Boone Trace does have another relationship to Livingston in that the Wilderness Road, constructed in 1796 evolved out of Boone Trace, marked by Daniel Boone in 1775, and passed through the area of Livingston. In other words, Livingston developed along the Wilderness Road.

The Wilderness Road was an engineered and constructed wagon road and the majority of traffic westward shifted towards the larger wagon road from Boone Trace which was only a bridle path. The Wilderness Road fords the Rockcastle River just south of where the town developed. Lewis and Clark (L&C) also traveled the Wilderness Road through the Livingston area in 1806 and 1809 on return from their epic journey exploring the northwest along the Missouri River.

Livingston today is a small town with tremendous potential for outdoor activities. In downtown Livingston, which is a certified Kentucky “Trail Town,” is a re-modeled Visitors Center. Kayaking, paddle-boarding and canoeing on the Rockcastle River is readily available in Livingston; and the famous “sinks and boils” can be experienced, upstream where the river disappears into an opening in the river bottom and reappears downstream near the bridge in town. Just south of town is the location of the ford where the Wilderness Road crosses the Rockcastle River

Cycling is also featured at Livingston. A National Bike Route (USBR 21) which will ultimately connect Atlanta, GA to Cleveland, OH and follows Boone Trace in Kentucky, passes directly through Livingston. Also a portion of the annual Redbud Bicycle Ride from London, KY passes through town.

Taking Red Hill Rd (Hwy 1955) east out of Livingston to exactly the five mile marker will lead you the the Boone Trace Windy Gap Basecamp where camping and hiking on the actual BT is available. It is a two-acre piece of property containing a segment of the original Boone Trace which came up through 88 acres of the Daniel Boone National Forest from the south and exiting on to 400 acres of privately owned forest containing BT. This is the best example of a long segment of BT in the remote wilderness. On the way there is located the Red Hill Horse Camp which gives an equestrian opportunity.