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| All Schools |
| All Sports |
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| Basketball - Boys | 1 pm 11.29.2025 – Woodland at George Stevens |
| 12.11.2025 – Machias 83, Woodland 73 |
6:30 pm 12.16.2025 – Woodland at Jonesport-Beals |
| 12.18.2025 – Woodland 87, Narraguagus 63 |
| 12.20.2025 – Schenck 58, Woodland 56 |
| 12.23.2025 – Woodland 64, Calais 52 |
| 12.27.2025 – Woodland 66, Searsport 38 |
| 12.30.2025 – Penobscot Valley 59, Woodland 54 |
| 1.03.2026 – Woodland 66, Shead 41 |
| 1.06.2026 – Woodland 80, Narraguagus 64 |
| 1.08.2026 – Jonesport-Beals 50, Woodland 49 |
| 1.13.2026 – Woodland 64, Lee Academy 44 |
| 1.15.2026 – Woodland 59, Jonesport-Beals 53 |
4 pm 1.17.2026 – Schenck at Woodland |
6:30 pm 1.20.2026 – Woodland at Searsport |
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