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| • Games for All Schools in September, 2026 |
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| Football |
| 9.4.2026 – Oxford Hills/Buckfield 34, Windham 14 |
| 9.11.2026 – Windham 28, Sanford 7 |
| 9.18.2026 – Windham at Portland |
6 pm |
| 9.25.2026 – Windham at Bangor |
6 pm |
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| Soccer - Boys |
| 9.3.2026 – Deering 4, Windham 0 |
| 9.9.2026 – Falmouth 1, Windham 0 |
| 9.16.2026 – Windham at Bonny Eagle |
6 pm |
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| Soccer - Girls |
| 9.3.2026 – Windham 2, Kennebunk 1 |
| 9.8.2026 – Windham 6, Noble 1 |
| 9.10.2026 – Windham 1, Bonny Eagle 0 |
| 9.15.2026 – Scarborough at Windham |
6:30 pm |
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| Field Hockey |
| 9.3.2026 – Gorham 2, Windham 1 |
| 9.9.2026 – Falmouth 3, Windham 2 |
| 9.12.2026 – Cheverus 9, Windham 2 |
| 9.15.2026 – Windham 4, Bonny Eagle 1 |
| 9.17.2026 – Windham 3, Scarborough 1 |
| 9.22.2026 – Windham at Kennebunk/Sanford |
6 pm |
| 9.24.2026 – Windham at Marshwood |
4 pm |
| 9.29.2026 – Windham at Biddeford |
5:30 pm |
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