| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-08-29 | A | L | Woodstock Central (VA) | 27 | Jackson (VA) (1) | 29 | 1850 |
| 2008-09-05 | H | W | Woodstock Central (VA) | 29 | Strasburg (VA) (0) | 0 | 1851 |
| 2008-09-12 | H | L | Woodstock Central (VA) | 6 | Musselman (5) | 34 | 1360 |
| 2008-09-19 | A | L | Woodstock Central (VA) | 0 | Skyline (VA) (0) | 36 | 1852 |
| 2008-09-26 | H | L | Woodstock Central (VA) | 6 | James Wood (VA) (5) | 34 | 1853 |
| 2008-10-04 | A | L | Woodstock Central (VA) | 7 | Sherando (VA) (5) | 47 | 1631 |
| 2008-10-10 | H | L | Woodstock Central (VA) | 6 | Handley (VA) (3) | 23 | 1854 |
| 2008-10-17 | A | L | Woodstock Central (VA) | 14 | Warren County (VA) (2) | 30 | 1855 |
| 2008-10-24 | H | L | Woodstock Central (VA) | 19 | Millbrook (VA) (1) | 34 | 1856 |
| 2008-10-31 | A | L | Woodstock Central (VA) | 20 | Brentsville District (VA) (0) | 47 | 1857 |