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Area Activities

Middlesboro offers many memorable adventures. The Lincoln Memorial museum honors our sixteenth president and our past while the many trails along Cumberland Gap National Park, Chained Rock and the Pinnacle Overlook fuel our psyche. It is the home of the Wilderness Trail where Daniel Boone and America’s first pioneers crossed the Appalachian Mountains.

The ultimate golfer will appreciate “The Oldest Continuously Played Golf Course in America” and “Wasioto Winds”, recently ranked 4th in the nation by Golf Digest, just minutes away in Pine Mountain State Park. A day’s trip to Knoxville, Dollywood, or the “Smokies” fills your vacation with fun, facts and flavor.



Cumberland Gap is also an incredible destination for hikers and backpackers with over 85 miles of trails and numerous backcountry camping areas.

Close by are the famous Cumberland Falls (the second largest waterfall in America). Once visited by England’s elite, you will be amazed with the parks trails, rafting excursions, and beautiful views including the only moon bow in the northern hemisphere.

Throughout the years this cave has had numerous names. First named Gap Cave by Dr. Thomas Walker, as it is located in Cumberland Gap. It was later called Soldiers Cave and King Solomon's Cave. The name Cumberland Gap Saltpeter Cave recalls the time when saltpeter was mined in the cave for gun powder. Cumberland Gap National Historical Park renamed the cave, Gap Cave, its original name. However, it seems most people from the area know it as Cudjo Cave. Cudjo was a runaway slave, who was said to have hid in the cave during the Civil War. The legend tells of Cudjo being killed by Confederate soldiers inside the cave. This is only 5km from the border to Kentucky, which was a neutral state, and so would have been the rescue for Cudjo. So the legend tells of failure within looking distance of the goal.


The Middlesboro Historic Trail adjacent to the Cumberland River is a beautiful as well as scenic hike or fishing spot. Horseback riding and fishing are also available throughout the area. So if you want to get some fishing in while your here bring along your rod and reel.          


Or for those who just want to enjoy the beauty and nature of the area, relax in the yard and take in one breathtaking sunset after another. The tranquility of a mountain sunrise or sunset is an unrivaled event of Cumberland Gap / Middlesboro beauty.

Some Useful Links

Tour Southern and Eastern Kentucky

Cumberland Gap National Historical Park (U.S. National Park Service)

City of Middlesboro, Kentucky                                                   

iBell County Historical Society

Bell County, KY Tourism > Home

Wilderness Road State Park


Cumberland Manor Bed and Breakfast
208 Arthur Heights
Middlesboro, KY. 40965
Call (606) 248-4299 or Toll Free (866) 648-4299
or (606)-499-3330 (cell)


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