| 1 | 3885 | 11/8/20 11:00am | Town Building #1 | Wayland Strikers | 1 - 0 | Lexington Tempest | |
| 2 | 3889 | 9/19/20 4:30pm | DeFazio #2 Founders Field | Needham Panthers | 2 - 1 | Wayland Strikers | |
| 3 | 3894 | 9/26/20 1:00pm | Town Building #1 | Wayland Strikers | 3 - 4 | Newton B Titans | |
| 4 | 3898 | 10/3/20 3:30pm | Poncin Hewitt | Attleboro Blue Lightning | 5 - 1 | Wayland Strikers | |
| 5 | 3903 | 10/10/20 3:00pm | Alpine Field #2 | Wayland Strikers | 0 - 2 | Needham Defenders | |
| 6 | 3910 | 10/17/20 1:00pm | Lincoln Fields3 | Lexington Tempest | 3 - 0 | Wayland Strikers | |
| 7 | 3915 | 10/24/20 3:20pm | High School Turf #4 | Wayland Strikers | 2 - 3 | Needham Panthers | |
| 8 | 3919 | 11/21/20 1:00pm | Newton South High School Stadium - 2A | Newton B Titans | 3 - 1 | Wayland Strikers | |
| 9 | 3923 | 11/7/20 1:00pm | High School Turf #4 | Wayland Strikers | 1 - 1 | Attleboro Blue Lightning | |
| 10 | 3930 | 11/14/20 4:30pm | DeFazio #2 Founders Field | Needham Defenders | 8 - 0 | Wayland Strikers | |
