George Carey Winfrey was born in Wills Point, Texas, in 1885. He learned the art of training Thoroughbreds at the Gravesend track in Brooklyn in 1904 from such masters as Sam Hildreth and Johnny Powers.
Winfrey maintained a small but successful stable. He never had more than 10 horses in his care at one time, but he won 940 races in his career with purse earnings of $2.4 million. He was honored by the New York Turf Writers in 1956 for “Excellence in the Training of Thoroughbreds.”
Winfrey trained his first stakes winner in 1931, sending out Charon to win the Myrtle Claiming Stakes at Aqueduct. His other stakes winners included Bulwark, Aboyne, Squared Away, Martyr, Dedicate, and Son of Erin. Squared Away won stakes in five seasons, while Dedicate was the Champion Handicap Horse of 1957. That year, he defeated Gallant Man and Bold Ruler in the Woodward Stakes.
George Carey Winfrey was inducted into the National Museum of Racing’s Hall of Fame in 1975.
Carey Winfrey with Jerome winner, Martyr, 1954