| All Schools |
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| Field Hockey |
| 9.07.2021 – Oxford Hills 4, Messalonskee 0 |
| 9.09.2021 – Messalonskee 4, Camden Hills 0 |
| 9.11.2021 – Messalonskee 4, Mount Blue 1 |
| 9.14.2021 – Messalonskee 2, Hampden Academy 1 |
| 9.16.2021 – Messalonskee 1, Brunswick 0 |
| 9.18.2021 – Lewiston 2, Messalonskee 1 |
5 PM 9.21.2021 – Edward Little at Messalonskee |
4 PM 9.23.2021 – Messalonskee at Skowhegan |
6 PM 9.27.2021 – Messalonskee at Mount Ararat |
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| Football |
| 9.03.2021 – Noble 18, Messalonskee 12 |
| 9.10.2021 – Messalonskee 34, Edward Little 8 |
| 9.17.2021 – Messalonskee 26, Brewer 7 |
7 PM 9.24.2021 – Cony at Messalonskee |
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| Soccer - Boys |
| 9.03.2021 – Messalonskee 4, Hampden Academy 0 |
| 9.07.2021 – Mount Ararat 7, Messalonskee 2 |
7 PM 9.22.2021 – Mount Blue at Messalonskee |
10 AM 9.25.2021 – Waterville at Messalonskee |
7 PM 9.28.2021 – Brunswick at Messalonskee |
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| Soccer - Girls |
| 9.03.2021 – Messalonskee 2, Hampden Academy 0 |
7 PM 9.21.2021 – Messalonskee at Mount Blue |
10 AM 9.25.2021 – Messalonskee at Waterville |
10 AM 9.25.2021 – Waterville at Messalonskee |
6 PM 9.28.2021 – Messalonskee at Brunswick |
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