| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 0000-00-00 | A | Jefferson | Bridgeport () | Quarterfinals OT1292 | ||||
| 2021-08-27 | H | W | Jefferson | 55 | Millbrook (VA) () | 23 | 108 | |
| 2021-09-03 | A | W | Jefferson | 41 | Sherando (VA) () | 14 | 109 | |
| 2021-09-10 | A | W | Jefferson | 47 | Musselman () | 12 | 110 | |
| 2021-09-17 | H | W | Jefferson | 34 | Spring Mills () | 7 | 111 | |
| 2021-09-24 | A | W | Jefferson | 56 | North Hagerstown (MD) () | 13 | 112 | |
| 2021-10-01 | H | W | Jefferson | 64 | South Hagerstown (MD) () | 0 | 113 | |
| 2021-10-08 | H | W | Jefferson | 33 | James Wood (VA) () | 14 | 114 | |
| 2021-10-22 | A | L | Jefferson | 3 | Martinsburg () | 42 | 115 | |
| 2021-10-29 | H | W | Jefferson | 43 | Hedgesville () | 7 | 96 | |
| 2021-11-05 | A | W | Jefferson | 47 | Washington () | 13 | 116 | |
| 2021-11-13 | H | W | Jefferson | 31 | Hurricane () | 18 | 6-11 1st RD | 1287 |
| 2021-11-20 | A | L | Jefferson | 49 | Bridgeport () | 74 | Quarterfinals | 1298 |