| Date | H/A | W/L | Team | Score | Opponent | Score | |
| 2008-09-05 | A | W | Princeton | 15 | Bluefield (6) | 13 | 876 |
| 2008-09-12 | H | W | Princeton | 41 | St. Albans (4) | 14 | 811 |
| 2008-09-19 | A | L | Princeton | 13 | Woodrow Wilson (5) | 30 | 861 |
| 2008-09-26 | A | L | Princeton | 34 | Ripley (3) | 38 | 818 |
| 2008-10-03 | H | W | Princeton | 28 | Huntington (1) | 21 | 812 |
| 2008-10-10 | A | L | Princeton | 10 | George Washington (9) | 49 | 723 |
| 2008-10-17 | A | L | Princeton | 20 | Capital (9) | 21 | 705 |
| 2008-10-24 | H | L | Princeton | 21 | Riverside (3) | 35 | 813 |
| 2008-10-31 | H | L | Princeton | 17 | Greenbrier East (2) | 24 | 814 |
| 2008-11-07 | A | L | Princeton | 17 | Nitro (2) | 35 | 792 |