| Old Saybrook 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 695 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Portland | Home - Old Saybrook High School [Directions] | 10:30 a.m. | ||
| TBA | JV Baseball | Cromwell | Away - Cromwell High School [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Old Lyme | Away - Old Lyme High School [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | East Hampton | Away - East Hampton High School [Directions] | TBA | ||
| TBA | JV Baseball | North Branford | Away - North Branford High School [Directions] | TBA | Cancelled | |
| TBA | JV Baseball | Westbrook | Away - Westbrook H.S. [Directions] | TBA | ||
| TBA | FR Boys Basketball | Portland | Away - Portland High School [Directions] | 10:30 a.m. | ||
| TBA | FR Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| TBA | JV Football | North Branford | Away - Colafati Field - NBHS [Directions] | TBA | ||
| TBA | JV Boys Ice Hockey | West Haven Coop | Home - DiLungo Rink [Directions] | TBA | ||
| TBA | V Boys Indoor Track | REINDEER RELAYS | Away | 9:00 a.m. | ||
| TBA | JV Girls Basketball | Westbrook | Away - Wesrbrook H.S. [Directions] | TBA | ||
| TBA | JV Girls Basketball | Morgan | Home - Old Saybrook Gymnasium [Directions] | TBA | Cancelled | |
| TBA | JV Field Hockey | North Branford | Away - North Branford High School [Directions] | TBA | ||
| TBA | V Girls Ice Hockey | West Hartford | Away - Veterans Rink | TBA | ||
| TBA | V Girls Ice Hockey | West Haven/SHA | Home - Northford Ice Pavilion [Directions] | TBA | ||
| TBA | JV Girls Soccer | Coginchaug | Away - Coginchaug Regional High School [Directions] | TBA | ||
| TBA | V Softball | Montville (Scrim.) | Home - Westbrook H.S. [Directions] | 11:00 a.m. | ||
| TBA | V Softball | Guilford (Scrim.) | Home - Guilford HS [Directions] | 3:45 p.m. | ||
| TBA | JV Softball | Portland | Away - Brownstone Park Nolan Field [Directions] | 3:45 p.m. | ||
| TBA | JV Softball | Old Saybrook | Away - Old Saybrook High School [Directions] | TBA | ||
| TBA | JV Softball | North Branford | Away - Totoket Park [Directions] | TBA | ||
| TBA | JV Softball | Portland | Home - Westbrook H.S. [Directions] | TBA | ||
| TBA | JV Softball | Hale Ray | Home - Westbrook H.S. [Directions] | TBA | ||
| TBA | JV Softball | Morgan | Away - Morgan HS [Directions] | TBA | ||
| TBA | JV Softball | Hale Ray | Away - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Softball | Cromwell | Home - Westbrook H.S. [Directions] | TBA | ||
| TBA | JV Softball | Coginchaug | Away - Coginchaug HS [Directions] | TBA | ||
| TBA | JV Softball | North Branford | Home - Old Saybrook High School [Directions] | TBA | Cancelled | |
| TBA | JV Softball | Westbrook/Old Saybrook | Home - Old Saybrook High School [Directions] | TBA | ||
| Sat., 8/24 | V Football | Guilford (Scrim.) | Away - Kavanaugh Turf Field at GHS [Directions] | 3:00 p.m. | ||
| Tue., 8/27 | V Football | Fitch/Lyman Hall | Home - Peters Complex [Directions] | 5:00 p.m. | ||
| Thu., 8/29 | V Boys Soccer | Maloney (Scrim.) | Away - Falcon Field [Directions] | 7:30 p.m. | ||
| Fri., 8/30 | V Girls Soccer | Daniel Hand (Scrim.) | Home - Old Saybrook High School [Directions] | 3:30 p.m. | ||
| Sat., 8/31 | V Football | Rocky Hill (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Sat., 8/31 | V Football | Fitch (Scrim.) | Away - Fitch Practice Field [Directions] | 10:00 a.m. | ||
| Sat., 8/31 | V Boys Soccer | North Haven (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Wed., 9/4 | V Football | Notre Dame-Fairfield (Scrim.) | Home - Peters Complex [Directions] | 6:00 p.m. | ||
| Wed., 9/4 | V Field Hockey | Morgan (Scrim.) | Home - Old Saybrook High School [Directions] | 3:30 p.m. | ||
| Wed., 9/4 | V Girls Soccer | East Lyme (Scrim.) | Home - Old Saybrook High School [Directions] | 3:30 p.m. | ||
| Fri., 9/6 | V Field Hockey | Sacred Heart Academy (Scrim.) | Home - Old Saybrook High School [Directions] | 4:00 p.m. | ||
| Sat., 9/7 | V Boys Soccer | Montville (Scrim.) | Away [Directions] | 9:00 a.m. | ||
| Sat., 9/7 | V Girls Soccer | Tolland (Scrim.) | Away [Directions] | 12:15 p.m. | ||
| Tue., 9/10 | V Boys Cross Country | Guilford | Away [Directions] | 3:30 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | Guilford Invit | Away | 3:30 p.m. | ||
| Tue., 9/10 | V Field Hockey | East Lyme | Away - ELHS Turf Field [Directions] | 4:00 p.m. | L 2-3 | |
| Tue., 9/10 | V Girls Soccer | Portland | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 0-3 | NL |
| Wed., 9/11 | V Boys Soccer | Portland | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 5-3 | NL |
| Thu., 9/12 | V Football | Housatonic Regional | Home - Old Saybrook High School [Directions] | 4:45 p.m. | W 37-7 | |
| Thu., 9/12 | JV Boys Soccer | Portland | Away - Portland High School [Directions] | 3:45 p.m. | ||
| Thu., 9/12 | V Girls Soccer | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 3:45 p.m. | T 0-0 | |
| Fri., 9/13 | V Boys Cross Country | Middletown | Away [Directions] | 3:30 p.m. | ||
| Fri., 9/13 | V Football | Lewis Mills | Home - Peters Complex [Directions] | 6:30 p.m. | W 40-8 | |
| Fri., 9/13 | V Boys Soccer | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 3:00 p.m. | W 4-1 | |
| Fri., 9/13 | V Girls Cross Country | blue Dragon Invit | Away [Directions] | 3:30 p.m. | vets park middletown | |
| Fri., 9/13 | JV Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Fri., 9/13 | V Girls Swimming and Diving | Daniel Hand | Away - East Lyme High School [Directions] | 3:30 p.m. | ||
| Mon., 9/16 | JV Football | MSW | Away - Peters Complex [Directions] | 3:45 p.m. | ||
| Mon., 9/16 | JV Football | Old Saybrook | Home - Peters Complex [Directions] | 3:45 p.m. | ||
| Mon., 9/16 | V Field Hockey | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | W 2-0 | |
| Mon., 9/16 | JV Field Hockey | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 4:30 p.m. | L 0-1 | |
| Tue., 9/17 | V Boys Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 7:00 p.m. | W 4-2 | |
| Tue., 9/17 | V Girls Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 5:30 p.m. | T 1-1 OT | |
| Tue., 9/17 | V Girls Swimming and Diving | Ledyard/St. Bernard | Away - East Lyme High School [Directions] | 3:30 p.m. | ||
| Wed., 9/18 | JV Boys Soccer | Valley Regional | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Wed., 9/18 | V Field Hockey | Valley Regional | Away - Valley Regional High School [Directions] | 3:45 p.m. | T 0-0 | |
| Wed., 9/18 | JV Field Hockey | Valley Regional | Away - Valley Regional High School [Directions] | 5:15 p.m. | W 2-0 | |
| Thu., 9/19 | V Boys Cross Country | Coginchaug | Away [Directions] | 3:30 p.m. | ||
| Thu., 9/19 | V Girls Cross Country | Run for the Sun | Away [Directions] | 3:30 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Old Lyme | Away - Old Lyme High School [Directions] | 3:30 p.m. | W 2-1 | |
| Thu., 9/19 | JV Girls Soccer | Old Lyme | Away - Old Lyme High School [Directions] | 5:00 p.m. | ||
| Fri., 9/20 | V Boys Soccer | Old Lyme | Away - Old Lyme High School [Directions] | 3:30 p.m. | W 2-1 | |
| Fri., 9/20 | JV Boys Soccer | Old Lyme | Away - old lyme h s [Directions] | 5:00 p.m. | ||
| Fri., 9/20 | V Girls Swimming and Diving | Windham | Away - Windham High School [Directions] | 4:00 p.m. | ||
| Sat., 9/21 | V Boys Cross Country | Cromwell | Away [Directions] | TBA | ||
| Sat., 9/21 | V Football | Creed | Away - Wilbur Cross Athletic Complex | 12:00 p.m. | L 0-20 | |
| Sat., 9/21 | V Football | Housatonic Regional | Away - High School Field [Directions] | 1:00 p.m. | W 46-7 | |
| Sat., 9/21 | V Boys Soccer | Woodstock Academy | Away - Bentley Turf Field [Directions] | 3:30 p.m. | W 2-1 | NL |
| Sat., 9/21 | JV Boys Soccer | Woodstock Academy | Away - Bentley Main Field [Directions] | 3:30 p.m. | ||
| Sat., 9/21 | V Girls Cross Country | Ct River Valley | Away [Directions] | TBA | ||
| Sat., 9/21 | JV Girls Soccer | Valley Regional | Home - Old Saybrook High School [Directions] | 10:30 a.m. | ||
| Mon., 9/23 | JV Football | Creed | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Mon., 9/23 | V Field Hockey | Westbrook/Old Lyme Coop | Home - Old Saybrook High School [Directions] | 3:45 p.m. | T 1-1 OT | |
| Mon., 9/23 | JV Field Hockey | Westbrook/Old Lyme Coop | Home - Old Saybrook High School [Directions] | 5:15 p.m. | L 0-4 | |
| Mon., 9/23 | V Girls Soccer | Hale Ray | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 1-0 | |
| Tue., 9/24 | V Boys Cross Country | Hale Ray, Old Lyme, Portland, East Hampton | Away [Directions] | 3:30 p.m. | ||
| Tue., 9/24 | V Boys Soccer | Hale Ray | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 2-1 | |
| Tue., 9/24 | V Girls Cross Country | Old Lyme, Portland, East Hampton, Hale Ray | Away [Directions] | 3:30 p.m. | ||
| Tue., 9/24 | V Girls Swimming and Diving | Norwich Free Academy | Away - East Lyme High School [Directions] | 3:30 p.m. | ||
| Wed., 9/25 | JV Boys Soccer | Hale Ray | Away - Hale-Ray HS, Nevers Field [Directions] | 3:45 p.m. | ||
| Wed., 9/25 | V Field Hockey | Sheehan | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 3-0 | |
| Wed., 9/25 | JV Field Hockey | Sheehan | Home - Old Saybrook High School [Directions] | 5:00 p.m. | ||
| Thu., 9/26 | V Boys Cross Country | Morgan | Away [Directions] | 3:30 a.m. | ||
| Thu., 9/26 | V Girls Cross Country | Morgan | Away [Directions] | 3:30 a.m. | ||
| Thu., 9/26 | V Girls Soccer | Coginchaug | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 1-2 | |
| Fri., 9/27 | V Football | Windsor Locks/Suffield/East Granby | Home - Peters Complex [Directions] | 6:30 p.m. | W 43-6 | |
| Fri., 9/27 | V Boys Soccer | Coginchaug | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 9-0 | |
| Fri., 9/27 | V Field Hockey | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 0-1 | |
| Fri., 9/27 | JV Field Hockey | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 5:00 p.m. | L 0-4 | |
| Fri., 9/27 | V Girls Swimming and Diving | Fitch/Stonington/Wheeler/NL | Away - Avery Point [Directions] | 3:30 p.m. | ||
| Sat., 9/28 | JV Football | Windsor Locks/Suffield/East Granby | Away - Windsor Locks High School [Directions] | 10:30 a.m. | ||
| Sat., 9/28 | V Girls Soccer | North Branford/Hale Ray | Away - North Branford High School [Directions] | 11:00 a.m. | W 4-0 OT | NL |
| Mon., 9/30 | V Girls Soccer | Westbrook | Away - Westbrook High School [Directions] | 3:30 p.m. | W 6-0 | |
| Tue., 10/1 | V Boys Cross Country | North Branford | Away [Directions] | 3:30 a.m. | ||
| Tue., 10/1 | V Boys Soccer | Westbrook | Away - Westbrook High School [Directions] | 3:30 p.m. | T 1-1 OT | |
| Tue., 10/1 | JV Boys Soccer | Westbrook | Away - Westbrook High School [Directions] | 5:00 p.m. | ||
| Tue., 10/1 | V Girls Cross Country | North Branford | Away [Directions] | 3:30 a.m. | ||
| Tue., 10/1 | V Field Hockey | Morgan | Away - Indian River Complex [Directions] | 3:45 p.m. | W 3-0 | |
| Tue., 10/1 | JV Field Hockey | Morgan | Away - Indian River Complex [Directions] | 5:15 p.m. | Cancelled | |
| Tue., 10/1 | V Girls Swimming and Diving | Waterford | Away - Waterford High School [Directions] | 3:30 p.m. | ||
| Thu., 10/3 | V Field Hockey | Valley Regional | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/3 | JV Field Hockey | Valley Regional | Home - Old Saybrook High School [Directions] | 5:15 p.m. | T 1-1 | |
| Thu., 10/3 | V Girls Soccer | Portland | Away - Portland High School [Directions] | 6:00 p.m. | L 0-1 | |
| Fri., 10/4 | V Boys Soccer | Portland | Away - Portland High School [Directions] | 3:45 p.m. | W 6-0 | |
| Fri., 10/4 | JV Girls Soccer | Portland | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Fri., 10/4 | V Girls Swimming and Diving | Ledyard/St. Bernard | Away - Avery Point [Directions] | 7:30 p.m. | ||
| Sat., 10/5 | V Football | North Branford | Home - Old Saybrook High School [Directions] | 2:15 p.m. | L 22-29 | |
| Sat., 10/5 | V Football | Coginchaug/Hale Ray/East Hampton | Away - Coginchaug Regional High School [Directions] | 2:30 p.m. | W 62-35 | |
| Sat., 10/5 | JV Boys Soccer | Portland | Home - Old Saybrook High School [Directions] | 10:30 a.m. | ||
| Mon., 10/7 | JV Football | Coginchaug/Hale Ray/East Hampton | Home - Peters Complex [Directions] | 3:45 p.m. | ||
| Mon., 10/7 | V Boys Soccer | North Branford | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 10-2 | |
| Tue., 10/8 | V Boys Cross Country | League meet #2 | Away | 3:30 p.m. | ||
| Tue., 10/8 | V Girls Cross Country | Haddam-Killingworth | Away [Directions] | 3:30 p.m. | ||
| Tue., 10/8 | V Girls Soccer | North Branford/Hale Ray | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/8 | V Girls Swimming and Diving | Windham | Away - East Lyme High School [Directions] | 3:45 p.m. | ||
| Wed., 10/9 | V Field Hockey | North Branford | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 2-3 | |
| Wed., 10/9 | JV Field Hockey | North Branford | Home - Old Saybrook High School [Directions] | 5:00 p.m. | ||
| Wed., 10/9 | JV Girls Soccer | North Branford/Hale Ray | Away - North Branford High School [Directions] | 3:45 p.m. | ||
| Fri., 10/11 | V Boys Soccer | Morgan | Home - Old Saybrook High School [Directions] | 3:30 p.m. | W 5-1 | |
| Fri., 10/11 | JV Boys Soccer | Morgan | Home - Old Saybrook High School [Directions] | 5:00 p.m. | ||
| Fri., 10/11 | V Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook High School [Directions] | 3:45 p.m. | L 0-2 | |
| Fri., 10/11 | JV Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook High School [Directions] | 5:15 p.m. | ||
| Fri., 10/11 | V Girls Soccer | Morgan | Home - Old Saybrook High School [Directions] | 3:30 p.m. | W 2-1 | |
| Fri., 10/11 | V Girls Swimming and Diving | Norwich Free Academy | Away - East Lyme High School [Directions] | 3:30 p.m. | ||
| Sat., 10/12 | V Boys Cross Country | Wickham Park | Away | 9:30 p.m. | ||
| Sat., 10/12 | V Football | Windsor Locks/Suffield/East Granby | Away - Windsor Locks High School [Directions] | 1:00 p.m. | L 6-20 | |
| Sat., 10/12 | V Girls Cross Country | Wickham park | Away | 9:30 p.m. | ||
| Sat., 10/12 | JV Girls Soccer | Morgan | Away - Morgan HS [Directions] | 10:30 a.m. | ||
| Mon., 10/14 | JV Football | Windsor Locks/Suffield/East Granby | Home - Old Saybrook High School [Directions] | 11:00 a.m. | ||
| Mon., 10/14 | JV Boys Soccer | Cromwell | Home - Old Saybrook High School [Directions] | 11:00 a.m. | ||
| Tue., 10/15 | V Boys Soccer | Cromwell | Away - Cromwell High School [Directions] | 7:00 p.m. | L 2-4(OT) | |
| Tue., 10/15 | V Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | L 2-3 | |
| Tue., 10/15 | JV Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:15 p.m. | ||
| Tue., 10/15 | V Girls Soccer | Cromwell | Away - Cromwell High School [Directions] | 5:00 p.m. | L 1-2 | |
| Tue., 10/15 | V Girls Swimming and Diving | Fitch/Stonington/Wheeler/NL | Away - East Lyme High School [Directions] | 3:30 p.m. | ||
| Wed., 10/16 | JV Girls Soccer | Cromwell | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Thu., 10/17 | V Boys Cross Country | Shoreline Conference Champ | Away [Directions] | 2:30 p.m. | ||
| Thu., 10/17 | V Boys Soccer | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | W 2-0 | |
| Thu., 10/17 | V Girls Cross Country | Soreline Champ | Away [Directions] | 2:30 p.m. | ||
| Thu., 10/17 | V Field Hockey | North Haven | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 10/17 | JV Field Hockey | North Haven | Home - Old Saybrook High School [Directions] | 5:00 p.m. | ||
| Fri., 10/18 | V Football | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 6:30 p.m. | W 47-8 | |
| Fri., 10/18 | JV Boys Soccer | East Hampton | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Fri., 10/18 | V Girls Soccer | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | W 1-0 OT | |
| Fri., 10/18 | V Girls Swimming and Diving | Waterford | Away - East Lyme High School [Directions] | 3:30 p.m. | ||
| Sat., 10/19 | V Football | Coginchaug/Hale Ray/East Hampton | Away - Coginchaug Regional High School [Directions] | 2:30 p.m. | L 13-54 | |
| Sat., 10/19 | JV Football | Haddam-Killingworth | Home - Peters Complex [Directions] | 10:30 a.m. | Cancelled | |
| Sat., 10/19 | JV Girls Soccer | East Hampton | Home - Old Saybrook High School [Directions] | 10:30 a.m. | Cancelled | |
| Mon., 10/21 | JV Football | Coginchaug/Hale Ray/East Hampton | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Mon., 10/21 | V Boys Soccer | Westbrook | Home - Old Saybrook High School [Directions] | 3:30 p.m. | W 2-0 | NL |
| Mon., 10/21 | JV Boys Soccer | Westbrook | Home - Old Saybrook High School [Directions] | 5:00 p.m. | ||
| Mon., 10/21 | V Girls Soccer | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | L 0-3 | N.L. |
| Tue., 10/22 | V Boys Cross Country | OSHS FROSH/SOPH INVIT | Home - Old Saybrook High School [Directions] | 3:30 p.m. | ||
| Tue., 10/22 | V Girls Cross Country | OSHS FROSH/SOPH INVIT | Home - Old Saybrook High School [Directions] | 3:30 p.m. | ||
| Tue., 10/22 | V Field Hockey | North Branford | Away - North Branford High School [Directions] | 6:30 p.m. | W 1-0 | |
| Wed., 10/23 | V Girls Soccer | Westbrook | Home - Old Saybrook High School [Directions] | 3:30 p.m. | W 4-0 | NL |
| Thu., 10/24 | V Boys Soccer | Hale Ray | Away - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | W 5-2 | NL |
| Thu., 10/24 | V Field Hockey | Morgan | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 3-1 | |
| Thu., 10/24 | JV Field Hockey | Morgan | Home - Old Saybrook High School [Directions] | 5:15 p.m. | ||
| Fri., 10/25 | V Football | Valley Regional/Old Lyme | Home - Peters Complex [Directions] | 6:30 p.m. | L 6-51 | |
| Fri., 10/25 | JV Boys Soccer | Hale Ray | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Fri., 10/25 | JV Girls Soccer | Portland | Away - Portland High School [Directions] | 3:45 p.m. | ||
| Fri., 10/25 | V Girls Swimming and Diving | Wethersfield | Away - East Lyme High School [Directions] | 3:45 p.m. | ||
| Sat., 10/26 | V Football | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 2:30 p.m. | W 30-8 | |
| Sat., 10/26 | JV Football | Valley Regional/Old Lyme | Away - Valley Regional High School [Directions] | 10:30 a.m. | ||
| Sat., 10/26 | V Boys Soccer | Morgan | Away - Indian River Complex [Directions] | 10:30 a.m. | W 8-0 | NL |
| Sat., 10/26 | JV Boys Soccer | Morgan | Away - Indian River Complex [Directions] | 12:00 p.m. | ||
| Sat., 10/26 | JV Girls Soccer | Hale Ray | Home - Old Saybrook High School [Directions] | 10:00 a.m. | ||
| Mon., 10/28 | JV Football | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Mon., 10/28 | V Field Hockey | Waterford | Away - Alumni Turf Field [Directions] | 6:30 p.m. | T 1-1 | |
| Mon., 10/28 | JV Field Hockey | Waterford | Away - Alumni Turf Field [Directions] | 5:00 p.m. | ||
| Mon., 10/28 | V Girls Soccer | Hale Ray | Away - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | W 4-1 | NL |
| Wed., 10/30 | V Field Hockey | Norwich Free Academy | Away - NFA Turf Field [Directions] | 6:30 p.m. | L 1-3 | |
| Wed., 10/30 | JV Field Hockey | Norwich Free Academy | Away - NFA Turf Field [Directions] | 5:00 p.m. | ||
| Fri., 11/1 | V Football | North Branford | Away - Colafati Field - NBHS [Directions] | 6:30 p.m. | W 33-21 | |
| Fri., 11/1 | V Girls Swimming and Diving | Shoreline Championship | Away - H-K High School | 4:00 p.m. | ||
| Sat., 11/2 | V Football | SMSA Coop | Home - Old Saybrook High School [Directions] | 1:00 p.m. | W 33-26 | |
| Sat., 11/2 | JV Football | North Branford | Home - Peters Complex [Directions] | 10:30 a.m. | ||
| Mon., 11/4 | JV Football | SMSA Coop | Home - Old Saybrook High School [Directions] | 3:15 p.m. | ||
| Tue., 11/5 | V Field Hockey | Stonington | Away - Palmer Field (Turf) [Directions] | 7:00 p.m. | L 0-2 | |
| Wed., 11/6 | V Girls Soccer | Acad. of the Holy Family | Away - Norwich Tech [Directions] | 2:00 p.m. | W 8-0 | |
| Fri., 11/8 | V Football | Stafford/East Windsor/Somers | Home - Peters Complex [Directions] | 7:00 p.m. | W 47-0 | |
| Fri., 11/8 | V Boys Soccer | Wamogo | Home [Directions] | 2:00 p.m. | W 4-1 | |
| Fri., 11/8 | V Girls Soccer | Coginchaug | Away [Directions] | 2:00 p.m. | ||
| Sat., 11/9 | V Football | Nonnewaug | Away - Nonnewaug High School Football Field [Directions] | 1:00 p.m. | W 34-16 | |
| Sat., 11/9 | JV Football | Stafford/East Windsor/Somers | Away - Stafford High, Lighted field behind school [Directions] | 10:30 a.m. | Cancelled | |
| Sat., 11/9 | V Boys Soccer | Old Lyme | Home - Old Saybrook High School [Directions] | 2:00 p.m. | L 1-3 | |
| Sat., 11/9 | V Girls Swimming and Diving | Class S qualifying meet | Away - Plainville High School | 2:00 p.m. | ||
| Wed., 11/13 | V Girls Swimming and Diving | CIAC Class S Championships | Away - Wesleyan University | 7:00 p.m. | ||
| Sat., 11/16 | V Football | Valley Regional/Old Lyme | Home - Old Saybrook High School [Directions] | 12:00 p.m. | L 0-42 | |
| Sat., 11/16 | V Football | Creed | Home - Peters Complex [Directions] | 12:30 p.m. | W 48-14 | |
| Mon., 11/18 | JV Football | Valley Regional/Old Lyme | Away - Valley Regional High School [Directions] | 3:00 p.m. | ||
| Mon., 11/18 | JV Football | Creed | Home - Peters Complex [Directions] | 3:45 p.m. | ||
| Fri., 11/22 | V Football | Stafford/East Windsor/Somers | Away - Stafford High [Directions] | 6:30 p.m. | L Forfeit | |
| Fri., 11/22 | V Football | SMSA Coop | Home - Peters Complex [Directions] | 6:30 p.m. | W 40-16 | |
| Thu., 11/28 | V Football | MSW | Away - Peters Complex [Directions] | 10:00 a.m. | L 6-27 | |
| Thu., 11/28 | V Football | Old Saybrook | Home - Peters Complex [Directions] | 10:00 a.m. | W 27-6 | |
| Tue., 12/3 | V Football | Woodland | Away [Directions] | 6:30 p.m. | ||
| Wed., 12/4 | V Girls Basketball | East Lyme (Scrim.) | Away - ELHS North Gym [Directions] | 4:00 p.m. | ||
| Wed., 12/4 | V Girls Ice Hockey | Wilton/Norwalk/McMahon (Scrim.) | Away - Norwalk - Sono Ice Rink [Directions] | 5:50 p.m. | T 2-2 | |
| Wed., 12/4 | JV Girls Ice Hockey | Wilton/Norwalk/McMahon (Scrim.) | Away - Norwalk - Sono Ice Rink [Directions] | 5:50 p.m. | ||
| Thu., 12/5 | V Boys Ice Hockey | New Canaan (Scrim.) | Home - DiLungo Rink [Directions] | 3:15 p.m. | ||
| Fri., 12/6 | V Girls Ice Hockey | Simsbury Jamboree | Away | 7:10 p.m. | ||
| Fri., 12/6 | JV Girls Ice Hockey | Simsbury Jamboree | Away | 7:10 p.m. | ||
| Sat., 12/7 | V Boys Basketball | Montville (Scrim.) | Home [Directions] | 2:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | North Haven (Scrim.) | Home - Old Saybrook Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/7 | V Girls Ice Hockey | Hamden Coop | Away - Hamden Ice Rink [Directions] | 7:00 p.m. | L 8-0 | |
| Sat., 12/7 | JV Girls Ice Hockey | Hamden Coop | Away - Hamden Ice Rink [Directions] | 7:00 p.m. | ||
| Tue., 12/10 | V Boys Basketball | Griswold (Scrim.) | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/11 | V Boys Indoor Track | Coginchaug, Haddam-Killingworth, Morgan, Cromwell (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Wed., 12/11 | V Girls Basketball | Old Lyme | Away - Old Lyme High School [Directions] | 7:00 p.m. | W 51-48 | |
| Wed., 12/11 | JV Girls Basketball | Old Lyme | Away - Old Lyme High School [Directions] | 5:30 p.m. | ||
| Wed., 12/11 | V Girls Indoor Track | SHORELINE DEV | Away | 4:00 p.m. | ||
| Thu., 12/12 | V Boys Basketball | East Lyme (Scrim.) | Home - Old Saybrook Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 12/13 | V Girls Basketball | Haddam-Killingworth | Home - Old Saybrook Gymnasium [Directions] | 7:00 p.m. | L 45-54 | |
| Fri., 12/13 | JV Girls Basketball | Haddam-Killingworth | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 12/14 | V Boys Ice Hockey | Jamboree | Home - DiLungo Rink [Directions] | 10:15 a.m. | ||
| Mon., 12/16 | V Boys Basketball | Griswold (Scrim.) | Home - Old Saybrook High School [Directions] | 5:45 p.m. | ||
| Mon., 12/16 | V Girls Basketball | Portland | Away - Portland High School [Directions] | 7:00 p.m. | W 64-33 | |
| Mon., 12/16 | JV Girls Basketball | Portland | Away - Portland High School [Directions] | 5:30 p.m. | ||
| Wed., 12/18 | V Boys Basketball | Portland | Away - Portland High School [Directions] | 7:00 p.m. | W 55-40 | |
| Wed., 12/18 | JV Boys Basketball | Portland | Away - Portland High School [Directions] | 5:30 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | Trumbull | Away - Shelton Rinks [Directions] | 7:30 p.m. | W 5-4 | |
| Wed., 12/18 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Northford Ice Pavilion [Directions] | 4:00 p.m. | L 4-2 | |
| Wed., 12/18 | JV Girls Ice Hockey | Trumbull/St. Joseph | Home - Northford Ice Pavilion [Directions] | 4:00 p.m. | ||
| Fri., 12/20 | V Girls Basketball | Valley Regional | Home - Old Saybrook Gymnasium [Directions] | 7:00 p.m. | W 68-37 | |
| Fri., 12/20 | JV Girls Basketball | Valley Regional | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/20 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Rink [Directions] | 6:15 p.m. | W 2-1 | |
| Fri., 12/20 | JV Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Rink [Directions] | 6:15 p.m. | ||
| Sat., 12/21 | V Boys Basketball | Valley Regional | Home - Old Saybrook High School [Directions] | 7:00 p.m. | W 52-50 | |
| Sat., 12/21 | JV Boys Basketball | Valley Regional | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Sat., 12/21 | FR Boys Basketball | Portland | Home - Old Saybrook Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/21 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - DiLungo Rink [Directions] | 12:00 p.m. | W 2-0 | |
| Mon., 12/23 | V Boys Basketball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 7:00 p.m. | L 43-44OT | |
| Mon., 12/23 | JV Boys Basketball | Waterford | Away - Francis X. Sweeney Field House [Directions] | 5:30 p.m. | ||
| Mon., 12/23 | V Boys Ice Hockey | Stamford | Home - DiLungo Rink [Directions] | 6:00 p.m. | W 9-1 | |
| Fri., 12/27 | V Boys Basketball | Morgan | Away - Morgan HS [Directions] | 7:00 p.m. | W 65-45 | |
| Fri., 12/27 | JV Boys Basketball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | ||
| Fri., 12/27 | FR Boys Basketball | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | ||
| Fri., 12/27 | V Boys Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | 1:15 p.m. | W 6-0 | |
| Fri., 12/27 | V Girls Gymnastics | Tri-Meet | Away - Flip Flop | 10:00 p.m. | 124.35 | HK/HR/OS, Valley, Stonington |
| Sat., 12/28 | FR Boys Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 10:30 a.m. | ||
| Sat., 12/28 | V Boys Ice Hockey | Wilton | Home - DiLungo Rink [Directions] | 12:00 p.m. | W 5-0 | |
| Mon., 12/30 | V Boys Basketball | Creed | Home - Old Saybrook High School [Directions] | 7:00 p.m. | W 48-43 | |
| Mon., 12/30 | JV Boys Basketball | Creed | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Mon., 12/30 | V Boys Ice Hockey | Daniel Hand | Away - Northford Ice Pavilion [Directions] | 4:00 p.m. | W 8-5 | |
| Mon., 12/30 | V Boys Indoor Track | JACK LONG INVT | Away | 11:00 a.m. | hilhouse | |
| Mon., 12/30 | V Girls Basketball | Plainfield | Home - Old Saybrook Gymnasium [Directions] | 3:45 p.m. | L 50-59 | |
| Mon., 12/30 | JV Girls Basketball | Plainfield | Home - Old Saybrook Gymnasium [Directions] | 2:00 p.m. | ||
| Mon., 12/30 | V Girls Indoor Track | Jack Long | Away | 11:00 a.m. | ||
| Sat., 1/4 | V Boys Basketball | Westbrook | Away - Wesrbrook H.S. [Directions] | 5:30 p.m. | L 53-62 | |
| Sat., 1/4 | FR Boys Basketball | East Hampton | Away - East Hampton High School [Directions] | 9:00 a.m. | ||
| Sat., 1/4 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | 1:00 p.m. | W 6-2 | |
| Sat., 1/4 | V Boys Indoor Track | SHORELINE COACHES INVT | Away | 10:00 a.m. | hillhouse | |
| Sat., 1/4 | V Girls Basketball | Westbrook | Away - Wesrbrook H.S. [Directions] | 7:00 p.m. | W 47-45 | |
| Sat., 1/4 | V Girls Gymnastics | Five Team Meet | Away - Shoreline Gymnastics - Old Saybrook | 6:45 p.m. | Cancelled | HK/HR/OS, Valley, Old Lyme, East Lyme |
| Sat., 1/4 | V Girls Ice Hockey | Guilford Coop | Home - Northford Ice Pavilion [Directions] | 4:40 p.m. | L 5-1 | |
| Sat., 1/4 | JV Girls Ice Hockey | Guilford Coop | Home - Northford Ice Pavilion [Directions] | 4:40 p.m. | ||
| Sat., 1/4 | V Girls Indoor Track | SHORELINE COACHES INVT | Away | 10:00 a.m. | ||
| Mon., 1/6 | JV Boys Ice Hockey | Guilford | Home - DiLungo Rink [Directions] | 3:30 p.m. | ||
| Tue., 1/7 | V Boys Indoor Track | Bacon Academy | Away [Directions] | 4:00 p.m. | Weslyan | |
| Tue., 1/7 | V Boys Swimming and Diving | Xavier, Cheshire | Away - Freeman Athletic Center, Wesleyan University [Directions] | 7:00 p.m. | w/ Cheshire | |
| Tue., 1/7 | V Girls Basketball | Coginchaug | Home - Old Saybrook Gymnasium [Directions] | 7:00 p.m. | L 39-47 | |
| Tue., 1/7 | JV Girls Basketball | Coginchaug | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/7 | V Girls Indoor Track | Bacon Academy | Away [Directions] | TBA | ||
| Wed., 1/8 | V Boys Ice Hockey | Westhill/Stamford | Home - DiLungo Rink [Directions] | 6:00 p.m. | W 7-1 | |
| Wed., 1/8 | V Girls Ice Hockey | East Catholic Coop | Away [Directions] | 3:50 p.m. | L 6-1 | |
| Wed., 1/8 | JV Girls Ice Hockey | East Catholic Coop | Away [Directions] | 3:50 p.m. | ||
| Thu., 1/9 | V Girls Basketball | Creed | Home - Old Saybrook Gymnasium [Directions] | 6:30 p.m. | W 60-44 | |
| Thu., 1/9 | V Girls Gymnastics | Quad Meet | Away - ABC | 6:45 p.m. | 131.80 | HK/HR/OS, Valley, Old Lyme, East Lyme |
| Fri., 1/10 | V Boys Basketball | Hale Ray | Home - Old Saybrook High School [Directions] | 7:00 p.m. | W 70-62 | |
| Fri., 1/10 | JV Boys Basketball | Westbrook | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/10 | JV Boys Basketball | Westbrook | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/10 | V Boys Swimming and Diving | Hamden | Away - HHS Pool [Directions] | 4:00 p.m. | ||
| Sat., 1/11 | FR Boys Basketball | Coginchaug | Home - Old Saybrook High School [Directions] | 10:00 a.m. | ||
| Sat., 1/11 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | 5:15 p.m. | L 3-6 | |
| Sat., 1/11 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven [Directions] | 3:30 p.m. | L 6-5 | |
| Sat., 1/11 | JV Girls Ice Hockey | West Haven/SHA | Away - West Haven [Directions] | 3:30 p.m. | ||
| Mon., 1/13 | V Girls Basketball | Hale Ray | Home - Old Saybrook Gymnasium [Directions] | 7:00 p.m. | W 63-34 | |
| Mon., 1/13 | JV Girls Basketball | Hale Ray | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Mon., 1/13 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | 7:30 p.m. | L 5-1 | |
| Mon., 1/13 | JV Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | 7:30 p.m. | ||
| Tue., 1/14 | V Boys Indoor Track | Portland, Old Lyme, Creed | Away [Directions] | 4:00 p.m. | hillhouse | |
| Tue., 1/14 | V Girls Indoor Track | Hale Ray, Old Lyme, Portland, Creed | Away [Directions] | 4:00 p.m. | ||
| Wed., 1/15 | V Boys Swimming and Diving | Lyman Hall | Away - Sheehan Pool [Directions] | 4:00 p.m. | ||
| Wed., 1/15 | V Girls Ice Hockey | Simsbury | Home - Northford Ice Pavilion [Directions] | 4:00 p.m. | L 7-0 | |
| Wed., 1/15 | JV Girls Ice Hockey | Simsbury | Home - Northford Ice Pavilion [Directions] | 4:00 p.m. | ||
| Thu., 1/16 | V Girls Gymnastics | Quad Meet | Away - Shoreline Gymnastics - Old Saybrook | 6:45 p.m. | ||
| Fri., 1/17 | V Boys Indoor Track | HK IVIT | Away | 3:45 p.m. | hillhouse | |
| Fri., 1/17 | V Girls Basketball | Morgan | Away - Morgan HS [Directions] | 4:30 p.m. | L 40-49 | |
| Fri., 1/17 | JV Girls Basketball | Morgan | Away - Morgan HS [Directions] | 3:15 p.m. | ||
| Fri., 1/17 | V Girls Indoor Track | HK invite | Away | 3:30 a.m. | hillhouse | |
| Sat., 1/18 | FR Boys Basketball | Westbrook | Home - Old Saybrook Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 1/18 | V Boys Ice Hockey | Guilford | Home - DiLungo Rink [Directions] | 12:00 p.m. | W 8-4 | |
| Mon., 1/20 | V Boys Basketball | East Hampton | Home - Old Saybrook High School [Directions] | 4:30 p.m. | L 50-51 | |
| Mon., 1/20 | JV Boys Basketball | East Hampton | Home - Old Saybrook High School [Directions] | 3:00 p.m. | ||
| Mon., 1/20 | JV Boys Ice Hockey | Hamden | Home - DiLungo Rink [Directions] | 5:00 p.m. | ||
| Mon., 1/20 | V Girls Basketball | East Hampton | Home - Old Saybrook Gymnasium [Directions] | 1:00 p.m. | W 43-29 | |
| Mon., 1/20 | JV Girls Basketball | East Hampton | Home - Old Saybrook Gymnasium [Directions] | 11:30 a.m. | ||
| Mon., 1/20 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Northford Ice Pavilion [Directions] | 1:30 p.m. | L 2-1 | |
| Mon., 1/20 | JV Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Northford Ice Pavilion [Directions] | 1:30 p.m. | ||
| Wed., 1/22 | V Boys Ice Hockey | Amity | Home - DiLungo Rink [Directions] | 6:00 p.m. | W 4-3 | |
| Thu., 1/23 | JV Girls Basketball | Cromwell | Away [Directions] | 5:30 p.m. | Cancelled | |
| Fri., 1/24 | V Boys Basketball | Cromwell | Away - Cromwell High School [Directions] | 7:00 p.m. | L 36-58 | |
| Fri., 1/24 | V Boys Indoor Track | Creed, Portland, Old Lyme | Away | 4:00 p.m. | hillhouse | |
| Fri., 1/24 | V Boys Swimming and Diving | Milford Boys Swimming & Diving Team | Away - Foran High School [Directions] | 5:00 p.m. | ||
| Fri., 1/24 | V Girls Basketball | Cromwell | Away - Cromwell High School [Directions] | 5:00 p.m. | L 31-53 | |
| Fri., 1/24 | V Girls Gymnastics | Old Lyme | Away - Lyme-Old Lyme HS [Directions] | 3:30 p.m. | 130.65 | |
| Fri., 1/24 | V Girls Ice Hockey | Branford | Away - East Haven [Directions] | 6:35 p.m. | L 6-0 | |
| Fri., 1/24 | JV Girls Ice Hockey | Branford | Away - East Haven [Directions] | 6:35 p.m. | ||
| Sat., 1/25 | FR Boys Basketball | North Branford | Away - North Branford High School [Directions] | 10:00 a.m. | ||
| Sat., 1/25 | V Boys Ice Hockey | Norwich Free Academy | Away - Norwich Ice Rink [Directions] | 7:00 p.m. | W 8-2 | |
| Sat., 1/25 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Northford Ice Pavilion [Directions] | 6:30 p.m. | L 2-1 | |
| Sat., 1/25 | JV Girls Ice Hockey | Notre Dame-Fairfield | Home - Northford Ice Pavilion [Directions] | 6:30 p.m. | ||
| Mon., 1/27 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - DiLungo Rink [Directions] | 3:15 p.m. | ||
| Mon., 1/27 | V Girls Basketball | North Branford | Home - Old Saybrook High School [Directions] | 7:00 p.m. | W 52-33 | |
| Mon., 1/27 | JV Girls Basketball | North Branford | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Tue., 1/28 | V Boys Basketball | North Branford | Away - North Branford High School [Directions] | 7:00 p.m. | W 66-49 | |
| Tue., 1/28 | JV Boys Basketball | North Branford | Away - North Branford High School [Directions] | 5:30 p.m. | ||
| Tue., 1/28 | V Boys Swimming and Diving | Shelton | Away - Shelton Community Center Pool [Directions] | 3:30 p.m. | ||
| Wed., 1/29 | FR Boys Basketball | Haddam-Killingworth | Home - Old Saybrook Gymnasium [Directions] | 7:15 p.m. | ||
| Wed., 1/29 | V Boys Ice Hockey | Northwest Catholic | Home - DiLungo Rink [Directions] | 6:00 p.m. | W 3-1 | |
| Wed., 1/29 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away [Directions] | 4:50 p.m. | L 7-4 | |
| Wed., 1/29 | JV Girls Ice Hockey | Stamford/Westhill/Staples | Away [Directions] | 4:50 p.m. | ||
| Thu., 1/30 | V Girls Basketball | Cromwell | Home - Old Saybrook Gymnasium [Directions] | 7:00 p.m. | L 36-51 | |
| Thu., 1/30 | JV Girls Basketball | Cromwell | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 1/30 | V Girls Gymnastics | Tri Meet | Away - Flip Flop | 3:30 p.m. | 128.85 | HK/HR/OS, Valley, NFA |
| Fri., 1/31 | V Boys Basketball | Cromwell | Home - Old Saybrook Gymnasium [Directions] | 7:00 p.m. | L 41-49 | |
| Fri., 1/31 | JV Boys Basketball | Cromwell | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/31 | V Boys Swimming and Diving | Branford | Away - Walsh Intermediate School - pool [Directions] | 4:00 p.m. | ||
| Sat., 2/1 | FR Boys Basketball | North Branford | Home - Old Saybrook Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/1 | V Boys Ice Hockey | Xavier | Home - DiLungo Rink [Directions] | 12:00 p.m. | L 2-5 | |
| Sat., 2/1 | V Boys Indoor Track | SHORELINE CHAMP | Away | 10:00 a.m. | hillhouse | |
| Sat., 2/1 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Shelton [Directions] | 7:05 p.m. | L 5-1 | |
| Sat., 2/1 | JV Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Shelton [Directions] | 7:05 p.m. | ||
| Sat., 2/1 | V Girls Indoor Track | SHORELINE CHAMP | Away | 10:00 a.m. | ||
| Mon., 2/3 | JV Boys Ice Hockey | Guilford | Away - East Haven Ice Rink [Directions] | 3:30 p.m. | Cancelled | |
| Tue., 2/4 | V Boys Basketball | Morgan | Home - Old Saybrook High School [Directions] | 7:00 p.m. | W 64-52 | |
| Tue., 2/4 | JV Boys Basketball | Morgan | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Thu., 2/6 | V Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | L 33-37 | |
| Thu., 2/6 | JV Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Thu., 2/6 | V Girls Gymnastics | Dual Meet | Away - Flip Flop | 6:45 p.m. | 129.45 | HK/HR/OS, Valley |
| Fri., 2/7 | V Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | W 48-40 | |
| Fri., 2/7 | JV Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Fri., 2/7 | V Boys Swimming and Diving | East Lyme NFA | Home - Madison Swim and Racquet Club [Directions] | 7:00 p.m. | ||
| Fri., 2/7 | JV Girls Ice Hockey | Hall/Conard | Away - Kingswood Oxford [Directions] | 8:30 p.m. | ||
| Sat., 2/8 | FR Boys Basketball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 12:00 p.m. | ||
| Sat., 2/8 | V Girls Basketball | Old Lyme | Home - Old Saybrook Gymnasium [Directions] | 7:00 p.m. | W 50-48 | |
| Sat., 2/8 | JV Girls Basketball | Old Lyme | Home - Old Saybrook Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 2/10 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - DiLungo Rink [Directions] | 3:15 p.m. | ||
| Mon., 2/10 | V Girls Basketball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 7:00 p.m. | W 51-43 | |
| Mon., 2/10 | JV Girls Basketball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 5:30 p.m. | ||
| Mon., 2/10 | V Girls Ice Hockey | Hamden Coop | Home - Northford Ice Pavilion [Directions] | 3:30 p.m. | L 9-0 | |
| Tue., 2/11 | V Boys Basketball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 7:30 p.m. | L 42-51 | |
| Tue., 2/11 | JV Boys Basketball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 6:00 p.m. | ||
| Tue., 2/11 | V Boys Swimming and Diving | Jonathan Law | Away - Foran Pool [Directions] | 6:00 p.m. | ||
| Wed., 2/12 | FR Boys Basketball | Morgan | Away - Morgan HS [Directions] | 5:45 p.m. | ||
| Wed., 2/12 | V Boys Ice Hockey | Hamden | Home - DiLungo Rink [Directions] | 6:00 p.m. | W 10-4 | |
| Wed., 2/12 | V Girls Basketball | Morgan | Home - Old Saybrook Gymnasium [Directions] | 5:00 p.m. | L 35-51 | |
| Wed., 2/12 | V Girls Gymnastics | Tri Meet | Away - Shoreline Gymnastics - Old Saybrook | 6:45 p.m. | 130.55 | HK/HR/OS, Valley, Hand |
| Wed., 2/12 | V Girls Ice Hockey | Lauralton Hall | Home - Northford Ice Pavilion [Directions] | 6:00 p.m. | W 8-0 | |
| Wed., 2/12 | JV Girls Ice Hockey | Lauralton Hall | Home - Northford Ice Pavilion [Directions] | 6:00 p.m. | ||
| Thu., 2/13 | V Girls Ice Hockey | Branford | Away - Northford Ice Pavilion [Directions] | 7:10 p.m. | Cancelled | JV Game |
| Thu., 2/13 | JV Girls Ice Hockey | Branford | Away - Northford Ice Pavilion [Directions] | 7:10 p.m. | Cancelled | JV Game |
| Fri., 2/14 | V Boys Basketball | North Branford | Home - Old Saybrook High School [Directions] | 7:00 p.m. | W 64-50 | |
| Fri., 2/14 | JV Boys Basketball | North Branford | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Fri., 2/14 | V Girls Basketball | North Branford | Away - North Branford High School [Directions] | 7:00 p.m. | W 71-50 | |
| Fri., 2/14 | JV Girls Basketball | North Branford | Away - North Branford High School [Directions] | 5:30 p.m. | ||
| Mon., 2/17 | FR Boys Basketball | Westbrook | Away - Westbrook High School [Directions] | 6:00 p.m. | ||
| Mon., 2/17 | V Girls Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 7:00 p.m. | W 52-48 | |
| Mon., 2/17 | JV Girls Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 5:30 p.m. | ||
| Mon., 2/17 | V Girls Ice Hockey | Greenwich | Away - Greenwich [Directions] | 5:45 p.m. | ||
| Wed., 2/19 | FR Boys Basketball | Valley Regional | Home - Old Saybrook Gymnasium [Directions] | 5:00 p.m. | ||
| Wed., 2/19 | V Boys Swimming and Diving | Greater New Haven | Away - Gawrych Town Pool [Directions] | 4:00 p.m. | ||
| Thu., 2/20 | V Boys Basketball | Coginchaug | Home - Old Saybrook High School [Directions] | 7:00 p.m. | W 56-43 | |
| Thu., 2/20 | JV Boys Basketball | Coginchaug | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Thu., 2/20 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion [Directions] | 3:40 p.m. | W 5-2 | |
| Thu., 2/20 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | 5:00 p.m. | ||
| Fri., 2/21 | V Boys Basketball | Amistad | Home - Old Saybrook High School [Directions] | 5:30 p.m. | W 62-43 | |
| Fri., 2/21 | JV Boys Basketball | Amistad | Home - Old Saybrook High School [Directions] | 5:30 p.m. | Cancelled | |
| Fri., 2/21 | V Boys Swimming and Diving | Sheehan/Lyman Hall | Away - Sheehan HS Pool [Directions] | 4:00 p.m. | ||
| Fri., 2/21 | V Boys Swimming and Diving | Branford, Hamden | Away - Branford: Walsh Intermediate [Directions] | 4:00 p.m. | Cancelled | |
| Sat., 2/22 | V Boys Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 4:30 p.m. | L 51-63 | |
| Sat., 2/22 | JV Boys Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 3:00 p.m. | ||
| Sat., 2/22 | FR Boys Basketball | East Hampton | Home - Old Saybrook Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 2/22 | V Boys Ice Hockey | Trinity Catholic | Home - DiLungo Rink [Directions] | 12:00 p.m. | W 5-1 | |
| Sat., 2/22 | V Girls Ice Hockey | Lauralton Hall | Away - Milford [Directions] | 7:00 p.m. | ||
| Mon., 2/24 | V Boys Basketball | Old Lyme | Away - Old Lyme High School [Directions] | 7:00 p.m. | L 46-47 | |
| Mon., 2/24 | JV Boys Basketball | Old Lyme | Away - Old Lyme High School [Directions] | 5:30 p.m. | ||
| Mon., 2/24 | V Boys Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | 7:15 p.m. | L 3-6 | |
| Mon., 2/24 | V Girls Ice Hockey | Branford | Away [Directions] | 5:00 p.m. | ||
| Tue., 2/25 | V Boys Swimming and Diving | West Haven | Away - WHHS Pool [Directions] | 3:45 p.m. | ||
| Wed., 2/26 | V Boys Basketball | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 7:00 p.m. | W 58-52 OT | |
| Wed., 2/26 | JV Boys Basketball | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Wed., 2/26 | FR Boys Basketball | Creed | Away | TBA | ||
| Wed., 2/26 | V Boys Ice Hockey | Simsbury | Away - ISCC [Directions] | 7:30 p.m. | W 7-4 | |
| Sat., 3/1 | V Boys Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 4:00 p.m. | L 46-66 | |
| Mon., 3/3 | V Boys Swimming and Diving | SCC Qualifier | Away - North Haven | 4:00 p.m. | ||
| Mon., 3/3 | V Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | W 52-49 | |
| Tue., 3/4 | V Boys Ice Hockey | Fairfield Prep | Home - DiLungo Rink [Directions] | 6:00 p.m. | L 3-5 | |
| Tue., 3/4 | V Boys Swimming and Diving | SCC Diving | Away - Hamden | 4:00 p.m. | ||
| Wed., 3/5 | V Boys Swimming and Diving | SCC Championships | Away - SCSU | 6:00 p.m. | ||
| Thu., 3/6 | V Girls Basketball | Lewis Mills | Away - Lewis Mills H.S. [Directions] | 7:00 p.m. | L 35-55 | |
| Mon., 3/10 | V Boys Basketball | Coginchaug | Home - Old Saybrook High School [Directions] | 7:00 p.m. | L 36-48 | |
| Thu., 3/13 | V Boys Swimming and Diving | CIAC Class M Diving Trials/Finals | Away - Bulkeley HS [Directions] | 5:30 p.m. | ||
| Sat., 3/15 | V Boys Swimming and Diving | CIAC Class M Qualifying | Away - Walsh Intermediate School (Branford) [Directions] | 3:30 p.m. | 1:30pm dismissal | |
| Tue., 3/18 | V Boys Swimming and Diving | CIAC Class M Finals | Away - Wesleyan Univ. [Directions] | 3:00 p.m. | 1pm Dismissal for Qualifiers | |
| Thu., 3/20 | V Boys Swimming and Diving | CIAC Open Diving | Away - Middletown [Directions] | 5:30 p.m. | ||
| Sat., 3/22 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | ||
| Sat., 3/29 | V Boys Lacrosse | Hamden (Scrim.) | Away [Directions] | 10:30 a.m. | ||
| Tue., 4/1 | V Baseball | Norwich Tech (Scrim.) | Home - Old Saybrook High School [Directions] | 3:30 p.m. | ||
| Wed., 4/2 | V Girls Lacrosse | St. Bernard (Scrim.) | Home - Old Saybrook High School [Directions] | 4:00 p.m. | ||
| Wed., 4/2 | V Softball | East Lyme (Scrim.) | Home - Old Saybrook High School [Directions] | 4:00 p.m. | ||
| Thu., 4/3 | V Boys Lacrosse | Branford (Scrim.) | Away - Branford HS [Directions] | 7:00 p.m. | ||
| Thu., 4/3 | V Softball | Daniel Hand (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Fri., 4/4 | V Baseball | Wheeler (Scrim.) | Home - Old Saybook baseball field [Directions] | 3:45 p.m. | ||
| Fri., 4/4 | V Boys Outdoor Track | Westbrook (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Fri., 4/4 | V Girls Outdoor Track | Westbrook (Scrim.) | Away [Directions] | 3:45 p.m. | ||
| Fri., 4/4 | V Softball | St. Bernard (Scrim.) | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Fri., 4/4 | V Girls Tennis | Williams School (Scrim.) | Home [Directions] | 4:00 p.m. | ||
| Sat., 4/5 | V Baseball | New London (Scrim.) | Home - Old Saybrook High School [Directions] | 10:30 a.m. | ||
| Sat., 4/5 | V Boys Lacrosse | Rocky Hill (Scrim.) | Home - Old Saybrook High School [Directions] | 11:30 a.m. | ||
| Sat., 4/5 | V Girls Lacrosse | Granby Memorial (Scrim.) | Away - Granby Memorial High School [Directions] | 11:00 a.m. | ||
| Sat., 4/5 | V Softball | Wolcott (Scrim.) | Home - Westbrook High School [Directions] | 12:00 p.m. | ||
| Mon., 4/7 | V Baseball | Stonington (Scrim.) | Away - SHS Baseball field [Directions] | 3:45 p.m. | ||
| Mon., 4/7 | V Softball | Montville (Scrim.) | Home - Old Saybrook High School [Directions] | 4:00 p.m. | ||
| Wed., 4/9 | V Baseball | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 0-15 | |
| Wed., 4/9 | V Boys Lacrosse | Tolland | Away - Tolland High School [Directions] | 6:30 p.m. | L 9-6 | |
| Wed., 4/9 | JV Boys Lacrosse | Tolland | Away - Tolland High School [Directions] | 5:00 p.m. | Cancelled | |
| Wed., 4/9 | V Boys Outdoor Track | Morgan | Away - Peters Complex [Directions] | 3:45 p.m. | ||
| Wed., 4/9 | V Boys Tennis | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/9 | V Girls Outdoor Track | Morgan | Away - Peters Complex [Directions] | 3:45 p.m. | ||
| Wed., 4/9 | V Softball | Old Lyme | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 21-6 | |
| Wed., 4/9 | V Girls Tennis | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 3-4 | |
| Thu., 4/10 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Thu., 4/10 | V Girls Lacrosse | Old Lyme | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 12-10 | |
| Thu., 4/10 | JV Girls Lacrosse | Old Lyme | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Thu., 4/10 | JV Softball | Hale Ray | Home - Old Saybrook High School [Directions] | 4:00 p.m. | ||
| Fri., 4/11 | V Boys Lacrosse | Old Lyme | Away - Old Lyme High School [Directions] | 4:00 p.m. | L 4-15 | |
| Fri., 4/11 | JV Boys Lacrosse | Old Lyme | Away - Old Lyme High School [Directions] | 5:30 p.m. | ||
| Fri., 4/11 | V Softball | Old Lyme | Home - Wesrbrook H.S. [Directions] | 3:45 p.m. | W 16-12 | |
| Sat., 4/12 | V Boys Outdoor Track | East Hampton | Away [Directions] | 9:00 a.m. | ||
| Sat., 4/12 | V Boys Tennis | Valley Regional | Away - Valley Regional High School [Directions] | 1:30 p.m. | W 4-3 | |
| Sat., 4/12 | V Girls Outdoor Track | East Hampton | Away [Directions] | 9:00 a.m. | ||
| Sat., 4/12 | V Softball | Windsor Locks | Away - Windsor Locks High School [Directions] | 11:00 a.m. | L 14-16 | |
| Sat., 4/12 | V Girls Tennis | Valley Regional | Home - Old Saybrook High School [Directions] | 1:30 p.m. | L 3-4 | |
| Mon., 4/14 | V Baseball | ValleyReg/Westbrook | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 4-5 | |
| Mon., 4/14 | V Boys Tennis | Coginchaug | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 7-0 | |
| Mon., 4/14 | V Softball | North Branford | Home - Wesrbrook H.S. [Directions] | 3:45 p.m. | L 7-20(6) | |
| Mon., 4/14 | V Softball | Valley Regional | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 9-8 | |
| Mon., 4/14 | V Girls Tennis | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 4/16 | V Baseball | Creed | Home - Old Saybrook High School [Directions] | 1:30 p.m. | W 15-9 | |
| Wed., 4/16 | V Boys Tennis | East Hampton | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 4/16 | V Girls Tennis | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/17 | V Baseball | Westbrook | Away - Westbrook H.S. [Directions] | 3:00 p.m. | L 1-3 | |
| Thu., 4/17 | V Boys Lacrosse | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 10:30 a.m. | W 9-3 | |
| Thu., 4/17 | JV Boys Lacrosse | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 12:00 p.m. | ||
| Thu., 4/17 | V Girls Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 10:30 a.m. | W 11-9 | |
| Thu., 4/17 | JV Girls Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 12:00 p.m. | ||
| Thu., 4/17 | V Softball | Westbrook/Old Saybrook | Home - Old Saybrook HS [Directions] | 10:30 a.m. | W 10-1 | |
| Thu., 4/17 | V Softball | Old Saybrook | Away - Old Saybrook HS [Directions] | 10:30 a.m. | L 1-10 | |
| Fri., 4/18 | JV Baseball | Creed | Away - Bowen Field | 11:00 a.m. | ||
| Sat., 4/19 | V Boys Lacrosse | Rockville | Home - Old Saybrook High School [Directions] | 11:00 a.m. | L 11-8 | |
| Sat., 4/19 | JV Boys Lacrosse | Rockville | Home - Old Saybrook High School [Directions] | 12:30 p.m. | ||
| Sat., 4/19 | V Boys Outdoor Track | Plainfield Panther Invitational | Away - Plainfield HS | 9:30 a.m. | ||
| Sat., 4/19 | V Girls Outdoor Track | Plainfield Panther Invitational | Away - Plainfield HS | 9:30 a.m. | ||
| Mon., 4/21 | V Baseball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | L 5-6 | |
| Mon., 4/21 | V Softball | Hamden | Away - HHS Softball Field [Directions] | 3:45 p.m. | L 8-10 (9) | NL |
| Mon., 4/21 | V Softball | Portland | Away - Portland High School [Directions] | 4:15 p.m. | W 17-4(6) | |
| Tue., 4/22 | JV Baseball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | ||
| Tue., 4/22 | V Boys Golf | Portland | Away [Directions] | 2:30 p.m. | Portland 166
OS 209 [Detailed Results] | |
| Tue., 4/22 | V Boys Outdoor Track | Creed, Westbrook | Home - Westbrook High School [Directions] | 3:45 p.m. | ||
| Tue., 4/22 | V Boys Tennis | Portland | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 4/22 | V Girls Lacrosse | East Catholic | Away - East Catholic Lower Field [Directions] | 4:15 p.m. | W 18-8 | |
| Tue., 4/22 | JV Girls Lacrosse | East Catholic | Away - East Catholic Lower Field [Directions] | 5:30 p.m. | ||
| Tue., 4/22 | V Girls Outdoor Track | Creed, Westbrook | Away - Westbrook High School | 3:45 p.m. | ||
| Wed., 4/23 | V Baseball | Hale Ray | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 2-4 | |
| Wed., 4/23 | V Boys Golf | St. Bernard, Wheeler | Away - TBA [Directions] | 2:45 p.m. | Wheeler 214 St. Bernard 235 Old Saybrook 197 | |
| Wed., 4/23 | V Boys Tennis | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/23 | V Softball | Hale Ray | Home - Old Saybrook High School [Directions] | 4:00 p.m. | L 7-12 | |
| Wed., 4/23 | V Softball | East Hampton | Away - East Hampton High School [Directions] | 4:15 p.m. | L 6-7(12) | |
| Thu., 4/24 | JV Baseball | Hale Ray | Away - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Thu., 4/24 | V Boys Golf | Valley Regional | Away - Fox Hopyard CC [Directions] | 3:00 p.m. | Valley Regional 185 Old Saybrook 239 | |
| Thu., 4/24 | V Girls Lacrosse | Branford | Home - Old Saybrook High School [Directions] | 5:15 p.m. | W 13-8 | |
| Thu., 4/24 | JV Girls Lacrosse | Branford | Home - Old Saybrook High School [Directions] | 4:00 p.m. | ||
| Thu., 4/24 | V Softball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | L 2-14(6) | |
| Thu., 4/24 | JV Softball | Hale Ray | Away - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Thu., 4/24 | V Girls Tennis | Morgan | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 4/25 | V Baseball | Waterford | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 3-10 | |
| Fri., 4/25 | V Boys Outdoor Track | Stafford | Away [Directions] | 4:00 p.m. | ||
| Fri., 4/25 | V Boys Tennis | Westbrook | Home - Cavanaugh Park (Trask Rd) [Directions] | 3:45 p.m. | W 4-3 | |
| Fri., 4/25 | V Girls Outdoor Track | Stafford | Away [Directions] | 4:00 p.m. | ||
| Fri., 4/25 | V Softball | Wheeler | Away - Wheeler Softball Field [Directions] | 4:00 p.m. | L 3-13 | |
| Fri., 4/25 | V Girls Tennis | Westbrook | Away - Wesrbrook H.S. [Directions] | 3:45 p.m. | L 1-6 | |
| Sat., 4/26 | V Boys Lacrosse | Waterford | Away - Alumni Turf Field [Directions] | 10:30 a.m. | L 2-9 | |
| Sat., 4/26 | JV Boys Lacrosse | Waterford | Away - Alumni Turf Field [Directions] | 12:00 p.m. | ||
| Sat., 4/26 | V Girls Lacrosse | Fitch | Home - Old Saybrook High School [Directions] | 10:00 a.m. | W 19-10 | |
| Sat., 4/26 | JV Girls Lacrosse | Fitch | Home - Old Saybrook High School [Directions] | 11:30 a.m. | ||
| Mon., 4/28 | V Baseball | Morgan | Away - Indian River Complex [Directions] | 3:45 p.m. | L 6-7(10 innings) | |
| Mon., 4/28 | V Boys Tennis | Cromwell | Away - Cromwell High School [Directions] | 3:45 p.m. | W 4-3 | |
| Mon., 4/28 | V Girls Lacrosse | North Branford | Away - North Branford High School [Directions] | 6:30 p.m. | W 16-6 | |
| Mon., 4/28 | JV Girls Lacrosse | North Branford | Away - North Branford High School [Directions] | 5:00 p.m. | ||
| Mon., 4/28 | V Softball | Hale Ray | Away - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | L 3-10 | |
| Mon., 4/28 | V Softball | Portland | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 16-0 | |
| Mon., 4/28 | V Girls Tennis | Cromwell | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 4/29 | JV Baseball | Morgan | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Tue., 4/29 | V Boys Golf | Haddam-Killingworth | Home - fenwick [Directions] | 3:00 p.m. | H.K. 193 Old Saybrook 200 | |
| Tue., 4/29 | V Boys Lacrosse | RHAM | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 9-8 OT | |
| Tue., 4/29 | JV Boys Lacrosse | RHAM | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Tue., 4/29 | V Boys Outdoor Track | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:30 p.m. | ||
| Tue., 4/29 | V Boys Tennis | Old Lyme | Away - Old Lyme High School [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 4/29 | V Girls Outdoor Track | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 4/29 | JV Softball | Portland | Away - Brownstone Park Nolan Field [Directions] | 3:45 p.m. | ||
| Thu., 5/1 | V Boys Golf | East Hampton | Away - Banner Lodge Country Club [Directions] | 3:00 p.m. | East Hampton 179 Old Saybrook 239 | |
| Fri., 5/2 | V Baseball | Cromwell | Away - Cromwell High School [Directions] | 3:45 p.m. | L 2-6 | |
| Fri., 5/2 | V Boys Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | 4:00 p.m. | L 6-10 | |
| Fri., 5/2 | JV Boys Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | 5:30 p.m. | ||
| Fri., 5/2 | V Boys Tennis | Cromwell | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 5/2 | V Girls Lacrosse | Valley Regional | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 16-6 | |
| Fri., 5/2 | JV Girls Lacrosse | Valley Regional | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Fri., 5/2 | V Softball | Morgan | Home - Wesrbrook H.S. [Directions] | 3:45 p.m. | L 0-15 | |
| Fri., 5/2 | V Softball | Cromwell | Away - Cromwell High School [Directions] | 3:45 p.m. | W 6-3 | |
| Fri., 5/2 | V Girls Tennis | Cromwell | Away - Cromwell High School [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 5/3 | JV Baseball | Cromwell | Home - Old Saybrook High School [Directions] | 10:30 a.m. | ||
| Sat., 5/3 | V Boys Lacrosse | Ledyard-Griswold | Home - Old Saybrook High School [Directions] | 11:00 a.m. | L 5-15 | |
| Sat., 5/3 | JV Boys Lacrosse | Ledyard-Griswold | Home - Old Saybrook High School [Directions] | 12:30 p.m. | ||
| Sat., 5/3 | V Boys Outdoor Track | Coginchaug | Away [Directions] | 2:00 p.m. | ||
| Sat., 5/3 | V Boys Tennis | North Branford | Away - North Branford High School [Directions] | 2:00 p.m. | W 4-3 | |
| Sat., 5/3 | V Girls Outdoor Track | Coginchaug | Away [Directions] | 2:00 p.m. | ||
| Sat., 5/3 | V Softball | Hale Ray | Away - Hale-Ray HS, Lou Milardo Field [Directions] | 7:00 p.m. | L 3-4 | |
| Sat., 5/3 | JV Softball | Cromwell | Home - Old Saybrook High School [Directions] | 10:30 a.m. | ||
| Sat., 5/3 | V Girls Tennis | North Branford | Home - Old Saybrook High School [Directions] | 2:00 p.m. | W 6-1 | |
| Mon., 5/5 | V Baseball | North Branford | Away - North Branford High School [Directions] | 3:45 p.m. | L 5-13 | |
| Mon., 5/5 | V Boys Lacrosse | Old Lyme | Home - Old Saybrook High School [Directions] | 4:00 p.m. | L 4-9 | |
| Mon., 5/5 | JV Boys Lacrosse | Old Lyme | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Mon., 5/5 | V Boys Tennis | Westbrook | Away - Wesrbrook H.S. [Directions] | 3:45 p.m. | W 7-0 | |
| Mon., 5/5 | V Girls Lacrosse | Old Lyme | Away - Old Lyme High School [Directions] | 4:00 p.m. | W 15-11 | |
| Mon., 5/5 | JV Girls Lacrosse | Old Lyme | Away - Old Lyme High School [Directions] | 5:30 p.m. | ||
| Mon., 5/5 | V Softball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 3-10 | |
| Mon., 5/5 | V Girls Tennis | Westbrook | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 1-6 | |
| Tue., 5/6 | JV Baseball | North Branford | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Boys Outdoor Track | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Girls Lacrosse | East Catholic | Home - Old Saybrook High School [Directions] | 4:15 p.m. | W 13-7 | |
| Tue., 5/6 | JV Girls Lacrosse | East Catholic | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Tue., 5/6 | V Girls Outdoor Track | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Softball | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 5/6 | V Softball | Portland | Away - Portland High School [Directions] | 7:00 p.m. | W 13-1 | |
| Tue., 5/6 | JV Softball | Haddam-Killingworth | Home - Westbrook H.S. [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | JV Softball | Portland | Away - Portland High School [Directions] | 4:15 p.m. | Cancelled | |
| Wed., 5/7 | V Baseball | Cromwell | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 1-8 | |
| Wed., 5/7 | V Boys Golf | Fishers Island Tournament | Away - Fisher Island Course | 12:45 p.m. | ||
| Wed., 5/7 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | 7:00 p.m. | W 8-7 OT | |
| Wed., 5/7 | JV Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | 5:30 p.m. | ||
| Wed., 5/7 | V Boys Tennis | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 5/7 | V Softball | Portland | Home - Wesrbrook H.S. [Directions] | 4:15 p.m. | W 16-3(5) | |
| Wed., 5/7 | V Girls Tennis | Coginchaug | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 4-3 | |
| Thu., 5/8 | V Boys Golf | Hale Ray | Away - Fox Hopyard [Directions] | 3:00 p.m. | Hale Ray: 187 Old Saybrook: 214 | |
| Fri., 5/9 | V Baseball | Morgan | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 3-6 | |
| Fri., 5/9 | V Boys Tennis | Morgan | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 5/9 | V Softball | Old Lyme | Away - Old Lyme High School [Directions] | 4:00 p.m. | W 18-12 | |
| Sat., 5/10 | JV Baseball | Morgan | Away - Morgan HS [Directions] | 1:00 p.m. | ||
| Sat., 5/10 | V Boys Outdoor Track | RUNNIN RAMS | Home - Old Saybrook High School [Directions] | 8:30 a.m. | ||
| Sat., 5/10 | V Girls Outdoor Track | RUNNIN RAMS | Home - Old Saybrook High School [Directions] | 8:30 a.m. | ||
| Sat., 5/10 | JV Softball | Morgan | Away - Peters Complex [Directions] | 10:30 a.m. | ||
| Mon., 5/12 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 0-5 | |
| Mon., 5/12 | V Boys Golf | Coginchaug | Home - fenwick [Directions] | 3:30 p.m. | Coginchaug 180 Old Saybrook 195 | |
| Mon., 5/12 | V Boys Lacrosse | Morgan | Home - Old Saybrook High School [Directions] | 4:00 p.m. | L 3-6 | |
| Mon., 5/12 | JV Boys Lacrosse | Morgan | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Mon., 5/12 | V Girls Lacrosse | Morgan | Away - Indian River Complex [Directions] | 4:00 p.m. | W 20-13 | |
| Mon., 5/12 | JV Girls Lacrosse | Morgan | Away - Indian River Complex [Directions] | 5:30 p.m. | ||
| Mon., 5/12 | V Softball | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 7-8 (9) | |
| Tue., 5/13 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 5/13 | V Boys Outdoor Track | Coginchaug, Hale Ray | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Tue., 5/13 | V Boys Tennis | Valley Regional | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 5/13 | V Girls Outdoor Track | Coginchaug, Hale Ray | Home - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Tue., 5/13 | JV Softball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Tue., 5/13 | V Girls Tennis | Valley Regional | Away - Valley Regional High School [Directions] | 3:45 p.m. | L 2-5 | |
| Wed., 5/14 | V Baseball | Coginchaug | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 2-1 (11 innings) | |
| Wed., 5/14 | V Boys Golf | Morgan | Away - Clinton CC [Directions] | 3:00 p.m. | Morgan: 169 Old Saybrook: 206 | |
| Wed., 5/14 | V Boys Tennis | Portland | Away - Portland High School [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 5/14 | V Softball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:15 p.m. | W 2-1 | |
| Wed., 5/14 | V Softball | East Hampton | Home - Wesrbrook H.S. [Directions] | 4:15 p.m. | W 9-2 | |
| Wed., 5/14 | V Girls Tennis | Old Lyme | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 3-4 | |
| Thu., 5/15 | V Baseball | East Hampton | Home - Old Saybrook High School [Directions] | 4:30 p.m. | L 1-6 | |
| Thu., 5/15 | JV Baseball | Coginchaug | Home - Old Saybrook High School [Directions] | 3:45 p.m. | Cancelled | |
| Thu., 5/15 | V Boys Golf | Hale Ray | Home - fenwick [Directions] | 3:00 p.m. | Hale Ray: 190 Old Saybrook: 199 | |
| Thu., 5/15 | V Girls Lacrosse | North Branford | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 17-6 | |
| Thu., 5/15 | JV Girls Lacrosse | North Branford | Home - Old Saybrook High School [Directions] | 5:15 p.m. | ||
| Thu., 5/15 | V Softball | North Branford | Away - Totoket Park [Directions] | 3:45 p.m. | L 2-6 | |
| Thu., 5/15 | V Softball | Hale Ray | Home - Westbrook H.S. [Directions] | 4:15 p.m. | L 0-3 | |
| Thu., 5/15 | V Girls Tennis | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 5/16 | V Softball | Valley Regional | Home - Wesrbrook H.S. [Directions] | 3:45 p.m. | W 5-3 | |
| Sat., 5/17 | V Baseball | North Branford | Home - Old Saybrook High School [Directions] | 3:00 p.m. | L 0-1 | |
| Mon., 5/19 | V Baseball | ValleyReg/Westbrook | Away - Valley Regional High School [Directions] | 3:45 p.m. | L 1-4 | |
| Mon., 5/19 | V Boys Golf | Old Lyme | Away [Directions] | 3:00 p.m. | Old Lyme: 189 Old Saybrook: 194 | |
| Mon., 5/19 | V Boys Lacrosse | Valley Regional | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 6-5 | |
| Mon., 5/19 | JV Boys Lacrosse | Valley Regional | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Mon., 5/19 | V Girls Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | 4:00 p.m. | W 16-5 | |
| Mon., 5/19 | JV Girls Lacrosse | Valley Regional | Away - Valley Regional High School [Directions] | 5:30 p.m. | ||
| Mon., 5/19 | V Softball | East Hampton | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 4-3 | |
| Mon., 5/19 | V Girls Tennis | North Branford | Away - North Branford High School [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/20 | JV Baseball | ValleyReg/Westbrook | Home - Old Saybrook High School [Directions] | 4:00 p.m. | ||
| Tue., 5/20 | JV Baseball | ValleyReg/Westbrook | Home - Old Saybrook High School [Directions] | 4:00 p.m. | Cancelled | |
| Tue., 5/20 | V Boys Golf | Old Lyme | Home - fenwick [Directions] | 3:00 p.m. | Old Lyme: 190 Old Saybrook: 191 | |
| Tue., 5/20 | V Boys Lacrosse | Suffield-Windsor Locks | Home - Old Saybrook High School [Directions] | 4:30 p.m. | W 13-8 | |
| Tue., 5/20 | JV Boys Lacrosse | Suffield-Windsor Locks | Home - Old Saybrook High School [Directions] | 6:00 p.m. | ||
| Tue., 5/20 | V Boys Outdoor Track | Valley Regional, Old Lyme | Away [Directions] | 3:45 p.m. | ||
| Tue., 5/20 | V Girls Lacrosse | Lyman Hall | Away - Lyman Hall HS Field 2 [Directions] | 3:45 p.m. | W 20-5 | |
| Tue., 5/20 | JV Girls Lacrosse | Lyman Hall | Away - Lyman Hall HS Field 2 [Directions] | 5:15 p.m. | ||
| Tue., 5/20 | V Girls Outdoor Track | Valley Regional, Old Lyme | Away [Directions] | 3:45 p.m. | ||
| Tue., 5/20 | V Softball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | W 11-2 | NL |
| Tue., 5/20 | V Girls Tennis | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 3-4 | |
| Wed., 5/21 | V Baseball | Old Lyme | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 3-18 | |
| Wed., 5/21 | V Boys Golf | North Branford | Home - fenwick [Directions] | 3:00 p.m. | Old Saybrook: 192 North Branford: 193 | |
| Wed., 5/21 | V Boys Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | W 12-4 | |
| Wed., 5/21 | JV Boys Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Wed., 5/21 | V Boys Tennis | Old Lyme | Home - Old Saybrook High School [Directions] | 3:45 p.m. | L 3-4 | |
| Wed., 5/21 | V Girls Lacrosse | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 18-7 | |
| Wed., 5/21 | JV Girls Lacrosse | Haddam-Killingworth | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Wed., 5/21 | V Softball | Old Saybrook | Home - Westbrook H.S. [Directions] | 3:45 p.m. | L 2-13 | |
| Wed., 5/21 | V Softball | Westbrook/Old Saybrook | Away - Westbrook H.S. [Directions] | 3:45 p.m. | W 13-3 | |
| Wed., 5/21 | JV Softball | Old Saybrook | Home - Westbrook H.S. [Directions] | 5:30 p.m. | ||
| Wed., 5/21 | JV Softball | Westbrook/Old Saybrook | Away - Westbrook H.S. [Directions] | 5:30 p.m. | Cancelled | |
| Wed., 5/21 | V Girls Tennis | Old Lyme | Away - Old Lyme High School [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 5/23 | V Boys Outdoor Track | Valley Regional | Away [Directions] | 3:30 p.m. | ||
| Fri., 5/23 | V Boys Tennis | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | W 7-0 | |
| Fri., 5/23 | V Girls Lacrosse | Waterford | Away - Alumni Turf Field [Directions] | 4:00 p.m. | W 19-8 | |
| Fri., 5/23 | JV Girls Lacrosse | Waterford | Away - Alumni Turf Field [Directions] | 5:30 p.m. | ||
| Fri., 5/23 | V Girls Outdoor Track | Valley Regional | Away [Directions] | 3:30 p.m. | ||
| Fri., 5/23 | V Softball | Old Lyme | Away - Old Lyme High School [Directions] | 3:30 p.m. | W 14-2 | |
| Fri., 5/23 | V Softball | Cromwell | Away - Cromwell High School [Directions] | 3:45 p.m. | L 1-3 | |
| Fri., 5/23 | V Girls Tennis | East Hampton | Home - Old Saybrook High School [Directions] | 3:45 p.m. | W 7-0 | |
| Sat., 5/24 | V Baseball | Portland | Away - Portland High School [Directions] | 10:30 a.m. | W 2-0 | |
| Sat., 5/24 | V Baseball | Westbrook | Home - Old Saybrook High School [Directions] | 2:00 p.m. | L 3-6 | |
| Sat., 5/24 | V Boys Lacrosse | RHAM | Away - RHAM High School Athletic Complex [Directions] | 10:00 a.m. | W 10-4 | |
| Sat., 5/24 | JV Boys Lacrosse | RHAM | Away - RHAM High School Athletic Complex [Directions] | 11:30 a.m. | ||
| Sat., 5/24 | V Boys Tennis | North Branford | Home - Old Saybrook High School [Directions] | 10:00 a.m. | W 5-2 | |
| Sat., 5/24 | V Softball | Morgan | Home - Old Saybrook High School [Directions] | 11:00 a.m. | W 4-2 | |
| Tue., 5/27 | V Boys Tennis | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:00 p.m. | W 7-0 | |
| Tue., 5/27 | V Softball | Hillhouse | Home - Wesrbrook H.S. [Directions] | 3:30 p.m. | W 12-0(5) | |
| Tue., 5/27 | V Softball | Career Magnet | Home - Wesrbrook H.S. [Directions] | 5:30 p.m. | W 6-2 | |
| Tue., 5/27 | V Softball | East Lyme | Away - Veteran's Memorial Field - Niantic [Directions] | 7:00 p.m. | L 2-9 | NL |
| Wed., 5/28 | V Boys Lacrosse | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | W 5-4(OT) | |
| Wed., 5/28 | JV Boys Lacrosse | Morgan | Away - Indian River Complex [Directions] | 5:00 p.m. | ||
| Wed., 5/28 | V Boys Outdoor Track | Coginchaug, Westbrook, Morgan, Valley Regional | Away - Westbrook HS [Directions] | 2:00 p.m. | ||
| Wed., 5/28 | V Boys Tennis | Shoreline Conference Tournament | Away - TBA | 9:00 a.m. | ||
| Wed., 5/28 | V Girls Lacrosse | Morgan | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 21-3 | |
| Wed., 5/28 | JV Girls Lacrosse | Morgan | Home - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Wed., 5/28 | V Girls Outdoor Track | Coginchaug, Westbrook, East Hampton, Morgan | Away - Westbrook HS [Directions] | 2:00 p.m. | ||
| Wed., 5/28 | V Softball | Valley Regional | Away - Valley Regional High School [Directions] | 3:45 p.m. | W 2-0 | NL |
| Wed., 5/28 | V Girls Tennis | Shoreline Conference Tournament | Away - TBA | 9:00 a.m. | ||
| Thu., 5/29 | V Boys Golf | Cromwell | Away - TPC [Directions] | 2:30 p.m. | Cromwell: 161 Old Saybrook: 199 | |
| Thu., 5/29 | V Boys Tennis | Shoreline Conference Finals | Away - TBA | 10:00 a.m. | ||
| Thu., 5/29 | V Softball | Coginchaug | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 4-3 | |
| Thu., 5/29 | V Girls Tennis | Shoreline Conference Finals | Away - TBA | 10:00 a.m. | ||
| Fri., 5/30 | V Boys Golf | Portland | Home - Fenwick [Directions] | 3:00 p.m. | Portland: 167 Old Saybrook: 182 | |
| Fri., 5/30 | V Softball | Morgan | Away - Peters Complex [Directions] | 3:00 p.m. | L 7-14 | |
| Sat., 5/31 | V Boys Lacrosse | Sheehan | Home - Old Saybrook High School [Directions] | 12:00 p.m. | W 11-8 | |
| Sat., 5/31 | V Boys Tennis | State Class S Tournament | Away - Conard HS | 8:30 a.m. | ||
| Sat., 5/31 | V Girls Tennis | Northwestern | Away - Northwestern HS [Directions] | 10:00 a.m. | W 5-2 | |
| Mon., 6/2 | V Boys Golf | Coginchaug | Away - Lyman Orchards [Directions] | 2:45 p.m. | Valley Regional: 194 Coginchaug: 203 Old Saybrook: 214 | |
| Mon., 6/2 | V Boys Tennis | Tournament Game - Opponent Not Known | Away - Conard HS | 3:00 p.m. | ||
| Mon., 6/2 | V Softball | Windsor Locks | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 16-1 | |
| Mon., 6/2 | V Girls Tennis | Westbrook | Away - Westbrook HS [Directions] | 3:00 p.m. | L 1-6 | |
| Tue., 6/3 | V Boys Golf | Wheeler | Home - fenwick [Directions] | 3:00 p.m. | Old Saybrook:184 Wheeler:197 | |
| Tue., 6/3 | V Girls Lacrosse | Canton | Home - Old Saybrook High School [Directions] | 5:00 p.m. | ||
| Tue., 6/3 | V Softball | Cromwell | Home - Old Saybrook High School [Directions] | 4:00 p.m. | W 6-3 | |
| Wed., 6/4 | V Boys Golf | Shoreline Champ | Away | 8:00 a.m. | ||
| Wed., 6/4 | V Boys Lacrosse | Somers | Away - Somers High School [Directions] | 4:30 p.m. | L 3-16 | |
| Wed., 6/4 | V Boys Outdoor Track | CIAC Class S Championship | Away - Danbury HS [Directions] | 2:30 p.m. | ||
| Wed., 6/4 | V Girls Outdoor Track | CIAC Class S Championship | Away - Danbury HS [Directions] | 2:30 p.m. | ||
| Thu., 6/5 | V Girls Lacrosse | Bethel | Home - Old Saybrook High School [Directions] | 3:30 p.m. | T 6-11 | |
| Fri., 6/6 | V Softball | Stafford | Home - Old Saybrook High School [Directions] | 2:30 p.m. | W 14-1 | |
| Mon., 6/9 | V Boys Outdoor Track | CIAC Open Championship | Away - Middletown [Directions] | 1:30 p.m. | ||
| Mon., 6/9 | V Girls Outdoor Track | CIAC Open Championship | Away - Middletown [Directions] | 1:30 p.m. | ||
| Tue., 6/10 | V Softball | Coginchaug | Away - DeLuca Field, Stratford [Directions] | 7:00 p.m. | W 5-4 | |
| Wed., 6/11 | V Boys Golf | CIAC Div. IV Championship | Away - Timberlin GC - Kensington [Directions] | 7:00 a.m. | ||
| Sat., 6/14 | V Boys Outdoor Track | New England Championship | Away - Norwell (MA) HS | TBA | ||
| Sat., 6/14 | V Girls Outdoor Track | New England Championship | Away - Norwell (MA) HS | TBA | ||
| Sat., 6/14 | V Softball | Thomaston | Away - West Haven HS [Directions] | 3:30 p.m. | L 6-7 | |
| Mon., 6/16 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | ||
| Tue., 6/17 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - USCG Academy [Directions] | 11:00 a.m. | ||
| Tue., 6/17 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - USCG Academy | 11:30 a.m. | ||
| Wed., 6/18 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willowbrook Park - New Britain [Directions] | 11:00 a.m. | ||
| Wed., 6/18 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - USCG Academy [Directions] | 11:00 a.m. | ||