Gaylesville is named for George W. Gayle, an Alabama politician.
Gaylesville is served by Gaylesville School (PK-12), home of the Trojans, which is a member of the Cherokee County School System.
Gaylesville Public Schools are part of the Cherokee County School District. Schools in the district include Cedar Bluff School, Centre Elementary School, Gaylesville School, Sand Rock School, Centre Middle School, Cherokee County High School, Spring Garden High School and Cherokee County Career & Technology Center.
Mitchell Guice is the Superintendent of Schools.