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The Big Daddy Trail Run is 13.00 miles on the trail with hilly terrain. The starting point for this route is: Chattanooga Nature Center Comments about this route: The route: Big Daddy on the side of Lookout Mountain, starting from the Chattanooga Nature Center. Not for the faint of heart or weak of spirit, it's about 14 miles of running over loose rocks, fallen trees and sometimes fallen runners. It has one major hill between miles 6-8 (Big Daddy), but it's also scenic and breath-taking. Bring your own water, since there are no fountains along the way. Meet at the gravel lot on the right right before you reach the nature center.