| Hale Ray 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 379 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Old Lyme | Away - OLHS [Directions] | TBA | ||
| TBA | JV Baseball | Old Saybrook | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Baseball | North Branford | Away - North Branford HS [Directions] | TBA | ||
| TBA | JV Baseball | Old Lyme | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Boys Basketball | Old Saybrook | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| TBA | JV Boys Basketball | Westbrook | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Football | North Branford | Away - NBHS Colafati Field [Directions] | Cancelled | Cancelled | |
| TBA | JV Boys Soccer | Cromwell | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | East Hampton | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Girls Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | ||
| TBA | JV Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| TBA | JV Girls Soccer | Westbrook | Home - North Branford HS [Directions] | 3:45 p.m. | ||
| TBA | JV Girls Soccer | East Haven | Home - North Branford HS [Directions] | TBA | Senior Night | |
| TBA | JV Softball | Old Saybrook | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 2:30 p.m. | ||
| TBA | JV Softball | Westbrook/Old Saybrook | Home - Hale-Ray HS, Lou Milardo Field [Directions] | Cancelled | Cancelled | |
| TBA | JV Softball | Westbrook/Old Saybrook | Away - Westbrook HS Field #5 - Softball [Directions] | Cancelled | Cancelled | |
| TBA | JV Softball | Valley Regional | Home - Hale-Ray HS, Lou Milardo Field [Directions] | TBA | ||
| TBA | JV Softball | North Branford | Away - North Branford HS [Directions] | Cancelled | Cancelled | |
| Fri., 1/19 | V Boys Cross Country | SLC Championship | Home - Hale-Ray HS [Directions] | 2:30 p.m. | Adults $5, students $3 | |
| Wed., 8/22 | V Football | Rocky Hill (Scrim.) | Away - Rocky Hill HS [Directions] | 3:30 p.m. | 2 buses Football | |
| Wed., 8/29 | V Boys Soccer | Montville (Scrim.) | Away - Montville H.S. [Directions] | 7:00 p.m. | ||
| Wed., 8/29 | V Girls Volleyball | Maloney (Scrim.) | Away - Maloney HS [Directions] | 3:00 p.m. | ||
| Thu., 8/30 | V Girls Soccer | Mercy (Scrim.) | Home - North Branford HS [Directions] | 3:45 p.m. | Scrimmage | |
| Thu., 8/30 | JV Girls Soccer | Mercy (Scrim.) | Home - North Branford HS [Directions] | 3:45 p.m. | Scrimmage | |
| Thu., 8/30 | V Girls Volleyball | Naugatuck (Scrim.) | Away - Naugatuck HS [Directions] | 3:30 p.m. | ||
| Fri., 8/31 | V Football | Foran (Scrim.) | Home - CRHS Stadium Field & Track [Directions] | 4:00 p.m. | ||
| Fri., 8/31 | V Boys Soccer | East Lyme (Scrim.) | Home - Hale-Ray HS, Nevers Field [Directions] | 6:00 p.m. | ||
| Fri., 8/31 | JV Boys Soccer | East Lyme (Scrim.) | Home - Hale-Ray HS, Nevers Field [Directions] | 6:00 p.m. | ||
| Fri., 8/31 | V Girls Cross Country | Old Saybrook (Scrim.) | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Sat., 9/1 | V Boys Soccer | Noises Jamboree | Home - Hale-Ray HS, Nevers Field [Directions] | 10:00 a.m. | 8 total teams playing | |
| Sat., 9/1 | V Girls Soccer | Lyman Hall (Scrim.) | Home - North Branford HS [Directions] | 10:00 a.m. | Scrimmage | |
| Sat., 9/1 | V Girls Soccer | Fitch (Scrim.) | Away - Poquonnock Plains Park [Directions] | 11:00 a.m. | ||
| Sat., 9/1 | JV Girls Soccer | Lyman Hall (Scrim.) | Home - North Branford HS [Directions] | 10:00 a.m. | Scrimmage | |
| Sat., 9/1 | V Girls Volleyball | Glastonbury (Scrim.) | Away [Directions] | 9:00 a.m. | Jamboree | |
| Tue., 9/4 | V Boys Soccer | Lyman Memorial (Scrim.) | Away - Lyman Memorial Soccer Complex [Directions] | 6:00 p.m. | ||
| Tue., 9/4 | JV Boys Soccer | Lyman Memorial (Scrim.) | Away [Directions] | TBA | ||
| Tue., 9/4 | V Girls Soccer | Putnam (Scrim.) | Away - St. Marie Greenhalgh Sports Complex [Directions] | 4:00 p.m. | ||
| Wed., 9/5 | V Girls Soccer | Windsor Locks (Scrim.) | Home - Hale-Ray HS [Directions] | 5:00 p.m. | ||
| Wed., 9/5 | V Girls Volleyball | Bacon Academy (Scrim.) | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Fri., 9/7 | V Boys Cross Country | Blue Dragon Invite | Away | 3:45 p.m. | Veterans Park, Middletown | |
| Fri., 9/7 | V Boys Soccer | Comp Sci | Away - Civic Leadership Turf Field [Directions] | 3:45 p.m. | W 6-0 | |
| Fri., 9/7 | V Girls Cross Country | Blue Dragon Invitational | Away | 3:45 p.m. | ||
| Fri., 9/7 | V Girls Soccer | Innovation | Away - Academy of Science and Innovation [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 9/7 | JV Girls Soccer | Jonathan Law | Home - North Branford HS [Directions] | 3:45 p.m. | ||
| Sat., 9/8 | V Boys Cross Country | Windham Invite | Away | 10:00 a.m. | Windham HS, Willimantic | |
| Sat., 9/8 | V Football | Canton | Away - Canton H.S. Turf [Directions] | 6:00 p.m. | W 16-8 | 2 buses Football and 1 bus Cheer |
| Sat., 9/8 | V Girls Cross Country | Windham Invitational | Away | TBA | ||
| Sat., 9/8 | V Girls Soccer | East Haven | Away - East Haven HS [Directions] | 1:00 p.m. | T 1-1 | |
| Mon., 9/10 | JV Football | Canton | Home - Field #1 - Brookside Field @ CRHS [Directions] | 4:00 p.m. | ||
| Tue., 9/11 | V Boys Cross Country | Portland | Away [Directions] | 3:45 p.m. | Camp Ingersoll | |
| Tue., 9/11 | V Boys Soccer | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | W 2-0 | |
| Tue., 9/11 | V Girls Cross Country | Portland Invitational | Away | 3:45 p.m. | ||
| Tue., 9/11 | V Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | L 3-1 | |
| Tue., 9/11 | JV Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Wed., 9/12 | V Girls Soccer | Haddam-Killingworth | Home - North Branford HS [Directions] | 3:45 p.m. | W 2-1 | |
| Thu., 9/13 | JV Boys Soccer | Old Saybrook | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Sat., 9/15 | V Football | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 6:30 p.m. | L 6-30 | 2 buses Football and 1 bus Cheer |
| Sat., 9/15 | V Girls Soccer | Old Lyme | Home - North Branford HS [Directions] | 10:00 a.m. | W 1-0 | |
| Sat., 9/15 | V Girls Soccer | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 11:00 a.m. | L 7-1 | |
| Mon., 9/17 | JV Football | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | 1 bus | |
| Mon., 9/17 | V Boys Soccer | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | T 1-1 | |
| Mon., 9/17 | JV Girls Soccer | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | ||
| Mon., 9/17 | V Girls Volleyball | Morgan | Home - Hale-Ray HS [Directions] | 5:30 p.m. | L 3-1 | |
| Mon., 9/17 | JV Girls Volleyball | Morgan | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 9/18 | V Girls Volleyball | East Hampton | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-2 | |
| Tue., 9/18 | JV Girls Volleyball | East Hampton | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Wed., 9/19 | JV Boys Soccer | Morgan | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Wed., 9/19 | V Girls Soccer | International/AAE | Away - MLC [Directions] | 3:45 p.m. | L 3-2 | |
| Thu., 9/20 | V Boys Cross Country | Coginchaug Invitational | Away | 3:45 p.m. | ||
| Thu., 9/20 | V Girls Cross Country | Coginchaug Invitational | Away | 3:45 p.m. | ||
| Thu., 9/20 | V Girls Soccer | Morgan | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | L 7-0 | |
| Thu., 9/20 | V Girls Soccer | Jonathan Law | Away - Lawmen Stadium [Directions] | 7:00 p.m. | T 0-0 | |
| Thu., 9/20 | V Girls Volleyball | Coginchaug | Home - Hale Ray HS [Directions] | 5:30 p.m. | L 3-0 | |
| Thu., 9/20 | JV Girls Volleyball | Coginchaug | Home - Hale Ray HS [Directions] | 4:00 p.m. | ||
| Fri., 9/21 | V Boys Soccer | Westbrook | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | W 2-1 | League Game |
| Fri., 9/21 | JV Girls Soccer | Portland | Home - North Branford HS [Directions] | 3:45 p.m. | ||
| Sat., 9/22 | V Football | Valley Regional/Old Lyme | Home - CRHS Stadium Field & Track [Directions] | 1:00 p.m. | L 0-13 | |
| Sat., 9/22 | V Girls Soccer | Westbrook | Away - Westbrook HS Field #2 - Track/Soccer [Directions] | 10:30 a.m. | L 3-1 | |
| Sat., 9/22 | V Girls Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 2:00 p.m. | W 1-0 | |
| Mon., 9/24 | V Boys Soccer | Cromwell | Away - Cromwell HS [Directions] | 6:00 p.m. | W 3-1 | |
| Mon., 9/24 | JV Girls Soccer | Valley Regional | Home - North Branford HS [Directions] | 3:45 p.m. | ||
| Mon., 9/24 | V Girls Volleyball | Cromwell | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-2 | |
| Mon., 9/24 | JV Girls Volleyball | Cromwell | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Wed., 9/26 | V Boys Cross Country | SLC Meet # 1 | Away | 3:45 p.m. | at OLHS | |
| Wed., 9/26 | V Girls Cross Country | SLC Meet # 1 | Away | 3:45 p.m. | at OLHS | |
| Thu., 9/27 | V Girls Volleyball | Old Lyme | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 9/27 | JV Girls Volleyball | Old Lyme | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Fri., 9/28 | V Boys Cross Country | Bellringer Invitational | Away | 3:45 p.m. | at East Hampton | |
| Fri., 9/28 | V Girls Cross Country | Bellringer Invitational | Away | 3:45 p.m. | at East Hampton HS | |
| Fri., 9/28 | V Girls Volleyball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/28 | JV Girls Volleyball | North Branford | Away - North Branford HS [Directions] | 4:00 p.m. | ||
| Sat., 9/29 | JV Girls Soccer | East Hampton | Home - North Branford HS [Directions] | 10:30 a.m. | ||
| Mon., 10/1 | JV Football | Valley Regional/Old Lyme | Away - Valley Regional HS [Directions] | 4:00 p.m. | 1 bus | |
| Mon., 10/1 | V Boys Soccer | International | Away - MLC [Directions] | 3:45 p.m. | W 7-0 | |
| Mon., 10/1 | V Girls Soccer | Hale Ray | Away - Hale-Ray HS, Nevers Field [Directions] | 4:00 p.m. | W 7-1 | |
| Mon., 10/1 | V Girls Soccer | North Branford/Hale Ray | Home - Hale-Ray HS, Nevers Field [Directions] | 4:00 p.m. | L 7-1 | |
| Mon., 10/1 | V Girls Volleyball | Valley Regional | Away - Valley Regional HS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/1 | JV Girls Volleyball | Valley Regional | Away - Valley Regional HS [Directions] | 4:00 p.m. | ||
| Tue., 10/2 | V Boys Soccer | North Branford | Away - North Branford HS [Directions] | 3:45 p.m. | W 4-0 | |
| Wed., 10/3 | V Boys Cross Country | Sheehan Invitational | Away | 3:45 p.m. | ||
| Wed., 10/3 | V Girls Cross Country | Sheehan Invitational | Away | 3:45 p.m. | ||
| Wed., 10/3 | V Girls Volleyball | Fitch | Away - Fitch Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Thu., 10/4 | V Boys Soccer | Portland | Away - Portland HS [Directions] | 6:00 p.m. | W 1-0 | |
| Thu., 10/4 | V Girls Soccer | Portland | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 6-0 | |
| Thu., 10/4 | V Girls Soccer | Old Saybrook | Home - North Branford HS [Directions] | 3:45 p.m. | T 0-0 | |
| Thu., 10/4 | V Girls Volleyball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 5:30 p.m. | L 3-2 | |
| Thu., 10/4 | JV Girls Volleyball | Haddam-Killingworth | Home [Directions] | 4:00 p.m. | ||
| Fri., 10/5 | V Girls Soccer | International/AAE | Home - Hale-Ray HS [Directions] | 4:00 p.m. | W 3-0 | |
| Fri., 10/5 | JV Girls Soccer | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | ||
| Sat., 10/6 | V Boys Cross Country | Wickham Invitational | Away | 10:00 a.m. | Manchester, CT | |
| Sat., 10/6 | V Football | Cromwell/Portland | Away - Pierson Park, Cromwell [Directions] | 3:00 p.m. | L 6-13 | 2 buses Football 1 bus Cheer |
| Sat., 10/6 | JV Boys Soccer | Portland | Home - Hale-Ray HS [Directions] | 10:30 a.m. | ||
| Sat., 10/6 | V Girls Cross Country | Wickham Invitational | Away | TBA | at Wickham Park, Manchester | |
| Sat., 10/6 | V Girls Soccer | Woodstock Academy | Home - NBHS Colafati Field [Directions] | 5:00 p.m. | T 1-1 | |
| Mon., 10/8 | V Girls Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 3:45 p.m. | L 7-0 | |
| Mon., 10/8 | V Girls Soccer | Morgan | Home - North Branford HS [Directions] | 6:00 p.m. | L 0-2 | |
| Mon., 10/8 | V Girls Volleyball | East Hampton | Away - East Hampton HS [Directions] | 5:30 p.m. | L 3-0 | |
| Mon., 10/8 | JV Girls Volleyball | East Hampton | Away - East Hampton HS [Directions] | 4:00 p.m. | ||
| Tue., 10/9 | V Boys Soccer | Valley Regional | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | L 3-1 | |
| Tue., 10/9 | JV Girls Soccer | Morgan | Away - Morgan HS [Directions] | Cancelled | Cancelled | |
| Wed., 10/10 | JV Boys Soccer | Valley Regional | Away - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Wed., 10/10 | V Girls Soccer | Coginchaug | Home - North Branford HS [Directions] | 3:45 p.m. | W 4-1 | |
| Wed., 10/10 | JV Girls Soccer | Coginchaug | Home - North Branford HS [Directions] | 5:30 p.m. | ||
| Wed., 10/10 | V Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | L 3-1 | |
| Wed., 10/10 | JV Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 4:00 p.m. | ||
| Thu., 10/11 | V Boys Cross Country | SLC Mega Meet | Home - Hale-Ray HS [Directions] | 2:30 p.m. | Spectators park in upper lot near softball fields | |
| Thu., 10/11 | V Girls Cross Country | SLC Mega Meet | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Thu., 10/11 | V Girls Soccer | Coginchaug | Away - CRHS Stadium Field & Track [Directions] | 5:00 p.m. | L 6-0 | |
| Thu., 10/11 | V Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 4:00 p.m. | L 3-0 | |
| Thu., 10/11 | JV Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | ||
| Fri., 10/12 | V Football | Windsor Locks/Suffield/East Granby | Home - CRHS Stadium Field & Track [Directions] | 7:00 p.m. | W 39-0 | |
| Sat., 10/13 | JV Football | Windsor Locks/Suffield/East Granby | Away - Windsor Locks HS [Directions] | 11:00 a.m. | ||
| Sat., 10/13 | V Boys Soccer | Coginchaug | Home - Hale Ray MS Field [Directions] | 1:00 p.m. | L 4-2 | |
| Sat., 10/13 | V Girls Volleyball | CT Fall Brawl | Away - RHAM HS Gymnasium [Directions] | 8:00 a.m. | CT Fall Brawl | |
| Sun., 10/14 | V Boys Soccer | Haddam-Killingworth | Home - Hale Ray MS Field [Directions] | 3:45 p.m. | L 3-1 | |
| Mon., 10/15 | V Girls Soccer | East Hampton | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 7-0 | |
| Mon., 10/15 | V Girls Volleyball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | L 3-1 | |
| Mon., 10/15 | JV Girls Volleyball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 3:45 p.m. | ||
| Tue., 10/16 | V Girls Soccer | Cromwell | Away - Cromwell HS [Directions] | 6:00 p.m. | T 2-2 | |
| Tue., 10/16 | JV Girls Soccer | Cromwell | Away - North Branford HS [Directions] | 3:45 p.m. | ||
| Wed., 10/17 | V Boys Soccer | Old Saybrook | Home - Hale-Ray HS, Nevers Field [Directions] | 3:45 p.m. | L 2-0 | |
| Wed., 10/17 | V Girls Soccer | Mercy | Away - Mercy [Directions] | 3:45 p.m. | L 4-0 | |
| Wed., 10/17 | V Girls Volleyball | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 10/17 | JV Girls Volleyball | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | ||
| Thu., 10/18 | JV Girls Soccer | Mercy | Home - North Branford HS [Directions] | Cancelled | Cancelled | |
| Fri., 10/19 | V Boys Soccer | Westbrook | Away - Westbrook HS Field #2 - Track/Soccer [Directions] | 3:45 p.m. | W 4-0 | Non League |
| Fri., 10/19 | V Girls Cross Country | SLC Championship | Home - Hale-Ray HS [Directions] | TBA | Spectator fee charged | |
| Fri., 10/19 | V Girls Soccer | Old Lyme | Home - Hale Ray MS Field [Directions] | 3:45 p.m. | L 7-0 | |
| Fri., 10/19 | V Girls Volleyball | North Branford | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/19 | JV Girls Volleyball | North Branford | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Sat., 10/20 | V Football | Lewis Mills | Away - Lewis Mills Track [Directions] | 12:00 p.m. | W 34-12 | 2 buses football 1 bus Cheer |
| Sat., 10/20 | JV Boys Soccer | Coginchaug | Away - CRHS Stadium Field & Track [Directions] | 12:00 p.m. | ||
| Sat., 10/20 | V Girls Soccer | Portland | Away - Portland HS [Directions] | 10:30 a.m. | W 4-0 | |
| Mon., 10/22 | JV Football | Lewis Mills | Home - Field #1 - Brookside Field @ CRHS [Directions] | 4:00 p.m. | ||
| Mon., 10/22 | V Boys Soccer | International | Home - Hale-Ray HS, Nevers Field [Directions] | 6:00 p.m. | W 6-0 | |
| Mon., 10/22 | V Girls Soccer | Westbrook | Away - Westbrook MS Field #1 - Soccer [Directions] | 3:45 p.m. | W 4-0 | |
| Mon., 10/22 | V Girls Volleyball | Valley Regional | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-1 | |
| Mon., 10/22 | JV Girls Volleyball | Valley Regional | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 10/23 | JV Boys Soccer | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | ||
| Tue., 10/23 | V Girls Soccer | Cromwell | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 8-0 | |
| Tue., 10/23 | V Girls Volleyball | Terryville | Away - Terryville HS [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 10/23 | JV Girls Volleyball | Terryville | Away - Terryville HS [Directions] | 4:00 p.m. | ||
| Wed., 10/24 | V Boys Soccer | Comp Sci | Home - Hale-Ray HS, Nevers Field [Directions] | 6:00 p.m. | W 4-0 | |
| Wed., 10/24 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 0-6 | |
| Wed., 10/24 | V Girls Soccer | East Haven | Home - NBHS Colafati Field [Directions] | 6:00 p.m. | W 3-1 | Senior Night |
| Thu., 10/25 | V Boys Soccer | East Hampton | Away - East Hampton HS Main Field [Directions] | 6:30 p.m. | L 1-3 | |
| Thu., 10/25 | V Girls Soccer | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | W 1-0 | |
| Thu., 10/25 | V Girls Volleyball | Griswold | Away - GHS Gym [Directions] | 5:30 p.m. | W 3-2 | |
| Thu., 10/25 | JV Girls Volleyball | Griswold | Away - GHS Gym [Directions] | 4:00 p.m. | ||
| Fri., 10/26 | JV Boys Soccer | Old Lyme | Away - OLHS [Directions] | 3:45 p.m. | ||
| Fri., 10/26 | V Girls Soccer | Comp Sci | Away - Civic Leadership Turf Field [Directions] | 3:45 p.m. | L 3-2 | |
| Sat., 10/27 | V Boys Cross Country | Class S State Championship | Away | TBA | at Wickham Park | |
| Sat., 10/27 | V Football | Old Saybrook | Home - CRHS Stadium Field & Track [Directions] | 1:00 p.m. | L 0-14 | |
| Sat., 10/27 | V Girls Cross Country | Class S Championship | Away | TBA | At Wickham Park | |
| Mon., 10/29 | JV Football | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | ||
| Wed., 10/31 | V Girls Soccer | Cromwell | Home - NBHS Colafati Field [Directions] | 3:45 p.m. | L 0-0 (4-2 pk) | SLC Semi finals |
| Wed., 10/31 | V Girls Soccer | Comp Sci | Home - Hale-Ray HS, Nevers Field [Directions] | 5:30 p.m. | W 3-2 | |
| Fri., 11/2 | V Boys Cross Country | State Open | Away | TBA | ||
| Fri., 11/2 | V Girls Cross Country | State Open | Away | TBA | ||
| Sat., 11/3 | V Football | East Haven | Home - CRHS Stadium Field & Track [Directions] | 2:00 p.m. | L 8-11 | |
| Mon., 11/5 | JV Football | Cromwell/Portland | Home - CRHS Stadium Field & Track [Directions] | 3:45 p.m. | ||
| Mon., 11/5 | JV Football | Nonnewaug | Home - Field #1 - Brookside Field @ CRHS [Directions] | Cancelled | Cancelled | |
| Mon., 11/5 | V Girls Soccer | Jonathan Law | Away [Directions] | 7:00 p.m. | W 1-0 | 1st Round Tournament Game |
| Mon., 11/5 | V Girls Volleyball | Aerospace | Away - Academy Aerospace of Engineering [Directions] | 5:00 p.m. | W 3-0 | |
| Wed., 11/7 | V Boys Soccer | Immaculate | Home - Hale-Ray HS [Directions] | 2:00 p.m. | L 2-0 | |
| Wed., 11/7 | V Girls Soccer | Morgan | Away - Indian River Complex [Directions] | 4:00 p.m. | L 1-2 | 2nd Round Of States |
| Wed., 11/7 | V Girls Volleyball | SMSA | Away - SMSA [Directions] | 6:00 p.m. | L 3-0 | |
| Sat., 11/10 | V Football | MSW | Away - Peters Complex [Directions] | 1:30 p.m. | W 26-18 | 2 buses Football and 1 bus Cheer |
| Mon., 11/12 | JV Football | MSW | Home - CRHS Stadium Field & Track [Directions] | 3:45 p.m. | ||
| Sat., 11/17 | JV Football | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 10:30 a.m. | ||
| Wed., 11/21 | V Football | North Branford | Home - CRHS Stadium Field & Track [Directions] | 6:00 p.m. | W 29-8 | |
| Tue., 12/4 | V Girls Basketball | Windsor Locks (Scrim.) | Away [Directions] | 6:00 p.m. | ||
| Wed., 12/5 | V Boys Basketball | Grasso Tech (Scrim.) | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Sat., 12/8 | V Boys Basketball | Windsor Locks (Scrim.) | Home - Hale-Ray HS [Directions] | 11:00 a.m. | ||
| Sat., 12/8 | V Girls Basketball | Windsor Locks (Scrim.) | Away [Directions] | 10:00 a.m. | Jamboree | |
| Tue., 12/11 | V Girls Basketball | Portland | Away - Portland HS [Directions] | 7:00 p.m. | L 53-6 | |
| Tue., 12/11 | JV Girls Basketball | Portland | Away - Portland HS [Directions] | 5:30 p.m. | ||
| Wed., 12/12 | V Boys Indoor Track | Developmental Meet | Away - Hillhouse | 5:00 p.m. | ||
| Thu., 12/13 | V Boys Basketball | North Branford | Home - Hale-Ray HS [Directions] | 7:00 p.m. | W 71-65 | |
| Thu., 12/13 | JV Boys Basketball | North Branford | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Thu., 12/13 | V Girls Basketball | North Branford | Away - North Branford HS [Directions] | 7:00 p.m. | L 53-10 | |
| Thu., 12/13 | JV Girls Basketball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | ||
| Sat., 12/15 | V Boys Basketball | Norwich Tech | Home - Hale-Ray HS [Directions] | 5:00 p.m. | W 51-35 | |
| Sat., 12/15 | JV Boys Basketball | Norwich Tech | Home - Hale-Ray HS [Directions] | 3:30 p.m. | ||
| Sat., 12/15 | V Girls Basketball | Coginchaug | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 58-11 | Varsity Only |
| Mon., 12/17 | V Boys Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | L 39-73 | |
| Mon., 12/17 | JV Boys Basketball | Cromwell | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Tue., 12/18 | V Girls Basketball | Cromwell | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 66-17 | |
| Tue., 12/18 | JV Girls Basketball | Cromwell | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Wed., 12/19 | V Girls Basketball | Norwich Tech | Home - Hale-Ray HS [Directions] | 7:00 p.m. | W 24-21 | |
| Fri., 12/21 | V Girls Basketball | Hartford Public | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 81-29 | |
| Fri., 12/21 | JV Girls Basketball | Hartford Public | Home - Hale-Ray HS [Directions] | Cancelled | Cancelled | |
| Fri., 12/28 | V Boys Basketball | Old Saybrook | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 72-42 | |
| Fri., 12/28 | V Girls Basketball | Old Saybrook | Home - Hale Ray [Directions] | 5:30 p.m. | L 49-19 | |
| Wed., 1/2 | V Boys Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 7:00 p.m. | L 46-33 | |
| Wed., 1/2 | JV Boys Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 5:30 p.m. | ||
| Wed., 1/2 | V Girls Basketball | Valley Regional | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 8-38 | |
| Wed., 1/2 | JV Girls Basketball | Valley Regional | Home - Hale-Ray HS [Directions] | 5:45 p.m. | ||
| Thu., 1/3 | V Boys Indoor Track | SLC League Meet # 1 | Away - Hillhouse | 5:00 p.m. | ||
| Fri., 1/4 | V Boys Basketball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 60-47 | |
| Fri., 1/4 | JV Boys Basketball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Fri., 1/4 | V Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | L 15-43 | |
| Fri., 1/4 | JV Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Mon., 1/7 | V Boys Basketball | Morgan | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 51-37 | |
| Mon., 1/7 | JV Boys Basketball | Morgan | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Tue., 1/8 | V Girls Basketball | Morgan | Away - Morgan HS [Directions] | 6:00 p.m. | L 12-53 | |
| Tue., 1/8 | JV Girls Basketball | Morgan | Away - Morgan HS [Directions] | Cancelled | Cancelled | |
| Thu., 1/10 | V Boys Basketball | Westbrook | Home - Hale Ray HS - Gym [Directions] | 7:00 p.m. | L 61-49 | |
| Thu., 1/10 | JV Boys Basketball | Westbrook | Away - Westbrook HS Gym [Directions] | Cancelled | Cancelled | |
| Thu., 1/10 | V Girls Basketball | Westbrook | Home - Hale-Ray HS [Directions] | 5:30 p.m. | L 59-27 | |
| Fri., 1/11 | JV Girls Basketball | Westbrook | Home - Hale-Ray HS [Directions] | Cancelled | Cancelled | |
| Sat., 1/12 | V Boys Indoor Track | SLC Coaches' Meet | Away - Hillhouse | 10:00 a.m. | ||
| Mon., 1/14 | V Boys Indoor Track | Old Saybrook Qualifier | Away - Hillhouse | 5:00 p.m. | ||
| Thu., 1/17 | V Boys Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 7:00 p.m. | L 31-59 | |
| Thu., 1/17 | JV Boys Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | ||
| Fri., 1/18 | V Boys Indoor Track | HK Invitational | Away | 5:30 p.m. | ||
| Fri., 1/18 | V Girls Basketball | Old Lyme | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 70-21 | |
| Fri., 1/18 | JV Girls Basketball | Old Lyme | Home - Hale-Ray HS [Directions] | 5:45 p.m. | ||
| Tue., 1/22 | V Boys Basketball | East Hampton | Home - Hale-Ray HS [Directions] | 5:00 p.m. | L 40-72 | |
| Tue., 1/22 | JV Boys Basketball | East Hampton | Home - Hale-Ray HS [Directions] | 3:30 p.m. | ||
| Tue., 1/22 | V Girls Basketball | East Hampton | Away - East Hampton HS [Directions] | 5:00 p.m. | L 66-14 | Exam week |
| Tue., 1/22 | JV Girls Basketball | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | Exam week | |
| Thu., 1/24 | V Boys Basketball | North Branford | Away - North Branford HS [Directions] | 7:00 p.m. | L 75-76(OT) | Non Lg |
| Thu., 1/24 | JV Boys Basketball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | Non Lg | |
| Fri., 1/25 | V Boys Indoor Track | SLC League Meet # 2 | Away | 5:00 p.m. | ||
| Sat., 1/26 | V Boys Basketball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | 4:00 p.m. | L 56-71 | |
| Sat., 1/26 | JV Boys Basketball | Lyman Memorial | Away [Directions] | Cancelled | Cancelled | |
| Sat., 1/26 | V Girls Basketball | Lyman Memorial | Away - Lyman Memorial HS - Gymnasium [Directions] | 6:00 p.m. | L 35-10 | Boys play at 400pm |
| Mon., 1/28 | V Girls Basketball | Portland | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 61-11 | |
| Mon., 1/28 | JV Girls Basketball | Portland | Home - Hale-Ray HS [Directions] | Cancelled | Cancelled | |
| Thu., 1/31 | V Boys Basketball | Portland | Away - Portland HS [Directions] | 7:00 p.m. | L 43-50 | |
| Thu., 1/31 | JV Boys Basketball | Portland | Away - Portland HS [Directions] | 5:30 p.m. | ||
| Sat., 2/2 | V Boys Indoor Track | SLC Championship | Away - Hillhouse | 10:00 a.m. | ||
| Mon., 2/4 | V Girls Basketball | East Hampton | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 24-70 | |
| Mon., 2/4 | JV Girls Basketball | East Hampton | Home - Hale-Ray HS [Directions] | 5:45 p.m. | ||
| Tue., 2/5 | V Boys Basketball | East Hampton | Away - East Hampton HS [Directions] | 7:00 p.m. | L 52-80 | |
| Tue., 2/5 | JV Boys Basketball | East Hampton | Away - East Hampton HS [Directions] | 5:30 p.m. | ||
| Thu., 2/7 | V Boys Indoor Track | Class S Championship | Away - Hillhouse | 4:00 p.m. | ||
| Fri., 2/8 | V Boys Basketball | Westbrook | Away - Westbrook HS [Directions] | 7:00 p.m. | W 50-47 | |
| Fri., 2/8 | V Girls Basketball | Westbrook | Away - Westbrook HS Gym [Directions] | 5:30 p.m. | L 17-49 | |
| Fri., 2/8 | JV Girls Basketball | Westbrook | Away - Westbrook HS Gym [Directions] | Cancelled | Cancelled | |
| Mon., 2/11 | V Boys Basketball | Old Lyme | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 66-47 | |
| Mon., 2/11 | JV Boys Basketball | Old Lyme | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Mon., 2/11 | V Girls Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 6:00 p.m. | L 9-52 | |
| Tue., 2/12 | JV Girls Basketball | Old Saybrook | Away [Directions] | Cancelled | Cancelled | |
| Wed., 2/13 | V Boys Basketball | Wheeler | Home - Hale-Ray HS [Directions] | 7:00 p.m. | W 57-44 | |
| Wed., 2/13 | JV Boys Basketball | Wheeler | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Fri., 2/15 | V Boys Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 7:00 p.m. | L 45-68 | |
| Fri., 2/15 | JV Boys Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | ||
| Fri., 2/15 | V Girls Basketball | Old Saybrook | Away - OSHS [Directions] | 5:15 p.m. | L 16-59 | |
| Sat., 2/16 | V Boys Indoor Track | State Open | Away - Hillhouse | TBA | ||
| Mon., 2/18 | V Boys Basketball | Coginchaug | Away - Coginchaug Regional HS [Directions] | 7:00 p.m. | L 41-61 | |
| Mon., 2/18 | JV Boys Basketball | Coginchaug | Away - Coginchaug Regional HS [Directions] | 5:30 p.m. | ||
| Thu., 2/21 | V Boys Basketball | Portland | Home - Hale-Ray HS [Directions] | 6:30 p.m. | L 45-43 | |
| Thu., 2/21 | JV Boys Basketball | Portland | Home - Hale-Ray HS [Directions] | 4:45 p.m. | ||
| Tue., 3/19 | V Softball | Maloney (Scrim.) | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | ||
| Thu., 3/21 | V Baseball | Suffield (Scrim.) | Home - Suffield HS [Directions] | 4:00 p.m. | ||
| Sat., 3/23 | V Baseball | East Windsor/International (Scrim.) | Away [Directions] | 12:00 p.m. | ||
| Mon., 3/25 | V Baseball | Norwich Tech (Scrim.) | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Mon., 3/25 | V Softball | Norwich Free Academy (Scrim.) | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | ||
| Thu., 3/28 | V Softball | RHAM (Scrim.) | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | ||
| Sat., 3/30 | V Baseball | Windham | Away [Directions] | 11:00 a.m. | W 5-1 | |
| Mon., 4/1 | V Baseball | Morgan | Home - Hale-Ray HS [Directions] | 3:45 p.m. | W 8-6 | |
| Mon., 4/1 | V Softball | Morgan | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 4:00 p.m. | W 7-6 | |
| Tue., 4/2 | JV Baseball | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | JV Softball | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | Will travel with JV Baseball | |
| Wed., 4/3 | V Baseball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 11-4 | |
| Wed., 4/3 | V Boys Golf | Coginchaug | Away - Lyman Orchards [Directions] | 3:10 p.m. | 160-194 Coginchaug | |
| Wed., 4/3 | V Softball | Haddam-Killingworth | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | W 5-4 | |
| Thu., 4/4 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | ||
| Fri., 4/5 | V Baseball | Coginchaug | Away - Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 4:00 p.m. | L 12-2 | |
| Fri., 4/5 | V Softball | Coginchaug | Away - Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | 4:00 p.m. | L 9-2 | |
| Sat., 4/6 | JV Baseball | Coginchaug | Home - Hale-Ray HS [Directions] | 1:00 p.m. | ||
| Sat., 4/6 | V Boys Outdoor Track | East Hampton | Away [Directions] | 9:30 a.m. | East Hampton Invitational | |
| Sat., 4/6 | V Girls Outdoor Track | East Hampton | Away [Directions] | 9:30 a.m. | East Hampton Invitational | |
| Sat., 4/6 | JV Softball | Coginchaug | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 1:00 p.m. | ||
| Tue., 4/9 | V Baseball | Cromwell | Home - Hale-Ray HS [Directions] | 3:45 p.m. | W 7-4 | |
| Tue., 4/9 | V Boys Golf | East Hampton | Away [Directions] | 3:45 p.m. | 176-212 HR | |
| Tue., 4/9 | V Softball | Cromwell | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | W 19-9 | |
| Wed., 4/10 | V Baseball | Westbrook | Home - Hale-Ray HS [Directions] | 3:45 p.m. | W 8-6 | |
| Wed., 4/10 | V Softball | Westbrook/Old Saybrook | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | W 22-1 | |
| Thu., 4/11 | JV Baseball | Westbrook | Away - Westbrook MS Field #6 - Baseball / Field Hockey [Directions] | 4:00 p.m. | ||
| Thu., 4/11 | V Boys Golf | Cromwell | Away - TPC River Highlands [Directions] | 2:20 p.m. | 184-184 | |
| Fri., 4/12 | V Baseball | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | L 6-3 | |
| Fri., 4/12 | V Softball | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | L 9-4 | |
| Sat., 4/13 | V Softball | Fryeburg (ME) | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 5:00 p.m. | W 4-0 | |
| Tue., 4/16 | V Baseball | Old Saybrook | Away - Old Saybrook HS [Directions] | 12:30 p.m. | W 8-7 | |
| Tue., 4/16 | V Softball | Old Saybrook | Away - Old Saybrook HS [Directions] | 12:30 p.m. | W 12-0 | |
| Wed., 4/17 | V Baseball | Portland | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 3-2 | |
| Thu., 4/18 | JV Baseball | Portland | Away - Portland HS [Directions] | 11:00 a.m. | ||
| Fri., 4/19 | JV Baseball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 11:00 a.m. | ||
| Tue., 4/23 | V Boys Golf | Morgan | Away [Directions] | 3:45 p.m. | HR 184 Morg 187 | |
| Tue., 4/23 | V Boys Outdoor Track | Cromwell, Portland | Away [Directions] | 3:45 p.m. | Tri Meet at Portland | |
| Tue., 4/23 | V Girls Outdoor Track | Cromwell, Portland | Away [Directions] | 3:45 p.m. | Tri Meet at Portland | |
| Tue., 4/23 | V Softball | East Hampton | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | W 18-6 | |
| Wed., 4/24 | V Baseball | ValleyReg/Westbrook | Away - Valley Regional HS [Directions] | 4:00 p.m. | L 9-8 | |
| Wed., 4/24 | V Softball | Valley Regional | Away - Valley Regional HS [Directions] | 4:00 p.m. | L 6-3 | |
| Thu., 4/25 | V Baseball | North Branford | Home - Hale-Ray HS [Directions] | 4:00 p.m. | W 5-4 | |
| Thu., 4/25 | V Boys Golf | Old Saybrook | Home [Directions] | 3:45 p.m. | 179-183 Old Saybrook | |
| Thu., 4/25 | V Softball | North Branford | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 4:00 p.m. | L 13-2 | |
| Mon., 4/29 | V Baseball | Old Saybrook | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 10-5 | |
| Mon., 4/29 | V Boys Golf | Haddam-Killingworth | Away - Black Birch [Directions] | 3:00 p.m. | 178-185 HR | |
| Mon., 4/29 | V Softball | Old Saybrook | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 4:00 p.m. | W 10-8 | |
| Tue., 4/30 | JV Baseball | Old Saybrook | Away - Old Saybrook HS [Directions] | 4:00 p.m. | ||
| Tue., 4/30 | V Boys Outdoor Track | Morgan, Old Lyme | Away [Directions] | 3:45 p.m. | Tri Meet at Morgan | |
| Tue., 4/30 | V Girls Outdoor Track | Old Lyme, Morgan | Away [Directions] | 3:45 p.m. | Tri Meet at Morgan | |
| Tue., 4/30 | JV Softball | Old Saybrook | Away - Old Saybrook HS [Directions] | 4:00 p.m. | ||
| Wed., 5/1 | V Baseball | East Hampton | Away - Legion Field [Directions] | 4:00 p.m. | W 14-1 | |
| Wed., 5/1 | V Softball | East Hampton | Away - East Hampton HS [Directions] | 4:00 p.m. | W 16-1 | |
| Thu., 5/2 | JV Baseball | East Hampton | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Thu., 5/2 | V Boys Golf | Old Lyme | Home [Directions] | 3:45 p.m. | 170-186 OL | |
| Sat., 5/4 | JV Baseball | Old Lyme | Away - Old Lyme HS [Directions] | 11:00 a.m. | ||
| Sat., 5/4 | V Boys Outdoor Track | Coginchaug | Away [Directions] | 10:00 a.m. | Marty Roberts Invitational | |
| Sat., 5/4 | V Girls Outdoor Track | Coginchaug | Away [Directions] | 10:00 a.m. | Marty Roberts Invitational | |
| Mon., 5/6 | V Baseball | Portland | Away - Palmer Field- Middletown [Directions] | 6:00 p.m. | L 7-0 | |
| Mon., 5/6 | V Softball | Portland | Home - Hale Ray [Directions] | 4:30 p.m. | W 15-2 | |
| Mon., 5/6 | V Softball | Portland | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 6:30 p.m. | W 21-0 | |
| Tue., 5/7 | JV Baseball | Portland | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Boys Golf | Valley Regional | Away - Black Hall CC [Directions] | 3:30 p.m. | 179 HR 223 Valley Regional | |
| Tue., 5/7 | V Boys Outdoor Track | East Hampton, Valley Regional | Away [Directions] | 3:45 p.m. | Tri meet at East Hampton | |
| Tue., 5/7 | V Girls Outdoor Track | East Hampton, Valley Regional | Away [Directions] | 3:45 p.m. | Tri meet at East Hampton | |
| Tue., 5/7 | V Softball | Old Lyme | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 5:00 p.m. | L 6-5 | |
| Wed., 5/8 | V Baseball | Westbrook | Away - Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | 4:00 p.m. | L 12-7 | |
| Wed., 5/8 | V Boys Golf | North Branford | Home - Fox Hopyard [Directions] | 3:00 p.m. | 183 HR 231 North Branford | |
| Wed., 5/8 | V Softball | Westbrook/Old Saybrook | Away - Westbrook HS Field #5 - Softball [Directions] | 4:00 p.m. | W 22-2 | |
| Thu., 5/9 | V Baseball | Somers | Away - Somers HS [Directions] | 4:00 p.m. | W 14-4 | |
| Thu., 5/9 | V Boys Golf | Portland | Home [Directions] | 3:45 p.m. | HR 185 Portland 173 | |
| Thu., 5/9 | V Softball | Berlin | Away - Sage Park - Berlin [Directions] | 7:00 p.m. | L 9-2 | |
| Fri., 5/10 | V Boys Outdoor Track | Old Saybrook | Away [Directions] | 3:30 p.m. | Old Saybrook Invitational | |
| Fri., 5/10 | V Girls Outdoor Track | Old Saybrook | Away [Directions] | 3:30 p.m. | OS Invitational | |
| Sat., 5/11 | JV Baseball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 11:00 a.m. | ||
| Tue., 5/14 | V Baseball | East Hampton | Home - Memorial Field, Neptune Avenue, AKA Legion Field [Directions] | 4:00 p.m. | W 7-0 | |
| Tue., 5/14 | JV Baseball | Cromwell | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 5/14 | V Boys Golf | Coginchaug | Home [Directions] | 3:45 p.m. | Coginchaug 158 Hale-Ray 171 | |
| Wed., 5/15 | V Boys Golf | Cromwell | Home - FoxHopyard [Directions] | 3:00 p.m. | Hale-Ray 186 Cromwell 189 | |
| Wed., 5/15 | V Softball | Woodstock Academy | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 6:00 p.m. | W 10-1 | |
| Thu., 5/16 | V Boys Golf | Haddam-Killingworth, East Hampton | Home - FoxHopyard [Directions] | 3:00 p.m. | Hale-Ray 177 HK 189 East Hampton 232 | |
| Fri., 5/17 | V Baseball | Old Lyme | Home - Hale-Ray HS [Directions] | 4:00 p.m. | L 10-2 | |
| Sat., 5/18 | V Baseball | Windsor Locks | Home - Hale-Ray HS [Directions] | 12:00 p.m. | L 12-6 | |
| Sat., 5/18 | JV Baseball | ValleyReg/Westbrook | Home - Hale-Ray HS [Directions] | 2:00 p.m. | ||
| Sat., 5/18 | V Softball | Griswold | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 6:00 p.m. | L 3-0 | |
| Sun., 5/19 | V Baseball | Wheeler | Home - Hale-Ray HS [Directions] | 2:00 p.m. | W 10-0 | |
| Mon., 5/20 | V Baseball | Portland | Away - PHS Varsity Baseball Field [Directions] | 4:00 p.m. | L 7-4 | |
| Wed., 5/22 | V Boys Golf | SLC Championship | Away - Stanley GC | TBA | ||
| Wed., 5/22 | V Boys Outdoor Track | SLC CHampionship | Away | 2:30 p.m. | At Coginchaug | |
| Wed., 5/22 | V Girls Outdoor Track | SLC Championship | Away | 2:30 p.m. | At Coginchaug | |
| Thu., 5/23 | JV Baseball | East Hampton | Away - East Hampton HS [Directions] | 4:00 p.m. | ||
| Thu., 5/23 | V Boys Golf | Norwich Tech | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 167 Norwich Tech 262 | |
| Thu., 5/23 | V Softball | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | L 10-3 | |
| Fri., 5/24 | JV Baseball | Westbrook | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 5/28 | V Softball | O'Brien Tech | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 4:00 p.m. | W 18-3 | 1st Rd States |
| Wed., 5/29 | V Baseball | Thomaston | Away [Directions] | 3:30 p.m. | 1st rd States | |
| Thu., 5/30 | V Boys Outdoor Track | Class S State Championship | Away | 3:00 p.m. | ||
| Thu., 5/30 | V Girls Outdoor Track | Class S State Championship | Away | 3:00 p.m. | Willowbrook , New Britain | |
| Thu., 5/30 | V Softball | St. Paul Catholic | Away - St. Paul Catholic H.S. [Directions] | 1:00 p.m. | L 6-4 | 2nd states |
| Mon., 6/3 | V Boys Outdoor Track | CIAC Open | Away | 1:30 p.m. | Willowbrook Park, New Britain | |
| Mon., 6/3 | V Girls Outdoor Track | CIAC Open | Away | 1:30 p.m. | Willowbrook Park, New Britain | |