| Thu 2/2 @ 5:00 PM | Varsity Basketball Game | vs. Rye Country Day (Rye, NY)* | | - |
| Fri 2/3 @ TBA | Varsity Girls Basketball Game | vs. Mahar Regional (Orange, MA) | | - |
| Sat 2/4 @ 1:00 PM | Varsity Girls Basketball Game | vs. Greenwich Academy (Greenwich, CT)* | | - |
| Mon 2/6 @ 4:30 PM | Varsity Basketball Game | vs. St. Luke's (New Canaan, CT)* | | - |
| Wed 2/8 @ 3:00 PM | Varsity Wrestling Game | vs. Taft (Watertown, CT) | | - |
| Wed 2/8 @ 4:00 PM | Varsity Basketball Game | vs. Brunswick (Greenwich, CT)* | | - |
| Wed 2/8 @ 4:30 PM | Varsity Girls Basketball Game | vs. Westover (Middlebury, CT) | | - |
| Wed 2/15 @ 3:00 PM | Varsity Girls Basketball Game | vs. Miss Porter's (Farmington, CT) | | - |
| Wed 2/15 @ 5:30 PM | Varsity Basketball Game | vs. King Low Heywood Thomas (Stamford, CT)* | | - |
| Thu 2/16 @ 4:30 PM | Varsity Girls Basketball Game | vs. Greens Farms Academy (Greens Farms, CT)* | | - |
| Sat 2/18 @ 6:30 PM | Varsity Basketball Game | vs. Kingswood-Oxford (West Hartford, CT) | | - |
| Mon 2/20 @ 5:00 PM | Varsity Basketball Game | vs. Masters (Dobbs Ferry, NY)* | | - |