Austin Gap with Ravens Nest, Staircase Caves, and Skyview Rock Shelter
This is a spectacular hike and leads to arguably the most interesting geological formations on Pine Mountain’s 120+ mile ridgeline. At the top, you’ll enjoy massive views east and south across Virginia, a pair of small caves, and an arch complex with a skylight that is absolutely stunning. BUT, you’re gonna have to work for it - see the notes below.
“Walrus Rock” at Windy Gap
This hike isn’t worth doing on its own unless you’re looking for a spot to camp and maybe a little geology after packing up - and that’s exactly what I did here. That said, read the note below for a more satisfying hike to Twin Cliffs.
Lone Tree to Pitch Ridge Overlooks Loop on Little Shepherd Trail
This was a glorious hike to enjoy the fog covered views west and north of Pine Mountain. The knobs of Kentucky leading into the Ridges and Valleys of the Appalachian Mountains look like islands in the sky and this hike has plenty of spots to soak it all in.
With this being newly created trail, it needs more traffic to better define the path and even out the footing that remains somewhat slanted. I came across a number of downed trees and trimmed back a couple spots to provide a clear path. Please do NOT create side trails around deadfall. The chainsaw crew will be out there when time and resources allow.
Leopold Gap to Mercy Seat Overlook
This hike features four overlooks on the Little Shepherd Trail Section of Pine Mountain State Scenic Trail and is part of the Great Eastern Trail - a 1,800+ mile trail under construction from Florida through the Adirondacks. This quick day hike is a great way to sample the amazing views and get acquainted with this gorgeous trail section in Kentucky.