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| All Schools |
| All Sports |
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| Field Hockey | | 9.02.2021 – Scarborough 2, Falmouth 0 |
| 9.04.2021 – Scarborough 8, Portland/Deering 0 |
| 9.11.2021 – Scarborough 2, Biddeford 0 |
| 9.14.2021 – Scarborough 4, Sanford 0 |
| 9.16.2021 – Cheverus 1, Scarborough 0 |
| 9.18.2021 – Scarborough 3, Gorham 1 |
| 9.22.2021 – Scarborough 6, Bonny Eagle 0 |
| 9.24.2021 – Scarborough 1, Kennebunk 0 |
| 9.28.2021 – Scarborough 8, Westbrook 0 |
| 9.30.2021 – Scarborough 4, Windham 0 |
| 10.04.2021 – Scarborough 2, Thornton Academy 0 |
| 10.06.2021 – Scarborough 1, Noble 0 |
| 10.12.2021 – Scarborough 5, Marshwood 0 |
| 10.14.2021 – Scarborough 9, South Portland 0 |
| 10.22.2021 – Scarborough 9, Portland/Deering 0 |
| 10.27.2021 – Scarborough 2, Noble 0 |
| 10.29.2021 – Scarborough 2, Biddeford 1 |
| 11.03.2021 – Cheverus 2, Scarborough 1 |
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