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| All Schools |
| All Sports |
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| Soccer - Girls | | 9.04.2026 – Mount Abram 6, Boothbay/Wiscasset 0 |
| 9.07.2026 – Winthrop 7, Boothbay/Wiscasset 1 |
| 9.11.2026 – Pine Tree Academy 0, Boothbay/Wiscasset 0 |
| 9.17.2026 – Monmouth Academy 8, Boothbay/Wiscasset 0 |
| 9.19.2026 – Telstar 7, Boothbay/Wiscasset 0 |
| 9.25.2026 – Oak Hill 7, Boothbay/Wiscasset 0 |
| 9.26.2026 – Boothbay/Wiscasset 3, Lisbon 1 |
| 9.29.2026 – Boothbay/Wiscasset 2, Pine Tree Academy 1 |
| 10.01.2026 – Telstar 2, Boothbay/Wiscasset 0 |
| 10.03.2026 – Spruce Mountain 11, Boothbay/Wiscasset 0 |
| 10.06.2026 – Spruce Mountain 6, Boothbay/Wiscasset 0 |
| 10.13.2026 – Maranacook 8, Boothbay/Wiscasset 0 |
| 10.17.2026 – Hall-Dale 8, Boothbay/Wiscasset 0 |
3:30 pm 10.19.2026 – Monmouth Academy at Boothbay/Wiscasset |
| 10.20.2026 – Monmouth Academy 6, Boothbay/Wiscasset 0 |
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