| All Schools |
| |
| Field Hockey |
8:30 am 8.23.2025 – Camden Hills at Winslow |
8:30 am 8.23.2025 – Morse at Winslow |
9 am 8.23.2025 – Mt. Ararat at Winslow |
| 8.23.2025 – Gardiner 9, Winslow 0 |
4 pm 8.26.2025 – Dexter at Winslow |
| 9.04.2025 – Lincoln Academy 4, Winslow 3 |
| 9.06.2025 – Morse 4, Winslow 1 |
| 9.09.2025 – Gardiner 9, Winslow 0 |
| 9.12.2025 – Hall-Dale/Monmouth 4, Winslow 1 |
| 9.16.2025 – Winslow 10, Oceanside 0 |
| 9.20.2025 – Erskine Academy 2, Winslow 0 |
3:30 pm 9.21.2025 – Mount View at Winslow |
3:30 pm 9.25.2025 – Winslow at Leavitt |
| 9.29.2025 – Maine Central Institute 3, Winslow 0 |
| 10.02.2025 – Cony 1, Winslow 0 |
| 10.04.2025 – Erskine Academy 2, Winslow 1 |
| 10.07.2025 – Lawrence 4, Winslow 2 |
| 10.09.2025 – Belfast 7, Winslow 0 |
| 10.14.2025 – Leavitt 3, Winslow 0 |
| 10.16.2025 – Nokomis 9, Winslow 1 |
3:30 pm 10.20.2025 – Mount View at Winslow |
| 10.21.2025 – Winslow 1, Mount View 1 |
| |
| Football |
10 am 8.23.2025 – Mountain Valley at Winslow |
1 pm 8.30.2025 – Oak Hill at Winslow |
| 9.06.2025 – Winslow 54, Maranacook 0 |
| 9.12.2025 – Winslow 63, Belfast 22 |
1 pm 9.13.2025 – Belfast at Winslow |
| 9.20.2025 – Winslow 47, Freeport 7 |
| 9.27.2025 – John Bapst/Bangor Christian/Ce 27, Winslow 14 |
| 10.03.2025 – Winslow 38, Mattanawcook/Lee/Penobscot 0 |
| 10.11.2025 – Winslow 63, Maine Central Institute 12 |
| 10.17.2025 – Winslow 56, Madison/Carrabec/Valley 15 |
| 10.25.2025 – Winslow 56, Morse 14 |
| |
| Soccer - Boys |
| 9.05.2025 – Medomak Valley 8, Winslow 0 |
| 9.09.2025 – Leavitt 1, Winslow 0 |
| 9.12.2025 – Winslow 2, Central 1 |
| 9.18.2025 – Mount View 4, Winslow 1 |
| 9.20.2025 – Maine Central Institute 5, Winslow 1 |
3:30 pm 9.25.2025 – Mount View at Winslow |
| 9.27.2025 – Waterville 6, Winslow 4 |
10 am 9.27.2025 – Waterville at Winslow |
| 9.30.2025 – Winslow 4, Maine Central Institute 1 |
| 10.02.2025 – Central 2, Winslow 1 |
| 10.07.2025 – Winslow 2, Waterville 0 |
| 10.09.2025 – Mount Abram 6, Winslow 2 |
9 am 10.11.2025 – Hall-Dale at Winslow |
| 10.14.2025 – Winslow 7, Lawrence 2 |
3:30 pm 10.15.2025 – Mount View at Winslow |
| 10.17.2025 – Leavitt 7, Winslow 1 |
3:30 pm 10.29.2025 – Winslow at Mount View |
| |
| Soccer - Girls |
5 pm 8.29.2025 – Belfast at Winslow |
| 9.05.2025 – Medomak Valley 3, Winslow 1 |
| 9.09.2025 – Winslow 1, Leavitt 0 |
| 9.12.2025 – Winslow 6, Central 0 |
| 9.16.2025 – Winslow 2, Maine Central Institute 1 |
| 9.20.2025 – Winslow 1, Mount View 0 |
| 9.25.2025 – Winslow 5, Mount View 0 |
| 9.27.2025 – Waterville 0, Winslow 0 |
| 9.29.2025 – Maine Central Institute 4, Winslow 2 |
| 10.02.2025 – Winslow 5, Central 0 |
| 10.07.2025 – Winslow 2, Waterville 0 |
| 10.09.2025 – Winslow 1, Mount Abram 0 |
| 10.11.2025 – Hall-Dale 3, Winslow 1 |
| 10.14.2025 – Winslow 5, Lawrence 1 |
| 10.17.2025 – Winslow 2, Leavitt 0 |
