| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Friday | December 11, 2026 | 4:45 PM | 5:45 PM | Game | Avon Old Farms | @ Avon Old Farms School (CT) |
| Saturday | December 12, 2026 | 1:11 AM | 2:11 AM | Game | TBD | vs. Dexter Southfield School (MA) |
| Wednesday | December 16, 2026 | 1:11 AM | 2:31 AM | Game | Loomis | vs. Albany Academy (NY) |
| Saturday | January 16, 2027 | 1:11 AM | 2:11 AM | Game | Springfield Co | @ Milton Academy (MA) |
| Wednesday | January 20, 2027 | 4:00 PM | 5:00 PM | Game | Belmont Hill | @ Belmont Hill School (MA) |
| Friday | January 22, 2027 | 7:00 PM | 8:00 PM | Game | Loomis | vs. Choate Rosemary Hall (CT) |
| Wednesday | January 27, 2027 | 1:11 AM | 2:11 AM | Game | Berkshire | @ Berkshire School (MA) |
| Friday | January 29, 2027 | 6:30 PM | 7:30 PM | Game | Loomis | vs. Phillips Academy Andover (MA) |
| Wednesday | February 3, 2027 | 3:30 PM | 4:30 PM | Game | Brunswick | @ Brunswick School (CT) |
| Wednesday | February 10, 2027 | 3:00 PM | 4:00 PM | Game | Loomis | vs. Kingswood-Oxford School (CT) |
| Saturday | February 13, 2027 | 1:11 AM | 2:11 AM | Game | Trinity-Pwlng | @ Trinity-Pawling School (NY) |
| Saturday | February 27, 2027 | 3:00 PM | 4:00 PM | Game | Loomis | vs. Hotchkiss School (CT) |