| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 1996 | 11/15 | 1A | Strasburg | 32 | Glenn Proctor | Wilson Memorial | 13 | Ron Ball | Strasburg | Ram Stadium | ||||
| 1996 | 11/15 | 1A | Rural Retreat | 33 | Dean Rhea | Pocahontas | 8 | Bobby Wyatt | Rural Retreat | Community Stadium | ||||
| 1996 | 11/15 | 1A | Surry County | 14 | Willie Gillus | King & Queen Central | 12 | Rip Worrell | Dendron | |||||
| 1996 | 11/15 | 1A | Stonewall Jackson Q | 26 | Dick Krol | Brentsville District | 0 | Mike Madison | Nokesville | |||||
| 1996 | 11/15 | 1A | Bland County | 14 | Ed Selfe | Parry McCluer | 7 | Charlie Wheeler | Buena Vista | Camden Field | ||||
| 1996 | 11/16 | 1A | Charles City | 33 | Silas Musgrave | Rappahannock | 6 | Jerry Parrish | Warsaw | |||||
| 1996 | 11/16 | 1A | Thomas Walker | 6 | Dorris Miles | Ervinton | 0 | Mark Palmer | Ewing | |||||
| 1996 | 11/16 | 1A | Appalachia | 28 | Tom Turner | J. I. Burton | 0 | Buster Large | Appalachia | Riggs Stadium | ||||
| 1996 | 11/22 | 1A | Stonewall Jackson Q | 21 | Dick Krol | Strasburg | 8 | Glenn Proctor | Strasburg | Ram Stadium | ||||
| 1996 | 11/22 | 1A | Rural Retreat | 22 | Dean Rhea | Bland County | 0 | Ed Selfe | Rural Retreat | Community Stadium | ||||
| 1996 | 11/23 | 1A | Surry County | 18 | Willie Gillus | Charles City | 0 | Silas Musgrave | Dendron | |||||
| 1996 | 11/23 | 1A | Appalachia | 48 | Tom Turner | Thomas Walker | 8 | Dorris Miles | Ewing | |||||
| 1996 | 11/30 | 1A | Appalachia | 46 | Tom Turner | Rural Retreat | 0 | Dean Rhea | Big Stone Gap | Bullitt Park | ||||
| 1996 | 11/30 | 1A | Surry County | 15 | Willie Gillus | Stonewall Jackson Q | 14 | Dick Krol | Windsor | |||||
| 1996 | 12/7 | 1A | Appalachia | 40 | Tom Turner | Surry County | 14 | Willie Gillus | Big Stone Gap | Bullitt Park | ||||
| 396 | 90 | |||||||||||||
| 26.40 | 6.00 | |||||||||||||