The Wild Oak
Trail begins and ends in Stokesville, VA in a parking lot off FR 95. It has been designated a National Recreation Trail since 1979. This trail is commonly backpacked in either direction as a 2-3 day trip but can be completed in 1 day by trail runners.
There is a section of the trail that passes next to the Ramsey's Draft Wilderness Area between Spring House Ridge and Dividing Ridge. The trail ascends Shenandoah Mountain into the upper reaches of the Potomac River Watershed and teeters along the edge of the James River Watershed to the south.
Just off the Lookout Mountain section of TWOT, there is a great overlook as the trail approaches the North River, and a suspension bridge that crosses the river near the end.
The SVBC has done considerable amounts of trail rehabilitation on Lookout Mountain, Chestnut Ridge, and Horse Trough Hollow.