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Middlesboro, KY Hotels & Vacation Rentals

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Where To Stay In Middlesboro, Kentucky

Located in the beautiful Appalachian Mountains of Kentucky, Middlesboro offers the perfect blend of small town charm and outdoor adventure. Visitors can choose from a variety of as they explore everything this unique city has to offer. With its quaint downtown area filled with locally owned shops and delicious dining options, Middlesboro is a must-visit destination for tourists.

Aside from its charming main street, Middlesboro is also home to numerous outdoor activities. The city sits on the edge of the Cumberland Gap National Historical Park, offering stunning hiking trails, camping opportunities, and breathtaking views. Visitors can also explore the unique geological formation of the "Cumberland Gap" itself. For a taste of history, tourists can visit the and immerse themselves in Middlesboro's rich past. No matter your interests, there are plenty of to do in Middlesboro for a memorable and enjoyable vacation experience.

Featured Middlesboro Tourism Information Articles
Exploring the Rich History of Middlesboro, KY

The History Behind Middlesboro
Middlesboro, Kentucky may seem like any other small town, but it holds a rich and unique history that makes it a hidden gem for families looking to escape...

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Exploring the Rich History of Middlesboro, KY

Experience the Past in the Present
Welcome to Middlesboro, the scenic city situated in the heart of the Cumberland Gap. As a proud local, I can assure you that our city has a lot to off...

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Luxury Hotels in Middlesboro, KY

Middlesboro, KY may be a small city, but it offers a range of hotel options for visitors looking for a luxurious stay. These upscale hotels are designed to provide guests with the highest level of c...

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Local Attractions & Things To Do

  • Middlesboro Country Club
  • Cumberland Gap National Historic Park
  • Cumberland Gap National Historical Park Visitor Center
  • Ford's Wood Park
  • Wilderness Road State Park
  • Destroyer "Skate Park"
  • Tri-State Peak
  • Carnegie Center Library
  • Alexander Arthur Museum
  • Shillalah Creek Wildlife Management Area
  • Local Restaurant Spotlight: Our "Top Restaurant Choice For Travelers - 2013"

  • The Patio
  • Historic Sites

  • Cumberland Gap National Historical Park
  • Airports

  • McGhee Tyson Airport
  • Tri-Cities Regional Airport
  • Hospitals

  • Middlesboro ARH Hospital