| Simsbury 2017-18 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 1063 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | FR Baseball | Plainville | Away - Plainville HS- JV/Freshman Baseball Field [Directions] | 3:45 p.m. | ||
| TBA | FR Baseball | Farmington | Home - Simsbury HS [Directions] | TBA | ||
| TBA | V Boys Golf | Glastonbury, Portland | Away - Glastonbury Hills Country Club [Directions] | Cancelled | Cancelled | |
| TBA | JV Boys Golf | Glastonbury, Portland | Away - Minnechaug GC [Directions] | Cancelled | Cancelled | |
| TBA | JV Boys Lacrosse | Xavier | Home - Simsbury HS - Grass Field [Directions] | Cancelled | Cancelled | |
| TBA | FR Boys Soccer | Avon | Away - Fisher Meadow [Directions] | 3:45 p.m. | ||
| TBA | FR Boys Soccer | Enfield | Home [Directions] | 3:45 p.m. | ||
| TBA | V Boys Tennis | Enfield/Somers/AAE Coop | Home - Henry James MS [Directions] | TBA | L Forfeit | |
| TBA | JV Girls Basketball | Bulkeley | Home - Simsbury HS [Directions] | TBA | ||
| TBA | FR Field Hockey | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | TBA | ||
| TBA | V Girls Golf | CIAC Open Championship | Away - Site TBA | TBA | ||
| TBA | JV Girls Ice Hockey | Westminster | Home - Simsbury Farms CC [Directions] | 2:40 p.m. | ||
| TBA | JV Softball | Avon | Home - Memorial Park Softball Field [Directions] | Cancelled | Cancelled | |
| Wed., 8/23 | V Football | Gilbert/Northwestern/Housy (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:00 p.m. | Gilbert, NWC | |
| Wed., 8/23 | JV Football | Gilbert/Northwestern/Housy (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:00 p.m. | ||
| Sat., 8/26 | V Football | Weathersfield/Xavier Scrimmage | Away | 10:00 a.m. | ||
| Sun., 8/27 | V Girls Soccer | Newtown Jamboree | Away - Treadwell Town Park, Newtown CT | 9:00 a.m. | ||
| Tue., 8/29 | V Field Hockey | Newtown (Scrim.) | Away - Blue and Gold Stadium [Directions] | 3:00 p.m. | ||
| Thu., 8/31 | V Boys Soccer | Avon Old Farms (Scrim.) | Away | 3:45 p.m. | ||
| Thu., 8/31 | JV Boys Soccer | Avon Old Farms (Scrim.) | Away | 3:45 p.m. | ||
| Thu., 8/31 | V Field Hockey | Longmeadow (MA) (Scrim.) | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Thu., 8/31 | V Girls Soccer | Northwest Catholic (Scrim.) | Away [Directions] | 3:00 p.m. | ||
| Thu., 8/31 | V Girls Volleyball | SMSA (Scrim.) | Away - SMSA [Directions] | 4:00 p.m. | ||
| Fri., 9/1 | V Boys Cross Country | Canton, Cheshire (Scrim.) | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Fri., 9/1 | V Football | Platt (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:30 p.m. | ||
| Fri., 9/1 | V Girls Cross Country | Canton, Cheshire (Scrim.) | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Fri., 9/1 | V Field Hockey | Taft (Scrim.) | Away | 4:00 p.m. | ||
| Sat., 9/2 | V Boys Soccer | 7th annual Berlin Redcoats Boys Soccer Jamboree | Away - Sage Park, Berlin | 8:00 a.m. | ||
| Sat., 9/2 | V Girls Soccer | Conard Jamboree | Away | 9:00 a.m. | ||
| Sat., 9/2 | V Girls Volleyball | Avon (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Tue., 9/5 | V Boys Soccer | Suffield (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | ||
| Tue., 9/5 | V Field Hockey | Cheshire (Scrim.) | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | ||
| Tue., 9/5 | V Girls Soccer | RHAM (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Tue., 9/5 | V Girls Volleyball | Glastonbury (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Tue., 9/5 | JV Girls Volleyball | Glastonbury Jamboree | Away - Glastonbury HS | 4:00 p.m. | ||
| Tue., 9/5 | FR Girls Volleyball | Glastonbury Jamboree | Away - Glastonbury HS | 4:00 p.m. | ||
| Thu., 9/7 | FR Football | Hall (Scrim.) | Away - Hall HS Practice Football Field [Directions] | 3:45 p.m. | ||
| Thu., 9/7 | V Field Hockey | Ethel Walker School (Scrim.) | Away | 3:00 p.m. | ||
| Fri., 9/8 | V Football | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 7:00 p.m. | W 42-7 | |
| Fri., 9/8 | V Boys Soccer | Avon | Home - Simsbury HS [Directions] | 6:00 p.m. | T 1-1 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 9/8 | JV Boys Soccer | Avon | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 9/8 | V Sideline Cheerleading | Varsity Football v Hall H.S. | Away - Hall H.S. | 7:00 p.m. | ||
| Fri., 9/8 | V Girls Soccer | Avon | Away - Fisher Meadow [Directions] | 3:45 p.m. | W 3-2 | |
| Fri., 9/8 | JV Girls Soccer | Avon | Away - Fisher Meadow [Directions] | 3:45 p.m. | ||
| Fri., 9/8 | V Girls Volleyball | Avon | Home - Simsbury HS [Directions] | 7:00 p.m. | L 1-3 | |
| Fri., 9/8 | JV Girls Volleyball | Avon | Home - Simsbury HS [Directions] | 5:30 p.m. | ||
| Fri., 9/8 | FR Girls Volleyball | Avon | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Sat., 9/9 | JV Football | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 9:30 a.m. | ||
| Mon., 9/11 | FR Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 3:45 p.m. | ||
| Mon., 9/11 | V Field Hockey | E.O. Smith | Away - E.O. Smith HS (turf field) [Directions] | 4:00 p.m. | W 7-0 | |
| Mon., 9/11 | JV Field Hockey | E.O. Smith | Away - E.O. Smith HS (turf field) [Directions] | 6:00 p.m. | ||
| Mon., 9/11 | FR Girls Soccer | Farmington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 9/11 | V Girls Volleyball | Farmington | Away - Farmington HS [Directions] | 5:00 p.m. | L 1-3 | |
| Mon., 9/11 | JV Girls Volleyball | Farmington | Away - Farmington HS [Directions] | 4:00 p.m. | ||
| Mon., 9/11 | FR Girls Volleyball | Farmington | Away - Farmington HS [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Boys Cross Country | Farmington, Conard | Away - Winding Trails [Directions] | 3:45 p.m. | ||
| Tue., 9/12 | V Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 7:00 p.m. | L 0-4 | |
| Tue., 9/12 | JV Boys Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 5:00 p.m. | ||
| Tue., 9/12 | V Girls Cross Country | Farmington, Conard | Away - Winding Trails [Directions] | 3:45 p.m. | ||
| Tue., 9/12 | V Girls Soccer | Farmington | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | T 1-1 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Tue., 9/12 | JV Girls Soccer | Farmington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 9/13 | V Field Hockey | Hall | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:15 p.m. | W 2-1 | |
| Wed., 9/13 | JV Field Hockey | Hall | Home - Simsbury HS - Grass Field [Directions] | 5:45 p.m. | ||
| Wed., 9/13 | FR Girls Soccer | Enfield | Away - Enfield HS [Directions] | 3:45 p.m. | ||
| Wed., 9/13 | V Girls Volleyball | Berlin | Away - BHS A-Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 9/13 | JV Girls Volleyball | Berlin | Away - BHS A-Gym [Directions] | 4:30 p.m. | ||
| Wed., 9/13 | FR Girls Volleyball | Berlin | Away - BHS B-Gym [Directions] | 4:30 p.m. | ||
| Thu., 9/14 | FR Football | Southington | Away - Turf Field SHS [Directions] | 3:45 p.m. | ||
| Thu., 9/14 | FR Field Hockey | Hall | Away - Hall HS Field Hockey Practice Field [Directions] | 3:45 p.m. | ||
| Fri., 9/15 | V Football | Southington | Away - Turf Field SHS [Directions] | 7:00 p.m. | L 6-35 | |
| Fri., 9/15 | V Boys Soccer | Platt | Away - Platt high school [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 9/15 | JV Boys Soccer | Platt | Away - Platt high school [Directions] | 3:45 p.m. | ||
| Fri., 9/15 | V Sideline Cheerleading | Varsity Football v Southington | Away - Southington H.S. | 7:00 p.m. | ||
| Fri., 9/15 | V Field Hockey | Southington | Away - Turf Field SHS [Directions] | 3:45 p.m. | W 3-4 | |
| Fri., 9/15 | JV Field Hockey | Southington | Away - Field Hockey/Boys Lacrosse [Directions] | 5:15 p.m. | ||
| Fri., 9/15 | V Girls Soccer | Plainville | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | W 5-0 | |
| Fri., 9/15 | V Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 9/15 | JV Girls Volleyball | Ridgefield | Away - RHS Main Gym [Directions] | 4:30 p.m. | ||
| Sat., 9/16 | V Boys Cross Country | Stratton Brook Invitational | Home - Stratton Brook [Directions] | 9:00 a.m. | ||
| Sat., 9/16 | JV Football | Southington | Away - Turf Field SHS [Directions] | 10:00 a.m. | ||
| Sat., 9/16 | V Girls Cross Country | Stratton Brook Invitational | Home - Stratton Brook [Directions] | 9:00 a.m. | ||
| Mon., 9/18 | FR Boys Soccer | Conard | Away - Duffy Elementary School [Directions] | 3:45 p.m. | ||
| Mon., 9/18 | V Field Hockey | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | T 0-0 | |
| Mon., 9/18 | JV Field Hockey | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:30 p.m. | ||
| Mon., 9/18 | FR Girls Soccer | Conard | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 9/18 | V Girls Volleyball | Fairfield Warde | Home - Simsbury HS [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 9/18 | JV Girls Volleyball | Fairfield Warde | Home - Simsbury HS [Directions] | 4:30 p.m. | ||
| Mon., 9/18 | FR Girls Volleyball | Fairfield Warde | Home - Simsbury HS [Directions] | 4:30 p.m. | ||
| Tue., 9/19 | V Boys Cross Country | East Catholic | Away - Wickham Park, Manchester [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Boys Soccer | Enfield | Home - Simsbury HS [Directions] | 6:00 p.m. | W 5-0 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Tue., 9/19 | JV Boys Soccer | Enfield | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | East Catholic | Away - Wickham Park, Manchester [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Soccer | E.O. Smith | Away - E.O. Smith HS (turf field) [Directions] | 4:30 p.m. | W 4-2 | |
| Tue., 9/19 | JV Girls Soccer | E.O. Smith | Away - Farrell Field [Directions] | 4:30 p.m. | ||
| Tue., 9/19 | V Girls Volleyball | East Catholic | Home - Simsbury HS [Directions] | 5:00 p.m. | W 3-0 | |
| Tue., 9/19 | JV Girls Volleyball | East Catholic | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | FR Girls Volleyball | East Catholic | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Wed., 9/20 | FR Football | East Hartford | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 9/20 | FR Boys Soccer | Southington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 9/20 | FR Girls Soccer | Southington | Away - SubVarsity Lacrosse/Soccer [Directions] | 3:45 p.m. | ||
| Fri., 9/22 | V Football | East Hartford | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | L 28-30 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 9/22 | V Sideline Cheerleading | Varsity Football v East Hartford | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | ||
| Fri., 9/22 | FR Field Hockey | Conard | Home [Directions] | 3:45 p.m. | ||
| Fri., 9/22 | V Girls Soccer | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | W 2-1 | |
| Fri., 9/22 | JV Girls Soccer | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | ||
| Fri., 9/22 | V Girls Volleyball | Northwest Catholic | Home - Simsbury HS [Directions] | 5:00 p.m. | W 3-0 | |
| Fri., 9/22 | JV Girls Volleyball | Northwest Catholic | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Fri., 9/22 | FR Girls Volleyball | Northwest Catholic | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Sat., 9/23 | JV Football | East Hartford | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Mon., 9/25 | V Boys Soccer | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 3:45 p.m. | L 0-4 | |
| Mon., 9/25 | JV Boys Soccer | Hall | Away - Hall HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Mon., 9/25 | FR Boys Soccer | Granby Memorial | Away - Granby Memorial HS [Directions] | 3:45 p.m. | ||
| Mon., 9/25 | V Girls Soccer | Hall | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | W 3-2 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Mon., 9/25 | JV Girls Soccer | Hall | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 9/25 | V Girls Volleyball | Hall | Away - Hall HS - Gym A [Directions] | 5:00 p.m. | W 3-2 | |
| Mon., 9/25 | JV Girls Volleyball | Hall | Away - Hall HS - Gym A [Directions] | 4:00 p.m. | ||
| Mon., 9/25 | FR Girls Volleyball | Hall | Away - Hall HS - Gym B [Directions] | 4:00 p.m. | ||
| Tue., 9/26 | V Boys Cross Country | Northwest Catholic, Avon | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | ||
| Tue., 9/26 | V Girls Cross Country | Northwest Catholic, Avon | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | ||
| Tue., 9/26 | V Field Hockey | Stonington | Away - Palmer Field (Turf) [Directions] | 6:30 p.m. | L 4-0 | |
| Tue., 9/26 | JV Field Hockey | Stonington | Away - Palmer Field (Turf) [Directions] | 5:00 p.m. | ||
| Tue., 9/26 | FR Girls Soccer | Hall | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 9/27 | FR Boys Soccer | Hall | Away - Eisenhower Park [Directions] | 3:45 p.m. | ||
| Wed., 9/27 | V Girls Volleyball | New Britain | Home - Simsbury HS [Directions] | 5:00 p.m. | W 3-1 | |
| Wed., 9/27 | JV Girls Volleyball | New Britain | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Wed., 9/27 | FR Girls Volleyball | New Britain | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Thu., 9/28 | V Football | South Windsor | Away - Rentschler Field, East Hartford [Directions] | 6:00 p.m. | L 31-42 | |
| Thu., 9/28 | V Boys Soccer | Bulkeley | Home - Simsbury HS [Directions] | 5:00 p.m. | T 1-1 | |
| Thu., 9/28 | JV Boys Soccer | Bulkeley | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 9/28 | V Sideline Cheerleading | Varsity Football v South Windsor | Away - Rentschler Field, East Hartford CT | 6:00 p.m. | ||
| Thu., 9/28 | FR Field Hockey | Enfield | Home [Directions] | 3:45 p.m. | ||
| Thu., 9/28 | V Girls Soccer | New Britain | Away - Willow Brook Park [Directions] | 3:45 p.m. | W 4-0 | |
| Thu., 9/28 | JV Girls Soccer | New Britain | Away [Directions] | 3:45 p.m. | ||
| Fri., 9/29 | JV Football | South Windsor | Away - South Windsor HS [Directions] | 3:30 p.m. | ||
| Fri., 9/29 | FR Football | South Windsor | Away - South Windsor HS [Directions] | Cancelled | Cancelled | |
| Fri., 9/29 | V Field Hockey | Northwest Catholic | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | W 5-1 | |
| Fri., 9/29 | JV Field Hockey | Northwest Catholic | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | ||
| Fri., 9/29 | V Girls Volleyball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/29 | JV Girls Volleyball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 4:30 p.m. | ||
| Fri., 9/29 | FR Girls Volleyball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 4:30 p.m. | ||
| Sun., 10/1 | V Boys Crew | Riverfront Regatta | Away - Riverfront Boathouse; Hartford CT | Cancelled | Cancelled | |
| Sun., 10/1 | V Girls Crew | Riverfront Regatta | Away - Riverfront Boathouse; Harford CT | Cancelled | Cancelled | |
| Mon., 10/2 | V Boys Soccer | Glastonbury | Away - GHS Field #4 [Directions] | 3:45 p.m. | L 0-4 | |
| Mon., 10/2 | JV Boys Soccer | Glastonbury | Away - GHS Field #12 [Directions] | 3:45 p.m. | ||
| Mon., 10/2 | FR Field Hockey | Glastonbury | Away - GHS Field #14 [Directions] | 3:45 p.m. | ||
| Mon., 10/2 | V Girls Soccer | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:15 p.m. | L 0-2 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Mon., 10/2 | JV Girls Soccer | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/2 | V Girls Volleyball | Glastonbury | Away - Glastonbury HS [Directions] | 5:00 p.m. | W 3-2 | |
| Mon., 10/2 | JV Girls Volleyball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | ||
| Mon., 10/2 | FR Girls Volleyball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Boys Cross Country | Hall, Southington | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | FR Boys Soccer | Glastonbury | Away - GHS Field #13 [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Hall, Southington | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | V Field Hockey | Avon | Away - Avon HS [Directions] | 3:45 p.m. | W 0-1 | |
| Tue., 10/3 | JV Field Hockey | Avon | Away - Avon HS [Directions] | 5:15 p.m. | ||
| Tue., 10/3 | FR Girls Soccer | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/4 | V Boys Soccer | Middletown | Home - Simsbury HS [Directions] | 5:00 p.m. | W 5-2 | |
| Wed., 10/4 | JV Boys Soccer | Middletown | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/4 | FR Field Hockey | Southington | Away - Field Hockey/Boys Lacrosse [Directions] | 3:45 p.m. | ||
| Wed., 10/4 | V Girls Volleyball | Plainville | Home - Simsbury HS [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 10/4 | JV Girls Volleyball | Plainville | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Thu., 10/5 | FR Football | New Britain | Home - Weatogue Field [Directions] | 3:45 p.m. | ||
| Thu., 10/5 | FR Boys Soccer | South Windsor | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/5 | V Field Hockey | Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | W 7-0 | |
| Thu., 10/5 | JV Field Hockey | Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:30 p.m. | ||
| Thu., 10/5 | FR Girls Soccer | South Windsor | Away - Nevers Road Park - South Windsor [Directions] | TBA | ||
| Fri., 10/6 | V Football | New Britain | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | W 17-7 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 10/6 | V Sideline Cheerleading | Varsity Football v New Britain | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | ||
| Fri., 10/6 | V Girls Soccer | Bristol Central | Away - BC Turf Field [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/6 | JV Girls Soccer | Bristol Central | Away - Bristol Central HS [Directions] | 3:45 p.m. | ||
| Fri., 10/6 | V Girls Volleyball | East Hartford | Away - East Hartford HS [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 10/6 | JV Girls Volleyball | East Hartford | Away - East Hartford HS [Directions] | 4:00 p.m. | ||
| Fri., 10/6 | FR Girls Volleyball | East Hartford | Away - East Hartford HS [Directions] | 4:00 p.m. | ||
| Sat., 10/7 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park, Manchester CT | TBA | ||
| Sat., 10/7 | JV Football | New Britain | Home - Simsbury HS - Holden Field (turf) [Directions] | 9:00 a.m. | ||
| Sat., 10/7 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park, Manchester CT | TBA | ||
| Sun., 10/8 | V Boys Crew | NE Regional Fall Race | Away - Lake Quinsigamond; Worcester MA | TBA | ||
| Sun., 10/8 | V Girls Crew | NE Regional Fall Race | Away - Lake Quinsigamond; Worcester MA | TBA | ||
| Mon., 10/9 | V Girls Volleyball | 5th Annual VolleyHall Classic | Away - American International College, MA | 8:00 a.m. | ||
| Tue., 10/10 | V Boys Cross Country | Glastonbury | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Boys Soccer | East Catholic | Away - East Catholic Lower Field [Directions] | 3:45 p.m. | L 0-2 | |
| Tue., 10/10 | JV Boys Soccer | East Catholic | Away - Veterans Memorial Field, Manchester [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Girls Cross Country | Glastonbury | Home - Stratton Brook [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Girls Soccer | Enfield | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | L 1-2 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Tue., 10/10 | JV Girls Soccer | Enfield | Home [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Girls Volleyball | Southington | Home - Simsbury HS [Directions] | 6:00 p.m. | L 0-3 | |
| Tue., 10/10 | JV Girls Volleyball | Southington | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Tue., 10/10 | FR Girls Volleyball | Southington | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Wed., 10/11 | FR Boys Soccer | East Catholic | Away - East Catholic Lower Field [Directions] | 3:45 p.m. | ||
| Wed., 10/11 | FR Girls Soccer | East Catholic | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/12 | V Boys Soccer | Southington | Home - Simsbury HS [Directions] | 6:00 p.m. | L 0-2 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 10/12 | JV Boys Soccer | Southington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/12 | FR Field Hockey | Avon | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/13 | FR Boys Soccer | Granby Memorial | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/13 | V Field Hockey | South Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:45 p.m. | L 1-3 | |
| Fri., 10/13 | JV Field Hockey | South Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:15 p.m. | ||
| Fri., 10/13 | V Girls Soccer | Southington | Away - Turf Field SHS [Directions] | 6:00 p.m. | T 2-2 | |
| Fri., 10/13 | JV Girls Soccer | Southington | Away - Soccer/Girls Lacrosse [Directions] | 3:45 p.m. | ||
| Fri., 10/13 | V Girls Volleyball | Conard | Away - Conard HS [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 10/13 | JV Girls Volleyball | Conard | Away - Conard HS [Directions] | 4:00 p.m. | ||
| Fri., 10/13 | FR Girls Volleyball | Conard | Away - Conard HS [Directions] | 4:00 p.m. | ||
| Mon., 10/16 | V Boys Soccer | Conard | Away - Conard HS Stadium [Directions] | 3:45 p.m. | L 0-3 | |
| Mon., 10/16 | JV Boys Soccer | Conard | Away - Conard HS South Field [Directions] | 3:45 p.m. | ||
| Mon., 10/16 | V Field Hockey | Canton | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:30 p.m. | W 3-0 | |
| Mon., 10/16 | JV Field Hockey | Canton | Home - Simsbury HS - Grass Field [Directions] | 5:00 p.m. | ||
| Mon., 10/16 | V Girls Soccer | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | T 2-2 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Mon., 10/16 | JV Girls Soccer | Conard | Home [Directions] | 3:45 p.m. | ||
| Mon., 10/16 | V Girls Volleyball | Hartford Public | Away - Hartford Public HS [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 10/16 | JV Girls Volleyball | Hartford Public | Away - Hartford Public HS [Directions] | 4:00 p.m. | ||
| Tue., 10/17 | V Boys Cross Country | CCC Championship | Away - Wickham Park; Manchester CT | 3:00 p.m. | ||
| Tue., 10/17 | FR Boys Soccer | Avon | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/17 | V Girls Cross Country | CCC Championship | Away - Wickham Park; Manchester CT | 3:00 p.m. | ||
| Tue., 10/17 | V Field Hockey | Newington | Away - Varsity Girls' Game Field behind NHS past the Tennis Courts [Directions] | 3:45 p.m. | W 0-4 | |
| Tue., 10/17 | JV Field Hockey | Newington | Away - Varsity Girls' Game Field behind NHS past the Tennis Courts [Directions] | 5:15 p.m. | ||
| Tue., 10/17 | FR Girls Soccer | Avon | Away - Fisher Meadow [Directions] | 3:45 p.m. | ||
| Wed., 10/18 | V Boys Soccer | Northwest Catholic | Home - Simsbury HS [Directions] | 7:00 p.m. | L 0-1 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 10/18 | JV Boys Soccer | Northwest Catholic | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Wed., 10/18 | FR Field Hockey | Enfield | Away - Enfield HS [Directions] | 3:45 p.m. | ||
| Wed., 10/18 | V Girls Soccer | Bulkeley | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | W 7-0 | |
| Wed., 10/18 | V Girls Volleyball | Glastonbury | Home - Simsbury HS [Directions] | 5:00 p.m. | L 0-3 | |
| Wed., 10/18 | JV Girls Volleyball | Glastonbury | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Wed., 10/18 | FR Girls Volleyball | Glastonbury | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Thu., 10/19 | FR Football | Conard | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Thu., 10/19 | FR Boys Soccer | Manchester | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/19 | V Field Hockey | Granby Memorial | Away - Granby Memorial HS [Directions] | 3:45 p.m. | L 0-2 | |
| Thu., 10/19 | JV Field Hockey | Granby Memorial | Away - Granby Memorial HS [Directions] | 5:15 p.m. | ||
| Thu., 10/19 | FR Girls Soccer | Hall | Away - Eisenhower Park [Directions] | 3:45 p.m. | ||
| Fri., 10/20 | V Football | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:15 p.m. | W 42-22 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 10/20 | V Boys Soccer | Hartford Public | Away - Hartford Public HS [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 10/20 | JV Boys Soccer | Hartford Public | Away - Hartford Public HS [Directions] | 3:45 p.m. | ||
| Fri., 10/20 | V Sideline Cheerleading | Varsity Football v Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | ||
| Fri., 10/20 | FR Field Hockey | Hall | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 10/20 | V Girls Volleyball | Farmington | Home - Simsbury HS [Directions] | 5:00 p.m. | L 0-3 | |
| Fri., 10/20 | JV Girls Volleyball | Farmington | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Fri., 10/20 | FR Girls Volleyball | Farmington | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Sat., 10/21 | JV Football | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Mon., 10/23 | FR Boys Soccer | Farmington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Mon., 10/23 | FR Field Hockey | Conard | Away - Conard HS [Directions] | 3:45 p.m. | ||
| Mon., 10/23 | FR Girls Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 3:45 p.m. | ||
| Mon., 10/23 | V Girls Volleyball | Avon | Away - Avon HS [Directions] | 5:00 p.m. | L 0-3 | |
| Mon., 10/23 | JV Girls Volleyball | Avon | Away - Avon HS [Directions] | 4:00 p.m. | ||
| Mon., 10/23 | FR Girls Volleyball | Avon | Away - Avon HS--Gym Two [Directions] | 4:00 p.m. | ||
| Tue., 10/24 | V Boys Cross Country | CCC Freshman Championship | Home - Stratton Brook [Directions] | Cancelled | Cancelled | |
| Tue., 10/24 | V Girls Cross Country | CCC Freshman Championship | Away - Stratton Brook | Cancelled | Cancelled | |
| Wed., 10/25 | V Field Hockey | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:30 p.m. | L 0-2 | |
| Wed., 10/25 | JV Field Hockey | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | ||
| Wed., 10/25 | V Girls Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 3:45 p.m. | W 5-1 | |
| Wed., 10/25 | JV Girls Soccer | Farmington | Away - Tunxis Mead Park [Directions] | 3:45 p.m. | ||
| Wed., 10/25 | FR Girls Soccer | Avon | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | FR Football | Enfield | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 10/27 | V Football | Enfield | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | W 36-35 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 10/27 | JV Boys Soccer | Avon | Away - Fisher Meadow [Directions] | 3:45 p.m. | ||
| Fri., 10/27 | V Sideline Cheerleading | Varsity Football v Enfield | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | ||
| Fri., 10/27 | V Field Hockey | Enfield | Away - Enfield HS [Directions] | 3:45 p.m. | L 5-0 | |
| Fri., 10/27 | JV Field Hockey | Enfield | Away - Enfield HS [Directions] | Cancelled | Cancelled | |
| Fri., 10/27 | JV Girls Soccer | Avon | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Sat., 10/28 | V Boys Cross Country | CIAC Class L Championship | Away - Wickham Park; Manchester CT | 11:00 p.m. | ||
| Sat., 10/28 | JV Football | Enfield | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Sat., 10/28 | V Boys Soccer | Avon | Away - Avon HS [Directions] | 6:30 p.m. | L 0-2 | |
| Sat., 10/28 | V Girls Cross Country | CIAC Class L Championship | Away - Wickham Park, Manchester CT | 11:15 a.m. | ||
| Sat., 10/28 | FR Field Hockey | CCC Jamboree | Away - Hall HS | 9:00 a.m. | ||
| Sat., 10/28 | V Girls Soccer | Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | T 2-2 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Sat., 10/28 | JV Girls Volleyball | Bristol Eastern Play Day | Away | 9:00 a.m. | ||
| Sat., 10/28 | FR Girls Volleyball | Southington Play Day | Away | 9:00 a.m. | ||
| Sun., 10/29 | V Boys Crew | Head of the Fish Regatta | Away - Lee's Park; Saratoga Springs NY | TBA | ||
| Sun., 10/29 | V Girls Crew | Head of the Fish Regatta | Away - Lee's Park; Saratoga Springs NY | TBA | ||
| Mon., 10/30 | V Girls Volleyball | Southington | Away - West Gym [Directions] | 6:00 p.m. | ||
| Tue., 10/31 | V Boys Soccer | Glastonbury | Home - Simsbury HS [Directions] | 6:30 p.m. | L 2-4 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Tue., 10/31 | FR Boys Soccer | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Tue., 10/31 | V Girls Soccer | Glastonbury | Away - GHS Field #4 [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 10/31 | JV Girls Soccer | Glastonbury | Away - GHS Field #12 [Directions] | 3:45 p.m. | ||
| Tue., 10/31 | FR Girls Soccer | Glastonbury | Away - GHS Field #13 [Directions] | 3:45 p.m. | ||
| Wed., 11/1 | FR Football | Manchester | Away - MEMORIAL FIELD AT MHS [Directions] | 3:45 p.m. | ||
| Wed., 11/1 | JV Boys Soccer | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | Cancelled | Cancelled | |
| Wed., 11/1 | V Field Hockey | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | W 2-5 | |
| Wed., 11/1 | JV Field Hockey | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | ||
| Wed., 11/1 | V Girls Volleyball | CCC Quarterfinal | Away | Cancelled | Cancelled | |
| Thu., 11/2 | V Boys Soccer | Farmington | Home - Simsbury HS [Directions] | 3:45 p.m. | L 0-5 | |
| Thu., 11/2 | JV Boys Soccer | Farmington | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Thu., 11/2 | V Field Hockey | Conard | Away - Conard HS Stadium [Directions] | 4:30 p.m. | W 3-0 | |
| Thu., 11/2 | JV Field Hockey | Conard | Away - Conard HS Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/2 | V Girls Volleyball | CCC Semifinal | Away - Glastonbury | Cancelled | Cancelled | |
| Fri., 11/3 | V Boys Cross Country | CIAC State Open | Away - Wickham Park; Manchester CT | Cancelled | Cancelled | |
| Fri., 11/3 | V Football | Manchester | Away - MEMORIAL FIELD AT MHS [Directions] | 6:30 p.m. | W 24-0 | |
| Fri., 11/3 | JV Boys Soccer | Glastonbury (Scrim.) | Home - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | ||
| Fri., 11/3 | V Sideline Cheerleading | Varsity Football v Manchester | Away - Manchester H.S. | 6:30 p.m. | ||
| Fri., 11/3 | V Girls Cross Country | CIAC State Open | Away - Wickham Park; Manchester CT | 2:00 p.m. | ||
| Fri., 11/3 | V Field Hockey | Frontier Regional High School | Home - Simsbury HS - Holden Field (turf) [Directions] | 3:30 p.m. | ||
| Fri., 11/3 | V Girls Volleyball | Avon (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Sat., 11/4 | V Boys Crew | Farmington Pumpkinhead Regatta | Away - Farmington Boathouse; Farmington CT | TBA | ||
| Sat., 11/4 | JV Football | Manchester | Away - MEMORIAL FIELD AT MHS [Directions] | 10:00 a.m. | ||
| Sat., 11/4 | V Girls Crew | Farmington Pumpkinhead Regatta | Away - Farmington Boathouse; Farmington CT | TBA | ||
| Sat., 11/4 | V Girls Volleyball | CCC Final | Away - Glastonbury | Cancelled | Cancelled | |
| Mon., 11/6 | V Field Hockey | CIAC Qualifying Round | Away | Cancelled | Cancelled | |
| Mon., 11/6 | V Girls Volleyball | South Windsor | Away - South Windsor HS [Directions] | 4:00 p.m. | W 3-0 | |
| Tue., 11/7 | V Girls Soccer | Amity | Away - Amity HS [Directions] | 2:00 p.m. | L 0-2 | |
| Wed., 11/8 | V Field Hockey | Norwalk | Away - Testa Field, NHS [Directions] | 6:00 p.m. | L 1-5 | |
| Thu., 11/9 | FR Football | Glastonbury | Away - GHS Turf Field [Directions] | 3:45 p.m. | ||
| Thu., 11/9 | V Girls Volleyball | Amity | Away - Paul D. Mengold Gym at Amity HS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 11/10 | V Football | Glastonbury | Away - GHS Turf Field [Directions] | 6:30 p.m. | W 24-7 | |
| Fri., 11/10 | V Sideline Cheerleading | Varsity Football v Glastonbury | Away - Glastonbury H.S. | 6:30 p.m. | ||
| Sat., 11/11 | V Boys Cross Country | New England Championship | Away - Troy Howard MS; Belfast ME | Cancelled | Cancelled | |
| Sat., 11/11 | JV Football | Glastonbury | Away - GHS Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 11/11 | V Girls Cross Country | New England Championship | Away | Cancelled | Cancelled | |
| Sat., 11/11 | V Girls Volleyball | CIAC Quarterfinal | Away | Cancelled | Cancelled | |
| Wed., 11/15 | FR Football | Wolcott | Away - Wolcott HS, Monroe Field [Directions] | 4:00 p.m. | ||
| Wed., 11/15 | V Girls Volleyball | CIAC Semifinal | Away | Cancelled | Cancelled | |
| Sat., 11/18 | JV Football | Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | 10:00 a.m. | ||
| Sat., 11/18 | V Field Hockey | CIAC Finals | Away | Cancelled | Cancelled | |
| Sat., 11/18 | V Girls Volleyball | CIAC Championship Final | Away | Cancelled | Cancelled | |
| Tue., 11/21 | V Football | Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:30 p.m. | W 42-0 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Tue., 11/21 | V Sideline Cheerleading | Varsity Football v Avon | Home - Simsbury HS - Holden Field (turf) [Directions] | 7:00 p.m. | ||
| Tue., 11/28 | V Football | CIAC Quarterfinal | Away | Cancelled | Cancelled | |
| Tue., 11/28 | V Football | CIAC Quarterfinal | Away | Cancelled | Cancelled | |
| Fri., 12/1 | V Girls Basketball | Berlin Jamboree | Away - Berlin HS | TBA | ||
| Mon., 12/4 | V Football | CIAC Semifinal | Away | Cancelled | Cancelled | |
| Mon., 12/4 | V Football | CIAC Semifinal | Away | Cancelled | Cancelled | |
| Mon., 12/4 | V Girls Basketball | Plainville High School Scrimmage | Away | 4:30 p.m. | ||
| Mon., 12/4 | JV Girls Basketball | Plainville (Scrim.) | Away [Directions] | TBA | ||
| Mon., 12/4 | JV Girls Ice Hockey | Westminster (Scrim.) | Away | 4:50 p.m. | ||
| Thu., 12/7 | V Boys Basketball | Bristol Eastern (Scrim.) | Home - Simsbury HS [Directions] | 5:30 p.m. | ||
| Thu., 12/7 | JV Boys Basketball | Bristol Eastern (Scrim.) | Home - Simsbury HS [Directions] | 5:30 p.m. | ||
| Thu., 12/7 | V Girls Basketball | E.O. Smith (Scrim.) | Home - Simsbury HS [Directions] | 3:30 p.m. | ||
| Thu., 12/7 | JV Girls Basketball | E.O. Smith (Scrim.) | Home - Simsbury HS [Directions] | TBA | ||
| Sat., 12/9 | V Football | CIAC Championship Final | Away | Cancelled | Cancelled | |
| Sat., 12/9 | V Football | CIAC Championship Final | Away | Cancelled | Cancelled | |
| Mon., 12/11 | V Boys Basketball | Rockville (Scrim.) | Away - RHS Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 12/11 | JV Boys Basketball | Rockville (Scrim.) | Away - RHS Gymnasium [Directions] | 4:30 p.m. | ||
| Mon., 12/11 | FR Boys Basketball | Rockville (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Mon., 12/11 | V Girls Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 6:45 p.m. | W 55-42 | |
| Mon., 12/11 | JV Girls Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 12/11 | FR Girls Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 3:45 p.m. | ||
| Mon., 12/11 | V Girls Ice Hockey | Greenwich | Home - ISCC [Directions] | 8:15 p.m. | L 1-3 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Tue., 12/12 | JV Boys Ice Hockey | Longmeadow (MA) (Scrim.) | Away - Olympia | 8:10 p.m. | ||
| Wed., 12/13 | V Boys Basketball | Canton (Scrim.) | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Wed., 12/13 | JV Boys Basketball | Canton (Scrim.) | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Wed., 12/13 | V Wrestling | Middletown | Away - 99 Spruce St. - Keigwin School [Directions] | 6:00 p.m. | ||
| Wed., 12/13 | JV Wrestling | Middletown | Away [Directions] | 8:00 p.m. | ||
| Wed., 12/13 | V Girls Ice Hockey | New Canaan | Home - ISCC [Directions] | 7:30 p.m. | L 1-3 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 12/14 | JV Boys Ice Hockey | Northwest Catholic (Scrim.) | Home - ISCC [Directions] | 3:30 p.m. | ||
| Thu., 12/14 | V Girls Basketball | Avon | Home - Simsbury HS [Directions] | 6:45 p.m. | W 56-15 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 12/14 | JV Girls Basketball | Avon | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Thu., 12/14 | FR Girls Basketball | Avon | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Sat., 12/16 | V Boys Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 12:00 p.m. | W 64-48 | |
| Sat., 12/16 | JV Boys Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 10:30 a.m. | ||
| Sat., 12/16 | FR Boys Basketball | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 9:00 a.m. | ||
| Sat., 12/16 | V Boys Ice Hockey | South Windsor | Away - SW Arena-Rte 5 [Directions] | 4:30 p.m. | W 5-4 | |
| Sat., 12/16 | V Boys Indoor Track | Hartford Public | Away [Directions] | TBA | ||
| Sat., 12/16 | V Wrestling | Skip Arden Tournament | Away - Manchester HS | 10:00 a.m. | ||
| Sat., 12/16 | JV Wrestling | Skip Arden Tournament | Away | 10:00 a.m. | ||
| Sat., 12/16 | V Girls Basketball | Bulkeley | Home - Simsbury HS [Directions] | 5:00 p.m. | W 61-17 | Youth Basketball Night - Youth Basketball players get in free wearing their jersey! Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Sat., 12/16 | V Girls Ice Hockey | East Catholic Coop | Home - ISCC [Directions] | 4:30 p.m. | W 3-2 | |
| Sat., 12/16 | V Girls Indoor Track | Hartford Public | Away [Directions] | TBA | ||
| Mon., 12/18 | V Boys Basketball | Northwest Catholic | Home - Simsbury HS [Directions] | 6:45 p.m. | W 54-42 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Mon., 12/18 | JV Boys Basketball | Northwest Catholic | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Mon., 12/18 | FR Boys Basketball | Northwest Catholic | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 12/18 | V Boys Swimming and Diving | Bulkeley Cooperative Swim Team (Scrim.) | Away - Bulkeley HS [Directions] | 3:45 p.m. | ||
| Mon., 12/18 | V Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 6:45 p.m. | W 55-22 | |
| Mon., 12/18 | JV Girls Basketball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 5:15 p.m. | ||
| Tue., 12/19 | V Boys Swimming and Diving | Plainville Boys Swimming | Home - Westminster School [Directions] | 7:30 p.m. | 95-79 win | |
| Wed., 12/20 | V Boys Ice Hockey | Notre Dame-West Haven | Home - ISCC [Directions] | 7:30 p.m. | L 1-2 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 12/20 | V Wrestling | New Britain | Away - New Britain HS [Directions] | 6:00 p.m. | ||
| Wed., 12/20 | JV Wrestling | New Britain | Away - New Britain HS [Directions] | 8:00 p.m. | ||
| Wed., 12/20 | JV Girls Ice Hockey | Longmeadow (MA) | Away - Amelia Park, Westfield MA | 7:00 p.m. | ||
| Thu., 12/21 | V Girls Ice Hockey | Avon | Away - Newington Arena [Directions] | 4:20 p.m. | W 7-1 | |
| Sat., 12/23 | JV Boys Ice Hockey | Carrano Challenge Cup | Away | Cancelled | Cancelled | |
| Sat., 12/23 | V Girls Indoor Track | Hartford Public | Away [Directions] | Cancelled | Cancelled | |
| Wed., 12/27 | V Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | 6:45 p.m. | W 62-43 | |
| Wed., 12/27 | JV Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | 5:15 p.m. | ||
| Wed., 12/27 | FR Boys Basketball | Hall | Away - Hall HS - Gym A [Directions] | 3:45 p.m. | ||
| Wed., 12/27 | V Wrestling | Frank Chaves Wrestling Tournament | Home - Simsbury HS [Directions] | 9:30 a.m. | 7:30AM weigh in; 9:30 AM start time | |
| Wed., 12/27 | JV Wrestling | Frank Chaves Wrestling Tournament | Home - Simsbury HS [Directions] | 11:30 a.m. | 7:30 am weigh in; 9:30 start | |
| Wed., 12/27 | JV Wrestling | Tomahawk JV Holiday Tournament | Away - Glastonbury H.S. | Cancelled | Cancelled | |
| Wed., 12/27 | V Girls Basketball | Galway (NY) | Away - Mayfield NY | TBA | W 68-13 | Overnight |
| Wed., 12/27 | JV Girls Basketball | Mayfield Holiday Tournament | Away - Mayfield NY | TBA | Overnight | |
| Thu., 12/28 | V Boys Basketball | East Windsor | Home - Simsbury HS [Directions] | 6:45 p.m. | W 56-28 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 12/28 | JV Boys Basketball | East Windsor | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Thu., 12/28 | FR Boys Basketball | East Windsor | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Thu., 12/28 | V Boys Indoor Track | Rhode Island Classic | Away - Providence Career and Technical HS; 41 Fricker Street, Providence RI | 9:00 a.m. | ||
| Thu., 12/28 | V Wrestling | Bristol Eastern | Home - Bristol Eastern HS [Directions] | 6:00 p.m. | ||
| Thu., 12/28 | V Girls Basketball | Broadalbin-Perth (NY) | Away - Mayfield NY | TBA | W 48-26 | Overnight |
| Thu., 12/28 | JV Girls Basketball | Mayfield Holiday Tournament | Away - Mayfield NY | TBA | ||
| Thu., 12/28 | V Girls Indoor Track | Rhode Island Classic | Away - Providence Career and Technical HS; 41 Fricker Street, Providence RI | 9:00 a.m. | ||
| Fri., 12/29 | V Boys Ice Hockey | Conard | Away - Veteran's Memorial Rink [Directions] | 8:40 p.m. | L 0-3 | |
| Fri., 12/29 | JV Boys Ice Hockey | Longmeadow (MA) | Home - ISCC [Directions] | 6:00 p.m. | ||
| Sat., 12/30 | V Boys Basketball | Granby Memorial | Away - Granby Memorial HS [Directions] | 5:00 p.m. | W 66-41 | |
| Sat., 12/30 | JV Boys Basketball | Granby Memorial | Away - Granby Memorial HS [Directions] | 3:30 p.m. | ||
| Sat., 12/30 | FR Boys Basketball | Granby Memorial | Away - Granby Memorial HS [Directions] | 2:00 p.m. | ||
| Sat., 12/30 | V Boys Ice Hockey | East Catholic | Away - Champions Skating Center/Cromwell [Directions] | 12:00 p.m. | W 11-0 | |
| Sat., 12/30 | JV Boys Ice Hockey | Carrano Challenge Cup | Away - Milford Pavillion | 9:30 a.m. | ||
| Sat., 12/30 | V Boys Indoor Track | Hartford Public Dual | Away | Cancelled | Cancelled | |
| Sat., 12/30 | V Wrestling | Trumbull Duals | Away | 9:30 a.m. | ||
| Sat., 12/30 | JV Wrestling | Trumbull Duals | Away | 9:30 a.m. | ||
| Sat., 12/30 | V Co-ed Cross Country Skiing | Nordic Ski Race - Lennox | Away - Prospect Mountain VT | 9:30 a.m. | ||
| Sat., 12/30 | FR Girls Basketball | Canton | Home - Simsbury HS [Directions] | 10:00 a.m. | ||
| Sat., 12/30 | V Girls Ice Hockey | Hall/Conard | Away - Veteran's Memorial Rink [Directions] | 1:10 p.m. | L 1-2 | |
| Sat., 12/30 | V Girls Indoor Track | Hartford Public Dual | Away | Cancelled | Cancelled | |
| Wed., 1/3 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | 6:30 p.m. | L 3-6 | |
| Wed., 1/3 | V Wrestling | Hall | Home - Simsbury HS [Directions] | 6:00 p.m. | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Wed., 1/3 | JV Wrestling | Hall | Home - Simsbury HS [Directions] | 6:00 p.m. | ||
| Wed., 1/3 | V Girls Basketball | Hall | Home - Simsbury HS [Directions] | 6:45 p.m. | W 56-47 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 1/3 | JV Girls Basketball | Hall | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Wed., 1/3 | FR Girls Basketball | Hall | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Sat., 1/6 | V Boys Ice Hockey | Glastonbury | Away - Trinity College [Directions] | 7:30 p.m. | W 3-2 | |
| Sat., 1/6 | JV Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 10:00 a.m. | ||
| Sat., 1/6 | V Boys Indoor Track | Rhode Island Meet | Away | TBA | ||
| Sat., 1/6 | V Wrestling | Fairfield Warde | Away | 9:30 a.m. | ||
| Sat., 1/6 | JV Wrestling | Bristol Eastern JV Tournament | Away | 9:30 a.m. | ||
| Sat., 1/6 | V Co-ed Cross Country Skiing | Nordic Ski Race - Wahconah | Away - Wahconah Regional H.S.; Dalton MA | 1:00 p.m. | ||
| Sat., 1/6 | FR Girls Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | Cancelled | Cancelled | |
| Sat., 1/6 | V Girls Ice Hockey | Suffield Coop | Home - ISCC [Directions] | 7:30 p.m. | L 1-6 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Sat., 1/6 | V Girls Indoor Track | Rhode Island Meet | Away | TBA | ||
| Mon., 1/8 | V Girls Ice Hockey | New Canaan | Away - Darien Ice Rink [Directions] | 6:00 p.m. | L 3-4 | |
| Mon., 1/8 | Unified Sports Basketball | Newington | Home - Simsbury HS [Directions] | 3:00 p.m. | ||
| Tue., 1/9 | V Boys Basketball | Farmington | Away - Farmington HS [Directions] | 6:45 p.m. | W 60-46 | |
| Tue., 1/9 | JV Boys Basketball | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | ||
| Tue., 1/9 | FR Boys Basketball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Tue., 1/9 | V Boys Swimming and Diving | Rocky Hill | Away - Rocky Hill HS [Directions] | 3:45 p.m. | 102-82 Loss | |
| Tue., 1/9 | V Girls Basketball | Farmington | Home - Simsbury HS [Directions] | 6:45 p.m. | W 38-36 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Tue., 1/9 | JV Girls Basketball | Farmington | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Tue., 1/9 | FR Girls Basketball | Farmington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 1/10 | V Boys Ice Hockey | New Canaan | Home - ISCC [Directions] | 8:00 p.m. | L 0-2 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 1/10 | V Wrestling | Manchester | Home - Simsbury HS [Directions] | 6:00 p.m. | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Wed., 1/10 | JV Girls Basketball | Wethersfield | Away - Wethersfield HS [Directions] | 5:15 p.m. | ||
| Wed., 1/10 | FR Girls Basketball | Wethersfield | Away - Wethersfield HS [Directions] | 3:45 p.m. | ||
| Wed., 1/10 | V Girls Ice Hockey | Branford | Home - ISCC [Directions] | 6:20 p.m. | W 3-1 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 1/10 | Unified Sports Basketball | Enfield | Away [Directions] | 3:00 p.m. | ||
| Thu., 1/11 | V Boys Basketball | Windsor | Home - Simsbury HS [Directions] | 6:45 p.m. | L 57-64 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 1/11 | JV Boys Basketball | Windsor | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Thu., 1/11 | FR Boys Basketball | Windsor | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Thu., 1/11 | V Girls Basketball | Hartford Public | Away - Hartford Public HS [Directions] | 6:45 p.m. | W 71-22 | |
| Fri., 1/12 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Away - Enfield Twin Rinks [Directions] | 8:00 p.m. | W 2-1 | |
| Fri., 1/12 | JV Boys Ice Hockey | Avon Old Farms | Away | 4:45 p.m. | ||
| Fri., 1/12 | V Boys Swimming and Diving | E.O. Smith - Tolland Hammerheads | Away - Mansfield Community Center Pool [Directions] | 4:00 p.m. | 98-83 Loss | |
| Fri., 1/12 | V Girls Basketball | Avon | Away - Avon HS [Directions] | 6:45 p.m. | W 40-27 | |
| Fri., 1/12 | JV Girls Basketball | Avon | Away - Avon HS [Directions] | 5:15 p.m. | ||
| Fri., 1/12 | FR Girls Basketball | Avon | Away - Avon HS [Directions] | 4:00 p.m. | ||
| Sat., 1/13 | V Boys Basketball | Joel Barlow | Home - Simsbury HS [Directions] | 4:00 p.m. | W 63-52 | |
| Sat., 1/13 | JV Boys Basketball | Joel Barlow | Home - Simsbury HS [Directions] | 2:15 p.m. | ||
| Sat., 1/13 | FR Boys Basketball | Joel Barlow | Home - Simsbury HS [Directions] | 12:45 p.m. | ||
| Sat., 1/13 | V Boys Ice Hockey | Farmington Valley Generals | Home - ISCC [Directions] | 8:00 p.m. | L 2-5 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Sat., 1/13 | V Boys Indoor Track | SCC Novice Meet | Away | 9:00 a.m. | ||
| Sat., 1/13 | V Wrestling | Xavier Tournament | Away - Xavier HS | 9:30 a.m. | ||
| Sat., 1/13 | JV Wrestling | Enfield JV Tournament | Away | 9:15 a.m. | ||
| Sat., 1/13 | V Girls Ice Hockey | Northwest Catholic | Home - ISCC [Directions] | 7:30 p.m. | L 2-3 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Sat., 1/13 | JV Girls Ice Hockey | Kent School | Away | 1:30 p.m. | ||
| Sat., 1/13 | V Girls Indoor Track | SCC Novice Meet | Away - Floyd Little Athletic Center-New Haven | 9:00 a.m. | ||
| Mon., 1/15 | JV Boys Ice Hockey | Carrano Challenge Cup | Away - Milford Pavillion | TBA | ||
| Mon., 1/15 | V Boys Indoor Track | Hillhouse Invitational Meet | Away - Floyd Little Athletic Center; New Haven CT | 10:00 a.m. | ||
| Mon., 1/15 | V Girls Indoor Track | Hillhouse Invitational Meet | Away - Floyd Little Athletic Center; New Haven CT | 10:00 a.m. | ||
| Tue., 1/16 | V Boys Swimming and Diving | Granby Memorial | Home - Westminster School [Directions] | 8:00 p.m. | 115-69 Win | |
| Tue., 1/16 | V Girls Basketball | Granby Memorial | Home - Simsbury HS [Directions] | 7:00 p.m. | W 51-25 | |
| Tue., 1/16 | JV Girls Basketball | Granby Memorial | Home - Simsbury HS [Directions] | 5:30 p.m. | ||
| Wed., 1/17 | V Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 5:00 p.m. | L 2-6 | |
| Thu., 1/18 | V Wrestling | Conard | Home - Simsbury HS [Directions] | 6:00 p.m. | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Thu., 1/18 | JV Wrestling | Conard | Home - Simsbury HS [Directions] | 6:00 p.m. | ||
| Thu., 1/18 | V Girls Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | 8:00 p.m. | L 1-2 | |
| Fri., 1/19 | V Boys Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 6:45 p.m. | W 64-42 | |
| Fri., 1/19 | JV Boys Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 5:15 p.m. | ||
| Fri., 1/19 | FR Boys Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | ||
| Fri., 1/19 | V Boys Ice Hockey | Westfield (MA) (Scrim.) | Home - ISCC [Directions] | 6:00 p.m. | ||
| Fri., 1/19 | JV Boys Ice Hockey | Westfield (MA) | Home - ISCC [Directions] | Cancelled | Cancelled | |
| Fri., 1/19 | V Boys Indoor Track | Yale High School Track and Field Classic | Away - Yale University | TBA | ||
| Fri., 1/19 | V Boys Swimming and Diving | East Catholic | Home [Directions] | 8:00 p.m. | 98-77 loss | |
| Fri., 1/19 | V Girls Basketball | Glastonbury | Home - Simsbury HS [Directions] | 6:45 p.m. | W 53-32 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 1/19 | JV Girls Basketball | Glastonbury | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Fri., 1/19 | FR Girls Basketball | Glastonbury | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 1/19 | V Girls Indoor Track | Yale High School Track and Field Classic | Away - Yale University | TBA | ||
| Sat., 1/20 | V Boys Ice Hockey | South Windsor | Home - ISCC [Directions] | 8:00 p.m. | T 2-2(OT) | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Sat., 1/20 | V Boys Indoor Track | Yale High School Track and Field Classic | Away - Yale University | TBA | ||
| Sat., 1/20 | V Wrestling | New Milford Tournament | Away - New Milford HS | 9:30 a.m. | ||
| Sat., 1/20 | JV Wrestling | Danbury JV Tournament | Away | 9:30 a.m. | ||
| Sat., 1/20 | V Co-ed Cross Country Skiing | Nordic Ski Race - Greylock/Taconic | Away - Mt. Greylock; Adams MA | 5:30 a.m. | ||
| Sat., 1/20 | FR Girls Basketball | Cromwell | Home - Simsbury HS [Directions] | 10:00 a.m. | ||
| Sat., 1/20 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | 12:45 p.m. | L 1-5 | |
| Sat., 1/20 | JV Girls Ice Hockey | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 12:30 p.m. | ||
| Sat., 1/20 | V Girls Indoor Track | Yale High School Track and Field Invitational | Away - Yale University | TBA | ||
| Mon., 1/22 | V Boys Basketball | Middletown | Home - Simsbury HS [Directions] | 6:45 p.m. | W 71-54 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Mon., 1/22 | JV Boys Basketball | Middletown | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Mon., 1/22 | FR Boys Basketball | Middletown | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 1/22 | JV Boys Ice Hockey | Westminster | Away | 6:15 p.m. | ||
| Mon., 1/22 | V Girls Basketball | Maloney | Away - Maloney HS [Directions] | 6:45 p.m. | W 33-31 | |
| Mon., 1/22 | JV Girls Basketball | Maloney | Away - Maloney HS [Directions] | 5:15 p.m. | ||
| Mon., 1/22 | FR Girls Basketball | Maloney | Away - Maloney HS [Directions] | 3:45 p.m. | ||
| Tue., 1/23 | V Boys Swimming and Diving | Conard | Home - Westminster School [Directions] | 8:00 p.m. | 94-73 loss | |
| Wed., 1/24 | V Boys Basketball | Avon | Home - Simsbury HS [Directions] | 6:45 p.m. | W 56-50 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 1/24 | JV Boys Basketball | Avon | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Wed., 1/24 | FR Boys Basketball | Avon | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 1/24 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - ISCC [Directions] | 8:00 p.m. | L 2-3 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 1/24 | JV Boys Ice Hockey | Avon Old Farms | Away | 4:30 p.m. | ||
| Wed., 1/24 | V Wrestling | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 6:00 p.m. | ||
| Wed., 1/24 | JV Wrestling | Newington | Away [Directions] | 8:00 p.m. | ||
| Wed., 1/24 | V Girls Basketball | SMSA | Away - SMSA [Directions] | 5:30 p.m. | W 50-33 | |
| Wed., 1/24 | JV Girls Basketball | SMSA | Away - SMSA [Directions] | 4:00 p.m. | ||
| Wed., 1/24 | FR Girls Basketball | Canton | Away - Canton H.S. [Directions] | 4:00 p.m. | ||
| Wed., 1/24 | V Girls Ice Hockey | West Haven/SHA | Home - ISCC [Directions] | 7:50 p.m. | W 2-1 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 1/24 | JV Girls Ice Hockey | Taft | Away | 4:30 p.m. | ||
| Wed., 1/24 | Unified Sports Basketball | Windsor | Home - Simsbury HS [Directions] | 3:00 p.m. | ||
| Thu., 1/25 | V Boys Indoor Track | Glastonbury | Away [Directions] | 3:30 p.m. | ||
| Thu., 1/25 | V Girls Indoor Track | Glastonbury | Away [Directions] | 3:30 p.m. | ||
| Fri., 1/26 | V Boys Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 6:45 p.m. | L 38-88 | |
| Fri., 1/26 | JV Boys Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/26 | FR Boys Basketball | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/26 | JV Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - ISCC [Directions] | 6:00 p.m. | ||
| Fri., 1/26 | V Boys Swimming and Diving | Farmington | Home - Westminster School [Directions] | 8:00 p.m. | 98-88 Loss | |
| Fri., 1/26 | V Girls Basketball | Manchester | Home - Simsbury HS [Directions] | 6:45 p.m. | W 58-34 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 1/26 | JV Girls Basketball | Manchester | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Fri., 1/26 | FR Girls Basketball | Manchester | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 1/26 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Arena [Directions] | 8:30 p.m. | W 6-2 | |
| Sat., 1/27 | V Boys Ice Hockey | Northwest Catholic | Away - International Skating Center of Connecticut [Directions] | 5:50 p.m. | W 3-2 | |
| Sat., 1/27 | V Boys Indoor Track | CCC Indoor Track Championship | Away - Floyd Little Athletic Center, New Haven CT | 9:00 a.m. | ||
| Sat., 1/27 | V Wrestling | CT Challenge | Away - Southington HS | 9:30 a.m. | ||
| Sat., 1/27 | V Co-ed Cross Country Skiing | Nordic Ski Race - Hoosac/Amherst | Away - Mowhawk Trail Regional HS; Buckland MA | 9:30 a.m. | ||
| Sat., 1/27 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | 7:00 p.m. | W 7-4 | |
| Sat., 1/27 | JV Girls Ice Hockey | Loomis Chaffee School | Away | 3:00 p.m. | ||
| Sat., 1/27 | V Girls Indoor Track | CCC Indoor Track Championship | Away - Floyd Little Athletic Center; New Haven CT | 9:00 a.m. | ||
| Mon., 1/29 | V Boys Basketball | Southington | Home - Simsbury HS [Directions] | 6:45 p.m. | W 62-46 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Mon., 1/29 | JV Boys Basketball | Southington | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Mon., 1/29 | FR Boys Basketball | Southington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 1/29 | JV Boys Ice Hockey | Xavier | Home - Simsbury Farms CC [Directions] | 4:00 p.m. | ||
| Mon., 1/29 | V Girls Basketball | Southington | Away - West Gym [Directions] | 6:45 p.m. | W 51-37 | |
| Mon., 1/29 | JV Girls Basketball | Southington | Away - West Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/29 | FR Girls Basketball | Southington | Away - West Gym [Directions] | 3:45 p.m. | ||
| Mon., 1/29 | Unified Sports Basketball | Newington | Away [Directions] | 3:00 p.m. | ||
| Wed., 1/31 | V Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | W 6-3 | |
| Wed., 1/31 | V Wrestling | Southington | Home - Simsbury HS [Directions] | 6:00 p.m. | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 | |
| Wed., 1/31 | JV Wrestling | Southington | Home - Simsbury HS [Directions] | 6:00 p.m. | ||
| Wed., 1/31 | V Girls Ice Hockey | Avon | Home - ISCC [Directions] | 7:30 p.m. | T 3-3 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 1/31 | Unified Sports Basketball | East Hartford | Home - Simsbury HS [Directions] | 3:00 p.m. | ||
| Thu., 2/1 | V Boys Basketball | Conard | Away - Conard HS [Directions] | 6:45 p.m. | W 57-46 | |
| Thu., 2/1 | JV Boys Basketball | Conard | Away - Conard HS [Directions] | 5:15 p.m. | ||
| Thu., 2/1 | FR Boys Basketball | Conard | Away - Conard HS [Directions] | 3:45 p.m. | ||
| Thu., 2/1 | JV Boys Ice Hockey | Westfield (MA) | Away | 3:30 p.m. | ||
| Thu., 2/1 | JV Boys Ice Hockey | Westfield (MA) | Away | Cancelled | Cancelled | |
| Thu., 2/1 | V Boys Swimming and Diving | Newington | Away - NHS Pool [Directions] | 4:00 p.m. | 94-91 Win | |
| Thu., 2/1 | V Girls Basketball | Conard | Home - Simsbury HS [Directions] | 6:45 p.m. | W 38-31 (OT) | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 2/1 | JV Girls Basketball | Conard | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Thu., 2/1 | FR Girls Basketball | Conard | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 2/2 | V Boys Swimming and Diving | Southington | Home - Westminster School [Directions] | 8:00 p.m. | 100-77 Loss | |
| Sat., 2/3 | V Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | W 61-37 | |
| Sat., 2/3 | JV Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 2:30 p.m. | ||
| Sat., 2/3 | FR Boys Basketball | Naugatuck | Away - Naugatuck HS [Directions] | 1:00 p.m. | ||
| Sat., 2/3 | V Boys Ice Hockey | Ridgefield | Away - Winter Garden Ice Arena [Directions] | 7:00 p.m. | L 0-6 | |
| Sat., 2/3 | V Wrestling | New Fairfield Duals | Away - New Fairfield HS | 9:30 a.m. | ||
| Sat., 2/3 | JV Wrestling | New Fairfield Duals | Away | 9:30 a.m. | ||
| Sat., 2/3 | V Co-ed Cross Country Skiing | Nordic Ski Race - Simsbury | Home - Mowhawk Trail Regional HS; Buckland MA [Directions] | 9:30 a.m. | ||
| Sat., 2/3 | V Girls Ice Hockey | Suffield Coop | Away - Enfield Twin Rinks [Directions] | 8:20 p.m. | L 0-3 | |
| Sat., 2/3 | JV Girls Ice Hockey | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 12:30 p.m. | ||
| Tue., 2/6 | V Boys Basketball | Berlin | Away - BHS A-Gym [Directions] | 6:45 p.m. | W 77-59 | |
| Tue., 2/6 | JV Boys Basketball | Berlin | Away - BHS A-Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/6 | FR Boys Basketball | Berlin | Away - BHS A-Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/6 | V Girls Basketball | Bristol Central | Home - Simsbury HS [Directions] | 6:45 p.m. | W 48-19 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Tue., 2/6 | JV Girls Basketball | Bristol Central | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Tue., 2/6 | FR Girls Basketball | Bristol Central | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Thu., 2/8 | V Boys Ice Hockey | Conard | Home - ISCC [Directions] | 8:20 p.m. | W 5-1 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 2/8 | V Wrestling | Farmington | Away - Farmington HS [Directions] | 6:00 p.m. | ||
| Thu., 2/8 | JV Wrestling | Farmington | Away - Farmington HS [Directions] | 6:00 p.m. | ||
| Thu., 2/8 | V Girls Indoor Track | CIAC Class L Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Farmington | Home - Simsbury HS [Directions] | 6:45 p.m. | W 41-38 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 2/9 | JV Boys Basketball | Farmington | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | FR Boys Basketball | Farmington | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 2/9 | JV Boys Ice Hockey | Northwest Catholic | Home - ISCC [Directions] | 6:00 p.m. | ||
| Fri., 2/9 | V Boys Swimming and Diving | Hall | Home - Westminster School [Directions] | 8:00 p.m. | 87-85 Loss | |
| Fri., 2/9 | V Wrestling | CCC League Tournament | Away - Berlin HS | TBA | ||
| Fri., 2/9 | V Girls Basketball | Farmington | Away - Farmington HS [Directions] | 6:45 p.m. | L 28-29 | |
| Fri., 2/9 | JV Girls Basketball | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | FR Girls Basketball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Sat., 2/10 | V Boys Indoor Track | CIAC Class LL Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 10:00 a.m. | ||
| Sat., 2/10 | V Wrestling | CCC League Tournament | Away - Berlin HS | TBA | ||
| Sat., 2/10 | V Co-ed Cross Country Skiing | Nordic Ski Race - Greylock/BCD/NMH | Away - Mt. Greylock; Adams MA | 10:00 a.m. | ||
| Sat., 2/10 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | 2:00 p.m. | L 1-2 | |
| Sat., 2/10 | JV Girls Ice Hockey | Kent School | Home - ISCC [Directions] | 8:00 p.m. | ||
| Mon., 2/12 | V Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 6:45 p.m. | L 30-41 | |
| Mon., 2/12 | JV Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 5:15 p.m. | ||
| Mon., 2/12 | FR Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | ||
| Mon., 2/12 | Unified Sports Basketball | Windsor | Away [Directions] | 3:00 p.m. | ||
| Tue., 2/13 | V Boys Basketball | Avon | Away - Avon HS [Directions] | 6:45 p.m. | W 36-30 | |
| Tue., 2/13 | JV Boys Basketball | Avon | Away - Avon HS [Directions] | 5:15 p.m. | ||
| Tue., 2/13 | FR Boys Basketball | Avon | Away - Avon HS [Directions] | 3:45 p.m. | ||
| Tue., 2/13 | JV Boys Ice Hockey | Westfield (MA) | Home - ISCC [Directions] | 5:30 p.m. | ||
| Tue., 2/13 | V Boys Swimming and Diving | Northwest Catholic | Away - Farmington Valley YMCA, Granby [Directions] | 8:00 p.m. | 59-39 win | |
| Wed., 2/14 | V Boys Ice Hockey | Farmington Valley Generals | Away - Avon Old Farms [Directions] | 8:00 p.m. | L 1-7 | |
| Wed., 2/14 | V Girls Ice Hockey | Hall/Conard | Home - ISCC [Directions] | 7:50 p.m. | W 3-1 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 2/15 | V Girls Basketball | Maloney | Home - Simsbury HS [Directions] | 6:00 p.m. | W 34-17 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Thu., 2/15 | Unified Sports Basketball | East Hartford | Away [Directions] | 2:50 p.m. | ||
| Fri., 2/16 | V Boys Basketball | East Hartford | Home - Simsbury HS [Directions] | 6:45 p.m. | W 55-54 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Fri., 2/16 | JV Boys Basketball | East Hartford | Home - Simsbury HS [Directions] | 5:15 p.m. | ||
| Fri., 2/16 | FR Boys Basketball | East Hartford | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 2/16 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 4:45 p.m. | Overnight Trip | |
| Fri., 2/16 | V Girls Ice Hockey | Daniel Hand Coop | Home - Simsbury Farms CC [Directions] | 4:15 p.m. | W 2-1(OT) | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Sat., 2/17 | V Boys Ice Hockey | Glastonbury | Home - Simsbury Farms CC [Directions] | 4:00 p.m. | W 7-1 | |
| Sat., 2/17 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sat., 2/17 | V Wrestling | CIAC Class LL Championships | Away - Trumbull HS [Directions] | 9:00 a.m. | Overnight Trip | |
| Sat., 2/17 | V Co-ed Cross Country Skiing | Nordic Ski Race - Mohawk | Away - Mohawk Trail Regional HS; Buckland MA | Cancelled | Cancelled | |
| Sat., 2/17 | V Girls Basketball | Berlin | Home - Simsbury HS [Directions] | 4:00 p.m. | L 54-56 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Sat., 2/17 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | Glastonbury | Home - Simsbury HS [Directions] | 7:30 p.m. | W 50-46 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Mon., 2/19 | JV Boys Basketball | Glastonbury | Home - Simsbury HS [Directions] | 6:00 p.m. | ||
| Mon., 2/19 | JV Wrestling | Simsbury JV CCC Tournament | Home - Simsbury HS [Directions] | 9:00 a.m. | ||
| Mon., 2/19 | V Girls Ice Hockey | Suffield Coop | Away - ISCC-Simsbury [Directions] | 1:30 p.m. | L 1-4 | |
| Tue., 2/20 | FR Boys Basketball | Glastonbury | Home - Simsbury HS [Directions] | 12:00 p.m. | ||
| Wed., 2/21 | V Boys Ice Hockey | East Catholic | Home - ISCC [Directions] | 8:00 p.m. | W 5-1 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Wed., 2/21 | Unified Sports Basketball | Norwich Free Academy | Away [Directions] | 3:00 p.m. | ||
| Thu., 2/22 | Unified Sports Basketball | Simsbury Unified Basketball Tournament | Home - Simsbury HS [Directions] | 3:00 p.m. | ||
| Fri., 2/23 | V Boys Basketball | Hartford Public | Home - Simsbury HS [Directions] | 6:00 p.m. | W 61-50 | |
| Fri., 2/23 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 3:00 p.m. | ||
| Sat., 2/24 | V Boys Basketball | Southington | Home - Bulkeley HS [Directions] | 1:00 p.m. | W 55-43 | |
| Sat., 2/24 | V Boys Swimming and Diving | Splash Classic Invitational | Away - Cornerstone Aquatic Center, West Hartford CT | TBA | ||
| Sat., 2/24 | V Wrestling | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 9:00 a.m. | ||
| Mon., 2/26 | V Boys Ice Hockey | Northwest Catholic | Home - ISCC [Directions] | 8:20 p.m. | L 2-4 | Admission: $5 Adult, $3 Student, Free Seniors & Children under 10 |
| Mon., 2/26 | V Girls Basketball | New Milford | Home - Simsbury HS [Directions] | 6:00 p.m. | W 51-33 | CIAC Tournament Round 1; Admission $10 Adult, $5 Student and Senior Citizens; Free Children under 5 |
| Tue., 2/27 | V Boys Basketball | Windsor | Away - Bulkeley HS [Directions] | 7:00 p.m. | L 78-84 | |
| Tue., 2/27 | V Boys Swimming and Diving | CCC Diving Championship | Home - Westminster School [Directions] | 7:30 p.m. | ||
| Tue., 2/27 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | 4:00 p.m. | W 4-1 | |
| Wed., 2/28 | V Boys Swimming and Diving | CCC Swimming Championship Meet | Away - Cornerstone Aquatic Center, West Hartford CT | TBA | 4th place 173.5 | |
| Thu., 3/1 | V Boys Ice Hockey | Farmington Valley Generals | Away - Avon Old Farms [Directions] | 8:00 p.m. | ||
| Thu., 3/1 | V Girls Basketball | Glastonbury | Home - Simsbury HS [Directions] | 7:00 p.m. | W 46-38 | CIAC Tournament Round 2; Admission $10 Adult, $5 Student and Senior Citizens; Free Children under 5 |
| Fri., 3/2 | V Wrestling | New England Wrestling Championship | Away - Providence RI | TBA | ||
| Sat., 3/3 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | Cancelled | Cancelled | |
| Sat., 3/3 | V Wrestling | New England Wrestling Championship | Away - Providence RI | TBA | ||
| Sat., 3/3 | V Girls Ice Hockey | Darien | Away - Terry Connors Rink [Directions] | 6:30 p.m. | L 0-3 | |
| Sat., 3/3 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Mon., 3/5 | V Girls Basketball | Hall | Home [Directions] | 7:00 p.m. | L 33-41 | CIAC Tournament Quarterfinal; Admission $10 Adult, $5 Student and Senior Citizens; Free Children under 5 |
| Mon., 3/5 | Unified Sports Basketball | Bloomfield | Home - Simsbury HS [Directions] | 2:15 p.m. | ||
| Wed., 3/7 | V Boys Ice Hockey | Northwest Catholic | Away - International Skating Center of Connecticut [Directions] | 6:40 p.m. | CIAC Tournament Round 1; Admission $10 Adult, $5 Student and Senior Citizens; Free Children under 5 | |
| Fri., 3/9 | V Boys Swimming and Diving | CIAC Class L Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Fri., 3/9 | Unified Sports Basketball | Windsor Travel Unified Basketball Tournament | Away | 3:00 p.m. | ||
| Sat., 3/10 | V Boys Basketball | CIAC Round 2 vs TBA | Home - Simsbury HS [Directions] | 6:00 p.m. | ||
| Sat., 3/10 | V Boys Swimming and Diving | CIAC Class L Qualifying | Away - East Hartford HS [Directions] | 11:30 a.m. | ||
| Wed., 3/14 | V Boys Swimming and Diving | CIAC Class L Finals | Away - Wesleyan Univ. [Directions] | 6:00 p.m. | ||
| Thu., 3/15 | V Boys Swimming and Diving | CIAC Open Diving | Away - Middletown [Directions] | 5:30 p.m. | ||
| Sat., 3/17 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | ||
| Thu., 3/22 | V Boys Lacrosse | East Lyme (Scrim.) | Away - ELHS Turf Field [Directions] | 6:30 p.m. | ||
| Sat., 3/24 | V Boys Rugby | Bishop Hendricken (RI) | Away - Bishop Hendircken H.S., Warwick RI | 12:00 p.m. | ||
| Sat., 3/24 | V Boys Volleyball | Glastonbury (Scrim.) | Away [Directions] | 9:00 a.m. | ||
| Mon., 3/26 | V Baseball | Granby Memorial (Scrim.) | Away - Granby Memorial [Directions] | 3:45 p.m. | ||
| Mon., 3/26 | V Softball | Lewis Mills (Scrim.) | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | ||
| Tue., 3/27 | V Girls Lacrosse | Granby Memorial (Scrim.) | Away - Granby Memorial [Directions] | 4:00 p.m. | ||
| Wed., 3/28 | V Boys Lacrosse | Hotchkiss (Scrim.) | Away | TBA | ||
| Wed., 3/28 | V Boys Rugby | Aspetuck Valley High School | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | ||
| Wed., 3/28 | V Wrestling | NHSCA National Wrestling Championships | Away | TBA | ||
| Wed., 3/28 | V Softball | Northwestern (Scrim.) | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 3/28 | JV Softball | Northwestern (Scrim.) | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 3/29 | V Baseball | Wethersfield (Scrim.) | Home - Memorial Park Baseball Field [Directions] | 4:30 p.m. | ||
| Thu., 3/29 | V Girls Lacrosse | Westminster (Scrim.) | Away | 5:30 p.m. | ||
| Thu., 3/29 | V Girls Rugby | North Haven | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:30 p.m. | ||
| Thu., 3/29 | V Softball | Torrington (Scrim.) | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | ||
| Sat., 3/31 | V Baseball | Greenwich | Home - Memorial Park Baseball Field [Directions] | 2:00 p.m. | L 5-6 | |
| Sat., 3/31 | V Boys Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 10:30 a.m. | L 5-17 | |
| Sat., 3/31 | JV Boys Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 12:15 p.m. | ||
| Sat., 3/31 | JV Boys Rugby | Greenwich | Away [Directions] | 12:00 p.m. | ||
| Sat., 3/31 | V Girls Rugby | Annual Girls High School Rugby Jamboree | Away - Lincoln-Sudbury HS; Sudbury MA | 8:45 a.m. | ||
| Mon., 4/2 | V Boys Volleyball | Newington | Home - Simsbury HS [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 4/2 | JV Boys Volleyball | Newington | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Mon., 4/2 | JV Softball | Masters School (Scrim.) | Home - Memorial Park Softball Field [Directions] | Cancelled | Cancelled | |
| Tue., 4/3 | JV Boys Rugby | Xavier | Home - Henry James MS [Directions] | 3:00 p.m. | ||
| Wed., 4/4 | V Boys Rugby | Staples | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | ||
| Wed., 4/4 | V Boys Volleyball | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 4/4 | JV Boys Volleyball | Newington | Away - Richard Rogalski Gymnasium @ Newington HS [Directions] | 4:15 p.m. | ||
| Wed., 4/4 | FR Girls Lacrosse | Hall | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Thu., 4/5 | V Boys Lacrosse | Avon Old Farms (Scrim.) | Away | 4:00 p.m. | ||
| Thu., 4/5 | V Boys Tennis | Platt/Maloney Coop | Home - Henry James MS [Directions] | 3:45 p.m. | W 6-1 [Detailed Results] | |
| Thu., 4/5 | V Girls Lacrosse | Northwest Catholic | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:00 p.m. | W 14-6 | |
| Thu., 4/5 | JV Girls Lacrosse | Northwest Catholic | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Thu., 4/5 | V Girls Rugby | Cheshire | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:30 p.m. | ||
| Thu., 4/5 | V Girls Tennis | Berlin | Away - Berlin HS [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 4/6 | V Boys Volleyball | Enfield | Home - Simsbury HS [Directions] | 5:00 p.m. | L 0-3 | |
| Fri., 4/6 | JV Boys Volleyball | Enfield | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Sat., 4/7 | V Boys Spring Crew | Northfield Mount Hermon Scrimmage | Away - Northfield Mount Hermon School | Cancelled | Cancelled | |
| Sat., 4/7 | V Boys Lacrosse | Joel Barlow | Home - Simsbury HS - Holden Field (turf) [Directions] | 11:00 a.m. | L 5-7 | |
| Sat., 4/7 | JV Boys Lacrosse | Joel Barlow | Home - Simsbury HS [Directions] | Cancelled | Cancelled | |
| Sat., 4/7 | V Boys Outdoor Track | Bloomfield Invitational | Away | 10:00 a.m. | ||
| Sat., 4/7 | V Boys Rugby | The Harvey School | Away | 3:00 p.m. | ||
| Sat., 4/7 | JV Boys Rugby | Fordham Prep (NY) | Away | TBA | ||
| Sat., 4/7 | V Girls Spring Crew | Northfield Mount Hermon Scrimmage | Away - Northfield Mount Hermon School | Cancelled | Cancelled | |
| Sat., 4/7 | V Girls Lacrosse | Amsterdam High School | Away - Amsterdam NY | Cancelled | Cancelled | |
| Mon., 4/9 | V Baseball | Maloney | Away - Maloney HS [Directions] | 3:45 p.m. | W 12-0 | |
| Mon., 4/9 | FR Baseball | Maloney | Away - Ceppa Field [Directions] | 3:45 p.m. | L 2-6 | |
| Mon., 4/9 | FR Boys Lacrosse | Southington | Away - Field Hockey/Boys Lacrosse [Directions] | 4:30 p.m. | ||
| Tue., 4/10 | V Boys Lacrosse | South Windsor | Away - SWHS Stadium Turf Field [Directions] | 12:00 p.m. | W 14-8 | |
| Tue., 4/10 | V Boys Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:00 p.m. | L 0-3 | |
| Tue., 4/10 | JV Boys Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 4:00 p.m. | ||
| Wed., 4/11 | V Baseball | Manchester | Home - Memorial Park Baseball Field [Directions] | 6:00 p.m. | L 4-6 | |
| Wed., 4/11 | JV Baseball | Manchester | Home - Simsbury HS [Directions] | 3:45 p.m. | W 19-9 | |
| Wed., 4/11 | FR Baseball | Manchester | Away - KELLEY FIELD AT MANCHESTER HIGH [Directions] | 3:45 p.m. | L 12-16 | |
| Wed., 4/11 | V Boys Spring Crew | Kent Scrimmage | Away - Lake Waramaug, New Preston CT | TBA | ||
| Wed., 4/11 | FR Boys Lacrosse | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 2:00 p.m. | ||
| Wed., 4/11 | V Boys Volleyball | East Hartford | Away - East Hartford HS [Directions] | 5:00 p.m. | L 1-3 | |
| Wed., 4/11 | JV Boys Volleyball | East Hartford | Away - East Hartford HS [Directions] | 4:00 p.m. | ||
| Wed., 4/11 | V Girls Spring Crew | Kent Scrimmage | Away - Lake Waramaug, New Preston CT | TBA | ||
| Wed., 4/11 | V Girls Lacrosse | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:30 p.m. | W 8-6 | |
| Wed., 4/11 | JV Girls Lacrosse | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:00 p.m. | ||
| Thu., 4/12 | V Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 7:00 p.m. | W 15-14 | |
| Thu., 4/12 | JV Boys Lacrosse | Guilford | Away - Maturo Field at GHS [Directions] | 5:00 p.m. | ||
| Fri., 4/13 | JV Baseball | Maloney | Home - Simsbury HS [Directions] | 3:45 p.m. | W 13-4 | |
| Sat., 4/14 | V Baseball | South Windsor | Away - Rotary Field, Nevers Rd. Park [Directions] | 1:00 p.m. | L 4-5 | |
| Sat., 4/14 | JV Baseball | North Haven | Home - Simsbury HS [Directions] | Cancelled | Cancelled | |
| Sat., 4/14 | V Boys Spring Crew | Simsbury/Tabor Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | Donohue Rowing Center | |
| Sat., 4/14 | V Boys Lacrosse | Hingham (MA) | Home - Simsbury HS - Holden Field (turf) [Directions] | 1:00 p.m. | L 0-1 | |
| Sat., 4/14 | V Girls Spring Crew | Simsbury/Tabor Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | ||
| Sat., 4/14 | V Girls Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 12:00 p.m. | L 3-16 | |
| Sat., 4/14 | JV Girls Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 10:30 a.m. | ||
| Mon., 4/16 | V Boys Volleyball | Bulkeley | Home - Simsbury HS [Directions] | 5:00 p.m. | W 3-0 | |
| Mon., 4/16 | JV Boys Volleyball | Bulkeley | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Tue., 4/17 | V Boys Golf | Northwest Catholic, Fairfield Prep | Away - Wampanoag Country Club, West Hartford, CT. [Directions] | 3:00 p.m. | Simsbury 157 Fairfield Prep 163 Northwest Catholic 165 | |
| Tue., 4/17 | JV Boys Golf | Northwest Catholic | Away - Wampanoag Country Club, West Hartford, CT. [Directions] | 3:00 p.m. | ||
| Tue., 4/17 | V Boys Outdoor Track | Conard | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Tue., 4/17 | V Girls Outdoor Track | Conard | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Wed., 4/18 | V Baseball | Northwest Catholic | Home - Memorial Park Baseball Field [Directions] | 6:00 p.m. | W 7-5 | |
| Wed., 4/18 | JV Baseball | Northwest Catholic | Home - Simsbury HS [Directions] | 3:45 p.m. | W 9-3 | |
| Wed., 4/18 | FR Baseball | Wethersfield | Away - Esposito Field at WHS [Directions] | 3:45 p.m. | L 6-10 | |
| Wed., 4/18 | V Boys Lacrosse | East Catholic | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | L 12-13 | |
| Wed., 4/18 | V Boys Tennis | Manchester | Away - MHS COURTS [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Wed., 4/18 | V Boys Volleyball | Southington | Away - West Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Wed., 4/18 | JV Boys Volleyball | Southington | Away - West Gym [Directions] | 5:00 p.m. | ||
| Wed., 4/18 | V Girls Golf | Berlin | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Berlin 218 Simsbury 233 | |
| Wed., 4/18 | V Girls Lacrosse | Newington | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:00 p.m. | W 10-3 | |
| Wed., 4/18 | JV Girls Lacrosse | Newington | Home - Simsbury HS - Grass Field [Directions] | 5:15 p.m. | ||
| Wed., 4/18 | FR Girls Lacrosse | Conard | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Wed., 4/18 | V Softball | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | L 6-1 | |
| Wed., 4/18 | JV Softball | Masters School (Scrim.) | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 4/18 | V Girls Tennis | Rocky Hill | Home - Henry James MS [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 4/19 | JV Boys Lacrosse | East Catholic | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Thu., 4/19 | V Boys Rugby | Boston College HS (MA) | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | ||
| Thu., 4/19 | V Girls Lacrosse | Conard | Away - Conard HS Stadium [Directions] | 4:00 p.m. | L 4-15 | |
| Thu., 4/19 | JV Girls Lacrosse | Conard | Away - Conard HS Stadium [Directions] | 5:30 p.m. | ||
| Fri., 4/20 | V Baseball | Hall | Away - Hall HS Varsity Baseball Field [Directions] | 3:45 p.m. | W 7-3 | |
| Fri., 4/20 | FR Baseball | Hall | Home - Simsbury HS [Directions] | 3:45 p.m. | L 2-10 | |
| Fri., 4/20 | V Boys Tennis | Northwest Catholic | Away - St. Joseph's College, West Hartford [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Fri., 4/20 | V Girls Golf | Conard | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 222 Conard 234 | |
| Fri., 4/20 | FR Girls Lacrosse | Avon | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Fri., 4/20 | V Softball | Hall | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | W 10-4 | |
| Fri., 4/20 | JV Softball | Hall | Home - Simsbury HS [Directions] | 3:45 p.m. | W 22-1 (5) | |
| Fri., 4/20 | V Girls Tennis | Northwest Catholic | Home - Henry James MS [Directions] | 3:45 p.m. | W 4-3 | |
| Sat., 4/21 | V Baseball | Suffield | Away - Suffield HS [Directions] | 10:00 a.m. | W 12-3 | |
| Sat., 4/21 | JV Baseball | Suffield | Home - Simsbury HS [Directions] | 4:00 p.m. | W 15-9 | |
| Sat., 4/21 | V Boys Spring Crew | Exeter Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | ||
| Sat., 4/21 | V Boys Lacrosse | Newtown | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | L 11-13 | |
| Sat., 4/21 | V Boys Rugby | Ridgefield | Home - Simsbury HS - Holden Field (turf) [Directions] | Cancelled | Cancelled | |
| Sat., 4/21 | JV Boys Rugby | Staples | Home - Simsbury HS - Holden Field (turf) [Directions] | 2:00 p.m. | ||
| Sat., 4/21 | V Girls Spring Crew | Exeter Invitational | Away - Lake Quinsigamond, Worcester MA | TBA | ||
| Mon., 4/23 | V Baseball | Rocky Hill | Home - Memorial Park Baseball Field [Directions] | 4:30 p.m. | L 1-4 | |
| Mon., 4/23 | JV Baseball | Rocky Hill | Away - Rocky Hill HS [Directions] | 3:45 p.m. | W 11-6 | |
| Mon., 4/23 | FR Baseball | Conard | Away - Sedgwick MS [Directions] | 3:45 p.m. | W 13-12 | |
| Mon., 4/23 | V Boys Golf | Avon | Home - Hop Meadow CC [Directions] | 3:00 p.m. | Simsbury 148 Avon 159 | |
| Mon., 4/23 | JV Boys Golf | Avon | Home - Hop Meadow CC [Directions] | 3:00 p.m. | ||
| Mon., 4/23 | V Boys Volleyball | Hall | Home - Simsbury HS [Directions] | 5:00 p.m. | L 0-3 | |
| Mon., 4/23 | JV Boys Volleyball | Hall | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Mon., 4/23 | V Girls Golf | Avon, Canton | Away [Directions] | 3:00 p.m. | Avon 220 Simsbury 226 Canton 241 | |
| Mon., 4/23 | V Girls Lacrosse | Avon | Away - Avon HS [Directions] | 4:00 p.m. | W 12-10 | |
| Mon., 4/23 | JV Girls Lacrosse | Avon | Away - Avon HS [Directions] | 5:30 p.m. | ||
| Mon., 4/23 | V Girls Rugby | Southington | Away [Directions] | 5:00 p.m. | ||
| Mon., 4/23 | V Softball | Wethersfield | Away - Cottone Field at WHS [Directions] | 4:15 p.m. | W 6-0 | |
| Mon., 4/23 | JV Softball | Wethersfield | Away - Greenfield St. Softball Field [Directions] | 4:15 p.m. | W 26-0(5) | |
| Mon., 4/23 | V Girls Tennis | Wethersfield | Home - Henry James MS [Directions] | 3:45 p.m. | L 2-5 | |
| Tue., 4/24 | JV Baseball | Hall | Away - Hall HS JV Baseball Field [Directions] | 3:45 p.m. | L 9-4 | |
| Tue., 4/24 | V Boys Golf | Farmington | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 155 Farmington 168 | |
| Tue., 4/24 | JV Boys Golf | Farmington | Home - Simsbury Farms CC [Directions] | Cancelled | Cancelled | |
| Tue., 4/24 | V Boys Outdoor Track | Northwest Catholic | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Tue., 4/24 | JV Boys Rugby | Cheshire | Away [Directions] | 5:00 p.m. | ||
| Tue., 4/24 | V Girls Golf | Suffield | Away - Copper Hill [Directions] | 3:00 p.m. | Suffield 207 Simsbury 231 | |
| Tue., 4/24 | FR Girls Lacrosse | Windsor | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Tue., 4/24 | V Girls Outdoor Track | Northwest Catholic | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Tue., 4/24 | V Girls Tennis | E.O. Smith | Home - Henry James MS [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 4/25 | FR Boys Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 4:15 p.m. | ||
| Wed., 4/25 | V Boys Volleyball | Conard | Away - Conard HS [Directions] | 5:00 p.m. | L 1-3 | |
| Wed., 4/25 | JV Boys Volleyball | Conard | Away - Conard HS [Directions] | 4:00 p.m. | ||
| Wed., 4/25 | V Girls Lacrosse | Farmington | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | W 14-8 | |
| Wed., 4/25 | JV Girls Lacrosse | Farmington | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:30 p.m. | ||
| Thu., 4/26 | JV Baseball | Farmington | Away - Farmington HS [Directions] | 4:30 p.m. | L 8-4 | |
| Thu., 4/26 | V Boys Golf | Conard | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 154 Conard 162 | |
| Thu., 4/26 | JV Boys Golf | Conard | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Thu., 4/26 | V Boys Outdoor Track | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Thu., 4/26 | V Boys Tennis | Hall | Home - Henry James MS [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Thu., 4/26 | V Girls Outdoor Track | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Thu., 4/26 | V Girls Rugby | Cheshire | Away - Polish National Alliance Park, Wallingford CT [Directions] | 4:30 p.m. | ||
| Thu., 4/26 | V Softball | Bristol Central | Away - Memorial Park, Simsbury [Directions] | 3:45 p.m. | W 2-0 | |
| Thu., 4/26 | JV Softball | Bristol Central | Away - South Side School [Directions] | Cancelled | Cancelled | |
| Fri., 4/27 | V Boys Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 6:30 p.m. | W 8-6 | |
| Fri., 4/27 | JV Boys Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 4:00 p.m. | ||
| Fri., 4/27 | V Boys Volleyball | Maloney | Away - Maloney HS [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 4/27 | JV Boys Volleyball | Maloney | Away - Maloney HS [Directions] | 4:30 p.m. | ||
| Fri., 4/27 | FR Girls Lacrosse | Glastonbury | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Sat., 4/28 | V Boys Spring Crew | Quinsigamond Cup | Away - Lake Quinsigamond, Worcester MA | TBA | ||
| Sat., 4/28 | V Boys Lacrosse | Cheshire | Away - Cheshire High Main Game field [Directions] | 11:00 a.m. | W 10-9 | |
| Sat., 4/28 | JV Boys Lacrosse | Cheshire | Away - Cheshire High Main Game field [Directions] | 1:00 p.m. | ||
| Sat., 4/28 | V Boys Rugby | Fairfield Warde | Away [Directions] | 12:00 p.m. | ||
| Sat., 4/28 | JV Boys Rugby | New Rochelle (NY) | Home [Directions] | Cancelled | Cancelled | |
| Sat., 4/28 | V Girls Spring Crew | Quinsigamond Cup | Away - Lake Quinsigamond, Worcester MA | TBA | ||
| Sat., 4/28 | V Girls Rugby | North East Invitational Tournament | Away - Denville, NJ | TBA | ||
| Sat., 4/28 | V Softball | Maloney | Home - Memorial Park Softball Field [Directions] | 10:00 a.m. | L 9-3 | |
| Sat., 4/28 | JV Softball | Maloney | Home - Simsbury HS [Directions] | 10:00 a.m. | W 10-9 | |
| Mon., 4/30 | V Baseball | E.O. Smith | Away - Eastern Connecticut State University Basebal Field [Directions] | 4:30 p.m. | W 6-3 | |
| Mon., 4/30 | JV Baseball | E.O. Smith | Away - E.O. Smith HS [Directions] | 4:30 p.m. | W 14-2 | |
| Mon., 4/30 | FR Baseball | E.O. Smith | Home - Simsbury HS [Directions] | 3:45 p.m. | L 6-9 | |
| Mon., 4/30 | V Boys Tennis | Bristol Central | Away - Bristol Central HS [Directions] | 3:45 p.m. | L 3-4 [Detailed Results] | |
| Mon., 4/30 | V Boys Volleyball | Farmington | Home - Simsbury HS [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 4/30 | JV Boys Volleyball | Farmington | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Mon., 4/30 | V Girls Golf | Hall | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Hall 204 Simsbury 223 | |
| Mon., 4/30 | V Girls Lacrosse | South Windsor | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:30 p.m. | W 16-11 | |
| Mon., 4/30 | JV Girls Lacrosse | South Windsor | Home - Simsbury HS - Grass Field [Directions] | 4:00 p.m. | ||
| Mon., 4/30 | FR Girls Lacrosse | Southington | Away - Soccer/Girls Lacrosse [Directions] | 4:00 p.m. | ||
| Mon., 4/30 | V Softball | Manchester | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | W 11-1 | |
| Mon., 4/30 | JV Softball | Manchester | Home - Simsbury HS [Directions] | 3:45 p.m. | W 19-4 (5) | |
| Tue., 5/1 | V Baseball | Plainville | Home - Memorial Park Baseball Field [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 5/1 | JV Baseball | Plainville | Home - Simsbury HS [Directions] | 3:45 p.m. | W 10-0 | |
| Tue., 5/1 | V Boys Golf | Southington | Away - Hawks Landing [Directions] | 3:00 p.m. | Simsbury 143 Southington 156 | |
| Tue., 5/1 | V Boys Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 6:00 p.m. | L 3-15 | |
| Tue., 5/1 | JV Boys Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | FR Boys Lacrosse | Hall | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Boys Outdoor Track | Avon, Northwest Catholic, Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 3:45 p.m. | ||
| Tue., 5/1 | FR Girls Lacrosse | Hall | Away - Hall HS Field Hockey Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Girls Outdoor Track | Hall, Northwest Catholic, Avon | Away - Hall HS Stadium (Turf Field) [Directions] | 3:45 p.m. | ||
| Wed., 5/2 | V Baseball | Glastonbury | Away - Glastonbury HS [Directions] | 4:15 p.m. | W 10-6 | |
| Wed., 5/2 | JV Baseball | Glastonbury | Away - Glastonbury HS [Directions] | 4:15 p.m. | L 13-3 | |
| Wed., 5/2 | FR Baseball | Glastonbury | Home - Simsbury HS [Directions] | 3:45 p.m. | L 1-11 | |
| Wed., 5/2 | V Boys Golf | Hall | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 151 Hall 170 | |
| Wed., 5/2 | JV Boys Golf | Hall | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Wed., 5/2 | V Boys Rugby | Ridgefield | Home - Simsbury HS [Directions] | 6:00 p.m. | Senior Night | |
| Wed., 5/2 | V Boys Tennis | Middletown | Home - Henry James MS [Directions] | 3:45 p.m. | W 4-3 [Detailed Results] | |
| Wed., 5/2 | V Boys Volleyball | Wethersfield | Away - Wethersfield HS [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 5/2 | JV Boys Volleyball | Wethersfield | Away - Wethersfield HS [Directions] | 4:30 p.m. | ||
| Wed., 5/2 | V Girls Golf | Farmington | Away - Tunxis Plantation CC [Directions] | 3:00 p.m. | Farmington 189 Simsbury 219 | |
| Wed., 5/2 | V Girls Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 6:00 p.m. | L 6-11 | |
| Wed., 5/2 | JV Girls Lacrosse | Hall | Away - Hall HS Stadium (Turf Field) [Directions] | 4:30 p.m. | ||
| Wed., 5/2 | V Softball | Glastonbury | Home - Memorial Park Softball Field [Directions] | 4:15 p.m. | L 11-1 | |
| Wed., 5/2 | JV Softball | Glastonbury | Home - Simsbury HS [Directions] | 3:45 p.m. | L 9-5 | |
| Wed., 5/2 | Unified Sports Volleyball | Unified Volleyball Tournament | Away - North Haven H.S. | 3:00 p.m. | ||
| Thu., 5/3 | V Boys Golf | Avon | Away - Blue Fox Run [Directions] | 3:00 p.m. | Simsbury 146 Avon 150 Manchester 160 | |
| Thu., 5/3 | JV Boys Golf | Avon | Away - Blue Fox Run [Directions] | 3:00 p.m. | ||
| Thu., 5/3 | V Boys Lacrosse | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | W 16-1 | |
| Thu., 5/3 | JV Boys Lacrosse | Southington | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Thu., 5/3 | V Boys Rugby | West Hartford Rugby Club | Away - Sterling Field, West Hartford CT | 5:30 p.m. | ||
| Thu., 5/3 | V Girls Golf | Canton, Suffield | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Canton 220 Suffield 221 Simsbury 222 | |
| Thu., 5/3 | V Girls Rugby | North Haven | Away [Directions] | 5:30 p.m. | ||
| Thu., 5/3 | V Softball | Farmington | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | L 2-1 | |
| Thu., 5/3 | JV Softball | Farmington | Home - Simsbury HS [Directions] | 3:45 p.m. | L 8-5 (9) | |
| Thu., 5/3 | V Girls Tennis | Hall | Away - Hall HS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 5/4 | V Baseball | Avon | Home - Memorial Park Baseball Field [Directions] | 4:30 p.m. | W 5-3 | |
| Fri., 5/4 | JV Baseball | Avon | Away - Buckingham Field [Directions] | 3:45 p.m. | W 14-1 | |
| Fri., 5/4 | FR Baseball | Newington | Home - Simsbury HS [Directions] | 3:45 p.m. | L 1-12 | |
| Fri., 5/4 | V Boys Golf | Avon Invitational | Away - Blue Fox Run | 1:00 p.m. | Avon Invitational 1st place with a score of 300 | |
| Fri., 5/4 | FR Boys Lacrosse | Glastonbury | Away - GHS Field #11 [Directions] | 4:00 p.m. | ||
| Fri., 5/4 | V Boys Outdoor Track | Middletown Invitational | Away | TBA | ||
| Fri., 5/4 | V Boys Tennis | E.O. Smith | Home - Henry James MS [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Fri., 5/4 | V Boys Volleyball | Southington | Home - Simsbury HS [Directions] | 6:00 p.m. | L 0-3 | |
| Fri., 5/4 | JV Boys Volleyball | Southington | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Fri., 5/4 | V Girls Lacrosse | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | L 8-20 | |
| Fri., 5/4 | JV Girls Lacrosse | Conard | Home - Simsbury HS [Directions] | 4:30 p.m. | ||
| Fri., 5/4 | V Girls Outdoor Track | Middletown Invitational | Away | TBA | ||
| Fri., 5/4 | V Softball | Windsor | Away - Windsor H.S. [Directions] | 7:00 p.m. | L 7-1 | |
| Fri., 5/4 | JV Softball | Windsor | Away - Windsor H.S. [Directions] | 5:00 p.m. | L 11-4 | |
| Fri., 5/4 | V Girls Tennis | RHAM | Away - RHAM HS Athletic Complex [Directions] | 3:45 p.m. | L 1-6 | |
| Sat., 5/5 | JV Boys Lacrosse | South Windsor | Away - SWHS Multi-Purpose Grass Field [Directions] | 10:00 a.m. | ||
| Sat., 5/5 | V Boys Outdoor Track | Middletown Invitational | Away | TBA | ||
| Sat., 5/5 | V Boys Rugby | Greenwich | Home - Simsbury HS - Holden Field (turf) [Directions] | 2:30 p.m. | ||
| Sat., 5/5 | V Girls Outdoor Track | Middletown Invitational | Away | TBA | ||
| Sat., 5/5 | V Softball | Enfield | Away - Enfield HS [Directions] | 11:00 a.m. | L 18-3 | |
| Sat., 5/5 | JV Softball | Enfield | Away - Enfield HS [Directions] | 11:00 a.m. | L 15-8 | |
| Mon., 5/7 | V Baseball | Southington | Home - Memorial Park Baseball Field [Directions] | 4:30 p.m. | W 5-2 | |
| Mon., 5/7 | JV Baseball | Southington | Home - Simsbury HS [Directions] | 3:45 p.m. | L 4-1 | |
| Mon., 5/7 | FR Baseball | Southington | Away - Baseball JV Field [Directions] | 3:45 p.m. | L 13-1 | |
| Mon., 5/7 | V Boys Lacrosse | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | W 22-10 | |
| Mon., 5/7 | JV Boys Lacrosse | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 5:15 p.m. | ||
| Mon., 5/7 | FR Boys Lacrosse | Conard | Away - Conard HS North Field [Directions] | 4:00 p.m. | ||
| Mon., 5/7 | JV Boys Rugby | Fairfield Prep | Home - Simsbury HS - Holden Field (turf) [Directions] | 4:30 p.m. | ||
| Mon., 5/7 | V Boys Tennis | Southington | Away - Tennis Courts [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Mon., 5/7 | V Boys Volleyball | Wolcott Tech | Home - Simsbury HS [Directions] | 5:00 p.m. | W 3-1 | |
| Mon., 5/7 | JV Boys Volleyball | Wolcott Tech | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Mon., 5/7 | V Girls Golf | Avon | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Avon 224 Simsbury 224 | |
| Mon., 5/7 | V Girls Lacrosse | Southington | Away - Turf Field SHS [Directions] | 4:00 p.m. | L 9-11 | |
| Mon., 5/7 | JV Girls Lacrosse | Southington | Away - Soccer/Girls Lacrosse [Directions] | 5:30 p.m. | ||
| Mon., 5/7 | V Softball | Southington | Away - Softball Varsity Field [Directions] | 4:30 p.m. | L 14-2 | |
| Mon., 5/7 | JV Softball | Southington | Away - Softball JV Field [Directions] | 4:30 p.m. | L 15-5 | |
| Mon., 5/7 | V Girls Tennis | Southington | Home - Henry James MS [Directions] | 3:45 p.m. | L 1-6 | |
| Tue., 5/8 | V Baseball | Farmington | Away - Tunxis Mead Park [Directions] | 4:30 p.m. | L 1-11 | |
| Tue., 5/8 | FR Baseball | New Britain | Home - Simsbury HS [Directions] | 3:45 p.m. | W 12-8 | |
| Tue., 5/8 | V Boys Golf | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 148 Northwest Catholic 168 | |
| Tue., 5/8 | JV Boys Golf | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | ||
| Tue., 5/8 | V Boys Outdoor Track | Southington | Away - Turf Field SHS [Directions] | 3:45 p.m. | ||
| Tue., 5/8 | V Girls Lacrosse | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | L 9-19 | |
| Tue., 5/8 | JV Girls Lacrosse | Glastonbury | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Tue., 5/8 | FR Girls Lacrosse | Windsor | Away - Windsor H.S. [Directions] | Cancelled | Cancelled | |
| Tue., 5/8 | V Girls Outdoor Track | Southington | Away - Turf Field SHS [Directions] | 3:45 p.m. | ||
| Tue., 5/8 | V Girls Tennis | South Windsor | Home - Henry James MS [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 5/9 | V Baseball | Conard | Away - Conard HS [Directions] | 3:45 p.m. | W 11-0 | |
| Wed., 5/9 | JV Baseball | Conard | Away - Sedgwick MS [Directions] | 3:45 p.m. | W 7-3 | |
| Wed., 5/9 | FR Baseball | Conard | Home - Simsbury HS [Directions] | 3:45 p.m. | L 8-9 | |
| Wed., 5/9 | FR Boys Lacrosse | Avon | Away - Buckingham Field [Directions] | 4:00 p.m. | ||
| Wed., 5/9 | V Boys Tennis | Conard | Home - Henry James MS [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Wed., 5/9 | JV Boys Tennis | Conard | Home - Simsbury HS [Directions] | Cancelled | Cancelled | |
| Wed., 5/9 | V Boys Volleyball | Conard | Home - Simsbury HS [Directions] | 5:00 p.m. | W 3-1 | |
| Wed., 5/9 | JV Boys Volleyball | Conard | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Wed., 5/9 | V Girls Golf | Conard | Away - Rockledge Golf Course [Directions] | 3:00 p.m. | Conard 206 Simsbury 217 | |
| Wed., 5/9 | FR Girls Lacrosse | Conard | Away - Conard HS North Field [Directions] | 4:00 p.m. | ||
| Wed., 5/9 | V Girls Rugby | Southington | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | Senior Night | |
| Wed., 5/9 | V Softball | Conard | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | W 2-1 | |
| Wed., 5/9 | JV Softball | Conard | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | W 16-1 (5) | |
| Wed., 5/9 | V Girls Tennis | Conard | Away - Conard HS [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/10 | V Boys Golf | Berlin | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 147 Berlin 173 | |
| Thu., 5/10 | V Boys Lacrosse | Conard | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | W 9-6 | |
| Thu., 5/10 | JV Boys Lacrosse | Conard | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Thu., 5/10 | V Girls Golf | Newington | Away - Indian Hill CC, Newington CT [Directions] | 3:00 p.m. | Newington 197 Simsbury 235 | |
| Thu., 5/10 | V Softball | Bloomfield | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | W 18-0 | |
| Fri., 5/11 | V Baseball | Hartford Public | Away - Hartford Public HS [Directions] | 3:45 p.m. | W 4-1 | |
| Fri., 5/11 | V Boys Outdoor Track | Irv Black Invitational | Away - Willowbrook Park | 3:30 p.m. | ||
| Fri., 5/11 | V Boys Rugby | Fairfield Prep | Away [Directions] | 5:30 p.m. | ||
| Fri., 5/11 | V Boys Volleyball | Bloomfield | Away - Bloomfield HS [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 5/11 | JV Boys Volleyball | Bloomfield | Away - Bloomfield HS [Directions] | 4:00 p.m. | ||
| Fri., 5/11 | V Girls Lacrosse | Guilford | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | L 11-12 | Senior Night |
| Fri., 5/11 | JV Girls Lacrosse | Guilford | Home - Simsbury HS - Grass Field [Directions] | 4:30 p.m. | ||
| Fri., 5/11 | V Girls Outdoor Track | Irv Black Invitational | Away - Willowbrook Park | 3:30 p.m. | ||
| Fri., 5/11 | V Girls Tennis | Newington | Away - Tennis Courts behind NHS [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 5/12 | V Boys Spring Crew | CT Championships | Away - Lake Waramaug, New Preston CT | TBA | ||
| Sat., 5/12 | V Boys Outdoor Track | Irv Black Invitational Meet | Away - Veteran's Stadium in Willowbrook Park, New Britain CT | 10:00 a.m. | ||
| Sat., 5/12 | V Girls Spring Crew | CT Championships | Away - Lake Waramaug, New Preston CT | TBA | ||
| Sat., 5/12 | V Girls Outdoor Track | Irv Black Invitational Meet | Away - Veteran's Stadium in Willowbrook Park, New Britain CT | 10:00 a.m. | ||
| Sat., 5/12 | JV Softball | NWR7 Jamboree | Away - Northwest Regional 7, Winsted CT | Cancelled | Cancelled | |
| Sun., 5/13 | V Boys Spring Crew | Novice Regatta | Away - Harbor Park, Middletown CT | TBA | ||
| Sun., 5/13 | V Girls Spring Crew | Novice Regatta | Away - Harbor Park, Middletown CT | TBA | ||
| Mon., 5/14 | V Baseball | Farmington | Home - Memorial Park Baseball Field [Directions] | 4:30 p.m. | W 14-4 | |
| Mon., 5/14 | JV Baseball | Farmington | Home - Simsbury HS [Directions] | 3:45 p.m. | W 10-3 | |
| Mon., 5/14 | FR Baseball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Mon., 5/14 | V Boys Lacrosse | Avon | Away - Buckingham Field [Directions] | 4:00 p.m. | W 16-4 | |
| Mon., 5/14 | JV Boys Lacrosse | Avon | Away - Buckingham Field [Directions] | 5:30 p.m. | ||
| Mon., 5/14 | V Boys Tennis | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Mon., 5/14 | V Boys Volleyball | Hall | Away - Hall HS - Gym A [Directions] | 5:00 p.m. | L 1-3 | |
| Mon., 5/14 | JV Boys Volleyball | Hall | Away - Hall HS - Gym A [Directions] | 4:00 p.m. | ||
| Mon., 5/14 | V Girls Golf | Northwest Catholic | Away - Wampanoag [Directions] | 3:00 p.m. | Simsbury 222 Northwest Catholic 226 | |
| Mon., 5/14 | V Softball | Farmington | Away - Tunxis Mead Park [Directions] | 6:00 p.m. | L 14-4 | |
| Mon., 5/14 | JV Softball | Farmington | Away - Tunxis Mead Park [Directions] | 3:45 p.m. | W 8-0 | |
| Mon., 5/14 | V Girls Tennis | Farmington | Home - Henry James MS [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/15 | JV Boys Golf | Farmington, Southington | Away - Tunxis Plantation CC [Directions] | Cancelled | Cancelled | |
| Tue., 5/15 | FR Boys Lacrosse | Avon | Home - Simsbury HS [Directions] | Cancelled | Cancelled | |
| Tue., 5/15 | V Boys Volleyball | Wolcott Tech | Away - Wolcott Tech Gym [Directions] | 5:00 p.m. | W 3-1 | |
| Tue., 5/15 | JV Boys Volleyball | Wolcott Tech | Away - Wolcott Tech Gym [Directions] | 4:00 p.m. | ||
| Wed., 5/16 | V Baseball | New Britain | Away - New Britain Stadium [Directions] | 6:00 p.m. | W 1-0 | |
| Wed., 5/16 | FR Baseball | Avon | Away - Avon HS [Directions] | 3:45 p.m. | ||
| Wed., 5/16 | V Boys Golf | Farmington, East Catholic | Away - Farmington Country Club [Directions] | 3:00 p.m. | Simsbury 156 Farmington 156 East Catholic | |
| Wed., 5/16 | JV Boys Golf | Farmington | Away - Tunxis Plantation Golf Club [Directions] | 3:00 p.m. | ||
| Wed., 5/16 | V Boys Tennis | Avon | Home - Henry James MS [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Wed., 5/16 | V Boys Volleyball | Maloney | Home - Simsbury HS [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 5/16 | JV Boys Volleyball | Maloney | Home - Simsbury HS [Directions] | 5:00 p.m. | ||
| Wed., 5/16 | V Girls Golf | Hall | Away - Rockledge GC [Directions] | 3:00 p.m. | Hall 201 Simsbury 221 | |
| Wed., 5/16 | V Girls Lacrosse | South Windsor | Away - SWHS Stadium Turf Field [Directions] | 4:00 p.m. | L 10-12 | |
| Wed., 5/16 | JV Girls Lacrosse | South Windsor | Away - SWHS Stadium Turf Field [Directions] | 5:30 p.m. | ||
| Wed., 5/16 | V Girls Rugby | 2nd Place vs 3rd Place Teams | Home [Directions] | TBA | ||
| Wed., 5/16 | V Softball | Bristol Eastern | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | L 17-1 | |
| Wed., 5/16 | JV Softball | Bristol Eastern | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | L 10-5 | |
| Wed., 5/16 | V Girls Tennis | Avon | Away - Avon MS [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/17 | JV Baseball | Avon | Home - Simsbury HS [Directions] | 3:45 p.m. | W 6-5 | |
| Thu., 5/17 | V Boys Golf | Hall | Away - Rockledge GC [Directions] | 3:00 p.m. | Simsbury 146 Hall 151 | |
| Thu., 5/17 | JV Boys Golf | Hall | Away - Rockledge GC [Directions] | 3:00 p.m. | ||
| Thu., 5/17 | V Boys Lacrosse | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | L 8-10 | |
| Thu., 5/17 | JV Boys Lacrosse | Glastonbury | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Thu., 5/17 | V Boys Outdoor Track | Glastonbury | Away - Glastonbury HS [Directions] | 3:45 p.m. | ||
| Thu., 5/17 | JV Boys Rugby | West Hartford Rugby Club | Away - Sterling Field, West Hartford CT | 6:00 p.m. | ||
| Thu., 5/17 | V Boys Tennis | Glastonbury | Away - Glastonbury HS [Directions] | 3:45 p.m. | L 1-6 [Detailed Results] | |
| Thu., 5/17 | V Girls Golf | Northwest Catholic | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 213 Northwest Catholic 230 | |
| Thu., 5/17 | V Girls Outdoor Track | Glastonbury | Away - Glastonbury HS [Directions] | 3:45 p.m. | ||
| Thu., 5/17 | V Softball | Avon | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | W 16-0 | Senior Night |
| Thu., 5/17 | V Softball | Avon | Home - Memorial Park Softball Field [Directions] | 5:30 p.m. | W 8-2 | |
| Thu., 5/17 | V Girls Tennis | Glastonbury | Home - Henry James MS [Directions] | 4:45 p.m. | L 0-7 | |
| Fri., 5/18 | V Baseball | Avon | Away - Buckingham Field [Directions] | 4:15 p.m. | W 16-6 | |
| Fri., 5/18 | FR Baseball | Avon | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Fri., 5/18 | V Girls Lacrosse | Farmington | Away - Farmington HS [Directions] | 4:00 p.m. | W 7-6 | |
| Fri., 5/18 | JV Girls Lacrosse | Farmington | Away - Farmington HS [Directions] | 5:15 p.m. | ||
| Fri., 5/18 | FR Girls Lacrosse | Avon | Away - Avon HS [Directions] | 4:30 p.m. | ||
| Sun., 5/20 | V Boys Spring Crew | Connecticut Public School Rowing Championships | Away - Lake Waramaug, New Preston CT | TBA | ||
| Sun., 5/20 | V Girls Spring Crew | Connecticut Public School Rowing Championships | Away - Lake Waramaug, New Preston CT | TBA | ||
| Mon., 5/21 | JV Baseball | Glastonbury | Home - Simsbury HS [Directions] | 3:45 p.m. | ||
| Mon., 5/21 | FR Baseball | Glastonbury | Away - Glastonbury HS [Directions] | 3:45 p.m. | ||
| Mon., 5/21 | V Boys Golf | Southington | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 148 Southington 163 | |
| Mon., 5/21 | FR Boys Lacrosse | Glastonbury | Home - Simsbury HS [Directions] | 4:00 p.m. | ||
| Mon., 5/21 | V Boys Tennis | South Windsor | Away - South Windsor HS [Directions] | 3:45 p.m. | L 0-7 [Detailed Results] | |
| Mon., 5/21 | V Boys Volleyball | Farmington | Away - Farmington HS [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 5/21 | JV Boys Volleyball | Farmington | Away - Farmington HS [Directions] | 4:30 p.m. | ||
| Mon., 5/21 | FR Girls Lacrosse | Glastonbury | Away - GHS Field #13 [Directions] | 4:00 p.m. | ||
| Mon., 5/21 | V Softball | Glastonbury | Away - Glastonbury HS [Directions] | 4:15 p.m. | L 10-7 | |
| Mon., 5/21 | JV Softball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | W 10-4 | |
| Mon., 5/21 | V Girls Tennis | East Catholic | Home - Henry James MS [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/22 | V Boys Golf | Conard | Away - Rockledge Golf Course [Directions] | 3:00 p.m. | Simsbury 147 Conard 147 | |
| Tue., 5/22 | JV Boys Golf | Conard | Away - Rockledge Golf Course [Directions] | Cancelled | Cancelled | |
| Tue., 5/22 | V Boys Lacrosse | Xavier | Home - Simsbury HS - Holden Field (turf) [Directions] | 6:00 p.m. | L 11-12 | |
| Tue., 5/22 | V Boys Outdoor Track | CCC West Outdoor Track & Field Championship | Away - Hall HS | 1:00 p.m. | ||
| Tue., 5/22 | V Girls Outdoor Track | CCC West Outdoor Track & Field Championship Meet | Away - Hall HS | 1:00 p.m. | ||
| Wed., 5/23 | V Boys Golf | Glastonbury, Newington | Away - Glastonbury Hills CC [Directions] | 3:00 p.m. | Simsbury 152 Glastonbury 164 Newington 211 | |
| Wed., 5/23 | V Boys Tennis | Windsor | Home - Henry James MS [Directions] | 3:45 p.m. | W 6-0 [Detailed Results] | |
| Wed., 5/23 | V Girls Golf | Farmington | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Farmington 200 Simsbury 229 | |
| Wed., 5/23 | V Softball | Granby Memorial | Home - Memorial Park Softball Field [Directions] | 3:45 p.m. | L 17-0 | |
| Wed., 5/23 | Unified Sports Track | Unified Track Tournament | Away - Newington H.S. | 3:00 p.m. | ||
| Thu., 5/24 | V Baseball | Glastonbury | Home - Memorial Park Baseball Field [Directions] | 4:30 p.m. | W 4-2 | |
| Thu., 5/24 | V Boys Golf | The CHAPPA Invitational | Away - Longshore Golf Course, Westport CT | TBA | ||
| Thu., 5/24 | V Boys Lacrosse | Glastonbury | Home - Simsbury HS - Holden Field (turf) [Directions] | 5:00 p.m. | L 9-13 | |
| Thu., 5/24 | V Boys Tennis | East Hartford | Away - East Hartford HS [Directions] | 5:30 p.m. | L 0-7 | |
| Thu., 5/24 | V Girls Golf | East Catholic | Home - Simsbury Farms CC [Directions] | 3:00 p.m. | Simsbury 218 East Catholic 249 | |
| Thu., 5/24 | V Softball | Canton | Away - Canton H.S. [Directions] | 3:45 p.m.. | W 6-2 | |
| Fri., 5/25 | V Boys Spring Crew | New England Interscholastic Championship | Away - Lake Quinsigamond, Worcester MA | TBA | Overnight Trip | |
| Fri., 5/25 | V Boys Rugby | Greenwich | Away - Cardinal Statdium, Greenwich CT [Directions] | 6:15 p.m. | ||
| Fri., 5/25 | V Girls Spring Crew | New England Interscholastic Championships | Away - Lake Quinsigamond, Worcester MA | TBA | Overnight Trip | |
| Fri., 5/25 | V Girls Lacrosse | Staples | Away - Ginny Parker Field - Staples [Directions] | 6:00 p.m. | L 4-17 | |
| Sat., 5/26 | V Baseball | CIAC Tourney Qualifying Round | Away - Site TBA | Cancelled | Cancelled | |
| Sat., 5/26 | V Boys Lacrosse | Cheshire | Away - Cheshire High Main Game field [Directions] | 5:00 p.m. | L 10-15 | |
| Sat., 5/26 | V Boys Tennis | CIAC Tourney Prelim/Early Rounds | Away - Hall HS [Directions] | 8:30 a.m. | ||
| Sat., 5/26 | V Girls Tennis | Fairfield Ludlowe | Away - Glastonbury H.S. [Directions] | 10:50 a.m. | L 2-5 | |
| Sun., 5/27 | V Girls Rugby | State Championship vs Southington HS | Away - Wilton H.S. | 2:00 p.m. | ||
| Tue., 5/29 | V Baseball | Brien McMahon | Home - Memorial Park Baseball Field [Directions] | 3:30 p.m. | W 3-2 | |
| Tue., 5/29 | V Boys Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 3:00 p.m. | ||
| Tue., 5/29 | V Boys Tennis | CIAC Tourney Round of 16/Quarterfinals | Away - Hall HS [Directions] | 1:00 p.m. | ||
| Tue., 5/29 | V Girls Golf | Glastonbury | Away - Glastonbury Hills Country Club [Directions] | 3:00 p.m. | Glastonbury 189 Simsbury 233 | |
| Tue., 5/29 | V Girls Lacrosse | CIAC Tourney 1st Round | Away - Darien HS | Cancelled | Cancelled | |
| Tue., 5/29 | V Girls Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 3:00 p.m. | ||
| Tue., 5/29 | V Softball | Newtown | Away - Newtown HS Softball Field [Directions] | 4:00 p.m. | L 0-6 | |
| Tue., 5/29 | V Girls Tennis | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Wed., 5/30 | V Baseball | East Hartford | Home - Memorial Park Baseball Field [Directions] | 3:45 p.m. | L 1-9 | |
| Wed., 5/30 | V Boys Spring Crew | Novice Regatta | Away - Farmington Boathouse, Farmington CT | TBA | ||
| Wed., 5/30 | V Boys Lacrosse | CIAC Tourney 1st Round | Away - Newtown H.S. | Cancelled | Cancelled | |
| Wed., 5/30 | V Boys Tennis | CIAC Tourney Semifinals | Away - Yale University [Directions] | Cancelled | Cancelled | |
| Wed., 5/30 | V Boys Volleyball | CIAC Tourney 1st Round | Away - Higher Seed | Cancelled | Cancelled | |
| Wed., 5/30 | V Girls Spring Crew | Novice Regatta | Away - Farmington Boathouse, Farmington CT | TBA | ||
| Wed., 5/30 | V Girls Golf | CCC Girls' Golf Tournament | Away - Tunxis Plantation | 9:00 a.m. | Simsbury | |
| Wed., 5/30 | V Softball | CIAC Tourney 2nd Round | Away - Higher Seed | Cancelled | Cancelled | |
| Wed., 5/30 | V Girls Tennis | CIAC Tourney Semifinals | Away - Higher Seed | Cancelled | Cancelled | |
| Thu., 5/31 | V Boys Golf | CCC Boys Golf Tournament | Away - Stanley Golf Course | 9:00 a.m. | ||
| Thu., 5/31 | V Boys Tennis | CIAC Tourney Finals | Away - Yale University [Directions] | Cancelled | Cancelled | |
| Thu., 5/31 | V Girls Lacrosse | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Thu., 5/31 | V Girls Tennis | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | |
| Thu., 5/31 | Unified Sports Track | Unified Sports Yard Goats Field Trip | Away - Dunkin Donuts Park, Hartford CT | 10:35 a.m. | ||
| Fri., 6/1 | V Boys Volleyball | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Fri., 6/1 | V Softball | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Sat., 6/2 | V Baseball | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Sat., 6/2 | V Boys Lacrosse | CIAC Tourney Quarterfinals | Away - Higher Seed | Cancelled | Cancelled | |
| Sat., 6/2 | V Boys Tennis | State Open Singles Rd. of 16/Doubles Quarterfinals | Away - Amity [Directions] | Cancelled | Cancelled | |
| Sun., 6/3 | V Girls Tennis | State Open Qualifying, 1st and 2nd Rounds | Away - Singles @ Conard/Doubles @ Hall | 1:00 p.m. | ||
| Mon., 6/4 | V Boys Golf | CIAC Div. I Championship | Away - Stanley GC - New Britain [Directions] | TBA | ||
| Mon., 6/4 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | ||
| Mon., 6/4 | V Boys Tennis | State Open Singles Quarterfinals/Doubles Semifinals | Away - Yale University [Directions] | Cancelled | Cancelled | |
| Mon., 6/4 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | ||
| Mon., 6/4 | V Girls Tennis | State Open Round of 16/Quarterfinals | Away - Yale University [Directions] | 12:00 p.m. | ||
| Tue., 6/5 | V Baseball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/5 | V Boys Tennis | State Open Singles Semifinals | Away - Yale University [Directions] | Cancelled | Cancelled | |
| Tue., 6/5 | V Boys Volleyball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/5 | V Girls Golf | CIAC Girls Golf Championship | Away - Tashua Knolls CC [Directions] | Cancelled | Cancelled | |
| Tue., 6/5 | V Girls Lacrosse | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/5 | V Softball | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/5 | V Girls Tennis | State Open Semifinals | Away - Yale University [Directions] | Cancelled | Cancelled | |
| Wed., 6/6 | V Boys Lacrosse | CIAC Tourney Semifinals | Away - Site TBA | Cancelled | Cancelled | |
| Wed., 6/6 | V Boys Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | Cancelled | Cancelled | |
| Wed., 6/6 | V Girls Tennis | State Open Finals | Away - Connecticut Tennis Center [Directions] | Cancelled | Cancelled | |
| Thu., 6/7 | V Boys Volleyball | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | |
| Sat., 6/9 | V Baseball | CIAC Tourney Final | Away - Palmer Field, Middletown [Directions] | Cancelled | Cancelled | |
| Sat., 6/9 | V Boys Golf | CIAC Open Championship | Away - Black Hall Golf Club, Old Lyme CT | Cancelled | Cancelled | |
| Sat., 6/9 | V Boys Lacrosse | CIAC Tourney Final | Away - Brien McMahon HS [Directions] | Cancelled | Cancelled | |
| Sat., 6/9 | V Boys Outdoor Track | New England Championship | Away - Univ. of New Hampshire [Directions] | TBA | ||
| Sat., 6/9 | V Girls Lacrosse | CIAC Tourney Final | Away - Jonathan Law HS [Directions] | Cancelled | Cancelled | |
| Sat., 6/9 | V Girls Outdoor Track | New England Championship | Away - Univ. of New Hampshire [Directions] | TBA | ||
| Sat., 6/9 | V Softball | CIAC Tourney Final | Away - Site TBA | Cancelled | Cancelled | |
| Tue., 6/12 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Manchester [Directions] | Cancelled | Cancelled | |
| Tue., 6/12 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Veterna's Memorial, New Britain CT | 3:30 p.m. | ||
| Wed., 6/13 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Veteran's Stadium, New Britain CT [Directions] | 3:30 p.m. | ||
| Wed., 6/13 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Manchester [Directions] | Cancelled | Cancelled | |
| Wed., 6/20 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | Cancelled | Cancelled | |
| Wed., 6/20 | V Girls Golf | New England Championships | Away - Bretwood GC - Keene, NH | Cancelled | Cancelled | |