| Thu 2/2 @ TBA | Varsity Girls Basketball Game | vs. Northwestern Regional (Winsted, CT)* | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. Northwestern Regional (Winsted, CT)* | | - |
| Tue 2/7 @ TBA | Varsity Basketball Game | vs. Amistad Academy (New Haven, CT) | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Housatonic (Falls Village, CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Girls Basketball Game | vs. Housatonic (Falls Village, CT)* | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. Wamogo Regional (Litchfield, CT)* | | - |
| Tue 2/14 @ 7:00 PM | Varsity Basketball Game | vs. Wamogo Regional (Litchfield, CT)* | | - |
| Wed 2/15 @ 7:00 PM | Varsity Girls Basketball Game | vs. Litchfield (CT)* | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. Litchfield (CT)* | | - |
| Wed 2/22 @ 7:00 PM | Varsity Basketball Game | vs. Nonnewaug (Woodbury, CT)* | | - |