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Whirlaway with Eddie Arcaro up wins the 1941 Kentucky Derby by eight lengths. An eventual Hall of Famer, Whirlaway earned back-to-back Horse of the Year titles in 1941 and 1942.

This conformation shot of the American Thoroughbred and Hall of Famer Whirlaway was taken at Saratoga during his two-year-old season (1940).

Whirlaway, bred and foaled at Calumet Farm in 1938, was trained by Ben Jones. He was a multiple graded…

Peb's caricature/humorist artwork depicts a groom at a vending machine asking an eager horse, “What else do you want?”

Peb's caricature/humorist artwork depicts an equine dentist inspecting a racehorse’s teeth; dentist remarks to female owner, “What do you know, I see… a Triple Crown!”

Peb's artwork depicts Hall of Famer Damascus, Horse of the
Year in 1967, with racehorses Brunch, Royal Malabar, Puntador, Gala Performance, Proviso, and Dawn Glory in a parody of the musical West Side Story. 

Damascus’ notable 1967 wins include…

This photograph, taken in May of 1946, features jockey Wayne Danforth Wright up on Polynesian.

Wright was the leading North American jockey twice in his 18-year career for earnings, in both 1934 and 1936.

Polynesian, the 1945 Preakness Stakes…

Peb's caricature/humorist artwork of jockey Wayne A. Barnett.

This photograph features several men watching a horse race finish atop a stagecoach at Gravesend Race Track on Coney Island, New York, in 1896.

Jockey washing up with kitten in 1904

Photograph of Calumet Farm owners Mr. and Mrs. Warren Wright (Lucille Parker Wright Markey) at Hialeah Park in 1948.