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| • Games for All Schools in September, 2023 |
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| Soccer - Boys |
| 9.7.2023 – Woodland 3, Jonesport-Beals 2 |
| 9.11.2023 – Narraguagus 5, Woodland 0 |
| 9.13.2023 – Lee Academy 7, Woodland 2 |
| 9.18.2023 – Sumner 4, Woodland 0 |
| 9.20.2023 – Lee Academy 5, Woodland 3 |
| 9.25.2023 – MSSM 3, Woodland 2 |
| 9.27.2023 – Woodland 2, Sumner 2 |
| 9.29.2023 – Woodland 2, Machias 1 |
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| Soccer - Girls |
| 9.6.2023 – Woodland 12, East Grand 0 |
| 9.8.2023 – Mattanawcook Academy 7, Woodland 0 |
| 9.13.2023 – Woodland 4, Calais 1 |
| 9.21.2023 – Woodland 2, Shead 1 |
| 9.23.2023 – Bangor Christian 3, Woodland 1 |
| 9.25.2023 – Woodland 5, Narraguagus 0 |
| 9.29.2023 – Penobscot Valley 10, Woodland 0 |
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