| Wed 2/1 @ 3:30 PM | Varsity Wrestling Game | vs. Prince RVT (Hartford, CT) | | - |
| Wed 2/1 @ 4:30 PM | Varsity Girls Basketball Game | vs. Forman (Litchfield, CT) | | - |
| Wed 2/1 @ 5:30 PM | Varsity Basketball Game | vs. MacDuffie (Springfield, MA) | | - |
| Fri 2/3 @ 5:00 PM | Varsity Basketball Game | vs. Masters (Dobbs Ferry, NY) | | - |
| Fri 2/3 @ 6:00 PM | Varsity Wrestling Game | vs. Greens Farms Academy (Greens Farms, CT) | | - |
| Sat 2/4 @ 1:00 PM | Varsity Wrestling Game | vs. Brunswick (Greenwich, CT) | | - |
| Sat 2/4 @ 2:00 PM | Varsity Girls Basketball Game | vs. Ethel Walker (Simsbury, CT) | | - |
| Sat 2/4 @ 4:00 PM | Varsity Basketball Game | vs. Hoosac (Hoosick, NY) | | - |
| Mon 2/6 @ 5:00 PM | Varsity Girls Basketball Game | vs. Christian Heritage (Trumbull, CT) | | - |
| Wed 2/8 @ 5:00 PM | Varsity Basketball Game | vs. South Kent School (South Kent, CT)* | | - |
| Sat 2/11 @ 12:00 PM | Varsity Girls Basketball Game | vs. MacDuffie (Springfield, MA)* | | - |
| Sat 2/11 @ 5:30 PM | JV Basketball Game | vs. Forman (Litchfield, CT) | | - |
| Sat 2/11 @ 7:00 PM | Varsity Basketball Game | vs. Forman (Litchfield, CT)* | | - |
| Wed 2/15 @ 4:30 PM | Varsity Girls Basketball Game | vs. Greenwich Academy (Greenwich, CT) | | - |
| Wed 2/15 @ 5:15 PM | Varsity Basketball Game | vs. Harvey (Katonah, NY)* | | - |
| Sat 2/18 @ 1:30 PM | Varsity Basketball Game | vs. Storm King (Cornwall-on-Hudson, NY) | | - |