Jamestown is one of the larger communities on this list. But at roughly 16,000 souls, it’s still got the heart and feel of a small town. It’s been nicknamed the Pride of the Prairie thanks to its long history. It begins with the building of the Northern Pacific Railway. You can revisit this late nineteenth century setting at the Jamestown Frontier Village. Visitors are treated to re-enactments of what life on a prairie town was like. In the Village, you can also visit the Louis L’Amour Writer’s Shack, a novelist of American Westerns who was born there in 1908. Visit the National Buffalo Museum and see the 26-foot-tall Dakota Thunder, the states monument to the buffalo. You can see many varieties of bison here, as well as the world’s only certified albino bison.