| All Schools |
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| Baseball |
| 4.19.2023 – Madison 5, Boothbay/Wiscasset 3 |
| 4.26.2023 – Spruce Mountain 4, Madison 0 |
| 4.28.2023 – Winthrop 3, Madison 0 |
| 5.01.2023 – Madison 9, Carrabec 6 |
| 5.06.2023 – Hall-Dale 8, Madison 0 |
| 5.08.2023 – Mountain Valley 13, Madison 6 |
| 5.10.2023 – Oak Hill 11, Madison 1 |
| 5.12.2023 – Madison 17, Telstar 6 |
| 5.15.2023 – Madison 4, Boothbay/Wiscasset 1 |
| 5.17.2023 – Dirigo 4, Madison 2 |
| 5.19.2023 – Lisbon 15, Madison 1 |
| 5.22.2023 – Monmouth Academy 13, Madison 2 |
| 5.26.2023 – Telstar 5, Madison 4 |
| 5.30.2023 – Lisbon 7, Madison 6 |
| 6.06.2023 – Mount Abram 9, Madison 1 |
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| Basketball - Boys |
| 12.10.2022 – Boothbay Region 66, Madison 48 |
| 12.13.2022 – Madison 79, Telstar 38 |
| 12.20.2022 – Carrabec 73, Madison 61 |
| 12.22.2022 – Hall-Dale 56, Madison 55 |
| 12.28.2022 – Spruce Mountain 58, Madison 30 |
| 1.07.2023 – Dirigo 79, Madison 51 |
| 1.09.2023 – Madison 55, Monmouth Academy 48 |
| 1.11.2023 – Madison 65, Mountain Valley 58 |
| 1.14.2023 – Madison 85, Buckfield 41 |
| 1.21.2023 – Madison 77, Valley 52 |
| 1.24.2023 – Madison 75, Wiscasset 30 |
| 1.27.2023 – Madison 52, Winthrop 51 |
| 1.28.2023 – Mount Abram 79, Madison 52 |
| 1.31.2023 – Lisbon 51, Madison 37 |
| 2.02.2023 – Madison 67, Oak Hill 44 |
| 2.06.2023 – Madison 77, Forest Hills 63 |
| 2.07.2023 – Madison 57, Oak Hill 32 |
| 2.08.2023 – Madison 66, Telstar 24 |
| 2.15.2023 – Madison 52, Waynflete 34 |
| 2.20.2023 – Dirigo 66, Madison 46 |
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| Basketball - Girls |
| 12.09.2022 – Madison 75, Boothbay Region 13 |
| 12.15.2022 – Madison 64, Oak Hill 39 |
| 12.19.2022 – Madison 37, Carrabec 23 |
| 12.21.2022 – Hall-Dale 65, Madison 41 |
| 12.30.2022 – Madison 82, Telstar 23 |
| 1.04.2023 – Monmouth Academy 53, Madison 44 |
| 1.06.2023 – Madison 55, Dirigo 40 |
| 1.10.2023 – Spruce Mountain 63, Madison 32 |
| 1.14.2023 – Madison 52, Buckfield 27 |
| 1.21.2023 – Valley 69, Madison 59 |
| 1.24.2023 – Madison 77, Wiscasset 10 |
| 1.27.2023 – Madison 51, Mount Abram 38 |
| 1.28.2023 – Madison 48, Mountain Valley 38 |
| 1.30.2023 – Kents Hill 55, Madison 29 |
| 1.31.2023 – Winthrop 65, Madison 55 |
| 2.01.2023 – Madison 50, Oak Hill 23 |
| 2.06.2023 – Madison 59, Forest Hills 37 |
| 2.07.2023 – Madison 71, Telstar 38 |
| 2.14.2023 – Madison 56, Carrabec 53 |
| 2.21.2023 – North Yarmouth Academy 72, Madison 26 |
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| Soccer - Girls |
| 9.01.2022 – Mount Abram 3, Madison 1 |
| 9.06.2022 – Madison 7, Spruce Mountain/Dirigo 5 |
| 9.08.2022 – Buckfield 4, Madison 2 |
| 9.13.2022 – Hall-Dale 10, Madison 1 |
| 9.17.2022 – Madison 3, Oak Hill 0 |
| 9.26.2022 – Madison 8, Carrabec 2 |
| 9.30.2022 – Winthrop/Monmouth 6, Madison 0 |
| 10.04.2022 – Mount Abram 4, Madison 2 |
| 10.05.2022 – Madison 3, Mountain Valley 2 |
| 10.06.2022 – Madison 12, Carrabec 0 |
| 10.08.2022 – Madison 7, Lisbon 0 |
| 10.12.2022 – Buckfield 4, Madison 2 |
| 10.13.2022 – Hall-Dale 9, Madison 0 |
| 10.17.2022 – Madison 2, Oak Hill 1 |
| 10.21.2022 – Traip Academy 8, Madison 0 |
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| Softball |
| 4.19.2023 – Madison 38, Boothbay/Wiscasset 1 |
| 4.21.2023 – Madison 8, Mountain Valley 4 |
| 4.26.2023 – Spruce Mountain 2, Madison 1 |
| 4.27.2023 – Madison 8, Mount Abram 5 |
| 4.28.2023 – Madison 7, Winthrop 4 |
| 5.01.2023 – Madison 27, Carrabec 6 |
| 5.05.2023 – Buckfield 8, Madison 3 |
| 5.10.2023 – Oak Hill 5, Madison 4 |
| 5.12.2023 – Telstar 6, Madison 2 |
| 5.15.2023 – Madison 26, Boothbay/Wiscasset 3 |
| 5.17.2023 – Madison 7, Dirigo 6 |
| 5.19.2023 – Madison 8, Lisbon 6 |
| 5.22.2023 – Monmouth Academy 18, Madison 2 |
| 5.23.2023 – Hall-Dale 11, Madison 1 |
| 5.26.2023 – Telstar 7, Madison 5 |
| 6.06.2023 – Sacopee Valley 13, Madison 8 |
