| 1 | 4452 | 9/9/23 2:30pm | High School #12 JV Soccer field next to Softball field | Wayland Falcons | 4 - 0 | Framingham Avengers | |
| 2 | 4454 | 9/16/23 1:00pm | Weeks B | Newton B Bayern | 5 - 1 | Wayland Falcons | |
| 3 | 4457 | 9/23/23 2:30pm | Alpine Field #2 | Wayland Falcons | 8 - 5 | Wellesley FC | |
| 4 | 4462 | 9/30/23 2:30pm | Alpine Field #2 | Wayland Falcons | 1 - 3 | Southboro Dynamo | |
| 5 | 4463 | 10/7/23 2:30pm | Chauncey 1 (9v9) | Westborough Barcelona - B6 | 2 - 4 | Wayland Falcons | |
| 6 | 4467 | 10/14/23 2:30pm | Merchant Road Field 4 | Framingham Avengers | 2 - 4 | Wayland Falcons | |
| 7 | 4470 | 11/5/23 1:45pm | High School #12 JV Soccer field next to Softball field | Wayland Falcons | 11 - 3 | Northborough White (Boys 5/6) | |
| 8 | 4473 | 10/28/23 1:30pm | Sprague 2A | Wellesley FC | 4 - 1 | Wayland Falcons | |
| 9 | 4477 | 11/4/23 3:00pm | Trottier Middle School - Track Infield | Southboro Dynamo | 6 - 1 | Wayland Falcons | |
| 10 | 4480 | 11/11/23 1:00pm | High School #12 JV Soccer field next to Softball field | Wayland Falcons | 3 - 2 | Westborough Barcelona - B6 | |
