The Mickelson Trail Trek, an annual event in the Black Hills of South Dakota, takes place the third weekend of September. Hosted on the historic George S. Mickelson Trail, this ride offers riders the chance to follow the paths of legends like General George A. Custer and Wild Bill Hickok. The beauty of the Black Hills surrounds participants as they journey through valleys, tunnels, and old mining towns. Expect a packed schedule with something for everyone, complete with meals and shuttle service.