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Discover Downtown Middlesboro

Outdoor Recreation

With over 85 miles of hiking trails and campground, this park gives you the opportunity to walk in the footsteps of Daniel Boone and America’s first pioneers who discovered the first gateway to the west.

A must see when visiting the Cumberland Gap area! Accessible by car, bike or foot, the Overlook offers breathtaking views of the tri-state area. Have you ever stood in more than one state at a time?

Take a step back in time and see how Appalachian Pioneers once lived. The Settlement still has remains of barns, outhouses, cabins and the schoolhouse. Schedule your tour today!

Swing between the canopies, walk the suspended bridges, and repel down the towering tree of Pine Mountain. An adventure that satisfies all!

This 9 hole course is the oldest continuously played golf courses in the United States! Come play this beauty and appreciate its' rich history.

Nestled in the heart of Pine Mountain State Resort Park, Wasioto Winds is a beautiful 18 hole course loaded with challenge, fun and plenty of views.

Enjoy access to over 54,000 acres available for hunting, fishing, hiking and camping!

Home to one of only two stream in Kentucky where you can fish for native brook trout. This 2,500 acre WMA also provides plenty of land for hunting, hiking and camping.

It is on these 30,000 acres that you are more likely to see an elk herd than anywhere else in the Commonwealth of Kentucky! This property is sure not to disappoint any hunter.