| All Schools |
| |
| Basketball - Boys |
| 12.13.2022 – Saint Dominic 57, Islesboro 32 |
| 12.15.2022 – Islesboro 51, Pine Tree Academy 39 |
| 12.19.2022 – Valley 66, Islesboro 44 |
| 12.22.2022 – Sacopee Valley 47, Islesboro 25 |
| 12.30.2022 – Sacopee Valley 50, Islesboro 27 |
| 1.07.2023 – Islesboro 58, Temple 37 |
| 1.21.2023 – Searsport 55, Islesboro 26 |
| 1.24.2023 – Temple 55, Islesboro 54 |
| 1.25.2023 – Forest Hills 72, Islesboro 28 |
| 1.28.2023 – Richmond 70, Islesboro 35 |
| 1.30.2023 – Islesboro 46, Pine Tree Academy 30 |
| 1.31.2023 – Islesboro 64, North Haven 29 |
| 2.06.2023 – Islesboro 69, North Haven 29 |
| 2.07.2023 – Islesboro 52, Pine Tree Academy 29 |
| 2.09.2023 – Islesboro 73, North Haven 20 |
| 2.10.2023 – Islesboro 57, Searsport 54 |
| 2.18.2023 – Greenville 44, Islesboro 32 |
| |
| Basketball - Girls |
| 12.13.2022 – Saint Dominic 40, Islesboro 19 |
| 12.15.2022 – Pine Tree Academy 31, Islesboro 27 |
| 12.19.2022 – Valley 66, Islesboro 31 |
| 12.22.2022 – Sacopee Valley 50, Islesboro 13 |
| 12.30.2022 – Sacopee Valley 54, Islesboro 13 |
| 1.07.2023 – Islesboro 32, Temple 24 |
| 1.21.2023 – Searsport 45, Islesboro 31 |
| 1.24.2023 – Temple 31, Islesboro 22 |
| 1.25.2023 – Forest Hills 50, Islesboro 11 |
| 1.28.2023 – Richmond 56, Islesboro 9 |
| 1.30.2023 – Pine Tree Academy 45, Islesboro 26 |
| 1.31.2023 – Islesboro 38, North Haven 36 |
| 2.06.2023 – Islesboro 45, North Haven 27 |
| 2.07.2023 – Pine Tree Academy 37, Islesboro 33 |
| 2.09.2023 – Islesboro 58, North Haven 31 |
| 2.10.2023 – Searsport 46, Islesboro 15 |
| 2.18.2023 – Valley 68, Islesboro 19 |
| |
| Soccer - Boys |
| 9.13.2022 – Islesboro 6, Chop Point 0 |
| 9.15.2022 – Islesboro 4, Portland Christian 1 |
| 9.29.2022 – Islesboro 4, Pine Tree Academy 3 |
| 9.30.2022 – Chop Point 2, Islesboro 0 |
| 10.08.2022 – Islesboro 6, Portland Christian 0 |
| 10.11.2022 – Islesboro 9, Pine Tree Academy 1 |
| 10.13.2022 – Richmond 2, Islesboro 0 |
| 10.26.2022 – Islesboro 1, Rangeley 0 |
| 10.28.2022 – Islesboro 2, Chop Point 0 |
| 11.01.2022 – North Yarmouth Academy 5, Islesboro 0 |
