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| All Schools |
| All Sports |
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| Basketball - Boys | | 12.08.2023 – Winslow 52, Maine Central Institute 44 |
| 12.12.2023 – Winslow 62, Belfast 24 |
| 12.15.2023 – Lincoln Academy 63, Winslow 47 |
| 12.23.2023 – Medomak Valley 47, Winslow 36 |
| 12.28.2023 – Winslow 64, Maine Central Institute 30 |
| 1.02.2024 – Oceanside 82, Winslow 54 |
| 1.04.2024 – Winslow 53, Leavitt 29 |
| 1.06.2024 – Winslow 75, Morse 27 |
| 1.09.2024 – Mount View 66, Winslow 27 |
| 1.12.2024 – Winslow 63, Waterville 43 |
6:30 pm 1.19.2024 – Winslow at Lincoln Academy |
6:30 pm 1.23.2024 – Erskine Academy at Winslow |
6:30 pm 1.26.2024 – Winslow at Waterville |
6:30 pm 1.29.2024 – Winslow at Erskine Academy |
6:30 pm 1.30.2024 – Leavitt at Winslow |
6:30 pm 2.02.2024 – Winslow at Belfast |
6:30 pm 2.06.2024 – Oceanside at Winslow |
6:30 pm 2.08.2024 – Mount View at Winslow |
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