| All Schools |
| |
| Field Hockey |
| 9.01.2021 – Dexter 5, Schenck/Stearns 1 |
| 9.03.2021 – Dexter 3, Central 0 |
| 9.07.2021 – Maine Central Institute 5, Dexter 1 |
| 9.17.2021 – Foxcroft Academy 2, Dexter 0 |
4 PM 10.07.2021 – Dexter at Piscataquis |
4 PM 10.12.2021 – Maine Central Institute at Dexter |
| 10.14.2021 – Foxcroft Academy 3, Dexter 0 |
| 10.22.2021 – Spruce Mountain 2, Dexter 1 |
| |
| Football |
| 9.04.2021 – Waterville 60, Dexter 24 |
| 9.10.2021 – Dexter 36, Schenck/Stearns 14 |
| 10.02.2021 – Dexter 48, Orono 13 |
| 10.08.2021 – Dexter 50, Ellsworth/Sumner 24 |
| 10.15.2021 – Mattanawcook/Lee/Penobscot 52, Dexter 20 |
| 10.23.2021 – Dexter 51, Orono 14 |
| 10.29.2021 – Dexter 60, Houl/Hodg/H. Christ/S. Aroos. 32 |
| 11.06.2021 – Dexter 22, Schenck/Stearns 6 |
| 11.13.2021 – Dexter 34, Maranacook 30 |
| |
| Soccer - Boys |
4 PM 10.07.2021 – Penquis Valley at Dexter |
4 PM 10.18.2021 – Dexter at Central |
| |
| Soccer - Girls |
| 9.18.2021 – Bucksport 5, Dexter 0 |
| 9.21.2021 – Foxcroft Academy 3, Dexter 0 |
4 PM 10.08.2021 – Penquis Valley at Dexter |
4 PM 10.12.2021 – Dexter at Central |
4 PM 10.14.2021 – Foxcroft Academy at Dexter |
11 AM 10.16.2021 – Dexter at Bucksport |
| 10.22.2021 – Dexter 3, Washington Academy 1 |
| 10.27.2021 – Fort Kent 2, Dexter 0 |
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