Photo by Alexis Wyrick

Find hotels in Middlesboro, KY from ₩72,025

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Compare 340 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Standard Room | Desk, blackout drapes, iron/ironing board, rollaway beds
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 star property
9.6 out of 10, Exceptional, (684)
"Great breakfast. Room was spacious, clean and the dove products in the bathroom were nice. Great stay. "
United States
Rachel
The price is ₩164,833
₩181,714 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Middlesboro by IHG
Exterior
Sleep Inn & Suites Middlesboro
Sleep Inn & Suites Middlesboro
2.5 star property
9.2 out of 10, Wonderful, (799)
"Clean, super nice staff, bed comfortable "
United States
Kay
The price is ₩132,861
₩146,466 total
includes taxes & fees
Nov 16 - Nov 17
Sleep Inn & Suites Middlesboro
Standard Room, 2 Double Beds, Non Smoking | Laptop workspace, blackout drapes, iron/ironing board, free WiFi
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2.0 star property
7.2 out of 10, Good, (441)
"Clean place with friendly staff. "
United States
James
The price is ₩113,393
₩125,004 total
includes taxes & fees
Nov 23 - Nov 24
Econo Lodge Middlesboro
Standard Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets
Suburban Studios Middlesboro
Suburban Studios Middlesboro
2.0 star property
8.0 out of 10, Very Good, (63)
"Didn't stay as we found a better location in Cumberland Gap. "
United States
Alan
The price is ₩107,425
₩118,424 total
includes taxes & fees
Nov 12 - Nov 13
Suburban Studios Middlesboro
Double Room, Smoking | Desk, blackout drapes, free WiFi, bed sheets
Boone Trail Inn
Boone Trail Inn
2.0 star property
7.2 out of 10, Good, (108)
"Place was clean. AC worked good. "
United States
David
The price is ₩95,915
₩129,234 total
includes taxes & fees
Oct 31 - Nov 1
Boone Trail Inn
Exterior
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 star property
9.0 out of 10, Wonderful, (1000)
"We really enjoyed our stay! "
United States
Andrea Strode
The price is ₩171,937
₩194,431 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Williamsburg by IHG
Front of property
Days Inn by Wyndham Jellico - Tennessee State Line
Days Inn by Wyndham Jellico - Tennessee State Line
2.0 star property
7.2 out of 10, Good, (1000)
"The area, nice scenery "
United States
William
The price is ₩89,393
₩102,132 total
includes taxes & fees
Nov 2 - Nov 3
Days Inn by Wyndham Jellico - Tennessee State Line
Outdoor wedding area
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3.0 star property
9.0 out of 10, Wonderful, (643)
"Great views, and wonderful trails, and pet-friendly."
United States
Frederick
The price is ₩155,113
₩170,985 total
includes taxes & fees
Nov 27 - Nov 28
Pine Mountain State Resort Park
Room, 1 King Bed, Non Smoking | Desk, free WiFi, bed sheets
Imperial Inn by OYO Tazewell
Imperial Inn by OYO Tazewell
2.5 star property
9.2 out of 10, Wonderful, (41)
"Great hotel"
United States
Tahir
The price is ₩93,244
₩119,774 total
includes taxes & fees
Nov 13 - Nov 14
Imperial Inn by OYO Tazewell
Exterior
Quality Inn
Quality Inn
2.5 star property
8.6 out of 10, Excellent, (326)
"The breakfast was great and the parking lot felt safe and had plenty of lighting. Overall a good stay."
United States
James
The price is ₩133,074
₩150,932 total
includes taxes & fees
Nov 16 - Nov 17
Quality Inn
Business center
Quality Inn
Quality Inn
2.5 star property
8.2 out of 10, Very Good, (263)
"Staff member who checked me in was very friendly and helpful. "
United States
Luana
The price is ₩140,108
₩158,910 total
includes taxes & fees
Nov 30 - Dec 1
Quality Inn
Exterior
Super 8 by Wyndham Williamsburg
Super 8 by Wyndham Williamsburg
2.5 star property
5.8 out of 10, (752)
"Love the Mint.."
United States
Tracy
The price is ₩90,587
₩100,823 total
includes taxes & fees
Nov 9 - Nov 10
Super 8 by Wyndham Williamsburg
Suite, Accessible, Ensuite (Thomas Walker Annex) | 1 bedroom, WiFi
The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
2.5 star property
9.0 out of 10, Wonderful, (421)
"loved the historical setting, walking distance to shops, parks, hiking trails."
United States
Michael
The price is ₩190,552
₩215,803 total
includes taxes & fees
Nov 2 - Nov 3
The Olde Mill Inn Bed & Breakfast
Exterior
Rodeway Inn
Rodeway Inn
2.0 star property
5.6 out of 10, (226)
"pretty safe "
United States
Taylor
The price is ₩63,503
₩72,025 total
includes taxes & fees
Nov 23 - Nov 24
Rodeway Inn
Exterior
Dixie Plaza hotel
Dixie Plaza hotel
2.0 star property
5.4 out of 10, (24)
"They were very good southern people very understanding "
United States
Louise
The price is ₩76,732
₩89,208 total
includes taxes & fees
Oct 31 - Nov 1
Dixie Plaza hotel
Honeymoon Suite, 1 King Bed | 1 bedroom, laptop workspace, free WiFi, bed sheets
Cumberland Gap Inn
Cumberland Gap Inn
2.5 star property
8.0 out of 10, Very Good, (583)
"The views around the area are beautiful and the town is peaceful and quiet "
United States
Robert
The price is ₩139,255
₩157,713 total
includes taxes & fees
Oct 31 - Nov 1
Cumberland Gap Inn
Aerial view
Woodlake Lodge Golf and Country Club
Woodlake Lodge Golf and Country Club
3.0 star property
9.4 out of 10, Exceptional, (141)
"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."
United States
Daniel
The price is ₩206,041
₩231,277 total
includes taxes & fees
Nov 2 - Nov 3
Woodlake Lodge Golf and Country Club
Exterior
Tazewell Motor Lodge
Tazewell Motor Lodge
2.0 star property
9.0 out of 10, Wonderful, (86)
"The room was dated but clean and had every convenience. The bed was comfortable, there were several TV channels to choose from, a nice refrigerator and microwave and even an ironing board and iron. Patrick was very friendly and accommodating and I’ll stay there again next trip. "
United States
Betty
Tazewell Motor Lodge
Comfort House | Private kitchen | Full-size fridge, microwave, oven, stovetop
The House on Park Avenue
The House on Park Avenue
3.5 star property
The price is ₩413,203
₩567,772 total
includes taxes & fees
Oct 31 - Nov 1
The House on Park Avenue
House (2 Bedrooms) | Interior
Peaceful & Private! Pet-friendly Williamsburg Home
Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
The price is ₩153,465
₩400,245 total
includes taxes & fees
Nov 2 - Nov 3
Peaceful & Private! Pet-friendly Williamsburg Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Middlesboro attractions

Middlesboro Mall

3.9/5 (32 reviews)
This regional shopping center serves as a retail hub for Middlesboro with a mix of national and local stores. Browse fashion, home goods, and dining options in a straightforward, welcoming indoor environment.
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Middlesboro Country Club

Established in 1889, Middlesboro Country Club is America's oldest continuously played nine-hole golf course. Challenge yourself on undulating greens while surrounded by breathtaking Appalachian Mountain vistas.
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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
#Adventure #CumberlandGap #High #Trees #Highway
Photo by Alexis Wyrick
Open Photo by Alexis Wyrick

Top Middlesboro Hotel Reviews

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"The staff were extremely nice and friendly. The Cabin was very clean, warm and had a full equipped kitchen. I would definitely recommend Pine Mountain State Park Resort to my friends. "
Sharon 1-night trip
Posted 4 days ago
Pine Mountain State Resort Park

More cheap stays in Middlesboro

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

56 West Highway 92, Williamsburg, KY
The price is ₩171,937 per night from Nov 30 to Dec 1
₩171,937
₩194,431 total
Nov 30 - Dec 1
includes taxes & fees
9/10 Wonderful! (1,000 reviews)

Frequently asked questions

What's the best place for a stay in Middlesboro?
Holiday Inn Express Middlesboro by IHG is a favorite with Expedia customers. This hotel offers free breakfast and an outdoor pool. Reviews from our site also recommend Sleep Inn & Suites Middlesboro 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 fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Middlesboro.
Where can I learn more about changing or cancelling my trip to Middlesboro?
To access more information about rescheduling or cancelling your trip to Middlesboro, go to https://www.expedia.com/service/.
What's the best accommodation when traveling with kids to Middlesboro?
Sleep Inn & Suites Middlesboro is a hotel with free parking and free buffet breakfast, and it's a top choice on Expedia for families. Attractions in the area like New Tazewell Municipal Park are also fun for the whole family. Find more child-friendly accommodations in Middlesboro.
What's the best LGBTQ-friendly accommodation in Middlesboro?
Sleep Inn & Suites is a top LGBTQ-friendly hotel, and features free breakfast and free WiFi. Holiday Inn Express Middlesboro by IHG is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Middlesboro.
What's the best pet-friendly hotel in Middlesboro?
Sleep Inn & Suites Middlesboro is a top dog-friendly hotel, and offers a fitness center and laundry facilities for its human guests. Two other good options for you and your pet include Econo Lodge Middlesboro and Boone Trail Inn. See more pet-friendly hotel accommodations in Middlesboro.
What's the best place to stay near Cumberland Gap National Historical Park?
Cumberland Gap Inn is one of the top choices for your stay based on our traveler data, and this property offers free parking and private balconies. It's located just a short 0.5 mi (0.8 km) from Cumberland Gap National Historical Park. Another good choice is The Olde Mill Inn Bed & Breakfast, located just 0.4 mi (0.6 km) away.
What about the best place to stay close to Middlesboro Mall?
One of the top choices for your stay is Holiday Inn Express Middlesboro, an IHG Hotel, located next to Middlesboro Mall, and this hotel offers free breakfast and an outdoor pool. Sleep Inn & Suites and Econo Lodge are other good choices nearby.
What are some accommodations with pools in Middlesboro?
Holiday Inn Express Middlesboro by IHG: Features buffet, an outdoor pool, and free self parking. Econo Lodge Middlesboro and Boone Trail Inn are a couple of other choices that offer an onsite pool. View all hotels with pools in Middlesboro.
What's the best accommodation near McGhee Tyson Airport (TYS)?
La Quinta Inn & Suites by Wyndham Knoxville Airport is a popular hotel, featuring free breakfast and an indoor pool. It's located a short 0.6 mi (1 km) from McGhee Tyson Airport. Other good options within close proximity to the airport include Hilton Knoxville Airport and Comfort Suites Airport.
What is staying in Middlesboro like?
Visitors to Middlesboro are sure to enjoy the mountain views. Tourists can also enjoy so much more including its churches. In Middlesboro, there are 10 hotels and other accommodations to choose from. Find out more about Middlesboro.
What should I do while I'm visiting Middlesboro?
Landmarks like Cumberland Gap National Historical Park and Bell County Historical Society Museum might be worth a visit. A couple of additional sights to add to your agenda are Middlesboro Country Club and Middlesboro Mall. Check out what more to see and do in Expedia's Middlesboro guide.
What's the weather like in Middlesboro?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Middlesboro is 62 inches.

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