| All Schools |
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| Field Hockey |
| 9.08.2021 – Massabesic 2, Windham 1 |
| 9.11.2021 – Massabesic 5, Thornton Academy 2 |
| 9.14.2021 – Massabesic 2, Noble 0 |
| 9.16.2021 – Massabesic 2, Gorham 1 |
| 9.20.2021 – Massabesic 2, South Portland 0 |
| 9.24.2021 – Massabesic 3, Falmouth 2 |
| 9.28.2021 – Massabesic 5, Marshwood 2 |
| 10.06.2021 – Biddeford 2, Massabesic 1 |
11:30 AM 10.09.2021 – Massabesic at Sanford |
| 10.12.2021 – Massabesic 2, Kennebunk 1 |
| 10.14.2021 – Cheverus 3, Massabesic 2 |
7 PM 10.19.2021 – Portland/Deering at Massabesic |
| |
| Football |
| 9.10.2021 – South Portland 26, Massabesic 0 |
| 9.17.2021 – Massabesic 58, Deering 14 |
| 10.01.2021 – Gorham 28, Massabesic 0 |
| 10.09.2021 – Oxford Hills 77, Massabesic 0 |
| 10.15.2021 – Kennebunk 48, Massabesic 7 |
6 PM 10.22.2021 – Massabesic at Biddeford |
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| Soccer - Boys |
| 9.08.2021 – Falmouth 7, Massabesic 0 |
| 9.10.2021 – Bonny Eagle 3, Massabesic 0 |
| 9.13.2021 – Cheverus 7, Massabesic 0 |
| 9.18.2021 – Biddeford 6, Massabesic 2 |
| 9.22.2021 – Thornton Academy 4, Massabesic 0 |
| 9.29.2021 – Scarborough 9, Massabesic 0 |
| 10.02.2021 – South Portland 10, Massabesic 1 |
| 10.05.2021 – Portland 12, Massabesic 0 |
6:30 PM 10.08.2021 – Massabesic at Sanford |
| 10.09.2021 – Sanford 2, Massabesic 0 |
| 10.14.2021 – Westbrook 7, Massabesic 3 |
| 10.15.2021 – Noble 8, Massabesic 0 |
| 10.18.2021 – Kennebunk 5, Massabesic 0 |
5:30 PM 10.21.2021 – Westbrook at Massabesic |
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| Soccer - Girls |
| 9.03.2021 – Marshwood 7, Massabesic 0 |
| 9.07.2021 – Falmouth 8, Massabesic 0 |
| 9.09.2021 – Bonny Eagle 3, Massabesic 0 |
| 9.16.2021 – Windham 8, Massabesic 0 |
| 9.18.2021 – Biddeford 5, Massabesic 1 |
| 9.21.2021 – Thornton Academy 4, Massabesic 0 |
| 9.23.2021 – Massabesic 5, Westbrook 1 |
| 9.28.2021 – Scarborough 10, Massabesic 1 |
| 9.30.2021 – South Portland 3, Massabesic 0 |
| 10.05.2021 – Portland 7, Massabesic 1 |
6 PM 10.07.2021 – Sanford at Massabesic |
7 PM 10.11.2021 – Noble at Massabesic |
6 PM 10.13.2021 – Noble at Massabesic |
| 10.19.2021 – Kennebunk 5, Massabesic 0 |
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