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| All Schools |
| All Sports |
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| Football | | 9.02.2023 – Medomak Valley 36, Hampden Academy 22 |
| 9.08.2023 – Medomak Valley 32, Nokomis 0 |
| 9.15.2023 – Medomak Valley 30, Brewer 6 |
| 9.23.2023 – Medomak Valley 32, Hermon 14 |
| 9.29.2023 – Foxcroft Academy 35, Medomak Valley 0 |
| 10.06.2023 – Medomak Valley 26, Cape Elizabeth 22 |
| 10.14.2023 – Medomak Valley 36, Belfast 0 |
| 10.19.2023 – Oceanside 36, Medomak Valley 30 |
| 11.04.2023 – Medomak Valley 18, Hermon 6 |
TBA 11.11.2023 – Medomak Valley at Oceanside |
| 11.11.2023 – Oceanside 34, Medomak Valley 22 |
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