| Tue 5/1 @ 4:30 PM | Varsity Lacrosse Game | @ Waterford (CT)* | | - |
| Tue 5/1 @ 6:30 PM | Varsity Baseball Game | @ Stonington (CT) | | - |
| Wed 5/2 @ TBA | Varsity Baseball Game | @ Stonington (CT) | | - |
| Wed 5/2 @ 4:00 PM | Varsity Softball Game | vs. Bacon Academy (Colchester, CT)* | | - |
| Thu 5/3 @ TBA | Varsity Baseball Game | @ New London (CT)* | | - |
| Thu 5/3 @ 4:00 PM | Varsity Lacrosse Game | vs. Fitch (Groton, CT)* | | - |
| Fri 5/4 @ TBA | Varsity Baseball Game | vs. East Lyme (CT)* | | - |
| Fri 5/4 @ TBA | Varsity Softball Game | @ East Lyme (CT)* | | - |
| Sat 5/5 @ 1:30 PM | Varsity Girls Lacrosse Game | vs. Stonington (CT)* | | - |
| Mon 5/7 @ 4:00 PM | Varsity Softball Game | vs. Norwich Free Academy (Norwich, CT)* | | - |
| Mon 5/7 @ 4:30 PM | Varsity Girls Lacrosse Game | vs. Waterford (CT)* | | - |
| Tue 5/8 @ 4:00 PM | Varsity Baseball Game | vs. Norwich Free Academy (Norwich, CT)* | | - |
| Tue 5/8 @ 4:30 PM | Varsity Girls Lacrosse Game | @ St. Bernard (Uncasville, CT)* | | - |
| Thu 5/10 @ TBA | Varsity Baseball Game | vs. Waterford (CT)* | | - |
| Thu 5/10 @ 4:30 PM | Varsity Girls Lacrosse Game | vs. East Lyme (CT)* | | - |
| Fri 5/11 @ TBA | Varsity Softball Game | @ Fitch (Groton, CT)* | | - |
| Fri 5/11 @ 4:15 PM | Varsity Lacrosse Game | @ East Lyme (CT)* | | - |
| Sat 5/12 @ 11:00 AM | Varsity Baseball Game | vs. Fitch (Groton, CT)* | | - |
| Mon 5/14 @ 4:00 PM | Varsity Girls Lacrosse Game | @ Norwich Free Academy (Norwich, CT)* | | - |
| Mon 5/14 @ 4:00 PM | Varsity Softball Game | vs. Griswold (CT) | | - |
| Tue 5/15 @ 4:15 PM | Varsity Lacrosse Game | vs. Norwich Free Academy (Norwich, CT)* | | - |
| Wed 5/16 @ 4:00 PM | Varsity Softball Game | @ Tourtellotte Memorial (North Grosvenordale, CT) | | - |
| Thu 5/17 @ 3:45 PM | Varsity Baseball Game | @ Tourtellotte Memorial (North Grosvenordale, CT) | | - |
| Thu 5/17 @ 4:00 PM | Varsity Girls Lacrosse Game | vs. Bacon Academy (Colchester, CT)* | | - |
| Thu 5/17 @ 6:00 PM | Varsity Lacrosse Game | @ Bacon Academy (Colchester, CT)* | | - |
| Fri 5/18 @ 4:00 PM | Varsity Softball Game | @ Bacon Academy (Colchester, CT)* | | - |
| Fri 5/18 @ 4:00 PM | Varsity Baseball Game | vs. Montville (Oakdale, CT) | | - |
| Sat 5/19 @ 11:00 AM | Varsity Lacrosse Game | @ Valley Regional (Deep River, CT) | | - |
| Sat 5/19 @ 11:00 AM | Varsity Baseball Game | @ New London (CT)* | | - |
| Mon 5/21 @ 4:00 PM | Varsity Softball Game | vs. Plainfield (Central Village, CT) | | - |