| • Games for All Schools in October, 2026 |
| |
| Football |
| 10.2.2026 – Winslow 44, Mattanawcook Academy 0 |
| 10.9.2026 – Winslow 38, Maine Central Institute 6 |
| 10.17.2026 – Winslow 30, Morse 6 |
| 10.24.2026 – Winslow 50, Madison 18 |
| |
| Soccer - Boys |
| 10.1.2026 – Winslow 6, Central 1 |
| 10.6.2026 – Winslow 3, Waterville 0 |
| 10.8.2026 – Mount Abram 3, Winslow 1 |
| 10.10.2026 – Hall-Dale 5, Winslow 0 |
| 10.13.2026 – Winslow 4, Lawrence 1 |
| 10.15.2026 – Leavitt 6, Winslow 0 |
| 10.27.2026 – Mount View 4, Winslow 2 |
| |
| Soccer - Girls |
| 10.1.2026 – Winslow 5, Central 0 |
| 10.8.2026 – Mount Abram 1, Winslow 0 |
| 10.10.2026 – Hall-Dale 1, Winslow 0 |
| 10.13.2026 – Winslow 3, Lawrence 0 |
| 10.15.2026 – Leavitt 1, Winslow 1 |
| 10.17.2026 – Winslow 2, Mount View 0 |
| 10.27.2026 – Winslow 1, Mattanawcook Academy 0 |
| 10.29.2026 – Orono 1, Winslow 0 |
| 10.30.2026 – Winslow at Orono |
TBA |
| |
| Field Hockey |
| 10.1.2026 – Maine Central Institute 3, Winslow 1 |
| 10.3.2026 – Winslow 3, Erskine Academy 2 |
| 10.6.2026 – Winslow 2, Lawrence 0 |
| 10.8.2026 – Belfast 5, Winslow 1 |
| 10.13.2026 – Winslow 2, Erskine Academy 1 |
| 10.15.2026 – Nokomis 5, Winslow 0 |
| 10.19.2026 – Winslow 7, Waterville 1 |
| 10.27.2026 – Schenck/Stearns 2, Winslow 0 |
