| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-09-05 | H | W | Boonsboro (MD) | 26 | Crossland (MD) (0) | 14 | 1808 |
| 2008-09-12 | H | W | Boonsboro (MD) | 40 | Southern Garrett County (MD) (1) | 0 | 1746 |
| 2008-09-19 | H | W | Boonsboro (MD) | 55 | Poolesville (MD) (0) | 0 | 1809 |
| 2008-09-26 | A | W | Boonsboro (MD) | 15 | Key (MD) (0) | 8 | 1810 |
| 2008-10-03 | A | W | Boonsboro (MD) | 48 | South Carroll (MD) (0) | 7 | 1811 |
| 2008-10-10 | H | W | Boonsboro (MD) | 44 | Williamsport (MD) (0) | 6 | 1812 |
| 2008-10-17 | A | W | Boonsboro (MD) | 48 | Brunswick (MD) (1) | 28 | 1813 |
| 2008-10-24 | A | W | Boonsboro (MD) | 47 | Clear Spring (MD) (0) | 0 | 1814 |
| 2008-10-31 | H | W | Boonsboro (MD) | 38 | Catoctin (MD) (0) | 22 | 1815 |
| 2008-11-07 | H | L | Boonsboro (MD) | 13 | Smithburg (MD) (2) | 20 | 1816 |