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| All Schools |
| All Sports |
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| Baseball | | 4.25.2025 – Biddeford 10, Windham 0 |
| 4.29.2025 – Bonny Eagle 11, Windham 1 |
| 5.01.2025 – Massabesic 13, Windham 2 |
| 5.03.2025 – Deering 11, Windham 1 |
4:30 pm 5.06.2025 – Noble at Windham |
| 5.08.2025 – Gorham 8, Windham 0 |
11 am 5.10.2025 – Falmouth at Windham |
| 5.12.2025 – Noble 6, Windham 2 |
| 5.13.2025 – Marshwood 10, Windham 0 |
| 5.15.2025 – Scarborough 10, Windham 0 |
| 5.17.2025 – South Portland 10, Windham 0 |
| 5.19.2025 – Falmouth 12, Windham 0 |
| 5.20.2025 – Windham 6, Portland 3 |
4:30 pm 5.22.2025 – Windham at Kennebunk |
| 5.24.2025 – Sanford 9, Windham 2 |
| 5.27.2025 – Cheverus 4, Windham 2 |
| 5.28.2025 – Kennebunk 5, Windham 2 |
| 5.29.2025 – Thornton Academy 11, Windham 1 |
4:30 pm 6.04.2025 – Westbrook at Windham |
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