| Year | Date | Opponent | Us | Them | Result | W | L | T | OT | Where | Location | Field | Coach | Notes | |
| 1920 | 11/12 | Fredericksburg | 25 | 0 | W | 1 | Away | Fredericksburg | Fairgrounds | ||||||
| 1920 | 11/19 | Fredericksburg | 32 | 7 | W | 1 | Home | Fredericksburg | |||||||
| 1921 | 10/28 | Fredericksburg | 55 | 0 | W | 1 | Home | Culpeper | R. R. Tolbert | ||||||
| 1921 | 11/18 | Fredericksburg | 47 | 0 | W | 1 | Away | Fredericksburg | Fairgrounds | R. R. Tolbert | |||||
| 1922 | 10/20 | Fredericksburg | 8 | 0 | W | 1 | Away | Fredericksburg | Fairview Field | Howard Johns | |||||
| 1922 | 11/24 | Fredericksburg | 32 | 6 | W | 1 | Home | Culpeper | Howard Johns | ||||||
| 1923 | 10/19 | Fredericksburg | 17 | 7 | W | 1 | Home | Culpeper | Howard Johns | ||||||
| 1924 | 10/17 | Fredericksburg | 0 | 8 | L | 1 | Away | Fredericksburg | Gouldman Park | Howard Johns | |||||
| 1924 | 11/7 | Fredericksburg | 14 | 0 | W | 1 | Home | Culpeper | Howard Johns | ||||||
| 1926 | 11/19 | Fredericksburg | 12 | 6 | W | 1 | Home | Culpeper | |||||||
| 1928 | 11/2 | Fredericksburg | 0 | 21 | L | 1 | Away | Fredericksburg | Gouldman Park | J. C. McBright | |||||
| 1930 | 9/26 | Fredericksburg | 7 | 12 | L | 1 | Home | Culpeper | nothing in VA Star for 1929 or 1930 | ||||||
| 1931 | 10/2 | Fredericksburg | 0 | 0 | T | 1 | Away | Fredericksburg | W. W. Jefferson | nothing in VA Star | |||||
| 1932 | 9/30 | Fredericksburg | 7 | 0 | W | 1 | Home | Culpeper | W. W. Jefferson | nothing in Va Star | |||||
| 1933 | 10/6 | Fredericksburg | 0 | 13 | L | 1 | Away | Fredericksburg | W. W. Jefferson | ||||||
| 1934 | 10/8 | Fredericksburg | 6 | 6 | T | 1 | Home | Culpeper | W. W. Jefferson | ||||||
| 1935 | 10/18 | Fredericksburg | 6 | 19 | L | 1 | Away | Fredericksburg | Clarence Campbell | ||||||
| 1938 | 10/25 | Fredericksburg | 7 | 24 | L | 1 | Away | Fredericksburg | Roy Wright | ||||||
| 1939 | 10/27 | Fredericksburg | 6 | 32 | L | 1 | Home | Culpeper | |||||||
| 1945 | 10/6 | James Monroe | 0 | 20 | L | 1 | Away | Fredericksburg | Carter White | c | |||||
| 1946 | 10/26 | James Monroe | 0 | 13 | L | 1 | Away | Fredericksburg | Ed Null | ||||||
| 1947 | 10/24 | James Monroe | 13 | 6 | W | 1 | Home | Culpeper | Ed Null | ||||||
| 1948 | 10/29 | James Monroe | 20 | 27 | L | 1 | Away | Fredericksburg | Ed Null | ||||||
| 1949 | 10/28 | James Monroe | 0 | 27 | L | 1 | Home | Culpeper | A. T. Howard | ||||||
| 1950 | 10/27 | James Monroe | 14 | 41 | L | 1 | Away | Fredericksburg | A. T. Howard | ||||||
| 1951 | 10/26 | James Monroe | 13 | 12 | W | 1 | Home | Culpeper | Bill Caldwell | ||||||
| 1952 | 10/24 | James Monroe | 7 | 7 | T | 1 | Away | Fredericksburg | Maury Stadium | Bill Caldwell | |||||
| 1953 | 10/23 | James Monroe | 14 | 12 | W | 1 | Home | Culpeper | Bill Caldwell | ||||||
| 1954 | 10/22 | James Monroe | 0 | 6 | L | 1 | Away | Fredericksburg | Maury Stadium | James Wayland | |||||
| 1955 | 10/21 | James Monroe | 0 | 6 | L | 1 | Home | Culpeper | Bobby Walker | ||||||
| 1956 | 10/19 | James Monroe | 0 | 19 | L | 1 | Away | Fredericksburg | Maury Stadium | Burley Crowe | |||||
| 1957 | 10/18 | James Monroe | 7 | 19 | L | 1 | Home | Culpeper | Milnes Austin | ||||||
| 1958 | 10/17 | James Monroe | 0 | 20 | L | 1 | Away | Fredericksburg | Maury Stadium | Milnes Austin | |||||
| 1959 | 10/16 | James Monroe | 6 | 20 | L | 1 | Home | Culpeper | Milnes Austin | ||||||
| 1960 | 10/21 | James Monroe | 26 | 14 | W | 1 | Away | Fredericksburg | Maury Stadium | Milnes Austin | |||||
| 1961 | 10/20 | James Monroe | 0 | 21 | L | 1 | Home | Culpeper | Joe Hockman | ||||||
| 1962 | 10/19 | James Monroe | 1 | 0 | W | 1 | Away | Fredericksburg | Maury Stadium | Joe Hockman | forfeit - original score 13-32 | ||||
| 1963 | 10/18 | James Monroe | 0 | 34 | L | 1 | Home | Culpeper | Joe Hockman | ||||||
| 1964 | 10/17 | James Monroe | 0 | 33 | L | 1 | Away | Fredericksburg | Maury Stadium | Terry Strock | |||||
| 1965 | 10/15 | James Monroe | 6 | 33 | L | 1 | Home | Culpeper | Terry Strock | ||||||
| 1966 | 10/14 | James Monroe | 0 | 39 | L | 1 | Away | Fredericksburg | Maury Stadium | Jim Artz | |||||
| 1967 | 10/13 | James Monroe | 27 | 12 | W | 1 | Home | Culpeper | Gerald Bobbitte | ||||||
| 1968 | 10/18 | James Monroe | 14 | 14 | T | 1 | Away | Fredericksburg | Maury Stadium | Gerald Bobbitte | |||||
| 1969 | 10/17 | James Monroe | 12 | 21 | L | 1 | Home | Culpeper | Gerald Bobbitte | ||||||
| 1970 | 10/16 | James Monroe | 6 | 12 | L | 1 | Away | Fredericksburg | Maury Stadium | Gerald Bobbitte | |||||
| 1971 | 9/24 | James Monroe | 6 | 34 | L | 1 | Home | Culpeper | Gerald Bobbitte | ||||||
| 1974 | 11/1 | James Monroe | 8 | 28 | L | 1 | Away | Fredericksburg | Maury Stadium | Herman Allen | |||||
| 1975 | 10/31 | James Monroe | 10 | 12 | L | 1 | Home | Culpeper | Herman Allen | ||||||
| 1976 | 10/29 | James Monroe | 22 | 7 | W | 1 | Away | Fredericksburg | Maury Stadium | Ed Bulheller | |||||
| 1977 | 10/28 | James Monroe | 41 | 7 | W | 1 | Home | Culpeper | Ed Bulheller | ||||||
| 1978 | 10/27 | James Monroe | 2 | 7 | L | 1 | Away | Fredericksburg | Maury Stadium | Ed Bulheller | |||||
| 1979 | 11/3 | James Monroe | 0 | 29 | L | 1 | Home | Culpeper | Ed Bulheller | postponed | |||||
| 1980 | 9/12 | James Monroe | 14 | 13 | W | 1 | Home | Culpeper | Ed Bulheller | ||||||
| 1981 | 9/11 | James Monroe | 16 | 15 | W | 1 | Away | Fredericksburg | Maury Stadium | Ed Bulheller | |||||
| 1982 | 10/22 | James Monroe | 25 | 10 | W | 1 | Home | Culpeper | Ed Bulheller | ||||||
| 1983 | 10/21 | James Monroe | 8 | 2 | W | 1 | Away | Fredericksburg | Maury Stadium | Stan Wilson | |||||
| 1984 | 10/26 | James Monroe | 0 | 41 | L | 1 | Home | Culpeper | Stan Wilson | ||||||
| 1985 | 10/25 | James Monroe | 0 | 0 | T | 1 | Away | Fredericksburg | Maury Stadium | Stan Wilson | |||||
| 1986 | 9/26 | James Monroe | 0 | 21 | L | 1 | Away | Fredericksburg | Maury Stadium | Stan Wilson | |||||
| 1987 | 9/25 | James Monroe | 0 | 34 | L | 1 | Home | Culpeper | Stan Wilson | ||||||
| 1988 | 9/23 | James Monroe | 12 | 6 | W | 1 | Away | Fredericksburg | Maury Stadium | Stan Wilson | |||||
| 1989 | 9/25 | James Monroe | 13 | 14 | L | 1 | Home | Culpeper | Stan Wilson | postponed from 9-22 | |||||
| 1990 | 10/5 | James Monroe | 19 | 13 | W | 1 | Away | Fredericksburg | Maury Stadium | Stan Wilson | |||||
| 1991 | 10/4 | James Monroe | 15 | 28 | L | 1 | Home | Culpeper | Broman Field | Stan Wilson | |||||
| 1992 | 10/9 | James Monroe | 20 | 6 | W | 1 | Home | Culpeper | Broman Field | Lou Sorrentino | |||||
| 1993 | 10/8 | James Monroe | 19 | 0 | W | 1 | Away | Fredericksburg | Maury Stadium | Lou Sorrentino | |||||
| 1994 | 9/30 | James Monroe | 20 | 27 | L | 1 | Away | Fredericksburg | Maury Stadium | Lou Sorrentino | |||||
| 1995 | 9/29 | James Monroe | 13 | 16 | L | 1 | Home | Culpeper | Broman Field | Lou Sorrentino | |||||
| 2009 | 10/9 | James Monroe | 1 | 0 | W | 1 | Home | Culpeper | Broman Field | Mike Williams | forfeit - original score 8-49 | ||||
| 2010 | 10/8 | James Monroe | 6 | 43 | L | 1 | Away | Fredericksburg | Maury Stadium | Mike Williams | |||||
| 2011 | 10/15 | James Monroe | 7 | 64 | L | 1 | Home | Culpeper | Broman Field | Mike Williams | |||||
| 2012 | 10/12 | James Monroe | 0 | 41 | L | 1 | Away | Fredericksburg | Maury Stadium | Mike Williams | |||||
| 2017 | 11/25 | James Monroe | 27 | 51 | L | 1 | Away | Fredericksburg | Maury Stadium | Ken Wakefield | playoff at Fredericksburg | ||||
| 2021 | 10/15 | James Monroe | 7 | 38 | L | 1 | Away | Fredericksburg | Maury Stadium | James Ford | |||||
| 2022 | 10/13 | James Monroe | 15 | 17 | L | 1 | Home | Culpeper | Broman Field | James Ford | |||||
| 2023 | 10/27 | James Monroe | 42 | 35 | W | 1 | Home | Culpeper | Broman Field | Eric Sherry | |||||
| 2024 | 11/1 | James Monroe | 0 | 21 | L | 1 | Away | Fredericksburg | Maury Stadium | Eric Sherry | |||||
| 2025 | 10/24 | James Monroe | 32 | 0 | W | 1 | Home | Culpeper | Broman Field | Eric Sherry | |||||
| 2026 | 10/23 | James Monroe | Away | Fredericksburg | Maury Stadium | Eric Sherry | |||||||||
| 887 | 1,329 | 29 | 44 | 5 | .404 | ||||||||||
| 11.37 | 17.04 | -5.67 |