| Simsbury 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1037 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Conard | Home - Simsbury HS [Directions] | TBA | ||
| TBA | JV Boys Ice Hockey | Longmeadow (MA) | Away - Olympia Rink | 5:10 p.m. | 3:30 pm | |
| TBA | V Boys Indoor Track | S.C.C. Coaches Invitational | Away - Hillhouse H.S. | 9:00 a.m. | 1 bus @ 12:30 pm | |
| TBA | JV Boys Rugby | vs. TBD | Home - Simsbury HS - Grass Field [Directions] | 6:00 p.m. | ||
| TBA | JV Boys Soccer | Bulkeley | Home - Simsbury HS - Grass Field [Directions] | TBA | ||
| TBA | FR Girls Basketball | Avon | Home - Simsbury HS [Directions] | TBA | ||
| TBA | FR Girls Basketball | Farmington | Home - Simsbury HS [Directions] | Cancelled | ||
| TBA | JV Field Hockey | Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | TBA | ||
| TBA | JV Girls Ice Hockey | Loomis Chaffee School | Home - Simsbury Farms CC [Directions] | TBA | ||
| TBA | V Girls Indoor Track | S.C.C. Coaches Invitational | Away - Hillhouse H.S. | 9:00 a.m. | 1 bus @ 6:30 am | |
| TBA | JV Girls Lacrosse | Newington | Away - Varsity Girls' Game Field behind NHS past the Tennis Courts [Directions] | TBA | 4:00 pm | |
| TBA | JV Girls Lacrosse | Southington | Home - Simsbury HS - Grass Field [Directions] | TBA | ||
| TBA | JV Softball | Bristol Central | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | ||
| TBA | JV Softball | Hall | Away - Hall HS - JV Softball Field [Directions] | Cancelled | w/varsity | |
| TBA | V Girls Tennis | Westminster (Scrim.) | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Wed., 8/26 | V Football | Simsbury Jamboree | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | ||
| Sat., 8/29 | V Football | Wethersfield (Scrim.) | Away [Directions] | 8:30 a.m. | 7:15 am | |
| Sat., 8/29 | JV Football | Wethersfield (Scrim.) | Away [Directions] | 8:30 a.m. | 7:15 am | |
| Sat., 8/29 | FR Football | Wethersfield (Scrim.) | Away [Directions] | 8:30 a.m. | 7:15 am | |
| Tue., 9/1 | V Field Hockey | Granby Memorial (Scrim.) | Away - Granby Memorial HS [Directions] | 3:00 p.m. | 2:20 pm | |
| Wed., 9/2 | V Girls Soccer | Tolland (Scrim.) | Away - Tolland HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 9/2 | JV Girls Soccer | Tolland (Scrim.) | Away [Directions] | 3:30 p.m. | w/varsity | |
| Thu., 9/3 | V Field Hockey | Mercy (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:00 p.m. | ||
| Thu., 9/3 | V Girls Volleyball | Chicopee Comprehensive (MA) (Scrim.) | Away | 3:45 p.m. | 2:20 pm | |
| Fri., 9/4 | V Football | Platt (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | ||
| Sat., 9/5 | V Boys Cross Country | Scrimmage | Home - Stratton Brook [Directions] | 9:00 a.m. | ||
| Sat., 9/5 | V Boys Soccer | Berlin Jamboree | Away | 11:15 a.m. | 9:30 am | |
| Sat., 9/5 | V Girls Cross Country | Scrimmage | Home - Stratton Brook [Directions] | 9:00 a.m. | ||
| Sat., 9/5 | V Girls Soccer | Conard (Scrim.) | Away [Directions] | 8:30 a.m. | 7:30 am | |
| Sat., 9/5 | V Girls Volleyball | Pre-season Jamboree @ Avon | Away | 9:00 a.m. | 8:00 am | |
| Wed., 9/9 | V Boys Soccer | Xavier (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | ||
| Wed., 9/9 | V Field Hockey | Play Day at Ethel Walker | Away | 3:30 p.m. | no bus | |
| Wed., 9/9 | V Girls Soccer | Granby Memorial (Scrim.) | Home - Curtiss Park [Directions] | 3:45 p.m. | 2:20 shuttle to Curtiss, drop-off only | |
| Wed., 9/9 | JV Girls Soccer | Granby Memorial (Scrim.) | Home - Curtiss Park [Directions] | 3:45 p.m. | shuttle w/varsity | |
| Fri., 9/11 | V Football | East Hartford | Home - Simsbury HS - Holden Field (turf) [Directions] | L 0-38 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Fri., 9/11 | FR Football | East Hartford | Home - Weatogue Field [Directions] | 3:45 p.m. | 2:20 shuttle to Weatogue, return bus to SHS at 5:30 | |
| Fri., 9/11 | V Boys Soccer | Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | W 2-0 | ||
| Fri., 9/11 | JV Boys Soccer | Avon | Home - Simsbury HS - Grass Field [Directions] | L 0-1 | ||
| Fri., 9/11 | V Field Hockey | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | W 2-0 | 2:20 pm | |
| Fri., 9/11 | JV Field Hockey | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | 5:15 p.m. | w/varsity | |
| Fri., 9/11 | V Girls Soccer | Avon | Away - Fisher Meadow [Directions] | T 1-1 | 2:20 pm | |
| Fri., 9/11 | JV Girls Soccer | Avon | Away - Fisher Meadow [Directions] | 3:45 p.m. | w/varsity | |
| Fri., 9/11 | V Girls Volleyball | Avon | Away - Avon HS [Directions] | L 2-3 | 2:20 pm | |
| Fri., 9/11 | JV Girls Volleyball | Avon | Away - Avon HS [Directions] | L 0-2 | w/varsity | |
| Fri., 9/11 | FR Girls Volleyball | Avon | Away - Avon HS--Gym Two [Directions] | W 2-0 | w/varsity | |
| Sat., 9/12 | V Boys Cross Country | 37th Annual Haddad Windham Invitational | Away - Windham HS, Willimantic CT | 2nd place in Boys Varsity 1 race (96 points) | 6:45 am | |
| Sat., 9/12 | JV Football | East Hartford | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Sat., 9/12 | V Girls Cross Country | 37th Annual Haddad Windham Invitational | Away - Windham HS, Willimantic CT | 2nd place Varsity | 6:45 am | |
| Tue., 9/15 | V Boys Cross Country | Conard | Home - Stratton Brook [Directions] | Simsbury 15 Conard 47 | ||
| Tue., 9/15 | FR Boys Soccer | Avon | Away - Fisher Meadow [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 9/15 | V Girls Cross Country | Conard | Home - Stratton Brook [Directions] | Simsbury 27 v Conard 30 | ||
| Tue., 9/15 | JV Field Hockey | Maloney | Away [Directions] | Cancelled | w/varsity | |
| Tue., 9/15 | FR Field Hockey | Maloney | Away [Directions] | Cancelled | 2:20 pm | |
| Tue., 9/15 | FR Girls Soccer | Avon | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 9/15 | V Girls Volleyball | Wethersfield | Home - Simsbury HS [Directions] | W 3-0 | ||
| Tue., 9/15 | JV Girls Volleyball | Wethersfield | Home - Simsbury HS [Directions] | W 2-0 | ||
| Tue., 9/15 | FR Girls Volleyball | Wethersfield | Home - Simsbury HS [Directions] | W 2-0 | ||
| Wed., 9/16 | V Boys Soccer | Weaver | Away - Weaver HS - Football Field [Directions] | W 5-1 | 2:20 pm | |
| Wed., 9/16 | V Girls Badminton | Miss Porters School | Away | 3:30 p.m. | 2:20 pm | |
| Wed., 9/16 | V Field Hockey | Loomis Chaffee School (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:30 p.m. | ||
| Wed., 9/16 | FR Field Hockey | Southington | Away - Tennis Courts [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 9/16 | V Girls Soccer | Weaver | Home - Simsbury HS - Holden Field (turf) [Directions] | W 7-1 | ||
| Wed., 9/16 | V Girls Volleyball | Northwest Catholic | Home - Simsbury HS [Directions] | W 3-0 | ||
| Wed., 9/16 | JV Girls Volleyball | Northwest Catholic | Home - Simsbury HS [Directions] | W 2-0 | ||
| Wed., 9/16 | FR Girls Volleyball | Northwest Catholic | Home - Simsbury HS [Directions] | W 2-0 | ||
| Thu., 9/17 | FR Football | Manchester | Away - MORIARTY FIELD AT MT. NEBO (SPRING ST) [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 9/17 | FR Boys Soccer | South Windsor | Away - Nevers Road Park - South Windsor [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 9/17 | V Girls Soccer | Manchester | Away - MEMORIAL FIELD AT MHS [Directions] | W 2-1 | 2:20 pm | |
| Thu., 9/17 | JV Girls Soccer | Manchester | Away - JV Soccer Field at Manchester HS [Directions] | 3:45 p.m. | w/varsity | |
| Thu., 9/17 | FR Girls Soccer | Newington | Away - Fields in front of the VA Hospital next to NHS [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 9/18 | V Football | Manchester | Away - MEMORIAL FIELD AT MHS [Directions] | L 14-20 | 3 @ 4:30 pm | |
| Fri., 9/18 | V Boys Soccer | Newington | Away - Alumni VAR Field on Alumni Road - LIGHTS [Directions] | W 1-0 | 4:30 pm | |
| Fri., 9/18 | JV Boys Soccer | Newington | Away - Fields in front of the VA Hospital next to NHS [Directions] | T 2-2 | 2:20 pm | |
| Fri., 9/18 | FR Boys Soccer | Newington | Away - Fields in front of the VA Hospital next to NHS [Directions] | 3:45 p.m. | w/JV | |
| Fri., 9/18 | V Sideline Cheerleading | Manchester | Away [Directions] | 6:30 p.m. | 5:30 pm | |
| Fri., 9/18 | V Field Hockey | East Catholic | Home - Simsbury HS - Holden Field (turf) [Directions] | W 6-0 | ||
| Fri., 9/18 | JV Field Hockey | East Catholic | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | ||
| Fri., 9/18 | V Girls Volleyball | Southington | Home - Simsbury HS [Directions] | L 0-3 | ||
| Fri., 9/18 | JV Girls Volleyball | Southington | Home - Simsbury HS [Directions] | L 1-2 | ||
| Fri., 9/18 | FR Girls Volleyball | Southington | Home - Simsbury HS [Directions] | L 0-2 | ||
| Sat., 9/19 | V Boys Cross Country | Stratton Brook XC Invitational | Home - Stratton Brook [Directions] | Varsity 3rd in Large School JV 2nd | ||
| Sat., 9/19 | JV Football | Manchester | Away - MORIARTY FIELD AT MT. NEBO (SPRING ST) [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 9/19 | V Girls Cross Country | Stratton Brook XC Invitational | Home - Stratton Brook [Directions] | 3rd place varsity 3rd place JV 2nd place Freshmen | ||
| Mon., 9/21 | V Boys Soccer | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | L 1-3 | 2:20 pm | |
| Mon., 9/21 | JV Boys Soccer | Hall | Away - Hall HS JV Soccer Field [Directions] | L 0-1 | w/varsity | |
| Mon., 9/21 | V Girls Badminton | East Hartford | Home - Simsbury HS [Directions] | 3:30 p.m. | ||
| Mon., 9/21 | V Field Hockey | Avon | Away - Avon HS [Directions] | L 2-1 | 5:45 pm | |
| Mon., 9/21 | JV Field Hockey | Avon | Away - Avon HS [Directions] | 4:30 p.m. | 3:15 pm | |
| Mon., 9/21 | V Girls Soccer | Hall | Home - Simsbury HS - Holden Field (turf) [Directions] | T 0-0 | ||
| Mon., 9/21 | JV Girls Soccer | Hall | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 9/21 | FR Girls Soccer | Manchester | Away - JV Soccer Field at Manchester HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 9/21 | V Girls Volleyball | Hall | Away - Hall HS - Gym A [Directions] | W 3-0 | 2:20 pm | |
| Mon., 9/21 | JV Girls Volleyball | Hall | Away - Hall HS - Gym A [Directions] | W 2-0 | w/varsity | |
| Mon., 9/21 | FR Girls Volleyball | Hall | Away - Hall HS - Gym B [Directions] | W 2-0 | w/varsity | |
| Thu., 9/24 | V Boys Cross Country | East Catholic, Newington | Home - Stratton Brook [Directions] | Simsbury 21 East Catholic 36 Simsbury 20 Newington 41 | ||
| Thu., 9/24 | FR Football | Southington | Away - Turf Field SHS [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 9/24 | FR Boys Soccer | Hall | Home - Curtiss Park [Directions] | 3:45 p.m. | Shuttle at 2:30 | |
| Thu., 9/24 | V Girls Badminton | East Hartford | Away [Directions] | 3:30 p.m. | 2:20 pm | |
| Thu., 9/24 | V Girls Cross Country | East Catholic, Newington | Home - Stratton Brook [Directions] | Simsbury 20/ E. Catholic 36 Simsbury 16/ Newington 45 | ||
| Thu., 9/24 | FR Field Hockey | Farmington | Away - Farmington HS upper field [Directions] | 3:15 p.m. | 2:20 pm | |
| Thu., 9/24 | FR Girls Soccer | Hall | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 9/24 | V Girls Volleyball | Conard | Home - Simsbury HS [Directions] | W 3-0 | ||
| Thu., 9/24 | JV Girls Volleyball | Conard | Home - Simsbury HS [Directions] | W 2-0 | ||
| Thu., 9/24 | FR Girls Volleyball | Conard | Home - Simsbury HS [Directions] | W 2-1 | ||
| Fri., 9/25 | V Football | Southington | Away - Turf Field SHS [Directions] | L 13-55 | 3 @ 4:30 pm | |
| Fri., 9/25 | V Boys Soccer | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | L 0-1 | ||
| Fri., 9/25 | JV Boys Soccer | Southington | Home - Simsbury HS - Grass Field [Directions] | L 0-4 | ||
| Fri., 9/25 | V Sideline Cheerleading | Southington | Away [Directions] | 7:00 p.m. | 5:30 pm | |
| Fri., 9/25 | V Field Hockey | Longmeadow (MA) | Home - Simsbury HS - Holden Field (turf) [Directions] | L 0-2 | ||
| Fri., 9/25 | JV Field Hockey | Longmeadow (MA) | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 9/25 | V Girls Soccer | Southington | Away - Turf Field SHS [Directions] | W 3-1 | 2:20 pm | |
| Fri., 9/25 | JV Girls Soccer | Southington | Away - Tennis Courts [Directions] | 3:45 p.m. | w/varsity | |
| Sat., 9/26 | V Boys Crew | Practice at the Gunnery | Away - Lake Waramaug, Kent CT | TBA | 1 bus @ 6:15 am | |
| Sat., 9/26 | JV Football | Southington | Away - Turf Field SHS [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 9/26 | V Girls Crew | Practice at the Gunnery | Away - Lake Waramaug, Kent CT | TBA | with boys | |
| Mon., 9/28 | V Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | L 0-2 | 5:45 pm | |
| Mon., 9/28 | JV Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | L 1-5 | 3:45 pm | |
| Mon., 9/28 | V Girls Badminton | Hamden | Away [Directions] | 3:30 p.m. | 2:20 pm | |
| Mon., 9/28 | FR Field Hockey | Conard | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 9/28 | V Girls Soccer | Farmington | Home - Simsbury HS - Holden Field (turf) [Directions] | L 1-2 | ||
| Mon., 9/28 | JV Girls Soccer | Farmington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 9/28 | FR Girls Soccer | Wethersfield | Away - Mill Woods Park [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 9/28 | V Girls Volleyball | Farmington | Away - Farmington HS [Directions] | L 0-3 | 2:20 pm | |
| Mon., 9/28 | JV Girls Volleyball | Farmington | Away - Farmington HS [Directions] | L 1-2 | w/varsity | |
| Mon., 9/28 | FR Girls Volleyball | Farmington | Away - Farmington HS [Directions] | L 0-2 | w/varsity | |
| Tue., 9/29 | FR Boys Soccer | Southington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Field Hockey | Hall | Home - Simsbury HS - Holden Field (turf) [Directions] | W 4-1 | ||
| Tue., 9/29 | JV Field Hockey | Hall | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | ||
| Tue., 9/29 | FR Field Hockey | Granby Memorial | Away - Granby Memorial HS [Directions] | 4:30 p.m. | 3:30 pm | |
| Wed., 9/30 | V Boys Soccer | Northwest Catholic | Home - Simsbury HS - Holden Field (turf) [Directions] | W 2-0 | ||
| Wed., 9/30 | JV Boys Soccer | Northwest Catholic | Home - Simsbury HS - Grass Field [Directions] | W 2-1 | ||
| Wed., 9/30 | V Girls Badminton | Hamden | Home - Simsbury HS [Directions] | 3:30 p.m. | ||
| Wed., 9/30 | V Girls Volleyball | Weaver | Home - Simsbury HS [Directions] | W 3-0 | ||
| Wed., 9/30 | JV Girls Volleyball | Weaver | Home - Simsbury HS [Directions] | W 2-0 | ||
| Thu., 10/1 | FR Football | Hall | Away - Hall HS Practice Football Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 10/1 | FR Girls Soccer | Farmington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/2 | V Football | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | L 20-35 | 3 @ 4:30 pm | |
| Fri., 10/2 | V Boys Soccer | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | W 2-1 | ||
| Fri., 10/2 | JV Boys Soccer | Conard | Home - Simsbury HS - Grass Field [Directions] | T 1-1 | ||
| Fri., 10/2 | V Sideline Cheerleading | Hall | Away [Directions] | 7:00 p.m. | 5:30 pm | |
| Fri., 10/2 | V Field Hockey | Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | W 6-3 | ||
| Fri., 10/2 | V Girls Soccer | Conard | Away - Conard HS Stadium [Directions] | L 2-5 | 2:20 pm | |
| Fri., 10/2 | JV Girls Soccer | Conard | Away - Conard HS North Field [Directions] | 3:45 p.m. | w/varsity | |
| Fri., 10/2 | V Girls Volleyball | South Windsor | Home - Simsbury HS [Directions] | W 3-2 | ||
| Fri., 10/2 | JV Girls Volleyball | South Windsor | Home - Simsbury HS [Directions] | W 2-0 | ||
| Fri., 10/2 | FR Girls Volleyball | South Windsor | Home - Simsbury HS [Directions] | W 2-0 | ||
| Sat., 10/3 | JV Football | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 9:30 a.m. | 7:30 am | |
| Sun., 10/4 | V Boys Crew | Riverfront Regatta | Away - Riverside Park, Hartford | 8:30 a.m. | 2 buses at 7 am | |
| Sun., 10/4 | V Girls Crew | Riverfront Regatta | Away - Riverside Park, Hartford | 8:30 a.m. | with boys | |
| Mon., 10/5 | FR Boys Soccer | Granby Memorial | Away - Granby Memorial HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 10/5 | V Girls Soccer | Bristol Central | Home - Simsbury HS - Holden Field (turf) [Directions] | W 4-0 | ||
| Mon., 10/5 | JV Girls Soccer | Bristol Central | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/5 | V Girls Volleyball | Glastonbury | Away - Glastonbury HS [Directions] | L 0-3 | 2:20 pm | |
| Mon., 10/5 | JV Girls Volleyball | Glastonbury | Away - Glastonbury HS [Directions] | W 2-1 | w/varsity | |
| Mon., 10/5 | FR Girls Volleyball | Glastonbury | Away - Glastonbury HS [Directions] | W 2-0 | w/varsity | |
| Tue., 10/6 | V Boys Cross Country | Southington | Away - SLOPER [Directions] | Simsbury 28 Southington 28 Southington wins tie breaker | 2:20 pm | |
| Tue., 10/6 | FR Boys Soccer | E.O. Smith | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Girls Cross Country | Southington | Away - SLOPER [Directions] | Simsbury 31 / Southington 25 | 2:20 pm | |
| Tue., 10/6 | V Field Hockey | Newington | Away - Varsity Girls' Game Field behind NHS past the Tennis Courts [Directions] | L 2-1 | 2:20 pm | |
| Tue., 10/6 | JV Field Hockey | Newington | Away - Varsity Girls' Game Field behind NHS past the Tennis Courts [Directions] | 5:15 p.m. | w/varsity | |
| Tue., 10/6 | V Girls Volleyball | Hall | Home - Simsbury HS [Directions] | W 3-0 | ||
| Tue., 10/6 | JV Girls Volleyball | Hall | Home - Simsbury HS [Directions] | W 2-0 | ||
| Tue., 10/6 | FR Girls Volleyball | Hall | Home - Simsbury HS [Directions] | W 2-0 | ||
| Wed., 10/7 | V Girls Badminton | Miss Porters School | Home - Simsbury HS [Directions] | 3:30 p.m. | ||
| Wed., 10/7 | FR Field Hockey | Hall | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/7 | V Girls Soccer | Northwest Catholic | Away - Northwest Catholic HS [Directions] | L 0-2 | 2:20 pm | |
| Wed., 10/7 | JV Girls Soccer | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | w/varsity | |
| Wed., 10/7 | FR Girls Soccer | Bristol Central | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/7 | Unified Sports Soccer | Unified Soccer Tournament | Away - Bristol Central HS | 3:00 p.m. | 2:00 pm | |
| Thu., 10/8 | FR Football | New Britain | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | ||
| Thu., 10/8 | V Boys Soccer | Manchester | Home - Simsbury HS - Holden Field (turf) [Directions] | W 1-0 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Thu., 10/8 | JV Boys Soccer | Manchester | Home - Simsbury HS - Grass Field [Directions] | W 2-1 | ||
| Fri., 10/9 | V Football | New Britain | Home - Simsbury HS - Holden Field (turf) [Directions] | L 14-43 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Fri., 10/9 | FR Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 10/9 | V Field Hockey | E.O. Smith | Away - E.O. Smith HS (turf field) [Directions] | W 6-0 | 2:20 pm | |
| Fri., 10/9 | JV Field Hockey | E.O. Smith | Away - E.O. Smith HS (turf field) [Directions] | 5:15 p.m. | w/varsity | |
| Fri., 10/9 | JV Girls Soccer | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/9 | FR Girls Soccer | Hall | Away - Eisenhower Park (right next to Hall HS) [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 10/9 | V Girls Volleyball | Conard | Away - Conard HS [Directions] | W 3-1 | 2:20 pm | |
| Fri., 10/9 | JV Girls Volleyball | Conard | Away - Conard HS [Directions] | W 2-0 | w/varsity | |
| Fri., 10/9 | FR Girls Volleyball | Conard | Away - Conard HS [Directions] | L 0-2 | w/varsity | |
| Sat., 10/10 | V Boys Cross Country | Wickham Park XC Invitational | Away - Wickham Park, East Hartford CT | Varsity--8th in Championship Race JV--2nd in JV 3 race | 7:30 am | |
| Sat., 10/10 | JV Football | New Britain | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Sat., 10/10 | V Boys Soccer | Glastonbury | Away - GHS Field #4 [Directions] | L 1-3 | 9:30 am | |
| Sat., 10/10 | JV Boys Soccer | Glastonbury | Away - GHS Field #12 [Directions] | T 1-1 | w/varsity | |
| Sat., 10/10 | V Girls Cross Country | Wickham Park XC Invitational | Away - Hickham Park, East Hartford CT | 11:00 a.m. | 9:30 am | |
| Sat., 10/10 | V Girls Soccer | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | L 1-4 | ||
| Sun., 10/11 | V Boys Crew | New England Regional Championship Regatta | Away - Lake Quinsigamond, Worcester MA | TBA | 1 bus at 8:15 am | |
| Sun., 10/11 | V Girls Crew | New England Regional Championship Regatta | Away - Lake Quinsigamond, Worcester MA | TBA | with boys | |
| Mon., 10/12 | V Girls Volleyball | 2015 VolleyHall Classic | Away - Springfield College (MA) | TBA | 6:30 am | |
| Tue., 10/13 | V Boys Cross Country | Glastonbury, Hall | Home - Stratton Brook [Directions] | Simsbury--34 Glastonbury--21 Simsbury--28 Hall--28* (Hall wins tiebreaker) | ||
| Tue., 10/13 | V Boys Soccer | Southington | Away - Turf Field SHS [Directions] | T 0-0 | 4:00 pm | |
| Tue., 10/13 | JV Boys Soccer | Southington | Away - Tennis Courts [Directions] | L 2-5 | 2:20 pm | |
| Tue., 10/13 | FR Boys Soccer | Manchester | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Girls Cross Country | Glastonbury, Hall | Home - Stratton Brook [Directions] | Simsbury 43/Glaston bury 17 Simsbury 15/Hall 47 | ||
| Tue., 10/13 | V Field Hockey | Southington | Away - Turf Field SHS [Directions] | W 3-0 | 2:20 pm | |
| Tue., 10/13 | JV Field Hockey | Southington | Away - Tennis Courts [Directions] | 5:15 p.m. | w/varsity | |
| Tue., 10/13 | FR Field Hockey | Southington | Away - Tennis Courts [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 10/14 | V Boys Crew | Practice for Head of the Charles | Away - Northeastern Boathouse, Boston MA | TBA | 1 bus at 11:15 am | |
| Wed., 10/14 | V Girls Crew | Practice for Head of the Charles | Away - Northeastern Boathouse, Boston MA | TBA | with boys | |
| Wed., 10/14 | V Girls Soccer | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | W 6-0 | ||
| Wed., 10/14 | JV Girls Soccer | Southington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/14 | V Girls Volleyball | Southington | Away - Tennis Courts [Directions] | L 0-3 | 3:00 pm | |
| Wed., 10/14 | JV Girls Volleyball | Southington | Away - Tennis Courts [Directions] | L 0-2 | w/varsity | |
| Thu., 10/15 | FR Boys Soccer | Glastonbury | Away - GHS Field #13 [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 10/15 | FR Field Hockey | Glastonbury | Away - GHS Field #14 [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 10/15 | FR Girls Soccer | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/15 | V Girls Volleyball | Wethersfield | Away - Wethersfield HS [Directions] | W 3-0 | 2:20 pm | |
| Thu., 10/15 | JV Girls Volleyball | Wethersfield | Away - Wethersfield HS [Directions] | W 2-0 | w/varsity | |
| Thu., 10/15 | FR Girls Volleyball | Wethersfield | Away - Silas Deane MS [Directions] | W 2-0 | w/varsity | |
| Fri., 10/16 | V Boys Soccer | Conard | Away - Conard HS Stadium [Directions] | T 1-1 | 5:15 pm | |
| Fri., 10/16 | JV Boys Soccer | Conard | Away - Conard HS South Field [Directions] | L 0-1 | 2:20 pm | |
| Fri., 10/16 | V Girls Badminton | Hamden | Away [Directions] | 3:30 p.m. | 2:20 pm | |
| Fri., 10/16 | V Field Hockey | EnricoFermi | Away - Fermi HS | W 8-1 | 2:20 pm | |
| Fri., 10/16 | JV Field Hockey | EnricoFermi | Away - Fermi HS | 5:15 p.m. | w/varsity | |
| Fri., 10/16 | V Girls Soccer | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | W 3-0 | PINK Game | |
| Fri., 10/16 | JV Girls Soccer | Conard | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Sun., 10/18 | V Boys Crew | Head of the Charles Regatta | Away - Charles River, Boston MA | TBA | 1 bus at 6:00 am | |
| Sun., 10/18 | V Girls Crew | Head of the Charles Regatta | Away - Charles River, Boston MA | TBA | with boys | |
| Mon., 10/19 | V Girls Badminton | East Hartford | Home - Simsbury HS [Directions] | 3:30 p.m. | Senior Day | |
| Mon., 10/19 | V Field Hockey | Fairfield Warde | Home - Simsbury HS - Holden Field (turf) [Directions] | W 3-1 | ||
| Mon., 10/19 | JV Field Hockey | Fairfield Warde | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 10/19 | V Girls Soccer | Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | W 3-0 | Senior Night; Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Mon., 10/19 | JV Girls Soccer | Windsor | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/19 | V Girls Volleyball | Windsor | Away - Windsor H.S. [Directions] | W 3-0 | 2:20 pm | |
| Mon., 10/19 | JV Girls Volleyball | Windsor | Away - Windsor H.S. [Directions] | W 2-0 | w/varsity | |
| Mon., 10/19 | FR Girls Volleyball | Windsor | Away - Windsor H.S. [Directions] | W 2-0 | w/varsity | |
| Tue., 10/20 | V Boys Soccer | Windsor | Away - Windsor H.S. [Directions] | W 2-0 | 4:30 pm | |
| Tue., 10/20 | JV Boys Soccer | Windsor | Away - Windsor H.S. [Directions] | T 0-0 | 2:20 pm | |
| Tue., 10/20 | V Field Hockey | South Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | W 4-2 | ||
| Tue., 10/20 | JV Field Hockey | South Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | ||
| Tue., 10/20 | FR Field Hockey | Granby Memorial | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/20 | FR Girls Soccer | Southington | Away - Tennis Courts [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 10/21 | V Boys Cross Country | CCC Cross Country Championship | Away - Wickham Park, East Hartford CT | Simsbury 2nd--Central Blue DIvision; 5th overall CCC | 12:45 pm | |
| Wed., 10/21 | FR Boys Soccer | Wethersfield | Home - Curtiss Park [Directions] | 3:45 p.m. | 1-way shuttle at 2:20 | |
| Wed., 10/21 | V Girls Badminton | Miss Porters School | Away | 3:30 p.m. | 2:20 pm | |
| Wed., 10/21 | V Girls Cross Country | CCC Cross Country Championship | Away - Wickham Park, East Hartford CT | TBA | 12:45 pm | |
| Wed., 10/21 | FR Girls Soccer | Wethersfield | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/21 | V Girls Volleyball | Bulkeley | Home - Simsbury HS [Directions] | W 3-0 | ||
| Wed., 10/21 | JV Girls Volleyball | Bulkeley | Home - Simsbury HS [Directions] | W 2-0 | ||
| Thu., 10/22 | FR Football | Bulkeley | Away - Colts Park [Directions] | 4:00 p.m. | 2:20 pm | |
| Thu., 10/22 | V Boys Soccer | Bulkeley | Home - Simsbury HS - Holden Field (turf) [Directions] | T 0-0 | PINK Game | |
| Thu., 10/22 | V Girls Soccer | Bulkeley | Away - Bulkeley HS Field [Directions] | W 3-0 | 2:20 pm | |
| Fri., 10/23 | FR Boys Soccer | Conard | Away - Duffy Elementary School [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 10/23 | V Field Hockey | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | L 2-3 | PINK Night | |
| Fri., 10/23 | JV Field Hockey | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:30 p.m. | ||
| Fri., 10/23 | FR Field Hockey | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | ||
| Fri., 10/23 | V Girls Volleyball | East Hartford | Home - Simsbury HS [Directions] | W 3-1 | DigPink Game | |
| Fri., 10/23 | JV Girls Volleyball | East Hartford | Home - Simsbury HS [Directions] | W 2-1 | ||
| Fri., 10/23 | FR Girls Volleyball | East Hartford | Home - Simsbury HS [Directions] | W 2-0 | ||
| Sat., 10/24 | V Boys Crew | PumpkinHead Regatta | Away - Farmington Boathouse, Farmington CT | TBA | 2 buses at 11:30 am | |
| Sat., 10/24 | V Football | Bulkeley | Away - Bulkeley HS Field [Directions] | W 33-12 | 3 @ 9:30 am | |
| Sat., 10/24 | V Sideline Cheerleading | Bulkeley/HMTC/Weaver | Away - Bulkeley HS Field | 12:00 p.m. | 10:30 am | |
| Sat., 10/24 | V Girls Crew | PumpkinHead Regatta | Away - Farmington Boathouse, Farmington CT | TBA | with boys | |
| Sat., 10/24 | FR Girls Volleyball | Southington Play Day | Away | 9:00 a.m. | 7:30 am | |
| Mon., 10/26 | V Boys Soccer | Hall | Home - Simsbury HS - Holden Field (turf) [Directions] | L 0-1 | Senior Night | |
| Mon., 10/26 | JV Boys Soccer | Hall | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/26 | V Girls Badminton | East Hartford | Away [Directions] | 3:30 p.m. | 2:20 pm | |
| Mon., 10/26 | FR Field Hockey | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/26 | V Girls Soccer | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | L 1-3 | 4:45 pm | |
| Mon., 10/26 | JV Girls Soccer | Hall | Away - Hall HS JV Soccer Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 10/27 | V Boys Cross Country | CCC Freshman XC Championship | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Tue., 10/27 | V Girls Cross Country | CCC Freshman XC Championship | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Tue., 10/27 | V Field Hockey | Wethersfield | Home - Simsbury HS - Holden Field (turf) [Directions] | W 9-0 | Senior Night - Admission: $5 adult/$3 students, Sr. Citizens and children under 10 free | |
| Tue., 10/27 | JV Field Hockey | Wethersfield | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:15 p.m. | ||
| Tue., 10/27 | FR Field Hockey | Avon | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 10/27 | FR Girls Soccer | Conard | Home - Simsbury HS - Grass Field [Directions] | 4:15 p.m. | ||
| Tue., 10/27 | V Girls Volleyball | Glastonbury | Home - Simsbury HS [Directions] | L 0-3 | Senior Night | |
| Tue., 10/27 | JV Girls Volleyball | Glastonbury | Home - Simsbury HS [Directions] | L 1-2 | ||
| Tue., 10/27 | FR Girls Volleyball | Glastonbury | Home - Simsbury HS [Directions] | W 2-1 | ||
| Wed., 10/28 | V Boys Soccer | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | L 0-3 | ||
| Wed., 10/28 | V Girls Badminton | State Open | Away - Hamden HS | TBA | 2:20 pm | |
| Wed., 10/28 | V Girls Soccer | Glastonbury | Away - GHS Field #4 [Directions] | L 0-1 | 2:00 pm | |
| Wed., 10/28 | JV Girls Soccer | Glastonbury | Away - GHS Field #12 [Directions] | 3:30 p.m. | w/varsity | |
| Thu., 10/29 | FR Football | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | ||
| Thu., 10/29 | FR Boys Soccer | South Windsor | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/29 | FR Girls Soccer | E.O. Smith | Away - Farrell Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 10/30 | V Football | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | L 14-38 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Fri., 10/30 | FR Boys Soccer | Granby Memorial | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/30 | V Girls Volleyball | Maloney | Away [Directions] | W 3-0 | 3:20 pm | |
| Fri., 10/30 | JV Girls Volleyball | Maloney | Away [Directions] | W 2-0 | w/varsity | |
| Fri., 10/30 | FR Girls Volleyball | Maloney | Away - Maloney HS [Directions] | L 0-2 | 2:20 pm | |
| Sat., 10/31 | V Boys Cross Country | CIAC Class LL Cross Country Championship | Away - Wickham Park, Manchester CT | 10:55 p.m. | 8:00 am | |
| Sat., 10/31 | JV Football | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Sat., 10/31 | V Girls Cross Country | CIAC Class LL Cross Country Championship | Away - Wickham Park, Manchester CT | 10:20 p.m. | 7:45 am | |
| Sat., 10/31 | JV Girls Volleyball | Bristol Eastern JV Tourney | Away | 9:00 a.m. | 7:00 am | |
| Sun., 11/1 | V Boys Crew | Head of the Fish Regatta | Away - Fish Creek, Saratoga Springs NY | TBA | 1 bus at 8:30am | |
| Sun., 11/1 | V Girls Crew | Head of the Fish Regatta | Away - Fish Creek, Saratoga Springs NY | TBA | 1 bus at 4:15 am | |
| Mon., 11/2 | JV Boys Soccer | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 3:30 p.m. | ||
| Mon., 11/2 | V Field Hockey | Farmington | Away - Farmington HS [Directions] | W 2-1 | 4:45 pm | |
| Mon., 11/2 | JV Field Hockey | Farmington | Away - Farmington HS [Directions] | 4:00 p.m. | 2:45 pm | |
| Wed., 11/4 | FR Boys Soccer | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 3:30 p.m. | ||
| Wed., 11/4 | V Field Hockey | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | L 0-3 | ||
| Wed., 11/4 | JV Field Hockey | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | ||
| Thu., 11/5 | FR Football | Hartford Public | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | ||
| Thu., 11/5 | Unified Sports Soccer | Unified Soccer Tournament | Away - Conard HS | 3:00 p.m. | 2:00 pm | |
| Fri., 11/6 | V Boys Cross Country | CIAC State Open | Away - Wickham Park, Manchester CT | 2:00 p.m. | w/Girls Cross Country | |
| Fri., 11/6 | V Football | Hartford Public | Home - Simsbury HS - Holden Field (turf) [Directions] | L 26-27 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Fri., 11/6 | V Girls Cross Country | CIAC State Open | Away - Wickham Park, Manchester CT | 2:00 p.m. | 11:30 am | |
| Sat., 11/7 | JV Football | Hartford Public | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Mon., 11/9 | V Girls Soccer | Newtown | Away - Newtown HS [Directions] | W 3-2 (6-4 PK) | 11:30 am | |
| Mon., 11/9 | V Girls Volleyball | New Britain | Home - Simsbury HS [Directions] | W 3-0 (25-18 25-22 28-26) | ||
| Tue., 11/10 | V Boys Soccer | Newtown | Away - Newtown HS [Directions] | W 2-1 | 11:30 am | |
| Wed., 11/11 | V Field Hockey | Greenwich | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | ||
| Wed., 11/11 | V Girls Soccer | Shelton | Away - Shelton HS Finn Stadium [Directions] | W 3-1 | 12:30 pm | |
| Thu., 11/12 | FR Football | Glastonbury | Away - GHS Turf Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 11/12 | V Boys Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | W 2-0 | 3:30 pm | |
| Thu., 11/12 | V Girls Volleyball | Southington | Away - Southington H.S. [Directions] | L 0-3 | 4:00 pm | |
| Fri., 11/13 | V Football | Glastonbury | Away - GHS Turf Field [Directions] | L 7-48 | 3 @ 3:30 pm | |
| Fri., 11/13 | V Sideline Cheerleading | Glastonbury | Away [Directions] | 6:30 p.m. | 4:30 pm | |
| Fri., 11/13 | V Girls Soccer | New Milford | Away - New Milford HS [Directions] | 2:00 p.m. | 11:00 am | CIAC Admission: $10 Adults & $5 Students/Senior Citizens |
| Sat., 11/14 | JV Football | Glastonbury | Away - GHS Turf Field [Directions] | 10:00 a.m. | 8:00 am | |
| Sat., 11/14 | V Boys Soccer | Glastonbury | Away - GHS Field #4 [Directions] | 2:00 p.m. | 12:00 pm | |
| Thu., 11/19 | FR Football | Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | ||
| Sat., 11/21 | JV Football | Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Tue., 11/24 | V Football | Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | L 26-55 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Fri., 12/4 | V Girls Ice Hockey | Pre-season Jamboree | Home - ISCC [Directions] | 7:00 p.m. | ||
| Mon., 12/7 | JV Girls Ice Hockey | Westminster (Scrim.) | Away | 4:30 p.m. | no bus | |
| Wed., 12/9 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - ISCC [Directions] | W 7-2 | ||
| Sat., 12/12 | V Boys Basketball | Watertown (Scrim.) | Away [Directions] | 10:00 a.m. | 8:30 am | |
| Sat., 12/12 | V Boys Ice Hockey | Westminster (Scrim.) | Away | 1:00 p.m. | no bus | |
| Sat., 12/12 | V Boys Indoor Track | Hillhouse (Scrim.) | Away [Directions] | 9:30 a.m. | 6:15 am | |
| Sat., 12/12 | V Wrestling | Farmington, Norwich Free Academy, Maloney (Scrim.) | Home - Simsbury HS [Directions] | 9:00 a.m. | ||
| Sat., 12/12 | JV Girls Ice Hockey | Choate Rosemary Hall | Away | 3:00 p.m. | 1:15 pm | |
| Sat., 12/12 | V Girls Indoor Track | Hillhouse (Scrim.) | Away [Directions] | 9:30 a.m. | with boys | |
| Mon., 12/14 | V Boys Ice Hockey | Avon Old Farms (Scrim.) | Away | 5:00 p.m. | no bus | |
| Tue., 12/15 | V Boys Basketball | Canton (Scrim.) | Away [Directions] | TBA | 3:00 pm | |
| Tue., 12/15 | V Girls Basketball | Bristol Central | Home - Simsbury HS [Directions] | W 36-13 | ||
| Tue., 12/15 | JV Girls Basketball | Bristol Central | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Tue., 12/15 | FR Girls Basketball | Bristol Central | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 12/16 | JV Girls Ice Hockey | Loomis Chaffee School | Away | 5:00 p.m. | 3:30 pm | |
| Thu., 12/17 | V Boys Basketball | Bristol Eastern (Scrim.) | Away - Bristol Eastern HS [Directions] | 5:30 p.m. | 4:00 pm | |
| Thu., 12/17 | V Wrestling | Avon | Away - Avon HS [Directions] | 6:00 p.m. | 4:15 pm | |
| Fri., 12/18 | V Boys Swimming and Diving | Bulkeley Relays | Away | 5:00 p.m. | 3:30 pm | |
| Fri., 12/18 | V Girls Basketball | Conard | Home - Simsbury HS [Directions] | L 25-39 | ||
| Fri., 12/18 | JV Girls Basketball | Conard | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Fri., 12/18 | FR Girls Basketball | Conard | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 12/18 | V Girls Ice Hockey | East Catholic Coop | Home - Simsbury Farms CC [Directions] | L 2-5 | ||
| Sat., 12/19 | V Boys Ice Hockey | South Windsor | Away - South Windsor Arena - Rt 5 [Directions] | W 2-0 | 3:00 pm | |
| Sat., 12/19 | V Boys Indoor Track | Hartford Public | Away [Directions] | 9:00 a.m. | 2 buses at 9:15 am | |
| Sat., 12/19 | V Wrestling | Skip Arden Tournament | Away | 10:00 a.m. | 6:45 am | |
| Sat., 12/19 | JV Wrestling | Trumbull JV Tournament | Away | 6:30 a.m. | 6:30 am | |
| Sat., 12/19 | V Girls Indoor Track | Hartford Public | Away [Directions] | 9:00 a.m. | with boys | |
| Mon., 12/21 | V Boys Basketball | Northwest Catholic | Home - Simsbury HS [Directions] | L 61-67(3OT) | ||
| Mon., 12/21 | JV Boys Basketball | Northwest Catholic | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Mon., 12/21 | FR Boys Basketball | Northwest Catholic | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 12/21 | V Boys Swimming and Diving | Gilbert | Away - Winsted YMCA [Directions] | Simsbury 82 Gilbert 80 | 6:30 pm | |
| Mon., 12/21 | V Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | L 35-49 | 4:00 pm | |
| Mon., 12/21 | JV Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 5:15 p.m. | w/freshman | |
| Mon., 12/21 | FR Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 12/22 | JV Boys Ice Hockey | SGWL | Home - Simsbury Farms CC [Directions] | 8:30 p.m. | ||
| Tue., 12/22 | V Wrestling | Newtown | Home - Simsbury HS [Directions] | 7:00 p.m. | ||
| Wed., 12/23 | V Boys Basketball | Southington | Home - Simsbury HS [Directions] | W 59-44 | ||
| Wed., 12/23 | JV Boys Basketball | Southington | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Wed., 12/23 | FR Boys Basketball | Southington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 12/23 | V Boys Ice Hockey | Notre Dame-West Haven | Home - ISCC [Directions] | L 0-1 | ||
| Wed., 12/23 | V Wrestling | Southington | Home - Simsbury HS [Directions] | 7:00 p.m. | ||
| Wed., 12/23 | V Girls Basketball | Southington | Away - Tennis Courts [Directions] | L 29-37 | 4:00 pm | |
| Wed., 12/23 | JV Girls Basketball | Southington | Away - Tennis Courts [Directions] | 5:15 p.m. | w/freshman | |
| Wed., 12/23 | FR Girls Basketball | Southington | Away - Tennis Courts [Directions] | 3:45 p.m. | 2:20 pm | |
| Sat., 12/26 | V Boys Ice Hockey | Northwest Catholic | Home - ISCC [Directions] | W 6-3 | ||
| Sat., 12/26 | JV Boys Ice Hockey | Ridgefield | Away - Milford Ice Pavilion [Directions] | 8:45 p.m. | 6:30 pm | |
| Sat., 12/26 | V Boys Indoor Track | Hartford Public Developmental Meet | Away - Hartford Public | 11:00 a.m. | 9:15 am | |
| Sat., 12/26 | V Girls Indoor Track | Hartford Public Developmental Meet | Away - Hartford Public | 11:00 a.m. | with boys | |
| Mon., 12/28 | JV Boys Ice Hockey | Carrano Cup Semis/Consolation vs. TBA | Away - Milford Ice Pavilion | TBA | TBA | |
| Mon., 12/28 | V Wrestling | Frank Chaves Invitational | Home - Simsbury HS [Directions] | TBA | ||
| Mon., 12/28 | V Girls Basketball | Galway (NY) | Away - Mayfield HS, Mayfield NY | W 42-16 | 8:00 am | |
| Mon., 12/28 | JV Girls Basketball | vs. Galway @ Mayfield (NY) Tournament | Away | 5:15 p.m. | w/varsity | |
| Mon., 12/28 | V Girls Ice Hockey | Hall/Conard | Away - Veteran's Memorial Rink [Directions] | W 5-2 | 5:45 pm | |
| Tue., 12/29 | V Boys Ice Hockey | Westfield (MA) | Away | L 2-3 | 5:15 pm | |
| Tue., 12/29 | V Boys Indoor Track | Jack Long Invitational Meet | Away - Hillhouse H.S. | 2:00 p.m. | 2 buses at 11:20 am | |
| Tue., 12/29 | V Girls Basketball | Gloversville (NY) | Away - Mayfield HS, Mayfield NY | W 41-36 | TBA | |
| Tue., 12/29 | JV Girls Basketball | vs. TBA @ Mayfield (NY) Tournament | Away | 5:15 p.m. | w/varsity | |
| Tue., 12/29 | V Girls Indoor Track | Jack Long Invitational Meet | Away - Hillhouse H.S. | 2:00 p.m. | with boys | |
| Wed., 12/30 | V Boys Basketball | University | Home - Simsbury HS [Directions] | W 55-40 | ||
| Wed., 12/30 | JV Boys Basketball | University | Home - Simsbury HS [Directions] | 2:30 p.m. | ||
| Wed., 12/30 | FR Boys Basketball | University | Home - Simsbury HS [Directions] | 1:00 p.m. | ||
| Wed., 12/30 | JV Boys Ice Hockey | Fairfield Prep | Away - Milford Ice Pavilion [Directions] | 6:30 p.m. | 4:15 pm | |
| Wed., 12/30 | V Wrestling | Danbury, Norwalk | Away - Danbury HS - MAIN gym [Directions] | 9:00 a.m. | 6:30 am | |
| Wed., 12/30 | V Co-ed Cross Country Skiing | Freestyle @ Prospect Mountain | Away | Cancelled | 1 @ 5:30 am | |
| Wed., 12/30 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | W 7-0 | 11:15 am | |
| Sat., 1/2 | V Boys Basketball | Weaver | Home - Simsbury HS [Directions] | L 66-69 | ||
| Sat., 1/2 | JV Boys Basketball | Weaver | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Sat., 1/2 | V Boys Ice Hockey | Conard | Home - ISCC [Directions] | W 3-1 | ||
| Sat., 1/2 | V Boys Indoor Track | Hartford Public | Away [Directions] | 11:00 a.m. | 2 buses at 9:15 am | |
| Sat., 1/2 | V Co-ed Cross Country Skiing | Freestyle @ Notchview | Away | Cancelled | 1 @ 5:30 am | |
| Sat., 1/2 | V Girls Basketball | Weaver | Away - Classical Magnet HS [Directions] | L 44-48 | 1:15 pm | |
| Sat., 1/2 | JV Girls Basketball | Weaver | Away - Classical Magnet HS [Directions] | 2:15 p.m. | w/varsity | |
| Sat., 1/2 | V Girls Indoor Track | Hartford Public | Away [Directions] | 11:00 a.m. | with boys | |
| Mon., 1/4 | V Boys Basketball | Hall | Home - Simsbury HS [Directions] | W 62-50 | ||
| Mon., 1/4 | JV Boys Basketball | Hall | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Mon., 1/4 | FR Boys Basketball | Hall | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 1/4 | V Girls Basketball | Hall | Away - Hall HS - Gym A [Directions] | W 57-26 | 4:00 pm | |
| Mon., 1/4 | JV Girls Basketball | Hall | Away - Hall HS - Gym A [Directions] | 5:15 p.m. | w/freshman | |
| Mon., 1/4 | FR Girls Basketball | Hall | Away - Hall HS - Gym A [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 1/5 | V Boys Swimming and Diving | Bulkeley Coop | Away - Bulkeley HS Pool [Directions] | Simsbury 87 Bulkeley 80 | 2:20 pm | |
| Wed., 1/6 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | W 2-1 | 3:15 pm | |
| Wed., 1/6 | JV Boys Ice Hockey | Northwest Catholic | Away - International Skating Center of Connecticut [Directions] | 4:30 p.m. | no bus | |
| Wed., 1/6 | V Wrestling | New Britain | Away - New Britain HS [Directions] | 6:00 p.m. | 3:45 pm | |
| Wed., 1/6 | V Girls Ice Hockey | Hamden Coop | Home - ISCC [Directions] | W 4-3(OT) | ||
| Thu., 1/7 | V Boys Basketball | Avon | Away - Avon HS [Directions] | W 67-47 | 4:00 pm | |
| Thu., 1/7 | JV Boys Basketball | Avon | Away - Avon HS [Directions] | 5:15 p.m. | w/varsity | |
| Thu., 1/7 | FR Boys Basketball | Avon | Away - Avon HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 1/7 | V Boys Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | 1 bus at 3:30 pm | |
| Thu., 1/7 | V Girls Basketball | Avon | Home - Simsbury HS [Directions] | L 24-30 | ||
| Thu., 1/7 | JV Girls Basketball | Avon | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Thu., 1/7 | FR Girls Basketball | Avon | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Thu., 1/7 | V Girls Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | with boys | |
| Fri., 1/8 | V Boys Swimming and Diving | Suffield | Away - Windsor Locks HS [Directions] | Simsbury 76 Suffield 64 | 2:20 pm | |
| Sat., 1/9 | V Boys Ice Hockey | Glastonbury | Away - Trinity College [Directions] | W 2-1(OT) | 5:45 pm | |
| Sat., 1/9 | JV Boys Ice Hockey | Avon Old Farms | Away | 1:00 p.m. | no bus | |
| Sat., 1/9 | V Boys Indoor Track | URI Invitational | Away - University of Rhode Island | TBA | 1 bus at 6:15 am | |
| Sat., 1/9 | V Wrestling | Fairfield Warde Tournament | Away | 10:00 a.m. | 6:30 am | |
| Sat., 1/9 | V Co-ed Cross Country Skiing | Freestyle @ Wahconah | Away | Cancelled | 1 @ 5:30 am | |
| Sat., 1/9 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | W 5-1 | 2:20 pm | |
| Sat., 1/9 | V Girls Indoor Track | URI Invitational | Away - University of Rhode Island | TBA | with boys | |
| Mon., 1/11 | V Boys Basketball | Conard | Home - Simsbury HS [Directions] | W 65-39 | ||
| Mon., 1/11 | JV Boys Basketball | Conard | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Mon., 1/11 | FR Boys Basketball | Conard | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 1/11 | V Girls Basketball | Conard | Away - Conard HS [Directions] | L 32-36 | 4:00 pm | |
| Mon., 1/11 | JV Girls Basketball | Conard | Away - Conard HS [Directions] | 5:15 p.m. | w/freshman | |
| Mon., 1/11 | FR Girls Basketball | Conard | Away - Conard HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 1/12 | V Boys Indoor Track | 2016 Snowflake Invitational | Away - Wesleyan University, Bacon Field House | 4:30 p.m. | 1 bus at 2:20 pm | |
| Tue., 1/12 | V Boys Swimming and Diving | Fitch/Ston./Ledy./Wheeler, Norwich Free Academy | Away - Groton Avery Point Pool [Directions] | Cancelled | 2:00 pm | |
| Tue., 1/12 | V Girls Indoor Track | 2016 Snowflake Invitational | Away - Wesleyan University, Bacon Field House | 4:30 p.m. | with boys | |
| Wed., 1/13 | V Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | L 2-6 | 5:15 pm | |
| Wed., 1/13 | V Wrestling | Hall | Home - Simsbury HS [Directions] | 6:00 p.m. | ||
| Wed., 1/13 | V Girls Basketball | South Windsor | Away - South Windsor HS [Directions] | L 21-49 | 4:00 pm | |
| Wed., 1/13 | JV Girls Basketball | South Windsor | Away - South Windsor HS [Directions] | 5:15 p.m. | w/freshman | |
| Wed., 1/13 | FR Girls Basketball | South Windsor | Away - South Windsor HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 1/13 | JV Girls Ice Hockey | Taft | Away | 5:00 p.m. | 3:15 pm | |
| Thu., 1/14 | V Boys Basketball | Bristol Central | Away - Bristol Central HS [Directions] | W 70-49 | 4:00 pm | |
| Thu., 1/14 | JV Boys Basketball | Bristol Central | Away - Bristol Central HS [Directions] | 5:15 p.m. | w/varsity | |
| Thu., 1/14 | FR Boys Basketball | Bristol Central | Away - Bristol Central HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Thu., 1/14 | V Boys Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | 1 bus at 3:00 pm | |
| Thu., 1/14 | V Co-ed Cross Country Skiing | Freestyle @ Butternut | Away | 4:30 p.m. | 1 @ 2:30 pm | |
| Thu., 1/14 | V Girls Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | with boys | |
| Thu., 1/14 | Unified Sports Basketball | South Windsor | Away [Directions] | 3:00 p.m. | 2:00 pm | Level 2 |
| Fri., 1/15 | V Boys Indoor Track | Yale Interscholastic Track Classic | Away | 12:00 p.m. | 1 bus at 10:30 am | |
| Fri., 1/15 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Rink [Directions] | L 1-4 | 7:00 pm | |
| Sat., 1/16 | V Boys Basketball | Middletown | Away - Middletown HS [Directions] | L 62-70 | 4:00 pm | |
| Sat., 1/16 | JV Boys Basketball | Middletown | Away - Middletown HS [Directions] | 5:15 p.m. | w/varsity | |
| Sat., 1/16 | FR Boys Basketball | Middletown | Away - Middletown HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Sat., 1/16 | V Boys Ice Hockey | North Haven | Home - ISCC [Directions] | W 8-2 | ||
| Sat., 1/16 | V Boys Indoor Track | Yale Interscholastic Track Classic | Away | 12:00 p.m. | no bus | |
| Sat., 1/16 | V Wrestling | Xavier Tournament | Away - Mercy HS | 9:30 a.m. | 7:00 am | |
| Sat., 1/16 | V Co-ed Cross Country Skiing | Classical @ Greylock | Away | Cancelled | 1 @ 5:30 am | |
| Sat., 1/16 | V Girls Basketball | Plainville | Home - Simsbury HS [Directions] | W 56-24 | ||
| Sat., 1/16 | JV Girls Basketball | Plainville | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Sat., 1/16 | V Girls Ice Hockey | Hall/Conard | Home - ISCC [Directions] | W 3-2 | ||
| Sat., 1/16 | JV Girls Ice Hockey | Kent School | Away | 2:30 p.m. | 12:30 pm | |
| Sat., 1/16 | V Girls Indoor Track | TBA | Away | TBA | with boys | |
| Mon., 1/18 | JV Wrestling | Xavier Tournament | Away | 9:00 a.m. | 7:00 am | |
| Mon., 1/18 | V Co-ed Cross Country Skiing | Berkshire East | Away | 5:00 p.m. | 1 @ 3:30 pm | |
| Tue., 1/19 | V Boys Basketball | Farmington | Away - Farmington HS [Directions] | W 42-32 | 4:00 pm | |
| Tue., 1/19 | JV Boys Basketball | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | w/varsity | |
| Tue., 1/19 | FR Boys Basketball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 1/19 | V Boys Swimming and Diving | East Hartford | Away - East Hartford HS [Directions] | Simsbury 96 East Hartford 87 | 2:20 pm | |
| Tue., 1/19 | Unified Sports Basketball | Farmington | Away [Directions] | 7:00 p.m. | 6:00 pm | Halftime Game |
| Wed., 1/20 | V Boys Ice Hockey | East Catholic | Home - ISCC [Directions] | W 3-2(OT) | ||
| Wed., 1/20 | V Wrestling | Bristol Eastern | Home - Simsbury HS [Directions] | 6:00 p.m. | ||
| Wed., 1/20 | V Girls Basketball | Farmington | Home - Simsbury HS [Directions] | W 34-33 | ||
| Wed., 1/20 | JV Girls Basketball | Farmington | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Wed., 1/20 | FR Girls Basketball | Farmington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 1/20 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | W 8-1 | 2:00 pm | |
| Wed., 1/20 | JV Girls Ice Hockey | Canterbury | Away | 5:15 p.m. | 3:30 pm | |
| Wed., 1/20 | Unified Sports Basketball | East Hartford | Home - Simsbury HS [Directions] | 3:00 p.m. | Level 2 | |
| Thu., 1/21 | V Boys Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | 2 buses at 2:30 pm | |
| Thu., 1/21 | V Girls Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | with boys | |
| Fri., 1/22 | V Boys Basketball | Glastonbury | Away - Glastonbury HS [Directions] | W 54-43 | 4:00 pm | |
| Fri., 1/22 | JV Boys Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 5:30 p.m. | w/varsity | |
| Fri., 1/22 | FR Boys Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | 2:20 pm | |
| Fri., 1/22 | V Boys Swimming and Diving | Farmington | Home - Westminster School [Directions] | Farmington 94 Simsbury 83 | ||
| Fri., 1/22 | V Girls Basketball | Glastonbury | Home - Simsbury HS [Directions] | L 36-47 | ||
| Fri., 1/22 | JV Girls Basketball | Glastonbury | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Fri., 1/22 | FR Girls Basketball | Glastonbury | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Sat., 1/23 | V Wrestling | Terryville/Thomaston, Nonnewaug, Windham | Away - Nonnewaug [Directions] | Cancelled | 10:00 am | |
| Sat., 1/23 | V Co-ed Cross Country Skiing | Classical @ Prospect Mountain | Away | 10:00 a.m. | 1 @ 5:30 am | |
| Tue., 1/26 | V Boys Basketball | Bloomfield | Home - Simsbury HS [Directions] | W 72-43 | ||
| Tue., 1/26 | JV Boys Basketball | Bloomfield | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Tue., 1/26 | FR Boys Basketball | Bloomfield | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Tue., 1/26 | JV Boys Ice Hockey | Westminster | Away | 6:00 p.m. | no bus | |
| Tue., 1/26 | V Boys Swimming and Diving | Northwest Catholic, Granby Memorial | Away - Farmington Valley YMCA, Granby [Directions] | Simsbury 55 Granby 43 Simsbury 56 NWC 42 | 6:45 pm | |
| Tue., 1/26 | V Girls Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | W 50-37 | 4:00 pm | |
| Tue., 1/26 | JV Girls Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 5:15 p.m. | w/freshman | |
| Tue., 1/26 | FR Girls Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 3:45 p.m. | 2:20 pm | |
| Tue., 1/26 | Unified Sports Basketball | Windsor | Away [Directions] | 2:20 p.m. | 1:45 pm | Level 2 |
| Wed., 1/27 | V Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | W 3-0 | 4:30 pm | |
| Wed., 1/27 | JV Boys Ice Hockey | Longmeadow (MA) | Home - ISCC [Directions] | 7:00 p.m. | ||
| Wed., 1/27 | V Wrestling | Conard | Home - Simsbury HS [Directions] | 6:00 p.m. | ||
| Wed., 1/27 | V Girls Ice Hockey | Daniel Hand Coop | Away [Directions] | W 9-0 | 4:00 pm | |
| Wed., 1/27 | Unified Sports Basketball | Newington | Home - Simsbury HS [Directions] | 3:00 p.m. | Level 2 | |
| Thu., 1/28 | V Boys Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | 1 bus at 2:30 pm | |
| Thu., 1/28 | V Boys Indoor Track | Hartford Public | Away [Directions] | TBA | 1 bus at 3:30 pm | Conference Team |
| Thu., 1/28 | V Girls Indoor Track | Glastonbury | Away [Directions] | 4:30 p.m. | with boys | |
| Thu., 1/28 | V Girls Indoor Track | Hartford Public | Away [Directions] | TBA | with boys | Conference Team |
| Fri., 1/29 | V Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | W 62-45 | 4:00 pm | |
| Fri., 1/29 | JV Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | 5:15 p.m. | w/varsity | |
| Fri., 1/29 | FR Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 1/29 | V Girls Basketball | Hall | Home - Simsbury HS [Directions] | W 54-43 | ||
| Fri., 1/29 | JV Girls Basketball | Hall | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Fri., 1/29 | FR Girls Basketball | Hall | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 1/29 | V Girls Ice Hockey | Guilford Coop | Home - ISCC [Directions] | W 7-1 | ||
| Sat., 1/30 | V Boys Ice Hockey | Northwest Catholic | Away - International Skating Center of Connecticut [Directions] | L 1-3 | no bus | |
| Sat., 1/30 | JV Boys Ice Hockey | Fairfield Prep | Away - Wonderland of Ice, Bridgeport, CT [Directions] | 2:00 p.m. | 11:30 pm | |
| Sat., 1/30 | V Boys Indoor Track | C.C.C. Indoor Track & Field Championships | Away - Hillhouse H.S. | 9:00 a.m. | 1 bus at6:15 am | |
| Sat., 1/30 | V Wrestling | Connecticut Challenge @ Southington | Away | 10:00 a.m. | 7:00 am | |
| Sat., 1/30 | V Competitive Cheerleading | Quinnipiac University’s Cheer Challenge | Away - Burt Kahn Gymnasium, Hamden | TBA | 10:30 am | |
| Sat., 1/30 | V Co-ed Cross Country Skiing | Classical @ Notchview | Away | Cancelled | ||
| Sat., 1/30 | JV Girls Ice Hockey | Loomis Chaffee School | Away | 2:00 p.m. | 12:30 pm | |
| Sat., 1/30 | V Girls Indoor Track | C.C.C. Indoor Track & Field Championships | Away - Hillhouse H.S. | 9:00 a.m. | with boys | |
| Sun., 1/31 | V Co-ed Cross Country Skiing | Berkshire East | Away | TBA | 1 @ 2:00 pm | |
| Tue., 2/2 | V Boys Swimming and Diving | Conard | Home - Westminster School [Directions] | Conard 95 Simsbury 89 | ||
| Wed., 2/3 | V Boys Basketball | Granby Memorial | Away - Granby Memorial HS [Directions] | W 57-37 | 4:00 pm | |
| Wed., 2/3 | JV Boys Basketball | Granby Memorial | Away - Granby Memorial HS [Directions] | 5:30 p.m. | w/varsity | |
| Wed., 2/3 | FR Boys Basketball | Granby Memorial | Away - Granby Memorial HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 2/3 | V Boys Ice Hockey | E.Haven Coop | Home - ISCC [Directions] | W 5-1 | ||
| Wed., 2/3 | V Wrestling | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 6:00 p.m. | 3:45 pm | |
| Wed., 2/3 | Unified Sports Basketball | South Windsor | Home - Simsbury HS [Directions] | 3:00 p.m. | Level 2 - Gold Gym | |
| Wed., 2/3 | Unified Sports Basketball | Berlin | Home - Simsbury HS [Directions] | 3:15 p.m. | Level 3/4/5 - Blue Gym | |
| Thu., 2/4 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | W 5-1 | 5:00 pm | |
| Thu., 2/4 | JV Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | 3:45 p.m. | 2:00 pm | |
| Sat., 2/6 | V Boys Basketball | Southington | Away - Tennis Courts [Directions] | L 43-47 | 3:00 pm | |
| Sat., 2/6 | JV Boys Basketball | Southington | Away - Tennis Courts [Directions] | 4:15 p.m. | w/varsity | |
| Sat., 2/6 | FR Boys Basketball | Southington | Away - Tennis Courts [Directions] | 2:45 p.m. | 1:15 pm | |
| Sat., 2/6 | V Boys Ice Hockey | SGWL | Home - ISCC [Directions] | T 2-2 | ||
| Sat., 2/6 | JV Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 9:00 a.m. | 7:30 am | |
| Sat., 2/6 | V Wrestling | Glastonbury, Cheshire, Guilford | Away - Cheshire HS [Directions] | 10:00 a.m. | 7:00 am | |
| Sat., 2/6 | V Competitive Cheerleading | Wolverines Pride Cheerleading Competition | Away - Griswold HS | 2:00 p.m. | 10:15 am | |
| Sat., 2/6 | V Co-ed Cross Country Skiing | Freestyle @ Notchview | Away | Cancelled | ||
| Sat., 2/6 | V Girls Basketball | Southington | Home - Simsbury HS [Directions] | L 39-45 | ||
| Sat., 2/6 | JV Girls Basketball | Southington | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Sat., 2/6 | V Girls Ice Hockey | Lauralton Hall | Home - ISCC [Directions] | W 6-1 | ||
| Tue., 2/9 | JV Boys Ice Hockey | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 8:30 p.m. | ||
| Tue., 2/9 | V Boys Swimming and Diving | Southington | Home - Westminster School [Directions] | Southington 95 Simsbury 89 | ||
| Wed., 2/10 | V Boys Basketball | Bulkeley | Home - Simsbury HS [Directions] | L 42-51 | ||
| Wed., 2/10 | JV Boys Basketball | Bulkeley | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Wed., 2/10 | FR Boys Basketball | Bulkeley | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 2/10 | V Boys Ice Hockey | Conard | Away - Veteran's Memorial Rink [Directions] | W 5-1 | 6:00 pm | |
| Wed., 2/10 | JV Boys Ice Hockey | Xavier | Home - ISCC [Directions] | 4:30 p.m. | ||
| Wed., 2/10 | V Wrestling | Farmington | Away - Farmington HS [Directions] | 6:00 p.m. | 4:15 pm | |
| Wed., 2/10 | V Girls Basketball | Bulkeley | Away - Bulkeley HS Field House [Directions] | W 55-13 | 4:00 pm | |
| Wed., 2/10 | V Girls Ice Hockey | Northwest Catholic | Home - ISCC [Directions] | W 6-0 | ||
| Wed., 2/10 | JV Girls Ice Hockey | Westminster | Home - ISCC [Directions] | Cancelled | ||
| Wed., 2/10 | Unified Sports Basketball | Windsor | Home - Simsbury HS [Directions] | 3:00 p.m. | Level 2 | |
| Thu., 2/11 | V Boys Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 1 bus at 1:30 pm | |
| Thu., 2/11 | JV Girls Basketball | Bulkeley | Away - Bulkeley HS Field House [Directions] | Cancelled | w/freshman | |
| Thu., 2/11 | V Girls Ice Hockey | Darien | Away - Darien Ice Rink [Directions] | L 2-7 | 2:20 pm | |
| Thu., 2/11 | V Girls Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | with boys | |
| Thu., 2/11 | Unified Sports Basketball | Middletown | Home - Simsbury HS [Directions] | 2:45 p.m. | Level 3/4/5 | |
| Fri., 2/12 | JV Boys Ice Hockey | Westfield (MA) | Away | 7:00 p.m. | 5:15 pm | |
| Fri., 2/12 | V Boys Swimming and Diving | Hall | Home - Westminster School [Directions] | Hall 94 Simsbury 78 | ||
| Sat., 2/13 | V Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | L 54-59 | 4:00 pm | |
| Sat., 2/13 | JV Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | 5:30 p.m. | w/varsity | |
| Sat., 2/13 | FR Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | 4:00 p.m. | 2:20 pm | |
| Sat., 2/13 | V Boys Ice Hockey | Notre Dame-Fairfield | Home - ISCC [Directions] | L 2-5 | ||
| Sat., 2/13 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | L 2-5 | 10:00 am | |
| Sat., 2/13 | JV Girls Ice Hockey | Kent School | Home - Simsbury Farms CC [Directions] | Cancelled | ||
| Mon., 2/15 | JV Boys Ice Hockey | SGWL | Away - Enfield Twin Rinks [Directions] | 3:10 p.m. | 1:45 pm | |
| Mon., 2/15 | JV Wrestling | CCC JV Invitational | Home [Directions] | 9:00 a.m. | ||
| Mon., 2/15 | V Girls Ice Hockey | West Haven/SHA | Home - ISCC [Directions] | W 9-2 | ||
| Tue., 2/16 | V Boys Basketball | East Hartford | Home - Simsbury HS [Directions] | W 45-39 | ||
| Tue., 2/16 | JV Boys Basketball | East Hartford | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Tue., 2/16 | FR Boys Basketball | East Hartford | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Tue., 2/16 | V Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | L 24-39 | 4:30 pm | |
| Tue., 2/16 | JV Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 5:30 p.m. | w/freshman | |
| Tue., 2/16 | FR Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | 2:20 pm | |
| Tue., 2/16 | V Girls Ice Hockey | Branford | Home - Simsbury Farms CC [Directions] | W 3-2 | ||
| Wed., 2/17 | V Boys Ice Hockey | Glastonbury | Home - ISCC [Directions] | W 7-2 | ||
| Wed., 2/17 | V Boys Swimming and Diving | Rocky Hill | Away - Rocky Hill HS [Directions] | 4:00 p.m. | 2:20 pm | |
| Wed., 2/17 | V Girls Ice Hockey | New Canaan | Home - ISCC [Directions] | L 1-4 | ||
| Wed., 2/17 | Unified Sports Basketball | Newington | Away [Directions] | 3:00 p.m. | 2:20 pm | Level 2 |
| Thu., 2/18 | V Boys Swimming and Diving | Classical Magnet | Home - Westminster School [Directions] | 8:00 p.m. | ||
| Thu., 2/18 | V Girls Basketball | Windsor | Home - Simsbury HS [Directions] | W 64-24 | Senior Night | |
| Thu., 2/18 | JV Girls Basketball | Windsor | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Thu., 2/18 | Unified Sports Basketball | EnricoFermi (Scrim.) | Home - Simsbury HS [Directions] | 3:00 p.m. | Level 2 | |
| Fri., 2/19 | V Boys Basketball | Conard | Away - Conard HS [Directions] | W 73-42 | 4:00 pm | |
| Fri., 2/19 | JV Boys Basketball | Conard | Away - Conard HS [Directions] | 5:15 p.m. | w/varsity | |
| Fri., 2/19 | FR Boys Basketball | Conard | Away - Conard HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 2/19 | V Boys Swimming and Diving | Lewis Mills | Home - Westminster School [Directions] | 8:00 p.m. | ||
| Fri., 2/19 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 4:00 p.m. | 11:45 am | |
| Fri., 2/19 | JV Girls Ice Hockey | Loomis Chaffee School | Home - Simsbury Farms CC [Directions] | 4:30 p.m. | ||
| Sat., 2/20 | V Boys Ice Hockey | Cheshire | Home - ISCC [Directions] | W 5-1 | Senior Night | |
| Sat., 2/20 | JV Boys Ice Hockey | Avon Old Farms | Away | 1:00 p.m. | no bus | |
| Sat., 2/20 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | 1 bus at 9:30 am | |
| Sat., 2/20 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 9:00 a.m. | TBA | |
| Sat., 2/20 | V Competitive Cheerleading | CCC Championships | Away - Berlin HS | 5:00 p.m. | 1:30 pm | |
| Sat., 2/20 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Away - Winter Garden Ice Arena [Directions] | W 6-1 | 5:00 pm | |
| Sat., 2/20 | JV Girls Ice Hockey | Rumsey Hall Tournament | Away - Lufkin Rink @ Rumsey Hall School, Washington Depot CT | 9:30 a.m. | 7:45 am | |
| Sat., 2/20 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | with boys | |
| Mon., 2/22 | V Boys Basketball | Glastonbury | Home - Simsbury HS [Directions] | W 57-54 | Senior Night | |
| Mon., 2/22 | JV Boys Basketball | Glastonbury | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Mon., 2/22 | FR Boys Basketball | Glastonbury | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 2/22 | V Girls Ice Hockey | Hamden Coop | Home - ISCC [Directions] | L 0-1 | ||
| Mon., 2/22 | Unified Sports Basketball | East Hartford | Away [Directions] | 3:00 p.m. | 1:45 pm | Level 2 |
| Wed., 2/24 | JV Girls Ice Hockey | Hamden Coop | Home - ISCC [Directions] | Cancelled | ||
| Wed., 2/24 | Unified Sports Basketball | Norwich Free Academy | Away [Directions] | 3:30 p.m. | 1:50 pm | Level 2 - DOUBLEHEADER |
| Thu., 2/25 | V Boys Basketball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | W 64-52 | 5:45 pm | CCC 1st Round |
| Fri., 2/26 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 11:15 am | |
| Sat., 2/27 | V Boys Basketball | Windsor | Away - Bulkeley HS-Babe Allen Fieldhouse [Directions] | W 76-58 | 4:00 pm | CCC Quarterfinal |
| Sat., 2/27 | V Boys Ice Hockey | East Catholic | Away - Champions Skating Center/Cromwell [Directions] | W 4-2 | 3:00 pm | |
| Sat., 2/27 | JV Boys Ice Hockey | Northwest Catholic | Home - ISCC [Directions] | 7:20 p.m. | ||
| Sat., 2/27 | V Boys Swimming and Diving | Splash Meet @ Plainville | Away | TBA | 11:30 am | |
| Sat., 2/27 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:00 a.m. | TBA | |
| Sat., 2/27 | V Competitive Cheerleading | New England Open Cheer Championship | Away - East Haven HS | Cancelled | TBA | |
| Sat., 2/27 | JV Girls Ice Hockey | Canterbury | Away | Cancelled | ||
| Sun., 2/28 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | Bus w/Glastonbury on 2/27 | |
| Sun., 2/28 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | with boys | |
| Mon., 2/29 | V Boys Ice Hockey | South Windsor | Home - ISCC [Directions] | W 5-1 | ||
| Mon., 2/29 | V Girls Basketball | Trumbull | Away [Directions] | L 38-43 | 2:30 pm | CIAC Class LL 1st Round |
| Mon., 2/29 | V Girls Ice Hockey | Hamden Coop | Home - ISCC [Directions] | W 2-1 (OT) | ||
| Tue., 3/1 | V Boys Basketball | Middletown | Away - Bulkeley H. S. [Directions] | W 53-41 | 4:00 pm | CCC Semifinal |
| Tue., 3/1 | V Boys Swimming and Diving | CCC South Diving | Home [Directions] | 8:00 p.m. | ||
| Wed., 3/2 | V Boys Swimming and Diving | CCC South Swimming @ Cornerstone | Away | 3:30 p.m. | 2:20 pm | |
| Wed., 3/2 | V Girls Ice Hockey | Darien | Away - The Rinks at Shelton [Directions] | L 2-5 | 3:00 pm | |
| Wed., 3/2 | Unified Sports Basketball | Simsbury Tournament | Home [Directions] | 3:00 p.m. | Level 2 and Level 3/4/5 Teams | |
| Thu., 3/3 | V Boys Basketball | East Catholic | Away - Bulkeley H. S. [Directions] | W 54-49 | 5:00 pm | CCC Final |
| Fri., 3/4 | V Boys Ice Hockey | Conard | Home - ISCC [Directions] | W 7-3 | CCC North Semifinal | |
| Fri., 3/4 | V Wrestling | New England Championships | Away - Providence Career and Technical Center [Directions] | 4:00 p.m. | no bus | |
| Fri., 3/4 | V Competitive Cheerleading | 2016 Connecticut High School State Cheerleading Championships | Away - Floyd Little Athletic Center, New Haven CT | Cancelled | TBA | It's possible this could be 3/5/16 |
| Fri., 3/4 | Unified Sports Basketball | CCC Tournament @ Windsor | Away | 3:00 p.m. | 2:20 pm | Level 2 |
| Sat., 3/5 | V Boys Ice Hockey | Northwest Catholic | Away - Trinity College, Hartford CT [Directions] | W 1-0 | TBA | CCC North Final |
| Sat., 3/5 | V Wrestling | New England Championships | Away - Providence Career and Technical Center [Directions] | 9:00 a.m. | no bus | |
| Tue., 3/8 | V Boys Basketball | Norwich Free Academy | Home - Simsbury HS [Directions] | W 50-26 | CIAC Class LL 1st Round | |
| Wed., 3/9 | V Boys Ice Hockey | St. Joseph | Home - ISCC [Directions] | L 1-2 | CIAC Division I 1st Round | |
| Thu., 3/10 | V Boys Basketball | Ledyard | Away - Standish Gymnasium [Directions] | W 69-56 | 3:15 pm | CIAC Class LL 2nd Round |
| Thu., 3/10 | V Boys Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | no bus | |
| Sat., 3/12 | V Boys Swimming and Diving | CIAC Class L Qualifying | Away - Kennedy HS [Directions] | 4:30 p.m. | 12:30 pm | |
| Mon., 3/14 | V Boys Basketball | Weaver | Away - Bulkeley H.S., Hartford CT [Directions] | L 38-71 | 4:00 pm | CIAC Class LL Quarterfinal |
| Wed., 3/16 | V Boys Swimming and Diving | CIAC Class L Finals | Away - Wesleyan Univ. [Directions] | 6:00 p.m. | 3:15 pm | |
| Thu., 3/17 | V Boys Swimming and Diving | CIAC Open Diving | Away - Bulkeley [Directions] | Cancelled | ||
| Sat., 3/19 | V Boys Spring Crew | ThROWdown @ Stonington HS | Away | 9:00 a.m. | 7:00 am | |
| Sat., 3/19 | V Boys Rugby | Tournament @ Belmont (MA) | Away | 10:00 a.m. | 2 buses @ 8:45 am | |
| Sat., 3/19 | JV Boys Rugby | Tournament @ Belmont (MA) | Away | TBA | w/varsity | |
| Sat., 3/19 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | 10:30 am | |
| Sat., 3/19 | V Girls Spring Crew | ThROWdown @ Stonington HS | Away | 9:00 a.m. | w/boys | |
| Wed., 3/23 | V Girls Lacrosse | Granby Memorial (Scrim.) | Away - Granby Memorial HS [Directions] | 3:30 p.m. | 2:20 pm | |
| Sat., 3/26 | V Baseball | RHAM (Scrim.) | Home - Memorial Park Baseball Field [Directions] | 10:00 a.m. | ||
| Sat., 3/26 | V Baseball | Plainfield (Scrim.) | Home - Memorial Park Baseball Field [Directions] | 1:00 p.m. | ||
| Sat., 3/26 | V Boys Lacrosse | Westfield (MA) (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Sat., 3/26 | V Boys Rugby | Ridgefield | Home - Simsbury HS - Holden Field (turf) [Directions] | W 32-24 | ||
| Sat., 3/26 | JV Boys Rugby | Ridgefield | Home - Simsbury HS [Directions] | 3:15 p.m. | ||
| Sat., 3/26 | V Boys Volleyball | Jamboree @ Glastonbury | Away | 9:00 a.m. | 7:30 am | |
| Sat., 3/26 | V Girls Lacrosse | Play Day @ Glastonbury | Away | 8:30 a.m. | 7:15 am | |
| Sat., 3/26 | V Girls Rugby | Lincoln-Sudbury (MA) (Scrim.) | Away | 8:30 a.m. | 6:30 am | |
| Tue., 3/29 | V Baseball | Granby Memorial (Scrim.) | Home - Memorial Park Baseball Field [Directions] | 3:30 p.m. | ||
| Wed., 3/30 | V Boys Lacrosse | Hotchkiss (Scrim.) | Away | 3:30 p.m. | 2:20 pm | |
| Wed., 3/30 | FR Boys Rugby | Greenwich | Home - Simsbury HS - Grass Field [Directions] | 5:00 p.m. | ||
| Wed., 3/30 | V Boys Volleyball | Southwick-Tolland Regional (MA) (Scrim.) | Away | 3:30 p.m. | 2:20 pm | |
| Wed., 3/30 | V Softball | Northwestern (Scrim.) | Away [Directions] | 3:30 p.m. | 2:20 pm | |
| Wed., 3/30 | JV Softball | Northwestern (Scrim.) | Away [Directions] | 3:30 p.m. | w/Varsity | |
| Thu., 3/31 | V Baseball | East Catholic (Scrim.) | Home - Memorial Park Baseball Field [Directions] | 3:30 p.m. | ||
| Thu., 3/31 | JV Baseball | East Catholic (Scrim.) | Home - Town Forest Field [Directions] | 3:45 p.m. | 2:45 Shuttle | |
| Thu., 3/31 | V Girls Rugby | North Haven | Home - Simsbury HS - Grass Field [Directions] | 5:00 p.m. | ||
| Fri., 4/1 | V Baseball | Bristol Central (Scrim.) | Away - Bristol Central HS [Directions] | 3:30 p.m. | 2:20 pm | |
| Fri., 4/1 | V Boys Rugby | Split Squad @ WMA | Away | TBA | 2:20 pm | |
| Fri., 4/1 | V Girls Lacrosse | Westminster (Scrim.) | Away | 5:00 p.m. | no bus | |
| Sat., 4/2 | V Boys Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | W 11-5 | 8:15 am | |
| Sat., 4/2 | JV Boys Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 12:30 p.m. | 9:45 am | |
| Sat., 4/2 | V Boys Rugby | Split Squad vs. Aspetuck | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:00 p.m. | ||
| Sat., 4/2 | JV Boys Rugby | Split Squad vs. Aspetuck | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:30 p.m. | ||
| Tue., 4/5 | V Boys Lacrosse | Daniel Hand | Away - Surf Club [Directions] | W 9-4 | 3:30 pm | |
| Tue., 4/5 | JV Boys Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 4:00 p.m. | 2:20 pm | |
| Wed., 4/6 | V Boys Volleyball | Bulkeley | Home - Simsbury HS [Directions] | W 3-0 | ||
| Wed., 4/6 | JV Boys Volleyball | Bulkeley | Home - Simsbury HS [Directions] | W 2-0 | ||
| Thu., 4/7 | V Boys Lacrosse | Weston | Away - WHS Turf Field [Directions] | W 11-3 | 4:15 pm | |
| Thu., 4/7 | JV Boys Lacrosse | Weston | Away - WHS Turf Field [Directions] | 5:00 p.m. | 2:20 pm | |
| Thu., 4/7 | FR Boys Lacrosse | Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:00 p.m. | ||
| Thu., 4/7 | V Boys Rugby | Stamford | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | ||
| Thu., 4/7 | V Boys Volleyball | Wolcott Tech | Home - Simsbury HS [Directions] | L 2-3 | ||
| Thu., 4/7 | JV Boys Volleyball | Wolcott Tech | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Thu., 4/7 | V Girls Lacrosse | Newington | Away - ClemLemire Rec.Complex corner Willard Ave. & New Britain Ave.,Newington [Directions] | W 15-3 | 2:20 bus | |
| Fri., 4/8 | V Boys Tennis | Avon Old Farms | Away | L 3-4 | 2:20 pm | |
| Fri., 4/8 | V Boys Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | L 0-3 | 2:45 pm | |
| Fri., 4/8 | JV Boys Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 4:00 p.m. | w/varsity | |
| Fri., 4/8 | FR Girls Lacrosse | Conard | Away - Conard HS North Field [Directions] | 4:00 p.m. | 2:20 pm | |
| Sat., 4/9 | V Boys Spring Crew | Northfield Mount Hermon | Away - Northfield Mount Hermon School, Gill MA | TBA | 2 buses @ 12:45 pm | |
| Sat., 4/9 | V Boys Outdoor Track | Bloomfield Invitational | Away - Bloomfield HS | Cancelled | 2 buses @ 7:30 am | |
| Sat., 4/9 | V Girls Spring Crew | Northfield Mount Hermon | Away - Northfield Mount Hermon School, Gill MA | TBA | w/boys | |
| Sat., 4/9 | V Girls Lacrosse | Daniel Hand | Away - Surf Club [Directions] | L 3-10 | 12:00 pm | |
| Sat., 4/9 | JV Girls Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 12:30 p.m. | 10:30 am | |
| Sat., 4/9 | V Girls Outdoor Track | Bloomfield Invitational | Away - Bloomfield HS | Cancelled | with boys | |
| Mon., 4/11 | V Baseball | Farmington | Home - Memorial Park Baseball Field [Directions] | W 8-4 | ||
| Mon., 4/11 | JV Baseball | Farmington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 4/11 | FR Baseball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 4/11 | V Boys Volleyball | EnricoFermi | Away - Fermi HS | W 3-1 | 3:30 pm | |
| Mon., 4/11 | JV Boys Volleyball | EnricoFermi | Away - Fermi HS | Cancelled | w/varsity | |
| Tue., 4/12 | V Boys Lacrosse | Joel Barlow | Home - Simsbury HS - Holden Field (turf) [Directions] | W 7-5 | ||
| Tue., 4/12 | JV Boys Lacrosse | Joel Barlow | Home - Simsbury HS - Grass Field [Directions] | Cancelled | ||
| Tue., 4/12 | V Girls Lacrosse | Cheshire | Home - Simsbury HS - Holden Field (turf) [Directions] | L 8-11 | ||
| Tue., 4/12 | JV Girls Lacrosse | Cheshire | Home - Simsbury HS - Holden Field (turf) [Directions] | 2:30 p.m. | ||
| Wed., 4/13 | V Baseball | Southington | Home - Memorial Park Baseball Field [Directions] | L 3-9 | ||
| Wed., 4/13 | JV Baseball | Southington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 4/13 | FR Baseball | Southington | Away - Baseball JV Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 4/13 | V Boys Spring Crew | Kent Scrimmage | Away - Kent School, Kent CT | TBA | 1 bus @ 10:15 am | |
| Wed., 4/13 | V Boys Lacrosse | Farmington | Away - Farmington HS [Directions] | W 17-2 | 2:20 pm | |
| Wed., 4/13 | JV Boys Lacrosse | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | 3:45 pm | |
| Wed., 4/13 | V Girls Spring Crew | Kent Scrimmage | Away - Kent School, Kent CT | TBA | w/ boys | |
| Wed., 4/13 | V Softball | Southington | Away - Softball Varsity Field [Directions] | L 22-1 | 2:20 pm | |
| Wed., 4/13 | JV Softball | Southington | Away - Softball JV Field [Directions] | Cancelled | w/varsity | |
| Thu., 4/14 | V Boys Tennis | Granby Memorial | Away - Granby Memorial HS [Directions] | W 7-0 | 2:20 pm | |
| Thu., 4/14 | V Girls Lacrosse | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | W 16-6 | ||
| Thu., 4/14 | V Softball | Avon | Home - Memorial Park Softball Field [Directions] | W 18-1 | ||
| Fri., 4/15 | FR Boys Lacrosse | Conard | Away - Conard HS North Field [Directions] | 4:00 p.m. | 2:20 pm | |
| Fri., 4/15 | JV Softball | Avon | Home - Memorial Park Softball Field [Directions] | W 19-1 (5) | ||
| Sat., 4/16 | V Boys Spring Crew | Simsbury/Tabor Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | 2 buses @ 9:15 am | |
| Sat., 4/16 | V Boys Lacrosse | Hingham (MA) | Home - Simsbury HS - Holden Field (turf) [Directions] | W 13-8 | ||
| Sat., 4/16 | JV Boys Lacrosse | Hingham (MA) | Home - Simsbury HS - Grass Field [Directions] | 1:00 p.m. | ||
| Sat., 4/16 | V Boys Outdoor Track | Hargrove Freshman & Sophomore Invitational | Away - Amity HS | Cancelled | 2 buses @ 7:30 am | |
| Sat., 4/16 | V Girls Spring Crew | Simsbury/Tabor Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | w/ boys | |
| Sat., 4/16 | V Girls Outdoor Track | Hargrove Freshman & Sophomore Invitational | Away | Cancelled | with boys | |
| Mon., 4/18 | V Baseball | Granby Memorial | Home - Memorial Park Baseball Field [Directions] | W 10-1 | ||
| Mon., 4/18 | JV Baseball | Granby Memorial | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 4/18 | V Boys Golf | Northwest Catholic | Home - Simsbury Farms CC [Directions] | Simsbury 155 Northwest Catholic 179 | ||
| Mon., 4/18 | JV Boys Golf | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Mon., 4/18 | V Boys Tennis | Bulkeley/HMTCA/Weaver Coop | Home - Simsbury HS [Directions] | W 7-0 | ||
| Mon., 4/18 | V Boys Volleyball | Enfield | Away - Fermi H.S. [Directions] | L 1-3 | 3:30 pm | |
| Mon., 4/18 | JV Boys Volleyball | Enfield | Away - Enfield Home game at Fermi H.S. gym [Directions] | 5:00 p.m. | w/varsity | |
| Mon., 4/18 | V Softball | Bristol Eastern | Home - Memorial Park Softball Field [Directions] | L 8-4 | ||
| Mon., 4/18 | JV Softball | Bristol Eastern | Home - Simsbury HS [Directions] | W 22-7 (6) | ||
| Mon., 4/18 | V Girls Tennis | Bulkeley/HMTCA/Weaver | Away - Bulkeley HS [Directions] | W 7-0 | 2:20 pm | |
| Tue., 4/19 | V Boys Lacrosse | Avon Old Farms (Scrim.) | Away | 3:30 p.m. | 2:20 pm | |
| Tue., 4/19 | FR Boys Lacrosse | Southington | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 4/19 | V Boys Outdoor Track | Hall | Home - Simsbury HS [Directions] | Simsbury 85 Hall 65 | ||
| Tue., 4/19 | V Girls Golf | East Catholic | Home - Simsbury Farms CC [Directions] | Simsbury 208 East Catholic 219 | ||
| Tue., 4/19 | V Girls Outdoor Track | Hall | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | V Baseball | Northwest Catholic | Home - Memorial Park Baseball Field [Directions] | L 2-7 | ||
| Wed., 4/20 | JV Baseball | Northwest Catholic | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 4/20 | FR Baseball | Bristol Central | Away - Bristol Central HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 4/20 | V Boys Golf | Hall | Away - Rockledge GC [Directions] | Simsbury 154 Hall 165 | 2:00 pm | |
| Wed., 4/20 | JV Boys Golf | Hall | Away - Rockledge GC [Directions] | 3:00 p.m. | w/varsity | |
| Wed., 4/20 | V Boys Tennis | Bristol Eastern | Home - Simsbury HS [Directions] | W 7-0 | ||
| Wed., 4/20 | V Boys Volleyball | South Windsor | Away - South Windsor HS [Directions] | L 0-3 | 2:20 pm | |
| Wed., 4/20 | JV Boys Volleyball | South Windsor | Away - South Windsor HS [Directions] | 4:00 p.m. | w/varsity | |
| Wed., 4/20 | FR Girls Lacrosse | Glastonbury | Away - GHS Field #13 [Directions] | 4:00 p.m. | 2:20 pm | |
| Wed., 4/20 | V Softball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | W 12-5 | 2:20 pm | |
| Wed., 4/20 | JV Softball | Northwest Catholic | Away - St. Thomas Seminary, Bloomfield [Directions] | L 9-10 | w/varsity | |
| Thu., 4/21 | FR Boys Lacrosse | Farmington | Away - Farmington HS upper field [Directions] | 4:00 p.m. | 2:20 pm | |
| Thu., 4/21 | V Boys Outdoor Track | Conard | Home - Simsbury HS [Directions] | Simsbury 117 Conard 33 | ||
| Thu., 4/21 | V Girls Golf | Berlin | Home - Simsbury Farms CC [Directions] | Berlin 193 Simsbury 203 | ||
| Thu., 4/21 | V Girls Outdoor Track | Conard | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Thu., 4/21 | V Girls Rugby | Cheshire | Away [Directions] | W 31-25 | 2:20 pm | |
| Fri., 4/22 | FR Baseball | Conard | Away - Conard HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Fri., 4/22 | V Boys Golf | Southington | Home - Simsbury Farms CC [Directions] | Southington 152 Simsbury 153 | ||
| Fri., 4/22 | JV Boys Golf | Southington | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Fri., 4/22 | V Boys Rugby | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | ||
| Fri., 4/22 | V Boys Volleyball | Bloomfield | Home - Simsbury HS [Directions] | W 3-0 | ||
| Fri., 4/22 | JV Boys Volleyball | Bloomfield | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Fri., 4/22 | V Softball | Conard | Away - Conard HS [Directions] | L 4-0 | 2:20 pm | |
| Fri., 4/22 | JV Softball | Conard | Away - Sterling Field [Directions] | W 4-0 (5) | w/varsity | |
| Fri., 4/22 | V Girls Tennis | Rockville | Away - Rockville H.S. [Directions] | W 7-0 | 2:20 pm | |
| Sat., 4/23 | V Boys Spring Crew | Exeter Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | 2 buses @ 9:15 am | |
| Sat., 4/23 | V Girls Spring Crew | Exeter Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | w/ boys | |
| Sat., 4/23 | V Girls Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | L 7-16 | 4:00 pm | |
| Sat., 4/23 | JV Girls Lacrosse | Joel Barlow | Away - Field I (Stadium) [Directions] | 4:00 p.m. | 2:00 pm | |
| Mon., 4/25 | V Baseball | Farmington | Away - Tunxis Mead Park [Directions] | L 6-7 | 2:20 pm | |
| Mon., 4/25 | JV Baseball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | w/varsity | |
| Mon., 4/25 | FR Baseball | Farmington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 4/25 | V Boys Golf | Farmington | Away - Farmington Country Club [Directions] | Simsbury 155 Farmington 151 | 2:00 pm | |
| Mon., 4/25 | V Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | W 9-8(OT) | 5:00 pm | |
| Mon., 4/25 | JV Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 5:00 p.m. | 3:00 pm | |
| Mon., 4/25 | FR Boys Lacrosse | Hall | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Boys Volleyball | Wethersfield | Home - Simsbury HS [Directions] | L 1-3 | ||
| Mon., 4/25 | JV Boys Volleyball | Wethersfield | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Mon., 4/25 | V Girls Golf | Conard | Home - Simsbury Farms CC [Directions] | Simsbury 199 Conard 208 | ||
| Mon., 4/25 | V Girls Lacrosse | Avon | Away - Avon HS [Directions] | W 20-13 | 2:20 pm | |
| Mon., 4/25 | JV Girls Lacrosse | Avon | Away - Avon HS [Directions] | 5:30 p.m. | 4:30 pm | |
| Mon., 4/25 | V Softball | Farmington | Home - Memorial Park Softball Field [Directions] | W 20-1 | ||
| Mon., 4/25 | JV Softball | Farmington | Home - Simsbury HS [Directions] | Cancelled | ||
| Wed., 4/27 | V Baseball | Avon | Away - Buckingham Field [Directions] | L 7-12 | 3:45 pm | |
| Wed., 4/27 | JV Baseball | Avon | Home - Memorial Park Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/27 | FR Baseball | Manchester | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 4/27 | V Boys Golf | E.O. Smith | Home - Simsbury Farms CC [Directions] | Simsbury 152 E.O. Smith 181 | ||
| Wed., 4/27 | JV Boys Golf | E.O. Smith | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Wed., 4/27 | V Boys Lacrosse | Xavier | Home - Simsbury HS - Holden Field (turf) [Directions] | W 16-8 | ||
| Wed., 4/27 | JV Boys Lacrosse | Xavier | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 4/27 | V Boys Outdoor Track | Manchester JV Invitational | Away | TBA | 2 buses @ 2:20 pm | |
| Wed., 4/27 | V Boys Tennis | Conard | Home - Simsbury HS [Directions] | W 6-1 | ||
| Wed., 4/27 | V Boys Volleyball | Hall | Away - Hall HS - Gym A [Directions] | W 3-2 | 2:20 pm | |
| Wed., 4/27 | JV Boys Volleyball | Hall | Away - Hall HS - Gym A [Directions] | 4:00 p.m. | w/varsity | |
| Wed., 4/27 | V Girls Golf | Avon | Away - Blue Fox Run [Directions] | Simsbury 209 Avon 223 | no bus | |
| Wed., 4/27 | FR Girls Lacrosse | Avon | Home - Simsbury HS - Grass Field [Directions] | 6:00 p.m. | ||
| Wed., 4/27 | V Girls Outdoor Track | Manchester JV Invitational | Away | TBA | with boys | |
| Wed., 4/27 | V Softball | Weaver | Away - Hartford Public HS [Directions] | W 24-1 | 2:45 pm | |
| Wed., 4/27 | JV Softball | Weaver | Home - Memorial Park Softball Field [Directions] | W 22-0 (5) | ||
| Wed., 4/27 | V Girls Tennis | Conard | Away - Conard HS [Directions] | W 5-2 | 2:20 pm | |
| Thu., 4/28 | V Baseball | Lewis Mills | Home - Memorial Park Baseball Field [Directions] | W 11-1 | ||
| Thu., 4/28 | JV Baseball | Lewis Mills | Home - Town Forest [Directions] | 4:30 p.m. | ||
| Thu., 4/28 | FR Baseball | Avon | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Thu., 4/28 | V Boys Golf | Conard | Home - Simsbury Farms CC [Directions] | Simsbury 161 Conard 153 | ||
| Thu., 4/28 | JV Boys Golf | Conard | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Thu., 4/28 | FR Boys Lacrosse | Glastonbury | Away - GHS Field #11 [Directions] | 4:00 p.m. | 2:20 pm | |
| Thu., 4/28 | V Girls Golf | Newington | Away - Indian Hill CC, Newington [Directions] | Newington 200 Simsbury 208 | 1:30 pm | |
| Thu., 4/28 | JV Girls Golf | Newington | Away - Indian Hill CC, Newington [Directions] | 3:00 p.m. | w/varsity | |
| Thu., 4/28 | V Girls Lacrosse | Guilford | Home - Simsbury HS - Holden Field (turf) [Directions] | W 13-9 | ||
| Thu., 4/28 | JV Girls Lacrosse | Guilford | Home - Simsbury HS - Grass Field [Directions] | 5:00 p.m. | ||
| Thu., 4/28 | V Girls Rugby | North Haven | Away [Directions] | 5:00 p.m. | 2:20 pm | |
| Thu., 4/28 | JV Softball | Glastonbury | Home - Simsbury HS [Directions] | L 8-2 | ||
| Thu., 4/28 | V Girls Tennis | Middletown | Home - Simsbury HS [Directions] | W 7-0 | ||
| Thu., 4/28 | Unified Sports Volleyball | Bacon Academy | Away [Directions] | 3:00 p.m. | 1:45 pm | |
| Fri., 4/29 | V Baseball | Glastonbury | Away - Glastonbury HS [Directions] | W 5-3 | 2:20 pm | |
| Fri., 4/29 | JV Baseball | Glastonbury | Away - Glastonbury HS [Directions] | 3:45 p.m. | w/varsity | |
| Fri., 4/29 | FR Baseball | Glastonbury | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 4/29 | V Boys Golf | Avon Invitational | Away | Simsbury 138 | no bus | |
| Fri., 4/29 | V Boys Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | W 16-2 | 2:20 pm | |
| Fri., 4/29 | JV Boys Lacrosse | Hall | Away - Hall HS Boys Lacrosse Practice Field [Directions] | 4:00 p.m. | w/ varsity | |
| Fri., 4/29 | V Boys Rugby | Cheshire | Away [Directions] | 6:00 p.m. | 4:00 pm | |
| Fri., 4/29 | V Boys Tennis | Farmington | Home - Simsbury HS [Directions] | W 6-1 | ||
| Fri., 4/29 | V Boys Volleyball | Southington | Home - Simsbury HS [Directions] | L 3-0 | ||
| Fri., 4/29 | JV Boys Volleyball | Southington | Home - Simsbury HS [Directions] | Cancelled | ||
| Fri., 4/29 | FR Girls Lacrosse | Farmington | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 4/29 | V Softball | Glastonbury | Home - Memorial Park Softball Field [Directions] | L 3-1 | ||
| Fri., 4/29 | V Girls Tennis | Farmington | Away - Farmington HS [Directions] | W 4-3 | 2:20 pm | |
| Sat., 4/30 | V Boys Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:00 a.m. | 1 bus @ 6:15 am | |
| Sat., 4/30 | JV Boys Rugby | Fairfield Prep | Home - Simsbury HS - Grass Field [Directions] | 11:45 a.m. | ||
| Sat., 4/30 | FR Boys Rugby | Fairfield Prep | Home - Simsbury HS - Grass Field [Directions] | 10:30 a.m. | 8:00 am | |
| Sat., 4/30 | V Girls Lacrosse | East Lyme | Home - Simsbury HS - Holden Field (turf) [Directions] | L 11-12(OT) | ||
| Sat., 4/30 | JV Girls Lacrosse | East Lyme | Home - Simsbury HS - Holden Field (turf) [Directions] | 1:30 p.m. | ||
| Sat., 4/30 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:00 a.m. | 1 bus @ 6:15 am | |
| Sun., 5/1 | V Boys Spring Crew | Quinsigamond Cup | Away - Lake Quinsigamond, Worcester MA | 10:30 a.m. | 2 buses @ 6:45 am | |
| Sun., 5/1 | V Girls Spring Crew | Quinsigamond Cup | Away - Lake Quinsigamond, Worcester MA | 10:30 a.m. | w/ boys | |
| Mon., 5/2 | V Boys Lacrosse | East Catholic | Home - Simsbury HS - Holden Field (turf) [Directions] | W 12-7 | ||
| Mon., 5/2 | JV Boys Lacrosse | East Catholic | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 5/2 | V Boys Volleyball | Conard | Away - Conard HS [Directions] | L 0-3 | 2:45 pm | |
| Mon., 5/2 | JV Boys Volleyball | Conard | Away - Conard HS [Directions] | 4:00 p.m. | w/varsity | |
| Tue., 5/3 | V Boys Outdoor Track | Southington | Away - Tennis Courts [Directions] | Simsbury 92 Southington 58 | 2 buses @ 2:20 pm | |
| Tue., 5/3 | V Girls Golf | Hall | Home - Simsbury Farms CC [Directions] | Simsbury 210 Hall 218 | ||
| Tue., 5/3 | FR Girls Lacrosse | Hall | Away - Hall HS Field Hockey Stadium [Directions] | 4:00 p.m. | 2:20 pm | |
| Tue., 5/3 | V Girls Outdoor Track | Southington | Away - Turf Field SHS [Directions] | 3:45 p.m. | 2 buses @ 2:20 pm | |
| Wed., 5/4 | V Baseball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | L 0-5 | 2:20 pm | |
| Wed., 5/4 | JV Baseball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 4:30 p.m. | w/varsity | |
| Wed., 5/4 | FR Baseball | Bristol Eastern | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 5/4 | V Boys Golf | Southington | Away - Hawks Landing [Directions] | Simsbury 148 Southington 139 | 2:00 pm | |
| Wed., 5/4 | JV Boys Golf | Southington | Away - Hawks Landing [Directions] | 3:00 p.m. | w/varsity | |
| Wed., 5/4 | V Boys Volleyball | Farmington | Home - Simsbury HS [Directions] | L 0-3 | ||
| Wed., 5/4 | JV Boys Volleyball | Farmington | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Wed., 5/4 | V Girls Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | W 11-9 | 2:20 pm | |
| Wed., 5/4 | JV Girls Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 5:15 p.m. | 4:00 pm | |
| Wed., 5/4 | V Softball | Bristol Central | Home - Memorial Park Softball Field [Directions] | L 15-3 | ||
| Thu., 5/5 | V Baseball | Conard | Away - Conard HS [Directions] | W 6-0 | 2:20 pm | |
| Thu., 5/5 | JV Baseball | Conard | Away - Sedgwick MS [Directions] | 3:45 p.m. | w/varsity | |
| Thu., 5/5 | FR Baseball | Conard | Home - Memorial Park Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 5/5 | V Boys Tennis | E.O. Smith | Home - Simsbury HS [Directions] | W 7-0 | ||
| Thu., 5/5 | V Boys Volleyball | Southington | Away - West Gym [Directions] | L 0-3 | 3:30 pm | |
| Thu., 5/5 | JV Boys Volleyball | Southington | Away - West Gym [Directions] | 5:00 p.m. | w/varsity | |
| Thu., 5/5 | V Girls Golf | Farmington | Away - Tunxis Plantation CC [Directions] | Farmington 182 Simsbury 219 | 1:45 pm | |
| Thu., 5/5 | V Girls Rugby | Southington | Home - Simsbury HS - Grass Field [Directions] | 5:00 p.m. | ||
| Fri., 5/6 | V Boys Lacrosse | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | W 12-2 | ||
| Fri., 5/6 | JV Boys Lacrosse | Southington | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 5/6 | V Boys Outdoor Track | Middletown Freshman & Sophomore Invitational | Away - Middletown HS | TBA | 2 buses @ 2:20 pm | |
| Fri., 5/6 | V Boys Rugby | vs. West Hartford | Home - Simsbury HS - Grass Field [Directions] | 6:15 p.m. | ||
| Fri., 5/6 | V Girls Golf | Northwest Catholic | Home - Simsbury Farms CC [Directions] | Northwest Catholic 200 Simsbury 215 | ||
| Fri., 5/6 | V Girls Lacrosse | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | L 5-16 | ||
| Fri., 5/6 | JV Girls Lacrosse | Conard | Home - Simsbury HS - Grass Field [Directions] | 6:30 p.m. | ||
| Fri., 5/6 | V Girls Outdoor Track | Middletown Freshman & Sophomore Invitational | Away - Middletown HS | TBA | with boys | |
| Fri., 5/6 | V Softball | Conard | Home - Memorial Park Softball Field [Directions] | L 16-0 | ||
| Fri., 5/6 | JV Softball | Conard | Home - Simsbury HS [Directions] | Cancelled | ||
| Sat., 5/7 | V Boys Outdoor Track | Irv Black Invitational | Away - New Britain HS | 10:00 a.m.m | 2 buses @ 8:00 am | |
| Sat., 5/7 | V Girls Outdoor Track | Irv Black Invitational | Away - New Britain HS | 10:00 a.m. | with boys | |
| Mon., 5/9 | V Baseball | Tolland | Home - Memorial Park Baseball Field [Directions] | W 9-4 | ||
| Mon., 5/9 | JV Baseball | Tolland | Home - Memorial Park Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/9 | FR Baseball | Tolland | Away - Tolland HS [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 5/9 | V Boys Golf | Hall | Home - Simsbury Farms CC [Directions] | Simsbury 154 Hall 168 | ||
| Mon., 5/9 | JV Boys Golf | Hall | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Mon., 5/9 | FR Boys Lacrosse | Conard | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 5/9 | V Boys Tennis | Northwest Catholic | Away - St. Joseph's College, West Hartford [Directions] | W 7-0 | 2:20 pm | |
| Mon., 5/9 | V Boys Volleyball | East Hartford | Away - East Hartford HS [Directions] | L 0-3 | 2:45 pm | |
| Mon., 5/9 | JV Boys Volleyball | East Hartford | Away - East Hartford HS [Directions] | 4:00 p.m. | w/varsity | |
| Mon., 5/9 | V Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | L 8-18 | 2:45 pm | |
| Mon., 5/9 | JV Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 5:00 p.m. | 4:15 pm | |
| Mon., 5/9 | V Softball | Tolland | Away - Tolland HS [Directions] | L 7-0 | 2:20 pm | |
| Mon., 5/9 | JV Softball | Tolland | Away - Birch Grove Elementary School [Directions] | L 10-9 | w/varsity | |
| Mon., 5/9 | V Girls Tennis | Northwest Catholic | Home - Simsbury HS [Directions] | W 5-2 | ||
| Tue., 5/10 | V Boys Golf | Wethersfield, Berlin, Glastonbury | Away - Wethersfield Country Club [Directions] | Simsbury 159 Berlin 160 Wethersfield 161 Glastonbury 146 | 2:00 pm | |
| Tue., 5/10 | V Boys Lacrosse | Newtown | Home - Simsbury HS - Holden Field (turf) [Directions] | W 7-6(2OT) | ||
| Tue., 5/10 | JV Boys Lacrosse | Newtown | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Boys Tennis | Southington | Away - Tennis Courts [Directions] | W 6-1 | 2:20 pm | |
| Tue., 5/10 | V Boys Volleyball | Scrimmage | Away - Westfield HS, Westfield MA | TBA | 2:30 pm | |
| Tue., 5/10 | V Girls Golf | Avon | Home - Simsbury Farms CC [Directions] | Simsbury 211 Avon 221 | ||
| Tue., 5/10 | FR Girls Lacrosse | Conard | Home - Simsbury HS - Grass Field [Directions] | 6:00 p.m. | ||
| Wed., 5/11 | V Baseball | Hall | Home - Memorial Park Baseball Field [Directions] | W 11-0 | ||
| Wed., 5/11 | V Baseball | Hall | Home - Memorial Park Baseball Field [Directions] | L 1-2 | ||
| Wed., 5/11 | JV Baseball | Hall | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 5/11 | FR Baseball | Hall | Away - Hall HS JV Baseball Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 5/11 | V Boys Golf | Conard | Away - Rockledge Golf Course [Directions] | Simsbury 158 Conard 164 | 2:00 pm | |
| Wed., 5/11 | JV Boys Golf | Conard | Away - Rockledge Golf Course [Directions] | 3:00 p.m. | w/varsity | |
| Wed., 5/11 | FR Boys Lacrosse | Farmington | Away - Farmington HS [Directions] | 4:00 p.m. | 2:20 pm | |
| Wed., 5/11 | V Boys Tennis | Avon | Home - Simsbury HS [Directions] | W 6-1 | ||
| Wed., 5/11 | V Boys Volleyball | Wethersfield | Away - Wethersfield HS [Directions] | L 1-3 | 2:45 pm | |
| Wed., 5/11 | JV Boys Volleyball | Wethersfield | Away - Wethersfield HS [Directions] | 4:00 p.m. | w/varsity | |
| Wed., 5/11 | V Girls Golf | Northwest Catholic | Away - Wampanoag Country Club, West Hartford, CT. [Directions] | NW Catholic 199 Simsbury 218 | 2:00 pm | |
| Wed., 5/11 | V Girls Lacrosse | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | L 7-16 | ||
| Wed., 5/11 | JV Girls Lacrosse | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 5/11 | V Softball | Southington | Home - Memorial Park Softball Field [Directions] | L 10-1 | ||
| Wed., 5/11 | JV Softball | Southington | Home - Simsbury HS [Directions] | L 17-0 (5) | ||
| Wed., 5/11 | V Girls Tennis | Avon | Away - Thompson Brook School [Directions] | W 7-0 | 2:20 pm | |
| Thu., 5/12 | V Baseball | Windsor | Away - Windsor H.S. [Directions] | W 4-2 | 3:00 pm | |
| Thu., 5/12 | V Boys Golf | Glastonbury | Away - Glastonbury Hills Country Club [Directions] | Simsbury 157 Glastonbury 162 | 2:00 pm | |
| Thu., 5/12 | JV Boys Golf | Glastonbury | Away - Glastonbury Hills Country Club [Directions] | 3:00 p.m. | w/varsity | |
| Thu., 5/12 | V Boys Lacrosse | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | W 14-4 | ||
| Thu., 5/12 | V Boys Volleyball | Wolcott Tech | Away - Wolcott Tech Gym [Directions] | L 0-3 | 2:45 pm | |
| Thu., 5/12 | JV Boys Volleyball | Wolcott Tech | Away - Wolcott Tech Gym [Directions] | 4:00 p.m. | w/varsity | |
| Thu., 5/12 | V Girls Golf | Conard | Away - Rockledge Golf Course [Directions] | Conard 194 Simsbury 209 | 2:00 pm | |
| Thu., 5/12 | V Girls Lacrosse | Newtown | Home - Simsbury HS - Holden Field (turf) [Directions] | W 12-10 | ||
| Thu., 5/12 | JV Girls Lacrosse | Newtown | Home - Simsbury HS - Grass Field [Directions] | 4:30 p.m. | ||
| Fri., 5/13 | JV Baseball | Windsor | Away - Windsor H.S. [Directions] | Cancelled | w/varsity | |
| Fri., 5/13 | JV Boys Lacrosse | Conard | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 5/13 | V Boys Rugby | Cheshire | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | Senior Night | |
| Fri., 5/13 | FR Girls Lacrosse | Southington | Away - SubVarsity Lacrosse/Soccer [Directions] | 4:00 p.m. | 2:20 pm | |
| Fri., 5/13 | V Girls Rugby | Cheshire | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:30 p.m. | Senior Night | |
| Fri., 5/13 | V Softball | Windsor | Home - Memorial Park Softball Field [Directions] | L 9-1 | ||
| Fri., 5/13 | JV Softball | Windsor | Home - Simsbury HS [Directions] | W 9-8 | ||
| Sat., 5/14 | V Baseball | Conard | Home - Memorial Park Baseball Field [Directions] | W 7-5 | ||
| Sat., 5/14 | JV Baseball | Hall | Away - Hall HS Varsity Baseball Field [Directions] | 10:00 a.m. | 8:30 am | |
| Sat., 5/14 | FR Baseball | Hall | Away - Hall HS JV Baseball Field [Directions] | 10:00 a.m. | w/JV | |
| Sat., 5/14 | V Boys Spring Crew | Kent Invitational | Away - Lake Waramaug, New Preston CT | TBA | 2 buses @ 10:15 am | |
| Sat., 5/14 | V Boys Outdoor Track | Greater Hartford Invitational | Home - Simsbury HS [Directions] | TBA | ||
| Sat., 5/14 | FR Boys Rugby | Fordham Prep (NY) | Away - Fairfield College Preparatory School | 11:00 a.m. | 8:00 am | |
| Sat., 5/14 | V Girls Spring Crew | Kent Invitational | Away - Lake Waramaug, New Preston CT | TBA | w/ boys | |
| Sat., 5/14 | V Girls Outdoor Track | Greater Hartford Invitational | Home - Simsbury HS [Directions] | TBA | ||
| Sun., 5/15 | V Boys Spring Crew | Novice Regatta | Away - Harbor Park, Middletown CT | TBA | 1 bus @ 5:30 am | |
| Sun., 5/15 | V Girls Spring Crew | Novice Regatta | Away - Harbor Park, Middletown CT | TBA | w/ boys | |
| Mon., 5/16 | V Baseball | Bulkeley | Home - Memorial Park Baseball Field [Directions] | W 4-3 | ||
| Mon., 5/16 | JV Baseball | Bulkeley | Home - Memorial Park Baseball Field [Directions] | Cancelled | ||
| Mon., 5/16 | V Boys Lacrosse | Avon | Away - Buckingham Field [Directions] | W 15-4 | 2:20 pm | |
| Mon., 5/16 | JV Boys Lacrosse | Avon | Away - Buckingham Field [Directions] | 4:00 p.m. | 2:20 pm | |
| Mon., 5/16 | V Boys Tennis | Southington | Home - Simsbury HS [Directions] | L 3-4 | ||
| Mon., 5/16 | V Boys Volleyball | Hall | Home - Simsbury HS [Directions] | W 3-1 | ||
| Mon., 5/16 | JV Boys Volleyball | Hall | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Mon., 5/16 | V Girls Golf | Suffield | Away - Copper Hill [Directions] | Simsbury 194 Suffield/East Granby 224 | 1:45 pm | |
| Mon., 5/16 | V Girls Lacrosse | Canton | Home - Simsbury HS - Holden Field (turf) [Directions] | W 15-9 | Senior Night | |
| Mon., 5/16 | JV Girls Lacrosse | Canton | Home - Simsbury HS - Grass Field [Directions] | 5:00 p.m. | ||
| Mon., 5/16 | V Girls Rugby | Southington | Away [Directions] | 5:00 p.m. | 2:45 pm | |
| Mon., 5/16 | V Softball | Bulkeley | Away - Bulkeley HS Field [Directions] | W 26-0 | 2:20 pm | |
| Mon., 5/16 | JV Softball | Bulkeley | Away - Colts Park [Directions] | W 20-0 (5) | w/varsity | |
| Mon., 5/16 | V Girls Tennis | Southington | Away - Tennis Courts [Directions] | W 4-3 | 2:20 pm | |
| Tue., 5/17 | FR Baseball | East Catholic | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Tue., 5/17 | V Boys Outdoor Track | Glastonbury | Away - Glastonbury HS [Directions] | Glastonbury 80 Simsbury 70 | 2 buses @ 2:20 pm | |
| Tue., 5/17 | V Boys Tennis | Wethersfield | Away - Mill Woods Park [Directions] | W 6-1 | 2:20 pm | |
| Tue., 5/17 | V Boys Volleyball | Conard | Home - Simsbury HS [Directions] | L 0-3 | ||
| Tue., 5/17 | JV Boys Volleyball | Conard | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Tue., 5/17 | V Girls Lacrosse | South Windsor | Away - SWHS Multi-Purpose Grass Field [Directions] | L 7-11 | 2:20 pm | |
| Tue., 5/17 | JV Girls Lacrosse | South Windsor | Away - Nevers Road Park - South Windsor [Directions] | 5:00 p.m. | 4:00 pm | |
| Tue., 5/17 | V Girls Outdoor Track | Glastonbury | Away - Glastonbury HS [Directions] | 3:45 p.m. | 2 buses @ 2:20 pm | |
| Tue., 5/17 | V Girls Tennis | Hall | Home - Simsbury HS [Directions] | W 4-3 | ||
| Wed., 5/18 | V Baseball | South Windsor | Home - Memorial Park Baseball Field [Directions] | W 7-2 | ||
| Wed., 5/18 | JV Baseball | South Windsor | Home - Memorial Park Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/18 | FR Baseball | South Windsor | Away - Duprey Field - Ayers Road [Directions] | 3:45 p.m. | 2:20 pm | |
| Wed., 5/18 | V Boys Golf | Windsor | Home - Simsbury Farms CC [Directions] | Simsbury 151 Windsor 225 | ||
| Wed., 5/18 | JV Boys Golf | Windsor | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Wed., 5/18 | V Boys Lacrosse | Longmeadow (MA) | Away | L 5-10 | 4:00 pm | |
| Wed., 5/18 | JV Boys Lacrosse | Longmeadow (MA) | Away | 5:00 p.m. | 3:20 pm | |
| Wed., 5/18 | FR Boys Lacrosse | Hall | Away - Hall HS Boys Lacrosse Practice Field [Directions] | 4:00 p.m. | 2:20 pm | |
| Wed., 5/18 | V Boys Tennis | Hall | Away - Hall HS Tennis Courts [Directions] | L 3-4 | 2:20 pm | |
| Wed., 5/18 | FR Girls Lacrosse | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 5/18 | V Softball | South Windsor | Home - Memorial Park Softball Field [Directions] | L 3-7 | ||
| Wed., 5/18 | JV Softball | South Windsor | Home - Memorial Park Softball Field [Directions] | W 8-7 | ||
| Wed., 5/18 | Unified Sports Track | Tournament @ Newington | Away | TBA | 2:00 pm | |
| Thu., 5/19 | V Baseball | E.O. Smith | Away - Farrell Field [Directions] | W 4-1 | 2:20 pm | |
| Thu., 5/19 | JV Baseball | E.O. Smith | Away - E.O. Smith HS [Directions] | 3:45 p.m. | w/varsity | |
| Thu., 5/19 | FR Boys Lacrosse | Avon | Away - Avon MS [Directions] | 4:00 p.m. | 2:20 pm | |
| Thu., 5/19 | V Boys Tennis | Windsor | Away - Windsor H.S. [Directions] | W 7-0 | 3:00 pm | |
| Thu., 5/19 | V Girls Golf | Hall | Away - Rockledge GC [Directions] | Simsbury 210 Hall 212 | 2:00 pm | |
| Thu., 5/19 | V Girls Lacrosse | Farmington | Away - Farmington HS [Directions] | W 11-7 | 2:20 pm | |
| Thu., 5/19 | JV Girls Lacrosse | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | 3:45 pm | |
| Thu., 5/19 | V Softball | Hall | Away - Hall HS Varsity Softball Field [Directions] | W 10-0 | ||
| Thu., 5/19 | V Softball | Hall | Away - Hall HS Varsity Softball Field [Directions] | W 14-4 | 2:20 pm | |
| Thu., 5/19 | JV Softball | Hall | Away - Hall HS - JV Softball Field [Directions] | W 20-7 | ||
| Thu., 5/19 | V Girls Tennis | Windsor | Home - Simsbury HS [Directions] | W 7-0 | ||
| Fri., 5/20 | V Boys Lacrosse | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | W 10-7 | Senior Night | |
| Fri., 5/20 | JV Boys Lacrosse | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:00 p.m. | ||
| Fri., 5/20 | V Boys Tennis | Glastonbury | Away - Glastonbury HS [Directions] | W 4-3 | 2:20 pm | |
| Fri., 5/20 | V Boys Volleyball | Farmington | Away - Farmington HS [Directions] | L 1-3 | 3:30 pm | |
| Fri., 5/20 | JV Boys Volleyball | Farmington | Away - Farmington HS [Directions] | 5:00 p.m. | w/varsity | |
| Fri., 5/20 | FR Girls Lacrosse | Cheshire | Home - Simsbury HS - Grass Field [Directions] | 6:00 p.m. | ||
| Fri., 5/20 | V Softball | Berlin | Away - Sage Park, Berlin [Directions] | L 12-5 | 5:15 pm | |
| Fri., 5/20 | JV Softball | Berlin | Away - Sage II [Directions] | W 16-11 | 3:00 pm | |
| Fri., 5/20 | V Girls Tennis | Glastonbury | Home - Simsbury HS [Directions] | L 0-7 | ||
| Sat., 5/21 | V Boys Rugby | Fairfield Prep | Home - Simsbury HS - Holden Field (turf) [Directions] | 11:00 a.m. | ||
| Sat., 5/21 | JV Boys Rugby | Fairfield Prep | Home - Simsbury HS - Holden Field (turf) [Directions] | 12:30 p.m. | ||
| Sat., 5/21 | V Girls Rugby | Cheshire | Home - Simsbury HS - Grass Field [Directions] | 11:00 a.m. | ||
| Sun., 5/22 | V Boys Spring Crew | Connecticut Public School Rowing Championship | Away - Lake Waramaug, New Preston CT | TBA | 1 bus @ 5:45 am AND 1 bus @ 7:00 am | |
| Sun., 5/22 | V Girls Spring Crew | Connecticut Public School Rowing Championship | Away - Lake Waramaug, New Preston CT | TBA | w/ boys | |
| Mon., 5/23 | V Baseball | Glastonbury | Home - Memorial Park Baseball Field [Directions] | W 6-1 | Senior Night | |
| Mon., 5/23 | JV Baseball | Glastonbury | Home - Memorial Park Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/23 | FR Baseball | Glastonbury | Away - GHS JV/F Baseball Field [Directions] | 3:45 p.m. | 2:20 pm | |
| Mon., 5/23 | FR Boys Lacrosse | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 5/23 | V Boys Tennis | EnricoFermi | Home - Simsbury HS [Directions] | W 4-3 | ||
| Mon., 5/23 | V Boys Volleyball | Bloomfield | Away - Bloomfield HS [Directions] | W 3-0 | 2:45 pm | |
| Mon., 5/23 | JV Boys Volleyball | Bloomfield | Away - Bloomfield HS [Directions] | 4:00 p.m. | w/varsity | |
| Mon., 5/23 | V Girls Golf | Suffield, Canton | Home - Simsbury Farms CC [Directions] | Simsbury 188 Suffield 202 Canton 240 | ||
| Mon., 5/23 | FR Girls Lacrosse | Avon | Away - Avon HS [Directions] | 4:00 p.m. | 2:20 pm | |
| Mon., 5/23 | V Softball | Glastonbury | Away - Glastonbury HS [Directions] | L 15-4 | 2:20 pm | |
| Mon., 5/23 | JV Softball | Glastonbury | Away - Glastonbury HS [Directions] | L 16-7 | w/varsity | |
| Tue., 5/24 | V Baseball | Southington | Away - Baseball Varsity Field [Directions] | L 1-9 | 2:20 pm | |
| Tue., 5/24 | JV Baseball | Southington | Away - Baseball JV Field [Directions] | 4:30 p.m. | w/varsity | |
| Tue., 5/24 | FR Baseball | Southington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Tue., 5/24 | V Boys Golf | Avon | Away - Blue Fox Run [Directions] | Simsbury 153 Avon 155 | 1:45 pm | |
| Tue., 5/24 | JV Boys Golf | Avon | Away - Blue Fox Run [Directions] | 3:00 p.m. | w/varsity | |
| Tue., 5/24 | V Boys Lacrosse | Southington | Home - Westminster School [Directions] | W 10-3 | ||
| Tue., 5/24 | V Boys Outdoor Track | CCC Central Championships | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Tue., 5/24 | V Girls Outdoor Track | CCC Central Championships | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Tue., 5/24 | V Softball | Granby Memorial | Home - Memorial Park Softball Field [Directions] | L 9-1 | ||
| Tue., 5/24 | JV Softball | Granby Memorial | Home - Simsbury HS [Directions] | W 18-5 | ||
| Wed., 5/25 | V Boys Golf | Glastonbury | Home - Simsbury Farms CC [Directions] | Simsbury 154 Glastonbury 155 | ||
| Wed., 5/25 | JV Boys Golf | Glastonbury | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Wed., 5/25 | V Boys Tennis | Middletown | Home - Simsbury HS [Directions] | W 6-1 | ||
| Wed., 5/25 | V Girls Golf | Glastonbury | Away - Glastonbury Hills Country Club [Directions] | Glastonbury 184 Simsbury 196 | 1:30 pm | |
| Thu., 5/26 | V Boys Lacrosse | Glastonbury | Away - CCC Central Final @ Conard [Directions] | W 9-8 (OT) | 3:30 pm | |
| Thu., 5/26 | V Girls Golf | Farmington | Home - Simsbury Farms CC [Directions] | Simsbury 199 Farmington 203 | ||
| Fri., 5/27 | V Boys Spring Crew | New England Interscholastic Championship | Away - Lake Quinsigamond, Worcester MA | TBA | 2 buses @ 10:30 am (overnight) | |
| Fri., 5/27 | V Girls Spring Crew | New England Interscholastic Championship | Away - Lake Quinsigamond, Worcester MA | TBA | w/ boys (overnight) | |
| Fri., 5/27 | JV Girls Golf | St. Paul Catholic | Away - Westwoods Golf Course in Farmington [Directions] | 3:00 p.m. | 1:45 pm | |
| Sat., 5/28 | V Boys Spring Crew | New England Interscholastic Championship | Away - Lake Quinsigamond, Worcester MA | TBA | 2 buses @ TBA (returning) | |
| Sat., 5/28 | V Boys Tennis | Class LL @ Yale | Away | 8:00 a.m. | 6:45 am | |
| Sat., 5/28 | V Girls Spring Crew | New England Interscholastic Championship | Away - Lake Quinsigamond, Worcester MA | TBA | w/ boys (returning) | |
| Tue., 5/31 | V Baseball | Westhill | Home - Memorial Park Baseball Field [Directions] | W 2-1 (8) | ||
| Tue., 5/31 | V Girls Lacrosse | Conard | Away - Conard HS Stadium [Directions] | L 2-15 | 3:00 pm | |
| Tue., 5/31 | V Girls Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 2:30 p.m. | 1:00 pm | |
| Tue., 5/31 | V Girls Tennis | Ridgefield | Home - Simsbury HS [Directions] | L 1-6 | ||
| Wed., 6/1 | V Baseball | Fairfield Ludlowe | Home - Memorial Park Baseball Field [Directions] | W 1-0 (9) | ||
| Wed., 6/1 | V Boys Lacrosse | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | W 10-1 | ||
| Wed., 6/1 | V Boys Outdoor Track | CIAC Class LL Championship | Away - Willow Brook Park [Directions] | 2:30 p.m. | 12:20 pm | |
| Wed., 6/1 | V Girls Golf | CCC Championships | Away - Tunxis Plantation - Farmington | 9:00 a.m. | 7:30 AM | |
| Thu., 6/2 | V Boys Golf | CCC Championships | Away - Stanley Golf Course, New Britain | 9:00 a.m. | 7:30 AM | |
| Sat., 6/4 | V Baseball | Trumbull | Home - Memorial Park Baseball Field [Directions] | W 1-0 | ||
| Sat., 6/4 | V Boys Lacrosse | Wilton | Home - Simsbury HS - Holden Field (turf) [Directions] | W 14-13 | ||
| Mon., 6/6 | V Boys Golf | CIAC Div. I Championship | Away - Tallwood CC - Hebron [Directions] | 7:00 a.m. | ||
| Mon., 6/6 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | 11:30 am | |
| Mon., 6/6 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | w/ boys | |
| Tue., 6/7 | V Baseball | Fairfield Warde | Away - Muzzy Field - Bristol [Directions] | 3:30 p.m. | 1:15 pm | |
| Tue., 6/7 | V Girls Golf | CIAC State Tournament | Away - Tashua Knolls Golf Club, Trumbull CT | TBA | 5:45 am | |
| Thu., 6/9 | V Boys Lacrosse | Fairfield Prep | Away - Sage Park - Berlin [Directions] | 4:30 p.m. | 2:30 pm | |
| Sat., 6/11 | V Boys Lacrosse | CIAC Final | Away | TBA | TBA | |
| Sat., 6/11 | V Boys Outdoor Track | New England Championship | Away - Willow Brook Park [Directions] | 11:00 a.m. | 8:00 am | |
| Sat., 6/11 | V Girls Outdoor Track | New England Championship | Away - Willow Brook Park [Directions] | 11:00 a.m. | ||
| Wed., 6/22 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | ||