outdoor Track | Farmington | Away - Farmington High School [Directions] | Simsbury 71 Farmington 79 | 1 bus at 2 pm; 1 bus at 2:20 pm | |
| Tue., 5/20 | V Girls Outdoor Track | Farmington | Away - Farmington High School [Directions] | 3:15 p.m. | 2:20 pm; 2 buses | |
| Tue., 5/20 | V Girls Tennis | Glastonbury | Home - Simsbury High School [Directions] | L 7-0 | ||
| Wed., 5/21 | V Baseball | Southington | Away - Southington High School [Directions] | L 1-3 | 5:00 pm @ Memorial | |
| Wed., 5/21 | JV Baseball | Southington | Home - Memorial Field [Directions] | 3:45 p.m. | ||
| Wed., 5/21 | FR Baseball | Southington | Away - Southington High School [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 5/21 | V Boys Golf | Southington | Away - Hawks Landing [Directions] | 157 | 2:00 pm | |
| Wed., 5/21 | JV Boys Golf | Southington | Away - Hawks Landing [Directions] | 3:00 p.m. | w/varsity | |
| Wed., 5/21 | V Boys Rugby | vs. West Hartford | Home - Simsbury High School [Directions] | 5:30 p.m. | Senior Night | |
| Wed., 5/21 | JV Boys Rugby | vs. West Hartford | Home - Simsbury High School [Directions] | 7:00 p.m. | ||
| Wed., 5/21 | V Boys Volleyball | Hall | Home - Simsbury High School [Directions] | W 3-1 | ||
| Wed., 5/21 | JV Boys Volleyball | Hall | Home - Simsbury High School [Directions] | W 2-0 | ||
| Wed., 5/21 | V Girls Golf | Conard | Home - Simsbury Farms CC [Directions] | Simsbury 176 Conard 202 | ||
| Wed., 5/21 | FR Girls Lacrosse | Conard | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 5/21 | V Softball | Southington | Away - Southington High School [Directions] | L 5-8 | 2:20 pm | |
| Thu., 5/22 | V Boys Golf | Chappa Two Ball Tournament | Away - Longshore, Westport CT | TBA | ||
| Thu., 5/22 | V Girls Golf | Avon, Sacred Heart | Away | 3:00 p.m. | no bus | |
| Thu., 5/22 | V Girls Lacrosse | Farmington | Away - Farmington High School [Directions] | W 12-7 | 5:45 pm | |
| Thu., 5/22 | JV Girls Lacrosse | Farmington | Away - Farmington High School, upper field [Directions] | 5:15 p.m. | 3:45 pm | |
| Fri., 5/23 | V Boys Spring Crew | New England Interscholastic Championship | Away - Lake Quinsigamond, Worcester MA | TBA | 2 buses at 10:30 am - Overnight | |
| Fri., 5/23 | JV Boys Lacrosse | Glastonbury | Home - Simsbury High School [Directions] | 4:00 p.m. | ||
| Fri., 5/23 | V Boys Tennis | Farmington | Away - Farmington High School [Directions] | W 7-0 | 2:20 pm | |
| Fri., 5/23 | V Boys Volleyball | Farmington | Away - Farmington High School [Directions] | L 0-3 | 2:45 pm | |
| Fri., 5/23 | JV Boys Volleyball | Farmington | Away - Farmington High School [Directions] | 4:00 p.m. | w/varsity | |
| Fri., 5/23 | V Girls Spring Crew | New England Interscholastic Championship | Away - Lake Quinsigamond, Worcester MA | TBA | with boys | |
| Fri., 5/23 | V Girls Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | W 17-10 | 4:30 pm | |
| Fri., 5/23 | JV Girls Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 5:30 p.m. | 3:30 pm | |
| Fri., 5/23 | V Girls Tennis | Farmington | Home - Simsbury High School [Directions] | W 4-1 | ||
| Sat., 5/24 | V Girls Rugby | Simsbury 7s | Home - Simsbury High School [Directions] | 10:00 a.m. | ||
| Mon., 5/26 | V Baseball | Conard | Away - Conard High School [Directions] | W 4-2 | 3:15 pm @ Memorial | |
| Mon., 5/26 | V Softball | Conard | Home - Memorial Field [Directions] | L 3-8 | ||
| Tue., 5/27 | V Baseball | Farmington | Home - Memorial Field [Directions] | W 5-2 | ||
| Tue., 5/27 | JV Baseball | Farmington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Tue., 5/27 | FR Baseball | Farmington | Away - Tunxis Mead Park [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 5/27 | V Boys Golf | Newington | Home - Simsbury Farms CC [Directions] | 154 | ||
| Tue., 5/27 | JV Boys Golf | Newington | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Tue., 5/27 | V Boys Lacrosse | Glastonbury | Home - Simsbury High School [Directions] | W 11-9 | ||
| Tue., 5/27 | V Boys Tennis | Southington | Away - Southington High School [Directions] | W 5-2 | 2:20 pm | |
| Tue., 5/27 | V Boys Volleyball | EnricoFermi | Home - Simsbury High School [Directions] | L 1-3 | ||
| Tue., 5/27 | JV Boys Volleyball | EnricoFermi | Home - Simsbury High School [Directions] | W 2-1 | ||
| Tue., 5/27 | JV Girls Golf | Avon | Home [Directions] | Cancelled | ||
| Tue., 5/27 | V Girls Lacrosse | Avon | Home - Simsbury High School [Directions] | W 16-11 | ||
| Tue., 5/27 | V Softball | Farmington | Away - Tunxis Mead Park [Directions] | W 6-1 | 5:45 pm | |
| Wed., 5/28 | V Baseball | Northwest Catholic | Home - Memorial Field [Directions] | W 5-2 | ||
| Wed., 5/28 | JV Baseball | Northwest Catholic | Home - Memorial Field [Directions] | 3:45 p.m. | ||
| Wed., 5/28 | FR Baseball | Avon | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 5/28 | V Boys Spring Crew | Novice Regata | Away - Farmington Boathouse | TBA | 1 buses at 2:15 pm | |
| Wed., 5/28 | V Boys Lacrosse | Conard | Home - Westminster [Directions] | W 17-8 | ||
| Wed., 5/28 | FR Boys Lacrosse | Southington | Away - Southington High School [Directions] | 3:45 p.m. | 2:45 pm | |
| Wed., 5/28 | FR Boys Lacrosse | Farmington | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Wed., 5/28 | V Boys Outdoor Track | CCC West Championships | Home - Simsbury High School [Directions] | 3:30 p.m. | ||
| Wed., 5/28 | V Boys Tennis | East Catholic | Away - Wickham Park, Manchester [Directions] | L 3-4 | 2:20 pm | |
| Wed., 5/28 | V Boys Volleyball | Bloomfield | Away - Bloomfield High School [Directions] | W 3-0 | 2:45 pm | |
| Wed., 5/28 | JV Boys Volleyball | Bloomfield | Away - Bloomfield High School [Directions] | W 2-1 | w/varsity | |
| Wed., 5/28 | V Girls Spring Crew | Novice Regatta | Away - Farmington Boathouse | TBA | with boys | |
| Wed., 5/28 | V Girls Golf | Manchester | Home - Simsbury Farms CC [Directions] | Simsbury 197 Manchester 209 | ||
| Wed., 5/28 | V Girls Outdoor Track | CCC West Championships | Home - Simsbury High School [Directions] | 3:30 p.m. | ||
| Wed., 5/28 | V Softball | Granby Memorial | Home - Memorial Field [Directions] | L 0-4 | ||
| Wed., 5/28 | V Girls Tennis | Southington | Home - Simsbury High School [Directions] | W 6-1 | ||
| Thu., 5/29 | V Baseball | New Britain | Home - Memorial Field [Directions] | W 3-1 | ||
| Thu., 5/29 | JV Baseball | New Britain | Away - Walnut Hill park [Directions] | Cancelled | 2:20 pm | |
| Thu., 5/29 | FR Baseball | New Britain | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Thu., 5/29 | V Boys Golf | Farmington | Home - Simsbury Farms CC [Directions] | 148 | ||
| Thu., 5/29 | JV Boys Golf | Farmington | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Thu., 5/29 | V Boys Volleyball | Wolcott Tech | Away - OWTS Gym [Directions] | L 0-3 | 3:15 pm | |
| Thu., 5/29 | JV Boys Volleyball | Wolcott Tech | Away - OWTS Gym [Directions] | 6:00 p.m. | w/varsity | |
| Thu., 5/29 | V Girls Golf | Farmington | Away - Tunxis Plantation CC [Directions] | Simsbury 175 Farmington 187 | 2:00 pm | |
| Thu., 5/29 | V Softball | New Britain | Home - Memorial Field [Directions] | W 6-5 | ||
| Thu., 5/29 | JV Softball | New Britain | Home - Simsbury High School [Directions] | 3:45 p.m. | ||
| Fri., 5/30 | V Boys Lacrosse | Glastonbury | Away - Conard HS [Directions] | 4:30 p.m. | 2:45 pm | |
| Fri., 5/30 | V Boys Rugby | State Tournament Quarterfinal | Home - Simsbury High School [Directions] | 5:30 p.m. | ||
| Sat., 5/31 | V Boys Tennis | CIAC Class LL Tournament Preliminary Round | Away | 8:30 a.m. | 7:15 am | |
| Sat., 5/31 | V Girls Tennis | Shelton | Home - Simsbury High School [Directions] | W 4-3 | ||
| Sun., 6/1 | JV Boys Rugby | JV Tournament | Away - Southington High School | TBA | 1:00 pm | |
| Sun., 6/1 | V Girls Rugby | State Tournament | Away - Southington High School | 2:00 p.m. | 11:45 am | |
| Mon., 6/2 | V Girls Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 2:30 p.m. | 12:15 pm | |
| Mon., 6/2 | V Softball | Amity | Away - Amity High School [Directions] | L 1-2 | 2:00 pm | |
| Mon., 6/2 | V Girls Tennis | Daniel Hand | Away - Daniel Hand H.S. Madison CT [Directions] | L 0-7 | 1:00 pm | |
| Tue., 6/3 | V Baseball | New Milford | Home - Memorial Field [Directions] | W 3-0 | ||
| Tue., 6/3 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Danbury HS [Directions] | 2:30 p.m. | 11:45 mm | |
| Tue., 6/3 | V Boys Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | L 0-3 | 3:45 pm | |
| Tue., 6/3 | V Girls Lacrosse | Fairfield Ludlowe | Home - Simsbury High School [Directions] | W 20-14 | ||
| Wed., 6/4 | V Boys Lacrosse | Trumbull | Home - Simsbury High School [Directions] | W 17-6 | ||
| Wed., 6/4 | V Girls Golf | CCC Tournament Championship | Away - Blue Fox Run | 9:00 a.m. | no bus | |
| Thu., 6/5 | V Boys Golf | CCC Tournament Championship | Away - Stanley Golf Course, New Britain CT | TBA | no bus | |
| Thu., 6/5 | V Girls Lacrosse | Cheshire | Home - Simsbury High School [Directions] | L 8-9 | ||
| Fri., 6/6 | V Baseball | Naugatuck | Home - Memorial Field [Directions] | W 2-1 | ||
| Sat., 6/7 | V Boys Spring Crew | National Scholastic Rowing Association Championship Regatta | Away - Saratoga Springs, NY | TBA | 12:30 pm | |
| Sat., 6/7 | V Boys Lacrosse | Staples | Home - Simsbury High School [Directions] | L 3-10 | ||
| Sat., 6/7 | V Girls Spring Crew | National Scholastic Rowing Association Championship Regatta | Away - Saratoga Springs NY | TBA | with boys | |
| Mon., 6/9 | V Boys Golf | CIAC Div. I Championship | Away - Crestbrook Park - Watertown [Directions] | 7:00 a.m. | no bus | |
| Mon., 6/9 | V Boys Outdoor Track | CIAC Open Championship | Away - Middletown [Directions] | 1:30 p.m. | 11:15 am | |
| Mon., 6/9 | V Girls Outdoor Track | CIAC Open Championship | Away - Middletown [Directions] | 1:30 p.m. | with boys | |
| Tue., 6/10 | V Baseball | Amity | Away - Muzzy Field in Bristol CT [Directions] | L 0-3 | 5 pm from Memorial | |
| Tue., 6/10 | V Girls Golf | CIAC Girls Golf Championship | Away - Orange Hill CC - Orange [Directions] | 7:00 a.m. | no bus | |
| Sat., 6/14 | V Boys Outdoor Track | New England Championship | Away - Norwell (MA) HS | TBA | TBA | |
| Sat., 6/14 | V Girls Outdoor Track | New England Championship | Away - Norwell (MA) HS | TBA | TBA | |
| Mon., 6/16 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | no bus | |
| Mon., 6/16 | V Girls Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | no bus | |
| Tue., 6/17 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - USCG Academy [Directions] | 11:00 a.m. | TBA | |
| Tue., 6/17 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - USCG Academy | 11:30 a.m. | TBA | |
| Wed., 6/18 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willowbrook Park - New Britain [Directions] | 11:00 a.m. | TBA | |
| Wed., 6/18 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - USCG Academy [Directions] | 11:00 a.m. | TBA | |