
3 Days · Couples
Cumberland Gap NHP, Kentucky
Ridgeline & Rustic Light: 3 Days in Cumberland Gap
8 stops

3 Days · Young Families
Cumberland Gap NHP, Kentucky
Misty Ridges & Little Legs: 3 Days at Cumberland Gap
6 stops

3 Days · Couples
Cumberland Gap NHP, Kentucky
Where Three States Meet: A Cumberland Gap Escape for Two
6 stops

3 Days · Active Retirees
Cumberland Gap NHP, Kentucky
Where Three States Meet: A Gentle Passage Through Cumberland Gap
6 stops

3 Days · Teen Families
Cumberland Gap NHP, Kentucky
Three States, One Gap: An Appalachian Frontier Adventure
8 stops

3 Days · Young Families
Cumberland Gap NHP, Kentucky
Where Three States Meet: A Family Passage Through Cumberland Gap
5 stops
Top Attractions

Cumberland Gap Tunnel
This 19th-century engineering marvel carved through the mountain to create the Wilderness Road, marking the primary passage for westward expansion. Today, visitors can walk through this historic tunnel and stand at the exact gateway where thousands of pioneers entered the frontier.
Photo by Chris F on Pexels

Hensley Settlement
Nathan Ellen-Johnson / pexels (Pexels License)

Pinnacle Overlook Trail
This moderate 2.2-mile round-trip trail ascends to stunning 1,000-foot vistas overlooking the tri-state border region and the Appalachian valleys below. The panoramic mountain scenery showcases the dramatic landscape that pioneers navigated during westward expansion.
Photo by Deb Hayes on Pexels

Tri-State Peak
New York State Museum New York State Museum / wikimedia (Public domain)

Wilderness Road Interpretive Center
This visitor center tells the compelling stories of pioneers, Native Americans, and settlers who traversed the historic Wilderness Road through Cumberland Gap. Interactive exhibits and artifacts illuminate the human experiences that shaped American westward expansion.
Photo by Kelly M. on Pexels