| Valley Regional 2017-18 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 655 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Westbrook | Home - Valley Regional HS [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Portland | Away - Portland HS [Directions] | 4:00 p.m. | ||
| TBA | JV Baseball | Coginchaug | Home - Valley Regional HS [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Creed | Home - Valley Regional HS [Directions] | TBA | ||
| TBA | JV Boys Basketball | Portland | Home - Valley Regional HS [Directions] | TBA | ||
| TBA | FR Boys Basketball | Portland | Home - Valley Regional HS [Directions] | TBA | ||
| TBA | V Co-ed Fencing | Morgan | Away [Directions] | 6:30 p.m. | ||
| TBA | JV Girls Soccer | East Hampton | Home - Valley Regional HS [Directions] | TBA | ||
| TBA | JV Girls Soccer | Old Saybrook | Home - Valley Regional HS [Directions] | TBA | ||
| TBA | JV Girls Soccer | East Lyme | Home - Valley Regional HS [Directions] | TBA | ||
| Sat., 8/26 | V Football | Waterford (Scrim.) | Away - Waterford HS [Directions] | 9:00 a.m. | ||
| Sun., 8/27 | V Field Hockey | Immaculate Play Day | Away - Immaculate HS | 1:00 p.m. | ||
| Mon., 8/28 | V Football | East Haven (Scrim.) | Away - East Haven HS [Directions] | 4:00 p.m. | ||
| Wed., 8/30 | V Boys Soccer | Wolcott (Scrim.) | Away - Wolcott HS, Monroe Field [Directions] | 6:00 p.m. | ||
| Thu., 8/31 | V Girls Soccer | Sacred Heart Academy (Scrim.) | Away - Sacred Heart Academy [Directions] | Cancelled | Cancelled | |
| Thu., 8/31 | V Girls Soccer | Sacred Heart Academy (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Fri., 9/1 | V Boys Soccer | Norwich Free Academy (Scrim.) | Away - Fontaine Field [Directions] | 3:45 p.m. | ||
| Fri., 9/1 | V Field Hockey | Farmington Play Day | Away - Farmington HS | 3:45 p.m. | ||
| Sat., 9/2 | V Girls Soccer | Guilford (Scrim.) | Away [Directions] | 9:40 a.m. | ||
| Sat., 9/2 | V Girls Volleyball | Avon Jamboree | Away - Avon HS | 9:00 a.m. | ||
| Tue., 9/5 | V Boys Soccer | Waterford (Scrim.) | Away - Alumni Turf Field [Directions] | 6:00 a.m. | ||
| Wed., 9/6 | V Girls Volleyball | Kennedy (Scrim.) | Home - Valley Regional HS [Directions] | TBA | ||
| Thu., 9/7 | V Field Hockey | Fitch (Scrim.) | Away - Fitch HS-Baseball Field [Directions] | 4:15 p.m. | ||
| Thu., 9/7 | V Girls Soccer | St. Bernard (Scrim.) | Away - St.Bernard [Directions] | 3:45 p.m. | ||
| Fri., 9/8 | V Boys Soccer | Cromwell | Home - VRHS Football Field [Directions] | 3:45 p.m. | L 0-3 | Non-League |
| Fri., 9/8 | V Girls Volleyball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 9/8 | JV Girls Volleyball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | 5:00 p.m. | L 0-2 | |
| Sat., 9/9 | V Football | Ellington | Away - Ellington HS [Directions] | 1:00 p.m. | W 33-7 | |
| Sat., 9/9 | JV Boys Soccer | Cromwell | Away - Cromwell HS [Directions] | 10:00 a.m. | L 0-1 | |
| Sat., 9/9 | V Girls Soccer | Cromwell | Home - VRHS Football Field [Directions] | 4:00 p.m. | T 0-0 | Non-League |
| Sat., 9/9 | JV Girls Soccer | Cromwell | Home - Valley Regional HS [Directions] | 3:00 p.m. | W 3-0 | |
| Mon., 9/11 | JV Football | Ellington | Away - Ellington HS [Directions] | 4:30 p.m. | T 0-0 | |
| Mon., 9/11 | V Boys Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 1-3 | |
| Mon., 9/11 | V Girls Volleyball | East Hampton | Away - East Hampton HS [Directions] | 5:30 p.m. | W 3-1 | |
| Mon., 9/11 | JV Girls Volleyball | East Hampton | Away - East Hampton HS [Directions] | 4:00 p.m. | L 2-0 | |
| Tue., 9/12 | V Boys Cross Country | Portland Invitational | Away - Camp Ingersoll | 3:30 p.m. | ||
| Tue., 9/12 | JV Boys Soccer | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 3-0 | |
| Tue., 9/12 | V Girls Cross Country | Portland Invitational | Away - Camp Ingersoll | 3:30 p.m. | ||
| Tue., 9/12 | V Field Hockey | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | T 1-1 | |
| Tue., 9/12 | JV Field Hockey | Morgan | Away - Indian River Complex [Directions] | 5:00 p.m. | L 0-4 | |
| Tue., 9/12 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 6:00 p.m. | T 0-0 | |
| Wed., 9/13 | V Boys Soccer | Hale Ray | Away - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | W 4-1 | |
| Wed., 9/13 | V Girls Soccer | Fitch | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 3-2 | |
| Wed., 9/13 | JV Girls Soccer | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 1-0 | |
| Wed., 9/13 | V Girls Volleyball | Creed | Home - Shoreline Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 9/13 | JV Girls Volleyball | Creed | Home - Valley Regional HS [Directions] | 4:00 p.m. | W 2-0 | |
| Fri., 9/15 | V Football | MSW | Home - VRHS Football Field [Directions] | 6:30 p.m. | W 48-7 | |
| Fri., 9/15 | JV Boys Soccer | Hale Ray | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 2-0 | |
| Fri., 9/15 | V Field Hockey | Westbrook/Old Lyme Coop | Home - Valley Regional Hockey Field [Directions] | 3:45 p.m. | T 0-0 | |
| Fri., 9/15 | JV Field Hockey | Westbrook/Old Lyme Coop | Home - Valley Regional Hockey Field [Directions] | 5:15 p.m. | T 0-0 | |
| Fri., 9/15 | V Girls Swimming and Diving | East Lyme, Lyman Memorial | Home - East Lyme HS Pool [Directions] | 3:45 p.m. | ||
| Fri., 9/15 | V Girls Volleyball | Hale Ray | Away - Hale-Ray HS [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 9/15 | JV Girls Volleyball | Hale Ray | Away - Hale-Ray HS [Directions] | 4:30 p.m. | L 1-2 | |
| Sat., 9/16 | JV Football | MSW | Away - Peters Complex [Directions] | 10:30 a.m. | W 12-6 | |
| Sat., 9/16 | V Boys Soccer | Amistad | Home - VRHS Football Field [Directions] | 2:00 p.m. | W 8-0 | |
| Mon., 9/18 | V Boys Soccer | Old Saybrook | Home - VRHS Football Field [Directions] | 6:30 p.m. | L 1-4 | |
| Mon., 9/18 | V Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/18 | JV Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 9/19 | JV Boys Soccer | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | L 0-1 | |
| Tue., 9/19 | V Field Hockey | Old Saybrook | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 1-0 OT | |
| Tue., 9/19 | JV Field Hockey | Old Saybrook | Home - Valley Regional Hockey Field [Directions] | 5:30 p.m. | L 0-1 | |
| Tue., 9/19 | V Girls Soccer | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 3:45 p.m. | T 0-0 | |
| Wed., 9/20 | JV Girls Soccer | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | T 0-0 | |
| Sat., 9/23 | V Football | Coginchaug/Hale Ray/East Hampton | Home - Old Lyme [Directions] | 1:00 p.m. | W 41-13 | |
| Sat., 9/23 | V Boys Soccer | Morgan | Away - Indian River Complex [Directions] | 10:30 a.m. | W 3-2 | |
| Sat., 9/23 | JV Boys Soccer | East Lyme | Home - Valley Regional HS [Directions] | 1:00 p.m. | L 1-4 | |
| Sat., 9/23 | V Field Hockey | Stafford | Home - Valley Regional Hockey Field [Directions] | 10:30 a.m. | W 4-2 | |
| Sat., 9/23 | JV Field Hockey | Stafford | Home - Valley Regional Hockey Field [Directions] | 9:00 a.m. | W 3-0 | |
| Sat., 9/23 | V Girls Soccer | Morgan | Away - Indian River Complex [Directions] | 12:30 p.m. | T 2-2 | |
| Sat., 9/23 | V Girls Volleyball | Cromwell | Away - Cromwell [Directions] | 1:30 p.m. | W 3-0 | |
| Sat., 9/23 | JV Girls Volleyball | Cromwell | Away - Cromwell [Directions] | 12:00 p.m. | L 0-2 | |
| Mon., 9/25 | JV Football | Coginchaug/Hale Ray/East Hampton | Away - Field #1 - Brookside Field @ CRHS [Directions] | 4:30 p.m. | T 26-26 | |
| Mon., 9/25 | V Boys Soccer | Westbrook | Home - VRHS Football Field [Directions] | 3:45 p.m. | W 8-0 | |
| Mon., 9/25 | JV Boys Soccer | Morgan | Home - Valley Regional HS [Directions] | 3:45 p.m. | T 3-3 | |
| Mon., 9/25 | JV Girls Soccer | Morgan | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 4-1 | |
| Mon., 9/25 | V Girls Volleyball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 3-2 | |
| Mon., 9/25 | JV Girls Volleyball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 0-2 | |
| Tue., 9/26 | V Boys Cross Country | League Meet 1 | Away - Haddam Killingworth HS | 4:00 p.m. | ||
| Tue., 9/26 | V Girls Cross Country | League Meet 1 | Away - Haddam Killingworth HS | 4:00 p.m. | ||
| Tue., 9/26 | V Girls Soccer | Westbrook | Home - VRHS Football Field [Directions] | 3:45 p.m. | W 5-0 | |
| Wed., 9/27 | V Boys Soccer | East Hampton | Home - VRHS Football Field [Directions] | 6:30 p.m. | W 4-0 | |
| Wed., 9/27 | V Field Hockey | North Branford | Away - North Branford HS [Directions] | 3:45 p.m. | L 0-2 | |
| Wed., 9/27 | JV Field Hockey | North Branford | Away - North Branford HS [Directions] | 5:15 p.m. | L 0-4 | |
| Wed., 9/27 | JV Girls Soccer | Westbrook | Away - Westbrook HS Field #2 - Track/Soccer [Directions] | Cancelled | Cancelled | |
| Wed., 9/27 | V Girls Volleyball | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 9/27 | JV Girls Volleyball | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | W 2-0 | |
| Thu., 9/28 | V Boys Cross Country | Husky Run | Away - Morgan HS | 4:00 p.m. | ||
| Thu., 9/28 | JV Boys Soccer | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | L 1-2 | |
| Thu., 9/28 | V Girls Cross Country | Husky Run | Away - Morgan HS | 4:00 p.m. | ||
| Thu., 9/28 | V Girls Soccer | East Hampton | Home - VRHS Football Field [Directions] | 6:30 p.m. | L 0-1 | |
| Thu., 9/28 | V Girls Swimming and Diving | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Mon., 10/2 | JV Boys Soccer | East Lyme | Away - Bride Brook Park - Niantic [Directions] | 3:45 p.m. | L 2-4 | |
| Mon., 10/2 | V Field Hockey | Somers/Rockville Coop | Home - Valley Regional Hockey Field [Directions] | 4:15 p.m. | W 6-0 | |
| Mon., 10/2 | JV Field Hockey | Somers/Rockville Coop | Home - Valley Regional Hockey Field [Directions] | 5:45 p.m. | L 0-2 | |
| Mon., 10/2 | JV Girls Soccer | East Lyme | Away - Bride Brook Park - Niantic [Directions] | 3:45 p.m. | L 3-2 | |
| Mon., 10/2 | V Girls Volleyball | North Branford | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/2 | JV Girls Volleyball | North Branford | Home - Valley Regional HS [Directions] | 4:00 p.m. | W 2-0 | |
| Tue., 10/3 | V Boys Cross Country | Cougar Invitational | Away - Totoket Park North Branford | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Cougar Invitational | Away - Totoket Park North Branford | 4:00 p.m. | ||
| Wed., 10/4 | V Boys Soccer | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | W 2-1 | |
| Wed., 10/4 | JV Boys Soccer | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | W 1-0 | |
| Wed., 10/4 | V Field Hockey | Morgan | Home - Valley Regional Hockey Field [Directions] | 3:45 p.m. | L 1-2 | |
| Wed., 10/4 | JV Field Hockey | Morgan | Home - Valley Regional Hockey Field [Directions] | 5:15 p.m. | L 0-1 | |
| Wed., 10/4 | V Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | W 3-1 | |
| Wed., 10/4 | JV Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 3:45 p.m. | W 2-1 | |
| Wed., 10/4 | Miscellaneous Events | Unified Sports | Away - Bristol Central HS | 3:00 p.m. | Valley pick up 1:20, JW 1:30 | |
| Thu., 10/5 | V Girls Soccer | North Branford/Hale Ray | Away - North Branford HS [Directions] | 3:45 p.m. | L 0-1 | |
| Fri., 10/6 | V Football | Old Saybrook | Home - VRHS Football Field [Directions] | 6:30 p.m. | L 13-34 | Homecoming |
| Fri., 10/6 | V Boys Soccer | North Branford | Away - Colafati Field - NBHS [Directions] | 6:30 p.m. | W 2-0 | |
| Fri., 10/6 | V Field Hockey | East Lyme | Home - Valley Regional Hockey Field [Directions] | 3:45 p.m. | W 3-0 | |
| Fri., 10/6 | JV Field Hockey | East Lyme | Home - Valley Regional Hockey Field [Directions] | 5:30 p.m. | L 0-2 | |
| Fri., 10/6 | JV Girls Soccer | North Branford/Hale Ray | Home - Valley Regional HS [Directions] | 3:45 p.m. | T 1-1 | |
| Fri., 10/6 | V Girls Swimming and Diving | Sacred Heart | Away - Kennedy HS Pool | 7:00 p.m. | ||
| Fri., 10/6 | V Girls Volleyball | East Hampton | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/6 | JV Girls Volleyball | East Hampton | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 0-2 | |
| Sat., 10/7 | V Boys Cross Country | Wickham Park XC Invitational | Away - Wickham Park | 2:00 p.m. | ||
| Sat., 10/7 | JV Boys Soccer | North Branford | Home - Valley Regional HS [Directions] | Cancelled | Cancelled | |
| Sat., 10/7 | V Girls Cross Country | Wickham Park XC Invitational | Away - Wickham Park | 2:00 p.m. | ||
| Mon., 10/9 | JV Football | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 3:45 p.m. | L 6-7 | |
| Tue., 10/10 | V Boys Soccer | Portland | Home - VRHS Football Field [Directions] | 3:45 p.m. | W 4-0 | |
| Tue., 10/10 | V Girls Soccer | Portland | Home - VRHS Football Field [Directions] | 6:30 p.m. | T 0-0 | |
| Tue., 10/10 | JV Girls Soccer | Portland | Away - Portland HS [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/10 | V Girls Swimming and Diving | Windsor Locks/Ellington/E.Granby/E.Windsor | Home [Directions] | 4:30 p.m. | ||
| Tue., 10/10 | V Girls Volleyball | Creed | Away - Clemente Leadership Academy | 6:00 p.m. | W 3-0 | |
| Tue., 10/10 | JV Girls Volleyball | Creed | Away - Clemente Leadership Academy | 4:30 p.m. | W 2-0 | |
| Wed., 10/11 | JV Boys Soccer | Portland | Away - Portland HS [Directions] | 3:45 p.m. | W 1-0 | |
| Wed., 10/11 | V Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | T 0-0 | |
| Wed., 10/11 | JV Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 5:15 p.m. | L O-1 | |
| Wed., 10/11 | V Girls Volleyball | Hale Ray | Home - Valley Regional HS [Directions] | 5:30 p.m. | L 1-3 | |
| Wed., 10/11 | JV Girls Volleyball | Hale Ray | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 0-2 | |
| Thu., 10/12 | V Boys Cross Country | League Meet 2 (Mega Meet) | Away - Lyme-Old Lyme HS | 4:00 p.m. | ||
| Thu., 10/12 | V Girls Cross Country | League Meet 2 (Mega Meet) | Away - Lyme-Old Lyme HS | 4:00 p.m. | ||
| Thu., 10/12 | V Girls Soccer | Coginchaug | Home - VRHS Football Field [Directions] | 3:45 p.m. | W 3-2 | |
| Thu., 10/12 | JV Girls Soccer | Coginchaug | Home - Valley Regional HS [Directions] | Cancelled | Cancelled | |
| Fri., 10/13 | V Boys Soccer | Coginchaug | Home - VRHS Football Field [Directions] | 6:30 p.m. | W 1-0 | |
| Fri., 10/13 | V Field Hockey | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | W 1-0 | |
| Fri., 10/13 | JV Field Hockey | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 5:15 p.m. | L 2-1 | |
| Fri., 10/13 | V Girls Volleyball | Morgan | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 10/13 | JV Girls Volleyball | Morgan | Home - Valley Regional HS [Directions] | 4:00 p.m. | W 2-0 | |
| Sat., 10/14 | V Football | Nonnewaug | Away - Nonnewaug HS Football Field [Directions] | 12:00 p.m. | W 48-0 | |
| Sat., 10/14 | JV Boys Soccer | Coginchaug | Away - CRHS Stadium Field & Track [Directions] | 10:30 a.m. | T 0-0 | |
| Sat., 10/14 | V Field Hockey | Waterford | Away - Alumni Turf Field [Directions] | 1:00 p.m. | W 2-1 | |
| Sat., 10/14 | JV Field Hockey | Waterford | Away - Alumni Turf Field [Directions] | 2:30 p.m. | L 2-1 | |
| Sat., 10/14 | V Girls Soccer | Plainfield | Away - Plainfield HS soccer field [Directions] | 12:00 p.m. | W 2-1(OT) | |
| Sat., 10/14 | FR Girls Volleyball | Mercy | Away - Mercy HS | Cancelled | Cancelled | |
| Mon., 10/16 | V Field Hockey | Haddam-Killingworth | Home - Valley Regional Hockey Field [Directions] | 3:45 p.m. | W 2-0 | |
| Mon., 10/16 | JV Field Hockey | Haddam-Killingworth | Home - Valley Regional Hockey Field [Directions] | 5:15 p.m. | W 2-1 | |
| Mon., 10/16 | V Girls Volleyball | Cromwell | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/16 | JV Girls Volleyball | Cromwell | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 2-0 | |
| Tue., 10/17 | V Boys Soccer | Cromwell | Away - Cromwell HS [Directions] | 6:00 p.m. | T 1-1 | |
| Tue., 10/17 | V Girls Soccer | Cromwell | Away - Cromwell HS [Directions] | 3:45 p.m. | L 1-2 | |
| Tue., 10/17 | V Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | L 1-3 | |
| Tue., 10/17 | JV Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | L 0-2 | |
| Tue., 10/17 | Miscellaneous Events | Unified Sports | Away - East Hartford HS | 3:00 p.m. | Valley pick up 1:20, JW 1:30 | |
| Wed., 10/18 | JV Boys Soccer | Cromwell | Home - Valley Regional HS [Directions] | 3:45 p.m. | T 2-2 | |
| Wed., 10/18 | V Field Hockey | Somers/Rockville Coop | Away - Somers HS [Directions] | 4:15 p.m. | W 4-0 | |
| Wed., 10/18 | JV Field Hockey | Somers/Rockville Coop | Away - Somers HS [Directions] | 5:45 p.m. | T 0-0 | |
| Wed., 10/18 | JV Girls Soccer | Cromwell | Away - Cromwell [Directions] | 3:45 p.m. | ||
| Thu., 10/19 | JV Boys Soccer | Old Saybrook | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 2-4 | |
| Thu., 10/19 | V Girls Soccer | East Hampton | Away - East Hampton HS [Directions] | 6:30 p.m. | L 1-3 | Non-League |
| Fri., 10/20 | V Boys Cross Country | Shoreline Championship | Away - Lyme-Old Lyme | 2:30 p.m. | ||
| Fri., 10/20 | V Football | North Branford | Away - Colafati Field - NBHS [Directions] | 6:30 p.m. | W 23-0 | |
| Fri., 10/20 | V Boys Soccer | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | W 2-1 | Non-League |
| Fri., 10/20 | V Girls Cross Country | Shoreline Championships | Away - Lyme-Old Lyme | 2:30 p.m. | ||
| Fri., 10/20 | V Field Hockey | North Branford | Home - Valley Regional Hockey Field [Directions] | 4:45 p.m. | L 2-4 | |
| Fri., 10/20 | JV Field Hockey | North Branford | Home - Valley Regional Hockey Field [Directions] | Cancelled | Cancelled | |
| Fri., 10/20 | JV Girls Soccer | East Hampton | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 1-0 | |
| Fri., 10/20 | V Girls Swimming and Diving | Fitch/Stonington/Wheeler/NL | Away - UCONN Avery Point [Directions] | 3:30 p.m. | ||
| Fri., 10/20 | V Girls Volleyball | Old Lyme | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/20 | JV Girls Volleyball | Old Lyme | Home - Valley Regional HS [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 10/21 | JV Football | North Branford | Home - Valley Regional HS [Directions] | 10:30 a.m. | L 0-22 | |
| Sat., 10/21 | JV Boys Soccer | East Hampton | Home - Valley Regional HS [Directions] | 1:00 p.m. | ||
| Sat., 10/21 | V Girls Soccer | North Branford/Hale Ray | Home - VRHS Football Field [Directions] | 6:30 p.m. | T 0-0 | Non-League (Senior Night) |
| Sat., 10/21 | JV Girls Soccer | North Branford/Hale Ray | Home - Valley Regional HS [Directions] | 3:30 p.m. | ||
| Mon., 10/23 | V Girls Soccer | Old Saybrook | Home - Valley VRHS Football Field [Directions] | 6:30 p.m. | L 1-2 | Non-League |
| Mon., 10/23 | V Girls Volleyball | North Branford | Away - North Branford HS [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/23 | JV Girls Volleyball | North Branford | Away - North Branford HS [Directions] | 4:30 p.m. | L 0-2 | |
| Tue., 10/24 | V Boys Cross Country | Frosh Invitational | Away - Old Saybrook HS | 4:00 p.m. | ||
| Tue., 10/24 | V Girls Cross Country | Frosh Invitational | Away - Old Saybrook HS | 4:00 p.m. | ||
| Tue., 10/24 | V Girls Swimming and Diving | Lyman Memorial | Away - Windham HS - Pool [Directions] | 4:00 p.m. | ||
| Wed., 10/25 | V Boys Soccer | Haddam-Killingworth | Home - VRHS Football Field [Directions] | 6:30 p.m. | T 2-2 | Non-League (Senior Night) |
| Wed., 10/25 | V Girls Volleyball | Coginchaug | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 3-2 | |
| Wed., 10/25 | JV Girls Volleyball | Coginchaug | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 1-2 | |
| Thu., 10/26 | V Boys Soccer | North Haven | Away - North Haven Athletic Complex [Directions] | 7:00 p.m. | L 1-2 | |
| Thu., 10/26 | JV Boys Soccer | North Haven | Away - North Haven Athletic Complex - Brook Field [Directions] | 4:00 p.m. | ||
| Thu., 10/26 | JV Boys Soccer | North Haven | Away - North Haven Athletic Complex - Brook Field [Directions] | 4:00 p.m. | ||
| Fri., 10/27 | V Football | Cromwell/Portland | Away - Pierson Park, Cromwell [Directions] | 6:00 p.m. | W 34-28 (OT) | |
| Fri., 10/27 | JV Girls Soccer | Old Lyme | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 3-2 | |
| Fri., 10/27 | V Girls Swimming and Diving | Suffield | Away - Windsor Locks HS Pool (No Diving Board) [Directions] | 4:30 p.m. | ||
| Fri., 10/27 | V Girls Volleyball | Fitch | Away - Fitch Gym [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 10/27 | JV Girls Volleyball | Fitch | Away - Fitch Gym [Directions] | 4:00 p.m. | L 0-2 | |
| Fri., 10/27 | FR Girls Volleyball | Fitch | Away - Fitch Small Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/28 | V Boys Cross Country | SS State Championship | Away - Wickham Park | 10:20 a.m. | ||
| Sat., 10/28 | JV Football | Cromwell/Portland | Home - Valley Regional HS [Directions] | 10:30 a.m. | W 18-8 | |
| Sat., 10/28 | V Girls Cross Country | SS State Championship | Away - Wickham Park | 10:20 a.m. | ||
| Sat., 10/28 | V Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:00 p.m. | W 2-0 | |
| Sat., 10/28 | JV Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:30 p.m. | L 0-4 | |
| Sat., 10/28 | V Girls Soccer | Old Lyme | Away - Old Lyme HS [Directions] | 11:00 a.m. | L 0-4 | |
| Tue., 10/31 | V Boys Cross Country | Freshman Invitational | Home - John Winthrop MS [Directions] | 4:00 p.m. | ||
| Tue., 10/31 | V Boys Soccer | Coginchaug | Home - VRHS Football Field [Directions] | 6:00 p.m. | W 6-3 | |
| Tue., 10/31 | V Girls Cross Country | Freshman Invitational | Home - John Winthrop MS [Directions] | 4:00 p.m. | ||
| Tue., 10/31 | V Field Hockey | Westbrook/Old Lyme Coop | Home - Valley Regional Hockey Field [Directions] | 3:30 p.m. | ||
| Tue., 10/31 | V Field Hockey | Westbrook/Old Lyme Coop | Home - Valley Regional Hockey Field [Directions] | 3:30 p.m. | ||
| Thu., 11/2 | V Field Hockey | North Branford | Away - Indian River Complex [Directions] | 7:00 p.m. | ||
| Thu., 11/2 | V Girls Volleyball | Hale Ray | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 11/3 | V Boys Cross Country | State Open | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/3 | V Football | Rockville | Home - VRHS Football Field [Directions] | 6:30 p.m. | W 28-6 | |
| Fri., 11/3 | V Girls Cross Country | State Open | Away - Wickham Park | 2:00 p.m. | ||
| Sat., 11/4 | JV Football | Rockville | Away - RHS football field [Directions] | 10:30 a.m. | W 31-0 | |
| Sat., 11/4 | V Girls Volleyball | Haddam-Killingworth | Away [Directions] | 4:00 p.m. | L 3-1 | SLC Volleyball Championship |
| Mon., 11/6 | V Boys Soccer | Tolland | Home - VRHS Football Field [Directions] | 4:00 p.m. | L 2-4 | 1st Round of CIAC Tournament |
| Mon., 11/6 | V Girls Volleyball | Bulkeley | Home - Valley Regional HS [Directions] | 6:00 p.m. | W 3-0 | 1st Round of CIAC Tournament |
| Tue., 11/7 | V Field Hockey | Canton | Home - Valley Regional Hockey Field [Directions] | 2:00 p.m. | L 02 | 1st Round of CIAC Tournament |
| Tue., 11/7 | V Girls Soccer | Rocky Hill | Away - Rocky Hill HS [Directions] | 4:00 p.m. | 1st Round of CIAC Tournament | |
| Wed., 11/8 | V Girls Swimming and Diving | CIAC Class M Diving Trials/Finals | Away - Bulkeley HS [Directions] | 4:30 p.m. | ||
| Wed., 11/8 | V Girls Volleyball | Waterford | Home - Valley Regional HS [Directions] | 5:00 p.m. | 2nd Round of CIAC Tourney | |
| Wed., 11/8 | V Girls Volleyball | Waterford | Home - Valley Regional HS [Directions] | 5:00 p.m. | W 3-2 | 2nd Round of CIAC Tourney |
| Fri., 11/10 | V Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | CIAC Quarterfinals | |
| Sat., 11/11 | V Boys Cross Country | New England Open | Away - Belfast, ME | 2:00 p.m. | ||
| Sat., 11/11 | V Football | Lewis Mills | Away - Lewis Mills Track [Directions] | 1:00 p.m. | W 35-3 | |
| Sat., 11/11 | V Girls Cross Country | New England Open | Away - Belfast, ME | 2:00 p.m. | ||
| Sat., 11/11 | V Girls Swimming and Diving | CIAC Class M Qualifying | Away - Masuk [Directions] | 11:30 a.m. | ||
| Mon., 11/13 | JV Football | Lewis Mills | Home - Valley Regional HS [Directions] | Cancelled | Cancelled | |
| Tue., 11/14 | Miscellaneous Events | Unified Sports | Away - New Britain HS | 3:00 p.m. | ||
| Wed., 11/15 | V Girls Swimming and Diving | CIAC Class M Finals | Away - SCSU [Directions] | 6:00 p.m. | ||
| Thu., 11/16 | V Girls Swimming and Diving | CIAC Open Diving | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Fri., 11/17 | V Football | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 6:30 p.m. | W 22-7 | Principal's Cup |
| Sat., 11/18 | JV Football | Haddam-Killingworth | Home - VRHS Football Field [Directions] | 10:30 a.m. | W 20-6 | Principal's Cup |
| Sat., 11/18 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 12:00 p.m. | ||
| Fri., 12/1 | V Girls Basketball | Berlin HS Jamboree | Away - Berlin HS | 4:00 p.m. | ||
| Sat., 12/2 | V Co-ed Fencing | East Lyme Winter Classic | Away [Directions] | 2:00 p.m. | ||
| Sat., 12/2 | V Girls Basketball | Suffield (Scrim.) | Home - Valley Regional HS [Directions] | 1:00 p.m. | ||
| Sat., 12/2 | V Girls Ice Hockey | Guilford Jamboree | Away - East Haven | 5:00 p.m. | ||
| Wed., 12/6 | V Boys Ice Hockey | Guilford (Scrim.) | Home - DiLungo Rink [Directions] | 4:20 p.m. | ||
| Sat., 12/9 | V Boys Basketball | New London (Scrim.) | Away - Fair Haven School [Directions] | 12:00 p.m. | ||
| Mon., 12/11 | V Boys Basketball | Stonington (Scrim.) | Away [Directions] | 5:00 p.m. | ||
| Tue., 12/12 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats (Scrim.) | Home - DiLungo Rink [Directions] | 4:20 p.m. | ||
| Tue., 12/12 | V Girls Basketball | Coginchaug | Away - Coginchaug Regional HS [Directions] | 7:00 p.m. | L 42-50 | |
| Tue., 12/12 | JV Girls Basketball | Coginchaug | Away - Coginchaug Regional HS [Directions] | 5:30 p.m. | L 17-25 | |
| Wed., 12/13 | V Boys Basketball | Ledyard (Scrim.) | Away - Ledyard HS [Directions] | 4:00 p.m. | ||
| Wed., 12/13 | V Boys Indoor Track | SLC League Dev Meet | Away - Floyd Little Center (formerly Hillhouse) | 5:00 p.m. | ||
| Wed., 12/13 | V Girls Ice Hockey | East Catholic Coop | Home - Northford Ice Pavilion [Directions] | 4:00 p.m. | W 2-1 (OT) | |
| Wed., 12/13 | V Girls Indoor Track | SLC League Dev. Meet | Away - Floyd Little Center (formerly Hillhouse) | 5:00 p.m. | ||
| Wed., 12/13 | Miscellaneous Events | Unified Bowling | Away - Callahan's Bowl-a-Rama | 3:00 p.m. | 2:00 pick up VRHS, 2:10 pick up JW | |
| Sat., 12/16 | V Boys Basketball | East Hampton | Away - East Hampton HS [Directions] | 7:00 p.m. | L 68-91 | |
| Sat., 12/16 | JV Boys Basketball | East Hampton | Away - East Hampton HS [Directions] | 5:30 p.m. | W 49-45 | |
| Sat., 12/16 | FR Boys Basketball | Coginchaug | Away - Coginchaug Regional HS [Directions] | 12:00 p.m. | W 51-28 | |
| Sat., 12/16 | V Boys Ice Hockey | Farmington Valley Generals | Away - Avon Old Farms School [Directions] | 8:00 p.m. | L 0-6 | |
| Sat., 12/16 | V Girls Basketball | East Hampton | Home - Valley Regional HS [Directions] | 2:00 p.m. | W 34-29 | |
| Sat., 12/16 | JV Girls Basketball | East Hampton | Home - Valley Regional HS [Directions] | 12:30 p.m. | L 28-30 | |
| Sat., 12/16 | V Girls Ice Hockey | West Haven/SHA | Home - Northford Ice Pavilion [Directions] | 8:15 p.m. | L 1-0 | |
| Mon., 12/18 | V Boys Basketball | Coginchaug | Away - Coginchaug Regional HS [Directions] | 7:00 p.m. | L 54-56(OT) | |
| Mon., 12/18 | JV Boys Basketball | Coginchaug | Away - Coginchaug Regional HS [Directions] | 5:30 p.m. | W 71-34 | |
| Mon., 12/18 | V Boys Ice Hockey | New Milford | Away - Canterbury School [Directions] | 7:30 p.m. | L 1-4 | |
| Wed., 12/20 | FR Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | L 39-48 | |
| Wed., 12/20 | V Girls Ice Hockey | Masuk Coop | Home - Northford Ice Pavilion [Directions] | 4:00 p.m. | W 9-0 | |
| Thu., 12/21 | V Boys Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 7:00 p.m. | L 53-62 | |
| Thu., 12/21 | JV Boys Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 5:30 p.m. | W 46-39 | |
| Thu., 12/21 | FR Boys Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 4:00 p.m. | W 40-37 | |
| Thu., 12/21 | V Boys Indoor Track | OSAY Qualifier Meet | Away - Floyd Little Center (formerly Hillhouse) | 5:00 p.m. | ||
| Thu., 12/21 | V Boys Swimming and Diving | Suffield | Home - Haddam Killingworth HS [Directions] | 4:15 p.m. | ||
| Thu., 12/21 | V Girls Basketball | Old Saybrook | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 46-42 | |
| Thu., 12/21 | JV Girls Basketball | Old Saybrook | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 38-24 | |
| Thu., 12/21 | V Girls Indoor Track | OSAY Qualifier Meet | Away - Floyd Little Center (formerly Hillhouse) | 5:00 p.m. | ||
| Sat., 12/23 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft-Mays Rink [Directions] | 7:30 p.m. | T 1-1(OT) | |
| Wed., 12/27 | FR Boys Basketball | Morgan | Home - Valley Regional HS [Directions] | 5:00 p.m. | L 35-61 | |
| Wed., 12/27 | V Girls Gymnastics | Mercy, Stonington, H-K/Morgan/Westbrook | Home - Flip Flop Gym [Directions] | 10:00 a.m. | 91.60 | |
| Wed., 12/27 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | 7:30 p.m. | W 2-1 | |
| Thu., 12/28 | V Boys Basketball | Hale Ray | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 71-48 | |
| Thu., 12/28 | JV Boys Basketball | Hale Ray | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 58-54 | |
| Thu., 12/28 | V Boys Indoor Track | HK Invitational | Away - Floyd Little Center (formerly Hillhouse) | 11:00 a.m. | ||
| Thu., 12/28 | V Girls Indoor Track | HK Invitational | Away - Floyd Little Center (formerly Hillhouse) | 11:00 a.m. | ||
| Fri., 12/29 | V Girls Basketball | Hale Ray | Away - Hale-Ray HS [Directions] | 7:00 p.m. | W 40-26 | |
| Fri., 12/29 | JV Girls Basketball | Hale Ray | Away - Hale-Ray HS [Directions] | 5:30 p.m. | W 41-18 | |
| Fri., 12/29 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy | Home - Flip Flop Gym [Directions] | 10:00 a.m. | 84.25 | |
| Sat., 12/30 | FR Boys Basketball | Westbrook | Away - Westbrook HS Gym [Directions] | 9:00 a.m. | W 49-46 | |
| Sat., 12/30 | V Girls Ice Hockey | Alumni Game | Home - Northford Ice Pavilion [Directions] | 3:15 p.m. | ||
| Tue., 1/2 | V Boys Basketball | Cromwell | Home - Valley Regional HS [Directions] | 7:00 p.m. | L 56-75 | |
| Tue., 1/2 | JV Boys Basketball | Cromwell | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 56-48 | |
| Tue., 1/2 | V Girls Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | L 31-68 | |
| Tue., 1/2 | JV Girls Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | L 27-43 | |
| Wed., 1/3 | FR Boys Basketball | Creed | Home - Valley Regional HS [Directions] | 7:00 p.m. | L 52-41 | |
| Wed., 1/3 | V Boys Ice Hockey | Staples | Home - DiLungo Rink [Directions] | 7:00 p.m. | W 4-0 | |
| Wed., 1/3 | V Boys Swimming and Diving | Granby Memorial | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Wed., 1/3 | V Girls Ice Hockey | Lauralton Hall | Home - Northford Ice Pavilion [Directions] | 3:50 p.m. | W 11-0 | |
| Thu., 1/4 | V Boys Indoor Track | SLC League Meet #1 | Away - Floyd Little Center (formerly Hillhouse) | 5:00 p.m. | ||
| Thu., 1/4 | V Girls Indoor Track | SLC League Meet #1 | Away - Floyd Little Center (formerly Hillhouse) | 5:00 p.m. | ||
| Sat., 1/6 | FR Boys Basketball | East Hampton | Home - Valley Regional HS [Directions] | 11:00 a.m. | W 55-45 | |
| Sat., 1/6 | V Boys Ice Hockey | Cheshire | Home - DiLungo Rink [Directions] | 1:00 p.m. | W 3-2(OT) | |
| Sat., 1/6 | V Girls Gymnastics | H-K/Morgan/Westbrook, Foran, Hamden, Mercy | Away - Flip Flop Gymnastics, Deep River [Directions] | 3:00 p.m. | 112.20 | |
| Sat., 1/6 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | 3:15 p.m. | L 1-2 | |
| Mon., 1/8 | V Boys Basketball | Morgan | Away - Morgan HS [Directions] | 7:00 p.m. | W 58-42 | |
| Mon., 1/8 | JV Boys Basketball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | W 53-39 | |
| Tue., 1/9 | V Girls Basketball | Morgan | Home - Valley Regional HS [Directions] | 7:00 p.m. | L 37-41 | |
| Tue., 1/9 | JV Girls Basketball | Morgan | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 30-17 | |
| Wed., 1/10 | V Boys Ice Hockey | Daniel Hand | Away - Northford Ice Pavilion [Directions] | 4:00 p.m. | W 5-3 | |
| Thu., 1/11 | V Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | W 64-54 | |
| Thu., 1/11 | JV Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | W 65-49 | |
| Thu., 1/11 | V Co-ed Fencing | East Lyme | Away [Directions] | 5:30 p.m. | ||
| Thu., 1/11 | V Girls Gymnastics | H-K/Morgan/Westbrook | Home - Flip Flop Gym [Directions] | 7:15 p.m. | 106.30 | |
| Fri., 1/12 | V Boys Swimming and Diving | East Lyme NFA | Away - East Lyme HS Pool [Directions] | 3:30 p.m. | ||
| Fri., 1/12 | V Girls Basketball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 46-41 | |
| Fri., 1/12 | JV Girls Basketball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 35-9 | |
| Fri., 1/12 | V Girls Ice Hockey | Suffield Coop | Away - Northford Ice Pavilion [Directions] | 8:15 p.m. | L 3-4 | |
| Sat., 1/13 | V Boys Basketball | Portland | Home - Valley Regional HS [Directions] | 10:30 a.m. | W 66-54 | |
| Sat., 1/13 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | 11:30 a.m. | W 2-1(OT) | |
| Sat., 1/13 | V Girls Ice Hockey | Lauralton Hall | Away - Wonderland of Ice [Directions] | 1:15 p.m. | W 5-0 | |
| Mon., 1/15 | V Boys Basketball | Old Lyme | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 58-53 | |
| Mon., 1/15 | JV Boys Basketball | Old Lyme | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 55-33 | |
| Tue., 1/16 | V Boys Swimming and Diving | Waterford/Ledyard | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Tue., 1/16 | V Girls Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 7:00 p.m. | L 25-55 | |
| Tue., 1/16 | JV Girls Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | L 25-26 | |
| Tue., 1/16 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Northford Ice Pavilion [Directions] | 4:00 p.m. | W 1-0 | |
| Wed., 1/17 | V Co-ed Fencing | Marine Science Academy | Home - Old Lyme MS [Directions] | TBA | ||
| Wed., 1/17 | JV Girls Basketball | East Windsor | Home - Valley Regional HS [Directions] | Cancelled | Cancelled | |
| Wed., 1/17 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners Ice Rink [Directions] | 4:00 p.m. | W 4-1 | |
| Thu., 1/18 | V Boys Basketball | North Branford | Home - Valley Regional HS [Directions] | 6:00 p.m. | W 59-36 | |
| Thu., 1/18 | JV Boys Basketball | North Branford | Home - Valley Regional HS [Directions] | 4:30 p.m. | W 81-36 | |
| Thu., 1/18 | V Co-ed Fencing | Milford | Away | 6:30 p.m. | ||
| Fri., 1/19 | V Boys Swimming and Diving | Lyman Hall | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Fri., 1/19 | V Girls Basketball | North Branford | Away - North Branford HS [Directions] | 7:00 p.m. | L 49-50 | |
| Fri., 1/19 | JV Girls Basketball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | W 36-31 | |
| Sat., 1/20 | V Boys Basketball | East Lyme | Away - ELHS North Gym [Directions] | 7:00 p.m. | L 59-67 | |
| Sat., 1/20 | JV Boys Basketball | East Lyme | Away - ELHS North Gym [Directions] | 5:30 p.m. | W 47-32 | |
| Sat., 1/20 | FR Boys Basketball | East Lyme | Away - ELHS North Gym [Directions] | 3:45 p.m. | L 60-30 | |
| Sat., 1/20 | V Boys Ice Hockey | Guilford | Home - DiLungo Rink [Directions] | 1:00 p.m. | L 2-6 | |
| Sat., 1/20 | V Boys Indoor Track | SLC Coaches Invitational | Away - Floyd Little Center (formerly Hillhouse) | 10:00 a.m. | ||
| Sat., 1/20 | V Girls Basketball | East Windsor | Home - Valley Regional HS [Directions] | 12:00 p.m. | L 41-56 | |
| Sat., 1/20 | V Girls Ice Hockey | Avon | Home - Northford Ice Pavilion [Directions] | 3:15 p.m. | W 3-2 | |
| Sat., 1/20 | V Girls Indoor Track | SLC Coaches Invitational | Away - Floyd Little Center (formerly Hillhouse) | 10:00 a.m. | ||
| Mon., 1/22 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | 5:00 p.m. | L 3-1 | |
| Wed., 1/24 | V Boys Ice Hockey | Milford Coop | Home - DiLungo Rink [Directions] | 7:00 p.m. | W 4-0 | |
| Wed., 1/24 | V Co-ed Fencing | Waterford | Away [Directions] | 5:00 p.m. | ||
| Wed., 1/24 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | 4:10 p.m. | W 3-2 (OT) | |
| Thu., 1/25 | V Boys Basketball | Westbrook | Away - Westbrook HS Gym [Directions] | 7:00 p.m. | W 74-42 | |
| Thu., 1/25 | JV Boys Basketball | Westbrook | Away - Westbrook HS Gym [Directions] | Cancelled | Cancelled | |
| Thu., 1/25 | V Girls Basketball | Amistad | Away - AF Amistad HS [Directions] | 7:00 p.m. | W 61-53 | |
| Thu., 1/25 | JV Girls Basketball | Amistad | Away - AF Amistad HS [Directions] | 5:30 p.m. | W 32-12 | |
| Thu., 1/25 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy | Away - Hand HS [Directions] | 6:00 p.m. | 90.85 | |
| Fri., 1/26 | V Boys Basketball | Rockville | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 76-45 | |
| Fri., 1/26 | JV Boys Basketball | Rockville | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 50-46 | |
| Fri., 1/26 | V Boys Indoor Track | SLC League Meet #2 | Away - Floyd Little Center (formerly Hillhouse) | 4:30 p.m. | ||
| Fri., 1/26 | V Girls Ice Hockey | Masuk Coop | Away - The Rinks at Shelton [Directions] | 4:00 p.m. | W 6-1 | |
| Fri., 1/26 | V Girls Indoor Track | SLC League Meet #2 | Away - Floyd Little Center (formerly Hillhouse) | 4:30 p.m. | ||
| Sat., 1/27 | FR Boys Basketball | East Hampton | Away - East Hampton HS [Directions] | 9:00 a.m. | W 62-57 | |
| Sat., 1/27 | V Boys Ice Hockey | Newtown/New Fairfield | Home - DiLungo Rink [Directions] | 1:00 p.m. | W 9-3 | |
| Sat., 1/27 | V Co-ed Fencing | Guilford Novice Tournament | Away [Directions] | 9:00 a.m. | ||
| Sat., 1/27 | V Girls Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 7:00 p.m. | W 49-35 | Non SLC game |
| Sat., 1/27 | JV Girls Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 5:30 p.m. | W 38-36 | Non SLC game |
| Sat., 1/27 | V Girls Ice Hockey | Northwest Catholic | Home - Northford Ice Pavilion [Directions] | 3:15 p.m. | L 4-0 | |
| Mon., 1/29 | FR Boys Basketball | Coginchaug | Home - Valley Regional HS [Directions] | 6:00 p.m. | W 42-39 | |
| Mon., 1/29 | V Boys Swimming and Diving | Classical Magnet | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Mon., 1/29 | V Co-ed Fencing | North Branford | Home - Old Lyme MS [Directions] | TBA | ||
| Mon., 1/29 | V Girls Basketball | Creed | Away - Truman School | 6:30 p.m. | W 40-26 | |
| Mon., 1/29 | JV Girls Basketball | Creed | Away - Truman School | 5:00 p.m. | W 27-24 | |
| Tue., 1/30 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | 5:15 p.m. | L 2-0 | |
| Wed., 1/31 | V Boys Ice Hockey | Hall | Away - Veteran's Memorial Rink [Directions] | 7:30 p.m. | L 0-3 | |
| Wed., 1/31 | V Girls Basketball | Coginchaug | Home - Valley Regional HS [Directions] | 7:00 p.m. | L 31-46 | |
| Wed., 1/31 | JV Girls Basketball | Coginchaug | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 22-18 | |
| Thu., 2/1 | V Boys Swimming and Diving | Xavier | Home - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Fri., 2/2 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy | Home - Flip Flop Gym [Directions] | 6:30 p.m. | 91.00 | Senior Night |
| Sat., 2/3 | FR Boys Basketball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 11:00 a.m. | W 46-42 | |
| Sat., 2/3 | V Boys Ice Hockey | Amity | Home - DiLungo Rink [Directions] | 1:00 p.m. | L 1-2(OT) | |
| Sat., 2/3 | V Boys Indoor Track | SLC Conference Champs | Away - Floyd Little Center (formerly Hillhouse) | 10:00 a.m. | ||
| Sat., 2/3 | V Girls Ice Hockey | Hamden Coop | Home - Northford Ice Pavilion [Directions] | 8:15 p.m. | T 1-1 (OT) | |
| Sat., 2/3 | V Girls Indoor Track | SLC Conference Champs | Away - Floyd Little Center (formerly Hillhouse) | 10:00 a.m. | ||
| Mon., 2/5 | V Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | L 41-60 | |
| Mon., 2/5 | JV Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | W 31-28 | |
| Tue., 2/6 | V Boys Basketball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 73-40 | |
| Tue., 2/6 | JV Boys Basketball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 64-42 | |
| Thu., 2/8 | V Girls Basketball | Morgan | Away - Morgan HS [Directions] | 7:00 p.m. | L 31-43 | |
| Thu., 2/8 | JV Girls Basketball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | L 21-25 | |
| Thu., 2/8 | V Girls Gymnastics | H-K/Morgan/Westbrook | Home - Flip Flop Gym [Directions] | 7:15 p.m. | 60.25 | |
| Fri., 2/9 | V Boys Basketball | Morgan | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 76-62 | |
| Fri., 2/9 | JV Boys Basketball | Morgan | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 64-54 | |
| Fri., 2/9 | V Boys Swimming and Diving | Lyman Hall | Away - Sheehan Pool [Directions] | 5:00 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Portland | Away - Portland HS [Directions] | 7:00 p.m. | L 31-44 | |
| Fri., 2/9 | JV Girls Basketball | Portland | Away - Portland HS [Directions] | 5:30 p.m. | W 41-31 | |
| Sat., 2/10 | V Boys Basketball | Creed | Home - Valley Regional HS [Directions] | 3:30 p.m. | W 60-50 | |
| Sat., 2/10 | JV Boys Basketball | Creed | Home - Valley Regional HS [Directions] | 2:00 p.m. | W 64-49 | |
| Sat., 2/10 | FR Boys Basketball | Portland | Away - Portland HS [Directions] | 10:30 a.m. | L 56-61 | |
| Sat., 2/10 | V Boys Ice Hockey | Hall | Home - DiLungo Rink [Directions] | 1:00 p.m. | L 2-4 | |
| Sat., 2/10 | V Boys Indoor Track | State Class S | Away - Floyd Little Center (formerly Hillhouse) | 4:00 p.m. | ||
| Sat., 2/10 | V Co-ed Fencing | North Haven JV Tournament | Away [Directions] | TBA | ||
| Sat., 2/10 | V Girls Ice Hockey | Guilford Coop | Home - Northford Ice Pavilion [Directions] | 3:15 p.m. | L 2-1 | |
| Sat., 2/10 | V Girls Indoor Track | State Class S | Away - Floyd Little Center (formerly Hillhouse) | 4:00 p.m. | ||
| Sun., 2/11 | V Girls Basketball | Westbrook | Home - Valley Regional HS [Directions] | 3:00 p.m. | W 59-35 | |
| Mon., 2/12 | V Co-ed Fencing | Morgan | Home - Old Lyme MS [Directions] | 6:30 p.m. | ||
| Mon., 2/12 | V Girls Basketball | Cromwell | Home - Valley Regional HS [Directions] | 7:00 p.m. | L 24-48 | |
| Mon., 2/12 | JV Girls Basketball | Cromwell | Home - Valley Regional HS [Directions] | 5:30 p.m. | ||
| Tue., 2/13 | V Boys Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | L 53-59 | |
| Tue., 2/13 | JV Boys Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | L 50-68 | |
| Tue., 2/13 | V Girls Gymnastics | H-K/Morgan/Westbrook, Mercy, Daniel Hand | Away - Polson Gymnastics Gym/DHHS Campus [Directions] | 6:00 p.m. | 88.75 | |
| Tue., 2/13 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Northford Ice Pavilion [Directions] | 4:00 p.m. | L 5-3 | |
| Wed., 2/14 | V Boys Ice Hockey | Woodstock Academy | Home - DiLungo Rink [Directions] | 7:00 p.m. | W 5-2 | |
| Wed., 2/14 | V Girls Basketball | North Branford | Home - Valley Regional HS [Directions] | 7:00 p.m. | L 46-47 | |
| Wed., 2/14 | JV Girls Basketball | North Branford | Home - Valley Regional HS [Directions] | 5:30 p.m. | ||
| Thu., 2/15 | FR Boys Basketball | Cromwell | Home - Valley Regional HS [Directions] | 7:00 p.m. | L 78-56 | |
| Thu., 2/15 | V Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | L 37-46 | |
| Fri., 2/16 | V Boys Basketball | North Branford | Away - North Branford HS [Directions] | 7:00 p.m. | L 44-60 | |
| Fri., 2/16 | JV Boys Basketball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | W 69-50 | |
| Fri., 2/16 | V Girls Ice Hockey | Simsbury | Away - Simsbury Farms CC [Directions] | 4:15 p.m. | L 2-1 (OT) | |
| Sat., 2/17 | FR Boys Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 9:00 a.m. | L 78-56 | |
| Sat., 2/17 | V Boys Indoor Track | State Open | Away - Floyd Little Center (formerly Hillhouse) | 12:00 p.m. | ||
| Sat., 2/17 | V Girls Indoor Track | State Open | Away - Floyd Little Center (formerly Hillhouse) | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | Coginchaug | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 63-52 | |
| Mon., 2/19 | JV Boys Basketball | Coginchaug | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 62-51 | |
| Mon., 2/19 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | 5:00 p.m. | L 3-2 | |
| Tue., 2/20 | V Boys Basketball | Windham | Home - Valley Regional HS [Directions] | 7:00 p.m. | W 76-66 | |
| Tue., 2/20 | JV Boys Basketball | Windham | Home - Valley Regional HS [Directions] | 5:30 p.m. | W 67-40 | |
| Tue., 2/20 | FR Boys Basketball | Windham | Home - Valley Regional HS [Directions] | 4:00 p.m. | W 57-31 | |
| Tue., 2/20 | V Boys Ice Hockey | Woodstock Academy | Away - Jahn Hockey Rink - Pomfret School [Directions] | 10:00 a.m. | W 4-2 | |
| Wed., 2/21 | V Boys Ice Hockey | Branford | Away - NORTHFORD ICE PAVILION [Directions] | 4:00 p.m. | L 0-2 | |
| Thu., 2/22 | V Co-ed Fencing | North Branford | Away [Directions] | 6:00 p.m. | ||
| Thu., 2/22 | Miscellaneous Events | Unified Bowling | Away - Norwich Bowling and Entertainment Center | 3:00 p.m. | Pick up JW at 2pm | |
| Fri., 2/23 | V Boys Ice Hockey | New Fairfield | Away - Danbury Ice Arena [Directions] | 3:00 p.m. | L 0-2 | |
| Fri., 2/23 | V Boys Swimming and Diving | Waterford/Ledyard | Away - Waterford Pool [Directions] | 4:00 p.m. | ||
| Sat., 2/24 | V Boys Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 4:30 p.m. | W 60-35 | |
| Sat., 2/24 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion [Directions] | 3:45 p.m. | L 1-3 | |
| Sat., 2/24 | V Co-ed Fencing | FVFA and Cheshire Academy | Home - Old Lyme HS [Directions] | 9:00 a.m. | ||
| Sat., 2/24 | V Girls Basketball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 5:00 p.m. | W 48-37 | |
| Sat., 2/24 | V Girls Gymnastics | State Team | Away | TBA | ||
| Mon., 2/26 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion [Directions] | 4:00 p.m. | L 0-3 | |
| Mon., 2/26 | V Co-ed Fencing | Daniel Hand | Away [Directions] | TBA | ||
| Mon., 2/26 | V Girls Basketball | Northwestern | Away - Northwestern Gym [Directions] | 7:00 p.m. | ||
| Tue., 2/27 | V Boys Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | ||
| Tue., 2/27 | V Boys Swimming and Diving | Granby Memorial | Away - FVYMCA [Directions] | Cancelled | Cancelled | |
| Tue., 2/27 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | 4:00 p.m. | ||
| Wed., 2/28 | V Boys Ice Hockey | Westhill/Stamford | Home - DiLungo Rink [Directions] | 7:00 p.m. | W 4-2 | |
| Wed., 2/28 | Miscellaneous Events | Unified Sports Basketball | Away - Westbrook HS | 3:00 p.m. | Pick up at JW at 2:15 pm | |
| Thu., 3/1 | V Boys Swimming and Diving | League Tournament | Away - FVYMCA | 5:00 p.m. | ||
| Sat., 3/3 | V Co-ed Fencing | Individual State Championship | Away | TBA | At Hopkins School | |
| Sat., 3/3 | V Girls Gymnastics | State Open | Away - TBA | TBA | ||
| Tue., 3/6 | V Boys Ice Hockey | North Branford | Away [Directions] | 7:30 p.m. | at Northford Ice Pavilion | |
| Wed., 3/7 | Miscellaneous Events | Crew-Swim Test | Away | 3:00 p.m. | ||
| Wed., 3/7 | Miscellaneous Events | Unified Sports | Away - New Britain HS | 3:00 p.m. | Pick up JW at 2pm | |
| Sat., 3/10 | V Co-ed Fencing | Team State Championship | Away [Directions] | TBA | Must Qualify | |
| Sat., 3/10 | V Girls Gymnastics | New Englands | Away - TBA | TBA | ||
| Tue., 3/20 | V Girls Lacrosse | Sheehan (Scrim.) | Away - Sheehan HS Riccitelli Field [Directions] | 4:30 p.m. | ||
| Sat., 3/24 | V Boys Lacrosse | North Haven (Scrim.) | Away - North Haven [Directions] | 8:00 a.m. | ||
| Sat., 3/24 | V Girls Lacrosse | Stonington (Scrim.) | Away - Palmer Field (Turf) [Directions] | 11:00 a.m. | ||
| Sat., 3/24 | V Softball | Montville (Scrim.) | Away - Montville H.S. [Directions] | Cancelled | Cancelled | |
| Tue., 3/27 | V Baseball | Maloney (Scrim.) | Away - Legion Park [Directions] | 3:30 p.m. | ||
| Tue., 3/27 | V Boys Lacrosse | Bacon Academy (Scrim.) | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | ||
| Tue., 3/27 | V Softball | Stonington (Scrim.) | Away - SHS Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 3/29 | V Baseball | Portland (Scrim.) | Away - Portland HS [Directions] | 3:45 p.m. | ||
| Thu., 3/29 | V Girls Lacrosse | Waterford (Scrim.) | Away - Alumni Turf Field [Directions] | 5:30 p.m. | ||
| Sat., 3/31 | V Baseball | New London | Away - Sal Amanti Field [Directions] | 11:00 a.m. | W 16-9 | |
| Thu., 4/5 | V Boys Lacrosse | North Branford | Away - North Branford HS [Directions] | 4:00 p.m. | L 12-10 | |
| Thu., 4/5 | JV Boys Lacrosse | North Branford | Away - North Branford HS [Directions] | 5:15 p.m. | W 5-3 | |
| Thu., 4/5 | V Boys Outdoor Track | Cromwell, East Hampton, Hale Ray | Home - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Thu., 4/5 | V Boys Tennis | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | L 3-4 | |
| Thu., 4/5 | V Girls Lacrosse | North Branford | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | L 10-20 | |
| Thu., 4/5 | V Girls Outdoor Track | Cromwell, East Hampton, Hale Ray | Home - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Thu., 4/5 | V Girls Tennis | Old Lyme | Home - Valley Regional [Directions] | 3:45 p.m. | L 3-4 | |
| Sat., 4/7 | V Baseball | Hale Ray | Away - Legion Field, Neptune Ave, Moodus [Directions] | 12:00 p.m. | W 8-1 | |
| Sat., 4/7 | JV Baseball | Hale Ray | Away - Legion Field, Neptune Ave, Moodus [Directions] | 2:30 p.m. | W 11-1 | |
| Sat., 4/7 | V Boys Outdoor Track | Freshman Invitational | Away - Madison | 9:00 a.m. | ||
| Sat., 4/7 | V Boys Tennis | Old Lyme | Home - Valley Regional HS [Directions] | 10:00 a.m. | L 1-6 | |
| Sat., 4/7 | V Co-ed Crew | Brooks School | Away - Lake Cochichewick, MA | 4:00 p.m. | ||
| Sat., 4/7 | V Girls Lacrosse | Tolland | Home - Valley Regional Hockey Field [Directions] | 1:00 p.m. | L 11-12 | |
| Sat., 4/7 | V Girls Outdoor Track | Hand Freshman Invitational | Away | 9:00 a.m. | ||
| Sat., 4/7 | V Softball | Old Saybrook | Home - Valley Regional HS [Directions] | 2:00 p.m. | W 11-5 | |
| Sat., 4/7 | Miscellaneous Events | Crew Regatta Brooks School | Away - Lake Cochichewick, MA | 4:00 p.m. | ||
| Mon., 4/9 | V Baseball | Old Saybrook | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 5-8 | |
| Mon., 4/9 | V Boys Lacrosse | Haddam-Killingworth | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 11-6 | |
| Mon., 4/9 | JV Boys Lacrosse | Haddam-Killingworth | Home - Valley Regional Hockey Field [Directions] | 5:15 p.m. | W 5-4 | |
| Mon., 4/9 | V Boys Tennis | North Branford | Home - North Branford HS [Directions] | 3:45 p.m. | W 6-0 | |
| Mon., 4/9 | V Girls Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | W 18-3 | |
| Mon., 4/9 | V Softball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | W 3-0 | |
| Mon., 4/9 | V Girls Tennis | North Branford | Away - North Branford HS [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 4/10 | V Boys Lacrosse | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | L 8-4 | |
| Tue., 4/10 | JV Boys Lacrosse | Morgan | Away - Indian River Complex [Directions] | 5:00 p.m. | W 5-5 | |
| Wed., 4/11 | V Baseball | Cromwell | Away - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | L 1-5 | |
| Wed., 4/11 | JV Baseball | Old Saybrook | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 4-6 | |
| Wed., 4/11 | V Boys Outdoor Track | Old Saybrook, Old Lyme | Home - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Wed., 4/11 | V Boys Tennis | Cromwell | Away - Cromwell HS [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/11 | V Co-ed Crew | Guilford, East Lyme | Away - Lake Quonnipaug | 4:00 p.m. | ||
| Wed., 4/11 | V Girls Outdoor Track | Old Saybrook, Old Lyme | Home - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Wed., 4/11 | V Softball | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | W 18-5 | |
| Wed., 4/11 | V Girls Tennis | Cromwell | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 3-4 | |
| Thu., 4/12 | JV Baseball | Cromwell | Home - Valley Regional HS [Directions] | 4:00 p.m. | W 5-2 | |
| Thu., 4/12 | V Boys Lacrosse | Cromwell | Home - Valley Regional HS [Directions] | 4:00 p.m. | W 12-5 | |
| Thu., 4/12 | JV Boys Lacrosse | Cromwell | Home - Valley Regional HS [Directions] | Cancelled | Cancelled | |
| Thu., 4/12 | V Boys Tennis | Haddam-Killingworth | Away - Haddam-Killingworth HS [Directions] | 3:45 p.m. | W 6-0 | |
| Thu., 4/12 | V Girls Lacrosse | Old Lyme | Away - Old Lyme [Directions] | 4:00 p.m. | L 11-14 | |
| Thu., 4/12 | V Softball | Westbrook/Old Saybrook | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 15-0 | |
| Thu., 4/12 | V Girls Tennis | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 4-3 | |
| Sat., 4/14 | V Baseball | Ledyard | Away - Matt Buriak Field [Directions] | 11:00 a.m. | W 4-3 (8) | |
| Sat., 4/14 | JV Baseball | Ledyard | Away - Lower Baseball Field [Directions] | 11:00 a.m. | L 2-8 | w/ var |
| Sat., 4/14 | V Co-ed Crew | Taft | Home - Bantam Lake [Directions] | 12:00 p.m. | ||
| Sat., 4/14 | V Softball | Somers | Away - Somers HS [Directions] | 11:00 a.m. | W 9-2 | |
| Sat., 4/14 | V Girls Tennis | Old Saybrook | Home - Valley Regional HS [Directions] | 10:00 a.m. | W 4-3 | |
| Tue., 4/17 | V Baseball | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | W 12-7 | |
| Tue., 4/17 | JV Baseball | Morgan | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 15-5 | |
| Tue., 4/17 | V Boys Golf | Hale Ray | Away - Fox Hopyard [Directions] | 3:00 p.m. | Valley 225 Hale Ray 257 | |
| Tue., 4/17 | V Boys Lacrosse | Old Lyme | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | L 8-10 | |
| Tue., 4/17 | JV Boys Lacrosse | Old Lyme | Home - Valley Regional Hockey Field [Directions] | Cancelled | Cancelled | |
| Tue., 4/17 | V Girls Tennis | Portland | Away - Portland HS [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/18 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 2-4 | |
| Wed., 4/18 | V Boys Tennis | Morgan | Away - Morgan HS [Directions] | 2:00 p.m. | L 2-5 | |
| Wed., 4/18 | V Softball | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | L 5-8 | |
| Wed., 4/18 | V Girls Tennis | Morgan | Home - Valley Regional HS [Directions] | 11:00 a.m. | W 6-1 | |
| Thu., 4/19 | V Boys Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 4:00 p.m. | W 5-0 | |
| Fri., 4/20 | V Baseball | Old Lyme | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 3-2 | |
| Fri., 4/20 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 1-11 | |
| Fri., 4/20 | V Boys Golf | Coginchaug | Home - Fox Hopyard CC [Directions] | 3:20 p.m. | Valley Regional 242 Coginchaug 163 (SCRIMMAGE) | |
| Fri., 4/20 | V Boys Tennis | Coginchaug | Away - Tennis Courts @ CRHS [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 4/20 | V Softball | North Branford | Away - North Branford HS [Directions] | 4:30 p.m. | L 2-6 | |
| Fri., 4/20 | V Girls Tennis | Coginchaug | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 4/21 | JV Baseball | Old Lyme | Away - Old Lyme HS [Directions] | 11:00 a.m. | L 10-12 | |
| Sat., 4/21 | V Boys Lacrosse | Waterford | Away - Alumni Turf Field [Directions] | 11:00 a.m. | L 5-14 | |
| Sat., 4/21 | JV Boys Lacrosse | Waterford | Away - Alumni Turf Field [Directions] | Cancelled | Cancelled | |
| Sat., 4/21 | V Co-ed Crew | Pomfret | Away - Pomfret School | 1:00 p.m. | ||
| Mon., 4/23 | V Baseball | North Branford | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 11-10 (8) | |
| Mon., 4/23 | V Boys Tennis | Westbrook | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 4-3 | |
| Mon., 4/23 | V Girls Lacrosse | Old Saybrook | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | L 13-18 | |
| Mon., 4/23 | V Softball | Portland | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 16-0 | |
| Mon., 4/23 | V Girls Tennis | Westbrook | Away - Westbrook HS/MS Tennis Courts [Directions] | 3:45 p.m. | L 3-4 | |
| Tue., 4/24 | JV Baseball | North Branford | Away - North Branford HS [Directions] | 3:45 p.m. | W 14-2 | |
| Tue., 4/24 | V Boys Outdoor Track | Portland, Hale Ray, Coginchaug | Away - CRHS Stadium Field & Track [Directions] | 3:45 p.m. | 2 buses needed | |
| Tue., 4/24 | V Girls Outdoor Track | Portland, Hale Ray, Coginchaug | Away - CRHS Stadium Field & Track [Directions] | 3:45 p.m. | ||
| Wed., 4/25 | V Boys Golf | Portland | Home - Fox Hopyard CC [Directions] | Cancelled | Cancelled | |
| Wed., 4/25 | V Co-ed Crew | Choate | Away - Lake Quonnipaug | TBA | ||
| Thu., 4/26 | V Baseball | Westbrook | Away - Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 3:45 p.m. | L 8-9 | |
| Thu., 4/26 | V Boys Golf | Coginchaug | Away - Lyman Orchards [Directions] | 3:10 p.m. | Valley 228 Coginchaug 166 | |
| Thu., 4/26 | V Girls Lacrosse | Morgan | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 19-6 | |
| Thu., 4/26 | V Softball | Coginchaug | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 15-4 | |
| Thu., 4/26 | V Girls Tennis | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 4/26 | Miscellaneous Events | Unified | Away - Bacon Academy | 3:00 p.m. | ||
| Fri., 4/27 | V Co-ed Crew | Saratoga Invitational | Away - Saratoga Invitational | TBA | Event is 4/27 - 4/29 | |
| Sat., 4/28 | V Baseball | New London | Home - Valley Regional HS [Directions] | 1:00 p.m. | W 9-8 | |
| Sat., 4/28 | JV Baseball | New London | Home - Valley Regional HS [Directions] | 3:00 p.m. | L 8-9 | |
| Sat., 4/28 | V Boys Lacrosse | Southington | Away - Turf Field SHS [Directions] | 12:00 p.m. | L 12-7 | |
| Sat., 4/28 | JV Boys Lacrosse | Southington | Away - SubVarsity Lacrosse/Soccer [Directions] | Cancelled | Cancelled | |
| Sat., 4/28 | V Girls Lacrosse | Woodstock Academy | Away - Bentley Turf Field [Directions] | 11:00 a.m. | W 17-11 | |
| Sat., 4/28 | JV Girls Lacrosse | Woodstock Academy | Away - South Campus Turf Field [Directions] | Cancelled | Cancelled | |
| Sat., 4/28 | V Softball | Cromwell | Away - Cromwell HS [Directions] | 3:00 p.m. | W 6-4 | |
| Mon., 4/30 | V Baseball | Creed | Away - West Rock Park | 4:00 p.m. | W 17-4 | |
| Mon., 4/30 | V Boys Tennis | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 6-0 | |
| Mon., 4/30 | V Girls Tennis | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 2-5 | |
| Tue., 5/1 | V Baseball | East Hampton | Away - Valley Regional HS [Directions] | 4:00 p.m. | W 8-0 | |
| Tue., 5/1 | V Boys Golf | East Hampton | Home - Fox Hopyard CC [Directions] | 3:45 p.m. | Valley 216 East Hampton 248 | |
| Tue., 5/1 | V Boys Lacrosse | North Branford | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 15-7 | |
| Tue., 5/1 | JV Boys Lacrosse | North Branford | Home - Valley Regional Hockey Field [Directions] | 5:15 p.m. | W 9-4 | |
| Tue., 5/1 | V Boys Outdoor Track | Creed, Westbrook | Away - Westbrook HS | 3:45 p.m. | 2 buses needed | |
| Tue., 5/1 | V Boys Tennis | East Hampton | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 4-2 | |
| Tue., 5/1 | V Girls Outdoor Track | Creed, Westbrook | Away - Westbrook HS | 3:45 p.m. | ||
| Tue., 5/1 | V Softball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 5/2 | V Baseball | Haddam-Killingworth | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 8-3 | |
| Wed., 5/2 | V Boys Tennis | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/2 | V Co-ed Crew | LOL, EO Smith, Saybrook, Guilford | Away - Rogers Lake | TBA | ||
| Wed., 5/2 | V Softball | Morgan | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 9-5 | |
| Thu., 5/3 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | W 9-8 | |
| Thu., 5/3 | V Boys Golf | Old Lyme | Home - Fox Hopyard CC [Directions] | 3:45 p.m. | Valley 231 Old Lyme 158 | |
| Thu., 5/3 | V Boys Lacrosse | Morgan | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 12-9 | |
| Thu., 5/3 | JV Boys Lacrosse | Morgan | Home - Valley Regional Hockey Field [Directions] | 5:15 p.m. | W 5-2 | |
| Thu., 5/3 | V Girls Lacrosse | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | W 18-9 | |
| Thu., 5/3 | V Girls Tennis | Old Lyme | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 5/3 | Miscellaneous Events | Unified | Away - Branford HS | 3:00 p.m. | ||
| Fri., 5/4 | V Boys Tennis | North Branford | Home - North Branford HS [Directions] | 3:45 p.m. | W 7-0 | Match to be played at VRHS |
| Fri., 5/4 | V Softball | Cromwell | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 5/4 | V Girls Tennis | North Branford | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 5/5 | V Baseball | Morgan | Home - Valley Regional HS [Directions] | 10:30 a.m. | W 3-2 | |
| Sat., 5/5 | JV Baseball | Morgan | Home - Valley Regional HS [Directions] | 1:00 p.m. | W 12-8 | |
| Sat., 5/5 | V Boys Lacrosse | Ellington | Home - Valley Regional Hockey Field [Directions] | 11:00 a.m. | L 8-3 | |
| Sat., 5/5 | JV Boys Lacrosse | Ellington | Home - Valley Regional Hockey Field [Directions] | Cancelled | Cancelled | |
| Sat., 5/5 | V Boys Outdoor Track | Marty Roberts Invitational | Away - Cognichaug | 10:00 a.m. | 2 buses needed | |
| Sat., 5/5 | V Girls Lacrosse | Haddam-Killingworth | Home - Valley Regional Hockey Field [Directions] | 1:30 p.m. | W 17-6 | |
| Sat., 5/5 | V Girls Outdoor Track | Marty Roberts Invitational | Away | 10:00 a.m. | ||
| Sun., 5/6 | V Co-ed Crew | Founders Cup | Away - Lake Waramaug | TBA | ||
| Mon., 5/7 | V Baseball | Cromwell | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 2-14 | |
| Mon., 5/7 | V Boys Tennis | Cromwell | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 2-5 | |
| Mon., 5/7 | V Girls Lacrosse | Avon | Home - Valley Regional Hockey Field [Directions] | 4:30 p.m. | W 18-7 | |
| Mon., 5/7 | V Girls Tennis | Cromwell | Away - Cromwell HS [Directions] | 3:45 p.m. | L 3-4 | |
| Tue., 5/8 | JV Baseball | Cromwell | Away - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | L 2-3 | |
| Tue., 5/8 | V Boys Golf | North Branford | Away - Indian Springs [Directions] | 3:45 p.m. | Valley 227 North Branford 203 | |
| Tue., 5/8 | V Boys Lacrosse | Cromwell | Away - Cromwell HS [Directions] | 4:00 p.m. | W 19-4 | |
| Tue., 5/8 | JV Boys Lacrosse | Cromwell | Away - Cromwell HS [Directions] | 5:15 p.m. | W 5-0 | |
| Tue., 5/8 | V Boys Outdoor Track | Creed, Hale Ray, Morgan | Home - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Tue., 5/8 | V Girls Lacrosse | Suffield | Away - Ted Beneski Turf Field [Directions] | 4:30 p.m. | W 16-8 | |
| Tue., 5/8 | V Girls Outdoor Track | Creed, Hale Ray, Morgan | Home - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Wed., 5/9 | V Baseball | North Branford | Away - North Branford HS [Directions] | 4:00 p.m. | W 5-4 | |
| Wed., 5/9 | V Boys Golf | Haddam-Killingworth | Away - Black Birch [Directions] | 3:00 p.m. | Valley 202 Haddam-Killingworth 186 | |
| Wed., 5/9 | V Co-ed Crew | LOL, Saybrook, Avon | Away - Rogers Lake | TBA | ||
| Wed., 5/9 | V Softball | Coginchaug | Away - Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | 4:00 p.m. | L 1-6 | |
| Thu., 5/10 | JV Baseball | North Branford | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 12-11 | |
| Thu., 5/10 | V Boys Lacrosse | Old Lyme | Away - Old Lyme [Directions] | 4:00 p.m. | W 13-9 | |
| Thu., 5/10 | JV Boys Lacrosse | Old Lyme | Away - Old Lyme HS [Directions] | 5:15 p.m. | L 5-3 | |
| Thu., 5/10 | V Boys Tennis | Old Saybrook | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 5/10 | V Girls Lacrosse | Old Lyme | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | L 10-12 | |
| Thu., 5/10 | V Girls Tennis | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/10 | Miscellaneous Events | Unified | Away - Southington | 3:00 p.m. | ||
| Fri., 5/11 | V Baseball | Coginchaug | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 3-2 | |
| Fri., 5/11 | V Boys Golf | Portland | Home - Fox Hopyard CC [Directions] | 3:20 p.m. | Valley 232 Portland 171 | |
| Fri., 5/11 | V Girls Lacrosse | North Branford | Away - North Branford [Directions] | 4:00 p.m. | L 3-14 | |
| Fri., 5/11 | V Softball | Woodstock Academy | Home - Valley Regional HS [Directions] | 4:30 p.m. | L 0-2 | |
| Fri., 5/11 | V Girls Tennis | Portland | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 5/12 | JV Baseball | Coginchaug | Away - Field #1 - Brookside Field @ CRHS [Directions] | Cancelled | Cancelled | |
| Sat., 5/12 | V Boys Outdoor Track | Running Rams Invitational | Away - Old Saybrook | 8:30 a.m. | ||
| Sat., 5/12 | V Co-ed Crew | Hopkins | Away - Yale Guilder Boat House | TBA | ||
| Sat., 5/12 | V Girls Outdoor Track | Running Rams Invitational | Away | 8:30 a.m. | ||
| Sun., 5/13 | V Co-ed Crew | Novice 8+ Regatta | Away - Middletown | Cancelled | Cancelled | cancelled |
| Mon., 5/14 | V Baseball | Portland | Home - Valley Regional HS [Directions] | 4:00 p.m. | L 4-14 | Senior Night |
| Mon., 5/14 | V Boys Golf | Old Saybrook | Home - Fox Hopyard CC [Directions] | 3:45 p.m. | Valley 230 Old Saybrook 178 | |
| Mon., 5/14 | V Boys Tennis | Morgan | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 2-5 | |
| Mon., 5/14 | V Softball | East Hampton | Away - East Hampton HS [Directions] | 4:00 p.m. | W 13-0 | |
| Mon., 5/14 | V Girls Tennis | Morgan | Away - Morgan HS [Directions] | 4:15 p.m. | W 7-0 | |
| Tue., 5/15 | V Boys Lacrosse | Old Saybrook | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 12-0 | |
| Tue., 5/15 | V Girls Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 4:00 p.m. | L 14-16 | |
| Wed., 5/16 | V Baseball | Coginchaug | Away - Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 3:45 p.m. | L 2-5 | |
| Wed., 5/16 | V Boys Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | W 13-4 | |
| Wed., 5/16 | JV Boys Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:15 p.m. | L 5-3 | |
| Wed., 5/16 | V Boys Outdoor Track | Morgan, Haddam-Killingworth | Away - Peters Complex [Directions] | 3:45 p.m. | 2 buses needed | |
| Wed., 5/16 | V Boys Tennis | Coginchaug | Home - Valley Regional HS [Directions] | 2:00 p.m. | W 6-0 | |
| Wed., 5/16 | V Girls Outdoor Track | Morgan, Haddam-Killingworth | Away - Peters Complex [Directions] | 3:45 p.m. | ||
| Wed., 5/16 | V Softball | Kennedy | Home - Valley Regional HS [Directions] | 3:15 p.m. | W 13-0 | |
| Thu., 5/17 | V Boys Lacrosse | Suffield-Windsor Locks | Home - Valley Regional Hockey Field [Directions] | 4:15 p.m. | W Forfeit | Senior Game Doubleheader with Girls |
| Thu., 5/17 | V Boys Outdoor Track | H-K Freshman Invitational | Away - H-K HS | 3:00 p.m. | ||
| Thu., 5/17 | V Boys Tennis | Westbrook | Away - Westbrook HS/MS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/17 | V Girls Lacrosse | Suffield | Home - Valley Regional Hockey Field [Directions] | 5:30 p.m. | W 20-8 | Senior Night |
| Thu., 5/17 | V Girls Outdoor Track | H-K Freshman Invitational | Away - H-K HS | 3:00 p.m. | ||
| Thu., 5/17 | V Girls Tennis | Westbrook | Home - Valley Regional HS [Directions] | 3:45 p.m. | L 3-4 | |
| Sun., 5/20 | V Co-ed Crew | CPSRA Chapmionship | Away - Lake Waramaug | TBA | ||
| Mon., 5/21 | V Boys Tennis | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | W 4-3 | |
| Mon., 5/21 | V Girls Lacrosse | Montville | Away - Montville H.S. [Directions] | 4:30 p.m. | W 20-8 | |
| Mon., 5/21 | JV Girls Lacrosse | Montville | Away - Montville H.S. [Directions] | Cancelled | Cancelled | |
| Mon., 5/21 | V Softball | Suffield | Away - Suffield HS [Directions] | 4:30 p.m. | W 6-1 | |
| Mon., 5/21 | V Girls Tennis | East Hampton | Home - Valley Regional HS [Directions] | 3:45 p.m. | W 6-1 | Senior Night |
| Tue., 5/22 | V Boys Golf | Morgan | Away - Clinton Country Club [Directions] | 3:00 p.m. | Valley 238 Morgan 188 | |
| Tue., 5/22 | V Boys Lacrosse | Morgan | Home - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 12-8 | Shoreline Conference Semi-final |
| Tue., 5/22 | V Girls Lacrosse | North Branford | Away - North Branford HS [Directions] | 4:30 p.m. | Shoreline Conference Semi-finals | |
| Wed., 5/23 | V Baseball | Old Saybrook | Away - Portland HS [Directions] | 4:30 p.m. | W 11-0 | SLC Quarterfinals |
| Wed., 5/23 | V Boys Golf | Cromwell | Home - Fox Hopyard CC [Directions] | 3:00 p.m. | Valley 229 Cromwell l79 | |
| Wed., 5/23 | V Boys Outdoor Track | Shoreline Championship | Away - Old Saybrook | 1:30 p.m. | ||
| Wed., 5/23 | V Girls Outdoor Track | Shoreline Championship | Away - Old Saybrook | 1:30 p.m. | ||
| Wed., 5/23 | V Girls Outdoor Track | Shoreline Championship | Away | Cancelled | Cancelled | |
| Wed., 5/23 | V Softball | North Branford | Home - Valley Regional HS [Directions] | 4:30 p.m. | L 2-0 | |
| Wed., 5/23 | V Girls Tennis | Coginchaug | Away - Tennis Courts @ CRHS [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/24 | V Baseball | Coginchaug | Away - Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 3:45 p.m. | L 1-4 | Shoreline Conference Semi-Finals |
| Thu., 5/24 | V Boys Lacrosse | Old Lyme | Away - Indian River Complex, Clinton [Directions] | 5:00 p.m. | L 9-8 | Shoreline Conference Finals |
| Thu., 5/24 | V Softball | Hale Ray | Away - Hale-Ray HS, Lou Milardo Field [Directions] | 5:15 p.m. | L 4-13 | |
| Sat., 5/26 | V Co-ed Crew | NEIRA Championships | Away - Lake Quinsigmond | TBA | ||
| Tue., 5/29 | V Baseball | Northwest Catholic | Home - Valley Regional HS [Directions] | 3:30 p.m. | L No 2-4 | State Tournament First Round |
| Tue., 5/29 | V Boys Outdoor Track | Class M State Championship | Away - Willow Brook Park | 3:00 p.m. | 2 buses needed | |
| Tue., 5/29 | V Girls Lacrosse | New Fairfield | Away - Rebel Turf [Directions] | 5:00 p.m. | First Round State Tournament | |
| Tue., 5/29 | V Girls Outdoor Track | Class M State Tournament | Away - Willow Brook Park | 3:00 p.m. | ||
| Tue., 5/29 | V Softball | Stonington | Away - SHS Softball Field [Directions] | 4:00 p.m. | State Tournament First Round | |
| Wed., 5/30 | V Boys Lacrosse | Lewis Mills | Away - Lewis Mills HS, Burlington [Directions] | 4:30 p.m. | L 13-7 | First Round State Tournament |
| Sat., 6/2 | V Co-ed Crew | Emerson Regatta | Away - Middletown | TBA | ||
| Mon., 6/4 | V Boys Outdoor Track | State Open | Away - Willow Brook Park | 1:30 p.m. | 1 bus | |
| Mon., 6/4 | V Girls Outdoor Track | State Open | Away | 1:30 p.m. | ||
| Sat., 6/9 | V Boys Outdoor Track | New England's | Away - University of NH | TBA | 2 buses needed | |
| Sat., 6/9 | V Girls Outdoor Track | New England's | Away - University of NH | TBA | ||