| Date | H/A | W/L | Team | Score | Opponent | Score | ||
| 2021-08-27 | H | L | Oak Hill | 25 | Nicholas County (6) | 27 | Hx 160 | |
| 2021-09-03 | H | W | Oak Hill | 54 | Westside (1) | 6 | Hx 161 | |
| 2021-09-10 | A | L | Oak Hill | 30 | Princeton (4) | 55 | Hx 162 | |
| 2021-09-17 | H | L | Oak Hill | 41 | Lincoln County (2) | 44 | Hx 127 | |
| 2021-09-24 | A | W | Oak Hill | 47 | Ripley (1) | 26 | Hx 163 | |
| 2021-10-01 | H | L | Oak Hill | 16 | Cabell Midland (11) | 56 | Hx 52 | |
| 2021-10-08 | A | W | Oak Hill | 23 | Greenbrier East (6) | 3 | Hx 74 | |
| 2021-10-22 | H | L | Oak Hill | 21 | Bluefield (7) | 41 | Hx 164 | |
| 2021-10-29 | A | L | Oak Hill | 10 | Woodrow Wilson (4) | 49 | Hx 165 | |
| 2021-11-05 | A | L | Oak Hill | 21 | University (10) | 63 | Hx 166 |