| Wed 2/1 @ TBA | Varsity Basketball Game | vs. St. Mark's (Southborough, MA)* | | - |
| Wed 2/1 @ 3:00 PM | JV Basketball Game | vs. St. Mark's (Southborough, MA) | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. Roxbury Latin (West Roxbury, MA)* | | - |
| Sat 2/4 @ TBA | Varsity Basketball Game | vs. Tabor Academy (Marion, MA) | | - |
| Wed 2/8 @ TBA | Varsity Basketball Game | vs. St. Paul's (Concord, NH)* | | - |
| Fri 2/10 @ TBA | Varsity Basketball Game | vs. Thayer Academy (Braintree, MA)* | | - |
| Fri 2/10 @ 5:00 PM | JV Basketball Game | vs. Thayer Academy (Braintree, MA) | | - |
| Wed 2/15 @ 4:30 PM | Varsity Basketball Game | vs. Brooks (North Andover, MA)* | | - |
| Fri 2/17 @ 6:00 PM | Varsity Basketball Game | vs. Middlesex (Concord, MA)* | | - |
| Wed 2/22 @ 4:00 PM | Varsity Basketball Game | vs. St. George's (Middletown, RI)* | | - |
| Fri 2/24 @ 7:00 PM | Varsity Basketball Game | vs. Governor's Academy (Byfield, MA)* | | - |