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.
- The marque with the most wins is Bugatti, with ten. This fact reflects the opinion of many classic car afficionados, which is that the Bugatti is the premier classic.
- Mercedes and Duesenberg have won seven times and 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.
- Something amazing happened in 2014: a 1954 Ferrari 375 MM Scaglietti Coupe won Best of Show. This marks the first time a Ferrari has won and, since 1955, only the second time a postwar car was chosen.
| Year | Owner(s) | Car | |
| 1950 | Sterling Edwards | 1950 Edwards R-26 Special Sport Roadster | |
| 1951 | Mrs. Charles H. Hornberg Jr. | 1951 Jaguar 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 | |
| 2008 | Jon & Mary Shirley | 1938 Alfa Romeo 8C 2900B Touring Berlinetta | |
| 2009 | Robert M. Lee , Sparks, Nevada | 1937 Horch 853 Voll & Ruhrbeck Sport Cabriolet | |
| 2010 | The Patterson Collection, Louisville, Kentucky | 1933 Delage D8S De Villars Roadster | |
| 2011 | Peter and Merle Mullin, Los Angeles CA | 1934 Voisin C-25 Aerodyne | |
| 2012 | Paul and Judy Andrews of White Settlement, Texas | 1928 Mercedes-Benz 680S Saoutchik Torpedo | |
| 2013 | Joseph & Margie Cassini III, West Orange, New Jersey | 1934 Packard 1108 Twelve Dietrich Convertible Victoria | |
| 2014 | Jon Shirley, Medina, Washington | 1954 Ferrari 375 MM Scaglietti Coupe | |
| 2015 | Jim Patterson / The Patterson Collection | 1924 Isotta Fraschini Tipo 8A F. Ramseier & Cie Warblaufen Cabriolet | |
| 2016 | Richard Mattei, Paradise Valley, Arizona | 1936 Lancia Astura Pinin Farina Cabriolet | |
| 2017 | Bruce R. McCaw, Bellevue, Washington | 1929 Mercedes-Benz S Barker Tourer | |
| 2018 | David Sydorick of Beverly Hills, California | 1937 Touring-Bodied Alfa Romeo 8C 2900B | |
| 2019 | The Hon. Sir Michael Kadoorie | 1931 Bentley 8 Litre Gurney Nutting Sports Tourer | |
| 2020 | Canceled due to Covid Concerns | ||
| 2021 | The Keller Collection at The Pyramids, Petaluma, California | 1938 Mercedes-Benz 540K Autobahn Kurier | |
| 2022 | Lee R. Anderson Sr. | 1932 Duesenberg J Figoni Sports Torpedo | |
| 2023 | Jim Patterson/The Patterson Collection, Louisville, Kentucky | 1937 Mercedes-Benz 540K Special Roadster | |
| 2024 | The Pearl Collection/Fritz Burkard, Zug, Switzerland | 1934 Bugatti Type 59 Sports | |
| 2025 | Penny & Lee Anderson Sr., Naples, Florida | 1924 Hispano-Suiza H6C Nieuport-Astra Torpedo | |
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