Leonard Bailey (born 1825-05-08 in Hollis, New Hampshire; died 1905-02-05 in New York City) was a toolmaker/inventor from Massachusetts who in the mid-to-late nineteenth century patented several features of woodworking equipment. Most prominent of those patents were the planes manufactured by the Stanley Rule & Level Co. (now Stanley Works) of New Britain, Connecticut.
Commonly known as "Stanley/Bailey" planes, these planes were prized by woodworkers of the late 19th and early 20th centuries, and remain popular by today's wood craftsman. A type study of his patented planes and the rest of the Stanley line may be found at Patrick Leach's Blood and Gore.
His design ideas are still utilized by Stanley and other plane manufacturers to this day.