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Little Shepherd Trail & Creech Overlook Sunset Driving Tour

  • Pine Mountain Outfiters 47 Hwy 119 S, Suite 1 Whitesburg, Ky , 41858 (map)

Experience the beautiful sunset on the top of Pine Mountain. 
This driving tour will allow participants to ride through a trail that was built in 1963 and runs parallel to the old wagon road that led from Whitesburg to Scuttle Hole Gap, and then to Stonega, Va.The Little Shepherd Trail was built by the division of forestry as an access road for fire control purposes, and to open up the area to picnickers.

The Letcher County section that the tour will cover is approximately 16 miles and runs from US 119 South at Letcher Gap to KY 160 at Hurricane Gap. From there it follows the Letcher/Harlan County line for about half of the remaining length, sometimes in one county and sometimes in the other. In its entirety, The Little Shepherd Trail travels 38-miles along the crest of Pine Mountain.

Some points of interests along the trail include: 
The overlook at Letcher Gap
The old entrance to the trail (rerouted when US 119 South was widened)
Hensley/Pine Mountain Wildlife Management Area
Caves around the trail
Mountain laurel thickets
Pine Mountain Horse Trail follows the old wagon road
Pine Mountain Trail runs with the LST
Scuttle Hole Gap


This tour can accommodate up to 8 people and includes transportation and a packed snack with water. 
Discover Letcher County Guided Tours requires ticket purchase 24 hours prior to the date and time of the event.
If the tour has to be canceled due to weather, participants will be given the opportunity to reschedule.