| Thu 2/2 @ TBA | Varsity Girls Basketball Game | vs. Amistad Academy (New Haven, CT) | | - |
| Fri 2/3 @ 7:00 PM | Varsity Basketball Game | vs. New Milford (CT) | | - |
| Fri 2/3 @ 7:00 PM | Varsity Girls Basketball Game | vs. New Milford (CT)* | | - |
| Tue 2/7 @ TBA | Varsity Girls Basketball Game | vs. Oxford (CT)* | | - |
| Tue 2/7 @ 7:00 PM | Varsity Basketball Game | vs. Oxford (CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Weston (CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Girls Basketball Game | vs. Weston (CT)* | | - |
| Tue 2/14 @ TBA | Varsity Girls Basketball Game | vs. Stratford (CT)* | | - |
| Tue 2/14 @ 7:00 PM | Varsity Basketball Game | vs. Stratford (CT) | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. Kolbe-Cathedral (Bridgeport, CT)* | | - |
| Tue 2/21 @ 7:00 PM | Varsity Basketball Game | vs. Pomperaug (Southbury, CT)* | | - |