Roy Orchard Woodruff (March 14, 1876 – February 12, 1953) was a politician, soldier, printer, and dentist from the U.S. state of Michigan. Woodruff was born of English and Scottish ancestry to Charles Woodruff and Electa A. (Wallace) Woodruff in Eaton Rapids, Michigan. He attended the common schools and the high school of Eaton Rapids, and apprenticed to the printing business from 1891 to 1899. He enlisted as a corporal in Company G, Thirty-third Regiment, Michigan Volunteer Infantry, during the Spanish–American War. He saw active service and was mustered out.