| All Schools |
| |
| Baseball |
| 4.21.2021 – Freeport 11, Gray-New Gloucester 1 |
| 4.22.2021 – Freeport 12, Gray-New Gloucester 1 |
| 4.28.2021 – NYA/Waynflete 12, Gray-New Gloucester 0 |
| 5.01.2021 – Lake Region 11, Gray-New Gloucester 8 |
| 5.01.2021 – Lake Region 9, Gray-New Gloucester 8 |
| 5.03.2021 – Gray-New Gloucester 10, Lake Region 0 |
| 5.07.2021 – Gray-New Gloucester 2, Old Orchard Beach 1 |
| 5.10.2021 – Poland Regional 11, Gray-New Gloucester 1 |
| 5.12.2021 – Lisbon 10, Gray-New Gloucester 0 |
| 5.14.2021 – Poland Regional 18, Gray-New Gloucester 7 |
| 5.18.2021 – Fryeburg Academy 8, Gray-New Gloucester 3 |
| 5.27.2021 – Greely 12, Gray-New Gloucester 1 |
| 6.01.2021 – Greely 11, Gray-New Gloucester 1 |
| 6.08.2021 – Gray-New Gloucester 6, Yarmouth 4 |
| 6.10.2021 – Freeport 10, Gray-New Gloucester 0 |
| |
| Basketball - Boys |
| 2.23.2021 – Gray-New Gloucester 50, Fryeburg Academy 43 |
| 2.25.2021 – Fryeburg Academy 54, Gray-New Gloucester 45 |
| 2.27.2021 – Greely 60, Gray-New Gloucester 46 |
| 3.05.2021 – Gray-New Gloucester 64, Lake Region 56 |
| 3.06.2021 – Gray-New Gloucester 70, Poland Regional 56 |
| 3.11.2021 – Gray-New Gloucester 71, Freeport 60 |
| 3.13.2021 – Oxford Hills 67, Gray-New Gloucester 59 |
| |
| Basketball - Girls |
| 2.23.2021 – Gray-New Gloucester 47, Fryeburg Academy 32 |
| 2.25.2021 – Gray-New Gloucester 57, Fryeburg Academy 19 |
| 2.27.2021 – Greely 59, Gray-New Gloucester 28 |
| 3.09.2021 – Freeport 44, Gray-New Gloucester 27 |
| 3.11.2021 – Freeport 41, Gray-New Gloucester 35 |
| 3.12.2021 – Windham 58, Gray-New Gloucester 19 |
| 3.13.2021 – South Portland 55, Gray-New Gloucester 23 |
| 3.16.2021 – South Portland 55, Gray-New Gloucester 23 |
| |
| Field Hockey |
| 9.26.2020 – Saint Dominic 4, Gray-New Gloucester 0 |
| 9.29.2020 – Windham 5, Gray-New Gloucester 0 |
| 10.02.2020 – Greely 5, Gray-New Gloucester 1 |
| 10.05.2020 – Bonny Eagle 5, Gray-New Gloucester 0 |
| 10.14.2020 – Yarmouth 5, Gray-New Gloucester 0 |
| 10.19.2020 – Yarmouth 6, Gray-New Gloucester 0 |
| 10.26.2020 – Freeport 5, Gray-New Gloucester 1 |
| |
| Soccer - Boys |
| 9.26.2020 – Gray-New Gloucester 7, Poland Regional 0 |
| 9.30.2020 – Waynflete 6, Gray-New Gloucester 1 |
| 10.06.2020 – North Yarmouth Academy 1, Gray-New Gloucester 0 |
| 10.08.2020 – Gray-New Gloucester 4, Saint Dominic 0 |
| 10.14.2020 – Lake Region 4, Gray-New Gloucester 2 |
| 10.20.2020 – Lake Region 3, Gray-New Gloucester 1 |
| 10.22.2020 – Windham 4, Gray-New Gloucester 1 |
| 10.28.2020 – Gray-New Gloucester 2, Saint Dominic 1 |
| |
| Soccer - Girls |
| 9.26.2020 – Gray-New Gloucester 6, Poland Regional 0 |
| 9.30.2020 – Waynflete 1, Gray-New Gloucester 0 |
| 10.07.2020 – Bonny Eagle 5, Gray-New Gloucester 2 |
| 10.09.2020 – Gray-New Gloucester 3, Saint Dominic 1 |
| 10.14.2020 – North Yarmouth Academy 4, Gray-New Gloucester 0 |
| 10.15.2020 – Gray-New Gloucester 3, Lake Region 0 |
| 10.19.2020 – Windham 4, Gray-New Gloucester 0 |
| 10.28.2020 – Gray-New Gloucester 2, Saint Dominic 0 |
| |
| Softball |
| 4.21.2021 – Gray-New Gloucester 15, Freeport 1 |
| 4.22.2021 – Gray-New Gloucester 16, Freeport 2 |
| 5.01.2021 – Gray-New Gloucester 7, Lake Region 2 |
| 5.01.2021 – Lake Region 6, Gray-New Gloucester 5 |
| 5.03.2021 – Gray-New Gloucester 9, Lake Region 8 |
| 5.07.2021 – Gray-New Gloucester 14, Old Orchard Beach 0 |
| 5.13.2021 – Gray-New Gloucester 13, North Yarmouth Academy 1 |
| 5.13.2021 – Gray-New Gloucester 4, North Yarmouth Academy 2 |
| 5.18.2021 – Fryeburg Academy 8, Gray-New Gloucester 3 |
| 5.22.2021 – Fryeburg Academy 11, Gray-New Gloucester 2 |
| 5.27.2021 – Gray-New Gloucester 12, Greely 11 |
| 6.01.2021 – Gray-New Gloucester 7, Greely 4 |
| 6.08.2021 – Gray-New Gloucester 8, Erskine Academy 0 |
| 6.10.2021 – Gray-New Gloucester 3, Lincoln Academy 0 |
| 6.12.2021 – Fryeburg Academy 6, Gray-New Gloucester 3 |
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