| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 2000 | 11/10 | 4A | Magna Vista | 42 | Joe Beckleheimer | Tunstall | 12 | Buddy Brown | Ridgeway | The Hole | ||||
| 2000 | 11/10 | 4A | Park View Sterling | 45 | Charles Pierce | Orange County | 14 | John Kayajanian | Orange | John Porterfield Park | ||||
| 2000 | 11/10 | 4A | Salem | 41 | Willis White | Lord Botetourt | 0 | Tony Hart | Daleville | Cavalier Stadium | ||||
| 2000 | 11/10 | 4A | Martinsville | 14 | Taylor Edwards | Marion | 7 | Steve Wright | Marion | Hurricane Stadium | ||||
| 2000 | 11/10 | 4A | Liberty Bealeton | 27 | Joe Trabucco | Spotswood | 13 | Eric Baylor | Bealeton | |||||
| 2000 | 11/10 | 4A | Lafayette | 42 | Dan Antolik | King George | 23 | Eddie Haynes | Williamsburg | Cooley Field | ||||
| 2000 | 11/10 | 4A | Courtland | 27 | Steve Havens | Smithfield | 15 | Joe Jones | Spotsylvania Courthouse | |||||
| 2000 | 11/10 | 4A | Northside | 20 | Jim Hickam | Blacksburg | 10 | Dave Crist | Roanoke | Viking Stadium | ||||
| 2000 | 11/17 | 4A | Magna Vista | 12 | Joe Beckleheimer | Martinsville | 0 | Taylor Edwards | Ridgeway | The Hole | ||||
| 2000 | 11/17 | 4A | Park View Sterling | 14 | Charles Pierce | Liberty Bealeton | 12 | Joe Trabucco | Bealeton | |||||
| 2000 | 11/17 | 4A | Salem | 10 | Willis White | Northside | 6 | Jim Hickam | Roanoke | Viking Stadium | ||||
| 2000 | 11/18 | 4A | Courtland | 21 | Steve Havens | Lafayette | 20 | Dan Antolik | Spotsylvania Courthouse | |||||
| 2000 | 11/25 | 4A | Park View Sterling | 24 | Charles Pierce | Courtland | 7 | Steve Havens | Sterling | |||||
| 2000 | 11/25 | 4A | Salem | 43 | Willis White | Magna Vista | 0 | Joe Beckleheimer | Ridgeway | The Hole | ||||
| 2000 | 12/2 | 4A | Salem | 17 | Willis White | Park View Sterling | 10 | Charles Pierce | Harrisonburg | Bridgeforth Stadium | ||||
| 399 | 149 | |||||||||||||
| 26.60 | 9.93 | |||||||||||||