| Wed 5/2 @ 6:30 PM | Varsity Lacrosse Game | @ Morgan (Clinton, CT) | | - |
| Thu 5/3 @ TBA | Varsity Softball Game | vs. Haddam-Killingworth (Higganum, CT) | | - |
| Fri 5/4 @ 3:45 PM | Varsity Baseball Game | @ Hyde Leadership (Hamden, CT)* | | - |
| Mon 5/7 @ 3:45 PM | Varsity Baseball Game | vs. Westbrook (CT)* | | - |
| Mon 5/7 @ 3:45 PM | Varsity Softball Game | @ Westbrook (CT) | | - |
| Mon 5/7 @ 4:00 PM | Varsity Lacrosse Game | @ Valley Regional (Deep River, CT) | | - |
| Mon 5/7 @ 5:15 PM | Varsity Softball Game | @ Westbrook (CT)* | | - |
| Tue 5/8 @ TBA | Varsity Baseball Game | @ Hyde Leadership (Hamden, CT)* | | - |
| Tue 5/8 @ 3:45 PM | Varsity Softball Game | @ Valley Regional (Deep River, CT)* | | - |
| Wed 5/9 @ 4:00 PM | Varsity Girls Lacrosse Game | @ Norwich Free Academy (Norwich, CT) | | - |
| Wed 5/9 @ 7:00 PM | Varsity Softball Game | @ Hale Ray (Moodus, CT)* | | - |
| Fri 5/11 @ TBA | Varsity Baseball Game | vs. Hyde Leadership (Hamden, CT)* | | - |
| Fri 5/11 @ TBA | Varsity Softball Game | vs. East Hampton (CT) | | - |
| Sat 5/12 @ TBA | Varsity Baseball Game | @ Hale Ray (Moodus, CT)* | | - |
| Sat 5/12 @ TBA | Varsity Lacrosse Game | @ Waterford (CT) | | - |
| Sat 5/12 @ 9:00 AM | Varsity Girls Lacrosse Game | @ Waterford (CT) | | - |
| Mon 5/14 @ TBA | Varsity Baseball Game | @ Old Saybrook (CT)* | | - |
| Mon 5/14 @ 3:45 PM | Varsity Softball Game | @ Old Saybrook (CT)* | | - |
| Tue 5/15 @ 4:00 PM | Varsity Girls Lacrosse Game | @ Haddam-Killingworth (Higganum, CT)* | | - |
| Wed 5/16 @ 3:45 PM | Varsity Baseball Game | @ Portland (CT)* | | - |
| Wed 5/16 @ 3:45 PM | Varsity Softball Game | @ Portland (CT)* | | - |
| Wed 5/16 @ 6:00 PM | Varsity Softball Game | @ Portland (CT)* | | - |
| Thu 5/17 @ 3:45 PM | Varsity Baseball Game | @ Norwich RVT (Norwich, CT) | | - |
| Thu 5/17 @ 4:00 PM | Varsity Girls Lacrosse Game | vs. North Branford (CT)* | | - |
| Mon 5/21 @ TBA | Varsity Baseball Game | @ Ledyard (CT) | | - |
| Wed 5/23 @ TBA | Varsity Softball Game | vs. Wheeler (North Stonington, CT) | | - |
| Wed 5/23 @ 5:00 PM | Varsity Softball Game | vs. Lyman Memorial (Lebanon, CT) | | - |
| Thu 5/24 @ 3:45 PM | Varsity Baseball Game | @ Cromwell (CT)*** | | - |
| Tue 5/29 @ 3:30 PM | Varsity Baseball Game | @ East Catholic (Manchester, CT)*** | | - |
| Thu 5/31 @ 4:00 PM | Varsity Girls Lacrosse Game | @ Ledyard (CT)** | | - |