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| • Games for All Schools in May, 2026 |
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| Baseball |
| 5.1.2026 – Cony 19, Winthrop 5 |
| 5.4.2026 – Winthrop 14, Madison 3 |
| 5.6.2026 – Mount Abram at Winthrop |
4 pm |
| 5.8.2026 – Old Orchard Beach 7, Winthrop 6 |
| 5.11.2026 – Dirigo 6, Winthrop 1 |
| 5.13.2026 – Winthrop 10, Maine Central Institute 0 |
| 5.16.2026 – Mount Abram at Winthrop |
4 pm |
| 5.16.2026 – Winthrop 6, Mount Abram 5 |
| 5.19.2026 – Winthrop 4, Spruce Mountain 3 |
| 5.20.2026 – Monmouth Academy 15, Winthrop 1 |
| 5.22.2026 – Mount Abram 6, Winthrop 1 |
| 5.25.2026 – Winthrop 11, Lisbon 10 |
| 5.27.2026 – Maranacook 9, Winthrop 2 |
| 5.28.2026 – Winthrop 15, Maine Central Institute 3 |
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