| 1 | 4481 | 9/17/23 1:00pm | Grove St. (1A) | Belmont B6 Vipers | 0 - 3 | Wayland Vikings | |
| 2 | 4484 | 9/16/23 4:00pm | Alpine Field #2 | Wayland Vikings | 2 - 1 | Belmont B6 - Zebrasnakes | |
| 3 | 4488 | 9/23/23 3:00pm | Leonard 9v9-2 | Winchester Tigers | 1 - 0 | Wayland Vikings | |
| 4 | 4490 | 9/30/23 4:00pm | Alpine Field #2 | Wayland Vikings | 3 - 1 | Winchester Leopards | |
| 5 | 4495 | 10/22/23 9:00am | Kelly Field | Milton Big Red Machine | 0 - 6 | Wayland Vikings | |
| 6 | 4496 | 10/14/23 4:00pm | Alpine Field #2 | Wayland Vikings | 1 - 2 | Belmont B6 Vipers | |
| 7 | 4500 | 10/21/23 8:30am | Grove St. (1B) | Belmont B6 - Zebrasnakes | 0 - 4 | Wayland Vikings | |
| 8 | 4502 | 10/28/23 4:30pm | High School #12 JV Soccer field next to Softball field | Wayland Vikings | 3 - 0 | Winchester Tigers | |
| 9 | 4506 | 11/4/23 1:30pm | Field House Indoor 9v9-Back | Winchester Leopards | 0 - 4 | Wayland Vikings | |
| 10 | 4508 | 11/11/23 2:30pm | High School #12 JV Soccer field next to Softball field | Wayland Vikings | 5 - 0 | Milton Big Red Machine | |
