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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2022 – Windham 5, Westbrook 1 |
| 9.07.2022 – Scarborough 8, Westbrook 0 |
| 9.10.2022 – Marshwood 5, Westbrook 0 |
| 9.13.2022 – Westbrook 4, Massabesic 0 |
| 9.17.2022 – Westbrook 1, Sanford 1 |
| 9.21.2022 – Portland 4, Westbrook 1 |
| 9.23.2022 – Westbrook 1, Cheverus 0 |
| 9.27.2022 – Gorham 4, Westbrook 0 |
| 9.28.2022 – Thornton Academy 1, Westbrook 1 |
| 9.30.2022 – Westbrook 0, Kennebunk 0 |
| 10.05.2022 – Westbrook 7, Noble 0 |
| 10.12.2022 – Deering 3, Westbrook 1 |
| 10.15.2022 – Westbrook 2, South Portland 0 |
| 10.19.2022 – Westbrook 4, Bonny Eagle 3 |
| 10.22.2022 – Portland 6, Westbrook 0 |
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