Past Best of Show winners
- For the first five years, the Best of Show went to essentially new cars. That trend was reversed in 1955 when Phil Hill's 1931 Pierce Arrow won. Since then, the only post WW II car to win was in 1968 when a 1964 Maserati Mistral won.
- The marque with the most wins is Bugatti, with nine. This fact reflects the opinion of many classic car afficionados, which is that the Bugatti is the premier classic.
- Mercedes and Duesenberg are tied with six wins each. Rolls-Royce has won five times.
- JB Nethercutt is the owner with the most wins, a total of six. This includes two consecutive wins in 1958 / 1959 and 1969 / 1970. Only William Harrah has also scored consecutive wins - in 1963 / 1964. The Nethercutt Collection, located in Sylmar California, is open to the public and is a must-see for car enthusiasts.
- No Ferrari has ever won. To some this is an injustice in need of correction.
| Year | Owner(s) | Car |
| 1950 | Sterling Edwards | 1950 Edwards R-26 Special Sport Roadster |
| 1951 | Mrs. Charles H. Hornberg Jr. | 1951Jaguar Mark VII Saloon |
| 1952 | Glen Sorey | 1952 Jaguar XK120 Fixed Head Coupe |
| 1953 | Peter Clowes | 1953 Austin Healey 100 |
| 1954 | Barclay Cotter | 1952 Jaguar XK120 Fixed Head Coupe |
| 1955 | Phil Hill | 1931 Pierce-Arrow 41 LeBaron Convertible Town Cabriolet |
| 1956 | Dr. Milton R. Roth | 1930 Bugatti Type 37 Grand Prix |
| 1957 | Frank B. Cox | 1937 Rolls-Royce Phantom III Mulliner Sedanca de Ville |
| 1958 | JB Nethercutt | 1930 duPont Model G Merrimac Town Car |
| 1959 | JB Nethercutt | 1939 Bugatti Type 57C Atalante |
| 1960 | Cancelled, poor weather | |
| 1961 | Scott Newhall | 1930 Packard 740 Roadster |
| 1962 | Alton H. Walker | 1913 Rolls-Royce Silver Ghost Tourer Coachwork on London to Edinburgh Chassis |
| 1963 | William Harrah | 1931 Pierce-Arrow 41 LeBaron Sport Sedan |
| 1964 | William Harrah | 1935 Bugatti Type 50 Coupe Profile |
| 1965 | Christopher F. Coburn | 1927 Bentley 4-1/2 Litre Vanden Plas Tourer |
| 1966 | William Harrah | 1931 Bugatti Type 41 Coupe de Ville |
| 1967 | Ralph C. Shermund | 1937 Rolls-Royce Phantom III H.J. Mulliner Sports Saloon |
| 1968 | Stanley W. Good, Jr. | 1964 Maserati Mistral Coupe |
| 1969 | JB Nethercutt | 1934 Duesenberg J Murphy Dual Cowl Phaeton |
| 1970 | JB Nethercutt | 1931 Daimler Royal Double 6 Limousine |
| 1971 | Owen Owens | 1927 Mercedes-Benz 8 Three Door Tourer |
| 1972 | Mr. And Mrs. Jules M. Heumann | 1922 Hispano-Suiza H6B Labourdette Skiff/Torpedo |
| 1973 | Mrs. Otis (Marilyn) Chandler | 1939 Mercedes-Benz 540K Special Cabriolet |
| 1974 | M.L. Post | 1929 Rolls-Royce Phantom I Brewster Regent |
| 1975 | Robert Milhous | 1934 Packard 1101 Convertible Victoria |
| 1976 | William Harrah | 1937 Bugatti Type 57SC Atalante |
| 1977 | Mr. And Mrs. Phil Hill | 1927 Packard 343 Murphy Convertible Sedan |
| 1978 | Peter Rosi | 1929 Duesenberg J LeBaron Dual Cowl Phaeton |
| 1979 | Mr. And Mrs. Gerry Jensen | 1931 Chrysler CG LeBaron Dual Cowl Phaeton |
| 1980 | JB Nethercutt | 1933 Duesenberg SJ Rollston Arlington Torpedo Sedan |
| 1981 | Terry Radey | 1929 Duesenberg J Murphy Convertible Coupe |
| 1982 | Tom & Gerd Perkins | 1935 Mercedes-Benz 500K Special Roadster |
| 1983 | Irwin Ginsberg, MD | 1930 Isotta Fraschini Tipo 8A SS Castagna Dual Cowl Phaeton |
| 1984 | Mr. And Mrs. Kenneth Vaughn | 1929 Cunningham V5410 All Weather Cabriolet |
| 1985 | Jack Becronis | 1939 Bugatti Type 57 Saoutchik Cabriolet |
| 1986 | Arthuro Keller | 1936 Mercedes-Benz 500K Special Roadster |
| 1987 | Thomas Lester | 1928 Minerva AF Ostruk Berline Transformable |
| 1988 | Mr. And Mrs. John Mozart | 1937 Alfa Romeo 8C 2900B Touring Spyder |
| 1989 | Robert L. Meyer | 1922 Hispano-Suiza H6B Labourdette Skiff |
| 1990 | Ralph Lauren | 1938 Bugatti Type 57SC Atlantic |
| 1991 | Sam & Emily Mann | 1932 Chrysler CH LeBaron Speedster |
| 1992 | JB Nethercutt | 1929 Rolls-Royce Phantom II Brewster Town Brougham |
| 1993 | Ralph Lauren | 1930 Mercedes-Benz SSK Count Trossi Sports 2-Seater |
| 1994 | Terence and Mary Beth Adderley | 1933 Duesenberg J Rollston Torpedo Convertible Victoria |
| 1995 | W.K. Haines | 1931 Isotta Fraschini Tipo 8B Viggo Jensen Cabriolet d'Orsay |
| 1996 | Sam and Emily Mann | 1938 Delage D8-120 De Villars Cabriolet |
| 1997 | William E. Connors II | 1937 Talbot-Lago T150C Figoni et Falaschi Coupe |
| 1998 | John Mozart | 1938 Bugatti Type 57SC Corsica Roadster |
| 1999 | G. Lindenbrink and Charles Bronson | 1932 Daimler Double Six Martin Walter Sport Saloon |
| 2000 | Jacques and Betty Harguindeguy | 1937 Delahaye 146 M Figoni et Falaschi Cabriolet |
| 2001 | Arturo and Deborah Keller | 1930 Mercedes-Benz SS Erdmann & Rossi Roadster |
| 2002 | Sam and Emily Mann | 1934 Voisin C-15 ETS Saliot Roadster |
| 2003 | Peter D. Williamson | 1936 Bugatti Type 57SC Atlantic |
| 2004 | Joseph C. Cassini III | 1938 Horch 853A Erdmann & Rossi Sport Cabriolet |
| 2005 | Sam and Emily Mann | 1937 Delage D8-120 S Pourtout Aero Coupe |
| 2006 | Bob Lee | 1931 Daimler Double Six Corsica Drophead Coupe |
| 2007 | Harry Yeaggy | 1935 Duesenberg SJ Special |
| 2007 | Jon & Mary Shirley | 1938 Alfa Romeo 8C 2900B Touring Berlinetta |
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