| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||||
| 1995 | 11/17 | 2A | Northumberland | 26 | Mac Magerko | Sussex Central | 14 | Dwight Reagan | Sussex | Semones Field | ||||||
| 1995 | 11/17 | 2A | Stuarts Draft | 39 | Tom Goforth | Powhatan | 24 | Jim Woodson | Stuarts Draft | |||||||
| 1995 | 11/17 | 2A | Madison County | 7 | Eddie Dean | Lunenburg Central | 0 | Chippe Chappell | Victoria | Charger Stadium | ||||||
| 1995 | 11/18 | 2A | Lebanon | 53 | John Adams | Grayson County | 0 | Bill Strong | Lebanon | Harry Stuart Field | ||||||
| 1995 | 11/18 | 2A | Northampton | 51 | Jim Conrow | King William | 21 | Roger Brookes | King William | |||||||
| 1995 | 11/18 | 2A | Giles | 20 | Steve Ragsdale | Radford | 7 | Norman Lineburg | Pearisburg | Stephen C. Ragsdale Field | ||||||
| 1995 | 11/18 | 2A | Powell Valley | 49 | Phil Robbins | Coeburn | 18 | Carl Richards | Big Stone Gap | Bullitt Park | ||||||
| 1995 | 11/18 | 2A | Haysi | 23 | James Colley | Clintwood | 19 | Bobby Meade | Haysi | |||||||
| 1995 | 11/24 | 2A | Stuarts Draft | 33 | Tom Goforth | Madison County | 20 | Eddie Dean | Stuarts Draft | |||||||
| 1995 | 11/25 | 2A | Northampton | 34 | Jim Conrow | Northumberland | 8 | Mac Magerko | Eastville | Hamilton Field | ||||||
| 1995 | 11/25 | 2A | Giles | 35 | Steve Ragsdale | Lebanon | 14 | John Adams | Pearisburg | Stephen C. Ragsdale Field | ||||||
| 1995 | 11/25 | 2A | Powell Valley | 55 | Phil Robbins | Haysi | 30 | James Colley | Big Stone Gap | Bullitt Park | ||||||
| 1995 | 12/2 | 2A | Northampton | 26 | Jim Conrow | Stuarts Draft | 6 | Tom Goforth | Eastville | Hamilton Field | ||||||
| 1995 | 12/2 | 2A | Powell Valley | 28 | Phil Robbins | Giles | 6 | Steve Ragsdale | Big Stone Gap | Bullitt Park | ||||||
| 1995 | 12/9 | 2A | Powell Valley | 36 | Phil Robbins | Northampton | 6 | Jim Conrow | Onley | |||||||
| 515 | 193 | |||||||||||||||
| 34.33 | 12.87 | |||||||||||||||