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| All Schools |
| All Sports |
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| Soccer - Boys | 3:30 pm 8.28.2026 – Maranacook at Winslow |
5:30 pm 9.01.2026 – Ellsworth at Winslow |
| 9.04.2026 – Winslow 6, Medomak Valley 2 |
| 9.08.2026 – Leavitt 5, Winslow 2 |
| 9.11.2026 – Winslow 3, Central 0 |
| 9.14.2026 – Winslow 2, Maine Central Institute 0 |
| 9.17.2026 – Mount View 2, Winslow 1 |
| 9.19.2026 – Winslow 1, Waterville 0 |
| 9.24.2026 – Winslow 3, Mount View 2 |
3:30 pm 9.29.2026 – Maine Central Institute at Winslow |
| 9.30.2026 – Maine Central Institute 4, Winslow 1 |
| 10.01.2026 – Winslow 6, Central 1 |
| 10.06.2026 – Winslow 3, Waterville 0 |
| 10.08.2026 – Mount Abram 3, Winslow 1 |
| 10.10.2026 – Hall-Dale 5, Winslow 0 |
| 10.13.2026 – Winslow 4, Lawrence 1 |
| 10.15.2026 – Leavitt 6, Winslow 0 |
3 pm 10.27.2026 – Winslow at Mount View |
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