| 1 | 4892 | 9/10/16 4:30pm | Victory Turf | Watertown Revolution | 11 - 0 | Belmont B8-2 Coyotes | |
| 2 | 4895 | 9/17/16 3:00pm | Leary Field | A-B Sting | 3 - 2 | Watertown Revolution | |
| 3 | 4896 | 9/24/16 4:30pm | Victory Turf | Watertown Revolution | 0 - 0 | Needham Spurs BU14 | |
| 4 | 4900 | 10/1/16 3:00pm | High School Turf #4 | Wayland Revolution | 2 - 2 | Watertown Revolution | |
| 5 | 4904 | 10/17/16 7:20pm | Victory Turf | Watertown Revolution | 3 - 1 | Brookline Juventus | Played 10/17 |
| 6 | 4907 | 10/15/16 2:30pm | Weston Middle School Field #8 | Weston Stampede | 5 - 4 | Watertown Revolution | |
| 7 | 4910 | 10/22/16 4:30pm | Victory Turf | Watertown Revolution | 3 - 0 | Sudbury United | |
| 8 | 4911 | 10/29/16 2:00pm | DeFazio #2 Founders Field | Needham Spurs BU14 | 0 - 3 | Watertown Revolution | |
| 9 | 4915 | 11/5/16 3:45pm | Victory Turf | Watertown Revolution | 2 - 1 | Wayland Revolution | |
| 10 | 4919 | 11/12/16 1:30pm | Skyline Park | Brookline Juventus | 0 - 1 | Watertown Revolution | |
