| All Schools |
| |
| Field Hockey |
| 8.31.2023 – Old Town 1, Hermon 0 |
| 9.06.2023 – Dexter/Central 1, Old Town 0 |
| 9.08.2023 – Old Town 3, Hampden Academy 2 |
| 9.11.2023 – Old Town 3, Schenck/Stearns 0 |
| 9.14.2023 – Orono 3, Old Town 2 |
| 9.19.2023 – Old Town 2, Piscataquis 0 |
| 9.20.2023 – Orono 1, Old Town 0 |
| 9.26.2023 – Old Town 2, John Bapst 1 |
| 9.29.2023 – Brewer 2, Old Town 0 |
| 10.03.2023 – Old Town 3, Hermon 2 |
| 10.07.2023 – Bangor 1, Old Town 0 |
| 10.12.2023 – Erskine Academy 2, Old Town 1 |
| 10.14.2023 – John Bapst 3, Old Town 1 |
| 10.17.2023 – Old Town 2, Mattanawcook/Lee 1 |
| 10.24.2023 – Cony 6, Old Town 0 |
| |
| Football |
| 9.01.2023 – Winslow 25, Old Town 7 |
| 9.08.2023 – Poland Regional 16, Old Town 0 |
| 9.15.2023 – Belfast 14, Old Town 7 |
| 9.22.2023 – John Bapst 31, Old Town 6 |
| 9.29.2023 – Hampden Academy 42, Old Town 13 |
| 10.06.2023 – Hermon 34, Old Town 0 |
| 10.13.2023 – Old Town 6, Madison 0 |
| 10.20.2023 – Hall-Dale/Winthrop/Maranacook 42, Old Town 6 |
| 10.31.2023 – Old Town 14, Belfast 12 |
| 11.04.2023 – John Bapst 28, Old Town 14 |
| |
| Soccer - Boys |
| 9.05.2023 – Caribou 4, Old Town 1 |
| 9.09.2023 – Hermon 4, Old Town 3 |
| 9.13.2023 – Old Town 2, Orono 0 |
| 9.15.2023 – Ellsworth 4, Old Town 0 |
| 9.20.2023 – Old Town 1, Presque Isle 1 |
| 9.23.2023 – Caribou 3, Old Town 0 |
| 9.27.2023 – Mount Desert Island 1, Old Town 0 |
| 9.30.2023 – Old Town 6, Hermon 2 |
| 10.03.2023 – Ellsworth 4, Old Town 2 |
| 10.05.2023 – Old Town 0, Mount Desert Island 0 |
| 10.09.2023 – Presque Isle 1, Old Town 0 |
| 10.11.2023 – Old Town 5, Orono 1 |
| 10.11.2023 – Old Town 1, Presque Isle 1 |
| 10.16.2023 – John Bapst 6, Old Town 2 |
| 10.20.2023 – Gardiner 4, Old Town 0 |
| |
| Soccer - Girls |
| 9.06.2023 – Old Town 2, Caribou 0 |
| 9.09.2023 – Old Town 4, Hermon 2 |
| 9.14.2023 – Old Town 7, Orono 1 |
| 9.15.2023 – Ellsworth 2, Old Town 0 |
| 9.19.2023 – Presque Isle 1, Old Town 0 |
| 9.21.2023 – Old Town 2, John Bapst 1 |
| 9.23.2023 – Old Town 3, Caribou 0 |
| 9.26.2023 – Old Town 8, Mount Desert Island 0 |
| 9.30.2023 – Old Town 2, Hermon 2 |
| 10.04.2023 – Old Town 2, Ellsworth 2 |
| 10.09.2023 – Presque Isle 1, Old Town 0 |
| 10.12.2023 – Old Town 4, Orono 0 |
| 10.14.2023 – Old Town 9, Mount Desert Island 0 |
| 10.17.2023 – John Bapst 4, Old Town 2 |
| 10.20.2023 – Old Town 8, Belfast 0 |
| 10.24.2023 – Ellsworth 1, Old Town 0 |
