| Old Saybrook 2023-24 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 577 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Sat., 8/26 | V Football | Derby, Holy Cross (Scrim.) | Away - Leo F. Ryan Athletic Complex-DeFilippo Field [Directions] | 1:00 p.m. | 10:00 AM | |
| Mon., 8/28 | V Football | East Haven (Scrim.) | Away - East Haven HS-EHHS Turf Field & Track [Directions] | 4:00 p.m. | 2:15 PM | |
| Wed., 8/30 | V Field Hockey | Sacred Heart Academy (Scrim.) | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 4:00 p.m. | ||
| Wed., 8/30 | V Girls Soccer | Ledyard (Scrim.) | Away - Ledyard HS-Bill Mignault Field [Directions] | 6:00 p.m. | 3:15 PM | |
| Wed., 8/30 | JV Girls Soccer | Ledyard (Scrim.) | Away - Ledyard HS-Bill Mignault Field [Directions] | 4:30 p.m. | ||
| Fri., 9/1 | V Boys Soccer | Foran Jamboree | Away - Foran HS -Kelley Martin Tighe Memorial Field | 4:00 p.m. | 2:15 PM | |
| Sat., 9/2 | V Girls Soccer | Terryville (Scrim.) | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 10:00 a.m. | ||
| Sun., 9/3 | V Girls Soccer | Berlin, Branford, Farmington, Killingly, Mercy, Sacred Heart Academy, Southington, Stonington, Tolland | Away - Sage Park Berlin-Scalise Field | 11:30 a.m. | ||
| Tue., 9/5 | V Field Hockey | East Lyme (Scrim.) | Away - East Lyme HS-Dick North Turf Field [Directions] | 6:00 p.m. | 4:45 PM | |
| Fri., 9/8 | V Boys Soccer | Portland | Away - Portland HS-JV Soccer Field [Directions] | T 0-0 | 2:55 PM | |
| Fri., 9/8 | V Girls Soccer | Portland | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | T 0-0 | ||
| Sat., 9/9 | V Football | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Track Field [Directions] | W 44-20 | 8:00 AM | |
| Sat., 9/9 | JV Football | Haddam-Killingworth | Home - Peters Complex-Football Field [Directions] | Postponed | ||
| Sat., 9/9 | V Field Hockey | Waterford | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 7-0 | ||
| Sat., 9/9 | JV Field Hockey | Waterford | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 11:30 a.m. | ||
| Mon., 9/11 | JV Boys Soccer | Portland | Home - Old Saybrook HS-Old Saybrook Soccer Field (Front) [Directions] | 4:00 p.m. | ||
| Mon., 9/11 | V Girls Soccer | Amistad | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 7-0 | ||
| Tue., 9/12 | V Boys Cross Country | Morgan, Old Lyme, Valley Regional | Away - Indian River Complex-XC Course [Directions] | 3:45 p.m. | 2:55 PM | |
| Tue., 9/12 | V Girls Cross Country | Morgan, Old Lyme, Valley Regional | Away - Indian River Complex-XC Course [Directions] | 3:45 p.m. | 2:55 PM | |
| Tue., 9/12 | V Field Hockey | Westbrook/Old Lyme Coop | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 1-0 | ||
| Tue., 9/12 | JV Field Hockey | Westbrook/Old Lyme Coop | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 5:00 p.m. | ||
| Tue., 9/12 | V Girls Swimming and Diving | Ledyard/St. Bernard | Away - Ledyard HS-Vitale Aquatic [Directions] | L/SB 89 OLVS 41 | 2:00 PM | |
| Thu., 9/14 | V Boys Soccer | Valley Regional | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 5-0 | ||
| Thu., 9/14 | V Girls Soccer | Valley Regional | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | L 3-1 | ||
| Fri., 9/15 | V Boys Cross Country | Blue Dragon Invitational @ Middletown | Away - Veterans Memorial Park, Middletown, CT | 3:30 p.m. | ||
| Fri., 9/15 | V Football | Coventry/Windham Tech/Bolton/Lyman | Home - Peters Complex-Football Field [Directions] | W 54-0 | ||
| Fri., 9/15 | JV Boys Soccer | Valley Regional | Away - Valley Regional HS-OxFord HS [Directions] | 3:30 p.m. | 2:55 PM | |
| Fri., 9/15 | V Girls Cross Country | Blue Dragon Invitational @ Middletown | Away - Veterans Memorial Park, Middletown, CT | 3:30 p.m. | ||
| Fri., 9/15 | V Field Hockey | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | L 0-6 | 2:55 PM | |
| Fri., 9/15 | JV Field Hockey | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | 5:15 p.m. | ||
| Sat., 9/16 | JV Football | Coventry/Windham Tech/Bolton/Lyman | Away - Coventry HS-Football Field [Directions] | 9:30 a.m. | 7:30 AM | |
| Sat., 9/16 | V Field Hockey | Granby Memorial | Away - Granby Memorial HS-Stadium Field [Directions] | T 0-0 | 12:15 PM | |
| Sat., 9/16 | JV Field Hockey | Granby Memorial | Away - Granby Memorial HS-Stadium Field [Directions] | Cancelled | ||
| Sat., 9/16 | V Girls Soccer | North Branford/Hale Ray | Away - North Branford HS-NBHS Front Field [Directions] | W 5-0 | 8:15 AM | |
| Mon., 9/18 | JV Field Hockey | Valley Regional | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | Cancelled | ||
| Tue., 9/19 | JV Boys Soccer | Valley Regional | Home - Old Saybrook HS-Old Saybrook Soccer Field (Front) [Directions] | Postponed | ||
| Tue., 9/19 | V Field Hockey | Valley Regional | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 4-1 | ||
| Tue., 9/19 | JV Girls Soccer | Valley Regional | Away - Valley Regional HS-OxFord HS [Directions] | 3:45 p.m. | 2:55 PM | |
| Tue., 9/19 | V Girls Swimming and Diving | Waterford | Home - Lyme-Old Lyme HS-East Lyme High School [Directions] | Postponed | ||
| Wed., 9/20 | V Boys Cross Country | 35th Annual - Going to the Sun Cross Country Invitational | Away - Coginchaug Regional HS-Coginchaug Regional HS | 3:30 p.m. | 2:15 PM | |
| Wed., 9/20 | V Boys Soccer | Old Lyme | Away - Lyme-Old Lyme HS-Turf Field [Directions] | W 6-1 | 2:55 PM | |
| Wed., 9/20 | V Girls Cross Country | 35th Annual - Going to the Sun Cross Country Invitational | Away - Coginchaug Regional HS-Coginchaug Regional HS | 3:30 p.m. | 2:15 PM | |
| Wed., 9/20 | JV Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | 3:00 p.m. | 1:45 PM, Dismiss 1:30 PM | |
| Thu., 9/21 | JV Boys Soccer | Old Lyme | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 4:00 p.m. | ||
| Thu., 9/21 | V Girls Soccer | Westbrook | Away - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | T 1-1 | 3:00 PM | |
| Thu., 9/21 | V Girls Swimming and Diving | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Pool - no diving [Directions] | HK 77 OLVS 53 | ||
| Fri., 9/22 | V Football | Capital/Achievement | Home - Peters Complex-Football Field [Directions] | W 56-28 | ||
| Fri., 9/22 | V Boys Soccer | Westbrook | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 9-0 | ||
| Fri., 9/22 | V Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | W 3-1 | 3:00 PM | |
| Fri., 9/22 | JV Field Hockey | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | Cancelled | ||
| Fri., 9/22 | V Girls Soccer | Old Lyme | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | T 0-0 | ||
| Sat., 9/23 | JV Football | Capital/Achievement | Home - Peters Complex-Football Field [Directions] | 10:00 a.m. | ||
| Sat., 9/23 | V Boys Soccer | Canton | Away - Canton HS-Canton H.S. Turf [Directions] | W 3-1 | 9:00 AM | |
| Mon., 9/25 | JV Football | Old Saybrook, Capital/Achievement | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 7:00 p.m. | 5:00 PM | |
| Mon., 9/25 | JV Football | Capital/Achievement, MSW | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 7:00 p.m. | ||
| Mon., 9/25 | V Field Hockey | Suffield | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 3-1 | ||
| Mon., 9/25 | JV Field Hockey | Suffield | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 5:30 p.m. | ||
| Tue., 9/26 | V Girls Soccer | Valley Regional | Away - Valley Regional HS-Richard B. Blythe - Turf Field [Directions] | W 2-1 | 4:30 PM | |
| Wed., 9/27 | V Boys Cross Country | Small Schools League Meet | Away - Lyme-Old Lyme HS-Cross Country Course | 3:45 p.m. | 3:00 PM | |
| Wed., 9/27 | V Boys Soccer | Suffield | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | T 1-1 | ||
| Wed., 9/27 | V Girls Cross Country | Small Schools League Meet | Away - Lyme-Old Lyme HS-Cross Country Course | 3:45 p.m. | 3:00 PM | |
| Wed., 9/27 | V Field Hockey | Morgan | Away - Indian River Complex-Turf Field [Directions] | W 9-1 | 3:00 PM | |
| Wed., 9/27 | JV Field Hockey | Morgan | Away - Indian River Complex-Turf Field [Directions] | 5:15 p.m. | ||
| Wed., 9/27 | V Girls Swimming and Diving | Windsor Locks/Ellington/E.Granby/E.Windsor | Away - Windsor Locks HS-Baseball Diamond [Directions] | WLocks 79 OLVS 58 | 2:00 PM | |
| Thu., 9/28 | V Girls Soccer | Morgan | Away - Indian River Complex-Turf Field [Directions] | L 0-1 | 4:30 PM | |
| Thu., 9/28 | V | , , , | Away - Cromwell HS-Soccer field 2 | 3:30 p.m. | 2:50 PM | |
| Sat., 9/30 | JV Football | Old Saybrook, Cromwell/Portland | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | Cancelled | 8:00 AM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 9/30 | JV Football | Cromwell/Portland, MSW | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | Cancelled | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 9/30 | V Field Hockey | Fitch | Away - Groton MS-Groton Middle School-Turf Feld [Directions] | W 2-1 | 8:30 AM | |
| Sat., 9/30 | JV Field Hockey | Fitch | Away - Groton MS-Groton Middle School-Turf Feld [Directions] | 11:30 a.m. | ||
| Sun., 10/1 | V Football | Cromwell/Portland | Away - Old Saybrook HS-Old Saybrook Campus [Directions] | L 6-35 | 3:30 PM | |
| Mon., 10/2 | V Boys Soccer | Cromwell | Away - Cromwell HS-Main field [Directions] | W 2-1 | 4:15 PM | |
| Mon., 10/2 | V Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | W 3-0 | 3:00 PM | |
| Mon., 10/2 | JV Field Hockey | Westbrook/Old Lyme Coop | Away - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 5:15 p.m. | ||
| Tue., 10/3 | JV Boys Soccer | Cromwell | Home - Old Saybrook HS-Old Saybrook Soccer Field (Front) [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Girls Soccer | Cromwell | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | T 0-0 | ||
| Tue., 10/3 | JV Girls Soccer | Cromwell | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 5:45 p.m. | The game will immediately follow varsity. Two thirty-minute periods. | |
| Tue., 10/3 | V Girls Swimming and Diving | Fitch/Stonington/Wheeler/NL | Away - UCONN Avery Point-Pool [Directions] | Postponed | 2:15 PM | |
| Wed., 10/4 | JV Boys Soccer | Morgan | Away - Morgan School-Soccer/Lax Field [Directions] | Postponed | 2:50 PM | |
| Wed., 10/4 | JV Girls Soccer | Cromwell | Away - Cromwell HS-Soccer Field 2 [Directions] | 4:00 p.m. | 2:55 PM | |
| Thu., 10/5 | V Boys Soccer | North Branford | Away - North Branford HS-NBHS Front Field [Directions] | W 7-0 | 4:45 PM | |
| Thu., 10/5 | V Field Hockey | North Branford | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | L 1-4 | ||
| Thu., 10/5 | JV Field Hockey | North Branford | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 5:30 p.m. | ||
| Thu., 10/5 | V Girls Soccer | Middletown | Home - Old Saybrook HS-Old Saybrook Soccer Field (Front) [Directions] | L 2-4 | ||
| Fri., 10/6 | V Football | SMSA Coop | Home - Peters Complex-Football Field [Directions] | L 22-52 | ||
| Fri., 10/6 | V Girls Soccer | North Branford/Hale Ray | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 7-0 | ||
| Fri., 10/6 | V Girls Swimming and Diving | Suffield | Away - Windsor Locks HS-Baseball Diamond [Directions] | SHS 79 OLVS 39 | 1:45 PM | |
| Mon., 10/9 | V Boys Soccer | Morgan | Away - Indian River Complex-Turf Field [Directions] | W 4-1 | 2:30 PM | |
| Tue., 10/10 | JV Boys Soccer | Morgan | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 4:00 p.m. | ||
| Tue., 10/10 | V Field Hockey | Valley Regional | Away - Valley Regional HS-Field Hockey / Lacrosse Field [Directions] | W 2-1 | 2:50 PM | |
| Tue., 10/10 | JV Field Hockey | Valley Regional | Away - Valley Regional HS-Field Hockey / Lacrosse Field [Directions] | 5:15 p.m. | ||
| Thu., 10/12 | V Boys Cross Country | Old Lyme (Scrim.) | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 3:30 p.m. | ||
| Thu., 10/12 | V Boys Soccer | East Hampton | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 1-0 | ||
| Thu., 10/12 | V Girls Cross Country | Old Lyme (Scrim.) | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 3:30 p.m. | ||
| Thu., 10/12 | V Girls Soccer | East Hampton | Away - East Hampton HS-Main Field [Directions] | W 1-0 | 2:30 PM | |
| Fri., 10/13 | V Football | Old Saybrook, Coginchaug/Hale Ray/East Hampton | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 6:30 p.m. | 4:00 PM | |
| Fri., 10/13 | V Football | Coginchaug/Hale Ray/East Hampton, MSW | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 40-0 | ||
| Fri., 10/13 | JV Boys Soccer | East Hampton | Away - East Hampton HS-Main Field [Directions] | 3:45 p.m. | 2:55 PM | |
| Fri., 10/13 | V Field Hockey | Haddam-Killingworth | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 2-0 | ||
| Fri., 10/13 | V Girls Swimming and Diving | Guilford | Away - Walsh Intermediate - Branford-Pool [Directions] | GHS 89 OLVS 41 | 2:15 PM | |
| Sat., 10/14 | JV Football | Coginchaug/Hale Ray/East Hampton | Away - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | 12:30 p.m. | 10:00 AM | |
| Sat., 10/14 | V Boys Soccer | Hale Ray | Away - Nathan Hale Ray HS-Hale-Ray MS [Directions] | W 9-0 | 9:15 AM | |
| Sat., 10/14 | V Field Hockey | Norwich Free Academy | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 6-0 | ||
| Sat., 10/14 | JV Field Hockey | Norwich Free Academy | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 1:30 p.m. | ||
| Sat., 10/14 | V Girls Soccer | Norwich Free Academy | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | L 1-0 | ||
| Mon., 10/16 | V Field Hockey | Morgan | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 8-0 | ||
| Mon., 10/16 | JV Field Hockey | Morgan | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 5:00 p.m. | ||
| Mon., 10/16 | V Girls Swimming and Diving | Waterford | Away - Waterford HS-Pool - WHS [Directions] | WHS 78 OLVS 57 | 2:30 PM | |
| Tue., 10/17 | V Boys Soccer | Coginchaug | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 2-0 | ||
| Tue., 10/17 | V Girls Soccer | Coginchaug | Away - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | L 0-1 | 2:30 PM, Dismiss 2:15 PM | |
| Wed., 10/18 | V Girls Soccer | Windsor Locks | Away - Veterans Memorial Park - Windsor Locks-Soccer Field [Directions] | W 3-2 | 4:30 PM, Dismiss 2:40 PM | |
| Thu., 10/19 | V Boys Cross Country | Shoreline Conference XC Championship | Away - Hammonasset Park | 1:30 p.m. | 12:00 PM, Dismiss 11:45 AM | |
| Thu., 10/19 | JV Football | Amistad | Home - Peters Complex-Football Field [Directions] | 4:00 p.m. | ||
| Thu., 10/19 | V Boys Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Track Field [Directions] | W 2-0 | 2:30 PM, Dismiss 2:15 PM | |
| Thu., 10/19 | V Girls Cross Country | Shoreline Conference XC Championship | Away - Hammonasset Park | 1:30 p.m. | 12:00 PM, Dismiss 11:45 AM | |
| Thu., 10/19 | JV Girls Soccer | Morgan | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 4:00 p.m. | ||
| Fri., 10/20 | JV Boys Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | Cancelled | 2:50 PM | |
| Fri., 10/20 | V Girls Soccer | Haddam-Killingworth | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | T 1-1 | ||
| Sat., 10/21 | V Boys Soccer | East Lyme | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 2-1 | ||
| Sat., 10/21 | JV Girls Soccer | Haddam-Killingworth | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | Cancelled | ||
| Mon., 10/23 | V Boys Soccer | Norwich Free Academy | Away - Norwich Free Academy-Turf Field [Directions] | W 5-2 | 5:15 PM | |
| Mon., 10/23 | V | Unified Fall Fest- Hale-Ray | Away - Nathan Hale Ray HS-HS Gym | Cancelled | 2:45 PM, Dismiss 2:30 PM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 3:30 p.m. | ||||||
| Tue., 10/24 | V Boys Cross Country | Freshmen/Sophmore Meet | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 3:45 p.m. | ||
| Tue., 10/24 | V Girls Cross Country | Freshmen/Sophmore Meet | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 3:45 p.m. | ||
| Tue., 10/24 | JV Field Hockey | Morgan | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 3:30 p.m. | ||
| Wed., 10/25 | V Boys Soccer | Morgan | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 2-0 | ||
| Wed., 10/25 | V Girls Swimming and Diving | Norwich Free Academy | Away - UCONN Avery Point-Pool [Directions] | 7:30 p.m. | ||
| Thu., 10/26 | V | Shoreline Conference Unified Soccer Tournament | Away - Valley Regional HS-Richard B. Blythe Field | 3:30 p.m. | 2:30 PM | |
| Fri., 10/27 | V Football | Rockville | Away - Rockville HS-Stadium Field [Directions] | L 6-49 | 3:30 PM | |
| Sat., 10/28 | V Boys Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:35 a.m. | ||
| Sat., 10/28 | JV Football | Rockville | Home - Peters Complex-Football Field [Directions] | 10:00 a.m. | ||
| Sat., 10/28 | V Girls Cross Country | CIAC Class S Championship | Away - Wickham Park | 9:00 a.m. | ||
| Sat., 10/28 | V Field Hockey | East Lyme | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 2-1 | ||
| Sat., 10/28 | JV Field Hockey | East Lyme | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 11:30 a.m. | ||
| Sat., 10/28 | V Girls Soccer | Cromwell | Away - Cromwell HS-Main field [Directions] | 12:00 p.m. | 10:00 AM | |
| Mon., 10/30 | FR Boys Cross Country | Freshman Invitational | Away - John Winthrop MS | Cancelled | ||
| Pending change awaiting acceptance by one or more parties involved: Time to 3:30 p.m. | ||||||
| Mon., 10/30 | V Boys Soccer | Portland | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 2-0 | ||
| Mon., 10/30 | FR Girls Cross Country | Freshman Invitational | Away - John Winthrop MS | Cancelled | 2:50 PM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 3:30 p.m. | ||||||
| Mon., 10/30 | V Field Hockey | Haddam-Killingworth | Home - Indian River Complex-Turf Field [Directions] | 4:00 p.m. | ||
| Mon., 10/30 | V Girls Swimming and Diving | Waterford | Away - Waterford HS-Pool - WHS [Directions] | 3:45 p.m. | 2:30 PM (OS 2:20, OL 2:30) | |
| Wed., 11/1 | V Girls Swimming and Diving | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Pool - no diving [Directions] | 4:00 p.m. | ||
| Thu., 11/2 | V Field Hockey | North Branford | Away - Indian River Complex-Turf Field [Directions] | 7:00 p.m. | ||
| Fri., 11/3 | V Football | Ellington | Away - Ellington HS-Main Field [Directions] | 6:30 p.m. | 3:30 PM (2 Buses w/Cheer) | |
| Fri., 11/3 | V Boys Soccer | East Hampton | Home - Indian River Complex-Turf Field [Directions] | W 4-0 | ||
| Mon., 11/6 | V Boys Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Mon., 11/6 | V Girls Cross Country | CIAC State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Mon., 11/6 | V Girls Soccer | Wheeler | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 6-0 | ||
| Tue., 11/7 | V Field Hockey | Haddam-Killingworth | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 2:00 p.m. | ||
| Wed., 11/8 | V Girls Soccer | Thomaston | Away - Thomaston Nystrom Park-Nystrom Park Field [Directions] | 2:00 p.m. | ||
| Wed., 11/8 | V Girls Swimming and Diving | CIAC Class S Diving Championship | Away - Sheehan | 5:30 p.m. | ||
| Thu., 11/9 | V Boys Soccer | Canton | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 2-1 | ||
| Thu., 11/9 | V Field Hockey | Immaculate | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 5:00 p.m. | ||
| Fri., 11/10 | V Football | North Branford | Home - Peters Complex-Football Field [Directions] | L 34-37 | ||
| Sat., 11/11 | JV Football | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | 10:00 a.m. | 8:00 AM | |
| Sat., 11/11 | V Boys Soccer | East Hampton | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 1-0 | ||
| Sat., 11/11 | V Boys Soccer | TBA | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 2:00 p.m. | ||
| Sat., 11/11 | V Girls Swimming and Diving | CIAC Class S Qualifying Meet | Away - Cheshire Community Pool | 6:15 p.m. | ||
| Wed., 11/15 | V Boys Soccer | Holy Cross | Home - Jonathan Law HS-Lawmen Stadium [Directions] | W 2-1 | ||
| Wed., 11/15 | V Girls Swimming and Diving | CIAC Class S Finals | Away - SCSU | 6:00 p.m. | ||
| Thu., 11/16 | V Football | Valley Regional/Old Lyme | Away - Valley Regional HS-Richard B. Blythe Field [Directions] | W 54-34 | 4:00 PM | |
| Thu., 11/16 | V Girls Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Thu., 11/16 | V | Unified Shoreline Volleyball Tournament | Away - Haddam Killingworth HS (HK)-Gym 1 | 3:30 p.m. | 2:30 PM, Dismiss 2:15 PM | |
| Pending change awaiting acceptance by one or more parties involved: Date to 11/21 | ||||||
| Sat., 11/18 | JV Football | Valley Regional/Old Lyme | Home - Peters Complex-Football Field [Directions] | 10:00 a.m. | ||
| Sun., 11/19 | V Boys Soccer | Shepaug Valley | Home - Trinity Health Stadium-Dillon Stadium [Directions] | W 4-0 | ||
| Sun., 11/19 | V Girls Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | ||
| Tue., 11/28 | V Football | CIAC Quarterfinals | Away - Higher Seed | 6:30 p.m. | ||
| Tue., 11/28 | V Football | Bloomfield | Away - Bloomfield HS-Phil Rubin Stadium- Turf Field & Track [Directions] | L 0-42 | 3:30 PM | |
| Sun., 12/3 | V Football | CIAC Semifinals | Away - Higher Seed | 12:30 p.m. | ||
| Mon., 12/4 | V Boys Basketball | Daniel Hand (Scrim.) | Away - Polson MS, Madison-Polson Big Gym/DHHS Campus [Directions] | 4:30 p.m. | 3:30 PM | |
| Wed., 12/6 | V Boys Ice Hockey | Wethersfield (Scrim.) | Away - Newington-Blue Rink [Directions] | 4:00 p.m. | ||
| Thu., 12/7 | V Boys Basketball | Bacon Academy (Scrim.) | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 6:00 p.m. | ||
| Thu., 12/7 | JV Boys Basketball | Bacon Academy (Scrim.) | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | Cancelled | ||
| Thu., 12/7 | V Girls Basketball | Waterford (Scrim.) | Away - Waterford HS-Francis X. Sweeney Field House [Directions] | 4:30 p.m. | 3:15 PM | |
| Sat., 12/9 | V Boys Basketball | Guilford (Scrim.) | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 12:00 p.m. | ||
| Sat., 12/9 | JV Boys Basketball | Guilford (Scrim.) | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | Cancelled | ||
| Sat., 12/9 | V Football | CIAC Championship Games | Away - Site TBA | TBA | ||
| Sat., 12/9 | V Boys Ice Hockey | Milford Coop (Scrim.) | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 1:00 p.m. | ||
| Tue., 12/12 | V Boys Basketball | Griswold (Scrim.) | Away - Griswold HS-GHS Gym [Directions] | 5:30 p.m. | 4:15 PM | |
| Tue., 12/12 | V Girls Basketball | St. Bernard | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 43-35 | ||
| Tue., 12/12 | JV Girls Basketball | St. Bernard | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/13 | V Boys Ice Hockey | Farmington Valley Generals | Home - East Haven HS-Patsy DiLungo Rink [Directions] | L Forfeit | ||
| Wed., 12/13 | V Boys Indoor Track | Shoreline Developmental Meet | Away - Hillhouse HS-Field House | 5:00 p.m. | 3:15 PM | |
| Wed., 12/13 | V Girls Indoor Track | Shoreline Developmental Meet | Away - Hillhouse HS-Floyd Little | 5:00 p.m. | 3:15 PM | |
| Thu., 12/14 | V Boys Basketball | Hale Ray | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 45-42 | ||
| Thu., 12/14 | JV Boys Basketball | Hale Ray | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 12/14 | V Girls Basketball | Hale Ray | Away - Nathan Hale Ray HS-Gym [Directions] | W 50-35 | 4:15 PM | |
| Thu., 12/14 | JV Girls Basketball | Hale Ray | Away - Nathan Hale Ray HS-Gym [Directions] | Cancelled | ||
| Thu., 12/14 | V | Shoreline Conference Unified Basketball Tournament | Away - Valley Regional HS-Valley Regional High School Gym | 3:30 p.m. | 2:30 PM, Dismiss 2:15 PM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Sat., 12/16 | FR Boys Basketball | East Lyme | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/16 | V Boys Ice Hockey | E.O. Smith-Tolland | Away - UConn Storrs-Toscano Family Ice Forum [Directions] | L Forfeit | ||
| Sat., 12/16 | V Boys Indoor Track | East Lyme, Fitch, Killingly, Lyman Memorial, Plainfield, St. Bernard, Tourtellotte, Waterford | Away - USCGA-Roland Hall | 10:00 a.m. | 8:30 AM | |
| Sat., 12/16 | V Girls Basketball | Morgan | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 46-42 | ||
| Sat., 12/16 | JV Girls Basketball | Morgan | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 12:00 p.m. | ||
| Sat., 12/16 | V Girls Ice Hockey | West Haven/SHA | Home - Northford-Red [Directions] | L 5-3 | 5:30 PM; 1 Bus | |
| Sat., 12/16 | V Girls Indoor Track | East Lyme, Fitch, Killingly, Lyman Memorial, Plainfield, St. Bernard, Tourtellotte, Waterford | Away - USCGA-Roland Hall | 10:00 a.m. | 8:30 AM | |
| Sun., 12/17 | JV Boys Ice Hockey | West Haven Coop (Scrim.) | Away - West Haven HS-Bennett Rink [Directions] | 7:15 p.m. | ||
| Tue., 12/19 | V Boys Basketball | Westbrook | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 54-44 | ||
| Tue., 12/19 | JV Boys Basketball | Westbrook | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 12/19 | V Boys Swimming and Diving | Fitch/Stonington/St.Bernard/Wheeler Boys Swim | Away - UCONN Avery Point-Pool [Directions] | Hand Co-op 88 Fitch Co-op 80 Hand 1-0 Fitch 0-1 | 2:05 PM; 1 Bus | |
| Tue., 12/19 | V Girls Basketball | Westbrook | Away - Westbrook HS-Westbrook HS Gym [Directions] | W 43-21 | 4:00 PM | |
| Wed., 12/20 | V Boys Ice Hockey | Amity | Home - East Haven HS-choate rosemary [Directions] | L Forfeit | ||
| Wed., 12/20 | V Girls Ice Hockey | Hamden Coop | Away - Hamden-Lou Astorino Ice Rink [Directions] | W 2-0 | 5:45 PM; 1 Bus | |
| Thu., 12/21 | V Boys Basketball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | L 77-52 | 4:15 PM | |
| Thu., 12/21 | JV Boys Basketball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | ||
| Thu., 12/21 | V Girls Basketball | Coginchaug | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 52-37 | ||
| Thu., 12/21 | JV Girls Basketball | Coginchaug | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/22 | V Girls Gymnastics | Valley Regional | Away - Flip Flop Gymnastics [Directions] | 120.35 | ||
| Sat., 12/23 | V Boys Ice Hockey | New Milford | Home - East Haven HS-Patsy DiLungo Rink [Directions] | L Forfeit | ||
| Wed., 12/27 | V Boys Basketball | Morgan | Away - Morgan HS-Gym 1 [Directions] | L 69-25 | ||
| Wed., 12/27 | JV Boys Basketball | Morgan | Away - Morgan School-Gym [Directions] | 11:00 a.m. | ||
| Wed., 12/27 | V Boys Ice Hockey | Daniel Hand | Away - Northford-Red [Directions] | L Forfeit | ||
| Wed., 12/27 | V Girls Gymnastics | Valley Regional, Mercy, Stonington | Away - Flip Flop Gymnastics [Directions] | 117.90 | ||
| Thu., 12/28 | V Boys Swimming and Diving | Xavier | Away - Middletown Rec Center-Pool [Directions] | Hand Co-op 88 Xavier 80 Hand 2-0 | 2:00 PM; 1 Bus | |
| Thu., 12/28 | V Girls Basketball | Windham Tech | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 56-33 | ||
| Thu., 12/28 | JV Girls Basketball | Windham Tech | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 12/29 | V Boys Basketball | Branford | Home - Morgan HS-Gym 1 [Directions] | L 55-47 | ||
| Sat., 12/30 | JV Boys Basketball | Grasso Tech | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 11:30 p.m. | ||
| Sat., 12/30 | FR Boys Basketball | Grasso Tech | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/30 | V Boys Ice Hockey | Cheshire | Away - Hamden-Lou Astorino Ice Rink [Directions] | L Forfeit | ||
| Sat., 12/30 | V Boys Indoor Track | East Lyme, Ellington, Killingly, Montville, Plainfield, St. Bernard, Tolland, Waterford | Away - USCGA-Roland Hall | 4:00 p.m. | 2:30 PM | |
| Sat., 12/30 | V Girls Indoor Track | East Lyme, Ellington, Killingly, Montville, Plainfield, St. Bernard, Tolland, Waterford | Away - USCGA-Roland Hall | 4:00 p.m. | 2:30 PM | |
| Sun., 12/31 | JV Boys Ice Hockey | West Haven Coop (Scrim.) | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 12:00 p.m. | ||
| Wed., 1/3 | V Boys Basketball | Old Lyme | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 74-46 | ||
| Wed., 1/3 | JV Boys Basketball | Old Lyme | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/3 | V Boys Ice Hockey | Branford | Away - Northford-Red [Directions] | L Forfeit | ||
| Wed., 1/3 | V Boys Swimming and Diving | Milford Boys Swimming & Diving Team | Away - Foran HS -Pool [Directions] | Hand Co-op 89 Milford Co-op 73 Hand 3-0 | 2:00 PM; 1 Bus | |
| Wed., 1/3 | V Girls Gymnastics | Jonathan Law, Mercy, Valley Regional | Away - Jonathan Law HS-Old Gym [Directions] | 122.30 | ||
| Thu., 1/4 | V Boys Indoor Track | Shoreline League Meet | Away - Hillhouse HS-Floyd Little | 5:00 p.m. | 3:15 PM | |
| Thu., 1/4 | V Girls Basketball | Wheeler | Away - Wheeler Middle HS-MHS Gymatorium [Directions] | W 52-31 | 4:45 PM | |
| Thu., 1/4 | V Girls Indoor Track | Shoreline League Meet | Away - Hillhouse HS-Floyd Little | 5:00 p.m. | ||
| Fri., 1/5 | V Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | L 48-34 | 4:00 PM | |
| Fri., 1/5 | JV Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/5 | V Girls Ice Hockey | East Catholic Coop | Away - Newington-Blue Rink [Directions] | L 5-1 | 6:30 PM; 1 Bus | |
| Sat., 1/6 | FR Boys Basketball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | 10:00 a.m. | 8:45 AM | |
| Sat., 1/6 | V Boys Ice Hockey | Glastonbury | Away - Trinity College-Koeppel Rink [Directions] | L Forfeit | ||
| Sat., 1/6 | V Girls Gymnastics | Foran, Mercy | Away - Foran HS -Edna L. Fraser Gymnasium [Directions] | 122.45 | ||
| Mon., 1/8 | V Boys Basketball | Away - East Lyme HS-North Gym | L 60-31 | 2:50 PM | ||
| Mon., 1/8 | JV Boys Basketball | East Lyme | Away - East Lyme HS-North Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/8 | FR Boys Basketball | East Lyme | Away - East Lyme HS-North Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/9 | JV Girls Basketball | Morgan | Away - Morgan School-Gym [Directions] | Cancelled | ||
| Wed., 1/10 | V Boys Ice Hockey | West Haven Coop | Away - West Haven HS-Bennett Rink [Directions] | L Forfeit | ||
| Wed., 1/10 | V Boys Swimming and Diving | Amity | Away - High Plains Community Cn-Orange Community Center Pool [Directions] | Amity 94 Hand 84 Hand 3-1 | 4:45 PM; 1 Bus | |
| Wed., 1/10 | V Girls Basketball | Morgan | Away - Morgan School-Gym [Directions] | L 63-14 | 4:30 PM | |
| Wed., 1/10 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Northford-Red [Directions] | W 6-2 | 6:45 PM; 1 Bus | |
| Thu., 1/11 | V Girls Basketball | East Hampton | Away - East Hampton HS-Gym [Directions] | L 47-32 | 4:00 PM | |
| Thu., 1/11 | JV Girls Basketball | East Hampton | Away - East Hampton HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/12 | V Boys Basketball | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 63-39 | |||
| Fri., 1/12 | JV Boys Basketball | East Hampton | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/12 | V Girls Ice Hockey | Woodstock Academy Coop | Home - Northford-Red [Directions] | W 7-3 | 2:45 PM; 1 Bus | |
| Sat., 1/13 | FR Boys Basketball | Morgan | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 1/13 | V Boys Ice Hockey | Eastern CT Eagles | Away - Norwich - Rose Garden-RoseGarden Arena [Directions] | W 8-3 | ||
| Sat., 1/13 | V Girls Ice Hockey | Southington Coop | Home - Northford-Red [Directions] | W 3-2 (OT) | 5:45 PM; 1 Bus | |
| Sun., 1/14 | JV Boys Ice Hockey | Eastern CT Eagles (Scrim.) | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 4:00 p.m. | ||
| Mon., 1/15 | V Boys Ice Hockey | Westhill/Stamford | Home - East Haven HS-Patsy DiLungo Rink [Directions] | L Forfeit | ||
| Wed., 1/17 | V Boys Ice Hockey | Daniel Hand | Home - East Haven HS-Patsy DiLungo Rink [Directions] | L Forfeit | ||
| Wed., 1/17 | V Boys Indoor Track | Old Saybrook Indoor Invitational | Home - Old Saybrook HS-Hillhouse High School [Directions] | 5:00 p.m. | 3:00 PM | |
| Wed., 1/17 | V Boys Swimming and Diving | Hamden | Away - Hamden HS-HHS Pool [Directions] | Hamden 94 Hand 84 Hand 3-2 | 2:15 PM; 1 Bus | |
| Wed., 1/17 | V Girls Basketball | North Branford | Away - JEROME HARRISON SCHOOL-Gym [Directions] | W 47-45 | 4:00 PM | |
| Wed., 1/17 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 3-1 | 2:15 PM; 1 Bus | |
| Fri., 1/19 | V Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | L 61-50 | 4:15 PM | |
| Fri., 1/19 | JV Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 5:30 p.m. | ||
| Fri., 1/19 | V Girls Basketball | Haddam-Killingworth | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 58-46 | 4:00 PM | |
| Fri., 1/19 | JV Girls Basketball | Haddam-Killingworth | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | Cancelled | ||
| Fri., 1/19 | V Girls Gymnastics | Valley Regional, Hamden, Mercy | Away - Flip Flop Gymnastics [Directions] | 124.75 | ||
| Fri., 1/19 | V Girls Ice Hockey | Masuk Coop | Away - Shelton - Sports Center of CT-Upper Rink [Directions] | L 4-1 | 2:45 PM | |
| Sat., 1/20 | FR Boys Basketball | Grasso Tech | Away - Grasso Tech-Grasso Gymnasium [Directions] | 10:00 a.m. | 8:45 AM | |
| Sat., 1/20 | V Boys Ice Hockey | North Branford | Away - Northford-Red [Directions] | L Forfeit | ||
| Sun., 1/21 | JV Boys Ice Hockey | West Haven Coop (Scrim.) | Away - West Haven HS-Bennett Rink [Directions] | 7:15 p.m. | ||
| Mon., 1/22 | Miscellaneous Events | Shoreline | Home - Hillhouse HS [Directions] | 5:00 p.m. | 3:30 PM | |
| Tue., 1/23 | V Boys Basketball | Cromwell | Away - Cromwell HS-Jake Salafia Gymnasium [Directions] | L 61-55 | 4:15 PM | |
| Tue., 1/23 | JV Boys Basketball | Cromwell | Away - Cromwell HS-Jake Salafia Gymnasium [Directions] | Cancelled | ||
| Tue., 1/23 | V Girls Basketball | Cromwell | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 67-43 | ||
| Tue., 1/23 | V Girls Gymnastics | Daniel Hand, Mercy, Valley Regional | Away - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 123.95 | ||
| Tue., 1/23 | V Girls Ice Hockey | Guilford Coop | Away - East Haven HS-Patsy DiLungo Rink [Directions] | W 6-1 | 5:15 PM; 1 Bus | |
| Wed., 1/24 | V Boys Swimming and Diving | Fairfield Prep | Away - Fairfield University-RecPlex Pool [Directions] | Fairfield Prep 103 Hand 68 Hand 3-3 | 2:45 PM; 1 Bus | |
| Wed., 1/24 | JV Girls Basketball | Morgan | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 4:30 p.m. | ||
| Thu., 1/25 | V Girls Basketball | Portland | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 56-28 | ||
| Thu., 1/25 | JV Girls Basketball | Portland | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 7:00 p.m. | ||
| Fri., 1/26 | V Boys Basketball | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 58-42 | |||
| Fri., 1/26 | JV Boys Basketball | Valley Regional | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/26 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - Ridgefield - Winter Garden-Ice Rink [Directions] | L 5-3 | 2:15 PM; 1 Bus | |
| Sat., 1/27 | FR Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 10:00 a.m. | 8:45 AM | |
| Sat., 1/27 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - East Haven HS-Patsy DiLungo Rink [Directions] | L Forfeit | ||
| Sat., 1/27 | V Boys Indoor Track | Jack Long Invite | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | ||
| Sat., 1/27 | V Girls Ice Hockey | Simsbury | Home - Northford-Red [Directions] | L 6-2 | 5:15 PM; 1 Bus | |
| Sat., 1/27 | V Girls Indoor Track | Jack Long Invite | Away - Floyd Little Athletic Center-Field House | 4:30 p.m. | 3:00 PM | |
| Mon., 1/29 | FR Boys Basketball | Norwich Tech | Away - Norwich Technical HS-NTHS Gymnasium [Directions] | 3:45 p.m. | 2:50 PM | |
| Mon., 1/29 | V Girls Basketball | Hale Ray | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 46-24 | ||
| Mon., 1/29 | JV Girls Basketball | Hale Ray | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | V Boys Basketball | Hale Ray | Away - Nathan Hale Ray HS-Gym [Directions] | L 51-45 | 4:00 PM | |
| Tue., 1/30 | JV Boys Basketball | Hale Ray | Away - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | V Boys Swimming and Diving | Greater New Haven | Away - Walter Gawrych Community Pool [Directions] | GNH 86 Hand 78 Hand 3-4 | 2:15 PM; 1 Bus | |
| Wed., 1/31 | V Boys Basketball | Norwich Tech | Away - Norwich Technical HS-NTHS Gymnasium [Directions] | W 54-49 | 2:50 PM | |
| Wed., 1/31 | JV Boys Basketball | Norwich Tech | Away - Norwich Technical HS-NTHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 1/31 | V Girls Basketball | Griswold | Away - Griswold HS-GHS Gym [Directions] | W 70-45 | 4:00 PM | |
| Wed., 1/31 | JV Girls Basketball | Griswold | Away - Griswold HS-GHS Gym [Directions] | 5:30 p.m. | ||
| Wed., 1/31 | V Girls Ice Hockey | Hamden Coop | Home - Northford-Red [Directions] | 8:30 p.m. | 6:45 PM; 1 Bus | |
| Fri., 2/2 | V Boys Indoor Track | Shoreline Championship | Away - Hillhouse HS-Floyd Little | 5:00 p.m. | 3:15 PM | |
| Fri., 2/2 | V Girls Basketball | Westbrook | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 61-33 | ||
| Fri., 2/2 | V Girls Ice Hockey | Masuk Coop | Home - Northford-Red [Directions] | 4:20 p.m. | 2:30 PM; 1 Bus | |
| Fri., 2/2 | V Girls Indoor Track | Shoreline Championship | Away - Hillhouse HS-Floyd Little | 5:00 p.m. | 3:15 PM | |
| Sat., 2/3 | FR Boys Basketball | Cromwell | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 9:30 a.m. | ||
| Sat., 2/3 | V Boys Ice Hockey | Lyman Hall | Home - East Haven HS-Patsy DiLungo Rink [Directions] | L Forfeit | ||
| Sat., 2/3 | JV Girls Basketball | Cromwell | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 11:30 a.m. | ||
| Sat., 2/3 | V Girls Ice Hockey | West Haven/SHA | Away - West Haven HS-Bennett Rink [Directions] | 3:00 p.m. | 1:00 PM; 1 Bus | |
| Sun., 2/4 | JV Boys Ice Hockey | Simsbury (Scrim.) | Home - East Haven HS-Patsy DiLungo Rink [Directions] | 5:15 p.m. | ||
| Mon., 2/5 | V Girls Basketball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | L 62-42 | 4:00 PM | |
| Mon., 2/5 | JV Girls Basketball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | ||
| Tue., 2/6 | V Boys Basketball | Coginchaug | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 69-48 | ||
| Tue., 2/6 | JV Boys Basketball | Coginchaug | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/6 | V Boys Swimming and Diving | HK-Valley | Home - Daniel Hand HS-Madison Racquet & Swim Club [Directions] | Hand 70 HK 61 Hand 4-4 | ||
| Wed., 2/7 | V Boys Ice Hockey | Guilford | Away - East Haven HS-Patsy DiLungo Rink [Directions] | L Forfeit | ||
| Wed., 2/7 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - Hamden-Lou Astorino Ice Rink [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Wed., 2/7 | Miscellaneous Events | Character Matters | Home - Morgan HS-Auditorium [Directions] | 9:00 a.m. | 8:30 AM | |
| Thu., 2/8 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Home - Northford-White [Directions] | 8:30 p.m. | 6:45 PM; 1 Bus | |
| Fri., 2/9 | V Boys Basketball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | L 69-26 | 4:15 PM | |
| Fri., 2/9 | V Boys Indoor Track | CIAC S Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Fri., 2/9 | V Girls Basketball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | W 57-35 | 2:30 PM, Dismiss 2:15 PM | |
| Fri., 2/9 | V Girls Gymnastics | Valley Regional, Mercy | Away - Flip Flop Gymnastics [Directions] | 128.0 | ||
| Fri., 2/9 | V Girls Indoor Track | CIAC S Divisional Championship | Away - Floyd Little Athletic Center | 4:30 p.m. | ||
| Sat., 2/10 | FR Boys Basketball | Valley Regional | Away - Valley Regional HS-Valley Regional High School Gym [Directions] | 10:00 a.m. | 9:15 AM | |
| Sat., 2/10 | V Girls Ice Hockey | Guilford Coop | Home - Northford-Blue [Directions] | 7:30 p.m. | 5:45 PM; 1 Bus | |
| Tue., 2/13 | V Girls Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | W 63-35 | 4:00 PM | |
| Tue., 2/13 | JV Girls Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | Cancelled | ||
| Wed., 2/14 | V Boys Basketball | North Branford | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 59-58 | ||
| Wed., 2/14 | JV Boys Basketball | North Branford | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | Cancelled | ||
| Wed., 2/14 | V Boys Ice Hockey | Watertown-Pomperaug | Away - Taft School-Mays [Directions] | W 3-0 | ||
| Wed., 2/14 | V Girls Basketball | Portland | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/14 | V Girls Gymnastics | Daniel Hand, Mercy, Valley Regional | Away - Polson MS, Small Gym-Polson Middle School/DHHS Campus [Directions] | 127.40 | ||
| Thu., 2/15 | V Girls Basketball | Old Lyme | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 66-24 | ||
| Thu., 2/15 | V | Shoreline Unified Cornhole Tournament | Away - Lyme-Old Lyme HS | 3:00 p.m. | 2:30 PM | |
| Fri., 2/16 | V Boys Swimming and Diving | Cheshire | Away - Cheshire Community Pool [Directions] | Hand 71 Cheshire 51 Hand 5-4 | 5:00 PM; 1 Bus | |
| Fri., 2/16 | V Girls Gymnastics | Shoreline Championship | Away - ABC Gymnastics | 6:00 p.m. | ||
| Fri., 2/16 | V Girls Gymnastics | Shoreline Championship | Away - ABC Gymnastics | 6:00 p.m. | ||
| Sat., 2/17 | V Boys Basketball | Portland | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 53-45 | ||
| Sat., 2/17 | FR Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 9:00 a.m. | 7:45 AM | |
| Sat., 2/17 | V Boys Ice Hockey | North Haven | Away - Northford-Red [Directions] | W 7-1 | ||
| Sat., 2/17 | V Boys Indoor Track | CIAC State Open Divisional Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Sat., 2/17 | V Girls Basketball | Haddam-Killingworth | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 65-34 | ||
| Sat., 2/17 | V Girls Indoor Track | CIAC State Open Championship | Away - Floyd Little Athletic Center | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 49-64 | |||
| Mon., 2/19 | JV Boys Basketball | Ledyard | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 1:30 p.m. | ||
| Mon., 2/19 | FR Boys Basketball | Ledyard | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 12:00 p.m. | ||
| Tue., 2/20 | JV Boys Ice Hockey | Simsbury | Away - Simsbury Farms Ice Rink-Ice Rink [Directions] | 5:30 p.m. | ||
| Tue., 2/20 | V Boys Swimming and Diving | Notre Dame-West Haven | Away - Albertus Magnus-Cosgrove Marcus Messer Athletic Center [Directions] | ND 92 Hand 78 Hand 5-5 | 2:30 PM; 1 Bus | |
| Wed., 2/21 | V Boys Basketball | Westbrook | Away - Westbrook HS-Westbrook HS Gym [Directions] | W 68-44 | 4:50 PM | |
| Wed., 2/21 | JV Boys Basketball | Westbrook | Away - Westbrook HS-Westbrook HS Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/21 | V Boys Ice Hockey | Trumbull | Home - East Haven HS-Patsy DiLungo Rink [Directions] | W 5-0 | ||
| Wed., 2/21 | V Girls Ice Hockey | Hamden Coop | Home - Northford-Red [Directions] | 3:30 p.m. | 2:00 PM; 1 Bus | |
| Thu., 2/22 | V Girls Basketball | St. Bernard (Scrim.) | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 4:15 p.m. | ||
| Fri., 2/23 | Miscellaneous Events | Shoot-A -Thon Fundraiser | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 6:00 p.m. | ||
| Sat., 2/24 | JV Boys Basketball | North Branford | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 9:30 a.m. | ||
| Sat., 2/24 | FR Boys Basketball | North Branford | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | 11:00 a.m. | ||
| Sat., 2/24 | V Girls Gymnastics | CIAC Class S Divisional Championship | Away - Jonathan Law | 5:00 p.m. | ||
| Sun., 2/25 | JV Boys Ice Hockey | Eastern CT Eagles | Away - Norwich - Rose Garden-RoseGarden Arena [Directions] | 1:30 p.m. | ||
| Mon., 2/26 | V Boys Ice Hockey | Hamden | Home - East Haven HS-Patsy DiLungo Rink [Directions] | W 6-2 | ||
| Mon., 2/26 | V Boys Swimming and Diving | BOYS SWIM TO CHESHIRE COMMUNITY CENTER POOL | Away - Not Listed | Hand finished 5th out of 13 teams | 1:30 PM, Dismiss TBA; 1 Bus | |
| Mon., 2/26 | V Girls Ice Hockey | Hamden Coop | Home - Northford-Blue [Directions] | 3:45 p.m. | 2:00 PM; 1 Bus | |
| Tue., 2/27 | V Girls Basketball | Terryville | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | W 42-41 | ||
| Wed., 2/28 | V Boys Swimming and Diving | SCC SWIM FINALS AT SCSU | Away - Not Listed | 3:00 p.m. | 2:05 PM, Dismiss TBA; 1 Bus | |
| Thu., 2/29 | V Girls Basketball | Lyman Memorial | Home - Old Saybrook HS-OSHS Gymnasium [Directions] | L 35-39 | ||
| Sat., 3/2 | V Girls Gymnastics | CIAC State Open | Away - New Milford | 12:00 p.m. | ||
| Sat., 3/2 | V Girls Gymnastics | CIAC State Open | Away - New Milford | 12:00 p.m. | ||
| Tue., 3/5 | V Boys Ice Hockey | West Haven Coop | Away - West Haven HS-Bennett Rink [Directions] | W 6-1 | ||
| Tue., 3/5 | V Boys Ice Hockey | CIAC Div II First Round | Away - Higher Seed | TBA | ||
| Wed., 3/6 | V Boys Swimming and Diving | CIAC Class L Diving Championship | Away - Middletown | 5:30 p.m. | ||
| Fri., 3/8 | V Boys Ice Hockey | Guilford | Home - Wesleyan University-Snyder Rink [Directions] | W 5-2 | ||
| Fri., 3/8 | V Boys Ice Hockey | CIAC Div II Quarterfinal | Away - Site TBA | TBA | ||
| Sat., 3/9 | V Boys Swimming and Diving | CIAC Class L Qualifying Meet | Away - Cornerstone Pool | 11:15 a.m. | ||
| Tue., 3/12 | V Boys Ice Hockey | Woodstock Academy | Away - Quinnipiac University-TD Bank Sports Center [Directions] | W 6-0 | ||
| Tue., 3/12 | V Boys Ice Hockey | CIAC Div II Semifinal | Away - Site TBA | TBA | ||
| Tue., 3/12 | V Boys Swimming and Diving | CIAC Class L Finals | Away - Cornerstone Pool | 6:00 p.m. | ||
| Thu., 3/14 | V Boys Swimming and Diving | CIAC State Open Diving | Away - Middletown | 5:30 p.m. | ||
| Sat., 3/16 | V Boys Swimming and Diving | CIAC State Open Swimming | Away - Yale | 1:00 p.m. | 10:00 AM; 1 Bus | |
| Mon., 3/18 | V Boys Ice Hockey | Cheshire | Away - Quinnipiac University-TD Bank Sports Center [Directions] | L 3-6 | ||
| Mon., 3/18 | V Boys Ice Hockey | CIAC Div II Final | Away - Site TBA | TBA | ||
| Wed., 3/20 | V Baseball | East Lyme (Scrim.) | Away - East Lyme HS-ELHS Baseball Diamond [Directions] | 4:00 p.m. | 2:55 PM | |
| Thu., 3/21 | V Softball | Westbrook/Old Saybrook, New London (Scrim.) | Away - Old Saybrook HS-Old Saybrook Softball Field [Directions] | 3:45 p.m. | 12:00 PM | |
| Pending change awaiting acceptance by one or more parties involved: Date to 3/22 | ||||||
| Thu., 3/21 | V Softball | New London, Old Saybrook (Scrim.) | Home - Old Saybrook HS-Old Saybrook Softball Field [Directions] | 3:45 p.m. | ||
| Pending change awaiting acceptance by one or more parties involved: Date to 3/22 | ||||||
| Fri., 3/22 | V Baseball | New London (Scrim.) | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 3/26 | V Boys Lacrosse | Bacon Academy (Scrim.) | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Baseball | Windham (Scrim.) | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 3/27 | V Girls Lacrosse | Montville (Scrim.) | Away - Montville HS-Montville Turf Field [Directions] | 4:30 p.m. | 3:15 PM | |
| Wed., 3/27 | V Softball | Valley Regional (Scrim.) | Away - Valley Regional HS-Joseph Camarota Memorial Field [Directions] | 3:45 p.m. | 2:30 PM; 1 Bus | |
| Wed., 3/27 | Miscellaneous Events | OSW Softball Scrimmage @ Valley Bus will pick up Westbrook @ 2:30, and Old Saybrook @ 2:45. Return opposite order at approximately 5:45. | Home - Valley Regional HS-Richard B. Blythe Field [Directions] | 3:45 p.m. | 2:30 PM | |
| Thu., 3/28 | V Girls Lacrosse | Waterford (Scrim.) | Away - Waterford HS-Alumni Turf Field/Track [Directions] | Cancelled | 4:15 PM | |
| Sat., 3/30 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | L 11-1 | 11:15 AM | |
| Sat., 3/30 | V Boys Lacrosse | Foran (Scrim.) | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 11:00 a.m. | ||
| Sat., 3/30 | V Softball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Varsity Softball Field [Directions] | 10:30 a.m. | 9:00 AM; 1 Bus | |
| Mon., 4/1 | V Boys Tennis | Grasso Tech | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | W 4-3 [Detailed Results] | ||
| Mon., 4/1 | V Softball | Whitney Tech | Home - Old Saybrook HS-Old Saybrook Softball Field [Directions] | 4:15 p.m. | ||
| Mon., 4/1 | V Girls Tennis | Cromwell | Away - Watrous park [Directions] | 4:00 p.m. | 3:00 PM | |
| Tue., 4/2 | V Boys Lacrosse | North Branford | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | W 15-6 | ||
| Tue., 4/2 | JV Boys Lacrosse | North Branford | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 6:00 p.m. | ||
| Wed., 4/3 | V Boys Outdoor Track | Morgan | Home - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | Cancelled | ||
| Wed., 4/3 | V Girls Outdoor Track | Morgan | Home - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | Cancelled | ||
| Thu., 4/4 | V Boys Lacrosse | Morgan | Away - Indian River Complex-Turf Field [Directions] | 4:00 p.m. | 2:55 PM | |
| Thu., 4/4 | JV Boys Lacrosse | Morgan | Away - Indian River Complex-Turf Field [Directions] | Cancelled | ||
| Thu., 4/4 | V Girls Lacrosse | Morgan | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 12-9 | ||
| Fri., 4/5 | V Boys Tennis | Old Lyme | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 4/5 | V Softball | Hale Ray | Away - Nathan Hale Ray HS-Lou Milardo Field [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Fri., 4/5 | V Girls Tennis | Old Lyme | Away - Lyme-Old Lyme HS-Tennis Courts [Directions] | 4:00 p.m. | 3:00 PM | |
| Sat., 4/6 | V Baseball | Old Lyme | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 1:00 p.m. | ||
| Sat., 4/6 | JV Baseball | Old Lyme | Away - Lyme-Old Lyme HS-Gloria Maddocks Field [Directions] | Postponed | 9:00 AM | |
| Sat., 4/6 | V Boys Lacrosse | Fitch | Away - Groton MS-Groton Middle School-Turf Feld [Directions] | 11:00 a.m. | 9:30 AM | |
| Sat., 4/6 | JV Boys Lacrosse | Fitch | Away - Groton MS-Groton Middle School-Turf Feld [Directions] | Cancelled | ||
| Sat., 4/6 | V Girls Lacrosse | Fitch | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | L 13-2 | ||
| Sat., 4/6 | V Girls Outdoor Track | HAMMONASSET INVITE | Away - Daniel Hand HS-DHHS Track | TBA | ||
| Mon., 4/8 | V Baseball | Coginchaug | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 11:00 a.m. | ||
| Mon., 4/8 | V Boys Tennis | Coginchaug | Away - Coginchaug Regional HS-Tennis Courts @ CRHS [Directions] | 10:00 a.m. | 8:45 AM | |
| Tue., 4/9 | V Boys Golf | Cromwell | Away - TPC River Highlands [Directions] | 2:40 p.m. | 1:15 PM | |
| Tue., 4/9 | V Boys Tennis | Westbrook | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 3:45 p.m. | 3:00 PM | |
| Tue., 4/9 | V Girls Tennis | Westbrook | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Baseball | Hale Ray | Away - Nathan Hale Ray HS-Baseball # 1 [Directions] | 4:00 p.m. | 2:15 PM | |
| Wed., 4/10 | V Boys Lacrosse | Old Lyme | Away - Lyme-Old Lyme HS-Turf Field [Directions] | 4:00 p.m. | 2:45 PM | |
| Wed., 4/10 | JV Boys Lacrosse | Old Lyme | Away - Lyme-Old Lyme HS-Turf Field [Directions] | 5:30 p.m. | ||
| Thu., 4/11 | V Boys Lacrosse | Branford | Away - Branford HS-Athletic Turf Field [Directions] | 5:00 p.m. | 3:30 PM | |
| Thu., 4/11 | JV Boys Lacrosse | Branford | Away - Branford HS-Athletic Turf Field [Directions] | Postponed | ||
| Thu., 4/11 | V Softball | TBA, Old Saybrook | Home - Old Saybrook HS-Old Saybrook Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/11 | V Softball | Westbrook/Old Saybrook, TBA | Away - Old Saybrook HS-Old Saybrook Softball Field [Directions] | 4:00 p.m. | 12:00 PM | |
| Fri., 4/12 | V Baseball | Haddam-Killingworth | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | Cancelled | ||
| Fri., 4/12 | V Softball | TBA, East Hampton | Away - TBA | 4:00 p.m. | 12:00 PM | |
| Sat., 4/13 | JV Baseball | ValleyReg/Westbrook | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 4/13 | V Boys Lacrosse | St. Bernard-Wheeler | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 11:00 a.m. | ||
| Sat., 4/13 | JV Boys Lacrosse | St. Bernard-Wheeler | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 12:30 p.m. | ||
| Sat., 4/13 | V Girls Lacrosse | New Fairfield | Away - New Fairfield HS-Marty Morgan Field [Directions] | 2:00 p.m. | 12:15 PM | |
| Mon., 4/15 | V Baseball | Morgan | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/15 | V Boys Golf | North Branford | Away - Indian Springs Golf Course-Indian Springs CC [Directions] | 3:00 p.m. | 1:30 PM, Dismiss 1:15 PM | |
| Mon., 4/15 | V Boys Tennis | Morgan | Away - Morgan School-Tennis Courts [Directions] | 4:00 p.m. | 3:15 PM | |
| Mon., 4/15 | V Girls Tennis | Morgan | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | L 2-5 | ||
| Tue., 4/16 | V Baseball | East Hampton | Away - East Hampton HS-Baseball Field [Directions] | 4:00 p.m. | 2:30 PM, Dismiss 2:15 PM | |
| Tue., 4/16 | V Boys Golf | Portland | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Tue., 4/16 | V Boys Lacrosse | Valley Regional | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 5:00 p.m. | ||
| Tue., 4/16 | JV Boys Lacrosse | Valley Regional | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 6:30 p.m. | ||
| Tue., 4/16 | V Boys Outdoor Track | Old Lyme, Valley Regional | Away - Lyme-Old Lyme HS-Track Field [Directions] | 3:30 p.m. | 2:50 PM | |
| Tue., 4/16 | V Boys Tennis | Haddam-Killingworth | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/16 | V Girls Lacrosse | Valley Regional | Away - Valley Regional HS-Field Hockey / Lacrosse Field [Directions] | 3:45 p.m. | 3:00 PM | |
| Tue., 4/16 | V Girls Outdoor Track | Old Lyme, Valley Regional | Away - Lyme-Old Lyme HS-Track Field [Directions] | 3:30 p.m. | 2:50 PM | |
| Tue., 4/16 | V Softball | Valley Regional | Away - Valley Regional HS-Joseph Camarota Memorial Field [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Wed., 4/17 | V Girls Tennis | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Tennis Courts [Directions] | 4:00 p.m. | 2:55 PM | |
| Thu., 4/18 | V Girls Lacrosse | Haddam-Killingworth | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 7:00 p.m. | ||
| Fri., 4/19 | V Baseball | ValleyReg/Westbrook | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | V Boys Golf | East Lyme | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Fri., 4/19 | V Boys Lacrosse | Haddam-Killingworth | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 7:00 p.m. | ||
| Fri., 4/19 | V Boys Tennis | Valley Regional | Away - Valley Regional HS-Tennis Courts [Directions] | 3:45 p.m. | 3:15 PM | |
| Fri., 4/19 | V Softball | Portland | Home - Old Saybrook HS-Old Saybrook Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | V Girls Tennis | Valley Regional | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 4/19 | V | Unified Prom | Away - Valley Regional HS-Cafeteria | 5:30 p.m. | 5:00 PM | |
| Sat., 4/20 | JV Baseball | Portland | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | Postponed | ||
| Sat., 4/20 | V Boys Lacrosse | Ledyard-Griswold | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 11:00 a.m. | ||
| Sat., 4/20 | JV Boys Lacrosse | Ledyard-Griswold | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 12:30 p.m. | ||
| Sat., 4/20 | V Boys Outdoor Track | Wildcat Relays (DO NOT DELETE) | Away - Lyme-Old Lyme HS-Track Field | 10:00 a.m. | ||
| Sat., 4/20 | V Girls Outdoor Track | Wildcat Relays (DO NOT DELETE) | Away - Lyme-Old Lyme HS-Track Field | 10:00 a.m. | ||
| Mon., 4/22 | V Baseball | Morgan | Away - Morgan School-Baseball Field [Directions] | 4:00 p.m. | 3:00 PM | |
| Mon., 4/22 | V Softball | Cromwell | Away - Cromwell HS-Softball Diamond [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Tue., 4/23 | V Boys Lacrosse | Cromwell | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 6:30 p.m. | ||
| Tue., 4/23 | V Boys Outdoor Track | Westbrook, Morgan | Away - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:30 p.m. | 2:50 PM | |
| Tue., 4/23 | V Boys Tennis | Cromwell | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 4/23 | V Girls Lacrosse | Cromwell | Away - Cromwell HS-Lacrosse Field [Directions] | 4:00 p.m. | 2:50 PM | |
| Tue., 4/23 | V Girls Outdoor Track | Westbrook, Morgan | Away - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:30 p.m. | 2:50 PM | |
| Tue., 4/23 | V Softball | North Branford | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 4:30 p.m. | ||
| Tue., 4/23 | Miscellaneous Events | Boys Golf @ Shennecossett Golf Course 93 Plant Road, Groton | Home - TBA [Directions] | 2:30 p.m. | 1:15 PM | |
| Wed., 4/24 | V Baseball | Cromwell | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | V Boys Lacrosse | Old Lyme | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | JV Boys Lacrosse | Old Lyme | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | Cancelled | ||
| Thu., 4/25 | V Boys Tennis | New London | Away - New London HS-NLHS Tennis Courts [Directions] | 4:15 p.m. | 3:15 PM | |
| Thu., 4/25 | V Girls Tennis | New London | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 4/26 | V Baseball | North Branford | Away - North Branford HS-NBHS Baseball Field [Directions] | 4:00 p.m. | 2:30 PM | |
| Fri., 4/26 | V Girls Lacrosse | Old Lyme | Away - Lyme-Old Lyme HS-Turf Field [Directions] | 4:00 p.m. | 3:00 PM | |
| Fri., 4/26 | Miscellaneous Events | Varsity Golf Blue Fox Run Tournament Blue Fox Run, Avon. 65 Nod Road, Avon CT | Home - TBA [Directions] | 10:00 a.m. | 8:00 AM | |
| Sat., 4/27 | V Baseball | Portland | Away - Portland HS-Portland HS [Directions] | 11:00 a.m. | 9:00 AM | |
| Sat., 4/27 | V Boys Outdoor Track | Ellington Invitational | Away - Ellington HS-Track | 9:00 a.m. | 7:15 AM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 10:00 a.m. | ||||||
| Sat., 4/27 | V Girls Lacrosse | Waterford | Away - Waterford HS-Alumni Turf Field/Track [Directions] | 10:00 a.m. | 8:30 AM | |
| Sat., 4/27 | V Girls Outdoor Track | Ellington Invitational | Away - Ellington HS-Track | 9:00 a.m. | 7:15 AM | |
| Sat., 4/27 | V Softball | East Hampton | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 9:00 a.m. | ||
| Mon., 4/29 | V Boys Tennis | Cromwell | Away - Watrous park [Directions] | 4:00 p.m. | 3:15 PM | |
| Mon., 4/29 | V Girls Lacrosse | North Branford | Away - North Branford HS-NBHS Front Field [Directions] | 6:00 p.m. | 4:15 PM | |
| Mon., 4/29 | V Softball | Putnam | Away - St. Marie Greenhalgh Sports Complex-Softball Field [Directions] | 4:15 p.m. | 2:30 PM; 1 Bus | |
| Tue., 4/30 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | 4:15 p.m. | 2:55 PM | |
| Tue., 4/30 | V Boys Golf | Old Lyme | Away - Black Hall Golf Club [Directions] | 3:00 p.m. | 2:15 PM, Dismiss 2:00 PM | |
| Tue., 4/30 | V Boys Outdoor Track | East Hampton, Valley Regional | Home - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | 3:30 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | East Hampton, Valley Regional | Home - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | 3:30 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Cromwell | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Baseball | Portland | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Boys Golf | Haddam-Killingworth | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Wed., 5/1 | V Boys Tennis | Westbrook | Away - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 4:30 p.m. | 3:45 PM | |
| Wed., 5/1 | V Softball | Old Lyme | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Girls Tennis | Westbrook | Away - Westbrook HS-Westbrook HS / MS Tennis Courts [Directions] | 3:30 p.m. | 2:50 PM | |
| Thu., 5/2 | V Boys Lacrosse | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | 6:00 p.m. | 2:50 PM | |
| Thu., 5/2 | JV Boys Lacrosse | North Branford | Away - North Branford HS-NBHS Back Field [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Boys Tennis | Morgan | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Girls Lacrosse | North Branford | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 4:00 p.m. | ||
| Thu., 5/2 | V Girls Tennis | Morgan | Away - Morgan School-Tennis Courts [Directions] | 4:00 p.m. | 2:55 PM | |
| Fri., 5/3 | V Baseball | Old Lyme | Away - Lyme-Old Lyme HS-Gloria Maddocks Field [Directions] | 4:00 p.m. | 3:00 PM | |
| Fri., 5/3 | V Softball | Hale Ray | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 4:00 p.m. | ||
| Fri., 5/3 | Miscellaneous Events | Cancer Walk | Home - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | 3:00 p.m. | ||
| Sat., 5/4 | JV Baseball | Old Lyme | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 2:00 p.m. | ||
| Sat., 5/4 | V Boys Outdoor Track | Marty Roberts invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 9:30 a.m. | ||
| Sat., 5/4 | V Girls Lacrosse | Old Lyme | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 11:00 a.m. | ||
| Sat., 5/4 | V Girls Outdoor Track | Marty Roberts Invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | 9:30 a.m. | 8:00 AM | |
| Sat., 5/4 | V Softball | Morgan | Home - Old Saybrook HS-Old Saybrook Softball Field [Directions] | 11:00 a.m. | ||
| Mon., 5/6 | V Baseball | Coginchaug | Away - Coginchaug Regional HS-Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 4:00 p.m. | 2:50 PM | |
| Mon., 5/6 | V Boys Golf | Wildcat Invite | Away - Norwich Golf Course | 12:30 p.m. | 10:30 AM, Dismiss 10:15 AM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 12:00 p.m. | ||||||
| Mon., 5/6 | V Boys Tennis | Old Lyme | Away - Lyme-Old Lyme HS-Tennis Courts [Directions] | 4:00 p.m. | 3:15 PM | |
| Mon., 5/6 | V Girls Tennis | Old Lyme | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/7 | V Boys Golf | Haddam-Killingworth | Away - Lyman Orchards -Jones Course [Directions] | 3:00 p.m. | 1:30 PM, Dismiss 1:15 PM | |
| Tue., 5/7 | V Boys Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Track Field [Directions] | 4:15 p.m. | ||
| Tue., 5/7 | V Boys Outdoor Track | Portland, North Branford | Away - Portland HS-HS Track [Directions] | 3:45 p.m. | 2:15 PM, Dismiss 2:00 PM | |
| Tue., 5/7 | V Girls Lacrosse | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | 4:15 p.m. | 2:55 PM | |
| Tue., 5/7 | V Girls Outdoor Track | Portland, North Branford | Away - Portland HS-HS Track [Directions] | 3:45 p.m. | 2:15 PM, Dismiss 2:00 PM | |
| Tue., 5/7 | V Softball | Portland | Away - Portland HS-PHS Softball Field [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Wed., 5/8 | V Softball | Coginchaug | Away - Coginchaug Regional HS-Atwell Field @ CRHS [Directions] | 4:00 p.m. | 4:15 PM; 1 Bus | |
| Wed., 5/8 | V Girls Tennis | Portland | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 3:45 p.m. | ||
| Thu., 5/9 | V Boys Golf | Coginchaug | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Thu., 5/9 | V Boys Lacrosse | Morgan | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 6:30 p.m. | ||
| Thu., 5/9 | JV Boys Lacrosse | Morgan | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | Cancelled | ||
| Thu., 5/9 | V Girls Lacrosse | Morgan | Away - Indian River Complex-Turf Field [Directions] | 7:00 p.m. | 4:30 PM | |
| Thu., 5/9 | JV Girls Lacrosse | Morgan | Away - Indian River Complex-Turf Field [Directions] | Cancelled | ||
| Thu., 5/9 | V Girls Tennis | East Hampton | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Fri., 5/10 | V Baseball | Norwich Free Academy | Away - Dodd Stadium-Norwich [Directions] | 7:00 p.m. | 5:00 PM | |
| Fri., 5/10 | V Boys Golf | Valley Regional | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Fri., 5/10 | V Boys Lacrosse | Cromwell | Away - Cromwell HS-Don Luke Track [Directions] | 4:00 p.m. | 2:50 PM | |
| Fri., 5/10 | JV Boys Lacrosse | Cromwell | Away - Cromwell HS-Lacrosse Field [Directions] | Cancelled | ||
| Fri., 5/10 | V Boys Outdoor Track | Running Rams Invitational | Home - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | 2:00 p.m. | ||
| Fri., 5/10 | V Girls Outdoor Track | Running Rams Invitational | Home - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | 2:00 p.m. | ||
| Fri., 5/10 | V Softball | Cromwell | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 4:15 p.m. | Non-league game | |
| Sat., 5/11 | V Softball | Coginchaug | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 10:00 a.m. | ||
| Mon., 5/13 | V Baseball | Branford | Away - Branford HS-Baseball Diamond [Directions] | 4:00 p.m. | 2:30 PM, Dismiss 2:15 PM | |
| Mon., 5/13 | V Boys Golf | Hale Ray | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Mon., 5/13 | V Softball | Valley Regional | Home - Old Saybrook HS-Old Saybrook Softball Field [Directions] | 4:00 p.m. | Non-league Game | |
| Mon., 5/13 | V Girls Tennis | North Branford | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Baseball | Hale Ray | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Boys Golf | Morgan | Away - Clinton Country Club [Directions] | 3:00 p.m. | 2:00 PM, Dismiss 1:45 PM | |
| Tue., 5/14 | V Boys Outdoor Track | Haddam-Killingworth, Cromwell | Away - Haddam Killingworth HS (HK)-HKHS Track [Directions] | 3:30 p.m. | 2:15 PM, Dismiss 2:00 PM | |
| Tue., 5/14 | V Girls Lacrosse | Cromwell | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 7:00 p.m. | ||
| Tue., 5/14 | V Girls Outdoor Track | Haddam-Killingworth, Cromwell | Away - Haddam Killingworth HS (HK)-HKHS Track [Directions] | 3:30 p.m. | 2:15 PM, Dismiss 2:00 PM | |
| Wed., 5/15 | V Boys Golf | East Hampton | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Wed., 5/15 | V Girls Lacrosse | Valley Regional | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 6:30 p.m. | ||
| Wed., 5/15 | V Softball | Old Lyme | Away - Lyme-Old Lyme HS-Softball Diamond [Directions] | Rainout | 2:30 PM; 1 Bus | |
| Pending change awaiting acceptance by one or more parties involved: Time to 3:00 p.m. | ||||||
| Thu., 5/16 | V Boys Golf | Cromwell | Away - TPC River Highlands [Directions] | 2:40 p.m. | 1:15 PM, Dismiss 1:00 PM | |
| Thu., 5/16 | V Boys Lacrosse | Valley Regional | Away - Valley Regional HS-Field Hockey / Lacrosse Field [Directions] | 5:30 p.m. | 2:50 PM | |
| Thu., 5/16 | JV Boys Lacrosse | Valley Regional | Away - Valley Regional HS-Field Hockey / Lacrosse Field [Directions] | 4:00 p.m. | ||
| Thu., 5/16 | V Boys Outdoor Track | Shoreline Novice Meet | Away - Haddam Killingworth HS (HK)-HKHS Track | 3:30 p.m. | 2:15 PM, Dismiss 2:00 PM | |
| Thu., 5/16 | V Girls Outdoor Track | Shoreline Novice Meet | Away - Haddam Killingworth HS (HK)-HKHS Track | 3:30 p.m. | ||
| Fri., 5/17 | V Baseball | Stonington | Away - Stonington HS-SHS Baseball Field [Directions] | 4:15 p.m. | 3:00 PM | |
| Fri., 5/17 | V Boys Tennis | Grasso Tech | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 2:00 p.m. | ||
| Fri., 5/17 | V Softball | Whitney Tech | Away - Eli Whitney RVTS-Softball Field [Directions] | 3:45 p.m. | 2:30 PM; 1 Bus | |
| Fri., 5/17 | V Girls Tennis | Coginchaug | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 3:30 p.m. | ||
| Fri., 5/17 | Miscellaneous Events | OSMS MIDDLE SCHOOL INVITATIONAL | Home - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | 3:00 p.m. | ||
| Sat., 5/18 | V Baseball | Grasso Tech | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 10:00 a.m. | ||
| Sat., 5/18 | V Boys Tennis | East Hampton | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 9:00 a.m. | ||
| Sat., 5/18 | V Softball | Putnam | Home - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | 11:00 a.m. | ||
| Sat., 5/18 | V Softball | Old Lyme | Away - Lyme-Old Lyme HS-Softball Diamond [Directions] | 4:00 p.m. | 3:00 PM; 1 Bus | |
| Mon., 5/20 | V Baseball | North Branford | Away - North Branford HS-NBHS Baseball Field [Directions] | 4:00 p.m. | 2:30 PM, Dismiss 2:00 PM | |
| Mon., 5/20 | V Boys Golf | Old Lyme | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Mon., 5/20 | V Boys Tennis | Shoreline Conference Boys Individual Tennis Tournament | Away - Not Listed | 9:00 a.m. | ||
| Mon., 5/20 | V Softball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Varsity Softball Field [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Mon., 5/20 | V Girls Tennis | Shoreline Conference Girls Individual Tennis Tournament | Away - Not Listed | 9:00 a.m. | ||
| Tue., 5/21 | V Boys Golf | Shoreline Conference Championship | Away - Stanley Golf Course | 9:00 a.m. | 7:15 AM | |
| Pending change awaiting acceptance by one or more parties involved: Time to TBA | ||||||
| Tue., 5/21 | V Boys Lacrosse | Old Lyme | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 7:00 p.m. | ||
| Tue., 5/21 | V Boys Tennis | Shoreline Conference Boys Individual Tennis Tournament | Away - Morgan School-Tennis Courts | 4:00 p.m. | ||
| Tue., 5/21 | V Girls Lacrosse | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | 6:00 p.m. | 4:15 PM | |
| Tue., 5/21 | V Girls Tennis | Shoreline Conference Girls Individual Tennis Tournament | Away - Lyme-Old Lyme HS-Tennis Courts | 12:00 p.m. | ||
| Wed., 5/22 | V Boys Golf | Fitch | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | 3:30 p.m. | ||
| Wed., 5/22 | V Boys Outdoor Track | Cromwell, Coginchaug, East Hampton, Haddam-Killingworth, Old Lyme, Morgan, Hale Ray, North Branford, Portland, Valley Regional, Westbrook | Away - Portland HS-Default Facility | TBA | 11:30 AM, Dismiss 11:15 AM | |
| Pending change awaiting acceptance by one or more parties involved: Time to 2:00 p.m. | ||||||
| Wed., 5/22 | V Girls Outdoor Track | Shoreline Track and FIeld Championship | Away - TBA | TBA | ||
| Pending changes awaiting acceptance by one or more parties involved: Time to 2:00 p.m., Facility to Portland HS-Default Facility | ||||||
| Thu., 5/23 | V Boys Lacrosse | North Branford | Home - Indian River Complex-Turf Field [Directions] | 7:30 p.m. | ||
| Thu., 5/23 | V | Shoreline Conference Unified Track Meet - Senior Celebration | Away - Valley Regional HS-Valley Regional High School Gym | 3:30 p.m. | 3:00 PM | |
| Fri., 5/24 | V Baseball | Old Lyme (Scrim.) | Home - Old Saybrook HS-OSHS Baseball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/24 | V Boys Golf | Hale Ray | Home - Old Saybrook HS-Fenwick Golf Course [Directions] | Cancelled | ||
| Fri., 5/24 | V Girls Tennis | Holy Cross | Home - Old Saybrook HS-Old Saybrook Tennis Courts [Directions] | 3:00 p.m. | ||
| Tue., 5/28 | V Baseball | Lyman Memorial | Away - Lyman Memorial HS-Baseball Diamond [Directions] | 3:30 p.m. | 1:15 PM | |
| Tue., 5/28 | V Girls Lacrosse | Wheeler | Home - Old Saybrook HS-Old Saybrook HS Turf [Directions] | 6:30 p.m. | ||
| Tue., 5/28 | V Softball | East Catholic | Away - East Catholic HS-Lower Field Softball Diamond [Directions] | 3:45 p.m. | 1:30 PM; 1 Bus | |
| Wed., 5/29 | V Boys Lacrosse | Stonington | Home - Old Saybrook HS-Old Saybrook Campus [Directions] | 6:30 p.m. | ||
| Wed., 5/29 | V | , , , , , , , , , | Away - Lyme-Old Lyme HS | 3:00 p.m. | ||
| Sat., 6/1 | V Boys Lacrosse | Granby Memorial | Away - Granby Memorial HS-Stadium Field [Directions] | 11:00 a.m. | ||