Photo by Alexis Wyrick

Middlesboro Hotels

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Nov 18 - Nov 19
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Nov 19 - Nov 20
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

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Top 10 trending Middlesboro hotels

Desk, blackout drapes, iron/ironing board, rollaway beds
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (690)
"Clean hotel, good breakfast options."
United States
Harold
The price is P6,968
P7,682 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express Middlesboro by IHG
Exterior
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (802)
"Clean, super nice staff, bed comfortable "
United States
Kay
The price is P5,510
P6,074 total
includes taxes & fees
Dec 14 - Dec 15
Sleep Inn & Suites Middlesboro
Laptop workspace, blackout drapes, iron/ironing board, free WiFi
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2.0 star property
Middlesboro
7.2 out of 10, Good, (442)
"Clean place with friendly staff. "
United States
James
The price is P4,422
P4,875 total
includes taxes & fees
Nov 20 - Nov 21
Econo Lodge Middlesboro
Iron/ironing board, free WiFi, bed sheets
Suburban Studios Middlesboro

Suburban Studios Middlesboro

2.0 star property
Middlesboro
8.0 out of 10, Very Good, (65)
"Didn't stay as we found a better location in Cumberland Gap. "
United States
Alan
The price is P4,455
P4,911 total
includes taxes & fees
Dec 18 - Dec 19
Suburban Studios Middlesboro
Desk, blackout drapes, free WiFi, bed sheets
Boone Trail Inn

Boone Trail Inn

2.0 star property
Middlesboro
7.2 out of 10, Good, (108)
"Place was clean. AC worked good. "
United States
David
The price is P3,978
P5,359 total
includes taxes & fees
Dec 15 - Dec 16
Boone Trail Inn
Exterior
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1003)
"We really enjoyed our stay! "
United States
Andrea Strode
The price is P6,835
P7,730 total
includes taxes & fees
Dec 17 - Dec 18
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
Jellico
7.2 out of 10, Good, (1004)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
The price is P3,765
P4,301 total
includes taxes & fees
Dec 1 - Dec 2
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
Pineville
9.0 out of 10, Wonderful, (656)
"Staff were amazing! Very unique experience in the cottage and the fireplace was really special highly recommended!"
United States
Andrew
The price is P6,432
P7,091 total
includes taxes & fees
Nov 23 - Nov 24
Pine Mountain State Resort Park
Desk, free WiFi, bed sheets
Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell

2.5 star property
Tazewell
9.0 out of 10, Wonderful, (45)
"Great hotel"
United States
Tahir
The price is P3,919
P5,028 total
includes taxes & fees
Dec 17 - Dec 18
Imperial Inn by OYO Tazewell
Exterior
Quality Inn

Quality Inn

2.5 star property
Harlan
8.6 out of 10, Excellent, (330)
"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 P5,447
P6,177 total
includes taxes & fees
Dec 14 - Dec 15
Quality Inn
Exterior
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 star property
Williamsburg
5.8 out of 10, (758)
"Love the Mint.."
United States
Tracy
The price is P3,506
P3,902 total
includes taxes & fees
Dec 1 - Dec 2
Super 8 by Wyndham Williamsburg
Business center
Quality Inn

Quality Inn

2.5 star property
Barbourville
8.2 out of 10, Very Good, (265)
"Room was clean and clerk was nice especially since it was early morning "
United States
Billy
The price is P6,059
P6,872 total
includes taxes & fees
Nov 24 - Nov 25
Quality Inn
1 bedroom, WiFi
The Olde Mill Inn Bed & Breakfast

The Olde Mill Inn Bed & Breakfast

2.5 star property
Cumberland Gap
9.0 out of 10, Wonderful, (423)
"Nice place in historic Cumberland Gap, walkable to hiking trail and pave local trail. The room is spacious, very clean, and comfortable bed. Homemade breakfast was delicious."
United States
Ry
The price is P7,902
P8,949 total
includes taxes & fees
Dec 18 - Dec 19
The Olde Mill Inn Bed & Breakfast
1 bedroom, laptop workspace, free WiFi, bed sheets
Cumberland Gap Inn

Cumberland Gap Inn

2.5 star property
Cumberland Gap
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 P5,775
P6,540 total
includes taxes & fees
Dec 17 - Dec 18
Cumberland Gap Inn
Exterior
Rodeway Inn

Rodeway Inn

2.0 star property
Harlan
5.6 out of 10, (229)
"Clean and staff was good The bathroom is putting out a bad smell like it was from the septic and we tried three different microwaves that did not work that was my only complaint"
United States
Mike
The price is P2,613
P2,963 total
includes taxes & fees
Nov 23 - Nov 24
Rodeway Inn
Aerial view
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 P8,544
P9,591 total
includes taxes & fees
Nov 19 - Nov 20
Woodlake Lodge Golf and Country Club
Exterior
Dixie Plaza hotel

Dixie Plaza hotel

2.0 star property
Tazewell
5.6 out of 10, (25)
"They were very good southern people very understanding "
United States
Louise
The price is P3,455
P4,017 total
includes taxes & fees
Nov 19 - Nov 20
Dixie Plaza hotel
Exterior
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
Private kitchen
The House on Park Avenue

The House on Park Avenue

3.5 star property
Pineville
The price is P17,135
P23,545 total
includes taxes & fees
Dec 16 - Dec 17
The House on Park Avenue
Interior
Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home

3.0 star property
Williamsburg
The price is P6,378
P16,634 total
includes taxes & fees
Nov 19 - Nov 20
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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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 artifacts 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

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

10/10 Excellent
"Nice comfortable and clean."
Cathy 2-night trip
Posted 11 days ago
Holiday Inn Express Williamsburg by IHG

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 P6,835 per night from Dec 17 to Dec 18
P6,835
P7,730 total
Dec 17 - Dec 18
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.
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 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 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 Mall and Middlesboro Country Club. 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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