| All Schools |
| |
| Field Hockey |
| 8.31.2023 – Cony 10, Winslow 0 |
| 9.02.2023 – Gardiner 8, Winslow 0 |
| 9.07.2023 – Belfast 5, Winslow 0 |
| 9.09.2023 – Dirigo 4, Winslow 0 |
| 9.19.2023 – Lawrence 7, Winslow 0 |
| 9.23.2023 – Morse 3, Winslow 2 |
| 9.25.2023 – Winslow 4, Lincoln Academy 0 |
| 9.27.2023 – Leavitt 5, Winslow 0 |
3:30 pm 9.29.2023 – Winslow at Winthrop/Monmouth/Maranacook |
3:30 pm 10.05.2023 – Winslow at Nokomis |
11 am 10.07.2023 – Winslow at Maine Central Institute |
4 pm 10.10.2023 – Winslow at Mount View |
3:30 pm 10.12.2023 – Oceanside at Winslow |
3:30 pm 10.16.2023 – Winslow at Erskine Academy |
| |
| Football |
| 9.01.2023 – Winslow 25, Old Town 7 |
| 9.09.2023 – Winslow 16, Madison 14 |
| 9.18.2023 – Nokomis 36, Winslow 14 |
| 9.23.2023 – Belfast 41, Winslow 35 |
7 pm 9.29.2023 – Winslow at Lisbon |
1 pm 10.07.2023 – Brewer at Winslow |
12:30 pm 10.14.2023 – Winslow at Oak Hill |
1 pm 10.21.2023 – Foxcroft Academy at Winslow |
| |
| Soccer - Boys |
| 9.01.2023 – Erskine Academy 3, Winslow 2 |
| 9.06.2023 – Morse 2, Winslow 0 |
| 9.08.2023 – Winslow 1, Gardiner 1 |
| 9.12.2023 – Winslow 11, Lawrence 0 |
| 9.21.2023 – Winslow 7, Mount View 0 |
| 9.23.2023 – Winslow 8, Maine Central Institute 0 |
3:30 pm 9.26.2023 – Nokomis at Winslow |
11:30 am 9.30.2023 – Winslow at Waterville |
3:30 pm 10.03.2023 – Erskine Academy at Winslow |
3:30 pm 10.06.2023 – Mount View at Winslow |
6 pm 10.10.2023 – Winslow at Leavitt |
3:30 pm 10.13.2023 – Waterville at Winslow |
6 pm 10.17.2023 – Winslow at Lawrence |
| |
| Soccer - Girls |
| 9.01.2023 – Erskine Academy 2, Winslow 1 |
| 9.06.2023 – Morse 3, Winslow 1 |
| 9.08.2023 – Gardiner 7, Winslow 2 |
| 9.12.2023 – Lawrence 2, Winslow 0 |
| 9.21.2023 – Winslow 4, Mount View 0 |
| 9.23.2023 – Maine Central Institute 3, Winslow 2 |
3:30 pm 9.26.2023 – Winslow at Nokomis |
10 am 9.30.2023 – Winslow at Waterville |
3:30 pm 10.03.2023 – Winslow at Erskine Academy |
3:30 pm 10.06.2023 – Winslow at Mount View |
3:30 pm 10.10.2023 – Leavitt at Winslow |
3:30 pm 10.12.2023 – Waterville at Winslow |
3:30 pm 10.17.2023 – Lawrence at Winslow |
