| All Schools |
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| Field Hockey |
| 9.06.2024 – Winthrop 4, Hall-Dale/Monmouth 0 |
4 pm 9.11.2024 – Winthrop at Mountain Valley |
| 9.13.2024 – Winthrop 1, Messalonskee 0 |
| 9.16.2024 – Winthrop 8, Boothbay Region 0 |
| 9.18.2024 – Winthrop 9, Telstar 0 |
| 9.20.2024 – Winthrop 3, Dirigo 1 |
| 9.24.2024 – Winthrop 1, Lisbon 0 |
| 9.27.2024 – Winthrop 9, Oak Hill 0 |
| 9.30.2024 – Winthrop 4, Spruce Mountain 0 |
| 10.04.2024 – Winthrop 6, Winslow 1 |
| 10.11.2024 – Winthrop 3, Gardiner 2 |
3:30 pm 10.16.2024 – Winthrop at Boothbay Region |
| 10.18.2024 – Winthrop 13, Telstar 0 |
6 pm 10.21.2024 – Spruce Mountain at Winthrop |
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| Soccer - Boys |
| 9.05.2024 – Hall-Dale 6, Winthrop 2 |
| 9.10.2024 – Lisbon 3, Winthrop 3 |
| 9.17.2024 – Winthrop 2, Maranacook 1 |
| 9.19.2024 – Monmouth Academy 4, Winthrop 1 |
| 9.23.2024 – Mountain Valley 1, Winthrop 1 |
| 9.25.2024 – Mount Abram 3, Winthrop 0 |
| 9.27.2024 – Oak Hill 5, Winthrop 1 |
| 10.01.2024 – Winthrop 3, Lisbon 0 |
| 10.04.2024 – Winthrop 1, Buckfield 0 |
| 10.09.2024 – Monmouth Academy 5, Winthrop 1 |
| 10.10.2024 – Leavitt 1, Winthrop 1 |
| 10.16.2024 – Maranacook 2, Winthrop 1 |
| 10.19.2024 – Winthrop 1, Cony 0 |
6 pm 10.21.2024 – Winthrop at Hall-Dale |
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| Soccer - Girls |
| 9.06.2024 – Winthrop 7, Lisbon 0 |
| 9.11.2024 – Hall-Dale 4, Winthrop 0 |
| 9.13.2024 – Winthrop 2, Carrabec 1 |
| 9.16.2024 – Winthrop 2, Oak Hill 1 |
| 9.20.2024 – Monmouth Academy 6, Winthrop 1 |
| 9.24.2024 – Maranacook 2, Winthrop 0 |
3:30 pm 9.26.2024 – Winthrop at Mountain Valley |
| 10.02.2024 – Winthrop 3, Spruce Mountain 1 |
| 10.04.2024 – Buckfield 4, Winthrop 1 |
| 10.07.2024 – Winthrop 3, Lisbon 1 |
| 10.09.2024 – Hall-Dale 4, Winthrop 0 |
3:30 pm 10.10.2024 – Leavitt at Winthrop |
| 10.14.2024 – Winthrop 5, Carrabec 1 |
| 10.16.2024 – Winthrop 4, Spruce Mountain 2 |
| 10.19.2024 – Mount Abram 5, Winthrop 1 |
| 10.21.2024 – Winthrop 3, Mountain Valley 0 |
