| All Schools |
| |
| Baseball |
| 4.25.2019 – Winthrop 12, Oak Hill 9 |
| 4.29.2019 – Winthrop 12, Wiscasset 1 |
| 5.01.2019 – Winthrop 5, Carrabec 4 |
| 5.06.2019 – Winthrop 8, Monmouth Academy 6 |
| 5.08.2019 – Winthrop 8, Mount Abram 3 |
| 5.10.2019 – Spruce Mountain 6, Winthrop 2 |
| 5.15.2019 – Winthrop 13, Boothbay Region 2 |
| 5.17.2019 – Winthrop 5, Dirigo 1 |
| 5.22.2019 – Mountain Valley 13, Winthrop 1 |
| 5.24.2019 – Winthrop 5, Mount Abram 3 |
| 5.25.2019 – Lisbon 11, Winthrop 3 |
| 5.29.2019 – Winthrop 13, Telstar 2 |
| 6.04.2019 – Mount Abram 14, Winthrop 8 |
| |
| Basketball - Boys |
| 12.07.2018 – Winthrop 74, Lisbon 34 |
| 12.10.2018 – Winthrop 69, Mount Abram 21 |
| 12.12.2018 – Winthrop 55, Monmouth Academy 38 |
| 12.14.2018 – Winthrop 68, Dirigo 32 |
| 12.18.2018 – Winthrop 57, Richmond 28 |
| 12.20.2018 – Winthrop 83, Telstar 25 |
| 12.28.2018 – Hall-Dale 57, Winthrop 46 |
| 1.03.2019 – Winthrop 93, Carrabec 25 |
| 1.07.2019 – Winthrop 63, Madison 31 |
| 1.12.2019 – Winthrop 58, Mountain Valley 52 |
| 1.15.2019 – Winthrop 62, Oak Hill 15 |
| 1.17.2019 – Winthrop 55, Spruce Mountain 44 |
| 1.23.2019 – Winthrop 65, Boothbay Region 61 |
| 1.25.2019 – Winthrop 62, Spruce Mountain 58 |
| 1.29.2019 – Winthrop 65, Mount Abram 35 |
| 1.31.2019 – Winthrop 73, Madison 46 |
| 2.02.2019 – Winthrop 87, Wiscasset 41 |
| 2.06.2019 – Winthrop 65, Richmond 15 |
| 2.18.2019 – Winthrop 67, Dirigo 51 |
| 2.21.2019 – Winthrop 68, Traip Academy 25 |
| 2.23.2019 – Winthrop 61, Hall-Dale 41 |
| 3.02.2019 – Winthrop 61, Houlton 49 |
| |
| Basketball - Girls |
| 12.07.2018 – Winthrop 43, Lisbon 41 |
| 12.11.2018 – Winthrop 52, Mount Abram 37 |
| 12.13.2018 – Winthrop 58, Monmouth Academy 54 |
| 12.19.2018 – Winthrop 41, Richmond 32 |
| 12.21.2018 – Winthrop 63, Telstar 38 |
| 12.28.2018 – Winthrop 51, Hall-Dale 34 |
| 1.02.2019 – Winthrop 57, Carrabec 40 |
| 1.10.2019 – Winthrop 61, Mountain Valley 58 |
| 1.12.2019 – Oak Hill 32, Winthrop 13 |
| 1.14.2019 – Winthrop 52, Madison 48 |
| 1.16.2019 – Winthrop 59, Spruce Mountain 47 |
| 1.22.2019 – Boothbay Region 47, Winthrop 24 |
| 1.29.2019 – Winthrop 53, Mount Abram 39 |
| 2.01.2019 – Winthrop 49, Wiscasset 36 |
| 2.05.2019 – Winthrop 45, Richmond 44 |
| 2.19.2019 – Winthrop 50, Old Orchard Beach 41 |
| 2.21.2019 – North Yarmouth Academy 55, Winthrop 34 |
| |
| Field Hockey |
| 8.31.2018 – Winthrop 7, Oak Hill 0 |
| 9.03.2018 – Winthrop 4, Dirigo 0 |
| 9.05.2018 – Winthrop 4, Telstar 0 |
| 9.07.2018 – Winthrop 9, Boothbay Region 1 |
| 9.10.2018 – Winthrop 10, Hall-Dale 1 |
| 9.12.2018 – Winthrop 1, Mountain Valley 0 |
| 9.14.2018 – Winthrop 1, Spruce Mountain 0 |
| 9.17.2018 – Winthrop 4, Lisbon 0 |
| 9.21.2018 – Winthrop 9, Telstar 0 |
| 9.26.2018 – Winthrop 3, Spruce Mountain 0 |
| 9.28.2018 – Winthrop 5, Oak Hill 1 |
| 10.03.2018 – Winthrop 4, Lisbon 0 |
| 10.08.2018 – Mountain Valley 3, Winthrop 2 |
| 10.17.2018 – Winthrop 5, Boothbay Region 1 |
| 10.20.2018 – Winthrop 4, Orono 0 |
| 10.23.2018 – Winthrop 3, Dexter 0 |
| 11.03.2018 – Winthrop 3, Spruce Mountain 1 |
| |
| Soccer - Boys |
| 8.31.2018 – Winthrop 4, Carrabec 0 |
| 9.05.2018 – Winthrop 4, Mountain Valley 1 |
| 9.07.2018 – Oak Hill 4, Winthrop 0 |
| 9.12.2018 – Lisbon 3, Winthrop 1 |
| 9.14.2018 – Hall-Dale 2, Winthrop 0 |
| 9.20.2018 – Winthrop 4, Mountain Valley 2 |
| 9.27.2018 – Winthrop 3, Boothbay/Wiscasset 0 |
| 10.01.2018 – Mount Abram 5, Winthrop 2 |
| 10.03.2018 – Winthrop 6, Oak Hill 1 |
| 10.05.2018 – Winthrop 6, Spruce Mountain 1 |
| 10.09.2018 – Monmouth Academy 7, Winthrop 2 |
| 10.24.2018 – Maranacook 4, Winthrop 0 |
| |
| Soccer - Girls |
| 8.30.2018 – Winthrop 10, Dirigo 0 |
| 9.04.2018 – Winthrop 8, Hyde 1 |
| 9.06.2018 – Madison 5, Winthrop 3 |
| 9.08.2018 – Winthrop 11, Mountain Valley 0 |
| 9.13.2018 – Winthrop 4, Telstar 1 |
| 9.17.2018 – Winthrop 7, Wiscasset 0 |
| 9.19.2018 – Winthrop 3, Carrabec 0 |
| 9.21.2018 – Hall-Dale 5, Winthrop 3 |
| 9.26.2018 – Winthrop 4, Lisbon 3 |
| 10.03.2018 – Winthrop 1, Mount Abram 0 |
| 10.04.2018 – Spruce Mountain 2, Winthrop 2 |
| 10.12.2018 – Winthrop 3, Boothbay Region 1 |
| 10.20.2018 – Winthrop 3, Saint Dominic 2 |
| 10.24.2018 – Traip Academy 6, Winthrop 1 |
| |
| Softball |
| 4.29.2019 – Winthrop 30, Wiscasset 0 |
| 5.01.2019 – Madison 4, Winthrop 3 |
| 5.06.2019 – Monmouth Academy 7, Winthrop 6 |
| 5.08.2019 – Winthrop 16, Mount Abram 0 |
| 5.15.2019 – Winthrop 11, Carrabec 0 |
| 5.17.2019 – Winthrop 13, Dirigo 0 |
| 5.22.2019 – Winthrop 13, Mountain Valley 1 |
| 5.24.2019 – Winthrop 13, Mount Abram 0 |
| 5.29.2019 – Winthrop 9, Telstar 1 |
| 6.06.2019 – Maranacook 8, Winthrop 6 |
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