| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Sunday | December 6, 2026 | 3:15 PM | 4:35 PM | Game | Dana Barros | @ Tabor Academy (MA) |
| Saturday | December 12, 2026 | 1:11 AM | 2:31 AM | Game | Holy Cross | vs. Hun School (NJ) |
| Saturday | December 12, 2026 | 4:45 PM | 6:05 PM | Game | Holy Cross | @ Hill School (PA) |
| Saturday | January 9, 2027 | 1:11 AM | 2:11 AM | Game | Berkshire | @ Berkshire School (MA) |
| Wednesday | January 13, 2027 | 1:11 AM | 2:11 AM | Game | Trinity-Pwlng | @ Trinity-Pawling School (NY) |
| Wednesday | January 20, 2027 | 4:30 PM | 5:30 PM | Game | Canterbury | vs. Hotchkiss School (CT) |
| Tuesday | January 26, 2027 | 5:00 PM | 6:00 PM | Game | Masters NY | @ Masters School (NY) |
| Saturday | January 30, 2027 | 8:00 PM | 9:00 PM | Game | Canterbury | vs. Pomfret School (CT) |
| Saturday | February 13, 2027 | 1:11 AM | 2:11 AM | Game | St Lukes | @ St Lukes School (CT) |
| Wednesday | February 17, 2027 | 1:11 AM | 2:11 AM | Game | Canterbury | vs. Trinity-Pawling School (NY) |
| Wednesday | February 24, 2027 | 3:00 PM | 4:00 PM | Game | K-O | @ Kingswood-Oxford School (CT) |
| Saturday | February 27, 2027 | 4:00 PM | 5:00 PM | Game | Canterbury | vs. Avon Old Farms School (CT) |