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