| 9/24/2016 | Bowdoin (0-8,0-8) | 3 | at | Middlebury | 40 | |||
| 10/1/2016 | Middlebury | 35 | at | Colby (3-5,3-5) | 14 | |||
| 10/8/2016 | Amherst (4-4,4-4) | 26 | at | Middlebury | 27 | |||
| 10/15/2016 | Middlebury | 49 | at | Williams (0-8,0-8) | 23 | |||
| 10/22/2016 | Bates (3-5,3-5) | 9 | at | Middlebury | 28 | |||
| 10/29/2016 | Middlebury | 13 | at | Trinity CT (8-0,8-0) | 49 | |||
| 11/5/2016 | Middlebury | 45 | at | Hamilton (3-5,3-5) | 10 | |||
| 11/12/2016 | Tufts (7-1,7-1) | 48 | at | Middlebury | 35 |
| vs Middlebury | vs Other Opponents | Middlebury compared to OOs | |
| Record: | 2-6 | 26-30 | |
| Points Scored: | 22.75 | 19.32 | -3.43 |
| Points Allowed: | 34.00 | 21.95 | 12.05 |
| Margin: | -11.25 | -2.63 | 8.62 |
| Total Points: | 56.75 | 41.27 | 15.48 |