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| All Schools |
| All Sports |
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| Soccer - Boys | | 9.03.2021 – Sacopee Valley 2, Traip Academy 0 |
| 9.10.2021 – Waynflete 2, Traip Academy 0 |
| 9.18.2021 – Traip Academy 2, North Yarmouth Academy 0 |
| 9.21.2021 – York 4, Traip Academy 0 |
| 9.25.2021 – Traip Academy 3, Wells 1 |
| 9.30.2021 – Traip Academy 6, Richmond 1 |
| 10.05.2021 – Traip Academy 2, Sacopee Valley 1 |
| 10.07.2021 – Fryeburg Academy 3, Traip Academy 1 |
4 PM 10.12.2021 – Traip Academy at Saint Dominic |
| 10.14.2021 – Waynflete 1, Traip Academy 0 |
| 10.18.2021 – North Yarmouth Academy 2, Traip Academy 1 |
| 10.22.2021 – Traip Academy 8, Winthrop 1 |
| 10.27.2021 – Lisbon 2, Traip Academy 1 |
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