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| All Schools |
| All Sports |
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| Basketball - Boys | | 12.09.2024 – Woodland 60, Shead 53 |
| 12.11.2024 – Penobscot Valley 82, Woodland 53 |
| 12.16.2024 – Washington Academy 89, Woodland 45 |
| 12.18.2024 – Woodland 82, Narraguagus 71 |
| 12.23.2024 – Woodland 71, Narraguagus 38 |
| 12.27.2024 – George Stevens 63, Woodland 60 |
| 12.30.2024 – Jonesport-Beals 65, Woodland 56 |
| 1.06.2025 – Calais 83, Woodland 58 |
| 1.08.2025 – Machias 90, Woodland 46 |
| 1.10.2025 – George Stevens 54, Woodland 52 |
| 1.15.2025 – Shead 57, Woodland 51 |
| 1.17.2025 – Woodland 61, Penobscot Valley 41 |
6:30 pm 1.20.2025 – Woodland at Mattanawcook Academy |
| 1.22.2025 – Washington Academy 81, Woodland 66 |
| 1.24.2025 – Mattanawcook Academy 71, Woodland 60 |
6:30 pm 1.29.2025 – Woodland at Machias |
| 1.30.2025 – Machias 57, Woodland 31 |
| 1.31.2025 – Jonesport-Beals 54, Woodland 52 |
| 2.03.2025 – Mattanawcook Academy 115, Woodland 50 |
| 2.05.2025 – Calais 69, Woodland 51 |
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