| All Schools |
| |
| Baseball |
| 4.18.2023 – Lawrence 11, Winslow 2 |
| 4.21.2023 – Erskine Academy 7, Winslow 0 |
| 4.26.2023 – Cony 11, Winslow 0 |
| 4.28.2023 – Maine Central Institute 14, Winslow 4 |
| 5.02.2023 – Nokomis 12, Winslow 8 |
| 5.05.2023 – Waterville 11, Winslow 1 |
| 5.08.2023 – Belfast 11, Winslow 1 |
| 5.11.2023 – Oceanside 6, Winslow 2 |
| 5.12.2023 – Maine Central Institute 10, Winslow 1 |
| 5.15.2023 – Nokomis 6, Winslow 1 |
| 5.17.2023 – Maranacook 17, Winslow 8 |
| 5.19.2023 – Belfast 12, Winslow 2 |
| 5.22.2023 – Oceanside 9, Winslow 4 |
| 5.24.2023 – Lawrence 11, Winslow 1 |
| 5.26.2023 – Cony 3, Winslow 0 |
| 5.31.2023 – Waterville 9, Winslow 4 |
| |
| Basketball - Boys |
| 12.10.2022 – Winslow 64, Presque Isle 55 |
| 12.13.2022 – Winslow 80, Maine Central Institute 44 |
| 12.20.2022 – Lincoln Academy 69, Winslow 59 |
| 12.27.2022 – Winslow 77, Oceanside 75 |
| 12.29.2022 – Winslow 58, Presque Isle 40 |
| 1.03.2023 – Winslow 78, Waterville 44 |
| 1.07.2023 – Winslow 63, Mount Desert Island 56 |
| 1.10.2023 – Winslow 82, Belfast 36 |
| 1.13.2023 – Winslow 63, Leavitt 52 |
| 1.21.2023 – Winslow 63, Mount Desert Island 52 |
| 1.24.2023 – Winslow 63, Lawrence 61 |
| 1.27.2023 – Winslow 65, Waterville 47 |
| 1.30.2023 – Winslow 76, Mount View 50 |
| 1.31.2023 – Winslow 54, Maine Central Institute 36 |
| 2.03.2023 – Winslow 57, Medomak Valley 44 |
| 2.04.2023 – Winslow 82, Mount View 79 |
| 2.06.2023 – Winslow 77, Belfast 33 |
| 2.09.2023 – Winslow 75, Maranacook 58 |
| 2.17.2023 – Presque Isle 65, Winslow 45 |
| |
| Basketball - Girls |
| 12.10.2022 – Presque Isle 62, Winslow 13 |
| 12.13.2022 – Maine Central Institute 61, Winslow 27 |
| 12.20.2022 – Lincoln Academy 55, Winslow 25 |
| 12.27.2022 – Oceanside 89, Winslow 6 |
| 12.29.2022 – Presque Isle 86, Winslow 8 |
| 1.03.2023 – Waterville 66, Winslow 32 |
| 1.07.2023 – Mount Desert Island 71, Winslow 28 |
| 1.10.2023 – Belfast 65, Winslow 23 |
| 1.13.2023 – Leavitt 80, Winslow 32 |
| 1.21.2023 – Mount Desert Island 71, Winslow 20 |
| 1.24.2023 – Lawrence 87, Winslow 12 |
| 1.27.2023 – Waterville 41, Winslow 12 |
| 1.30.2023 – Mount View 54, Winslow 18 |
| 1.31.2023 – Maine Central Institute 55, Winslow 20 |
| 2.03.2023 – Medomak Valley 76, Winslow 16 |
| 2.06.2023 – Belfast 58, Winslow 30 |
| 2.09.2023 – Maranacook 61, Winslow 27 |
| |
| Field Hockey |
| 8.31.2022 – Winslow 2, Maranacook 1 |
| 9.02.2022 – Gardiner 2, Winslow 0 |
| 9.07.2022 – Erskine Academy 3, Winslow 2 |
| 9.10.2022 – Maranacook 2, Winslow 1 |
| 9.13.2022 – Nokomis 5, Winslow 0 |
| 9.15.2022 – Cony 4, Winslow 1 |
| 9.17.2022 – Belfast 2, Winslow 1 |
| 9.20.2022 – Leavitt 3, Winslow 0 |
| 9.24.2022 – Winslow 3, Oceanside 2 |
| 9.27.2022 – Lawrence 7, Winslow 1 |
| 10.04.2022 – Maine Central Institute 3, Winslow 1 |
| 10.06.2022 – Nokomis 4, Winslow 1 |
| 10.13.2022 – Lawrence 6, Winslow 0 |
| 10.17.2022 – Messalonskee 6, Winslow 1 |
| |
| Football |
| 9.03.2022 – Winslow 58, Old Town 14 |
| 9.10.2022 – Medomak Valley 40, Winslow 0 |
| 9.17.2022 – Winslow 28, Belfast 27 |
| 9.23.2022 – Winslow 28, Mount Blue 18 |
| 9.30.2022 – Hall-Dale/Winthrop/Maranacook 35, Winslow 7 |
| 10.08.2022 – Cheverus 28, Winslow 13 |
| 10.15.2022 – Hermon 37, Winslow 7 |
| 10.22.2022 – Maine Central Institute 28, Winslow 14 |
| 10.29.2022 – Winslow 27, Nokomis 12 |
| 11.05.2022 – Medomak Valley 21, Winslow 13 |
| |
| Soccer - Boys |
| 9.02.2022 – Winslow 5, Maine Central Institute 0 |
| 9.06.2022 – Cony 1, Winslow 1 |
| 9.09.2022 – Winslow 10, Belfast 0 |
| 9.17.2022 – Winslow 3, Waterville 1 |
| 9.20.2022 – Winslow 13, Belfast 1 |
| 9.24.2022 – Winslow 2, Cony 0 |
| 9.27.2022 – Winslow 7, Lawrence 1 |
| 9.29.2022 – Winslow 9, Nokomis 1 |
| 10.01.2022 – Winslow 2, Maine Central Institute 1 |
| 10.04.2022 – Winslow 9, Nokomis 1 |
| 10.06.2022 – Winslow 4, Oceanside 0 |
| 10.07.2022 – Winslow 9, Lawrence 1 |
| 10.14.2022 – Winslow 7, Oceanside 0 |
| 10.18.2022 – Winslow 3, Waterville 0 |
| 10.25.2022 – Winslow 3, Oceanside 0 |
| 10.29.2022 – Winslow 2, Ellsworth 1 |
| 11.02.2022 – John Bapst 2, Winslow 0 |
| |
| Soccer - Girls |
| 9.02.2022 – Maine Central Institute 4, Winslow 0 |
| 9.06.2022 – Winslow 3, Cony 1 |
| 9.09.2022 – Belfast 2, Winslow 1 |
| 9.17.2022 – Waterville 3, Winslow 1 |
| 9.24.2022 – Winslow 2, Cony 1 |
| 9.26.2022 – Winslow 0, Oceanside 0 |
| 9.27.2022 – Winslow 4, Lawrence 0 |
| 9.29.2022 – Nokomis 4, Winslow 0 |
| 10.01.2022 – Maine Central Institute 10, Winslow 0 |
| 10.04.2022 – Winslow 3, Nokomis 1 |
| 10.06.2022 – Winslow 4, Lawrence 1 |
| 10.13.2022 – Winslow 2, Belfast 1 |
| 10.15.2022 – Oceanside 6, Winslow 0 |
| 10.17.2022 – Waterville 4, Winslow 2 |
| 10.21.2022 – John Bapst 10, Winslow 0 |
| |
| Softball |
| 4.18.2023 – Lawrence 16, Winslow 1 |
| 4.21.2023 – Winslow 10, Erskine Academy 2 |
| 4.26.2023 – Winslow 13, Cony 3 |
| 4.28.2023 – Maine Central Institute 7, Winslow 5 |
| 5.02.2023 – Nokomis 13, Winslow 0 |
| 5.03.2023 – Oceanside 17, Winslow 6 |
| 5.05.2023 – Winslow 15, Waterville 0 |
| 5.08.2023 – Belfast 10, Winslow 0 |
| 5.12.2023 – Maine Central Institute 24, Winslow 9 |
| 5.15.2023 – Nokomis 4, Winslow 1 |
| 5.17.2023 – Maranacook 8, Winslow 7 |
| 5.19.2023 – Winslow 5, Belfast 4 |
| 5.22.2023 – Winslow 8, Oceanside 2 |
| 5.24.2023 – Lawrence 11, Winslow 1 |
| 5.26.2023 – Winslow 11, Cony 7 |
| 5.31.2023 – Winslow 12, Waterville 2 |
