The Kentucky-bred Jamestown's name and image were used to promote Park & Tilford whiskey, which used the slogan: Proof of Kentucky bred quality! His sire was St. James, the 1923 retrospective American Co-Champion Two-Year-Old Colt. Jamestown was out of the mare Mlle. Dazie. His damsire was U. S. Racing Hall of Fame inductee Fair Play, who also sired Man o' War.