| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Sunday | December 6, 2026 | 12:15 PM | 1:35 PM | Game | Dana Barros | vs. Milton Academy (MA) |
| Friday | December 11, 2026 | 5:00 PM | 6:00 PM | Game | Holy Cross | vs. St Sebastians School (MA) |
| Tuesday | December 15, 2026 | 4:00 PM | 5:00 PM | Game | Deerfield | vs. Pomfret School (CT) |
| Friday | January 8, 2027 | 6:30 PM | 7:30 PM | Game | Deerfield | vs. Avon Old Farms School (CT) |
| Saturday | January 23, 2027 | 4:00 PM | 5:00 PM | Game | Deerfield | vs. Phillips Academy Andover (MA) |
| Saturday | January 30, 2027 | 2:30 PM | 3:30 PM | Game | Deerfield | vs. Belmont Hill School (MA) |
| Wednesday | February 3, 2027 | 1:11 AM | 2:11 AM | Game | Berkshire | @ Berkshire School (MA) |
| Saturday | February 20, 2027 | 1:11 AM | 2:11 AM | Game | Deerfield | vs. Berkshire School (MA) |
| Wednesday | February 24, 2027 | 4:15 PM | 5:15 PM | Game | Deerfield | vs. Dexter Southfield School (MA) |