| Wed 2/1 @ TBA | Varsity Basketball Game | vs. Beaver Country Day (Chestnut Hill, MA)* | | - |
| Wed 2/1 @ 4:00 PM | JV Basketball Game | vs. Beaver Country Day (Chestnut Hill, MA) | | - |
| Wed 2/1 @ 4:00 PM | Varsity Girls Basketball Game | vs. Beaver Country Day (Chestnut Hill, MA)* | | - |
| Fri 2/3 @ TBA | Varsity Girls Basketball Game | vs. Dana Hall (Wellesley, MA)* | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. Concord Academy (Concord, MA)* | | - |
| Fri 2/3 @ 4:00 PM | JV Girls Basketball Game | vs. Dana Hall (Wellesley, MA) | | - |
| Mon 2/6 @ 6:15 PM | Varsity Basketball Game | vs. Boston Trinity Academy (Boston, MA) | | - |
| Wed 2/8 @ TBA | Varsity Girls Basketball Game | vs. Portsmouth Abbey (Portsmouth, RI)* | | - |
| Wed 2/8 @ 5:30 PM | Varsity Girls Basketball Game | vs. Lexington Christian Academy (Lexington, MA) | | - |
| Fri 2/10 @ TBA | Varsity Basketball Game | vs. Lexington Christian Academy (Lexington, MA)* | | - |
| Fri 2/10 @ 3:45 PM | Freshman Basketball Game | vs. Dexter (Brookline, MA) | | - |
| Fri 2/10 @ 4:45 PM | JV Basketball Game | vs. Dexter (Brookline, MA) | | - |
| Sat 2/11 @ TBA | Varsity Basketball Game | vs. Bancroft (Worcester, MA)* | | - |
| Mon 2/13 @ 5:15 PM | Varsity Girls Basketball Game | vs. Governor's Academy (Byfield, MA) | | - |
| Wed 2/15 @ 5:30 PM | Varsity Girls Basketball Game | vs. Winsor (Boston, MA)* | | - |
| Wed 2/22 @ 4:00 PM | Varsity Girls Basketball Game | vs. Berwick Academy (South Berwick, ME)* | | - |
| Wed 2/22 @ 5:30 PM | Varsity Basketball Game | vs. Berwick Academy (South Berwick, ME)* | | - |