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| All Sports |
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| Soccer - Boys | 4 pm 9.03.2026 – Old Town at Sumner |
5 pm 9.05.2026 – Old Town at Mount Desert Island |
| 9.05.2026 – Mount Desert Island 7, Old Town 0 |
| 9.12.2026 – Hermon 6, Old Town 1 |
| 9.15.2026 – Orono 9, Old Town 0 |
| 9.21.2026 – Central 2, Old Town 1 |
| 9.23.2026 – Old Town 2, Washington Academy 2 |
| 9.30.2026 – Central 3, Old Town 2 |
| 10.01.2026 – Fort Kent 2, Old Town 1 |
| 10.03.2026 – Fort Kent 3, Old Town 1 |
| 10.06.2026 – Ellsworth 4, Old Town 2 |
| 10.09.2026 – Mount Desert Island 3, Old Town 0 |
| 10.10.2026 – Washington Academy 9, Old Town 1 |
| 10.12.2026 – Hermon 3, Old Town 0 |
| 10.14.2026 – Orono 5, Old Town 0 |
2 pm 10.17.2026 – Old Town at Ellsworth |
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