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| All Schools |
| All Sports |
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| Football | | 8.31.2012 – Winslow 27, Poland Regional 26 |
| 9.08.2012 – Dirigo 32, Winslow 21 |
| 9.15.2012 – Winslow 34, Oak Hill 18 |
| 9.21.2012 – Winslow 35, Sacopee Valley 16 |
| 9.29.2012 – Winslow 34, Yarmouth 8 |
| 10.05.2012 – Winslow 40, Maranacook 14 |
| 10.13.2012 – Winslow 42, Boothbay Region 7 |
| 10.20.2012 – Winslow 28, Lisbon 26 |
| 10.27.2012 – Winslow 50, Yarmouth 22 |
| 11.03.2012 – Winslow 7, Traip Academy 0 |
| 11.10.2012 – Winslow 17, Dirigo 6 |
| 11.17.2012 – Foxcroft Academy 22, Winslow 20 |
| Class C Championship |
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