| Hale Ray 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 364 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | V Baseball | East Windsor/International (Scrim.) | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | V Baseball | Grasso Tech | Away - Washington Park [Directions] | TBA | W Forfeit | |
| TBA | JV Baseball | Morgan | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | TBA | ||
| TBA | JV Baseball | Portland | Away - Portland High School [Directions] | TBA | ||
| TBA | JV Baseball | East Hampton | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Baseball | Creed | Away - Bowen Field | TBA | ||
| TBA | JV Baseball | Old Lyme | Away - Old Lyme High School [Directions] | TBA | ||
| TBA | FR Football | North Branford | Away - Colafati Field - NBHS [Directions] | TBA | ||
| TBA | JV Boys Soccer | Westbrook | Away - Westbrook High School [Directions] | 3:45 p.m. | ||
| TBA | JV Girls Basketball | Westbrook | Away - Wesrbrook H.S. [Directions] | 6:00 p.m. | ||
| TBA | JV Girls Basketball | Windsor Locks | Away - Windsor Locks HS [Directions] | TBA | Cancelled | |
| TBA | JV Softball | Morgan | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Softball | Westbrook/Old Saybrook | Away - Westbrook H.S. [Directions] | TBA | ||
| TBA | JV Softball | Westbrook/Old Saybrook | Home - Hale-Ray HS [Directions] | TBA | ||
| TBA | JV Softball | Middletown | Away - Middletown High School [Directions] | TBA | ||
| TBA | JV Softball | Coginchaug | Away - Coginchaug Regional High School [Directions] | TBA | ||
| Wed., 8/28 | V Football | Jonathan Law (Scrim.) | Away - Jonathan Law Turf Field [Directions] | 3:45 p.m. | ||
| Wed., 8/28 | V Girls Volleyball | Bacon Academy (Scrim.) | Away - BA Gym [Directions] | 3:30 p.m. | ||
| Thu., 8/29 | V Boys Soccer | Lyman Memorial (Scrim.) | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | ||
| Thu., 8/29 | V Girls Soccer | East Windsor (Scrim.) | Away - East Windsor High School [Directions] | 4:00 p.m. | ||
| Fri., 8/30 | V Girls Soccer | Branford (Scrim.) | Away - Branford High School-Turf Field [Directions] | 3:30 p.m. | ||
| Fri., 8/30 | V Girls Volleyball | Naugatuck (Scrim.) | Home - Hale-Ray HS [Directions] | 12:00 p.m. | ||
| Sat., 8/31 | V Football | Kennedy/Eli Whitney | Home - Coginchaug Regional High School [Directions] | 10:00 a.m. | ||
| Sat., 8/31 | V Boys Soccer | Gilbert (Scrim.) | Home - Hale-Ray HS, Nevers Field [Directions] | 10:00 a.m. | Jamboree, 8 total teams | |
| Sat., 8/31 | JV Boys Soccer | Gilbert (Scrim.) | Home - Hale-Ray HS, Nevers Field [Directions] | 10:00 a.m. | ||
| Tue., 9/3 | V Girls Soccer | Lyman Hall (Scrim.) | Away [Directions] | 3:30 p.m. | ||
| Tue., 9/3 | V Girls Volleyball | Maloney (Scrim.) | Home - Hale-Ray HS [Directions] | 4:30 p.m. | ||
| Wed., 9/4 | V Boys Soccer | Montville (Scrim.) | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | ||
| Wed., 9/4 | V Girls Soccer | St. Bernard (Scrim.) | Away - St. Bernard Varsity Field [Directions] | 4:00 p.m. | ||
| Thu., 9/5 | V Girls Soccer | Windsor Locks (Scrim.) | Home - Hale-Ray HS, Nevers Field [Directions] | 3:45 p.m. | ||
| Thu., 9/5 | V Girls Volleyball | Lyman Memorial (Scrim.) | Away - Lyman Memorial High School - Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 9/6 | V Football | Lyman Hall (Scrim.) | Away - Lyman Hall Fitzgerald Field [Directions] | 8:00 p.m. | ||
| Fri., 9/6 | V Boys Soccer | East Lyme (Scrim.) | Away - ELHS Turf Field [Directions] | 6:30 p.m. | ||
| Fri., 9/6 | JV Boys Soccer | East Lyme (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Fri., 9/6 | V Girls Volleyball | Norwich Free Academy (Scrim.) | Home - Hale-Ray HS [Directions] | 3:30 p.m. | ||
| Sat., 9/7 | FR Football | Guilford (Scrim.) | Home - Coginchaug Regional High School [Directions] | 10:00 a.m. | ||
| Sat., 9/7 | V Girls Volleyball | Glastonbury (Scrim.) | Away [Directions] | 9:00 a.m. | Jamboree | |
| Tue., 9/10 | V Boys Cross Country | Mercy Invitational | Away | 3:45 p.m. | ||
| Tue., 9/10 | V Boys Soccer | Westbrook | Home - Hale-Ray HS, Nevers Field [Directions] | 7:00 p.m. | W 3-0 | non-lg |
| Tue., 9/10 | V Girls Cross Country | Mercy Invitational | Away | 3:45 p.m. | ||
| Tue., 9/10 | V Girls Soccer | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | L 0-7 | Non-Seeding |
| Tue., 9/10 | V Girls Soccer | Westbrook | Home - Hale-Ray HS, Nevers Field [Directions] | 5:30 p.m. | W 2-0 | non-lg |
| Tue., 9/10 | V Girls Volleyball | Creed | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 9/10 | JV Girls Volleyball | Creed | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Wed., 9/11 | FR Football | VGW Techs | Home - Coginchaug Regional High School [Directions] | 3:45 p.m. | ||
| Wed., 9/11 | JV Girls Soccer | Coginchaug | Home - North Branford High School [Directions] | 3:45 p.m. | ||
| Thu., 9/12 | V Football | SMSA Coop | Home - Coginchaug Regional High School [Directions] | 4:45 p.m. | W 48-38 | |
| Thu., 9/12 | V Girls Soccer | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | L 0-2 | Non-League / Non-Seeding |
| Fri., 9/13 | JV Football | SMSA Coop | Home - Coginchaug Regional High School [Directions] | 4:00 p.m. | ||
| Fri., 9/13 | JV Boys Soccer | Portland | Away - Portland High School [Directions] | 3:45 p.m. | ||
| Fri., 9/13 | V Girls Soccer | Portland | Home - Hale-Ray HS, Nevers Field [Directions] | 5:45 p.m. | L 3-0 | |
| Fri., 9/13 | JV Girls Soccer | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | ||
| Fri., 9/13 | V Girls Volleyball | Windham Tech | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/13 | JV Girls Volleyball | Windham Tech | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Sat., 9/14 | V Boys Cross Country | Hartford Riverfront Cross country festival | Away | 10:00 a.m. | ||
| Sat., 9/14 | V Boys Soccer | Windham Tech | Home - Hale-Ray HS, Nevers Field [Directions] | 6:00 p.m. | W 3-0 | non-lg |
| Sat., 9/14 | V Girls Cross Country | Hartford Riverfront Cross country festival | Away | 10:00 a.m. | ||
| Mon., 9/16 | V Girls Soccer | Hale Ray | Home - North Branford High School [Directions] | 6:30 p.m. | L 0-2 | |
| Mon., 9/16 | V Girls Soccer | North Branford/Hale Ray | Away - North Branford High School [Directions] | 6:30 p.m. | W 2-0 | |
| Tue., 9/17 | V Boys Soccer | North Branford | Away - North Branford High School [Directions] | 4:00 p.m. | W 7-0 | |
| Wed., 9/18 | FR Football | Wilcox/Kaynor | Home - Coginchaug Regional High School [Directions] | 4:00 p.m. | ||
| Wed., 9/18 | V Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | L 3-0 | |
| Wed., 9/18 | JV Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 4:00 p.m. | ||
| Thu., 9/19 | V Boys Soccer | East Hampton | Home - Hale-Ray HS, Nevers Field [Directions] | 7:00 p.m. | T 1-1 | |
| Thu., 9/19 | V Girls Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 3:45 p.m. | L 3-2 | |
| Thu., 9/19 | V Girls Soccer | East Hampton | Home - Hale-Ray HS, Nevers Field [Directions] | 5:30 p.m. | L 5-0 | |
| Thu., 9/19 | V Girls Volleyball | North Branford | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-2 | |
| Thu., 9/19 | JV Girls Volleyball | North Branford | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Fri., 9/20 | V Football | Valley Regional/Old Lyme | Away - Valley Regional High School [Directions] | 6:30 p.m. | L 14-61 | |
| Fri., 9/20 | JV Girls Soccer | Valley Regional | Home - North Branford High School [Directions] | 3:45 p.m. | ||
| Fri., 9/20 | V Girls Volleyball | Cromwell | Away - Cromwell High School [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 9/20 | JV Girls Volleyball | Cromwell | Away - Cromwell High School [Directions] | 4:00 p.m. | ||
| Sat., 9/21 | V Boys Cross Country | CT River Invitational | Away | 8:30 a.m. | at Cromwell HS | |
| Sat., 9/21 | JV Football | Valley Regional/Old Lyme | Home - Coginchaug Regional High School [Directions] | 10:30 a.m. | ||
| Sat., 9/21 | V Boys Soccer | Classical Magnet | Home - Hale-Ray HS, Nevers Field [Directions] | 6:00 p.m. | W 4-0 | Girls at 400pm, non lg |
| Sat., 9/21 | JV Boys Soccer | East Hampton | Away - East Hampton High School [Directions] | 10:30 a.m. | ||
| Sat., 9/21 | V Girls Cross Country | CT River Invitational | Away - Cromwell HS | 8:30 a.m. | ||
| Sat., 9/21 | V Girls Soccer | Classical/University | Home - Hale-Ray HS, Nevers Field [Directions] | 4:00 p.m. | W 3-2 OT | non-lg |
| Sat., 9/21 | V Girls Soccer | East Hampton | Home - North Branford High School [Directions] | 6:00 p.m. | L 1-0 | |
| Mon., 9/23 | V Girls Soccer | Old Saybrook | Away - Old Saybrook High School [Directions] | 3:45 p.m. | L 1-0 | |
| Mon., 9/23 | V Girls Soccer | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | L 1-0 | |
| Mon., 9/23 | V Girls Volleyball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 5:30 p.m. | L 3-1 | |
| Mon., 9/23 | JV Girls Volleyball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 9/24 | V Boys Cross Country | SLC Small School Meet | Away | 3:45 p.m. | at Old Lyme | |
| Tue., 9/24 | V Boys Soccer | Old Saybrook | Away - Old Saybrook High School [Directions] | 4:00 p.m. | L 2-1 | |
| Tue., 9/24 | V Girls Cross Country | SLC Small School Meet | Away | 3:45 p.m. | at Old Lyme | |
| Tue., 9/24 | JV Girls Soccer | Morgan | Home - North Branford High School [Directions] | 3:45 p.m. | ||
| Wed., 9/25 | JV Boys Soccer | Old Saybrook | Home - Hale-Ray HS, Nevers Field [Directions] | 3:45 p.m. | ||
| Wed., 9/25 | JV Girls Soccer | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | ||
| Wed., 9/25 | V Girls Volleyball | Old Lyme | Away - Old Lyme High School [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 9/25 | JV Girls Volleyball | Old Lyme | Away - Old Lyme High School [Directions] | 4:00 p.m. | ||
| Thu., 9/26 | FR Football | Enfield | Home - Coginchaug Regional High School [Directions] | 3:45 p.m. | Cancelled | |
| Thu., 9/26 | V Girls Soccer | Haddam-Killingworth | Home - North Branford High School [Directions] | 3:45 p.m. | L 5-1 | |
| Thu., 9/26 | V Girls Volleyball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 5:30 p.m. | L 3-1 | |
| Thu., 9/26 | JV Girls Volleyball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 4:00 p.m. | ||
| Fri., 9/27 | V Boys Cross Country | Bellringer Invitational | Away | 3:45 p.m. | at East Hampton HS | |
| Fri., 9/27 | V Boys Soccer | Old Lyme | Home - Hale-Ray HS, Nevers Field [Directions] | 7:00 p.m. | T 4-4 OT | |
| Fri., 9/27 | V Girls Cross Country | Bellringer Invitational | Away - East Hampton HS | 3:45 p.m. | ||
| Fri., 9/27 | V Girls Soccer | Old Lyme | Home - Hale-Ray HS, Nevers Field [Directions] | 5:30 p.m. | L 1-0 | |
| Sat., 9/28 | JV Boys Soccer | Old Lyme | Away - Old Lyme High School [Directions] | 10:00 a.m. | ||
| Sat., 9/28 | V Girls Soccer | Old Saybrook | Home - North Branford High School [Directions] | 11:00 a.m. | L 0-4 | Non-League / Non-Seeding |
| Mon., 9/30 | JV Football | Cheney Tech | Home - Coginchaug Regional High School [Directions] | 4:00 p.m. | Cancelled | |
| Mon., 9/30 | JV Boys Soccer | Valley Regional | Away - Valley Regional Hockey Field [Directions] | 3:45 p.m. | ||
| Mon., 9/30 | V Girls Soccer | Cromwell | Away - Cromwell High School [Directions] | 3:45 p.m. | L 6-1 | |
| Mon., 9/30 | V Girls Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 3:45 p.m. | L 3-1 | |
| Mon., 9/30 | V Girls Volleyball | Valley Regional | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/30 | JV Girls Volleyball | Valley Regional | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 10/1 | V Boys Cross Country | Cougar Invite | Away | 3:45 p.m. | at HKHS | |
| Tue., 10/1 | V Boys Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 3:45 p.m. | L 2-1 | |
| Tue., 10/1 | V Girls Cross Country | Cougar Invite | Away - Haddam Killingworth HS | 3:45 p.m. | ||
| Tue., 10/1 | JV Girls Soccer | Valley Regional | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Wed., 10/2 | JV Boys Soccer | Valley Regional | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | ||
| Wed., 10/2 | V Girls Volleyball | East Hampton | Away - East Hampton High School [Directions] | 5:30 p.m. | L 3-0 | |
| Thu., 10/3 | FR Football | North Branford | Home - Coginchaug Regional High School [Directions] | 3:45 p.m. | ||
| Thu., 10/3 | V Girls Soccer | Old Lyme | Home - North Branford High School [Directions] | 4:00 p.m. | L 0-5 | |
| Thu., 10/3 | V Girls Soccer | Coginchaug | Home - Hale-Ray HS, Nevers Field [Directions] | 7:00 p.m. | L 3-0 | |
| Fri., 10/4 | V Boys Soccer | Coginchaug | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | W 3-1 | |
| Fri., 10/4 | JV Girls Soccer | Old Lyme | Away - Old Lyme High School [Directions] | 3:45 p.m. | ||
| Sat., 10/5 | V Football | MSW | Home - Coginchaug Regional High School [Directions] | 2:30 p.m. | L 35-62 | |
| Sat., 10/5 | JV Boys Soccer | Coginchaug | Away - Coginchaug Regional High School [Directions] | 10:30 a.m. | ||
| Mon., 10/7 | JV Football | MSW | Away - Peters Complex [Directions] | 3:45 p.m. | ||
| Mon., 10/7 | V Boys Soccer | Westbrook | Away - Westbrook High School [Directions] | 4:00 p.m. | T 0-0 OT | |
| Mon., 10/7 | JV Girls Soccer | Morgan | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | Cancelled | |
| Mon., 10/7 | V Girls Volleyball | Creed | Away - Clemente Leadership Academy | 5:30 p.m. | W 3-0 | |
| Mon., 10/7 | JV Girls Volleyball | Creed | Away - Clemente Leadership Academy | 4:00 p.m. | ||
| Tue., 10/8 | V Boys Cross Country | SLC Mega Meet | Away | 3:45 p.m. | at HK HS | |
| Tue., 10/8 | JV Boys Soccer | Westbrook | Home - Hale-Ray HS, Nevers Field [Directions] | 3:45 p.m. | ||
| Tue., 10/8 | V Girls Cross Country | SLC Mega Meet | Away - Haddam Killingworth HS | 3:45 p.m. | ||
| Tue., 10/8 | V Girls Soccer | Old Saybrook | Away - Old Saybrook High School [Directions] | 3:45 p.m. | L 0-5 | |
| Tue., 10/8 | V Girls Soccer | Westbrook | Away - Westbrook High School [Directions] | 3:45 p.m. | W 2-1 | |
| Wed., 10/9 | JV Boys Soccer | East Hampton | Home - Hale-Ray HS [Directions] | 6:00 p.m. | ||
| Wed., 10/9 | JV Girls Soccer | Old Saybrook | Home - North Branford High School [Directions] | 3:45 p.m. | ||
| Wed., 10/9 | V Girls Volleyball | North Branford | Away - North Branford High School [Directions] | 5:30 p.m. | W 3-1 | |
| Wed., 10/9 | JV Girls Volleyball | North Branford | Away - North Branford High School [Directions] | 4:00 p.m. | ||
| Thu., 10/10 | FR Football | Cheney Tech | Home - Coginchaug Regional High School [Directions] | 3:45 p.m. | ||
| Thu., 10/10 | V Boys Soccer | Cromwell | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | L 2-0 | |
| Fri., 10/11 | V Girls Soccer | Cromwell | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | L 7-0 | |
| Fri., 10/11 | V Girls Soccer | Coginchaug | Home - North Branford High School [Directions] | 6:30 p.m. | L 0-3 | |
| Fri., 10/11 | V Girls Volleyball | Morgan | Home - Hale-Ray HS [Directions] | 5:30 p.m. | L 3-0 | |
| Fri., 10/11 | JV Girls Volleyball | Morgan | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Sat., 10/12 | V Boys Cross Country | Wickham Invitational | Away | 9:00 a.m. | Wickham Park, Manchester | |
| Sat., 10/12 | V Football | Lewis Mills | Away - Muzzy Field - Bristol [Directions] | 2:00 p.m. | W 40-7 | |
| Sat., 10/12 | JV Boys Soccer | Cromwell | Home - Hale-Ray HS, Nevers Field [Directions] | 6:00 p.m. | ||
| Sat., 10/12 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park, Manchester | 9:00 a.m. | ||
| Sat., 10/12 | JV Girls Soccer | Coginchaug | Away - Coginchaug Regional High School [Directions] | 12:30 p.m. | ||
| Mon., 10/14 | JV Football | Lewis Mills | Home - Coginchaug Regional High School [Directions] | 10:30 a.m. | ||
| Mon., 10/14 | V Boys Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 12:00 p.m. | W 2-1 | |
| Mon., 10/14 | V Girls Volleyball | Cromwell | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/14 | JV Girls Volleyball | Cromwell | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 10/15 | JV Boys Soccer | Haddam-Killingworth | Home - Hale-Ray HS, Nevers Field [Directions] | 3:45 p.m. | Cancelled | |
| Tue., 10/15 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:30 p.m. | L 3-0 | |
| Tue., 10/15 | V Girls Soccer | Portland | Home - North Branford High School [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 10/16 | JV Girls Soccer | Portland | Away - Portland High School [Directions] | 3:45 p.m. | Cancelled | |
| Wed., 10/16 | V Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | L 3-0 | |
| Wed., 10/16 | JV Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Thu., 10/17 | V Boys Cross Country | SLC Championship | Away | 2:30 p.m. | at HK HS | |
| Thu., 10/17 | V Boys Soccer | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | W 2-0 | |
| Thu., 10/17 | V Girls Cross Country | SLC Championship | Away - Haddam Killingworth HS | 2:30 p.m. | ||
| Fri., 10/18 | V Girls Soccer | Westbrook | Away - Westbrook High School [Directions] | 3:45 p.m. | L 0-1 | |
| Fri., 10/18 | V Girls Soccer | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | L 1-0 | |
| Fri., 10/18 | V Girls Volleyball | Old Lyme | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/18 | JV Girls Volleyball | Old Lyme | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Sat., 10/19 | V Football | Old Saybrook | Home - Coginchaug Regional High School [Directions] | 2:30 p.m. | W 54-13 | Homecoming/PSAT'S |
| Sat., 10/19 | V Boys Soccer | Portland | Home - Hale-Ray HS, Nevers Field [Directions] | 2:00 p.m. | W 4-0 | |
| Sat., 10/19 | JV Boys Soccer | Morgan | Home - Hale-Ray HS, Nevers Field [Directions] | 11:00 a.m. | ||
| Mon., 10/21 | JV Football | Old Saybrook | Away - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Mon., 10/21 | V Boys Soccer | Old Lyme | Away - Old Lyme High School [Directions] | 3:45 p.m. | L 1-0 | non-lg |
| Mon., 10/21 | JV Girls Soccer | Portland | Away - Portland High School [Directions] | 3:45 p.m. | ||
| Mon., 10/21 | V Girls Volleyball | Coginchaug | Home - Hale-Ray HS [Directions] | 5:30 p.m. | L 3-0 | |
| Mon., 10/21 | JV Girls Volleyball | Coginchaug | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 10/22 | V Boys Cross Country | SLC JV Invite | Away | 3:30 p.m. | at OS HS | |
| Tue., 10/22 | JV Boys Soccer | Old Lyme | Home - Hale-Ray HS, Nevers Field [Directions] | 3:45 p.m. | ||
| Tue., 10/22 | V Girls Cross Country | SLC JV Invite | Away - Old Saybrook HS | 3:30 p.m. | ||
| Tue., 10/22 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:30 p.m. | L 0-3 | Non-Seeding |
| Tue., 10/22 | V Girls Soccer | Old Lyme | Away - Old Lyme High School [Directions] | 3:45 p.m. | L 0-2 | non-lg |
| Wed., 10/23 | JV Girls Soccer | Haddam-Killingworth | Home - North Branford High School [Directions] | 3:45 p.m. | ||
| Wed., 10/23 | V Girls Volleyball | Valley Regional | Away - Valley Regional High School [Directions] | 5:30 p.m. | L 3-1 | |
| Thu., 10/24 | V Boys Soccer | Old Saybrook | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | L 5-2 | Sr Night, non-lg |
| Fri., 10/25 | JV Boys Soccer | Old Saybrook | Away - Old Saybrook High School [Directions] | 3:45 p.m. | ||
| Fri., 10/25 | V Girls Soccer | Cromwell | Home - North Branford High School [Directions] | 6:30 p.m. | L 1-4 | Non-Seeding |
| Fri., 10/25 | V Girls Volleyball | East Hampton | Home - Hale-Ray HS [Directions] | 5:30 p.m. | L 3-0 | |
| Fri., 10/25 | JV Girls Volleyball | East Hampton | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Sat., 10/26 | V Boys Cross Country | Class S Championship | Away - Wickham Park | 9:15 a.m. | Girls at 9:45 a.m. | |
| Sat., 10/26 | V Football | Creed | Home - Coginchaug Regional High School [Directions] | 1:00 p.m. | W 21-20 | |
| Sat., 10/26 | V Girls Cross Country | Class S Championship | Away - Wickham Park, Manchester | 9:45 a.m. | ||
| Sat., 10/26 | JV Girls Soccer | Old Saybrook | Away - Old Saybrook High School [Directions] | 10:00 a.m. | ||
| Sat., 10/26 | JV Girls Soccer | Cromwell | Away - Cromwell High School [Directions] | 9:30 a.m. | Cancelled | |
| Mon., 10/28 | JV Football | Creed | Away - Blake Field I | 3:15 p.m. | ||
| Mon., 10/28 | V Girls Soccer | Old Saybrook | Home - Hale-Ray HS, Nevers Field [Directions] | 6:30 p.m. | L 4-1 | SR Night, non-lg |
| Mon., 10/28 | JV Girls Soccer | Valley Regional | Away - Valley Regional High School [Directions] | 3:45 p.m. | ||
| Mon., 10/28 | V Girls Volleyball | Windham Tech | Away - main gym [Directions] | 5:15 p.m. | W 3-1 | |
| Mon., 10/28 | JV Girls Volleyball | Windham Tech | Away - main gym [Directions] | 3:45 p.m. | ||
| Tue., 10/29 | V Boys Cross Country | SLC Frosh Championship | Away | 3:30 p.m. | at John Winthrop MS | |
| Tue., 10/29 | V Girls Cross Country | SLC Frosh Championship | Away - John Winthrop MS | 3:30 p.m. | ||
| Tue., 10/29 | V Girls Soccer | Wilcox Tech | Home - Hale-Ray HS, Nevers Field [Directions] | 4:00 p.m. | W 9-0 | non-lg |
| Wed., 10/30 | FR Football | Enfield | Home - Coginchaug Regional High School [Directions] | 3:45 p.m. | ||
| Fri., 11/1 | V Boys Cross Country | State Open | Away - Wickham Park | 2:00 p.m. | Girls at 2:45 p.m. | |
| Fri., 11/1 | V Girls Cross Country | State Open | Away - Wickham Park | 2:00 p.m. | ||
| Sat., 11/2 | V Football | Housatonic Regional | Away - High School Field [Directions] | 2:00 p.m. | W Forfeit | |
| Sat., 11/2 | JV Football | Housatonic Regional | Home - Coginchaug Regional High School [Directions] | 11:00 a.m. | ||
| Mon., 11/4 | JV Football | Housatonic Regional | Home - Coginchaug Regional High School [Directions] | 3:00 p.m. | Cancelled | |
| Tue., 11/5 | V Boys Soccer | Canton | Home - Hale-Ray HS, Nevers Field [Directions] | 5:00 p.m. | L 2-1 OT | |
| Thu., 11/7 | FR Football | Lyman Hall | Home - Coginchaug Regional High School [Directions] | 3:00 p.m. | ||
| Sat., 11/9 | V Boys Cross Country | New England Championship | Away - Derryfield Park | 11:30 a.m. | Manchester, NH | |
| Sat., 11/9 | V Football | Granby/Canton | Home - Coginchaug Regional High School [Directions] | 1:00 p.m. | W 36-16 | |
| Sat., 11/9 | V Girls Cross Country | New England Championship | Away - Derryfield Park | 11:30 a.m. | ||
| Mon., 11/11 | JV Football | Granby/Canton | Away - Granby Memorial High School [Directions] | 3:30 p.m. | ||
| Fri., 11/15 | V Football | North Branford | Away - Colafati Field - NBHS [Directions] | 6:30 p.m. | W 48-20 | |
| Sat., 11/16 | JV Football | North Branford | Home - Coginchaug Regional High School [Directions] | 10:30 a.m. | ||
| Thu., 11/21 | FR Football | Haddam-Killingworth | Away [Directions] | 3:00 p.m. | ||
| Sat., 11/23 | V Football | Haddam-Killingworth | Home - Coginchaug Regional High School [Directions] | 1:00 p.m. | W 47-8 | |
| Thu., 11/28 | V Football | Cromwell/Portland | Away - Pierson Park, Cromwell [Directions] | 10:00 a.m. | W 35-6 | |
| Sat., 11/30 | V Girls Basketball | Montville (Scrim.) | Away [Directions] | 10:00 a.m. | ||
| Tue., 12/3 | V Girls Basketball | Middletown (Scrim.) | Home - Hale-Ray HS [Directions] | 3:00 p.m. | ||
| Thu., 12/5 | V Boys Basketball | East Hampton (Scrim.) | Home - Hale-Ray HS [Directions] | 5:00 p.m. | Jamboree with Australian team | |
| Fri., 12/6 | V Girls Basketball | Windham Tech (Scrim.) | Away - Windham Tech Main Gym [Directions] | 4:30 p.m. | ||
| Mon., 12/9 | V Boys Basketball | Platt (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Wed., 12/11 | V Girls Basketball | North Branford | Home - Hale-Ray HS [Directions] | 6:00 p.m. | L 63-54 | |
| Thu., 12/12 | V Boys Basketball | Windsor Locks (Scrim.) | Home - Hale-Ray HS [Directions] | 5:00 p.m. | ||
| Fri., 12/13 | V Boys Basketball | Windham Tech (Scrim.) | Away - Windham Tech Main Gym [Directions] | 3:30 p.m. | ||
| Fri., 12/13 | V Girls Basketball | Old Lyme | Away - Old Lyme High School [Directions] | 7:00 p.m. | L 60-36 | |
| Fri., 12/13 | JV Girls Basketball | Old Lyme | Away - Old Lyme High School [Directions] | 5:30 p.m. | ||
| Sat., 12/14 | V Boys Basketball | Cheney Tech (Scrim.) | Home - Hale-Ray HS [Directions] | 9:00 a.m. | ||
| Wed., 12/18 | V Boys Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 6:00 p.m. | L 75-50 | |
| Fri., 12/20 | V Girls Basketball | Coginchaug | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 48-35 | |
| Fri., 12/20 | JV Girls Basketball | Coginchaug | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Sat., 12/21 | V Boys Basketball | Coginchaug | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 58-46 | |
| Mon., 12/23 | V Girls Basketball | Putnam | Home - Hale-Ray HS [Directions] | 12:00 p.m. | W 60-27 | |
| Mon., 12/23 | JV Girls Basketball | Putnam | Home - Hale-Ray HS [Directions] | 12:30 p.m. | Cancelled | |
| Fri., 12/27 | V Boys Basketball | Vinal Tech | Home - Hale-Ray HS [Directions] | 7:00 p.m. | W 73-55 | Game also at 500pm |
| Sat., 12/28 | V Girls Basketball | Windsor Locks | Away - Windsor Locks High School [Directions] | 7:00 p.m. | L 44-32 | |
| Mon., 12/30 | V Boys Basketball | Stafford | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 73-63 | Consolation game at 5:00 pm |
| Sat., 1/4 | V Boys Basketball | Cromwell | Home - Hale-Ray HS [Directions] | 5:00 p.m. | L 78-52 | |
| Sat., 1/4 | V Girls Basketball | Cromwell | Home - Hale-Ray HS [Directions] | 3:30 p.m. | L 67-30 | GJV at 4:00pm. Boys V at 7:00pm |
| Sat., 1/4 | JV Girls Basketball | Cromwell | Home - Hale-Ray HS [Directions] | 2:00 p.m. | ||
| Tue., 1/7 | V Boys Basketball | East Hampton | Home - Hale-Ray HS [Directions] | 5:00 p.m. | L 67-57 | Girls play at 7:00 p.m. |
| Tue., 1/7 | V Girls Basketball | East Hampton | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 46-44 | Boys play at 5:00 p.m. |
| Tue., 1/7 | JV Girls Basketball | East Hampton | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Fri., 1/10 | V Boys Basketball | Old Saybrook | Away - Old Saybrook High School [Directions] | 7:00 p.m. | L 70-62 | |
| Sat., 1/11 | V Girls Basketball | Griswold | Away - Griswold [Directions] | 7:00 p.m. | W 49-44 | |
| Sat., 1/11 | JV Girls Basketball | Griswold | Away - Griswold [Directions] | 5:30 p.m. | ||
| Mon., 1/13 | V Girls Basketball | Old Saybrook | Away - Old Saybrook Gymnasium [Directions] | 7:00 p.m. | L 63-34 | |
| Mon., 1/13 | JV Girls Basketball | Old Saybrook | Away - Old Saybrook High School [Directions] | 5:30 p.m. | ||
| Wed., 1/15 | V Girls Basketball | Morgan | Away - Morgan HS [Directions] | 7:00 p.m. | L 37-75 | |
| Wed., 1/15 | JV Girls Basketball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | ||
| Thu., 1/16 | V Boys Basketball | Westbrook | Home - Hale-Ray HS [Directions] | 5:00 p.m. | L 65-55 | |
| Fri., 1/17 | V Girls Basketball | Westbrook | Home - Hale-Ray HS [Directions] | 7:00 p.m. | W 31-27 | |
| Fri., 1/17 | JV Girls Basketball | Westbrook | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Sat., 1/18 | V Boys Basketball | Morgan | Away - Morgan HS [Directions] | 5:00 p.m. | L 64-61 | |
| Mon., 1/20 | V Boys Basketball | Creed | Away - Fair Haven School | 5:00 p.m. | W 61-41 | Girls game at same site 330pm |
| Mon., 1/20 | V Girls Basketball | Creed | Away - Fair Haven School | 3:30 p.m. | L 46-43 | Boys play at same site 500pm |
| Fri., 1/24 | V Boys Basketball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 51-46 | Girls play at 5:30 p.m. |
| Fri., 1/24 | V Girls Basketball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 5:30 p.m. | L 57-36 | Boys varsity plays at 7:00 pm |
| Fri., 1/24 | JV Girls Basketball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 1/28 | V Boys Basketball | Portland | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 50-38 | Girls play at 5:30 p.m. |
| Tue., 1/28 | V Girls Basketball | Portland | Home - Hale-Ray HS [Directions] | 5:30 p.m. | W 52-44 | Boys play at 7:00 p.m. |
| Tue., 1/28 | JV Girls Basketball | Portland | Home - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Thu., 1/30 | V Girls Basketball | East Hampton | Away - East Hampton High School [Directions] | 7:30 p.m. | L 52-30 | |
| Thu., 1/30 | JV Girls Basketball | East Hampton | Away - East Hampton High School [Directions] | 6:00 p.m. | ||
| Fri., 1/31 | V Boys Basketball | East Hampton | Away - East Hampton High School [Directions] | 7:00 p.m. | L 72-39 | |
| Mon., 2/3 | JV Girls Basketball | Creed | Home - Hale-Ray HS [Directions] | 5:30 p.m. | Cancelled | |
| Thu., 2/6 | V Girls Basketball | Portland | Away - Portland High School [Directions] | 7:00 p.m. | W 51-43 | |
| Thu., 2/6 | JV Girls Basketball | Portland | Away - Portland High School [Directions] | 5:30 p.m. | ||
| Fri., 2/7 | V Boys Basketball | Portland | Away - Portland High School [Directions] | 6:00 p.m. | W 45-42 | |
| Sat., 2/8 | V Girls Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 6:00 p.m. | W 43-33 | |
| Sat., 2/8 | JV Girls Basketball | Valley Regional | Away - Valley Regional High School [Directions] | 4:30 p.m. | ||
| Mon., 2/10 | V Girls Basketball | Old Lyme | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 58-52 | Senior Night |
| Mon., 2/10 | JV Girls Basketball | Old Lyme | Home - Hale-Ray HS [Directions] | 5:30 p.m. | ||
| Tue., 2/11 | V Boys Basketball | Old Lyme | Home - Hale-Ray HS [Directions] | 7:00 p.m. | L 43-28 | |
| Fri., 2/14 | V Boys Basketball | Westbrook | Away - Wesrbrook H.S. [Directions] | 7:30 p.m. | L 56-43 | |
| Fri., 2/14 | V Girls Basketball | Westbrook | Away - Wesrbrook H.S. [Directions] | 6:00 p.m. | L 40-43 | |
| Mon., 2/17 | V Boys Basketball | Creed | Home - Hale-Ray HS [Directions] | 3:30 p.m. | L 63-46 | Girls play at 2:00 p.m. |
| Mon., 2/17 | V Girls Basketball | Creed | Home - Hale-Ray HS [Directions] | 5:00 p.m. | W 64-54 | Boys play at 4:00 pm |
| Fri., 2/21 | V Boys Basketball | Old Lyme | Away - Old Lyme High School [Directions] | 7:00 p.m. | L 71-62 | |
| Mon., 2/24 | V Boys Basketball | North Branford | Home - Hale-Ray HS [Directions] | 7:00 p.m. | W 69-58 | Senior Night |
| Tue., 2/25 | V Boys Basketball | Amistad | Away - Columbus Family Academy [Directions] | 6:00 p.m. | L 59-49 | |
| Sat., 3/29 | V Softball | Maloney (Scrim.) | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 12:00 p.m. | Jamboree-3 teams total | |
| Tue., 4/1 | V Softball | Guilford (Scrim.) | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 4:00 p.m. | ||
| Wed., 4/2 | V Baseball | Cheney Tech (Scrim.) | Away - Cheney Tech [Directions] | 3:30 p.m. | ||
| Thu., 4/3 | V Softball | Windham Tech (Scrim.) | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 4:00 p.m. | ||
| Fri., 4/4 | V Baseball | Bacon Academy (Scrim.) | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Sat., 4/5 | V Softball | Ledyard (Scrim.) | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 12:00 p.m. | Jamboree-4 teams total | |
| Mon., 4/7 | V Softball | Bacon Academy (Scrim.) | Home - Hale Ray [Directions] | 3:45 p.m. | ||
| Wed., 4/9 | V Baseball | Old Lyme | Away - Old Lyme High School [Directions] | 3:45 p.m. | L 20-5 | |
| Wed., 4/9 | V Softball | Griswold | Away - Griswold HS [Directions] | 4:00 p.m. | L 9-3 | JV also plays |
| Thu., 4/10 | JV Baseball | Old Lyme | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Thu., 4/10 | JV Softball | Old Saybrook | Away - Old Saybrook High School [Directions] | 4:00 p.m. | ||
| Fri., 4/11 | V Baseball | ValleyReg/Westbrook | Away - Valley Regional High School [Directions] | 3:45 p.m. | L 10-5 | |
| Fri., 4/11 | V Softball | Valley Regional | Away - Valley Regional High School [Directions] | 4:00 p.m. | L 3-1 | |
| Sat., 4/12 | JV Baseball | ValleyReg/Westbrook | Home - Hale-Ray HS [Directions] | 10:30 a.m. | ||
| Mon., 4/14 | V Baseball | Coginchaug | Home - Hale-Ray HS [Directions] | 3:45 p.m. | W 8-7(8) | |
| Thu., 4/17 | JV Baseball | Coginchaug | Away - Coginchaug Regional High School [Directions] | 3:45 p.m. | ||
| Fri., 4/18 | V Baseball | Cromwell | Home - Hale-Ray HS [Directions] | 1:05 p.m. | L 13-0 | |
| Sat., 4/19 | JV Baseball | Cromwell | Away - Cromwell High School [Directions] | 10:30 a.m. | ||
| Sat., 4/19 | V Softball | Cromwell | Away - Cromwell High School [Directions] | 11:00 a.m. | W 7-2 | |
| Sat., 4/19 | JV Softball | Cromwell | Away - Cromwell HS [Directions] | 1:30 p.m. | ||
| Mon., 4/21 | V Baseball | East Hampton | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 4-3 | |
| Mon., 4/21 | V Softball | East Hampton | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | L 5-4 | |
| Tue., 4/22 | JV Baseball | East Hampton | Away - East Hampton High School [Directions] | 3:45 p.m. | ||
| Tue., 4/22 | V Boys Outdoor Track | East Hampton, Portland | Away - East Hampton High School [Directions] | 3:45 p.m. | ||
| Wed., 4/23 | V Baseball | Old Saybrook | Away - Old Saybrook High School [Directions] | 3:45 p.m. | W 4-2 | |
| Wed., 4/23 | V Softball | Old Saybrook | Away - Old Saybrook High School [Directions] | 4:00 p.m. | W 12-7 | |
| Thu., 4/24 | JV Baseball | Old Saybrook | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Thu., 4/24 | V Boys Golf | Coginchaug, Cromwell | Away - Lyman Orchards [Directions] | 3:00 p.m. | Hale-Ray 206 Coginchaug 217 Cromwell 178 | |
| Thu., 4/24 | JV Softball | Old Saybrook | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Fri., 4/25 | V Baseball | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | L 5-0 | |
| Fri., 4/25 | V Softball | Morgan | Away - Peters Complex [Directions] | 6:30 p.m. | L 9-1 | |
| Mon., 4/28 | V Baseball | Westbrook | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 7-2 | |
| Mon., 4/28 | V Softball | Westbrook/Old Saybrook | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | W 10-3 | |
| Tue., 4/29 | JV Baseball | Westbrook | Away - Westbrook H.S. [Directions] | 3:45 p.m. | ||
| Tue., 4/29 | V Boys Golf | East Hampton | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 188 East Hampton 195 | |
| Tue., 4/29 | V Boys Outdoor Track | Coginchaug, Portland | Home - Portland High School [Directions] | 3:45 p.m. | ||
| Tue., 4/29 | V Softball | Coginchaug | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 3:45 p.m. | L 5-3 | |
| Thu., 5/1 | JV Softball | Old Saybrook | Away [Directions] | 4:00 p.m. | Cancelled | |
| Fri., 5/2 | V Baseball | Haddam-Killingworth | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 2-0 | |
| Fri., 5/2 | V Boys Golf | Haddam-Killingworth | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 189 HK 185 Valley Regional 178 | |
| Fri., 5/2 | V Softball | Haddam-Killingworth | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 7:00 p.m. | L 15-1 | |
| Sat., 5/3 | V Softball | Old Saybrook | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 7:00 p.m. | W 4-3 | |
| Sat., 5/3 | JV Softball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 10:30 a.m. | ||
| Mon., 5/5 | V Baseball | Portland | Home - Hale-Ray HS [Directions] | 3:45 p.m. | W 3-1 | |
| Mon., 5/5 | V Boys Golf | Old Lyme | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 190 Old Lyme 208 | |
| Mon., 5/5 | V Boys Golf | Old Lyme | Home - Fox Hopyard [Directions] | 3:00 p.m. | Cancelled | |
| Mon., 5/5 | V Softball | Portland | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 7:00 p.m. | W 13-1 | |
| Mon., 5/5 | JV Softball | Portland | Home - Hale-Ray HS [Directions] | 4:15 p.m. | ||
| Tue., 5/6 | V Baseball | Creed | Away - Bowen Field | 4:00 p.m. | W 12-11 | |
| Tue., 5/6 | V Boys Golf | Windsor Locks | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 183 Windsor Locks 197 | |
| Tue., 5/6 | V Boys Outdoor Track | Cromwell, Old Lyme, Portland | Away - Cromwell High School [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Softball | Middletown | Away - Middletown High School [Directions] | 4:00 p.m. | W 10-5 | JV also plays |
| Wed., 5/7 | V Baseball | East Hampton | Away - East Hampton High School [Directions] | 4:15 p.m. | L 2-1(11) | |
| Wed., 5/7 | V Softball | East Hampton | Away - East Hampton High School [Directions] | 4:15 p.m. | W 14-0 | |
| Thu., 5/8 | V Boys Golf | Old Saybrook | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 187 Old Saybrook 214 | |
| Fri., 5/9 | V Baseball | Creed | Home - Hale-Ray HS [Directions] | 4:15 p.m. | W 4-3(9) | |
| Mon., 5/12 | V Baseball | Portland | Away - Portland High School [Directions] | 4:15 p.m. | L 4-2 | |
| Mon., 5/12 | V Boys Golf | Morgan, Old Lyme | Away - Clinton CC [Directions] | 3:00 p.m. | Hale-Ray 197 Morgan 155 Old Lyme 181 | |
| Mon., 5/12 | V Softball | Portland | Away - Portland High School [Directions] | 7:00 p.m. | W 16-4 | |
| Mon., 5/12 | JV Softball | Portland | Away - Portland High School [Directions] | 4:15 p.m. | Varsity plays at 7:00 p.m. | |
| Tue., 5/13 | JV Baseball | Portland | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Tue., 5/13 | V Boys Golf | Cromwell | Away - TPC [Directions] | 2:30 p.m. | Hale-Ray 189 Cromwell 152 | |
| Tue., 5/13 | V Boys Outdoor Track | Valley Regional, Westbrook, Portland | Home - Westbrook High School [Directions] | 3:45 p.m. | ||
| Wed., 5/14 | V Baseball | Old Lyme | Home - Hale-Ray HS [Directions] | 4:15 p.m. | L 7-0 | |
| Wed., 5/14 | V Boys Golf | Cromwell | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 192 Cromwell 168 | |
| Wed., 5/14 | V Softball | Old Lyme | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 7:00 p.m. | W 9-1 | |
| Thu., 5/15 | V Baseball | Westbrook | Away - Westbrook H.S. [Directions] | 4:15 p.m. | L 5-1 | |
| Thu., 5/15 | V Boys Golf | Old Saybrook | Away - fenwick [Directions] | 3:00 p.m. | Hale-Ray 190 Old Saybrook 199 | |
| Thu., 5/15 | V Softball | Westbrook/Old Saybrook | Away - Westbrook H.S. [Directions] | 4:15 p.m. | W 3-0 | |
| Fri., 5/16 | JV Baseball | Westbrook | Home - Hale-Ray HS [Directions] | 3:45 p.m. | ||
| Mon., 5/19 | V Softball | Berlin | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 7:00 p.m. | L 11-3 | JV plays at 4:30 p.m. |
| Tue., 5/20 | V Baseball | Windham Tech | Away - James D. Currier Field (behind school) [Directions] | 3:45 p.m. | W 22-2 | |
| Tue., 5/20 | V Boys Golf | Portland | Away - PGC [Directions] | 2:45 p.m. | Hale-Ray 182 Portland 171 | |
| Tue., 5/20 | V Boys Outdoor Track | North Branford, Portland | Away - North Branford High School [Directions] | 3:45 p.m. | ||
| Wed., 5/21 | V Baseball | Grasso Tech | Home - Hale-Ray HS [Directions] | 3:45 p.m. | W 27-1 | |
| Wed., 5/21 | V Boys Golf | Coginchaug | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 191 Coginchaug 202 | |
| Fri., 5/23 | V Baseball | North Branford | Home - Hale-Ray HS [Directions] | 3:45 p.m. | L 1-0 | |
| Fri., 5/23 | V Softball | North Branford | Home - Hale-Ray HS, Lou Milardo Field [Directions] | 7:00 p.m. | L 1-7 | Senior Night |
| Sat., 5/24 | JV Baseball | North Branford | Away - North Branford High School [Directions] | 10:30 a.m. | ||
| Sat., 5/24 | JV Softball | North Branford | Away - Totoket Park [Directions] | 10:30 a.m. | Cancelled | |
| Tue., 5/27 | V Boys Golf | Portland | Home - Fox Hopyard [Directions] | 3:00 p.m. | Hale-Ray 198 Portland 174 Valley Regional 178 | |
| Tue., 5/27 | V Softball | Old Lyme | Away - Old Lyme High School [Directions] | 3:45 p.m. | W 10-4 | |
| Wed., 5/28 | V Boys Golf | Haddam-Killingworth | Away - Banner [Directions] | 3:00 p.m. | Hale-Ray 179 Haddam-Killingworth 178 | |
| Wed., 5/28 | V Boys Outdoor Track | SLC Championship Meet | Away - Westbrook High School | 2:00 p.m. | ||
| Fri., 5/30 | V Boys Golf | Valley Regional | Home - Fox Hopyard [Directions] | 3:00 p.m. | Match postponed due to rain, rescheduled for 5/30 Hale-Ray 181 Valley Regional 169 | |
| Mon., 6/2 | V Boys Golf | North Branford | Away - Tradition Golf Course - Wallingford [Directions] | 2:45 p.m. | Hale-Ray 177 North Branford 191 | |
| Wed., 6/4 | V Boys Outdoor Track | CIAC Class S Championship | Away - Danbury High School | 2:30 p.m. | ||