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| All Sports |
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| Field Hockey | | 8.31.2023 – Messalonskee 2, Edward Little 0 |
| 9.06.2023 – Mount Ararat 2, Messalonskee 1 |
| 9.13.2023 – Messalonskee 9, Hampden Academy 0 |
| 9.18.2023 – Messalonskee 2, Skowhegan 1 |
| 9.20.2023 – Winthrop/Monmouth/Maranacook 2, Messalonskee 0 |
| 9.21.2023 – Messalonskee 3, Brewer 1 |
| 9.26.2023 – Messalonskee 4, Bangor 0 |
| 9.27.2023 – Belfast 3, Messalonskee 1 |
| 9.30.2023 – Messalonskee 4, Lewiston 1 |
| 10.03.2023 – Messalonskee 1, Mount Blue 0 |
| 10.05.2023 – Messalonskee 3, Brunswick 0 |
| 10.10.2023 – Messalonskee 4, Oxford Hills 0 |
| 10.12.2023 – Messalonskee 2, Camden Hills 0 |
| 10.14.2023 – Skowhegan 1, Messalonskee 0 |
| 10.24.2023 – Messalonskee 2, Lewiston 0 |
| 10.31.2023 – Messalonskee 6, Mount Blue 1 |
| 11.02.2023 – Skowhegan 3, Messalonskee 1 |
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