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| All Schools |
| All Sports |
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| Basketball - Girls | | 12.04.2025 – Maranacook 43, Winthrop 25 |
| 12.09.2025 – Winthrop 35, Mountain Valley 25 |
| 12.11.2025 – Winthrop 50, Old Orchard Beach 43 |
| 12.15.2025 – Winthrop 60, Lisbon 19 |
| 12.18.2025 – Winthrop 36, Traip Academy 25 |
6:30 pm 12.23.2025 – Mount Abram at Winthrop |
5 pm 12.29.2025 – Hall-Dale at Winthrop |
| 1.02.2026 – Wells 64, Winthrop 20 |
| 1.06.2026 – Winthrop 60, Old Orchard Beach 50 |
| 1.08.2026 – Madison 43, Winthrop 33 |
| 1.10.2026 – Winthrop 43, Waynflete 24 |
| 1.13.2026 – Oak Hill 44, Winthrop 35 |
| 1.15.2026 – Spruce Mountain 70, Winthrop 19 |
| 1.21.2026 – Dirigo 55, Winthrop 43 |
| 1.23.2026 – Winthrop 33, Monmouth Academy 24 |
6:30 pm 1.26.2026 – Mount Abram at Winthrop |
| 1.28.2026 – Mount Abram 46, Winthrop 25 |
| 1.30.2026 – Winslow 47, Winthrop 39 |
6:30 pm 2.03.2026 – Boothbay Region at Winthrop |
6:30 pm 2.05.2026 – Winthrop at Maranacook |
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