| All Schools |
| |
| Field Hockey |
| 8.31.2023 – Oak Hill 3, Boothbay Region 2 |
| 9.06.2023 – Oak Hill 4, Telstar 0 |
| 9.08.2023 – Lewiston 2, Oak Hill 0 |
| 9.13.2023 – Oak Hill 2, Lisbon 2 |
| 9.20.2023 – Spruce Mountain 8, Oak Hill 0 |
| 9.22.2023 – Winthrop/Monmouth/Maranacook 6, Oak Hill 0 |
| 9.25.2023 – Hall-Dale 2, Oak Hill 0 |
| 9.28.2023 – Dirigo 1, Oak Hill 0 |
| 9.29.2023 – Oak Hill 2, Mountain Valley 1 |
| 10.02.2023 – Oak Hill 2, Boothbay Region 1 |
| 10.05.2023 – Oak Hill 0, Gray-New Gloucester/NYA 0 |
| 10.07.2023 – Oak Hill 2, Morse 1 |
| 10.11.2023 – Dirigo 5, Oak Hill 1 |
| 10.13.2023 – Lisbon 2, Oak Hill 1 |
| 10.24.2023 – Hall-Dale 2, Oak Hill 0 |
| |
| Football |
| 9.02.2023 – Wells 31, Oak Hill 0 |
| 9.09.2023 – Foxcroft Academy 49, Oak Hill 0 |
| 9.15.2023 – Poland Regional 16, Oak Hill 6 |
| 9.23.2023 – Oak Hill 20, Hall-Dale/Winthrop/Maranacook 12 |
| 9.30.2023 – Oak Hill 24, Freeport 16 |
| 10.06.2023 – Oak Hill 24, Belfast 0 |
| 10.14.2023 – Oak Hill 25, Winslow 13 |
| 10.20.2023 – Oak Hill 14, Lisbon 8 |
| 11.04.2023 – Hall-Dale/Winthrop/Maranacook 17, Oak Hill 14 |
| |
| Soccer - Boys |
| 9.05.2023 – Oak Hill 0, Monmouth Academy 0 |
| 9.12.2023 – Mount Abram 5, Oak Hill 1 |
| 9.14.2023 – Hall-Dale 4, Oak Hill 2 |
| 9.20.2023 – Oak Hill 4, Mountain Valley 0 |
| 9.22.2023 – Oak Hill 7, Winthrop 0 |
| 9.27.2023 – Monmouth Academy 4, Oak Hill 2 |
| 9.30.2023 – Oak Hill 3, Winthrop 1 |
| 10.04.2023 – Hall-Dale 1, Oak Hill 0 |
| 10.06.2023 – Poland Regional 3, Oak Hill 2 |
| 10.10.2023 – Oak Hill 1, Maranacook 0 |
| 10.11.2023 – Oak Hill 3, Mountain Valley 0 |
| 10.13.2023 – Traip Academy 3, Oak Hill 2 |
| 10.16.2023 – Oak Hill 1, Lisbon 0 |
| 10.20.2023 – Morse 4, Oak Hill 1 |
| |
| Soccer - Girls |
| 8.31.2023 – Oak Hill 2, Spruce Mountain 1 |
| 9.05.2023 – Buckfield 3, Oak Hill 0 |
| 9.15.2023 – Winthrop/Monmouth 6, Oak Hill 0 |
| 9.20.2023 – Mountain Valley 3, Oak Hill 0 |
| 9.23.2023 – Winthrop/Monmouth 5, Oak Hill 0 |
| 9.25.2023 – Maranacook 6, Oak Hill 0 |
| 9.27.2023 – Richmond 5, Oak Hill 1 |
| 9.28.2023 – Hall-Dale 8, Oak Hill 0 |
| 10.04.2023 – Hall-Dale 8, Oak Hill 0 |
| 10.07.2023 – Poland Regional 4, Oak Hill 0 |
| 10.10.2023 – Hall-Dale 8, Oak Hill 0 |
| 10.11.2023 – Mountain Valley 1, Oak Hill 0 |
| 10.12.2023 – Mount Abram 2, Oak Hill 1 |
| 10.13.2023 – Mount Abram 4, Oak Hill 1 |
| 10.16.2023 – Spruce Mountain 1, Oak Hill 0 |
