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
Trail of Tears
Trail of Tears
Hopkinsville, Kentucky