| All Schools |
| |
| Field Hockey |
| 9.05.2023 – Gorham 7, Massabesic 0 |
| 9.07.2023 – Massabesic 3, Kennebunk 0 |
| 9.11.2023 – Massabesic 4, Marshwood 2 |
| 9.20.2023 – Massabesic 4, Portland/Deering 1 |
| 9.21.2023 – Cheverus 8, Massabesic 0 |
| 9.25.2023 – Massabesic 1, Scarborough 0 |
| 9.27.2023 – Massabesic 3, Windham 1 |
| 9.29.2023 – Falmouth 3, Massabesic 0 |
| 10.02.2023 – Bonny Eagle 2, Massabesic 2 |
| 10.03.2023 – Massabesic 5, South Portland/Westbrook 2 |
| 10.05.2023 – Sanford 2, Massabesic 1 |
| 10.09.2023 – Massabesic 3, Kennebunk 0 |
| 10.13.2023 – Biddeford 3, Massabesic 0 |
| 10.17.2023 – Noble 1, Massabesic 0 |
| 10.20.2023 – Massabesic 2, Marshwood 0 |
| 10.25.2023 – Cheverus 3, Massabesic 0 |
| |
| Football |
| 9.01.2023 – Bonny Eagle 50, Massabesic 3 |
| 9.09.2023 – Kennebunk 38, Massabesic 6 |
| 9.15.2023 – Noble 29, Massabesic 23 |
| 9.23.2023 – Massabesic 34, Westbrook 33 |
| 9.29.2023 – Marshwood 42, Massabesic 7 |
| 10.06.2023 – Massabesic 17, Deering 14 |
| 10.13.2023 – Massabesic 56, Biddeford 32 |
| 10.20.2023 – Massabesic 42, Gorham 12 |
| 11.06.2023 – Massabesic 14, Marshwood 7 |
| 11.11.2023 – Kennebunk 36, Massabesic 17 |
TBA 11.11.2023 – Massabesic at Kennebunk |
| |
| Soccer - Boys |
| 8.31.2023 – Sanford 4, Massabesic 0 |
| 9.05.2023 – Massabesic 3, Noble 2 |
| 9.07.2023 – Bonny Eagle 5, Massabesic 1 |
| 9.14.2023 – Gorham 6, Massabesic 0 |
| 9.15.2023 – Cheverus 5, Massabesic 4 |
| 9.19.2023 – Kennebunk 4, Massabesic 0 |
| 9.26.2023 – Thornton Academy 7, Massabesic 0 |
| 9.28.2023 – Windham 9, Massabesic 0 |
| 9.30.2023 – South Portland 8, Massabesic 0 |
| 10.03.2023 – Westbrook 7, Massabesic 0 |
| 10.05.2023 – Biddeford 4, Massabesic 1 |
| 10.09.2023 – Portland 11, Massabesic 0 |
| 10.12.2023 – Falmouth 3, Massabesic 0 |
| 10.17.2023 – Noble 2, Massabesic 1 |
| |
| Soccer - Girls |
| 8.31.2023 – Noble 4, Massabesic 0 |
| 9.06.2023 – Westbrook 3, Massabesic 3 |
| 9.08.2023 – Deering 3, Massabesic 0 |
| 9.13.2023 – Portland 4, Massabesic 0 |
| 9.20.2023 – Thornton Academy 4, Massabesic 0 |
| 9.23.2023 – South Portland 5, Massabesic 0 |
| 9.25.2023 – Bonny Eagle 8, Massabesic 0 |
| 9.29.2023 – Sanford 6, Massabesic 0 |
| 10.02.2023 – Biddeford 2, Massabesic 1 |
| 10.04.2023 – Marshwood 4, Massabesic 1 |
| 10.09.2023 – Cheverus 8, Massabesic 0 |
| 10.11.2023 – Falmouth 9, Massabesic 1 |
| 10.14.2023 – Kennebunk 1, Massabesic 0 |
| 10.16.2023 – Westbrook 4, Massabesic 2 |
