Dive into the charm of Middlesboro, KY, nestled in a valley surrounded by the stunning Cumberland Mountains! Stroll through quirky shops, savor mouthwatering BBQ, and explore the fascinating “biggest that ever was” Bell County Historical Society. Don't miss the breathtaking views from Pinnacle Overlook—perfect for a selfie! Adventure and Southern hospitality await in this hidden gem!
Landmark4.9/5
Cumberland Gap National Historical Park Visitor Center
Landmark5/5
Tri-State Trail
Discover the Tri-State Trail in Middlesboro, KY, where breathtaking mountain vistas, rich history, and vibrant wildlife converge, making it a must-visit destination for outdoor enthusiasts and nature lovers alike.
Landmark4.6/5
Gap Cave
Culture4.6/5
Bell County Historical Society
Landmark4/5
Discover Downtown Middlesboro
Landmark4.1/5
Middlesboro Country Club
Outdoor4.1/5
Fords Woods Park
Transport4.9/5
Middlesboro Bell County Airport
Eat$$$4.3/5
Ike's Artisan Pizza
Cafe$$4.7/5
Crater City Coffee Company
Cafe4.7/5
The Table Coffee House
Cafe$$$4.6/5
Shades Café & Steakhouse
Eat$$$4/5
King's Buffet Chinese Restaurant
Eat$$4.4/5
Su Taco Casa
Eat$$$4.2/5
El Mariachi Mexican Grill
Eat$$$4.4/5
La Esperanza Mexican Restaurant
Eat$$4.4/5
New China Express
Cafe$$$3.9/5
Starbucks
Eat$$3.7/5
KFC
Stay4.5/5
Sleep Inn & Suites Middlesboro
Sleep Inn & Suites Middlesboro in Middlesboro offers spacious rooms with comfortable bedding, ensuring a restful stay. Guests appreciate the room cleanliness and size. The hotel features a fitness centre, free WiFi, and a business area. Additional amenities include a lift, 24-hour front desk, daily housekeeping, laundry service, and free on-site private parking. Located 16 km from Wasioto Winds Golf Course, 20 km from Pine Mountain State Resort Park, and 10 km from Harrogate City Park. Hiking opportunities are available nearby. Highly rated by guests for room comfort, cleanliness, and size.
Stay4.4/5
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG in Middlesboro offers family rooms with air-conditioning, private bathrooms, and free WiFi. Each room includes a work desk, sofa, and TV, ensuring a pleasant stay. Guests can enjoy a swimming pool with a view, fitness centre, and tennis court. Additional amenities include a lounge, fitness room, and outdoor seating area, providing ample opportunities for relaxation and recreation. A buffet breakfast is served daily, featuring American and fresh pastries, warm dishes, juice, cheese, fruits, and pancakes. Live music and barbecue facilities enhance the dining experience. Located 16 km from Wasioto Winds Golf Course and 20 km from Pine Mountain State Resort Park, the hotel is also close to Harrogate City Park (10 km). Activities such as fishing, hiking, and cycling are available nearby.
Stay4.2/5
Econo Lodge Middlesboro
Econo Lodge Middlesboro in Middlesboro offers family rooms with air-conditioning, private bathrooms, and free WiFi. Each room includes a work desk, refrigerator, and TV. The family-friendly restaurant serves Mexican cuisine for lunch and dinner, complemented by a continental and American breakfast with juice, fresh pastries, and fruits. Guests can relax by the seasonal outdoor swimming pool or enjoy the outdoor seating area. Additional amenities include a lift, 24-hour front desk, and laundry service. Located 18 km from Wasioto Winds Golf Course, 22 km from Pine Mountain State Resort Park, and 8 km from Harrogate City Park. Activities include fishing and hiking.
Stay4.8/5
The Olde Mill Inn Bed and Breakfast
Stay4.2/5
Cumberland Gap Inn
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