| All Schools |
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| Field Hockey |
| 9.01.2021 – Fryeburg Academy 5, Poland Regional 1 |
| 9.17.2021 – Lake Region 5, Poland Regional 0 |
| 9.21.2021 – Freeport 2, Poland Regional 1 |
| 9.23.2021 – Yarmouth 1, Poland Regional 0 |
| 9.27.2021 – Poland Regional 1, Gray-New Gloucester 0 |
| 9.29.2021 – Fryeburg Academy 2, Poland Regional 1 |
| 10.01.2021 – York 7, Poland Regional 0 |
| 10.07.2021 – Greely 1, Poland Regional 0 |
| 10.11.2021 – Cape Elizabeth 5, Poland Regional 0 |
| 10.13.2021 – Lake Region 3, Poland Regional 1 |
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| Football |
| 10.08.2021 – Oak Hill 35, Poland Regional 20 |
7 PM 10.15.2021 – Poland Regional at Foxcroft Academy |
| 10.15.2021 – Poland Regional 16, Foxcroft Academy 4 |
7 PM 10.22.2021 – John Bapst at Poland Regional |
1:30 PM 10.30.2021 – Poland Regional at Lisbon/St. Dominic |
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| Soccer - Boys |
| 9.03.2021 – Greely 10, Poland Regional 0 |
| 9.08.2021 – Sacopee Valley 3, Poland Regional 2 |
| 9.11.2021 – Lake Region 5, Poland Regional 1 |
| 9.14.2021 – Gray-New Gloucester 7, Poland Regional 0 |
| 9.18.2021 – Yarmouth 5, Poland Regional 0 |
| 9.21.2021 – Wells 2, Poland Regional 0 |
| 9.25.2021 – Poland Regional 3, Saint Dominic 2 |
| 9.28.2021 – Cape Elizabeth 9, Poland Regional 0 |
| 10.05.2021 – Lake Region 7, Poland Regional 3 |
| 10.07.2021 – Poland Regional 1, Saint Dominic 0 |
| 10.09.2021 – Wells 4, Poland Regional 1 |
6 PM 10.12.2021 – Fryeburg Academy at Poland Regional |
6 PM 10.14.2021 – Freeport at Poland Regional |
| 10.18.2021 – Gray-New Gloucester 1, Poland Regional 0 |
6 PM 10.19.2021 – Poland Regional at Gray-New Gloucester |
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| Soccer - Girls |
| 9.03.2021 – Greely 8, Poland Regional 0 |
| 9.07.2021 – Wells 7, Poland Regional 0 |
| 9.14.2021 – Gray-New Gloucester 4, Poland Regional 2 |
| 9.21.2021 – Old Orchard Beach 5, Poland Regional 2 |
| 10.05.2021 – Lake Region 3, Poland Regional 0 |
| 10.09.2021 – Wells 5, Poland Regional 2 |
3:15 PM 10.12.2021 – Poland Regional at Fryeburg Academy |
6 PM 10.15.2021 – Freeport at Poland Regional |
| 10.18.2021 – Gray-New Gloucester 6, Poland Regional 1 |
6 PM 10.19.2021 – Gray-New Gloucester at Poland Regional |
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