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| All Schools |
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| Soccer - Boys | 4:30 pm 8.27.2026 – Pine Tree Academy at Richmond |
| 9.03.2026 – Pine Tree Academy 6, Dirigo 0 |
| 9.08.2026 – Pine Tree Academy 6, Carrabec/Madison Co-op 1 |
| 9.10.2026 – Pine Tree Academy 8, Islesboro 0 |
| 9.11.2026 – Pine Tree Academy 4, Boothbay/Wiscasset 1 |
| 9.22.2026 – Pine Tree Academy 8, Temple 0 |
| 9.29.2026 – Pine Tree Academy 6, Boothbay/Wiscasset 0 |
| 10.01.2026 – Pine Tree Academy 5, Vinalhaven/North Haven 0 |
4:30 pm 10.06.2026 – Pine Tree Academy at Rangeley |
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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 |
3:30 pm 9.29.2026 – Pine Tree Academy at Boothbay/Wiscasset |
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