| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 1990 | 11/16 | 3A | Nottoway | 42 | Joe May | Smithfield | 16 | Miles Blount | Crewe | R. J. Golubic Stadium | ||||
| 1990 | 11/16 | 3A | Southampton | 21 | Littleton Parker | Park View South Hill | 6 | Wade Crutchfield | Courtland | |||||
| 1990 | 11/16 | 3A | Rustburg | 40 | Paul Wheeler | Jefferson Forest | 7 | Bob Christmas | Rustburg | |||||
| 1990 | 11/16 | 3A | Western Albemarle | 37 | Wayne Hepler | Harrisonburg | 0 | Tim Sarver | Crozet | |||||
| 1990 | 11/16 | 3A | Dan River | 6 | Ken Meadors | Altavista | 0 | Mickey Crouch | Ringgold | |||||
| 1990 | 11/17 | 3A | Gate City | 9 | Nick Colobro | Radford | 7 | Norman Lineburg | Radford | Radford High Stadium | ||||
| 1990 | 11/17 | 3A | Robert E. Lee Staunton | 38 | Walter Sherwin | Courtland | 29 | Ken Brown | Staunton | Staunton Memorial Stadium | ||||
| 1990 | 11/17 | 3A | Graham | 7 | Glynn Carlock | Tazewell | 3 | Dave Litz | Bluefield | Mitchell Stadium | ||||
| 1990 | 11/23 | 3A | Rustburg | 42 | Paul Wheeler | Dan River | 18 | Ken Meadors | Rustburg | |||||
| 1990 | 11/24 | 3A | Graham | 34 | Glynn Carlock | Gate City | 15 | Nick Colobro | Bluefield | Mitchell Stadium | ||||
| 1990 | 11/24 | 3A | Nottoway | 20 | Joe May | Southampton | 8 | Littleton Parker | Crewe | R. J. Golubic Stadium | ||||
| 1990 | 11/24 | 3A | Robert E. Lee Staunton | 27 | Walter Sherwin | Western Albemarle | 21 | Wayne Hepler | Crozet | |||||
| 1990 | 12/1 | 3A | Nottoway | 14 | Joe May | Robert E. Lee Staunton | 0 | Walter Sherwin | Crewe | R. J. Golubic Stadium | ||||
| 1990 | 12/1 | 3A | Rustburg | 16 | Paul Wheeler | Graham | 14 | Glynn Carlock | Rustburg | |||||
| 1990 | 12/8 | 3A | Rustburg | 7 | Paul Wheeler | Nottoway | 6 | Joe May | Rustburg | |||||
| 360 | 150 | |||||||||||||
| 24.00 | 10.00 | |||||||||||||