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| All Sports |
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| Soccer - Girls | | 9.04.2026 – Oak Hill 3, Winthrop 1 |
| 9.07.2026 – Winthrop 7, Boothbay/Wiscasset 1 |
4 pm 9.15.2026 – Hall-Dale at Winthrop |
| 9.15.2026 – Hall-Dale 4, Winthrop 0 |
| 9.17.2026 – Mount Abram 8, Winthrop 0 |
| 9.22.2026 – Winthrop 2, Lisbon 1 |
| 9.25.2026 – Winthrop 4, Telstar 0 |
| 10.01.2026 – Leavitt 6, Winthrop 1 |
| 10.03.2026 – Lake Region 5, Winthrop 0 |
| 10.06.2026 – Maranacook 1, Winthrop 0 |
| 10.08.2026 – Cony 5, Winthrop 1 |
1 pm 10.10.2026 – Winthrop at Telstar |
3:30 pm 10.13.2026 – Winthrop at Monmouth Academy |
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