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| All Schools |
| All Sports |
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| Soccer - Girls | | 9.05.2023 – Madison 14, Wiscasset 0 |
| 9.08.2023 – Pine Tree Academy 3, Wiscasset 0 |
| 9.13.2023 – Wiscasset 3, Vinalhaven 0 |
| 9.18.2023 – Lisbon 3, Wiscasset 0 |
| 9.20.2023 – Dirigo 3, Wiscasset 1 |
| 9.22.2023 – Lisbon 3, Wiscasset 0 |
| 9.23.2023 – Carrabec 9, Wiscasset 1 |
| 9.27.2023 – Pine Tree Academy 2, Wiscasset 0 |
| 9.29.2023 – Telstar 5, Wiscasset 3 |
| 10.06.2023 – Wiscasset 1, Vinalhaven 0 |
| 10.10.2023 – Telstar 6, Wiscasset 1 |
| 10.13.2023 – Dirigo 3, Wiscasset 0 |
| 10.16.2023 – Lisbon 5, Wiscasset 0 |
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