| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 2021 | 4/9 | 2A | Poquoson | 16 | Elliott Duty | Nottoway | 12 | Glen Pettis | Nottoway | Nottoway Sports Complex | ||||
| 2021 | 4/9 | 2A | Stuarts Draft | 45 | Nathan Floyd | Buffalo Gap | 20 | Brad Wygant | Stuarts Draft | |||||
| 2021 | 4/9 | 2A | Strasburg | 17 | Mark Roller | Page County | 0 | Joey Soltis | Strasburg | Ram Stadium | ||||
| 2021 | 4/9 | 2A | Glenvar | 23 | Kevin Clifford | Dan River | 21 | Brian Womack | Ringgold | |||||
| 2021 | 4/9 | 2A | Central Wise | 39 | Luke Owens | Tazewell | 20 | J'me Harris | Wise | Tommy McAmis Field | ||||
| 2021 | 4/9 | 2A | Appomattox County | 41 | Doug Smith | Radford | 12 | Matthew Saunders | Appomattox | Bragg Stadium | ||||
| 2021 | 4/10 | 2A | Union | 30 | Travis Turner | Graham | 24 | Tony Palmer | Bluefield | Mitchell Stadium | ||||
| 2021 | 4/16 | 2A | Poquoson | 49 | Elliott Duty | Amelia County | 18 | Mark Johnson | Amelia Court House | |||||
| 2021 | 4/16 | 2A | Stuarts Draft | 20 | Nathan Floyd | Strasburg | 3 | Mark Roller | Stuarts Draft | |||||
| 2021 | 4/16 | 2A | Union | 14 | Travis Turner | Central Wise | 13 | Luke Owens | Wise | Tommy McAmis Field | ||||
| 2021 | 4/16 | 2A | Appomattox County | 48 | Doug Smith | Glenvar | 21 | Kevin Clifford | Appomattox | Bragg Stadium | ||||
| 2021 | 4/24 | 2A | Appomattox County | 51 | Doug Smith | Union | 20 | Travis Turner | Big Stone Gap | Bullitt Park | ||||
| 2021 | 4/24 | 2A | Stuarts Draft | 44 | Nathan Floyd | Poquoson | 13 | Elliott Duty | Yorktown | Bailey Field | ||||
| 2021 | 5/1 | 2A | Appomattox County | 48 | Doug Smith | Stuarts Draft | 41 | Nathan Floyd | Stuarts Draft | |||||
| 485 | 238 | |||||||||||||
| 34.64 | 17.00 | |||||||||||||