| All Schools |
| |
| Basketball - Boys |
| 12.09.2022 – Mount Abram 48, Winthrop 36 |
| 12.13.2022 – Winthrop 79, Wiscasset 13 |
| 12.19.2022 – Winthrop 80, Oak Hill 55 |
| 12.20.2022 – Winthrop 74, Telstar 21 |
| 12.22.2022 – Boothbay Region 54, Winthrop 45 |
| 12.28.2022 – Carrabec 49, Winthrop 42 |
| 12.30.2022 – Mountain Valley 58, Winthrop 45 |
| 1.03.2023 – Monmouth Academy 59, Winthrop 44 |
| 1.05.2023 – Spruce Mountain 70, Winthrop 31 |
| 1.07.2023 – Winthrop 56, Lisbon 49 |
| 1.13.2023 – Winthrop 63, Traip Academy 37 |
| 1.17.2023 – Winthrop 54, North Yarmouth Academy 42 |
| 1.21.2023 – Dirigo 72, Winthrop 54 |
| 1.24.2023 – Winthrop 66, Hall-Dale 59 |
| 1.27.2023 – Madison 52, Winthrop 51 |
| 1.31.2023 – Winthrop 75, Buckfield 32 |
| 2.03.2023 – Monmouth Academy 52, Winthrop 49 |
| 2.06.2023 – Lisbon 62, Winthrop 55 |
| |
| Basketball - Girls |
| 12.09.2022 – Winthrop 66, Mount Abram 27 |
| 12.12.2022 – Winthrop 74, Wiscasset 16 |
| 12.14.2022 – Winthrop 65, Telstar 29 |
| 12.19.2022 – Winthrop 66, Oak Hill 17 |
| 12.26.2022 – Winthrop 56, Boothbay Region 20 |
| 12.28.2022 – Carrabec 38, Winthrop 29 |
| 12.30.2022 – Winthrop 59, Mountain Valley 37 |
| 1.02.2023 – Winthrop 49, Monmouth Academy 39 |
| 1.04.2023 – Spruce Mountain 56, Winthrop 31 |
| 1.07.2023 – Kents Hill 61, Winthrop 55 |
| 1.13.2023 – Winthrop 48, Traip Academy 45 |
| 1.17.2023 – North Yarmouth Academy 79, Winthrop 31 |
| 1.21.2023 – Winthrop 55, Dirigo 31 |
| 1.28.2023 – Hall-Dale 69, Winthrop 44 |
| 1.30.2023 – Winthrop 60, Buckfield 20 |
| 1.31.2023 – Winthrop 65, Madison 55 |
| 2.03.2023 – Monmouth Academy 39, Winthrop 34 |
| 2.06.2023 – Winthrop 58, Kents Hill 43 |
| 2.14.2023 – Winthrop 44, Traip Academy 41 |
| 2.21.2023 – Old Orchard Beach 53, Winthrop 28 |
| |
| Field Hockey |
| 8.31.2022 – Dirigo 5, Winthrop 3 |
| 9.02.2022 – Winthrop 4, Lisbon 0 |
| 9.03.2022 – Winthrop 5, Oak Hill 1 |
| 9.09.2022 – Winthrop 8, Telstar 1 |
| 9.12.2022 – Winthrop 5, Hall-Dale 1 |
| 9.14.2022 – Winthrop 11, Boothbay Region 1 |
| 9.16.2022 – Winthrop 11, Mountain Valley 0 |
| 9.21.2022 – Spruce Mountain 4, Winthrop 3 |
| 9.26.2022 – Winthrop 5, Dirigo 0 |
| 9.28.2022 – Winthrop 4, Lisbon 1 |
| 9.30.2022 – Winthrop 7, Oak Hill 0 |
| 10.03.2022 – Winthrop 8, Telstar 0 |
| 10.12.2022 – Winthrop 4, Hall-Dale 0 |
| 10.17.2022 – Winthrop 6, Boothbay Region 0 |
| 10.27.2022 – Winthrop 5, Telstar 0 |
| 10.29.2022 – Winthrop 6, Oak Hill 0 |
| 11.02.2022 – Winthrop 1, Lisbon 0 |
| 11.05.2022 – Winthrop 2, Maine Central Institute 1 |
| |
| Soccer - Boys |
| 9.02.2022 – Carrabec 3, Winthrop 2 |
| 9.07.2022 – Winthrop 1, Hall-Dale 0 |
| 9.12.2022 – Winthrop 4, Spruce Mountain/Dirigo 0 |
| 9.14.2022 – Mount Abram 6, Winthrop 0 |
| 9.16.2022 – Winthrop 2, Buckfield 1 |
| 9.20.2022 – Winthrop 8, Telstar 0 |
| 9.24.2022 – Monmouth Academy 2, Winthrop 0 |
| 9.27.2022 – Oak Hill 5, Winthrop 2 |
| 9.29.2022 – Winthrop 4, Mountain Valley 0 |
| 9.30.2022 – Winthrop 3, Lisbon 1 |
| 10.05.2022 – Oak Hill 7, Winthrop 2 |
| 10.07.2022 – Winthrop 2, Spruce Mountain/Dirigo 0 |
| 10.13.2022 – Winthrop 1, Buckfield 0 |
| 10.17.2022 – Hall-Dale 2, Winthrop 0 |
| 10.21.2022 – Oak Hill 4, Winthrop 3 |
| |
| Soccer - Girls |
| 9.26.2022 – Winthrop 3, Buckfield 1 |
