| 1 | 2538 | 9/9/23 1:00pm | Briasco Field | Ashland Heat | 1 - 4 | Wayland Wolfpack | |
| 2 | 2541 | 9/16/23 1:00pm | Claypit Hill #8 | Wayland Wolfpack | 7 - 2 | Natick Blue Sox | |
| 3 | 2544 | 9/23/23 1:00pm | Claypit Hill #8 | Wayland Wolfpack | 8 - 1 | Foxboro Warriors 5B-Blue | |
| 4 | 2547 | 9/30/23 12:30pm | Fruit St. Turf Field 1A | Hopkinton Fury | 2 - 1 | Wayland Wolfpack | |
| 5 | 2550 | 10/29/23 2:30pm | High School #12 JV Soccer field next to Softball field | Wayland Wolfpack | 7 - 3 | Westborough United - B5 | |
| 6 | 2492 | 10/14/23 1:00pm | Claypit Hill #8 | Wayland Wolfpack | 2 - 3 | Lexington Lancers | |
| 7 | 2496 | 11/12/23 9:00am | Grove St. (1A) | Belmont B5 Bulls | 1 - 2 | Wayland Wolfpack | |
| 8 | 2499 | 10/28/23 1:00pm | Claypit Hill #8 | Wayland Wolfpack | 3 - 2 | A-B Wolves | |
| 9 | 2501 | 11/4/23 1:00pm | Claypit Hill #8 | Wayland Wolfpack | 1 - 0 | Needham Courage | |
| 10 | 2504 | 11/11/23 12:00pm | Field House Indoor 9v9-Back | Winchester Crew | 4 - 1 | Wayland Wolfpack | |
