| Year | Date | Class | Winning Teams | Pts | Coach | Losing Teams | Pts | Coach | OT | Location | Field | Notes | ||||
| 2001 | 11/16 | 5A | Patrick Henry Ashland | 35 | Ray Long, Jr. | Petersburg | 10 | Remus James | Ashland | |||||||
| 2001 | 11/16 | 5A | Mount Vernon | 27 | Jody Stone | Yorktown | 24 | Bruce Hanson | Arlington | |||||||
| 2001 | 11/16 | 5A | Phoebus | 49 | Bill Dee | Warwick | 14 | Tommy Reamon | Hampton | Darling Memorial Stadium | ||||||
| 2001 | 11/16 | 5A | Hampton | 14 | Mike Smith | Norview | 10 | Carlton Thomas | Norfolk | Lake Taylor High School | ||||||
| 2001 | 11/16 | 5A | Highland Springs | 36 | Scott Burton | Hopewell | 25 | Marshall Parker | Highland Springs | Victor W. Kreiter Stadium | ||||||
| 2001 | 11/16 | 5A | James Madison | 17 | Gordon Leib | Thomas Edison | 14 | Vaughn Lewis | Vienna | |||||||
| 2001 | 11/16 | 5A | Culpeper County | 55 | Lou Sorrentino | North Stafford | 14 | Eric Cooke | Culpeper | Broman Field | ||||||
| 2001 | 11/16 | 5A | Potomac | 28 | Ben Stutler | Cave Spring | 24 | Ben Foutz | Dumfries | |||||||
| 2001 | 11/23 | 5A | Mount Vernon | 21 | Jody Stone | James Madison | 6 | Gordon Leib | Vienna | |||||||
| 2001 | 11/23 | 5A | Patrick Henry Ashland | 34 | Ray Long, Jr. | Highland Springs | 28 | Scott Burton | Ashland | |||||||
| 2001 | 11/24 | 5A | Culpeper County | 24 | Lou Sorrentino | Potomac | 14 | Ben Stutler | Culpeper | Broman Field | ||||||
| 2001 | 11/24 | 5A | Phoebus | 46 | Bill Dee | Hampton | 15 | Mike Smith | Hampton | Darling Memorial Stadium | ||||||
| 2001 | 12/1 | 5A | Phoebus | 42 | Bill Dee | Mount Vernon | 6 | Jody Stone | Alexandria | Melvin B. Landes Stadium | ||||||
| 2001 | 12/1 | 5A | Patrick Henry Ashland | 30 | Ray Long, Jr. | Culpeper County | 29 | Lou Sorrentino | 1OT | Warrenton | ||||||
| 2001 | 12/8 | 5A | Phoebus | 26 | Bill Dee | Patrick Henry Ashland | 7 | Ray Long, Jr. | Richmond | University of Richmond Stadium | ||||||
| 484 | 240 | |||||||||||||||
| 32.27 | 16.00 | |||||||||||||||