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| All Sports |
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| Field Hockey | | 9.01.2021 – Winthrop 6, Dirigo 0 |
| 9.08.2021 – Dirigo 6, Lisbon 0 |
| 9.13.2021 – Dirigo 5, Telstar 0 |
| 9.22.2021 – Dirigo 1, Mountain Valley 1 |
| 9.25.2021 – Dirigo 3, Spruce Mountain 1 |
| 9.27.2021 – Winthrop 2, Dirigo 1 |
| 10.01.2021 – Dirigo 3, Lisbon 2 |
| 10.04.2021 – Dirigo 4, Oak Hill 0 |
| 10.06.2021 – Dirigo 4, Spruce Mountain 0 |
| 10.11.2021 – Dirigo 1, Mountain Valley 0 |
| 10.13.2021 – Dirigo 3, Telstar 1 |
| 10.27.2021 – Dirigo 2, Piscataquis 1 |
| 10.29.2021 – Foxcroft Academy 2, Dirigo 0 |
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