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| All Schools |
| All Sports |
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| Field Hockey | | 9.02.2021 – Mount Blue 6, Hampden Academy 1 |
| 9.07.2021 – Old Town 3, Hampden Academy 2 |
| 9.11.2021 – Lewiston 3, Hampden Academy 1 |
| 9.14.2021 – Messalonskee 2, Hampden Academy 1 |
| 9.16.2021 – Hampden Academy 4, Brewer 2 |
| 10.04.2021 – Skowhegan 10, Hampden Academy 0 |
| 10.07.2021 – Hampden Academy 3, Brewer 2 |
| 10.09.2021 – Hampden Academy 9, Bangor 3 |
3:30 PM 10.12.2021 – Hampden Academy at Camden Hills |
| 10.14.2021 – Hampden Academy 2, Hermon 1 |
| 10.16.2021 – Mount Ararat 2, Hampden Academy 0 |
| 10.22.2021 – Camden Hills 1, Hampden Academy 0 |
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