| Wed 2/1 @ 3:30 PM | Varsity Basketball Game | vs. Gunnery (Washington, CT)* | | - |
| Wed 2/1 @ 4:00 PM | Varsity Girls Basketball Game | vs. Stoneleigh-Burnham (Greenfield, MA) | | - |
| Wed 2/8 @ TBA | Varsity Girls Basketball Game | vs. Canterbury (New Milford, CT)* | | - |
| Wed 2/8 @ 3:30 PM | Varsity Basketball Game | vs. Suffield Academy (Suffield, CT)* | | - |
| Fri 2/10 @ 7:00 PM | Varsity Basketball Game | vs. Wilbraham & Monson Academy (Wilbraham, MA)* | | - |
| Sat 2/11 @ 3:30 PM | Varsity Girls Basketball Game | vs. Bancroft (Worcester, MA) | | - |
| Sat 2/11 @ 7:00 PM | Varsity Basketball Game | vs. Williston Northampton (Easthampton, MA)* | | - |
| Wed 2/15 @ 4:00 PM | Varsity Girls Basketball Game | vs. Pomfret School (Pomfret, CT) | | - |
| Fri 2/17 @ 7:00 PM | Varsity Basketball Game | vs. Hamden Hall Country Day (Hamden, CT) | | - |
| Sat 2/18 @ 1:30 PM | Varsity Girls Basketball Game | vs. Williston Northampton (Easthampton, MA)* | | - |
| Sat 2/18 @ 4:30 PM | Varsity Basketball Game | vs. Salisbury School (Salisbury, CT) | | - |
| Wed 2/22 @ 4:00 PM | Varsity Basketball Game | vs. Choate Rosemary Hall (Wallingford, CT) | | - |
| Wed 2/22 @ 4:30 PM | Varsity Girls Basketball Game | vs. Wilbraham & Monson Academy (Wilbraham, MA)* | | - |
| Sat 2/25 @ 1:00 PM | Varsity Girls Basketball Game | vs. Ethel Walker (Simsbury, CT) | | - |
| Sun 2/26 @ 3:30 PM | Varsity Basketball Game | vs. Pomfret School (Pomfret, CT) | | - |