Find 5 Star Hotels in Middlesboro, KY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesboro 5 Star Hotels

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Middlesboro

Nestled in the Appalachian Mountains, Middlesboro invites you to explore the historic Cumberland Gap National Historical Park. Tee off at the scenic Middlesboro Country Club or delve into local heritage at the Bell County Historical Society Museum.

See all hotels in Middlesboro
mountain view

Top Middlesboro Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Middlesboro?
The amount you pay for a 5-star hotel in Middlesboro can vary based on when you want to travel and how long you plan to be away, among other factors. Use our price per night filter and other search tools to land the best deal on a luxurious stay.

  • Search for the lowest price per night

What makes a hotel 5 stars in Middlesboro?
Flawless guest service is the hallmark of every 5-star hotel in Middlesboro. From the moment you enter the lobby, staff attend to your every whim, whether arranging customized tours or providing a turn-down service. Plus, hotels must offer top-rate conveniences to be entitled to a 5-star rating. These can include luxury bath products, on-site spa facilities, swimming pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Middlesboro?
Our filter tool is the easiest way to narrow down what you're looking for. Select "All inclusive" and "5-star" to see the most luxurious resorts in Middlesboro where your meals, accommodations, activities and entertainment are included in the price. At these stays, your trip is absolute indulgence from the moment you arrive.

Explore a world of travel with Expedia