| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-08-23 | H | W | Rappahannock County (VA) | 26 | Clear Spring (MD) (0) | 12 | 1930 |
| 2008-08-29 | A | L | Rappahannock County (VA) | 18 | East Hardy (2) | 39 | 1094 |
| 2008-09-05 | A | W | Rappahannock County (VA) | 7 | Hancock (MD) (0) | 0 | 1931 |
| 2008-09-13 | H | L | Rappahannock County (VA) | 6 | Roanoke Catholic (VA) (6) | 34 | 1932 |
| 2008-09-20 | A | L | Rappahannock County (VA) | 16 | Bishop Walsh (MD) (2) | 47 | 1933 |
| 2008-10-03 | A | L | Rappahannock County (VA) | 6 | Chincoteague (VA) (1) | 19 | 1934 |
| 2008-10-11 | H | L | Rappahannock County (VA) | 6 | Moorefield (7) | 54 | 1965 |
| 2008-10-25 | H | W | Rappahannock County (VA) | 38 | Massanutten Mil. Acad. (VA) (0) | 6 | 1935 |