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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.02.2022 – Hall-Dale 2, Oak Hill 0 |
| 9.07.2022 – Monmouth Academy 3, Oak Hill 0 |
| 9.09.2022 – Oak Hill 4, Spruce Mountain/Dirigo 1 |
| 9.12.2022 – Mount Abram 9, Oak Hill 0 |
| 9.14.2022 – Oak Hill 4, Buckfield 3 |
| 9.20.2022 – Lisbon 5, Oak Hill 2 |
| 9.26.2022 – Oak Hill 3, Mountain Valley 2 |
| 9.27.2022 – Oak Hill 5, Winthrop 2 |
| 10.03.2022 – Oak Hill 5, Carrabec 2 |
| 10.05.2022 – Oak Hill 7, Winthrop 2 |
| 10.06.2022 – Oak Hill 9, Telstar 0 |
| 10.10.2022 – Oak Hill 9, Telstar 2 |
| 10.11.2022 – Oak Hill 4, Buckfield 3 |
| 10.13.2022 – Carrabec 4, Oak Hill 3 |
| 10.21.2022 – Oak Hill 4, Winthrop 3 |
| 10.26.2022 – Waynflete 9, Oak Hill 0 |
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