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Route Historic Staff Pick

Wilderness Road (US 58)

Jonesville to Cumberland Gap

Map of Wilderness Road (US 58)
Distance
34 mi
Riding Time
36 min
Climb
1,624 ft
Difficulty
Easy
Surface
Paved
Saves
0
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Road Guide

Best Season
April through November.
Fuel
Fuel in Jonesville, Ewing and Cumberland Gap.
Watch For
Farm equipment, slow trucks and local traffic turning on and off the highway.

US 58 runs west through Lee County in the far southwest corner of Virginia, following the general route of the Wilderness Road that settlers used to reach Kentucky through Cumberland Gap. The road follows a long valley at the foot of Cumberland Mountain, whose wall of cliffs stays in view to the north. Wilderness Road State Park sits beside the highway near the west end.

Stops

  1. StartJonesville
  2. FinishCumberland Gap

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