| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||
| 1990 | 11/16 | 1A | Parry McCluer | 60 | Bobby Williams | Bath County | 0 | Steve Isaacs | Buena Vista | Camden Field | ||||
| 1990 | 11/16 | 1A | Middlesex | 28 | Bill Garbett | Windsor | 6 | Joe Jones | Saluda | |||||
| 1990 | 11/16 | 1A | Strasburg | 24 | Glenn Proctor | George Mason | 7 | Lou Sorrentino | Strasburg | Ram Stadium | ||||
| 1990 | 11/16 | 1A | Clarke County | 25 | Don Specht | Manassas Park | 17 | Jeff Florio | Berryville | |||||
| 1990 | 11/17 | 1A | Narrows | 15 | Charles Fraley | Natural Bridge | 8 | Jamie Talbott | Narrows | Ragsdale Field | ||||
| 1990 | 11/17 | 1A | King & Queen Central | 45 | Joe McCray | Chincoteague | 0 | Chincoteague | ||||||
| 1990 | 11/17 | 1A | J. I. Burton | 34 | John Kuczko | Pocahontas | 14 | Bobby Wyatt | Norton | Lawson-Fitchko Stadium | ||||
| 1990 | 11/17 | 1A | Appalachia | 24 | Tom Turner | Twin Springs | 12 | Bucky Meade | Nickelsville | Titan Stadium | ||||
| 1990 | 11/23 | 1A | Strasburg | 20 | Glenn Proctor | Clarke County | 14 | Don Specht | Strasburg | |||||
| 1990 | 11/23 | 1A | Parry McCluer | 28 | Bobby Williams | Narrows | 14 | Charles Fraley | Narrows | Ragsdale Field | ||||
| 1990 | 11/24 | 1A | King & Queen Central | 16 | Joe McCray | Middlesex | 12 | Bill Garbett | Saluda | |||||
| 1990 | 11/24 | 1A | J. I. Burton | 34 | John Kuczko | Appalachia | 14 | Tom Turner | Norton | Lawson-Fitchko Stadium | ||||
| 1990 | 12/1 | 1A | King & Queen Central | 20 | Joe McCray | Strasburg | 16 | Glenn Proctor | New Kent | |||||
| 1990 | 12/1 | 1A | J. I. Burton | 13 | John Kuczko | Parry McCluer | 7 | Bobby Williams | Norton | Lawson-Fitchko Stadium | ||||
| 1990 | 12/8 | 1A | King & Queen Central | 21 | Joe McCray | J. I. Burton | 20 | John Kuczko | 1OT | New Kent | ||||
| 407 | 161 | |||||||||||||
| 27.13 | 10.73 | |||||||||||||