| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 2021-08-27 | A | W | James Wood (VA) | 34 | Sherando (VA) (5) | 20 | Hx 1051 | |
| 2021-09-10 | A | W | James Wood (VA) | 34 | Pulaski County (VA) (4) | 33 | Hx 1156 | |
| 2021-09-17 | H | W | James Wood (VA) | 37 | Brentsville District (VA) (1) | 15 | Hx 1053 | |
| 2021-09-24 | A | L | James Wood (VA) | 28 | Kettle Run (VA) (3) | 42 | Hx 1054 | |
| 2021-10-01 | H | W | James Wood (VA) | 52 | North Hagerstown (MD) (2) | 0 | Hx 912 | |
| 2021-10-08 | A | L | James Wood (VA) | 14 | Jefferson (10) | 33 | Hx 114 | |
| 2021-10-15 | H | W | James Wood (VA) | 42 | Liberty Bealton (VA) (0) | 24 | Hx 1055 | |
| 2021-10-22 | H | W | James Wood (VA) | 23 | Fauquier (VA) (2) | 0 | Hx 1056 | |
| 2021-10-29 | A | W | James Wood (VA) | 56 | Millbrook (VA) (1) | 7 | Hx 1057 | |
| 2021-11-05 | H | L | James Wood (VA) | 14 | Handley (VA) (3) | 26 | Hx 1058 |