| 1 | 4831 | 9/11/21 12:00pm | Lincoln Fields3 | Lexington Patriots | 0 - 6 | Wayland Wasps | |
| 2 | 4834 | 9/18/21 1:20pm | Wayland Middle School #3 | Wayland Wasps | 4 - 0 | Ashland Spartans | |
| 3 | 4838 | 9/25/21 4:00pm | Grove St. (1A) | Belmont Vultures | 0 - 2 | Wayland Wasps | |
| 4 | 4840 | 10/2/21 1:00pm | High School Bennett Field #13 | Wayland Wasps | 5 - 0 | Bedford Bears | |
| 5 | 4845 | 10/9/21 2:30pm | Hadley 1 (11v11) | Westborough Barcelona - B8 | 0 - 5 | Wayland Wasps | |
| 6 | 4788 | 10/16/21 2:30pm | Bus Barn - Field #11 | Weston Celtic | 3 - 3 | Wayland Wasps | |
| 7 | 4791 | 10/23/21 2:00pm | Alpine Field #2 | Wayland Wasps | 0 - 2 | Newton B Defenders | |
| 8 | 4792 | 10/30/21 11:30am | Madison Park- Upper (11v11) | South End ALLIANCE | 3 - 2 | Wayland Wasps | |
| 9 | 4795 | 11/6/21 4:00pm | Town Building #1 | Wayland Wasps | 3 - 2 | Wellesley Patriots | |
| 10 | 4800 | 11/13/21 1:30pm | AC Turf | Arlington B8 Storm | 4 - 1 | Wayland Wasps | |
