Hopkinsville was a stop along the Trail of Tears, and a park along 9th Street on the Little River commemorates this history. Every September, the Trail of Tears Indian Pow-Wow comes to town to Trail of Tears Park. There is a museum and a burial ground, including two important Cherokee leaders who died during the removal – Fly Smith and Whitepath, along with several large osage orange trees in it and dream catchers hanging from the wrought iron fence. There is also a sunken amphitheater. A group of plaques commemorate the great uprooting and journey, and its devastating effect upon the Cherokee people. It is listed in the National Register of Historic Places.