| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-08-29 | A | W | James Wood (VA) | 24 | Clarke County (VA) (1) | 23 | 1858 |
| 2008-09-05 | H | W | James Wood (VA) | 31 | Washington (2) | 0 | 1271 |
| 2008-09-12 | H | L | James Wood (VA) | 20 | Loudoun County (VA) (6) | 23 | 1845 |
| 2008-09-19 | H | W | James Wood (VA) | 16 | Millbrook (VA) (1) | 6 | 1859 |
| 2008-09-26 | A | W | James Wood (VA) | 34 | Woodstock Central (VA) (1) | 6 | 1853 |
| 2008-10-03 | A | W | James Wood (VA) | 35 | Warren County (VA) (2) | 26 | 1860 |
| 2008-10-10 | H | W | James Wood (VA) | 35 | Brentsville District (VA) (0) | 14 | 1861 |
| 2008-10-17 | A | W | James Wood (VA) | 17 | Sherando (VA) (5) | 14 | 1632 |
| 2008-10-24 | A | W | James Wood (VA) | 27 | Skyline (VA) (0) | 6 | 1862 |
| 2008-10-31 | H | L | James Wood (VA) | 10 | Handley (VA) (3) | 17 | 1863 |