| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-10-04 | H | L | Massanutten Mil. Acad. (VA) | 20 | Roanoke Catholic (VA) (6) | 63 | 1947 |
| 2008-10-25 | A | L | Massanutten Mil. Acad. (VA) | 6 | Rappahannock County (VA) (3) | 38 | 1935 |
| 2008-11-01 | A | Massanutten Mil. Acad. (VA) | Randolph-Macon Acad. (VA) (0) | 1936 |