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| All Schools |
| All Sports |
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| Field Hockey | | 9.02.2021 – Oxford Hills 2, Edward Little 0 |
| 9.07.2021 – Oxford Hills 4, Messalonskee 0 |
| 9.11.2021 – Oxford Hills 2, Camden Hills 0 |
| 9.14.2021 – Oxford Hills 1, Lewiston 0 |
| 9.16.2021 – Oxford Hills 1, Mount Ararat 0 |
| 9.18.2021 – Oxford Hills 1, Brunswick 0 |
| 9.23.2021 – Brunswick 1, Oxford Hills 0 |
| 9.25.2021 – Skowhegan 3, Oxford Hills 0 |
| 9.28.2021 – Oxford Hills 1, Edward Little 0 |
| 9.30.2021 – Lewiston 2, Oxford Hills 1 |
| 10.05.2021 – Oxford Hills 2, Cony 0 |
| 10.07.2021 – Mount Ararat 1, Oxford Hills 0 |
3:30 PM 10.12.2021 – Oxford Hills at Mount Blue |
| 10.27.2021 – Oxford Hills 2, Brewer 0 |
| 10.30.2021 – Oxford Hills 1, Mount Ararat 0 |
| 11.03.2021 – Skowhegan 2, Oxford Hills 1 |
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