| Date | Opponent | Time | Location | Results | ||
| 9/10/11 | Hotchkiss / Avon | 3:00 PM | Kent | Scrimmage | ||
| 9/24/11 | Canterbury Invitational | 2:30 PM | Canterbury | 12th place | ||
| 9/28/11 | Choate | 4:00 PM | Kent | L, 17-44 | ||
| 10/1/11 | Westminster Invitational | 4:40 PM | Westminster | 5th | ||
| 10/8/11 | T-P / Berkshire / Deerfield | 4:00 PM | Trinity-Pawling | L, Deerfield, 32-24; Win, TP, 26-29; W, Berkshire, 20-43 | ||
| 10/15/11 | Salisbury / Westminster | 3:00 PM | Kent | W, Salisbury, 21-40; L, Westminster, 28-27 | ||
| 10/22/11 | Millbrook | 3:00 PM | Kent | W, 15-50 | ||
| 11/2/11 | Gunnery / Canterbury | 3:00 PM | Canterbury | Cancelled |
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| 11/12/11 | 2:15 PM | Groton School | ||||