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| All Schools |
| All Sports |
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| Basketball - Girls | | 12.09.2023 – Winthrop 72, Boothbay Region 16 |
| 12.12.2023 – Saint Dominic 38, Boothbay Region 30 |
| 12.15.2023 – Hall-Dale 88, Boothbay Region 45 |
| 12.21.2023 – Boothbay Region 41, Traip Academy 39 |
| 12.23.2023 – Sacopee Valley 42, Boothbay Region 21 |
| 1.02.2024 – Waynflete 65, Boothbay Region 44 |
| 1.03.2024 – Boothbay Region 46, Lisbon 10 |
| 1.05.2024 – Maranacook 59, Boothbay Region 22 |
| 1.08.2024 – Boothbay Region 61, Oak Hill 51 |
| 1.12.2024 – Mountain Valley 55, Boothbay Region 33 |
6 pm 1.16.2024 – Richmond at Boothbay Region |
| 1.18.2024 – Boothbay Region 48, Telstar 41 |
| 1.20.2024 – Dirigo 50, Boothbay Region 45 |
| 1.23.2024 – Richmond 63, Boothbay Region 19 |
6 pm 1.24.2024 – Boothbay Region at Oak Hill |
6 pm 1.26.2024 – Kents Hill at Boothbay Region |
6:30 pm 1.29.2024 – Boothbay Region at Madison |
6:30 pm 1.31.2024 – Monmouth Academy at Boothbay Region |
6 pm 2.05.2024 – Boothbay Region at Mount Abram |
6 pm 2.07.2024 – Spruce Mountain at Boothbay Region |
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