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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.01.2023 – George Stevens 6, Houlton/Gr. Houlton Christian 0 |
| 9.05.2023 – Orono 5, Houlton/Gr. Houlton Christian 1 |
| 9.11.2023 – Foxcroft Academy 7, Houlton/Gr. Houlton Christian 0 |
| 9.20.2023 – George Stevens 9, Houlton/Gr. Houlton Christian 0 |
| 9.21.2023 – Fort Kent 6, Houlton/Gr. Houlton Christian 0 |
| 9.23.2023 – Washington Academy 4, Houlton/Gr. Houlton Christian 1 |
| 9.25.2023 – Orono 5, Houlton/Gr. Houlton Christian 0 |
| 9.27.2023 – Madawaska 6, Houlton/Gr. Houlton Christian 1 |
| 10.06.2023 – Central 3, Houlton/Gr. Houlton Christian 1 |
| 10.10.2023 – Foxcroft Academy 6, Houlton/Gr. Houlton Christian 0 |
| 10.12.2023 – Fort Kent 6, Houlton/Gr. Houlton Christian 2 |
| 10.13.2023 – Central 5, Houlton/Gr. Houlton Christian 0 |
| 10.17.2023 – Madawaska 8, Houlton/Gr. Houlton Christian 0 |
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