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| All Schools |
| All Sports |
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| Soccer - Boys | 3:30 pm 8.27.2025 – Sumner at Woodland |
| 9.04.2025 – Narraguagus 8, Woodland 2 |
| 9.08.2025 – Penobscot Valley 3, Woodland 1 |
| 9.10.2025 – Woodland 5, Machias 1 |
| 9.16.2025 – Central Aroostook 3, Woodland 2 |
| 9.18.2025 – Woodland 4, Narraguagus 2 |
| 9.23.2025 – Jonesport-Beals 2, Woodland 2 |
| 9.26.2025 – Woodland 3, Bangor Christian 2 |
4 pm 9.26.2025 – Calais at Woodland |
| 9.30.2025 – Narraguagus 3, Woodland 0 |
| 10.06.2025 – Woodland 3, Machias 0 |
4 pm 10.09.2025 – Woodland at Machias |
4 pm 10.11.2025 – Jonesport-Beals at Woodland |
| 10.14.2025 – Penobscot Valley 2, Woodland 1 |
5 pm 10.14.2025 – Woodland at Penobscot Valley |
| 10.16.2025 – Woodland 7, Central Aroostook 2 |
4 pm 10.20.2025 – Woodland at Calais |
| 10.20.2025 – Bangor Christian 7, Woodland 2 |
| 10.29.2025 – Woodland 2, Jonesport-Beals 1 |
| 11.01.2025 – Richmond 5, Woodland 0 |
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