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Find hotels in Middlesboro, KY from ฿1,709

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Top 10 Middlesboro hotels and places to stay

Standard Room | Desk, blackout curtains, iron/ironing board, rollaway beds
Holiday Inn Express Middlesboro, an IHG Hotel
2.5 star property
9.4 out of 10, Exceptional, (612)
"This is my 2nd stay here in the last 3 months due to a college move. Location for LMU visit is great, short drive through the tunnel and you're there. My main concern with this hotel is the hit or miss housekeeping. While this time my room was clean, we had no housekeeping except one day where all we asked for was the trash to be removed. The next day we needed fresh towels but never received them, had to call for them. The ladies are lovely and polite but I am not sure about the way they...
Holiday Inn Express Middlesboro, an IHG Hotel
Exterior
Sleep Inn & Suites
2.5 star property
9.2 out of 10, Wonderful, (554)
"Very clean hotel and a good breakfast. The bed was standard for comfort and the check-in clerk was business only."
The price is ฿3,832
per night
2 Jun - 3 Jun
Sleep Inn & Suites
Outdoor wedding area
Pine Mountain State Resort Park
3.0 star property
9.0 out of 10, Wonderful, (500)
"Rustic. Quiet. Serene. Bed…not so good. If you want away from it all, into nature, don’t need a bunch of fancy frills, this place is Great. We had a small cabin that was stocked well in the kitchen, big fridge, quiet. We booked a few more weekends, but will be bringing a mattress topper with us. "
The price is ฿4,405
per night
5 May - 6 May
Pine Mountain State Resort Park
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Suite, Accessible, Ensuite (Thomas Walker Annex) | WiFi
The Olde Mill Inn Bed & Breakfast
2.5 star property
9.0 out of 10, Wonderful, (372)
"The hostest was so kind and even took my dietary restrictions as vegan into consideration and made the most delicious high end breakfast I had in many year! We really enjoyed the coziness of our room, so much in fact that I ended up getting the same pillow for myself as I haven't been able to find a good pillow in while. I loved my stay so much that as soon as I got home I immediately booked another stay. This time bringing my mother and sister in law with me."
The price is ฿5,170
per night
8 May - 9 May
The Olde Mill Inn Bed & Breakfast
Honeymoon Suite, 1 King Bed | Laptop workspace, free WiFi, bed sheets
Cumberland Gap Inn
2.5 star property
8.0 out of 10, Very good, (539)
"This was a great place tucked away in the hills. We are grateful they were pwt friendly and even had a back door to our room with a patio "
Cumberland Gap Inn
Standard Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets
Suburban Studios Middlesboro
2.0 star property
8.0 out of 10, Very good, (32)
"Very clean"
The price is ฿4,252
per night
11 May - 12 May
Suburban Studios Middlesboro
Sports bar
Pine Mountain Inn
2.0 star property
7.0 out of 10, Good, (4)
"Small and clean. Room was cold. It served it's purpose. "
The price is ฿1,709
per night
14 May - 15 May
Pine Mountain Inn
Double Room, Smoking | Desk, blackout curtains, iron/ironing board, free WiFi
Boone Trail Inn
2.0 star property
6.8 out of 10, (51)
"Clean rooms. Friendly staff. 👍"
The price is ฿2,644
per night
5 May - 6 May
Boone Trail Inn
Standard Room, 2 Double Beds, Non Smoking | Laptop workspace, blackout curtains, iron/ironing board, free WiFi
Econo Lodge Middlesboro
2.0 star property
6.8 out of 10, (313)
"The building is old but it was clean! I loved that it was so easy to access from the road. The staff was very friendly. I will definitely stay here again."
The price is ฿3,270
per night
5 May - 6 May
Econo Lodge Middlesboro
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Middlesboro hotels information

Number of reviews
3,373
Accommodation
319 hotels
Lowest Price
฿1,709
Highest Price
฿5,170

Frequently asked questions

What's the best place for a stay in Middlesboro?

Holiday Inn Express Middlesboro, an IHG Hotel is a favourite with Expedia customers. This hotel offers free breakfast and an outdoor pool. Reviews from our site also recommend Sleep Inn & Suites and Suburban Studios Middlesboro as top choices for your trip. See all available top hotels, or vacation rentals in Middlesboro.

If I need to cancel my hotel reservation in Middlesboro, will I receive a refund?

Yes! Most hotel reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middlesboro.

What's the best budget-friendly hotel in Middlesboro?

Based on reviews, Holiday Inn Express Middlesboro, an IHG Hotel is a popular hotel for our travellers who want a more economical choice, and features free buffet breakfast and free WiFi. View all budget hotels in Middlesboro.

What's the best family accommodation in Middlesboro?

Sleep Inn & Suites is a hotel with free parking and free buffet breakfast, and it's a top choice on Expedia for families. Find more child-friendly accommodations in Middlesboro.

What is the favourite LGBTQ-friendly place to stay in Middlesboro?

Sleep Inn & Suites is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Holiday Inn Express Middlesboro, an IHG Hotel is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Middlesboro.

What's the best dog-friendly accommodation option in Middlesboro?

Sleep Inn & Suites is a top dog-friendly hotel, and offers a fitness centre and laundry facilities for its human guests. Other good options to stay with your pet include Econo Lodge Middlesboro and Suburban Studios Middlesboro. See more pet-friendly hotel accommodations in Middlesboro.

What are some accommodation options with pools in Middlesboro?

Econo Lodge Middlesboro: Offers continental, a seasonal outdoor pool and free self parking. Holiday Inn Express Williamsburg, an IHG Hotel and Days Inn by Wyndham Jellico - Tennessee State Line are a couple of other choices with an on-site pool. View all hotels with pools in Middlesboro.

What is the best spa hotel in Middlesboro?

Sleep Inn & Suites is a highly recommended spa hotel with a fitness centre. See all spa hotels in Middlesboro.

What is staying in Middlesboro like?

Visitors to Middlesboro will definitely enjoy the mountain views. Tourists can also enjoy so much more including its churches. In Middlesboro, there are 5 hotels and other accommodation options to choose from. Find out more about Middlesboro.

What should I see while I'm in Middlesboro?

Favourite places to visit include Middlesboro Mall, Bell County Historical Society Museum and Middlesboro Country Club. You'll also find Cumberland Gap National Historical Park and Pine Mountain State Resort Park in the area. Take a look at what more there is to see and do in Expedia's Middlesboro guide.

What's the seasonal weather in Middlesboro?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Middlesboro is 1581 mm.