The Holiday Inn Express Middlesboro Hotel is located in Middlesboro's blend of historic woodlands, wonderful views, and well-seasoned beauty. We are located next to one of the oldest State Parks - Pine Mountain State Park and Cumberland Gap National Park. The Holiday Inn Express is not far from Cumberland Gap, the trail that was used by Daniel Boone, features a lot of hiking trails, crafts and Southern Hospitality. The Holiday Inn Express is located in an area where the dining is the choosing, whether you desire the charm of a historic view or the economy of a family restaurant, you can find it here. Hotel features include free local phone calls and a complimentary Express Start continental breakfast. Enjoy a unique breakfast experience at our new Express Start Breakfast Bar served every morning featuring a selection of fruits, juices, cereals, breads/pastries, and even hardboiled eggs. We have also created the world's best tasting cinnamon roll. Visit Middlesboro, KY and stay smart at the Holiday Inn Express Hotel. This hotel is committed to providing accessible facilities under the American Disabilities Act. If your accessibility needs are not met, please contact the Hotel Manager on Duty. Should you require additional information regarding accessible facilities for guests with disabilities, please call 1-800-Holiday (U.S. and Canada) or contact the hotel directly. For the hearing impaired, TDD service is available at 1-800-238-5544 within the U.S. and Canada.