Photo by Alexis Wyrick

Find hotels in Middlesboro, KY from ฿1,831

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Middlesboro hotels

Standard Room | Desk, blackout curtains, iron/ironing board, rollaway beds
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, (691)
"Clean hotel, good breakfast options."
United States
Harold
The price is ฿3,723
฿4,104 total
includes taxes & fees
21 Dec - 22 Dec
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, (813)
"The breakfast was great and customer service was great! Very clean and beautiful views "
United States
Solange
The price is ฿2,950
฿3,252 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sleep Inn & Suites Middlesboro
Double Room, Smoking | Desk, blackout curtains, free WiFi, bed sheets
Boone Trail Inn

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (110)
"Place was clean. AC worked good. "
United States
David
The price is ฿2,129
฿2,869 total
includes taxes & fees
16 Dec - 17 Dec
Boone Trail Inn
Standard Room, 2 Double Beds, Non Smoking | Laptop workspace, blackout curtains, iron/ironing board, free WiFi
Econo Lodge Middlesboro

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (445)
"Clean place with friendly staff. "
United States
James
The price is ฿2,518
฿2,775 total
includes taxes & fees
21 Dec - 22 Dec
Econo Lodge Middlesboro
Standard Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets
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 ฿2,504
฿2,761 total
includes taxes & fees
29 Dec - 30 Dec
Suburban Studios Middlesboro
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, (1001)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
The price is ฿2,335
฿2,667 total
includes taxes & fees
1 Jan - 2 Jan 2026
Days Inn by Wyndham Jellico - Tennessee State Line
Honeymoon Suite, 1 King Bed | Laptop workspace, free WiFi, bed sheets
Cumberland Gap Inn

Cumberland Gap Inn

Cumberland Gap Inn
2.5 star property
Cumberland Gap
8.0 out of 10, Very good, (584)
"Quaint Inn Friendly staff"
United States
Richard
The price is ฿3,092
฿3,502 total
includes taxes & fees
16 Dec - 17 Dec
Cumberland Gap Inn
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, (1000)
"Staff and room were great. We did not stay for breakfast because we wanted to get on the road home ASAP. "
United States
ROBERT
The price is ฿3,723
฿4,210 total
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express Williamsburg by IHG
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
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 ฿3,272
฿3,711 total
includes taxes & fees
15 Jan - 16 Jan 2026
Quality Inn
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 ฿4,101
฿4,604 total
includes taxes & fees
1 Jan - 2 Jan 2026
Woodlake Lodge Golf and Country Club
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 ฿1,846
฿2,146 total
includes taxes & fees
16 Dec - 17 Dec
Dixie Plaza hotel
Room, 1 King Bed, Non Smoking | Desk, free WiFi, bed sheets
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, (47)
"Newly renovated. Very clean & quiet."
United States
Suzanne
The price is ฿1,932
฿2,499 total
includes taxes & fees
1 Jan - 2 Jan 2026
Imperial Inn by OYO Tazewell
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, (772)
"Price was right room was clean. Many choices to eat. Staff was pleasant. "
United States
Susan
The price is ฿1,823
฿2,030 total
includes taxes & fees
17 Dec - 18 Dec
Super 8 by Wyndham Williamsburg
Exterior
Quality Inn Harlan

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (338)
"Room was nice and clean, staff very courteous, breakfast very good."
United States
Gary
The price is ฿2,811
฿3,188 total
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, (669)
"The check in and out was very easy. Staff was pleasant and helpful. The cottage was very clean and well kept. The outside lighting could have been better as we arrived in the dark and it was hard to see. Overall great stay. "
United States
DeAnna
The price is ฿3,532
฿3,894 total
includes taxes & fees
26 Dec - 27 Dec
Pine Mountain State Resort Park
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 ฿3,092
฿9,684 total
includes taxes & fees
16 Dec - 17 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, (231)
"Room was great , check in & staff was absolutely wonderful! "
United States
Hailey
The price is ฿1,614
฿1,831 total
includes taxes & fees
14 Jan - 15 Jan 2026
Rodeway Inn Harlan
Comfort House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
The House on Park Avenue

The House on Park Avenue

The House on Park Avenue
3.5 star property
Pineville
The price is ฿9,174
฿12,606 total
includes taxes & fees
16 Dec - 17 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Middlesboro attractions

Middlesboro Mall

3.9/5 (32 reviews)
You can browse for the perfect souvenirs at Middlesboro Mall during your visit to Middlesboro. Discover the mountain views while you're in the area.
See properties

Middlesboro Country Club

Enjoy a round of golf in Middlesboro at Middlesboro Country Club. Discover the mountain views while you're in the area.
See properties

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
"Newly renovated. Very clean & quiet."
Suzanne 5-night trip
Posted 7 days ago
Imperial Inn by OYO Tazewell

More cheap stays in Middlesboro

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

30 W Highway 92 Williamsburg KY
The price is ฿1,823 per night from 17 Dec to 18 Dec
฿1,823
฿2,030 total
17 Dec - 18 Dec
includes taxes & fees
5.6/10 (770 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 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 Middlesboro Country Club. 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.

Explore a world of travel with Expedia