| • Games for All Schools in May, 2026 |
| |
| Baseball |
| 5.1.2026 – Boothbay Region at Madison |
4 pm |
| 5.4.2026 – Winthrop 14, Madison 3 |
| 5.5.2026 – Madison 13, Mountain Valley 1 |
| 5.6.2026 – Madison at Mountain Valley |
4 pm |
| 5.8.2026 – Monmouth Academy 10, Madison 0 |
| 5.11.2026 – Spruce Mountain 9, Madison 6 |
| 5.13.2026 – Maranacook at Madison |
4 pm |
| 5.16.2026 – Old Orchard Beach 16, Madison 3 |
| 5.16.2026 – Old Orchard Beach 7, Madison 0 |
| 5.18.2026 – Lisbon 11, Madison 7 |
| 5.21.2026 – Maranacook 22, Madison 11 |
| 5.22.2026 – Dirigo 4, Madison 3 |
| 5.25.2026 – Oak Hill at Madison |
4 pm |
| 5.27.2026 – Mount Abram 6, Madison 3 |
| 5.28.2026 – Oak Hill 24, Madison 1 |
| 5.29.2026 – Madison at Boothbay Region |
4 pm |
| |
| Softball |
| 5.4.2026 – Madison 11, Winthrop/Kents Hill 1 |
| 5.5.2026 – Mountain Valley 8, Madison 1 |
| 5.6.2026 – Madison at Mountain Valley |
4 pm |
| 5.11.2026 – Spruce Mountain 15, Madison 1 |
| 5.13.2026 – Maranacook at Madison |
4 pm |
| 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 |
| 5.19.2026 – Madison at Monmouth Academy |
4 pm |
| 5.21.2026 – Madison 11, Maranacook 0 |
| 5.22.2026 – Dirigo 13, Madison 2 |
| 5.25.2026 – Oak Hill at Madison |
4 pm |
| 5.26.2026 – Monmouth Academy 5, Madison 0 |
| 5.27.2026 – Madison 9, Mount Abram 4 |
| 5.28.2026 – Madison 3, Hall-Dale 0 |
| 5.28.2026 – Oak Hill 21, Madison 1 |
| 5.28.2026 – Hall-Dale at Madison |
4 pm |
