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| All Schools |
| All Sports |
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| Basketball - Boys | | 12.10.2022 – Boothbay Region 66, Madison 48 |
| 12.13.2022 – Dirigo 58, Boothbay Region 36 |
| 12.17.2022 – Boothbay Region 55, Lisbon 44 |
| 12.20.2022 – Old Orchard Beach 71, Boothbay Region 54 |
| 12.22.2022 – Boothbay Region 54, Winthrop 45 |
| 1.03.2023 – Spruce Mountain 69, Boothbay Region 43 |
| 1.07.2023 – Boothbay Region 55, Oak Hill 43 |
| 1.09.2023 – Mount Abram 66, Boothbay Region 55 |
| 1.11.2023 – Boothbay Region 69, Wiscasset 20 |
| 1.18.2023 – Boothbay Region 74, Buckfield 54 |
| 1.25.2023 – Monmouth Academy 72, Boothbay Region 39 |
| 1.26.2023 – Boothbay Region 51, Hall-Dale 47 |
| 1.28.2023 – Boothbay Region 53, Waynflete 27 |
| 1.31.2023 – Boothbay Region 61, Mountain Valley 46 |
| 2.02.2023 – Boothbay Region 45, Carrabec 41 |
| 2.06.2023 – Boothbay Region 67, Wiscasset 35 |
| 2.07.2023 – Boothbay Region 64, Telstar 22 |
| 2.08.2023 – Richmond 60, Boothbay Region 54 |
| 2.15.2023 – Traip Academy 68, Boothbay Region 53 |
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