River To Clouds Trail Run – 100 Miles, 50 Miles, and 27 miles @ First Horizon Pavilion, 1826 Reggie White Boulevard, Chattanooga, Tennessee, United States on 21 February 2026

The Whiskey [Trail] Run is an exhilarating event that combines the thrill of trail running with the fun of a whiskey festival, set against the beautiful backdrop of Lookout Mountain and finishing at Ross’s Landing. Whether you’re an elite ultrarunner or a whiskey warrior, this event has something for everyone. Participants can choose from a 100 mile, 50 Mile, or the Barely Ultra 27-mile race, or team up with friends in a relay to conquer the distance together. No matter the route, runners will experience challenging terrain, breathtaking views, and an unforgettable race day.

Timed to coincide as the runners start crossing the finish line, spectators can dive into the Whiskey Festival, where more than 20 different distilleries will offer tastings of their finest spirits. Live music throughout the day will keep the energy high, with DJ Scuba Steve spinning tracks to set the mood.

There will be time cut-offs for the 100 Mile and 50 Mile. For the 100 Mile, you must maintain at least 18 minutes/mile. Our permit from the National Park Service is only good during daylight hours. The 50 Mile has an 11 hour limit and the 27 mile has an 8 hour time limit.

With more than $10,000 in prizes up for grabs, including awards for top finishers and lucky draw prizes, this event is sure to sell out quickly. Don’t miss your chance to be part of this one-of-a-kind celebration of running, whiskey, and music at one of the most exciting events of the year.

Time: 4:00 AM – 8:00 PM

Category: Sports / Leisure | Running | Trail Running