| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||||
| 1991 | 11/15 | 2A | Sussex Central | 48 | Dwight Reagan | Washington & Lee | 20 | Lee Sterner | Sussex | Semones Field | ||||||
| 1991 | 11/15 | 2A | Powhatan | 33 | Jim Woodson | Lunenburg Central | 21 | Chippe Chappell | Victoria | Charger Stadium | ||||||
| 1991 | 11/15 | 2A | Lebanon | 55 | John Adams | Glenvar | 20 | Brian Hooker | Lebanon | Harry Stuart Field | ||||||
| 1991 | 11/15 | 2A | Madison County | 45 | Eddie Dean | Buffalo Gap | 21 | Bill Shirley | Madison | Booster Park | ||||||
| 1991 | 11/16 | 2A | Haysi | 17 | James Colley | Hurley | 0 | Mark Hackney | Haysi | |||||||
| 1991 | 11/16 | 2A | Grayson County | 44 | Bill Strong | James River Buchanan | 0 | Doug Ross | Independence | Bill Strong Field | ||||||
| 1991 | 11/16 | 2A | Coeburn | 43 | Carl Richards | Thomas Walker | 0 | Neil Johnson | Coeburn | Carl McConnell Stadium | ||||||
| 1991 | 11/16 | 2A | King William | 44 | Roger Brookes | Nandua | 8 | Tony Washington | Onley | |||||||
| 1991 | 11/22 | 2A | Madison County | 24 | Eddie Dean | Powhatan | 21 | Jim Woodson | Madison | Booster Park | ||||||
| 1991 | 11/23 | 2A | Sussex Central | 52 | Dwight Reagan | King William | 12 | Roger Brookes | Sussex | Semones Field | ||||||
| 1991 | 11/23 | 2A | Haysi | 28 | James Colley | Coeburn | 6 | Carl Richards | Haysi | |||||||
| 1991 | 11/23 | 2A | Lebanon | 48 | John Adams | Grayson County | 28 | Bill Strong | Independence | Bill Strong Field | ||||||
| 1991 | 11/30 | 2A | Lebanon | 25 | John Adams | Haysi | 15 | James Colley | Haysi | |||||||
| 1991 | 11/30 | 2A | Sussex Central | 20 | Dwight Reagan | Madison County | 6 | Eddie Dean | Sussex | Semones Field | ||||||
| 1991 | 12/6 | 2A | Sussex Central | 56 | Dwight Reagan | Lebanon | 7 | John Adams | Sussex | Semones Field | ||||||
| 582 | 185 | |||||||||||||||
| 38.80 | 12.33 | |||||||||||||||