| Year | Winner | Runner Up | Venue |
| 2009 | Nick Pateman | Jason Court | Ashridge Golf Club |
| 2008 | Paul Amess - Knebworth | Chris Tingey | Knebworth Golf Club |
| 2007 | Ben Cooper | Laurence Allen | Berkhamsted Golf Club |
| 2006 | Nick Pateman - Porters Park | Tom Shadbolt - Mid Herts | Moor Park Golf Club |
| 2005 | Tom Shadbolt - Mid Herts | Nick Pateman - Porters Park | Letchworth Golf Club |
| 2004 | Rob Leonard - Harpenden Common | Chris Tingey - Mid Herts | Old Fold Manor Golf Club |
| 2003 | Ben Connelly - Porters Park | Tyrone Carter - Welwyn Garden City | Brookmans Park Golf Club |
| 2002 | Ben Connelly - Porters Park | | |
| 2001 | M. Payne - Brickendon Grange | | |
| 2000 | I. Farrant - Harpenden Common | | |
| 1999 | D. Griffths - West Herts | | |
| 1998 | R. Conway-Lye - The Hertfordshire | | |
| 1997 | C. Duke - Porters Park | | |
| 1996 | S. Little - Moor Park | | |
| 1995 | M. Steel - Moor Park | | |
| 1994 | G. Maly - Porters Park | | |
| 1993 | S. Burnell - Brickendon Grange | | |
| 1992 | S. Burnell - Brickendon Grange | | |
| 1991 | M. Peate - Harpenden Common | | |
| 1990 | N.A. Leconte - Berkhamsted | | |
| 1989 | S. Hankin - Letchworth | | |
| 1988 | J.E. Ambridge - Moor Park | | |
| 1987 | A. Clark - Old Fold Manor | | |
| 1986 | P.J. Cherry - Welwyn Garden City | | |
| 1985 | P.R. Robinson - Knebworth | | |
| 1984 | N.J. Briggs - Berkhamsted | | |
| 1983 | C. McKay - Letchworth | | |
| 1982 | J.E. Ambridge - Moor Park | | |
| 1981 | R.Y. Mitchell - Welwyn Garden City | | |
| 1980 | J.E. Ambridge - Moor Park | | |
| 1979 | D.F. Williams - Ashridge | | |
| 1978 | R.A. Durrant - Moor Park | | |
| 1977 | D.C. Allen - Welwyn Garden City | | |
| 1976 | R.A. Durrant - Moor Park | | |
| 1975 | N.A. Faldo - Welwyn Garden City | | |
| 1974 | R.A. Durrant - Moor Park | | |
| 1973 | H.C. Squirrell - Moor Park | | |
| 1972 | D.M. Woolmer - Ashridge | | |
| 1971 | A.W. Holmes - South Herts | | |
| 1970 | M.E. Hastings - Moor Park | | |
| 1969 | A.W. Holmes - South Herts | | |
| 1968 | P.N. Wingfield - Moor Park | | |
| 1967 | A.W. Holmes - South Herts | | |
| 1966 | D.C. Allen - Welwyn Garden City | | |
| 1965 | B.H.G. Chapman - Porters Park | | |
| 1964 | P.M. Townsend - Porters Park | | |
| 1963 | H.C. Squirrell - Moor Park | | |
| 1962 | B.H.G. Chapman - Porters Park | | |
| 1961 | S.N. Perry - Bushey Hall | | |
| 1960 | W.J. Glennie - South Herts | | |
| 1959 | G.H. Dudley - Brookmans Park | | |
| 1958 | G.A.D. Dailey - West Herts | | |
| 1957 | T.S. Waddle - Sandy Lodge | | |
| 1956 | B.H.G. Chapman - Porters Park | | |
| 1955 | E. Holt - Porters Park | | |
| 1954 | C.G. Ostler - Porters Park | | |
| 1953 | E. Holt - Porters Park | | |
| 1952 | E.R. Anscombe - Harpenden | | |
| 1951 | B.M. Atkinson - Bishops Stortford | | |
| 1950 | E. Holt - Oxhey | | |
| 1949 | G.A. Hill - Sandy Lodge | | |
| 1948 | K. Leslie Smith - Moor Park | | |
| 1947 | P.B. Lucas - Sandy Lodge | | |
| 1946 | P.B. Lucas - Sandy Lodge | | |
| 1945 | No Championship | | |
| 1944 | No Championship | | |
| 1943 | No Championship | | |
| 1942 | No Championship | | |
| 1941 | No Championship | | |
| 1940 | No Championship | | |
| 1939 | C.W. Measor - Berkhamsted | | |
| 1938 | W.R.P. Gronow - Moor Park | | |
| 1937 | M.G.S. Fox - Hartsbourne | | |
| 1936 | J. McKay - Oxhey | | |
| 1935 | J. McKay - Oxhey | | |
| 1934 | J. McKay - Oxhey | | |
| 1933 | J.H. Neal - Moor Park | | |
| 1932 | H.E. Rance - Berkhamsted | | |
| 1931 | R.E.A. Bott - Porters Park | | |
| 1930 | P.L.Smith - Oxhey | | |
| 1929 | G.G.M. Bennett - Sandy Lodge | | |
| 1928 | J.B. Anderson - Oxhey | | |
| 1927 | L.G. Lambourne - Moor Park | | |
| 1926 | M.R.C. Young - Sandy Lodge | | |
| 1925 | C.N. Flint - Bushey Hall | | |
| 1924 | C.N. Flint - Bushey Hall | | |
