| • Games for All Schools in September, 2023 |
| |
| Football |
| 9.1.2023 – Westbrook 36, Biddeford 20 |
| 9.8.2023 – Fryeburg Academy 54, Westbrook 14 |
| 9.15.2023 – Kennebunk 35, Westbrook 0 |
| 9.23.2023 – Massabesic 34, Westbrook 33 |
| 9.29.2023 – Westbrook 40, Gorham 14 |
| |
| Soccer - Boys |
| 9.1.2023 – Westbrook 4, Noble 0 |
| 9.5.2023 – Windham 7, Westbrook 0 |
| 9.7.2023 – Deering 4, Westbrook 3 |
| 9.12.2023 – Westbrook 2, Thornton Academy 2 |
| 9.14.2023 – Westbrook 2, Biddeford 1 |
| 9.19.2023 – Westbrook 3, Marshwood 1 |
| 9.21.2023 – Portland 5, Westbrook 0 |
| 9.23.2023 – Westbrook 4, Cheverus 3 |
| 9.26.2023 – Bonny Eagle 1, Westbrook 0 |
| 9.28.2023 – Kennebunk 3, Westbrook 2 |
| |
| Soccer - Girls |
| 9.6.2023 – Westbrook 3, Massabesic 3 |
| 9.9.2023 – Cheverus 7, Westbrook 1 |
| 9.13.2023 – Biddeford 5, Westbrook 4 |
| 9.20.2023 – Falmouth 7, Westbrook 1 |
| 9.22.2023 – Westbrook 2, Kennebunk 2 |
| 9.25.2023 – Noble 8, Westbrook 4 |
| 9.27.2023 – Marshwood 3, Westbrook 0 |
