| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-09-05 | A | W | Sherando (VA) | 37 | Musselman (5) | 10 | 780 |
| 2008-09-12 | H | W | Sherando (VA) | 49 | Hedgesville (1) | 0 | 1294 |
| 2008-09-19 | H | L | Sherando (VA) | 5 | Warren County (VA) (2) | 7 | 1657 |
| 2008-09-27 | A | L | Sherando (VA) | 19 | Handley (VA) (3) | 21 | 1629 |
| 2008-10-04 | H | W | Sherando (VA) | 47 | Woodstock Central (VA) (1) | 7 | 1631 |
| 2008-10-10 | A | W | Sherando (VA) | 44 | Skyline (VA) (0) | 20 | 1630 |
| 2008-10-17 | H | L | Sherando (VA) | 14 | James Wood (VA) (5) | 17 | 1632 |
| 2008-10-24 | H | W | Sherando (VA) | 46 | Brentsville District (VA) (0) | 7 | 1633 |
| 2008-10-31 | A | L | Sherando (VA) | 17 | Millbrook (VA) (1) | 24 | 1634 |
| 2008-11-07 | H | W | Sherando (VA) | 43 | Kettle Run (VA) (0) | 0 | 1635 |