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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2021 – Erskine Academy 2, Gardiner 0 |
| 9.07.2021 – Erskine Academy 5, Maranacook 1 |
| 9.11.2021 – Erskine Academy 2, Medomak Valley 1 |
| 9.14.2021 – Erskine Academy 2, Lincoln Academy 1 |
| 9.18.2021 – Erskine Academy 6, Oceanside 1 |
| 9.30.2021 – Leavitt 1, Erskine Academy 1 |
| 10.05.2021 – Gardiner 3, Erskine Academy 2 |
| 10.07.2021 – Erskine Academy 6, Oceanside 1 |
| 10.12.2021 – Erskine Academy 2, Lincoln Academy 1 |
| 10.14.2021 – Medomak Valley 1, Erskine Academy 0 |
| 10.19.2021 – Cony 0, Erskine Academy 0 |
| 10.22.2021 – Erskine Academy 5, Poland Regional 0 |
| 10.26.2021 – Cape Elizabeth 5, Erskine Academy 1 |
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