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| All Schools |
| All Sports |
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| Soccer - Girls | 4 pm 9.01.2026 – Pine Tree Academy at Lisbon |
| 9.03.2026 – Dirigo 2, Pine Tree Academy 1 |
| 9.10.2026 – Temple 4, Pine Tree Academy 0 |
| 9.11.2026 – Pine Tree Academy 0, Boothbay/Wiscasset 0 |
| 9.18.2026 – Pine Tree Academy 2, Vinalhaven/North Haven 0 |
| 9.22.2026 – Temple 3, Pine Tree Academy 0 |
| 9.24.2026 – Mountain Valley 2, Pine Tree Academy 1 |
| 9.29.2026 – Boothbay/Wiscasset 2, Pine Tree Academy 1 |
| 10.01.2026 – Buckfield 6, Pine Tree Academy 0 |
| 10.06.2026 – Rangeley 5, Pine Tree Academy 0 |
| 10.09.2026 – Pine Tree Academy 1, Carrabec 0 |
3:45 pm 10.13.2026 – Pine Tree Academy at Greenville |
| 10.19.2026 – Pine Tree Academy 3, Valley 0 |
| 10.20.2026 – Greenville 5, Pine Tree Academy 0 |
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