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| All Sports |
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| Soccer - Boys | | 9.03.2026 – Narraguagus 3, Penobscot Valley 1 |
| 9.10.2026 – Hodgdon 2, Penobscot Valley 1 |
| 9.16.2026 – Penobscot Valley 2, Penobscot Christian 1 |
| 9.18.2026 – Woodland 2, Penobscot Valley 1 |
| 9.22.2026 – Hodgdon 1, Penobscot Valley 0 |
| 9.24.2026 – Penobscot Valley 1, Bangor Christian 0 |
1 pm 9.26.2026 – Narraguagus at Penobscot Valley |
4 pm 9.29.2026 – Penobscot Valley at Penobscot Christian |
| 9.30.2026 – Narraguagus 5, Penobscot Valley 0 |
| 10.03.2026 – Penobscot Valley 3, Machias 0 |
| 10.05.2026 – Woodland 4, Penobscot Valley 1 |
| 10.12.2026 – Central 5, Penobscot Valley 1 |
| 10.14.2026 – Penobscot Valley 3, Machias 0 |
4 pm 10.16.2026 – Penobscot Valley at Central |
| 10.19.2026 – Bangor Christian 2, Penobscot Valley 0 |
| 10.21.2026 – Central 4, Penobscot Valley 2 |
| 10.28.2026 – Central Aroostook 3, Penobscot Valley 2 |
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