| Wed 2/1 @ TBA | Varsity Basketball Game | vs. Rivers (Weston, MA)* | | - |
| Wed 2/1 @ TBA | Varsity Girls Basketball Game | vs. Phillips Exeter Academy (Exeter, NH) | | - |
| Sat 2/4 @ 3:00 PM | Varsity Basketball Game | vs. St. George's (Middletown, RI)* | | - |
| Sat 2/4 @ 4:30 PM | Varsity Girls Basketball Game | vs. St. George's (Middletown, RI)* | | - |
| Wed 2/8 @ 4:00 PM | Varsity Basketball Game | vs. Brooks (North Andover, MA)* | | - |
| Wed 2/8 @ 4:30 PM | Varsity Girls Basketball Game | vs. Brooks (North Andover, MA)* | | - |
| Sat 2/11 @ 2:30 PM | JV Girls Basketball Game | vs. St. Mark's (Southborough, MA) | | - |
| Sat 2/11 @ 4:00 PM | Varsity Girls Basketball Game | vs. St. Mark's (Southborough, MA)* | | - |
| Sat 2/11 @ 4:00 PM | Varsity Basketball Game | vs. St. Mark's (Southborough, MA)* | | - |
| Mon 2/13 @ 5:15 PM | Varsity Girls Basketball Game | vs. Pingree (South Hamilton, MA) | | - |
| Wed 2/15 @ 3:00 PM | Varsity Girls Basketball Game | vs. St. Paul's (Concord, NH)* | | - |
| Wed 2/15 @ 3:00 PM | JV Basketball Game | vs. St. Paul's (Concord, NH) | | - |
| Wed 2/15 @ 3:00 PM | Varsity Basketball Game | vs. St. Paul's (Concord, NH)* | | - |
| Wed 2/15 @ 3:15 PM | Freshman Girls Basketball Game | vs. Milton Academy (Milton, MA) | | - |
| Sat 2/18 @ 3:30 PM | Varsity Basketball Game | vs. St. Sebastian's Country Day (Needham, MA)* | | - |
| Sat 2/18 @ 3:30 PM | Varsity Girls Basketball Game | vs. Lawrence Academy (Groton, MA)* | | - |
| Wed 2/22 @ 3:00 PM | JV Girls Basketball Game | vs. Noble & Greenough (Dedham, MA) | | - |
| Wed 2/22 @ 4:30 PM | Varsity Girls Basketball Game | vs. Noble & Greenough (Dedham, MA)* | | - |
| Wed 2/22 @ 5:00 PM | Varsity Basketball Game | vs. Noble & Greenough (Dedham, MA)* | | - |
| Fri 2/24 @ 7:00 PM | Varsity Basketball Game | vs. Belmont Hill (Belmont, MA)* | | - |