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| Field Hockey | 4 pm 9.04.2026 – Dirigo at Boothbay Region |
| 9.09.2026 – Boothbay Region 11, Waterville 0 |
11 am 9.12.2026 – Boothbay Region at Sacopee Valley |
| 9.14.2026 – Boothbay Region 4, Hall-Dale/Monmouth 0 |
| 9.16.2026 – Spruce Mountain 2, Boothbay Region 1 |
| 9.18.2026 – Boothbay Region 3, Mountain Valley 2 |
| 9.21.2026 – Boothbay Region 4, Sacopee Valley 0 |
| 9.23.2026 – Lisbon 2, Boothbay Region 1 |
3:30 pm 9.28.2026 – Oak Hill at Boothbay Region |
| 9.30.2026 – Winthrop 2, Boothbay Region 1 |
| 10.02.2026 – Mountain Valley 2, Boothbay Region 1 |
| 10.05.2026 – Boothbay Region 10, Telstar 0 |
3:30 pm 10.07.2026 – Hall-Dale/Monmouth at Boothbay Region |
| 10.14.2026 – Boothbay Region 3, Dirigo 2 |
| 10.15.2026 – Boothbay Region 3, Hall-Dale/Monmouth 1 |
| 10.19.2026 – Boothbay Region 10, Telstar 0 |
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