| Wed 5/2 @ 4:15 PM | Varsity Softball Game | @ Lauralton Hall (Milford, CT)* | | - |
| Thu 5/3 @ 6:30 PM | Varsity Softball Game | @ Stratford (CT)* | | - |
| Mon 5/7 @ TBA | Varsity Softball Game | @ Oxford (CT)* | | - |
| Mon 5/7 @ 3:45 PM | JV Baseball Game | @ New Milford (CT) | | - |
| Mon 5/7 @ 5:30 PM | Varsity Boys Volleyball Game | vs. Masuk (Monroe, CT)* | | - |
| Tue 5/8 @ TBA | Varsity Softball Game | vs. Notre Dame Catholic (Fairfield, CT)* | | - |
| Tue 5/8 @ 3:45 PM | JV Baseball Game | @ New Milford (CT) | | - |
| Thu 5/10 @ 5:15 PM | Varsity Boys Volleyball Game | vs. Oxford (CT)* | | - |
| Fri 5/11 @ TBA | Varsity Softball Game | @ Immaculate (Danbury, CT)* | | - |
| Sat 5/12 @ 10:00 AM | JV Baseball Game | @ Newtown (CT) | | - |
| Mon 5/14 @ 4:15 PM | Varsity Softball Game | @ New Fairfield (CT)* | | - |
| Wed 5/16 @ 4:15 PM | Varsity Softball Game | vs. Barlow (Redding, CT)* | | - |
| Fri 5/18 @ TBA | Varsity Softball Game | @ Notre Dame Catholic (Fairfield, CT)* | | - |
| Mon 5/21 @ TBA | Varsity Softball Game | vs. Bullard-Havens RVT (Bridgeport, CT) | | - |
| Thu 5/24 @ 3:45 PM | Varsity Softball Game | vs. Weston (CT)* | | - |
| Tue 5/29 @ 4:00 PM | Varsity Softball Game | @ Morgan (Clinton, CT)** | | - |