Middlesboro Kentucky

Built entirely within the impact crater of a meteorite, the Kentucky Trail Town of Middlesboro captures the distinct flavors of The Kentucky Wildlands with such attractions as Cumberland Gap National Historic Park, The Coal House (a home built only with bituminous coal) and the 1890 grand Victorian Cumberland Manor Bed & Breakfast. Annual events, such as the Wing Fling Hot Wing Festival and the summertime Levitt Amp Middlesboro Music Series (featuring weekly crater-filling concert performances), add to its charm, along with local favorites like Shades Café & Steakhouse and the A.D. Campbell Co. women’s clothing boutique, one of Middleboro’s oldest and trendiest downtown businesses.

Complete your adventure with a short drive to the Cumberland Gap National Historic Park and enjoy more than 85 miles of hiking trails, including the breathtaking views of the 1,800-foot Pinnacle Overlook (accessible by foot and bike). Visit the nearby Corrigan Wildlife Management Area with more than 54,000 acres of fishing, hiking, hunting, and camping, and the Shillalah Creek Wildlife Management Area, which has its own ample hunting, hiking, camping, and fishing and is home to one of only two Kentucky streams for native brook trout fishing.

Up the road lies Pineville with its historic Main Street, artisan shops and art deco Bell Theater and Playhouse. Nearby Pine Mountain State Resort Park, Kentucky’s historical first state park, features the Chained Rock Trail, waterfalls, Laurel Cove Amphitheater, golfing, charming stone and wood lodge, restaurant, and cottage rentals. 

Bell County Tourism

Hidden Gems in the Kentucky Wildlands

Yahoo Falls

The Yahoo Falls trail provides access to and allows good views of 113 foot Yahoo...

Alice Lloyd College

From the early Native Americans to the brave settlers to the small family farms to...

Twin Knobs Campground and Recreation Area

Twin Knobs is a 700-acre campground that provides outdoor recreation with lots of...

Worth Adding to Your Kentucky Bucket List