Totaling 6.3 miles in length, the trail starts at Cataloochee Campground and merges at the end with Rough Fork Trail. Starting at Cataloochee Campground, the trail runs 0.8 miles to the point where Boogerman Trail starts on left. From this intersection, the Caldwell Fork Trail runs 1.9 miles to where the Boogerman Trail ends. Going 0.5 miles more, the trail comes to an intersection of Big Fork Ridge Trail (on the right) and McKee Branch Trail (on the left). The trail then goes for 1.4 more miles where Hemphill Bald Trail veers off to the left. From there, it is 1.7 miles to where Caldwell Fork Trail merges with the Rough Fork Trail. Campsite #41 is located on this section.