Middlesboro fills an ancient impact crater, with mountains ringing its streets. The ridges stay in view as you move through town, and Cumberland Gap lies nearby.
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
Landmark4.1/5
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$$$4.4/5
La Esperanza Mexican Restaurant
Eat$$4.5/5
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 room, lift, 24-hour front desk, daily housekeeping, business area, laundry service, outdoor seating, express check-in and check-out, barbecue facilities, and free WiFi. 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 for room comfort, cleanliness, and size, Sleep Inn & Suites Middlesboro provides excellent service and amenities.
Stay4.15/5
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 fresh pastries, fruits, and juice. 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 daily housekeeping 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.
Stay4.4/5
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 seasonal outdoor swimming pool, fitness centre, tennis court, and outdoor seating area. Additional amenities include a lounge, minimarket, and live music. A complimentary American buffet breakfast is served daily, featuring warm dishes, fresh pastries, pancakes, cheese, fruits, and juice. Located 16 km from Wasioto Winds Golf Course, 20 km from Pine Mountain State Resort Park, and 10 km from Harrogate City Park. Activities available include fishing, hiking, and cycling.
Stay4.8/5
The Olde Mill Inn Bed and Breakfast
Stay4.2/5
Cumberland Gap Inn
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