Plan a group visit to Carlinville Historic Square. Rich in history, the small town of Carlinville has worked hard to preserve its past and maintain its beauty - making it one of the best small towns in America. Located on Route 66, the Carlinville Square is the crown jewel of the historic district, which was listed on the National Register of Historic Places in 1976. Most of the original buildings from the 1880s have been revived to showcase their original beauty and house a number of businesses, restaurants, and quaint shops. Tour groups can enjoy a photo stop in the gazebo and free time to explore the many shops.