| Hale Ray 2019-20 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 362 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| Wed., 8/28 | V Boys Cross Country | Scrimmage | Home - Nathan Hale Ray HS-HS XC Course [Directions] | 3:45 p.m. | ||
| Wed., 8/28 | V Boys Cross Country | Lyman Memorial (Scrim.) | Home - Nathan Hale Ray HS-HS XC Course [Directions] | 3:45 p.m. | ||
| Wed., 8/28 | V Girls Cross Country | Scrimmage | Home - Nathan Hale Ray HS-HS XC Course [Directions] | 3:45 p.m. | ||
| Wed., 8/28 | V Girls Cross Country | Lyman Memorial (Scrim.) | Home - Nathan Hale Ray HS-HS XC Course [Directions] | 3:45 p.m. | ||
| Sat., 8/31 | V Football | Rockville (Scrim.) | Home - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | 11:00 a.m. | ||
| Tue., 9/3 | V Boys Soccer | Lyman Memorial (Scrim.) | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | 4:00 p.m. | ||
| Wed., 9/4 | V Girls Volleyball | Maloney | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/5 | V Boys Soccer | Montville | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | 6:00 p.m. | ||
| Thu., 9/5 | V Girls Volleyball | Naugatuck | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | V Boys Cross Country | Middletown | Away - Veterans Memorial Park, Middletown, CT [Directions] | 3:30 p.m. | 2:15 PM, Dismiss TBA; 1 Bus | |
| Fri., 9/6 | V Football | Foran (Scrim.) | Home - Coginchaug Regional HS-Turf Field [Directions] | 4:30 p.m. | ||
| Fri., 9/6 | V Girls Soccer | North Haven (Scrim.) | Away - North Haven MS-West Turf Field [Directions] | 4:00 p.m. | 2:30 PM; 1 Bus | |
| Sat., 9/7 | V Boys Soccer | Hale Ray Jamboree | Home - Hale-Ray HS-Upper Field [Directions] | 10:00 a.m. | ||
| Sat., 9/7 | V Boys Soccer | Gilbert (Scrim.) | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | 10:30 a.m. | ||
| Sat., 9/7 | V Boys Soccer | St. Bernard (Scrim.) | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | 12:00 p.m. | ||
| Sat., 9/7 | V Girls Volleyball | Glastonbury, Bacon Academy, Cheshire Academy, East Hampton, Fairfield Ludlowe, Loomis Chaffee School, Maloney, Minnechaug (MA), TBA, Newington, Norwich Free Academy, Platt, SMSA, Tolland, Westfield (MA) | Away - Glastonbury HS-Gym | 8:00 a.m. | 7:15 AM; 1 Bus | |
| Mon., 9/9 | V Girls Soccer | Windsor Locks (Scrim.) | Away - Windsor Locks HS-Soccer Field 1 Upper [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/10 | V Boys Cross Country | Highlander Invitational | Away - Camp Ingersoll | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/10 | V Boys Soccer | East Lyme (Scrim.) | Away - East Lyme HS-Dick North Turf Field [Directions] | 6:30 p.m. | ||
| Tue., 9/10 | V Girls Cross Country | Highlander Invitational | Away - Camp Ingersoll | 4:15 p.m. | ||
| Tue., 9/10 | V Girls Soccer | Guilford (Scrim.) | Away - Bittner Park-Bittner Park Soccer [Directions] | 3:30 p.m. | ||
| Wed., 9/11 | V Girls Volleyball | Bacon Academy (Scrim.) | Away - Bacon Academy-Gym [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Thu., 9/12 | V Boys Soccer | Comp Sci | Away - Civic Leadership Turf Field [Directions] | W 7-1 | 2:15 PM; 1 Bus | |
| Fri., 9/13 | V Boys Cross Country | Lyman Memorial, Plainville | Home - Nathan Hale Ray HS-HS XC Course [Directions] | 3:45 p.m. | ||
| Fri., 9/13 | V Girls Cross Country | Lyman Memorial, Plainville | Home - Nathan Hale Ray HS-HS XC Course [Directions] | 3:45 p.m. | ||
| Fri., 9/13 | V Girls Soccer | East Haven | Away - East Haven HS-Turf Field [Directions] | T 1-1 | 2:20 PM; 1 Bus | |
| Fri., 9/13 | V Girls Soccer | International/AAE | Away - Metropolitan Learning Center-MLC Soccer Field 1 [Directions] | W 1-0 | 2:15 PM; 1 Bus | |
| Sat., 9/14 | V Football | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 41-20 | 8:30 AM; 3 Buses (2 buses Football @ 8:30 am 1 bus Cheer @ 9:45 am) | |
| Sat., 9/14 | V Boys Soccer | Portland | Away - Portland HS-Varsity Soccer FIeld [Directions] | L 3-1 | 11:30 AM; 1 Bus | Non lg game |
| Sat., 9/14 | JV Girls Soccer | East Haven, North Haven (Scrim.) | Away - East Haven HS-Grass Soccer FIeld [Directions] | Cancelled | ||
| Sat., 9/14 | V Girls Volleyball | Middletown | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Sat., 9/14 | JV Girls Volleyball | Middletown | Home - Nathan Hale Ray HS-Gym [Directions] | 1:30 p.m. | ||
| Mon., 9/16 | JV Football | Old Saybrook | Home - Coginchaug Regional HS-Field #1 - Brookside Field @ CRHS [Directions] | 4:00 p.m. | ||
| Mon., 9/16 | V Boys Soccer | International | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | W 8-0 | ||
| Mon., 9/16 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | L 1-5 | 2:20 PM; 1 Bus | |
| Mon., 9/16 | V Girls Soccer | Old Lyme | Away - Lyme-Old Lyme HS-Track Field [Directions] | L 7-0 | 2:15 PM; 1 Bus | |
| Mon., 9/16 | V Girls Volleyball | Haddam-Killingworth | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Mon., 9/16 | JV Girls Volleyball | Haddam-Killingworth | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 9/18 | V Girls Volleyball | East Hampton | Away - East Hampton HS-Gym [Directions] | L 1-3 | 2:15 PM; 1 Bus | |
| Wed., 9/18 | JV Girls Volleyball | East Hampton | Away - East Hampton HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | V Boys Cross Country | Going to the Sun Invite | Away - Coginchaug Regional HS-Coginchaug Regional HS | 3:45 p.m. | ||
| Thu., 9/19 | V Boys Soccer | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 1-0 | 2:15 PM; 1 Bus | |
| Thu., 9/19 | V Girls Cross Country | Going to the Sun Invite | Away - Coginchaug Regional HS-Coginchaug Regional HS | 3:45 p.m. | ||
| Thu., 9/19 | V Girls Soccer | Old Saybrook | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | L 4-1 | ||
| Thu., 9/19 | V Girls Volleyball | Morgan | Away - Morgan School-Gym [Directions] | W 3-0 | 2:15 PM | |
| Thu., 9/19 | JV Girls Volleyball | Morgan | Away - Morgan School-Gym [Directions] | 4:00 p.m. | 2:15 PM | |
| Fri., 9/20 | V Girls Soccer | Old Lyme | Away - Lyme-Old Lyme HS-Track Field [Directions] | L 1-2 | 2:20 PM; 1 Bus | |
| Sat., 9/21 | V Boys Cross Country | Cromwell | Away - Cromwell HS [Directions] | 10:00 a.m. | 7:45 AM (B / G teams on same bus) | |
| Sat., 9/21 | V Football | SMSA Coop | Home - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | L 7-47 | ||
| Sat., 9/21 | V Girls Cross Country | Cromwell | Away - Cromwell HS [Directions] | 10:00 a.m. | 7:45 AM; 1 Bus (G / B teams travel on same bus) | |
| Mon., 9/23 | JV Football | SMSA Coop | Home - Coginchaug Regional HS-Field #1 - Brookside Field @ CRHS [Directions] | 4:00 p.m. | ||
| Mon., 9/23 | JV Boys Soccer | Old Saybrook | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | 3:45 p.m. | ||
| Mon., 9/23 | V Girls Soccer | Portland | Home - North Branford HS-NBHS Front Field [Directions] | L 5-1 | ||
| Mon., 9/23 | V Girls Soccer | Morgan | Away - Indian River Complex -Turf Field [Directions] | L 4-0 | 2:15 PM; 1 Bus | |
| Mon., 9/23 | V Girls Volleyball | Coginchaug | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Mon., 9/23 | JV Girls Volleyball | Coginchaug | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Boys Cross Country | Portland, Old Lyme, TBA, Old Saybrook | Away - Camp Ingersoll [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (Boys and Girls travel on same bus) | |
| Tue., 9/24 | V Boys Soccer | Morgan | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | W 3-1 | ||
| Tue., 9/24 | V Girls Cross Country | Portland, East Hampton, Old Lyme, Old Saybrook | Away - Camp Ingersoll [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Tue., 9/24 | JV Girls Soccer | Portland | Away - Portland HS-JV Soccer Field [Directions] | 3:45 p.m. | 2:20 PM; 1 Bus | |
| Wed., 9/25 | JV Boys Soccer | Morgan | Away - Morgan School-Soccer/Lax Field [Directions] | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Wed., 9/25 | V Girls Volleyball | Cromwell | Away - Cromwell HS-Jake Salafia Gymnasium [Directions] | W 3-2 | 2:15 PM; 1 Bus | |
| Wed., 9/25 | JV Girls Volleyball | Cromwell | Away - Cromwell HS-Jake Salafia Gymnasium [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Thu., 9/26 | V Girls Soccer | Valley Regional | Away - Valley Regional HS-Richard B. Blythe Field [Directions] | L 2-1 | 2:20 PM; 1 Bus | |
| Thu., 9/26 | V Girls Soccer | Westbrook | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | L 3-1 | ||
| Thu., 9/26 | JV Girls Soccer | Valley Regional | Away - Valley Regional HS-JV Girls Soccer Field [Directions] | Postponed | ||
| Fri., 9/27 | V Boys Cross Country | Bellringer Invitational | Away - East Hampton HS-Cross Country Course | Cancelled | 2:15 PM; 1 Bus | |
| Sat., 9/28 | V Football | Valley Regional/Old Lyme | Away - Lyme-Old Lyme HS [Directions] | W 39-14 | 10:30 AM; 2 Buses | |
| Sat., 9/28 | V Boys Soccer | Westbrook | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | W 2-0 | Non lg game | |
| Mon., 9/30 | JV Football | Valley Regional/Old Lyme | Home - Coginchaug Regional HS-Field #1 - Brookside Field @ CRHS [Directions] | Cancelled | ||
| Mon., 9/30 | V Girls Soccer | Lyman Hall | Away - Lyman Hall HS-Fitzgerald Field [Directions] | T 1-1 | 2:20 PM; 1 Bus | |
| Tue., 10/1 | JV Girls Soccer | Lyman Hall | Away - Lyman Hall HS-Lyman Hall Field #1 [Directions] | 3:30 p.m. | 2:20 PM; 1 Bus | |
| Tue., 10/1 | JV Girls Soccer | East Hampton | Away - East Hampton HS-Main Field [Directions] | 3:45 p.m. | ||
| Tue., 10/1 | V Girls Volleyball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | W 3-2 | 8:30 AM; 1 Bus | |
| Tue., 10/1 | JV Girls Volleyball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/2 | V Boys Soccer | Cromwell | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | L 2-0 | ||
| Wed., 10/2 | V Girls Soccer | Coginchaug | Away - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | L 3-1 | 3:00 PM; 1 Bus | |
| Wed., 10/2 | V Girls Soccer | Cromwell | Away - Cromwell HS-Varsity field [Directions] | L 4-1 | 4:30 PM; 1 Bus | |
| Wed., 10/2 | V Girls Volleyball | North Branford | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Wed., 10/2 | JV Girls Volleyball | North Branford | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/3 | JV Boys Soccer | Cromwell | Away - Cromwell HS-JV Field [Directions] | 3:45 p.m. | 2:15 PM; 1 Bus | |
| Fri., 10/4 | V Boys Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | W 3-1 | 2:15 PM; 1 Bus | |
| Fri., 10/4 | V Girls Soccer | Haddam-Killingworth | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | L 6-0 | ||
| Fri., 10/4 | V Girls Volleyball | Valley Regional | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-2 | ||
| Fri., 10/4 | JV Girls Volleyball | Valley Regional | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/5 | JV Boys Soccer | Haddam-Killingworth | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | 11:00 a.m. | ||
| Sat., 10/5 | V Girls Soccer | East Hampton | Home - North Branford HS-NBHS Front Field [Directions] | L 2-0 | ||
| Mon., 10/7 | V Girls Soccer | Innovation | Away - Academy of Science and Innovations-Default Facility [Directions] | W 6-1 | 2:15 PM; 1 Bus | |
| Tue., 10/8 | JV Boys Soccer | Westbrook | Away - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | 3:45 p.m. | ||
| Tue., 10/8 | V Girls Soccer | East Haven | Home - North Branford HS-NBHS Colafati Field [Directions] | L 4-1 | ||
| Tue., 10/8 | V Girls Volleyball | Rockville | Away - Rockville HS-Main gymnasium [Directions] | W 3-0 | 2:15 PM; 1 Bus (Both teams on same bus) | |
| Tue., 10/8 | JV Girls Volleyball | Rockville | Away - Rockville HS-Main gymnasium [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (Jv and Varsity on same bus) | |
| Wed., 10/9 | JV Girls Soccer | East Haven | Home - North Branford HS-NBHS Front Field [Directions] | Cancelled | ||
| Thu., 10/10 | V Boys Cross Country | League Meet 2(Mega Meet) | Away - Cromwell HS-Cross Country Course | Cancelled | 1:45 PM, Dismiss 1:40 PM; 1 Bus (B/G travel on same bus) | |
| Thu., 10/10 | JV Boys Soccer | East Hampton | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | Postponed | ||
| Thu., 10/10 | V Girls Cross Country | League Meet 2(Mega Meet) | Away - Cromwell HS-Cross Country Course | Cancelled | 1:45 PM, Dismiss 1:40 PM; 1 Bus | |
| Thu., 10/10 | V Girls Soccer | Hale Ray | Home - North Branford HS-NBHS Front Field [Directions] | W 4-0 | ||
| Thu., 10/10 | V Girls Soccer | North Branford/Hale Ray | Away - North Branford HS-NBHS Front Field [Directions] | L 4-0 | 2:15 PM; 1 Bus | |
| Thu., 10/10 | JV Girls Soccer | North Branford/Hale Ray | Away - North Branford HS-NBHS Front Field [Directions] | Postponed | ||
| Thu., 10/10 | JV Girls Soccer | Hale Ray | Home - North Branford HS-NBHS Front Field [Directions] | Postponed | ||
| Thu., 10/10 | V Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | W 3-1 | 2:15 PM; 1 Bus (V and JV on same bus) | |
| Thu., 10/10 | JV Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (V and JV on same bus) | |
| Fri., 10/11 | JV Football | Rockville | Home - Coginchaug-Brookside - Lower Football Field [Directions] | 3:45 p.m. | ||
| Fri., 10/11 | V Boys Soccer | Portland | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | L 2-1 | ||
| Sat., 10/12 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park | 11:55 a.m. | 9:45 AM; 1 Bus | |
| Sat., 10/12 | V Football | Rockville | Home - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | L 19-53 | ||
| Sat., 10/12 | JV Boys Soccer | Portland | Away - Portland HS-JV Soccer Field [Directions] | 10:30 a.m. | 9:15 AM; 1 Bus | |
| Sat., 10/12 | V Girls Soccer | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Turf [Directions] | W 2-0 | 8:30 AM; 1 Bus | |
| Sat., 10/12 | V Girls Soccer | Portland | Away - Portland HS-Varsity Soccer FIeld [Directions] | L 0-4 | 9:30 AM; 1 Bus | |
| Sat., 10/12 | JV Girls Soccer | Old Saybrook | Away - Old Saybrook HS-Old Saybrook HS Back Field [Directions] | 11:30 a.m. | ||
| Sat., 10/12 | JV Girls Soccer | Portland | Away - Portland HS-JV Soccer Field [Directions] | 12:30 p.m. | ||
| Sat., 10/12 | V Girls Volleyball | East Hampton | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Sat., 10/12 | JV Girls Volleyball | East Hampton | Home - Nathan Hale Ray HS-Gym [Directions] | 10:30 a.m. | ||
| Mon., 10/14 | V Boys Soccer | Valley Regional | Away - Valley Regional HS-Richard B. Blythe Field [Directions] | T 2-2 | 2:15 PM; 1 Bus | |
| Mon., 10/14 | V Girls Volleyball | Morgan | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Mon., 10/14 | JV Girls Volleyball | Morgan | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | JV Boys Soccer | Valley Regional | Home - Nathan Hale Ray HS-Upper Practice Field [Directions] | 3:45 p.m. | ||
| Tue., 10/15 | V Girls Soccer | Morgan | Away - Indian River Complex -Turf Field [Directions] | T 4-4 | 2:20 PM; 1 Bus | |
| Tue., 10/15 | V Girls Soccer | Valley Regional | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | L 3-8 | ||
| Wed., 10/16 | JV Girls Soccer | Coginchaug | Away - Coginchaug Regional HS-Field #2 - Middle Field @ CRHS [Directions] | 3:30 p.m. | ||
| Wed., 10/16 | V Girls Volleyball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | W 3-0 | 2:15 PM; 1 Bus (V and JV on same bus) | |
| Wed., 10/16 | JV Girls Volleyball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus (V and JV on same bus) | |
| Thu., 10/17 | V Boys Soccer | Coginchaug | Away - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | L 2-1 | 2:15 PM; 1 Bus | |
| Fri., 10/18 | V Boys Cross Country | Shoreline Championship | Away - Cromwell HS-Cross Country Course | 3:00 p.m. | 1:15 PM; 1 Bus | |
| Fri., 10/18 | V Girls Cross Country | Shoreline Championship | Away - Cromwell HS-Cross Country Course | 2:30 p.m. | ||
| Fri., 10/18 | V Girls Soccer | Coginchaug | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | L 3-2 | ||
| Sat., 10/19 | V Boys Soccer | Westbrook | Away - Westbrook HS-Westbrook HS Soccer Field #2 - Track / Soccer [Directions] | W 4-1 | 9:30 AM; 1 Bus | |
| Sat., 10/19 | V Girls Soccer | Westbrook | Home - North Branford HS-NBHS Front Field [Directions] | W 4-0 | ||
| Sun., 10/20 | V Girls Volleyball | Cromwell | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Sun., 10/20 | JV Girls Volleyball | Cromwell | Home - Nathan Hale Ray HS-Gym [Directions] | 2:30 p.m. | ||
| Mon., 10/21 | V Boys Soccer | East Hampton | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | T 0-0 | ||
| Mon., 10/21 | V Girls Volleyball | Old Lyme | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Mon., 10/21 | JV Girls Volleyball | Old Lyme | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | JV Boys Soccer | East Hampton | Away - East Hampton HS-North Field [Directions] | 3:30 p.m. | 2:15 PM; 1 Bus | |
| Tue., 10/22 | V Girls Soccer | Cromwell | Home - North Branford HS-NBHS Colafati Field [Directions] | L 2-0 | ||
| Tue., 10/22 | V Girls Soccer | East Hampton | Away - East Hampton HS-Main Field [Directions] | L 5-0 | 5:15 PM; 1 Bus | |
| Wed., 10/23 | V Boys Soccer | North Branford | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | W 5-0 | ||
| Wed., 10/23 | V Girls Volleyball | North Branford | Away - North Branford HS-NBHS Gym [Directions] | W 3-0 | 2:15 PM; 1 Bus (V and JV on same bus) | |
| Wed., 10/23 | JV Girls Volleyball | North Branford | Away - North Branford HS-NBHS Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Thu., 10/24 | JV Boys Soccer | Westbrook | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | 3:45 p.m. | ||
| Thu., 10/24 | V Girls Soccer | Coginchaug | Home - North Branford HS-NBHS Colafati Field [Directions] | W 4-2 | Non- League Game | |
| Fri., 10/25 | V Football | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Track Field [Directions] | W 7-0 | 1:30 PM; 3 Buses (2 buses for Football leaving @ 1:30 pm 1 bus for Cheer leaving @ 2:45 pm) | |
| Fri., 10/25 | JV Girls Soccer | Coginchaug | Home - North Branford HS-NBHS Front Field [Directions] | 3:30 p.m. | ||
| Fri., 10/25 | V Girls Volleyball | Valley Regional | Away - Valley Regional HS-Valley Regional High School Gym [Directions] | W 3-1 | 2:15 PM; 1 Bus | |
| Fri., 10/25 | JV Girls Volleyball | North Branford Intermediate | Away - North Branford Intermediate School [Directions] | 3:45 p.m. | 2:20 PM; 1 Bus | |
| Fri., 10/25 | JV Girls Volleyball | Valley Regional | Away - Valley Regional HS-Valley Regional High School Gym [Directions] | 4:00 p.m. | ||
| Sat., 10/26 | V Boys Cross Country | CIAC Boys Class S Divisional Championship | Away - Wickham Park | 9:50 a.m. | ||
| Sat., 10/26 | JV Football | Haddam-Killingworth | Home - Coginchaug Regional HS-Field #1 - Brookside Field @ CRHS [Directions] | 10:30 a.m. | ||
| Sat., 10/26 | V Boys Soccer | East Hampton | Away - East Hampton HS-Main Field [Directions] | W 2-1 | 2:15 PM; 1 Bus | Non League |
| Sat., 10/26 | V Girls Cross Country | CIAC Girls Class S Divisional Championship | Away - Wickham Park | 9:15 a.m. | ||
| Sat., 10/26 | JV Girls Soccer | Westbrook | Home - North Branford HS-NBHS Front Field [Directions] | 10:00 a.m. | 8:30 AM; 1 Bus | |
| Mon., 10/28 | V Boys Cross Country | Freshmen Championship | Away - John Winthrop MS | TBA | 2:15 PM; 1 Bus | |
| Mon., 10/28 | FR Boys Cross Country | Freshman Invitational | Away - John Winthrop MS | 3:30 p.m. | ||
| Mon., 10/28 | FR Boys Cross Country | Freshmen Invitational | Away - John Winthrop MS | 4:00 p.m. | ||
| Mon., 10/28 | FR Girls Cross Country | Freshmen Invitational | Away - TBA | 3:30 p.m. | ||
| Mon., 10/28 | V Girls Soccer | Comp Sci | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | W 6-1 | ||
| Mon., 10/28 | V Girls Soccer | Lyman Hall | Home - North Branford HS-NBHS Colafati Field [Directions] | W 3-1 | ||
| Mon., 10/28 | V Girls Volleyball | Fitch | Home - Nathan Hale Ray HS-Gym [Directions] | L 3-0 | ||
| Mon., 10/28 | JV Girls Volleyball | Fitch | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/29 | V Boys Soccer | Old Lyme | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | W 4-2 | ||
| Tue., 10/29 | JV Boys Soccer | Old Lyme | Away - Lyme-Old Lyme HS-Middle Field [Directions] | Postponed | ||
| Tue., 10/29 | JV Girls Soccer | Lyman Hall | Home - North Branford HS-NBHS Front Field [Directions] | 3:45 p.m. | ||
| Wed., 10/30 | JV Boys Soccer | Coginchaug | Home - Nathan Hale Ray HS-Upper Practice Field [Directions] | 3:30 p.m. | ||
| Wed., 10/30 | V Girls Soccer | Innovation | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | W 5-2 | ||
| Wed., 10/30 | V Girls Volleyball | Lyman Memorial | Away - Lyman Memorial HS-Gym [Directions] | L 3-0 | 2:15 PM; 1 Bus | |
| Wed., 10/30 | JV Girls Volleyball | Lyman Memorial | Away - Lyman Memorial HS-Gym [Directions] | 4:00 p.m. | 2:15 PM; 1 Bus | |
| Fri., 11/1 | V Boys Cross Country | CIAC Boys State Open Championship | Away - Wickham Park | 2:45 p.m. | ||
| Fri., 11/1 | V Girls Cross Country | CIAC Girls State Open Championship | Away - Wickham Park | 2:00 p.m. | ||
| Fri., 11/1 | V Girls Soccer | Comp Sci | Away - Civic Leadership Turf Field [Directions] | W 7-0 | 2:15 PM; 1 Bus | |
| Sat., 11/2 | V Football | Granby/Canton | Home - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | L 6-27 | ||
| Sat., 11/2 | V Boys Soccer | Portland | Away - Portland HS-Varsity Soccer FIeld [Directions] | L 2-1 | 12:00 PM | |
| Mon., 11/4 | JV Football | Granby/Canton | Away - Granby Memorial HS-Stadium Field [Directions] | 7:00 p.m. | 5:00 PM; 1 Bus | |
| Mon., 11/4 | V Girls Volleyball | North Branford | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-0 | ||
| Wed., 11/6 | V Girls Volleyball | Haddam-Killingworth | Home - Nathan Hale Ray HS-Gym [Directions] | W 3-2 | ||
| Fri., 11/8 | V Football | MSW | Home - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | W 34-12 | ||
| Fri., 11/8 | V Girls Volleyball | Valley Regional | Home - Morgan School-Gym [Directions] | 6:00 p.m. | ||
| Mon., 11/11 | JV Football | MSW | Away - Peters Complex-Football Field [Directions] | Cancelled | 2:45 PM; 1 Bus | |
| Mon., 11/11 | V Boys Soccer | East Hampton | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | 5:00 p.m. | ||
| Tue., 11/12 | V Girls Soccer | Lewis Mills | Away - Nassahegan Field - Burlington-Nassahegan Field [Directions] | L 8-2 | ||
| Wed., 11/13 | V Boys Soccer | Old Lyme | Home - Nathan Hale Ray HS-Tom Nevers Field [Directions] | L 3-1 | ||
| Wed., 11/13 | V Girls Volleyball | Holy Cross | Home - Nathan Hale Ray HS-Gym [Directions] | 6:00 p.m. | ||
| Fri., 11/15 | V Girls Volleyball | Bolton | Home - Nathan Hale Ray HS-Gym [Directions] | 5:00 p.m. | ||
| Sat., 11/16 | V Football | Cromwell/Portland | Home - Coginchaug Regional HS-CRHS Stadium Field & Track [Directions] | W 32-14 | ||
| Mon., 11/18 | JV Football | Cromwell/Portland | Away - Pierson Park, Cromwell [Directions] | Cancelled | 2:30 PM; 1 Bus | |
| Tue., 11/19 | V Girls Volleyball | SMSA | Home - Berlin HS-Jim Day Gymnasium [Directions] | 6:00 p.m. | ||
| Fri., 11/22 | V Football | Ellington | Away - Ellington HS-Football Field [Directions] | W 34-22 | 10:30 AM; 2 Buses (2 buses for football @ 10:30 am 1 bus for Cheer @ 11:30 am) | |
| Sat., 11/23 | JV Football | Ellington | Home - Coginchaug Regional HS-Field #1 - Brookside Field @ CRHS [Directions] | 10:30 a.m. | ||
| Sat., 11/23 | V Girls Volleyball | Lyman Memorial | Away - East Haven HS-Gym [Directions] | 4:00 p.m. | ||
| Wed., 11/27 | V Football | North Branford | Away - North Branford HS-NBHS Colafati Field [Directions] | W 16-14 | 4:00 PM; 2 Buses (2 buses for football @ 4 pm 1 bus for Cheer @ 5 pm) | |
| Sat., 12/7 | V Girls Basketball | East Windsor (Scrim.) | Away - East Windsor Senior HS-Gym [Directions] | 10:55 a.m. | 9:00 AM; 1 Bus | Jamboree |
| Mon., 12/9 | V Boys Basketball | Bacon Academy (Scrim.) | Home - Nathan Hale Ray HS-Gym [Directions] | 5:00 p.m. | ||
| Tue., 12/10 | V Girls Basketball | Aerospace (Scrim.) | Home - Nathan Hale Ray HS-Gym [Directions] | 4:00 p.m. | Varsity Only Scrimmage | |
| Thu., 12/12 | V Boys Indoor Track | SLC League Developmental Meet | Away - Hillhouse HS-Field House | 5:00 p.m. | 3:00 PM; 1 Bus | |
| Thu., 12/12 | V Girls Indoor Track | SLC League Developmental Meet | Away - Hillhouse HS-Field House | 5:00 p.m. | ||
| Sat., 12/14 | V Boys Basketball | Windham Tech (Scrim.) | Home - Nathan Hale Ray HS-Gym [Directions] | 10:30 a.m. | ||
| Mon., 12/16 | V Boys Basketball | Lyman Memorial (Scrim.) | Away - Lyman Memorial HS-Gym [Directions] | 5:00 p.m. | 3:45 PM | |
| Mon., 12/16 | V Girls Basketball | Portland | Home - Nathan Hale Ray HS-Gym [Directions] | L 55-14 | ||
| Wed., 12/18 | V Girls Basketball | North Branford | Home - Nathan Hale Ray HS-Gym [Directions] | L 65-16 | ||
| Thu., 12/19 | V Boys Basketball | North Branford | Away - North Branford HS-NBHS Gym [Directions] | W 55-48 | 4:00 PM; 1 Bus | |
| Thu., 12/19 | JV Boys Basketball | North Branford | Away - North Branford HS-NBHS Gym [Directions] | 5:30 p.m. | 4:00 PM; 1 Bus | |
| Fri., 12/20 | V Boys Indoor Track | Hillhouse Invite | Away - Hillhouse HS-Field House | 4:00 p.m. | 2:15 PM, Dismiss TBA; 1 Bus | |
| Fri., 12/20 | V Girls Basketball | Coginchaug | Away - Coginchaug Regional HS-Maynard Stender Gymnasium @ CRHS [Directions] | L 15-71 | 4:30 PM; 1 Bus | |
| Fri., 12/20 | V Girls Indoor Track | Hillhouse Invite | Away - Hillhouse HS-Field House | 4:00 p.m. | 2:15 PM, Dismiss TBA; 1 Bus | |
| Sat., 12/21 | V Boys Basketball | Wheeler | Away - Wheeler HS-Gym [Directions] | W 65-53 | 4:00 PM; 1 Bus | |
| Mon., 12/23 | V Boys Basketball | Cromwell | Home - Nathan Hale Ray HS-Gym [Directions] | L 64-60 | ||
| Mon., 12/23 | JV Boys Basketball | Cromwell | Home - Nathan Hale Ray HS-Gym [Directions] | 3:30 p.m. | ||
| Fri., 12/27 | V Boys Basketball | Ellis Tech | Away - Ellis R V Tech School-Gym [Directions] | W 62-36 | 9:00 AM; 1 Bus | |
| Fri., 12/27 | JV Boys Basketball | Ellis Tech | Away - Ellis R V Tech School-Gym [Directions] | 11:00 a.m. | 9:00 AM; 1 Bus | |
| Thu., 1/2 | V Boys Basketball | Old Saybrook | Away - Old Saybrook HS-OSHS Gymnasium [Directions] | W 75-62 | 4:00 PM; 1 Bus | |
| Thu., 1/2 | JV Boys Basketball | Old Saybrook | Away - Old Saybrook HS-OSHS Gymnasium [Directions] | 5:15 p.m. | 4:00 PM; 1 Bus | |
| Thu., 1/2 | V Boys Indoor Track | SLC League Meet #1 | Away - Hillhouse HS-Field House | 5:00 p.m. | 3:10 PM; 1 Bus (B /G on same bus) | |
| Thu., 1/2 | V Girls Basketball | Old Saybrook | Home - Nathan Hale Ray HS-Gym [Directions] | L 25-60 | ||
| Thu., 1/2 | V Girls Indoor Track | SLC League Meet #1 | Away - Hillhouse HS-Field House | 5:00 p.m. | 3:15 PM; 1 Bus | |
| Sat., 1/4 | V Boys Indoor Track | Elm City Coaches Invite | Away - Hillhouse HS | 9:00 a.m. | 7:30 AM, Dismiss TBA; 1 Bus | |
| Sat., 1/4 | V Boys Indoor Track | Elm City Coaches Invite | Away - Hillhouse HS-Field House | 9:00 a.m. | 7:30 AM, Dismiss TBA; 1 Bus | |
| Mon., 1/6 | V Boys Basketball | Valley Regional | Home - Nathan Hale Ray HS-Gym [Directions] | L 52-37 | ||
| Mon., 1/6 | JV Boys Basketball | Valley Regional | Home - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Mon., 1/6 | V Girls Basketball | Grasso Tech | Away - Grasso Tech-Grasso Gymnasium [Directions] | W 55-32 | 3:00 PM; 1 Bus | Non League, no JV |
| Thu., 1/9 | V Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | W 66-53 | 4:15 PM; 1 Bus | |
| Thu., 1/9 | JV Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-Patsy Kamercia Field House [Directions] | 5:30 p.m. | 4:15 PM; 1 Bus | |
| Fri., 1/10 | V Girls Basketball | Haddam-Killingworth | Home - Nathan Hale Ray HS-Gym [Directions] | L 47-21 | ||
| Sat., 1/11 | V Boys Indoor Track | SLC Coaches Invite | Away - Hillhouse HS-Field House | 10:00 a.m. | 8:15 AM; 1 Bus | |
| Sat., 1/11 | V Girls Indoor Track | SLC Coaches Invite | Away - Hillhouse HS-Field House | 10:00 a.m. | 8:15 AM; 1 Bus | |
| Mon., 1/13 | V Boys Basketball | Morgan | Away - Morgan School-Gym [Directions] | L 50-67 | 4:15 PM; 1 Bus | |
| Mon., 1/13 | JV Boys Basketball | Morgan | Away - Morgan School-Gym [Directions] | 5:30 p.m. | 4:15 PM; 1 Bus | |
| Mon., 1/13 | V Boys Indoor Track | Old Saybrook Qualifier | Away - Hillhouse HS-Field House | 5:00 p.m. | 3:15 PM; 1 Bus | |
| Mon., 1/13 | V Girls Basketball | Wheeler | Away - Wheeler HS-Gym [Directions] | L 15-58 | 4:20 PM; 1 Bus | Non League, No JV |
| Mon., 1/13 | V Girls Indoor Track | Old Saybrook Qualifier | Away - Hillhouse HS-Field House | 5:00 p.m. | 3:15 PM; 1 Bus | |
| Wed., 1/15 | V Girls Basketball | Windham Tech | Away - Windham Technical HS-Gym [Directions] | L 44-46 | 3:30 PM; 1 Bus | Non League, No JV |
| Thu., 1/16 | V Boys Basketball | Westbrook | Home - Nathan Hale Ray HS-Gym [Directions] | L 63-47 | ||
| Thu., 1/16 | JV Boys Basketball | Westbrook | Home - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/17 | V Boys Basketball | Grasso Tech | Home - Nathan Hale Ray HS-Gym [Directions] | W 85-74 | ||
| Fri., 1/17 | JV Boys Basketball | Grasso Tech | Home - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Fri., 1/17 | V Girls Basketball | Westbrook | Away - Westbrook HS-Westbrook HS Gym [Directions] | L 20-45 | 5:45 PM; 1 Bus | No JV |
| Mon., 1/20 | V Girls Basketball | Morgan | Home - Nathan Hale Ray HS-Gym [Directions] | L 67-32 | ||
| Thu., 1/23 | V Boys Basketball | Old Lyme | Home - Nathan Hale Ray HS-Gym [Directions] | L 63-92 | ||
| Thu., 1/23 | JV Boys Basketball | Old Lyme | Home - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 1/23 | V Girls Basketball | Innovation | Away - Innovation-Gymnasium [Directions] | W 46-42 | 2:15 PM; 1 Bus | Non League, No JV |
| Fri., 1/24 | V Girls Basketball | Grasso Tech | Home - Nathan Hale Ray HS-Gym [Directions] | W 67-37 | Non League, No JV | |
| Sat., 1/25 | V Boys Basketball | Norwich Tech | Away - Norwich Technical HS-NTHS Gymnasium [Directions] | W 84-50 | 3:30 PM; 1 Bus | |
| Sat., 1/25 | JV Boys Basketball | Norwich Tech | Away - Norwich Technical HS-NTHS Gymnasium [Directions] | 5:15 p.m. | 3:45 PM; 1 Bus | |
| Sat., 1/25 | V Boys Indoor Track | Hillhouse Track Classic | Away - Hillhouse HS-Field House | 10:00 a.m. | 8:00 AM, Dismiss TBA; 1 Bus | |
| Sat., 1/25 | V Girls Indoor Track | Hillhouse Track Classic | Away - Hillhouse HS-Field House | TBA | TBA, Dismiss TBA | |
| Mon., 1/27 | V Girls Basketball | East Hampton | Home - Nathan Hale Ray HS-Gym [Directions] | L 101-35 | ||
| Tue., 1/28 | V Boys Basketball | East Hampton | Away - East Hampton HS-Gym [Directions] | W 57-54 | 4:15 PM; 1 Bus | |
| Tue., 1/28 | JV Boys Basketball | East Hampton | Away - East Hampton HS-Gym [Directions] | 5:30 p.m. | 4:25 PM; 1 Bus | |
| Mon., 2/3 | V Girls Basketball | Portland | Away - Portland HS-Portland HS [Directions] | L 18-56 | 5:45 PM; 1 Bus | |
| Tue., 2/4 | V Boys Basketball | Portland | Home - Nathan Hale Ray HS-Gym [Directions] | W 73-60 | ||
| Tue., 2/4 | JV Boys Basketball | Portland | Home - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Wed., 2/5 | V Girls Basketball | Classical Magnet | Home - Nathan Hale Ray HS-Gym [Directions] | W 48-33 | Non-league No JV game | |
| Fri., 2/7 | V Girls Basketball | Acad. of the Holy Family | Away - Academy Of The Holy Family-Gym [Directions] | W 38-21 | 3:15 PM; 1 Bus | Non League, No JV |
| Sat., 2/8 | V Boys Indoor Track | SLC Conference Championship | Away - Hillhouse HS-Field House | 10:00 a.m. | 8:15 AM; 1 Bus | |
| Sat., 2/8 | V Girls Indoor Track | SLC Conference Championship | Away - Hillhouse HS-Field House | 10:00 a.m. | 8:15 AM; 1 Bus | |
| Mon., 2/10 | V Girls Basketball | East Hampton | Away - East Hampton HS-Gym [Directions] | L Forfeit | 5:00 PM; 1 Bus | |
| Tue., 2/11 | V Boys Basketball | East Hampton | Home - Nathan Hale Ray HS-Gym [Directions] | L 67-39 | ||
| Tue., 2/11 | JV Boys Basketball | East Hampton | Home - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/13 | V Girls Basketball | Westbrook | Home - Nathan Hale Ray HS-Gym [Directions] | L 68-42 | ||
| Thu., 2/13 | V | SLC Unified Basketball Tournament | Away - Westbrook HS-Westbrook HS Gym | 3:00 p.m. | ||
| Fri., 2/14 | V Boys Basketball | Westbrook | Away - Westbrook HS-Westbrook HS Gym [Directions] | L 59-65 | 4:15 PM; 1 Bus | |
| Fri., 2/14 | JV Boys Basketball | Westbrook | Away - Westbrook HS-Westbrook HS Gym [Directions] | 5:30 p.m. | 4:15 PM; 1 Bus | |
| Fri., 2/14 | V Boys Indoor Track | Class S State Championship | Away - Hillhouse HS-Field House | 4:00 p.m. | 2:15 PM, Dismiss TBA; 1 Bus | |
| Tue., 2/18 | V Boys Basketball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | L 71-55 | 4:15 PM; 1 Bus | |
| Tue., 2/18 | JV Boys Basketball | Old Lyme | Away - Lyme-Old Lyme HS-High School Gym [Directions] | 5:30 p.m. | 4:15 PM; 1 Bus | |
| Wed., 2/19 | V Girls Basketball | Norwich Tech | Away - Norwich Technical HS-NTHS Gymnasium [Directions] | L 27-38 | 3:30 PM; 1 Bus | Non league, No JV |
| Fri., 2/21 | V Boys Basketball | Old Saybrook | Home - Nathan Hale Ray HS-Gym [Directions] | W 58-54 | ||
| Fri., 2/21 | JV Boys Basketball | Old Saybrook | Home - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Sat., 2/22 | V Boys Indoor Track | State Open | Away - Hillhouse HS-Field House | 12:00 p.m. | 10:00 AM, Dismiss TBA | |
| Tue., 2/25 | V Boys Basketball | Coginchaug | Home - Nathan Hale Ray HS-Gym [Directions] | W 78-58 | ||
| Tue., 2/25 | JV Boys Basketball | Coginchaug | Home - Nathan Hale Ray HS-Gym [Directions] | 5:30 p.m. | ||
| Thu., 2/27 | V Boys Basketball | Portland | Away - Portland HS-Portland HS [Directions] | W 57-50 | 4:15 PM; 1 Bus | |
| Thu., 2/27 | JV Boys Basketball | Portland | Away - Portland HS-PHS Gym [Directions] | 5:30 p.m. | 4:15 PM; 1 Bus | |
| Sat., 2/29 | V Boys Basketball | Morgan | Away - Morgan School-Gym [Directions] | 6:00 p.m. | 4:15 PM; 1 Bus (Cheer team will travel on this bus.) | |
| Tue., 3/3 | V Girls Basketball | Thomaston | Away - Thomaston HS-Gym [Directions] | 6:00 p.m. | 3:45 PM | |
| Fri., 3/6 | V | LymeOldLyme | Home - Nathan Hale-Ray MS [Directions] | 3:30 p.m. | ||
| Mon., 3/9 | V Boys Basketball | Westbrook | Home - Nathan Hale Ray HS-Gym [Directions] | 7:00 p.m. | ||
| Wed., 3/11 | V Boys Basketball | Achievement First | Away - Classical Magnet HS-gym [Directions] | Cancelled | ||
| Mon., 3/30 | V Softball | Naugatuck (Scrim.) | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Tue., 3/31 | V Baseball | Norwich Tech (Scrim.) | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Thu., 4/2 | V Softball | Norwich Free Academy (Scrim.) | Away - Rec Fields-DePina 1 [Directions] | Cancelled | 2:20 PM; 1 Bus | |
| Sat., 4/4 | V Baseball | Windham | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Sat., 4/4 | V Boys Outdoor Track | East Hampton | Away - East Hampton HS [Directions] | Cancelled | 8:30 AM; 1 Bus | |
| Mon., 4/6 | V Baseball | Morgan | Away - Morgan School-Baseball Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Mon., 4/6 | V Boys Golf | East Hampton | Home - Nathan Hale Ray HS-Fox Hopyard GC [Directions] | Cancelled | TBA | |
| Mon., 4/6 | V Softball | Morgan | Away - Morgan School-Softball Field [Directions] | Cancelled | ||
| Tue., 4/7 | JV Baseball | Morgan | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Wed., 4/8 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Baseball Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Wed., 4/8 | V Softball | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Press Box Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Thu., 4/9 | JV Baseball | Haddam-Killingworth | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Thu., 4/9 | V Boys Golf | Old Saybrook | Away - Old Saybrook HS-Fenwick Golf Course [Directions] | Cancelled | ||
| Fri., 4/10 | V Softball | Griswold | Away - Griswold HS-Softball Diamond [Directions] | Cancelled | 10:00 AM; 1 Bus | |
| Sat., 4/11 | V Baseball | Old Lyme | Away - Lyme-Old Lyme HS-Baseball Diamond [Directions] | Cancelled | 9:15 AM; 1 Bus | |
| Sat., 4/11 | JV Baseball | Old Lyme | Away - Lyme-Old Lyme HS-Baseball Diamond [Directions] | Cancelled | 11:30 AM | |
| Mon., 4/13 | V Baseball | Coginchaug | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Mon., 4/13 | V Softball | Coginchaug | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Tue., 4/14 | JV Baseball | Coginchaug | Away - Coginchaug Regional HS-Field #1 - Brookside Field @ CRHS [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Wed., 4/15 | V Baseball | Cromwell | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | 10:00 AM | |
| Wed., 4/15 | V Softball | Cromwell | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Thu., 4/16 | JV Baseball | Cromwell | Away - Cromwell HS-Baseball Diamond [Directions] | Cancelled | ||
| Fri., 4/17 | V Baseball | Westbrook | Away - Westbrook HS-Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | Cancelled | 2:15 PM | |
| Fri., 4/17 | V Boys Outdoor Track | Xavier Distance Festival | Away - TBA | Cancelled | 2:00 PM | |
| Fri., 4/17 | V Softball | Westbrook/Old Saybrook | Away - Westbrook HS-Westbrook HS Field #5 - Softball [Directions] | Cancelled | ||
| Sat., 4/18 | V Softball | Fryeburg (ME) | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Mon., 4/20 | V Softball | Old Lyme | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Tue., 4/21 | V Boys Golf | North Branford | Away - Indian Springs Golf Course-Indian Springs CC [Directions] | Cancelled | 12:00 PM | |
| Tue., 4/21 | V Boys Outdoor Track | East Hampton | Away - East Hampton HS [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Wed., 4/22 | V Baseball | Old Saybrook | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Wed., 4/22 | V Softball | Old Saybrook | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Thu., 4/23 | JV Baseball | Old Saybrook | Away - Old Saybrook HS-OSHS Baseball Field [Directions] | Cancelled | 12:00 PM | |
| Thu., 4/23 | V Boys Golf | Haddam-Killingworth | Home - Fox Hopyard GC [Directions] | Cancelled | ||
| Fri., 4/24 | V Baseball | Portland | Away - Portland HS-Portland HS [Directions] | Cancelled | 12:00 PM | |
| Fri., 4/24 | V Softball | Portland | Away - Nolan Field [Directions] | Cancelled | ||
| Sat., 4/25 | JV Baseball | Portland | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Sat., 4/25 | V Boys Outdoor Track | Stafford | Away - Stafford HS-Track located behind the school [Directions] | Cancelled | 8:00 AM | |
| Mon., 4/27 | V Baseball | East Hampton | Away - East Hampton HS-Main Field [Directions] | Cancelled | 2:15 PM | |
| Mon., 4/27 | V Boys Golf | North Branford | Home - Nathan Hale Ray HS-Fox Hopyard GC [Directions] | Cancelled | ||
| Mon., 4/27 | V Softball | East Hampton | Away - East Hampton HS-Softball Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 4/28 | JV Baseball | East Hampton | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Golf | Morgan | Home - Fox Hopyard GC [Directions] | Cancelled | ||
| Tue., 4/28 | V Boys Outdoor Track | Cromwell, Westbrook | Away - Cromwell HS-Don Luke Track [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 4/28 | V Girls Outdoor Track | Cromwell, Westbrook | Away - Cromwell HS-Don Luke Track [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Wed., 4/29 | V Baseball | ValleyReg/Westbrook | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Wed., 4/29 | V Softball | Valley Regional | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Thu., 4/30 | JV Baseball | ValleyReg/Westbrook | Away - Valley Regional HS-Baseball Diamond [Directions] | Cancelled | ||
| Thu., 4/30 | V Boys Golf | Old Saybrook | Home - Nathan Hale Ray HS-Fox Hopyard GC [Directions] | Cancelled | ||
| Fri., 5/1 | V Baseball | North Branford | Away - North Branford HS-NBHS Baseball Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Fri., 5/1 | V Softball | North Branford | Away - North Branford HS-NBHS Softball Field [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Sat., 5/2 | V Boys Outdoor Track | Coginchaug Invitational | Away - Coginchaug Regional HS-CRHS Stadium Field & Track | Cancelled | 8:00 AM; 1 Bus | |
| Mon., 5/4 | V Baseball | Old Saybrook | Away - Old Saybrook HS-OSHS Baseball Field [Directions] | Cancelled | ||
| Mon., 5/4 | V Boys Golf | Bacon Academy | Home - Nathan Hale Ray HS-Fox Hopyard GC [Directions] | Cancelled | ||
| Mon., 5/4 | V Softball | Old Saybrook | Away - Old Saybrook HS-Old Saybrook Softball Field [Directions] | Cancelled | ||
| Tue., 5/5 | V Boys Outdoor Track | Portland, Valley Regional | Away - Portland HS-HS Track [Directions] | Cancelled | 2:15 PM | |
| Tue., 5/5 | V Girls Outdoor Track | Portland, Valley Regional | Away - Portland HS-HS Track [Directions] | Cancelled | 2:15 PM | |
| Wed., 5/6 | V Baseball | East Hampton | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Wed., 5/6 | V Boys Golf | Cromwell | Home - Fox Hopyard GC [Directions] | Cancelled | ||
| Wed., 5/6 | V Softball | East Hampton | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Thu., 5/7 | JV Baseball | East Hampton | Away - East Hampton HS-Main Field [Directions] | Cancelled | 2:15 PM | |
| Thu., 5/7 | V Boys Golf | Old Lyme | Away - Black Hall Golf Club [Directions] | Cancelled | ||
| Fri., 5/8 | V Baseball | Old Lyme | Home - Nathan Hale Ray HS-Gym [Directions] | Cancelled | 2:15 PM; 1 Bus (Baseball and SB on same bus) | |
| Fri., 5/8 | V Boys Outdoor Track | Old Saybrook | Away - Old Saybrook HS-Old Saybrook Track (HS) [Directions] | Cancelled | 1:45 PM, Dismiss 1:30 PM | |
| Fri., 5/8 | V Softball | Old Lyme | Away - Lyme-Old Lyme HS-Softball Diamond [Directions] | Cancelled | ||
| Sat., 5/9 | JV Baseball | Old Lyme | Home - Nathan Hale Ray HS-Baseball JV Field [Directions] | Cancelled | ||
| Mon., 5/11 | V Baseball | Portland | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Mon., 5/11 | V Softball | Portland | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Tue., 5/12 | JV Baseball | Portland | Away - Portland HS-Portland HS [Directions] | Cancelled | 2:15 PM | |
| Tue., 5/12 | V Boys Golf | Valley Regional | Home - Nathan Hale Ray HS-Fox Hopyard GC [Directions] | Cancelled | ||
| Wed., 5/13 | V Baseball | Westbrook | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Wed., 5/13 | V Softball | Westbrook/Old Saybrook | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Golf | Portland | Away - Portland Golf Course [Directions] | Cancelled | ||
| Thu., 5/14 | V Boys Outdoor Track | Haddam-Killingworth | Away - Haddam Killingworth HS (HK)-HKHS Track [Directions] | Cancelled | 2:15 PM | |
| Fri., 5/15 | V Boys Golf | Bacon Academy | Away - Chanticlair GC [Directions] | Cancelled | 12:00 PM | |
| Fri., 5/15 | V Softball | Ledyard | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Sat., 5/16 | V Baseball | Somers | Home - Nathan Hale Ray HS-Baseball # 1 [Directions] | Cancelled | ||
| Mon., 5/18 | V Baseball | East Granby | Away - East Granby HS -Baseball Diamond [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Tue., 5/19 | V Boys Golf | Coginchaug | Away - Coginchaug-Lyman Orchards Golf course [Directions] | Cancelled | 12:00 PM | |
| Wed., 5/20 | V Baseball | Windsor Locks | Away - Veterans Memorial Park - Windsor Locks-Baseball Diamond [Directions] | Cancelled | 2:15 PM; 1 Bus | |
| Thu., 5/21 | V Boys Golf | Haddam-Killingworth | Away - Black Birch Golf Course [Directions] | Cancelled | TBA | |
| Tue., 5/26 | V Boys Golf | Old Lyme | Home - Nathan Hale Ray HS-Fox Hopyard GC [Directions] | Cancelled | ||
| Tue., 5/26 | V Softball | Berlin | Home - Nathan Hale Ray HS-Lou Milardo Field [Directions] | Cancelled | ||
| Tue., 5/26 | V Girls Tennis | SLC Girls Tennis Tournament | Away - Not Listed | Cancelled | ||
| Wed., 5/27 | V Boys Outdoor Track | SLC Outdoor Track and Field Championship | Away - Old Saybrook HS-Old Saybrook Track (HS) | Cancelled | 1:45 PM, Dismiss 1:30 PM | |
| Wed., 5/27 | V Girls Outdoor Track | SLC Outdoor Track and Field Championship | Away - Old Saybrook HS-Old Saybrook Track (HS) | Cancelled | ||
| Thu., 5/28 | V Boys Golf | SLC Golf Tournament | Away - Stanley Golf Course | Cancelled | 7:00 AM; 1 Van | |