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| All Schools |
| All Sports |
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| Soccer - Girls | | 9.02.2022 – Maine Central Institute 4, Winslow 0 |
| 9.06.2022 – Winslow 3, Cony 1 |
| 9.09.2022 – Belfast 2, Winslow 1 |
| 9.17.2022 – Waterville 3, Winslow 1 |
| 9.24.2022 – Winslow 2, Cony 1 |
| 9.26.2022 – Winslow 0, Oceanside 0 |
| 9.27.2022 – Winslow 4, Lawrence 0 |
| 9.29.2022 – Nokomis 4, Winslow 0 |
| 10.01.2022 – Maine Central Institute 10, Winslow 0 |
| 10.04.2022 – Winslow 3, Nokomis 1 |
| 10.06.2022 – Winslow 4, Lawrence 1 |
| 10.13.2022 – Winslow 2, Belfast 1 |
| 10.15.2022 – Oceanside 6, Winslow 0 |
| 10.17.2022 – Waterville 4, Winslow 2 |
| 10.21.2022 – John Bapst 10, Winslow 0 |
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