Photo by Alexis Wyrick

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29 Dec - 30 Dec
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30 Dec - 31 Dec
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Middlesboro hotels

Standard Room
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (694)
"Only stayed one night but the hotel was quiet, considering the amount of people that seemed to be there, very clean and the breakfast was great!"
United States
Kevin
The price is NZ$236
includes taxes & fees
11 Jan - 12 Jan 2026
Holiday Inn Express Middlesboro by IHG
Exterior
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (815)
"Room was clean and comfortable. Staff was courteous. "
United States
Tommy
The price is NZ$177
includes taxes & fees
25 Jan - 26 Jan 2026
Sleep Inn & Suites Middlesboro
Double Room, Smoking
Boone Trail Inn

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (111)
"So the room seemed clean and the owners were vry kind the price was low all in all it was ok for a cheap motel but yall theres roaches i woke up with 1 crawling on the headboard. "
United States
Amy
The price is NZ$143
includes taxes & fees
31 Dec - 1 Jan 2026
Boone Trail Inn
Standard Room, 1 Queen Bed, Non Smoking
Suburban Studios Middlesboro

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.0 out of 10, Very good, (67)
"The newly renovated very clean room was comfortable and clean. All staff were very friendly and we had no issues with our stay. Would stay again when in this area! "
United States
Becky
The price is NZ$147
includes taxes & fees
5 Jan - 6 Jan 2026
Suburban Studios Middlesboro
Standard Room, 2 Double Beds, Non Smoking
Econo Lodge Middlesboro

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (446)
"Clean place with friendly staff. "
United States
James
The price is NZ$169
includes taxes & fees
31 Dec - 1 Jan 2026
Econo Lodge Middlesboro
Exterior
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1003)
"Staff was nice and breakfast was good"
United States
nicole
The price is NZ$223
includes taxes & fees
13 Jan - 14 Jan 2026
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

Days Inn by Wyndham Jellico - Tennessee State Line
2.0 star property
Jellico
7.2 out of 10, Good, (1002)
"Nice location, nice room, friendly staff and recent remodeling rooms "
United States
Ashley
The price is NZ$145
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham Jellico - Tennessee State Line
Exterior
Quality Inn Harlan

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (340)
"Room was nice and clean, staff very courteous, breakfast very good."
United States
Gary
The price is NZ$173
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Harlan
Outdoor wedding area
Pine Mountain State Resort Park

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (673)
"Great place to stay!"
United States
William
The price is NZ$242
includes taxes & fees
2 Jan - 3 Jan 2026
Pine Mountain State Resort Park
Suite, Accessible, Ensuite (Thomas Walker Annex)
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast
2.5 star property
Cumberland Gap
9.0 out of 10, Wonderful, (426)
"Staff was very communicative, room was clean with all necessary amenities. Good location. Comfy beds. "
United States
Jennifer
The price is NZ$260
includes taxes & fees
15 Jan - 16 Jan 2026
The Olde Mill Inn Bed & Breakfast
Aerial view
Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
3.0 star property
Tazewell
9.4 out of 10, Exceptional, (142)
"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."
United States
Daniel
The price is NZ$250
includes taxes & fees
1 Jan - 2 Jan 2026
Woodlake Lodge Golf and Country Club
Business centre
Quality Inn

Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very good, (267)
"Room was clean and clerk was nice especially since it was early morning "
United States
Billy
The price is NZ$196
includes taxes & fees
18 Jan - 19 Jan 2026
Quality Inn
Honeymoon Suite, 1 King Bed
Cumberland Gap Inn

Cumberland Gap Inn

Cumberland Gap Inn
2.5 star property
Cumberland Gap
8.0 out of 10, Very good, (585)
"Clean love the people we always stay there when we travel south"
United States
Christopher
The price is NZ$190
includes taxes & fees
30 Dec - 31 Dec
Cumberland Gap Inn
Room, 1 King Bed, Non Smoking
Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell
2.5 star property
Tazewell
9.0 out of 10, Wonderful, (48)
"Great hotel"
United States
Tahir
The price is NZ$136
includes taxes & fees
12 Jan - 13 Jan 2026
Imperial Inn by OYO Tazewell
Exterior
Tazewell Motor Lodge

Tazewell Motor Lodge

Tazewell Motor Lodge
2.0 star property
Tazewell
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
House (2 Bedrooms) | Interior
Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
Williamsburg
The price is NZ$526
includes taxes & fees
30 Dec - 31 Dec
Peaceful & Private! Pet-friendly Williamsburg Home
Exterior
Rodeway Inn Harlan

Rodeway Inn Harlan

Rodeway Inn Harlan
2.0 star property
Harlan
5.6 out of 10, (233)
"Room was great , check in & staff was absolutely wonderful! "
United States
Hailey
The price is NZ$99
includes taxes & fees
27 Jan - 28 Jan 2026
Rodeway Inn Harlan
Exterior
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.8 out of 10, (774)
"Price was right room was clean. Many choices to eat. Staff was pleasant. "
United States
Susan
The price is NZ$113
includes taxes & fees
11 Jan - 12 Jan 2026
Super 8 by Wyndham Williamsburg
Exterior
Dixie Plaza hotel

Dixie Plaza hotel

Dixie Plaza hotel
2.0 star property
Tazewell
5.4 out of 10, (27)
"They were very good southern people very understanding "
United States
Louise
The price is NZ$114
includes taxes & fees
30 Dec - 31 Dec
Dixie Plaza hotel
Comfort House | Private kitchen
The House on Park Avenue

The House on Park Avenue

The House on Park Avenue
3.5 star property
Pineville
The price is NZ$685
includes taxes & fees
30 Dec - 31 Dec
The House on Park Avenue
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 centre 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.
See properties

Bell County Historical Society Museum

Housed in the historic 1915 Dr. J.D. Cawood House, the Bell County Museum preserves Kentucky's regional heritage. Explore artefacts and photographs telling local cultural stories within this National Register landmark.
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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

Econo Lodge Middlesboro

Econo Lodge Middlesboro

10/10 Excellent
"Everything fine "
Daniel 1-night trip
Posted 2 days ago
Econo Lodge Middlesboro

More cheap accommodation in Middlesboro

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

30 W Highway 92 Williamsburg KY
The price is NZ$113 per night from 11 Jan to 12 Jan
NZ$113
11 Jan - 12 Jan 2026
includes taxes & fees
5.6/10 (774 reviews)

Frequently asked questions

What's the best place for a stay in Middlesboro?
Holiday Inn Express Middlesboro by IHG is a favourite with Expedia customers. This hotel offers free breakfast and an outdoor pool. Reviews from our site also recommend Suburban Studios Middlesboro and Boone Trail Inn as top choices for your trip. See all available top hotels, or vacation rentals in Middlesboro.
What are some of the best holiday rentals that Middlesboro has to offer?
8BR Lakefront Lux Retreat: Private Dock, Sleeps 28: This holiday home rental outside of Middlesboro is located on a lake, and has a fireplace, an arcade/games room and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub. See all 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 family accommodation in 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. Also, attractions in the area such as New Tazewell Municipal Park are fun for the whole family. 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 by IHG 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 Middlesboro 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 Boone Trail Inn and Econo Lodge Middlesboro. See more pet-friendly hotel accommodations in Middlesboro.
What are some accommodation options with pools in Middlesboro?
Holiday Inn Express Middlesboro by IHG: Offers buffet, an outdoor pool and free self parking. Econo Lodge Middlesboro and Boone Trail Inn are a couple of other choices with an on-site pool. View all hotels with pools 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 10 hotels and other accommodation options to choose from. Find out more about Middlesboro.
What should I see while I'm in 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 itinerary are Middlesboro Mall and Kentucky Ridge State Forest. 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.

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