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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.02.2022 – Winslow 5, Maine Central Institute 0 |
| 9.06.2022 – Cony 1, Winslow 1 |
| 9.09.2022 – Winslow 10, Belfast 0 |
| 9.17.2022 – Winslow 3, Waterville 1 |
| 9.20.2022 – Winslow 13, Belfast 1 |
| 9.24.2022 – Winslow 2, Cony 0 |
| 9.27.2022 – Winslow 7, Lawrence 1 |
| 9.29.2022 – Winslow 9, Nokomis 1 |
| 10.01.2022 – Winslow 2, Maine Central Institute 1 |
| 10.04.2022 – Winslow 9, Nokomis 1 |
| 10.06.2022 – Winslow 4, Oceanside 0 |
| 10.07.2022 – Winslow 9, Lawrence 1 |
| 10.14.2022 – Winslow 7, Oceanside 0 |
| 10.18.2022 – Winslow 3, Waterville 0 |
| 10.25.2022 – Winslow 3, Oceanside 0 |
| 10.29.2022 – Winslow 2, Ellsworth 1 |
| 11.02.2022 – John Bapst 2, Winslow 0 |
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