Middlesboro hotels

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Best Middlesboro hotels

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Most recommended Middlesboro hotels

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Suburban Studios Middlesboro - Middlesboro - Pool
Suburban Studios Middlesboro
Middlesboro, KY, United States
6.8Okay(38)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R2 088+
Check availability
Holiday Inn Express Middlesboro - Middlesboro - Patio
Holiday Inn Express Middlesboro
Middlesboro, KY, United States
9.2Wonderful(269)
Parking
Free Wi-Fi
Pool
Air conditioning
R2 454+
Check availability
Econo Lodge Middlesboro - Middlesboro - Bedroom
Econo Lodge Middlesboro
Middlesboro, KY, United States
7.9Good(333)
Parking
Free Wi-Fi
Pool
Pet-friendly
R1 768+
Check availability
Sleep Inn & Suites - Middlesboro - Lobby
Sleep Inn & Suites
Middlesboro, KY, United States
8.6Very Good(404)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R2 061+
Check availability
Olde Mill Inn Bed & Breakfast - Cumberland Gap - Living room
Olde Mill Inn Bed & Breakfast
Cumberland Gap, TN, United States
9.5Wonderful(114)
Free Wi-Fi
R3 864+
Check availability
The Cottage By Arh Hospital, Atv Trails, And Lmu! - Middlesboro - Living room
The Cottage By Arh Hospital, Atv Trails, And Lmu!
Middlesboro, KY, United States
10Wonderful(1)
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
R3 956+
Check availability
Boone Trail Inn - Middlesboro - Bedroom
Boone Trail Inn
Middlesboro, KY, United States
6.8Okay(67)
Parking
Free Wi-Fi
Pool
Pet-friendly
R1 392+
Check availability

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R0 - R971R971 - R1 941R1 941 - R2 912R2 912 - R3 864R3 864+ per night

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KAYAK’s insights for hotels in Middlesboro

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Middlesboro with confidence.

Which month has the cheapest hotel rates in Middlesboro?

Hotels are cheapest in Middlesboro in May, with average rates of R36 263. In comparison, June is the most expensive month, with prices at R52 256.

What is the cheapest day of the week to book a hotel in Middlesboro?

Monday offers the lowest rates in Middlesboro, with an average nightly price of R33 660. The highest prices are found on Friday, with average rates at R50 825.
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How much is a Middlesboro hotel?

Here are our most popular & best value hotels

Good to know

Low season

May

High season

June

Average price (weeknight)

R2 225

Average price (weekend night)

R2 440
Cheapest month to stay with an average 13% drop in price.
Most expensive month to stay with an average 26% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Middlesboro hotel deals

  • Many hotels are suitable for business travelers in Middlesboro, such as Holiday Inn Express Middlesboro, which has a fully equipped business center on-site. This hotel also has an outdoor pool where you can relax after a long work day, or you can take advantage of the hiking trails near the hotel.
  • If you’d like to be near amazing outdoor destinations, book a room at The Olde Mill Inn, a charming hotel in Middlesboro, Kentucky housed in an 18th-century barn. It is also conveniently located near Cumberland Gap National Historical Park and Wilderness Road State Park and Historic Martins Station in Virginia.
  • If you are in staying in Middlesboro, Kentucky but plan to take some local day trips, you can visit Harlan, Pineville, Knoxville, Gatlinburg, and Sevierville. Staying at Cumberland Gap Inn will give you quick access to these surrounding areas.
  • Many visitors traveling to Middlesboro, Kentucky prefer staying in a hotel near the center of town. Boone Trail Inn is conveniently located in the city center and offers free parking and Wi-Fi.
  • By booking a room at Suburban Extended Stay Hotel, you will be located near many restaurants, shops, and local attractions like Cumberland Gap National Park, Gap Cave, and Bell County Historical Society. On-site amenities at this hotel include an outdoor swimming pool, free breakfast, and pet-friendly rooms.

FAQs when booking a hotel in Middlesboro

  • Are there any pet-friendly hotels in Middlesboro, Kentucky?

    If you visit Middlesboro with your pet, you’ll be pleased to learn that many hotels welcome furry friends, such as Pine Mountain State Resort Park and Best Western Wilderness Trail Inn. We recommend calling these hotels in advance to ensure you adhere to their pet policies.

  • What are the best hotels in Middlesboro where I can stay with my kids?

    If you’ll be traveling with children, there are many hotels where your kid can stay safe during your visit to Middlesboro, including Super 8 by Wyndham Williamsburg and Holiday Inn Express. Family-friendly amenities at these hotels include outdoor pools, free breakfast for the family, and laundry services for guests.

  • Which hotels are located near attractions in Middlesboro?

    Days Inn by Wyndham Jellico is situated near popular local destinations such as Kentucky Splash Water Park, Jellico Mountain, and Indian Mountain State Park and offers free parking and a hot tub and outdoor pool for guests.

  • Are there hotels in Middlesboro, Kentucky that provide accessibility services for guests?

    If you have mobility issues and want to book a hotel in Middlesboro, you’ll have many choices. Econo Lodge Middlesboro and Holiday Inn Express are the best hotels for you because they have elevators and bathrooms that are easily accessible for those with disabilities or limited mobility.

  • What is the parking situation in Middlesboro hotels?

    If you are visiting Middlesboro and have your car with you, you’ll find plenty of parking at hotels in town. Most hotels have free parking where you can park for the duration of your stay. Some hotels where you can park for free include Sleep Inn and Suites, Cumberland Gap Inn, and Boone Trail Inn.

  • How do I find a hotel in central Middlesboro?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Middlesboro districts. You can also do a search using the city map to choose a specific location, like Middlesboro city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Middlesboro hotels with free parking?

    There are many hotels in Middlesboro that offer both parking and free parking. Popular choices among KAYAK users include Holiday Inn Express Middlesboro, Econo Lodge Middlesboro and Sleep Inn & Suites.

Where to stay in Middlesboro?

Our map will help you find the perfect place to stay in Middlesboro by showing you the exact location of each hotel.

Everything you need to know for your stay in Middlesboro

Hotels near airports in Middlesboro

Hotels near Knoxville McGhee Tyson Airport
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