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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2021 – Messalonskee 4, Hampden Academy 0 |
| 9.07.2021 – Edward Little 4, Hampden Academy 1 |
| 9.13.2021 – Brewer 2, Hampden Academy 1 |
| 9.14.2021 – Brewer 3, Hampden Academy 0 |
| 9.28.2021 – Lewiston 5, Hampden Academy 0 |
| 10.05.2021 – Hampden Academy 3, Waterville 1 |
| 10.08.2021 – Bangor 1, Hampden Academy 0 |
| 10.12.2021 – Mount Ararat 2, Hampden Academy 1 |
6 PM 10.15.2021 – Brunswick at Hampden Academy |
| 10.16.2021 – Brunswick 3, Hampden Academy 0 |
6 PM 10.19.2021 – Hampden Academy at Bangor |
| 10.22.2021 – Mount Ararat 1, Hampden Academy 0 |
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