| Wed 2/1 @ TBA | Varsity Basketball Game | vs. Governor's Academy (Byfield, MA)* | | - |
| Wed 2/1 @ TBA | Varsity Girls Basketball Game | vs. Buckingham Browne & Nichols (Cambridge, MA)* | | - |
| Fri 2/3 @ TBA | Varsity Basketball Game | vs. St. Sebastian's Country Day (Needham, MA)* | | - |
| Fri 2/3 @ TBA | Varsity Girls Basketball Game | vs. Thayer Academy (Braintree, MA)* | | - |
| Fri 2/3 @ 4:30 PM | JV Girls Basketball Game | vs. Thayer Academy (Braintree, MA) | | - |
| Sat 2/4 @ TBA | Varsity Girls Basketball Game | vs. Bishop Ford (Brooklyn, NY) | | - |
| Sat 2/4 @ TBA | Varsity Basketball Game | vs. Beaver Country Day (Chestnut Hill, MA) | | - |
| Wed 2/8 @ TBA | Varsity Basketball Game | vs. Lawrence Academy (Groton, MA)* | | - |
| Wed 2/8 @ TBA | Varsity Girls Basketball Game | vs. Milton Academy (Milton, MA)* | | - |
| Fri 2/10 @ 5:45 PM | Varsity Girls Basketball Game | vs. St. George's (Middletown, RI)* | | - |
| Sat 2/11 @ TBA | Varsity Basketball Game | vs. Brooks (North Andover, MA)* | | - |
| Sat 2/11 @ TBA | Varsity Girls Basketball Game | vs. Middlesex (Concord, MA)* | | - |
| Mon 2/13 @ TBA | Varsity Girls Basketball Game | vs. St. George's (Middletown, RI)* | | - |
| Wed 2/15 @ 4:30 PM | Varsity Girls Basketball Game | vs. Brooks (North Andover, MA)* | | - |
| Wed 2/15 @ 5:00 PM | Varsity Basketball Game | vs. Roxbury Latin (West Roxbury, MA)* | | - |
| Fri 2/17 @ 4:15 PM | JV Girls Basketball Game | vs. Noble & Greenough (Dedham, MA) | | - |
| Fri 2/17 @ 5:30 PM | Varsity Basketball Game | vs. Noble & Greenough (Dedham, MA)* | | - |
| Fri 2/17 @ 7:30 PM | Varsity Girls Basketball Game | vs. Noble & Greenough (Dedham, MA)* | | - |
| Sat 2/18 @ 2:00 PM | Varsity Basketball Game | vs. Pomfret School (Pomfret, CT) | | - |
| Wed 2/22 @ 2:45 PM | Varsity Girls Basketball Game | vs. Phillips Academy (Andover, MA) | | - |
| Wed 2/22 @ 4:00 PM | JV Basketball Game | vs. Tabor Academy (Marion, MA) | | - |
| Wed 2/22 @ 4:15 PM | Varsity Basketball Game | vs. Groton School (Groton, MA)* | | - |
| Fri 2/24 @ 4:30 PM | JV Basketball Game | vs. Thayer Academy (Braintree, MA) | | - |
| Fri 2/24 @ 5:00 PM | Varsity Girls Basketball Game | vs. Cushing Academy (Ashburnham, MA) | | - |
| Fri 2/24 @ 6:00 PM | Varsity Basketball Game | vs. Thayer Academy (Braintree, MA)* | | - |