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| All Schools |
| All Sports |
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| Field Hockey | | 9.05.2023 – Noble 5, Kennebunk 0 |
| 9.07.2023 – Massabesic 3, Kennebunk 0 |
| 9.11.2023 – Kennebunk 1, Windham 0 |
| 9.13.2023 – Falmouth 3, Kennebunk 0 |
| 9.20.2023 – Kennebunk 2, South Portland/Westbrook 0 |
| 9.23.2023 – Bonny Eagle 1, Kennebunk 0 |
| 9.27.2023 – Portland/Deering 1, Kennebunk 0 |
| 9.30.2023 – Thornton Academy 2, Kennebunk 0 |
| 10.02.2023 – Sanford 4, Kennebunk 0 |
| 10.03.2023 – Marshwood 3, Kennebunk 0 |
| 10.06.2023 – Gorham 6, Kennebunk 0 |
| 10.09.2023 – Massabesic 3, Kennebunk 0 |
| 10.11.2023 – Kennebunk 1, Bonny Eagle 0 |
| 10.13.2023 – Portland/Deering 3, Kennebunk 0 |
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