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| All Schools |
| All Sports |
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| Softball | 4 pm 4.10.2026 – Madison at Gardiner |
5:30 pm 4.14.2026 – Madison at Waterville |
4 pm 4.15.2026 – Madison at Waterville |
1 pm 4.18.2026 – Carrabec at Madison |
10:30 am 4.18.2026 – Madison at Maine Central Institute |
| 4.22.2026 – Lisbon 12, Madison 0 |
| 4.24.2026 – Madison 12, Maranacook 10 |
| 4.29.2026 – Madison 7, Hall-Dale 3 |
| 5.04.2026 – Madison 11, Winthrop/Kents Hill 1 |
| 5.05.2026 – Mountain Valley 8, Madison 1 |
4 pm 5.06.2026 – Madison at Mountain Valley |
| 5.11.2026 – Spruce Mountain 15, Madison 1 |
4 pm 5.13.2026 – Maranacook at Madison |
| 5.14.2026 – Oak Hill 13, Madison 4 |
| 5.16.2026 – Madison 2, Old Orchard Beach 1 |
| 5.16.2026 – Old Orchard Beach 19, Madison 2 |
| 5.18.2026 – Lisbon 5, Madison 4 |
4 pm 5.19.2026 – Madison at Monmouth Academy |
| 5.21.2026 – Madison 11, Maranacook 0 |
4 pm 5.22.2026 – Madison at Dirigo |
4 pm 5.25.2026 – Oak Hill at Madison |
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