| Wed 2/1 @ TBA | Varsity Girls Basketball Game | vs. Canterbury (New Milford, CT)* | | - |
| Wed 2/1 @ 3:30 PM | Varsity Basketball Game | vs. Cheshire Academy (Cheshire, CT)* | | - |
| Wed 2/8 @ 2:30 PM | JV Basketball Game | vs. Salisbury School (Salisbury, CT) | | - |
| Wed 2/8 @ 3:30 PM | Varsity Girls Basketball Game | vs. Millbrook School (Millbrook, NY) | | - |
| Wed 2/8 @ 4:00 PM | Varsity Basketball Game | vs. Salisbury School (Salisbury, CT) | | - |
| Fri 2/10 @ 4:30 PM | JV Basketball Game | vs. Canterbury (New Milford, CT) | | - |
| Fri 2/10 @ 5:00 PM | Varsity Basketball Game | vs. Canterbury (New Milford, CT) | | - |
| Sat 2/11 @ 2:30 PM | JV Basketball Game | vs. Westminster Academy (Fort Lauderdale, FL) | | - |
| Sat 2/11 @ 4:00 PM | Varsity Basketball Game | vs. Westminster Academy (Fort Lauderdale, FL) | | - |
| Fri 2/17 @ 4:00 PM | JV Girls Basketball Game | vs. Rumsey Hall (Washington Depot, CT) | | - |
| Sat 2/18 @ 2:15 PM | Varsity Girls Basketball Game | vs. Miss Hall's (Pittsfield, MA) | | - |
| Sat 2/18 @ 5:30 PM | JV Basketball Game | vs. Canterbury (New Milford, CT) | | - |
| Sat 2/18 @ 7:00 PM | Varsity Basketball Game | vs. Canterbury (New Milford, CT) | | - |
| Wed 2/22 @ 2:00 PM | JV Girls Basketball Game | vs. Canterbury (New Milford, CT) | | - |
| Wed 2/22 @ 2:00 PM | Freshman Basketball Game | vs. Canterbury (New Milford, CT) | | - |
| Wed 2/22 @ 4:00 PM | Varsity Basketball Game | vs. Suffield Academy (Suffield, CT)* | | - |
| Sat 2/25 @ 2:30 PM | Varsity Girls Basketball Game | vs. Millbrook School (Millbrook, NY) | | - |