| Wed 5/2 @ 3:45 PM | Varsity Baseball Game | vs. Shepaug Valley (Washington, CT)* | | - |
| Wed 5/2 @ 3:45 PM | Varsity Softball Game | @ Shepaug Valley (Washington, CT)* | | - |
| Thu 5/3 @ 3:45 PM | Varsity Softball Game | vs. Wamogo Regional (Litchfield, CT)* | | - |
| Sat 5/5 @ TBA | Varsity Baseball Game | @ Wamogo Regional (Litchfield, CT)* | | - |
| Mon 5/7 @ 5:30 PM | Varsity Lacrosse Game | @ Lyman Hall (Wallingford, CT) | | - |
| Thu 5/10 @ 3:45 AM | Varsity Softball Game | vs. Housatonic (Falls Village, CT)* | | - |
| Thu 5/10 @ 3:45 PM | Varsity Baseball Game | @ Housatonic (Falls Village, CT)* | | - |
| Fri 5/11 @ TBA | Varsity Baseball Game | vs. Northwestern Regional (Winsted, CT)* | | - |
| Fri 5/11 @ 3:45 PM | Varsity Softball Game | @ Northwestern Regional (Winsted, CT)* | | - |
| Sat 5/12 @ 12:00 PM | Varsity Lacrosse Game | @ Housatonic (Falls Village, CT)* | | - |
| Sat 5/12 @ 3:00 PM | Varsity Softball Game | @ Suffield (West Suffield, CT) | | - |
| Mon 5/14 @ 3:45 PM | Varsity Baseball Game | @ Terryville (CT)* | | - |
| Thu 5/17 @ 3:45 PM | Varsity Softball Game | vs. Terryville (CT)* | | - |
| Fri 5/18 @ 3:45 PM | Varsity Softball Game | @ Thomaston (CT)* | | - |
| Fri 5/18 @ 3:45 PM | Varsity Baseball Game | vs. Thomaston (CT)* | | - |
| Fri 5/18 @ 6:00 PM | Varsity Lacrosse Game | @ Watertown (CT) | | - |
| Mon 5/21 @ TBA | Varsity Lacrosse Game | @ Watertown (CT)* | | - |
| Mon 5/21 @ 3:45 PM | Varsity Softball Game | @ Litchfield (CT)* | | - |
| Mon 5/21 @ 3:45 PM | Varsity Baseball Game | vs. Litchfield (CT)* | | - |
| Tue 5/22 @ 4:00 PM | Varsity Softball Game | vs. Gilbert (Winsted, CT)* | | - |
| Wed 5/23 @ 3:45 PM | Varsity Baseball Game | @ Gilbert (Winsted, CT)* | | - |
| Fri 5/25 @ 5:30 PM | Varsity Lacrosse Game | vs. Haddam-Killingworth (Higganum, CT)* | | - |