the oldest town in Tennessee. We’re the little town with the big story. We’ve been entertaining guests for almost 225 years, and we’ve enjoyed every minute of it. We’ve had some very special visitors and residents. Andy Jackson opened his law practice in Jonesborough, and became a judge. As President, he spent time at our Chester Inn on his way back to the Hermitage in Nashville, and President James K. Polk spent time here too. Of course, President Andrew Johnson was our neighbor in Greeneville and spent a lot of time politicking in Jonesborough as well