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Find hotels in Middlesboro, KY from ฿1,642

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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 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 ฿3,753
฿4,137 total
includes taxes & fees
30 Nov - 1 Dec
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 ฿2,997
฿3,304 total
includes taxes & fees
1 Dec - 2 Dec
Sleep Inn & Suites Middlesboro
Standard Room, 2 Double Beds, Non Smoking | Laptop workspace, blackout curtains, 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 ฿2,582
฿2,846 total
includes taxes & fees
30 Nov - 1 Dec
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 ฿2,446
฿2,696 total
includes taxes & fees
30 Nov - 1 Dec
Suburban Studios Middlesboro
Double Room, Smoking | Desk, blackout curtains, 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 ฿2,184
฿2,942 total
includes taxes & fees
30 Nov - 1 Dec
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 ฿3,914
฿4,427 total
includes taxes & fees
30 Nov - 1 Dec
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 ฿2,035
฿2,325 total
includes taxes & fees
13 Nov - 14 Nov
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 ฿3,628
฿4,000 total
includes taxes & fees
8 Nov - 9 Nov
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, (42)
"Great hotel"
United States
Tahir
The price is ฿2,126
฿2,731 total
includes taxes & fees
13 Nov - 14 Nov
Imperial Inn by OYO Tazewell
Exterior
Quality Inn
Quality Inn
2.5 star property
8.6 out of 10, Excellent, (327)
"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 ฿3,035
฿3,442 total
includes taxes & fees
16 Nov - 17 Nov
Quality Inn
Business centre
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 ฿3,190
฿3,618 total
includes taxes & fees
30 Nov - 1 Dec
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 ฿1,845
฿2,054 total
includes taxes & fees
2 Nov - 3 Nov
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 ฿4,338
฿4,913 total
includes taxes & fees
1 Dec - 2 Dec
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 ฿1,448
฿1,642 total
includes taxes & fees
23 Nov - 24 Nov
Rodeway Inn
Exterior
Dixie Plaza hotel
Dixie Plaza hotel
2.0 star property
5.6 out of 10, (25)
"They were very good southern people very understanding "
United States
Louise
The price is ฿1,750
฿2,034 total
includes taxes & fees
1 Nov - 2 Nov
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 ฿3,175
฿3,596 total
includes taxes & fees
1 Nov - 2 Nov
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 ฿4,691
฿5,265 total
includes taxes & fees
30 Nov - 1 Dec
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-sized fridge, microwave, oven, stovetop
The House on Park Avenue
The House on Park Avenue
3.5 star property
The price is ฿9,407
฿12,926 total
includes taxes & fees
30 Nov - 1 Dec
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 ฿3,494
฿9,112 total
includes taxes & fees
13 Nov - 14 Nov
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 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.
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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

Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell

10/10 Excellent
"Clean new room. Friendly family owned place. Only thing lacking was no coffee maker. "
Ken 6-night trip
Posted 2 days ago
Imperial Inn by OYO Tazewell
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

10/10 Excellent
"best"
Carolyn 3-night trip
Posted 2 weeks ago
The Olde Mill Inn Bed & Breakfast

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 ฿3,914 per night from 1 Dec to 2 Dec
฿3,914
per night
1 Dec - 2 Dec
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 favourite 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 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 Econo Lodge Middlesboro and Boone Trail Inn. See more pet-friendly hotel accommodations in Middlesboro.
What are some accommodation options 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 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 Country Club and Middlesboro Mall. 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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