| Wed 5/2 @ 4:30 PM | Varsity Baseball Game | @ Greens Farms Academy (Greens Farms, CT) | | - |
| Fri 5/4 @ 4:00 PM | Varsity Baseball Game | @ Harvey (Katonah, NY)* | | - |
| Sat 5/5 @ 3:00 PM | Varsity Softball Game | vs. Ethel Walker (Simsbury, CT) | | - |
| Mon 5/7 @ 4:30 PM | Varsity Baseball Game | @ Cheshire Academy (Cheshire, CT) | | - |
| Wed 5/9 @ TBA | Varsity Baseball Game | vs. Watkinson (Hartford, CT)* | | - |
| Sat 5/12 @ TBA | Varsity Baseball Game | @ Christian Heritage (Trumbull, CT)* | | - |
| Mon 5/21 @ 4:15 PM | Varsity Baseball Game | @ King Low Heywood Thomas (Stamford, CT) | | - |
| Tue 5/22 @ 4:15 PM | Varsity Baseball Game | @ King Low Heywood Thomas (Stamford, CT) | | - |
| Wed 5/23 @ 4:15 PM | Varsity Baseball Game | @ King Low Heywood Thomas (Stamford, CT) | | - |