Photo by Alexis Wyrick

Find hotels in Middlesboro, KY from 1.504.261 ₫

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20 Dec - 21 Dec
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Our top choices for Middlesboro hotels

Exterior
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (814)
"The breakfast was great and customer service was great! Very clean and beautiful views "
United States
Solange
The price is 2.460.453 ₫
2.712.404 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Sleep Inn & Suites Middlesboro
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, (692)
"Clean hotel, good breakfast options."
United States
Harold
The price is 3.184.115 ₫
3.510.158 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
Holiday Inn Express Middlesboro by IHG
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 2.091.253 ₫
2.305.397 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Suburban Studios Middlesboro
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 2.099.937 ₫
2.314.970 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Econo Lodge 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, (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 1.776.263 ₫
2.393.297 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Boone Trail Inn
Exterior
Quality Inn Harlan

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (339)
"Room was nice and clean, staff very courteous, breakfast very good."
United States
Gary
The price is 2.344.667 ₫
2.659.321 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Harlan
Exterior
Rodeway Inn Harlan

Rodeway Inn Harlan

Rodeway Inn Harlan
2.0 star property
Harlan
5.6 out of 10, (232)
"Room was great , check in & staff was absolutely wonderful! "
United States
Hailey
The price is 1.326.276 ₫
1.504.261 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Rodeway Inn Harlan
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 2.639.395 ₫
2.993.602 ₫ total
includes taxes & fees
18 Jan - 19 Jan 2026
Quality 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, (1003)
"Front desk staff very pleasant"
United States
gary
The price is 3.026.225 ₫
3.422.266 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Holiday Inn Express Williamsburg by IHG
Suite, Accessible, Ensuite (Thomas Walker Annex) | 1 bedroom, WiFi
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 3.528.841 ₫
3.996.414 ₫ total
includes taxes & fees
15 Jan - 16 Jan 2026
The Olde Mill Inn Bed & Breakfast
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, (670)
"Great place to stay!"
United States
William
The price is 2.525.187 ₫
2.783.863 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Pine Mountain State Resort Park
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 2.578.870 ₫
2.920.702 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Cumberland Gap Inn
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, (773)
"Price was right room was clean. Many choices to eat. Staff was pleasant. "
United States
Susan
The price is 1.565.743 ₫
1.742.672 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Super 8 by Wyndham Williamsburg
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, (48)
"Great hotel"
United States
Tahir
The price is 1.611.794 ₫
2.084.411 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Imperial Inn by OYO Tazewell
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 3.420.950 ₫
3.840.148 ₫ 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 1.539.427 ₫
1.789.583 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Dixie Plaza hotel
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
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)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
The price is 1.947.310 ₫
2.224.802 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Days Inn by Wyndham Jellico - Tennessee State Line
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 7.652.139 ₫
10.514.605 ₫ total
includes taxes & fees
26 Dec - 27 Dec
The House on Park Avenue
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 2.578.870 ₫
8.077.389 ₫ total
includes taxes & fees
21 Dec - 22 Dec
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.
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

Imperial Inn by OYO Tazewell

Imperial Inn by OYO Tazewell

10/10 Excellent
"Convenient, clean. "
Tammy 1-night trip
Posted 9 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 1.565.743 ₫ per night from 13 Jan to 14 Jan
1.565.743 ₫
1.742.672 ₫ total
13 Jan - 14 Jan 2026
includes taxes & fees
5.6/10 (772 reviews)

Hotels in Middlesboro with star rating

Frequently asked questions

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.