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| All Schools |
| All Sports |
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| Soccer - Girls | | 9.13.2023 – Wiscasset 3, Vinalhaven 0 |
| 9.23.2023 – Rangeley 2, Vinalhaven 1 |
| 9.26.2023 – Buckfield 5, Vinalhaven 0 |
| 9.29.2023 – Shead 2, Vinalhaven 0 |
| 9.30.2023 – Shead 2, Vinalhaven 0 |
| 10.03.2023 – Searsport 1, Vinalhaven 0 |
| 10.06.2023 – Wiscasset 1, Vinalhaven 0 |
| 10.09.2023 – Lisbon 2, Vinalhaven 0 |
| 10.10.2023 – Temple 3, Vinalhaven 0 |
| 10.17.2023 – Pine Tree Academy 2, Vinalhaven 1 |
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