| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 0000-00-00 | A | Jefferson | Bridgeport (8) | Quarterfinals OT Hx 1292 | ||||
| 2021-08-27 | H | W | Jefferson | 55 | Millbrook (VA) (1) | 23 | Hx 108 | |
| 2021-09-03 | A | W | Jefferson | 41 | Sherando (VA) (5) | 14 | Hx 109 | |
| 2021-09-10 | A | W | Jefferson | 47 | Musselman (3) | 12 | Hx 110 | |
| 2021-09-17 | H | W | Jefferson | 34 | Spring Mills (3) | 7 | Hx 111 | |
| 2021-09-24 | A | W | Jefferson | 56 | North Hagerstown (MD) (2) | 13 | Hx 112 | |
| 2021-10-01 | H | W | Jefferson | 64 | South Hagerstown (MD) (4) | 0 | Hx 113 | |
| 2021-10-08 | H | W | Jefferson | 33 | James Wood (VA) (7) | 14 | Hx 114 | |
| 2021-10-22 | A | L | Jefferson | 3 | Martinsburg (13) | 42 | Hx 115 | |
| 2021-10-29 | H | W | Jefferson | 43 | Hedgesville (3) | 7 | Hx 96 | |
| 2021-11-05 | A | W | Jefferson | 47 | Washington (5) | 13 | Hx 116 | |
| 2021-11-13 | H | W | Jefferson | 31 | Hurricane (5) | 18 | 6-11 1st RD | Hx 1287 |
| 2021-11-20 | A | L | Jefferson | 49 | Bridgeport (8) | 74 | Quarterfinals | Hx 1298 |