| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes |
| 1940 | 10/18 | Henry Clay | 0 | 13 | L | 1 | Home | Highland Springs | T. C. Ackerman | |||||
| 1947 | 10/3 | Henry Clay | 20 | 12 | W | 1 | Home | Highland Springs | Dick Burrell | |||||
| 1948 | 10/7 | Henry Clay | 14 | 7 | W | 1 | Home | Highland Springs | Dick Burrell | |||||
| 1949 | 10/28 | Henry Clay | 50 | 0 | W | 1 | Home | Highland Springs | Dick Burrell | |||||
| 1950 | 10/27 | Henry Clay | 60 | 0 | W | 1 | Home | Highland Springs | Dick Burrell | |||||
| 1970 | 10/9 | Patrick Henry Ashland | 14 | 18 | L | 1 | Home | Varina | Lindy Hill | |||||
| 1971 | 10/8 | Patrick Henry Ashland | 21 | 20 | W | 1 | Away | Ashland | Rick Piland | |||||
| 1972 | 10/13 | Patrick Henry Ashland | 31 | 6 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Rick Piland | ||||
| 1973 | 10/12 | Patrick Henry Ashland | 28 | 0 | W | 1 | Away | Ashland | Al Rinaldi | |||||
| 1974 | 10/11 | Patrick Henry Ashland | 22 | 6 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Al Rinaldi | ||||
| 1975 | 10/10 | Patrick Henry Ashland | 33 | 8 | W | 1 | Away | Ashland | Al Rinaldi | |||||
| 1976 | 10/8 | Patrick Henry Ashland | 55 | 0 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Al Rinaldi | ||||
| 1977 | 10/7 | Patrick Henry Ashland | 37 | 0 | W | 1 | Away | Ashland | Al Rinaldi | |||||
| 1978 | 10/6 | Patrick Henry Ashland | 50 | 0 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Al Rinaldi | ||||
| 1979 | 10/12 | Patrick Henry Ashland | 53 | 6 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Tom Bratton | ||||
| 1980 | 10/10 | Patrick Henry Ashland | 36 | 3 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Tom Bratton | ||||
| 1981 | 10/9 | Patrick Henry Ashland | 20 | 0 | W | 1 | Away | Ashland | Tom Bratton | |||||
| 1982 | 10/8 | Patrick Henry Ashland | 14 | 8 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Tom Bratton | ||||
| 1983 | 10/7 | Patrick Henry Ashland | 6 | 16 | L | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Rudy Ward | ||||
| 1984 | 10/12 | Patrick Henry Ashland | 41 | 6 | W | 1 | Away | Ashland | Durham-Feal Athletic Field | Rudy Ward | ||||
| 1985 | 10/11 | Patrick Henry Ashland | 7 | 14 | L | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Rudy Ward | ||||
| 1986 | 10/3 | Patrick Henry Ashland | 7 | 23 | L | 1 | Away | Ashland | Rudy Ward | |||||
| 1987 | 10/2 | Patrick Henry Ashland | 28 | 12 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Rudy Ward | ||||
| 1988 | 9/2 | Patrick Henry Ashland | 20 | 0 | W | 1 | Away | Ashland | Durham-Feal Athletic Field | Rudy Ward | ||||
| 1989 | 9/1 | Patrick Henry Ashland | 18 | 8 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Rudy Ward | ||||
| 1994 | 11/19 | Patrick Henry Ashland | 6 | 20 | L | 1 | Away | Ashland | Randy Stokes | playoff at Ashland | ||||
| 1995 | 11/17 | Patrick Henry Ashland | 16 | 0 | W | 1 | Away | Ashland | Randy Stokes | playoff at Ashland | ||||
| 2001 | 11/23 | Patrick Henry Ashland | 28 | 34 | L | 1 | Away | Ashland | Scott Burton | playoff at Ashland | ||||
| 2002 | 11/22 | Patrick Henry Ashland | 22 | 23 | L | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Scott Burton | playoff at Highland Springs | |||
| 2015 | 10/30 | Patrick Henry Ashland | 42 | 0 | W | 1 | Away | Ashland | Loren Johnson | |||||
| 2016 | 10/28 | Patrick Henry Ashland | 49 | 0 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Loren Johnson | ||||
| 2017 | 10/27 | Patrick Henry Ashland | 42 | 20 | W | 1 | Away | Ashland | Loren Johnson | |||||
| 2018 | 10/25 | Patrick Henry Ashland | 51 | 0 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Loren Johnson | ||||
| 2021 | 10/8 | Patrick Henry Ashland | 41 | 28 | W | 1 | Away | Ashland | Loren Johnson | |||||
| 2022 | 10/7 | Patrick Henry Ashland | 48 | 3 | W | 1 | Home | Highland Springs | Victor W. Kreiter Stadium | Loren Johnson | ||||
| 1,030 | 314 | 27 | 8 | 0 | .771 | |||||||||
| 29.43 | 8.97 | 20.46 |