| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||||
| 2001 | 11/16 | 2A | Washington & Lee | 30 | Malcolm Lewis | Nandua | 0 | Tony Washington | Montross | |||||||
| 2001 | 11/16 | 2A | Madison County | 31 | Eddie Dean | Lunenburg Central | 30 | Chippe Chappell | Victoria | Charger Stadium | ||||||
| 2001 | 11/16 | 2A | Floyd County | 25 | Winfred Beale | Giles | 12 | Steve Ragsdale | Pearisburg | Stephen C. Ragsdale Field | ||||||
| 2001 | 11/16 | 2A | Chilhowie | 28 | Larry Russell | Grayson County | 15 | Bill Strong | Chilhowie | |||||||
| 2001 | 11/16 | 2A | Buffalo Gap | 34 | Rob Maxwell | Buckingham County | 16 | Craig Gill | Swoope | |||||||
| 2001 | 11/17 | 2A | Gate City | 49 | Nick Colobro | Haysi | 12 | James Colley | Haysi | |||||||
| 2001 | 11/17 | 2A | Powell Valley | 44 | Phil Robbins | J. J. Kelly | 0 | Kevin Saunders | Big Stone Gap | Bullitt Park | ||||||
| 2001 | 11/17 | 2A | Essex | 21 | Todd Jones | King William | 18 | Roger Brookes | King William | |||||||
| 2001 | 11/23 | 2A | Floyd County | 17 | Winfred Beale | Chilhowie | 14 | Larry Russell | Chilhowie | |||||||
| 2001 | 11/24 | 2A | Washington & Lee | 46 | Malcolm Lewis | Essex | 19 | Todd Jones | Montross | |||||||
| 2001 | 11/24 | 2A | Gate City | 27 | Nick Colobro | Powell Valley | 20 | Phil Robbins | Big Stone Gap | Bullitt Park | ||||||
| 2001 | 11/24 | 2A | Buffalo Gap | 28 | Rob Maxwell | Madison County | 21 | Eddie Dean | Swoope | |||||||
| 2001 | 12/1 | 2A | Floyd County | 17 | Winfred Beale | Gate City | 3 | Nick Colobro | Gate City | Legion Field | ||||||
| 2001 | 12/1 | 2A | Washington & Lee | 20 | Malcolm Lewis | Buffalo Gap | 14 | Rob Maxwell | Montross | |||||||
| 2001 | 12/8 | 2A | Washington & Lee | 36 | Malcolm Lewis | Floyd County | 21 | Winfred Beale | Harrisonburg | Bridgeforth Stadium | ||||||
| 453 | 215 | |||||||||||||||
| 30.20 | 14.33 | |||||||||||||||