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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.01.2023 – Brunswick 2, Messalonskee 0 |
| 9.05.2023 – Messalonskee 2, Oxford Hills 0 |
| 9.07.2023 – Brewer 4, Messalonskee 0 |
| 9.12.2023 – Camden Hills 6, Messalonskee 0 |
| 9.14.2023 – Mount Blue 1, Messalonskee 1 |
| 9.19.2023 – Messalonskee 1, Hampden Academy 0 |
| 9.22.2023 – Messalonskee 1, Skowhegan 1 |
| 9.26.2023 – Bangor 2, Messalonskee 1 |
| 9.28.2023 – Edward Little 3, Messalonskee 1 |
| 10.03.2023 – Lewiston 4, Messalonskee 0 |
| 10.05.2023 – Messalonskee 1, Mount Blue 0 |
| 10.09.2023 – Mount Ararat 6, Messalonskee 0 |
| 10.14.2023 – Hampden Academy 1, Messalonskee 1 |
| 10.17.2023 – Camden Hills 8, Messalonskee 0 |
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