| Wed 2/1 @ TBA | Varsity Girls Basketball Game | vs. North Haven (CT) | | - |
| Wed 2/1 @ 7:00 PM | Varsity Basketball Game | vs. North Haven (CT) | | - |
| Fri 2/3 @ 7:00 PM | Varsity Basketball Game | vs. Law (Milford, CT)* | | - |
| Sat 2/4 @ TBA | Varsity Girls Basketball Game | vs. Law (Milford, CT)* | | - |
| Sat 2/4 @ 10:00 AM | Varsity Wrestling Game | vs. Darien (CT) | | - |
| Tue 2/7 @ TBA | Varsity Girls Basketball Game | vs. Hand (Madison, CT)* | | - |
| Tue 2/7 @ TBA | Varsity Basketball Game | vs. Guilford (CT)* | | - |
| Fri 2/10 @ TBA | Varsity Basketball Game | vs. Amity Regional (Woodbridge, CT) | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. East Haven (CT) | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. Fairfield Prep (Fairfield, CT) | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. East Haven (CT) | | - |