Nacogdoches has the distinction of being the oldest town in Texas. How old? Well, there’s evidence of settlement in the area dating back 10,000 years. Until the early 19th century, the area was a Caddo Indian settlement. Nestled in the East Texas piney woods, Nacogdoches has seen even more flags fly above it than the state of Texas. Along with the “six flags of Texas,” the town has been under the rule of the Magee Gutierrez Republic, the Long Republic, and the Fredonian Republic. Nacogdoches has Texas’ largest azalea garden, featuring 25 miles of trails through the breathtaking flowers.