Bailey is a city in Fannin County, in the U.S. state of Texas. The population was 220 at the 2020 census, down from 289 at the 2010 census. Th…Bailey is a city in Fannin County, in the U.S. state of Texas. The population was 220 at the 2020 census, down from 289 at the 2010 census. The town began in the late 1850s, when farmers moved into the area to take advantage of the rich soil. Cotton and corn became the principal crops. Two prominent residents competed to have the town named after themselves: Doctors Josiah S. Bailey and A. J. Ray owned land that was to become the townsite. The dispute ended in 1885, when the St. Louis Southwestern Railway used the land donated by Bailey for its right-of-way.