Hillsdale is an unincorporated community in Macon County in the U.S. state of Tennessee. In the late 19th and early 20th century, Hillsdale …Hillsdale is an unincorporated community in Macon County in the U.S. state of Tennessee. In the late 19th and early 20th century, Hillsdale was a bustling, largely agricultural community, with schools, a post office, and several retail stores and establishments.