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| All Schools |
| All Sports |
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| Basketball - Boys | | 12.08.2023 – Westbrook 50, Greely 40 |
| 12.12.2023 – Falmouth 75, Westbrook 57 |
| 12.15.2023 – Gray-New Gloucester 80, Westbrook 64 |
| 12.19.2023 – York 58, Westbrook 39 |
| 12.21.2023 – Westbrook 62, Kennebunk 55 |
| 12.28.2023 – Gorham 71, Westbrook 53 |
| 1.04.2024 – Freeport 53, Westbrook 42 |
| 1.06.2024 – Westbrook 61, Massabesic 22 |
| 1.09.2024 – Mount Ararat 52, Westbrook 29 |
| 1.11.2024 – Windham 52, Westbrook 39 |
| 1.15.2024 – Bonny Eagle 64, Westbrook 54 |
5 pm 1.19.2024 – Mount Ararat at Westbrook |
7 pm 1.23.2024 – Westbrook at Biddeford |
7 pm 1.25.2024 – Westbrook at Brunswick |
5:30 pm 1.27.2024 – Fryeburg Academy at Westbrook |
7 pm 1.30.2024 – Westbrook at Noble |
7 pm 2.02.2024 – Marshwood at Westbrook |
5:30 pm 2.05.2024 – Westbrook at Scarborough |
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