| Fri 2/3 @ 7:00 PM | Varsity Girls Basketball Game | vs. Ludlowe (Fairfield, CT)* | | - |
| Fri 2/3 @ 7:00 PM | Varsity Basketball Game | vs. Ludlowe (Fairfield, CT)* | | - |
| Tue 2/7 @ TBA | Varsity Basketball Game | vs. Staples (Westport, CT)* | | - |
| Tue 2/7 @ 7:00 PM | Varsity Girls Basketball Game | vs. Staples (Westport, CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Wilton (CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Girls Basketball Game | vs. Wilton (CT)* | | - |
| Mon 2/13 @ TBA | Varsity Basketball Game | vs. Trumbull (CT)* | | - |
| Mon 2/13 @ 7:00 PM | Varsity Girls Basketball Game | vs. Trumbull (CT)* | | - |
| Wed 2/15 @ 7:00 PM | Varsity Basketball Game | vs. New Canaan (CT)* | | - |
| Wed 2/15 @ 7:00 PM | Varsity Girls Basketball Game | vs. New Canaan (CT)* | | - |
| Mon 2/20 @ 7:00 PM | Varsity Basketball Game | vs. Norwalk (CT)* | | - |
| Wed 2/22 @ 7:00 PM | Varsity Basketball Game | vs. Greenwich (CT)* | | - |