| Wed 2/1 @ 3:45 PM | Varsity Basketball Game | vs. Tilton School (Tilton, NH) | | - |
| Fri 2/3 @ 5:30 PM | Varsity Basketball Game | vs. Thayer Academy (Braintree, MA)* | | - |
| Sat 2/4 @ TBA | Varsity Girls Basketball Game | vs. Phillips Exeter Academy (Exeter, NH)* | | - |
| Sat 2/4 @ 4:30 PM | Varsity Basketball Game | vs. St. Sebastian's Country Day (Needham, MA)* | | - |
| Wed 2/8 @ TBA | Varsity Girls Basketball Game | vs. Tabor Academy (Marion, MA)* | | - |
| Wed 2/8 @ 3:30 PM | Varsity Basketball Game | vs. Tabor Academy (Marion, MA)* | | - |
| Wed 2/8 @ 5:15 PM | Varsity Basketball Game | vs. KIPP Academy Lynn Collegiate (Lynn, MA) | | - |
| Fri 2/10 @ 6:15 PM | Varsity Girls Basketball Game | vs. Suffield Academy (Suffield, CT) | | - |
| Wed 2/15 @ 3:15 PM | JV Girls Basketball Game | vs. Winsor (Boston, MA) | | - |
| Wed 2/15 @ 4:45 PM | Varsity Girls Basketball Game | vs. Buckingham Browne & Nichols (Cambridge, MA) | | - |
| Thu 2/16 @ 4:45 PM | Varsity Basketball Game | vs. Brooks (North Andover, MA) | | - |
| Fri 2/17 @ 5:30 PM | Varsity Basketball Game | vs. Brimmer & May (Chestnut Hill, MA) | | - |
| Fri 2/17 @ 6:45 PM | Varsity Girls Basketball Game | vs. Northfield Mount Hermon (Mount Hermon, MA)* | | - |
| Wed 2/22 @ 2:45 PM | Varsity Girls Basketball Game | vs. Rivers (Weston, MA) | | - |
| Wed 2/22 @ 4:00 PM | Varsity Basketball Game | vs. Deerfield Academy (Deerfield, MA)* | | - |
| Sat 2/25 @ 3:00 PM | Varsity Girls Basketball Game | vs. Phillips Exeter Academy (Exeter, NH)* | | - |
| Sat 2/25 @ 5:00 PM | Varsity Basketball Game | vs. Phillips Exeter Academy (Exeter, NH)* | | - |