| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Friday | December 4, 2026 | 5:00 PM | 6:20 PM | Game | Masters NY | vs. St Albans Prep (NY) |
| Sunday | December 6, 2026 | 1:30 PM | 2:50 PM | Game | Crdnl Spellman | vs. Williston Northampton School (MA) |
| Friday | December 11, 2026 | 8:00 PM | 9:20 PM | Game | Holy Cross | @ Rivers School (MA) |
| Wednesday | December 16, 2026 | 5:00 PM | 6:00 PM | Game | Storm King | @ Storm King School (NY) |
| Saturday | December 19, 2026 | 1:11 AM | 2:11 AM | Game | St Joes | @ St Marks School (MA) |
| Sunday | December 27, 2026 | 1:00 PM | 2:20 PM | Game | New Heights | @ Shipley School (PA) |
| Monday | December 28, 2026 | 11:15 AM | 12:35 PM | Game | New Heights | vs. Thayer Academy (MA) |
| Wednesday | January 6, 2027 | 5:00 PM | 6:00 PM | Game | Gunn | @ Frederick Gunn School (CT) |
| Friday | January 8, 2027 | 5:00 PM | 6:00 PM | Game | St Lukes | @ St Lukes School (CT) |
| Saturday | January 9, 2027 | 5:00 PM | 6:00 PM | Game | St Thomas More | @ St Thomas More Prep (CT) |
| Wednesday | January 13, 2027 | 5:00 PM | 6:00 PM | Game | Masters NY | vs. New York Military Academy |
| Saturday | January 16, 2027 | 2:00 PM | 3:20 PM | Game | Masters NY | vs. Berkshire School (MA) |
| Wednesday | January 20, 2027 | 5:00 PM | 6:00 PM | Game | Masters NY | vs. Storm King School (NY) |
| Sunday | January 24, 2027 | 3:30 PM | 4:50 PM | Game | Masters NY | vs. Hopkins School (CT) |
| Tuesday | January 26, 2027 | 5:00 PM | 6:00 PM | Game | Masters NY | vs. Canterbury School (CT) |
| Saturday | January 30, 2027 | 2:00 PM | 3:00 PM | Game | Masters NY | vs. Brunswick School (CT) |
| Wednesday | February 3, 2027 | 4:15 PM | 5:15 PM | Game | Masters NY | vs. Salisbury School (CT) |
| Saturday | February 6, 2027 | 2:00 PM | 3:00 PM | Game | Masters NY | vs. Hamden Hall Country Day School (CT) |
| Tuesday | February 9, 2027 | 5:00 PM | 6:00 PM | Game | Masters NY | vs. Greenwich Country Day (CT) |
| Thursday | February 11, 2027 | 5:00 PM | 6:00 PM | Game | GFA | @ Greens Farms Academy (CT) |
| Saturday | February 13, 2027 | 1:00 PM | 2:00 PM | Game | King School | @ King School (CT) |
| Tuesday | February 16, 2027 | 4:45 PM | 5:45 PM | Game | Pomfret | @ Pomfret School (CT) |