| All Schools |
| |
| Field Hockey |
| 9.05.2024 – Cony 9, Winslow 0 |
| 9.07.2024 – Gardiner 7, Winslow 0 |
| 9.12.2024 – Belfast 7, Winslow 0 |
| 9.14.2024 – Dirigo 4, Winslow 0 |
| 9.18.2024 – Leavitt 4, Winslow 0 |
| 9.21.2024 – Maine Central Institute 2, Winslow 0 |
4 pm 9.24.2024 – Winslow at Lawrence |
| 9.26.2024 – Winslow 4, Morse 1 |
| 10.04.2024 – Maranacook/Winthrop 6, Winslow 1 |
| 10.04.2024 – Winthrop 6, Winslow 1 |
3:30 pm 10.07.2024 – Nokomis at Winslow |
| 10.08.2024 – Nokomis 2, Winslow 0 |
| 10.15.2024 – Winslow 5, Mount View 0 |
| 10.17.2024 – Winslow 2, Oceanside 0 |
3:30 pm 10.21.2024 – Erskine Academy at Winslow |
| 10.29.2024 – Dexter/Central 5, Winslow 0 |
| |
| Football |
| 9.07.2024 – Winslow 50, Maine Central Institute 6 |
| 9.13.2024 – Winslow 52, Madison 7 |
| 9.21.2024 – Foxcroft Academy 35, Winslow 3 |
| 9.28.2024 – Lisbon 26, Winslow 20 |
7 pm 10.04.2024 – Winslow at John Bapst |
| 10.07.2024 – John Bapst 35, Winslow 21 |
| 10.12.2024 – Wells 42, Winslow 6 |
| 10.19.2024 – Winslow 48, Belfast 6 |
| 10.25.2024 – Winslow 34, Old Town 6 |
TBA 11.01.2024 – Old Town at Winslow |
TBA 11.02.2024 – Madison at Winslow |
| |
| Soccer - Boys |
| 9.06.2024 – Erskine Academy 2, Winslow 0 |
| 9.10.2024 – Morse 3, Winslow 2 |
| 9.12.2024 – Gardiner 4, Winslow 2 |
| 9.21.2024 – Winslow 5, Maine Central Institute 2 |
3:30 pm 9.26.2024 – Mount View at Winslow |
| 9.28.2024 – Winslow 3, Maine Central Institute 1 |
| 10.04.2024 – Waterville 8, Winslow 2 |
| 10.10.2024 – Mount View 4, Winslow 1 |
3:30 pm 10.14.2024 – Mount View at Winslow |
| 10.15.2024 – Winslow 4, Leavitt 2 |
| 10.17.2024 – Waterville 4, Winslow 1 |
3:30 pm 10.22.2024 – Lawrence at Winslow |
| 10.26.2024 – Gardiner 8, Winslow 6 |
| |
| Soccer - Girls |
| 9.06.2024 – Erskine Academy 4, Winslow 1 |
| 9.10.2024 – Morse 3, Winslow 0 |
| 9.13.2024 – Winslow 2, Gardiner 2 |
| 9.17.2024 – Winslow 4, Lawrence 0 |
| 9.21.2024 – Winslow 6, Maine Central Institute 2 |
3:30 pm 9.26.2024 – Winslow at Mount View |
| 9.28.2024 – Winslow 5, Maine Central Institute 0 |
| 10.01.2024 – Winslow 2, Nokomis 0 |
| 10.04.2024 – Winslow 4, Waterville 0 |
| 10.08.2024 – Erskine Academy 4, Winslow 1 |
| 10.10.2024 – Winslow 7, Mount View 2 |
| 10.11.2024 – Winslow 3, Mount View 0 |
| 10.15.2024 – Winslow 4, Leavitt 0 |
| 10.18.2024 – Winslow 5, Waterville 2 |
6 pm 10.22.2024 – Winslow at Lawrence |
| 10.29.2024 – John Bapst 5, Winslow 2 |
