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| All Sports |
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| Field Hockey | | 9.01.2023 – Yarmouth 4, Freeport 3 |
| 9.05.2023 – Freeport 3, York 0 |
| 9.07.2023 – Freeport 3, Poland Regional 0 |
| 9.09.2023 – Freeport 5, Brunswick 0 |
| 9.15.2023 – Freeport 2, Lake Region 0 |
| 9.19.2023 – Freeport 6, Greely 1 |
| 9.23.2023 – Freeport 6, Poland Regional 0 |
| 9.28.2023 – York 2, Freeport 1 |
| 9.30.2023 – Freeport 2, Mount Ararat 2 |
| 10.02.2023 – Leavitt 2, Freeport 0 |
| 10.04.2023 – Freeport 7, Greely 0 |
| 10.10.2023 – Freeport 4, Gray-New Gloucester/NYA 0 |
| 10.13.2023 – Freeport 2, Cape Elizabeth 0 |
| 10.16.2023 – Freeport 6, Fryeburg Academy 0 |
| 10.24.2023 – Freeport 7, Greely 1 |
| 10.31.2023 – Freeport 4, Lake Region 0 |
| 11.02.2023 – Freeport 2, Yarmouth 1 |
| 11.04.2023 – Freeport 2, Cony 0 |
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