| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-08-29 | A | L | Oak Hill | 29 | Fayetteville (9) | 48 | 1099 |
| 2008-09-05 | H | L | Oak Hill | 20 | Mt. Hope (9) | 28 | 958 |
| 2008-09-12 | H | L | Oak Hill | 30 | James Monroe (6) | 34 | 959 |
| 2008-09-19 | H | L | Oak Hill | 22 | Greenbrier West (3) | 62 | 960 |
| 2008-09-26 | A | L | Oak Hill | 12 | Bluefield (6) | 51 | 877 |
| 2008-10-03 | H | W | Oak Hill | 14 | Shady Spring (6) | 7 | 961 |
| 2008-10-10 | H | L | Oak Hill | 12 | Webster County (7) | 16 | 962 |
| 2008-10-17 | A | L | Oak Hill | 6 | Nicholas County (3) | 41 | 787 |
| 2008-10-31 | A | W | Oak Hill | 19 | PikeView (1) | 18 | 975 |
| 2008-11-07 | A | W | Oak Hill | 46 | Mt. View (1) | 12 | 953 |