An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

Middlesboro Hotels

  • 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
Aug 22 - Aug 23
Tomorrow
Aug 23 - Aug 24
Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6

Filter by

Star rating

Guest rating

Our top choices for Middlesboro hotels

Breakfast included
Reserve now, pay later
Hotel
Pet friendly
Wifi Included

1. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
United States
Kimberly
P5,494
P6,056 total
includes taxes & fees
Aug 30 - Aug 31
Econo Lodge Middlesboro

2. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
Middlesboro
United States
Kelly
P8,333
P9,186 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express Middlesboro by IHG

3. Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
Middlesboro
United States
Martha
P6,557
P7,359 total
includes taxes & fees
Sep 21 - Sep 22
Sleep Inn & Suites Middlesboro

4. Suburban Studios Middlesboro

Suburban Studios Middlesboro
Middlesboro
United States
Clinton
P4,829
P5,324 total
includes taxes & fees
Sep 13 - Sep 14
Suburban Studios Middlesboro

5. Boone Trail Inn

Boone Trail Inn
Middlesboro
United States
shirley
P5,008
P6,609 total
includes taxes & fees
Aug 23 - Aug 24
Boone Trail Inn

6. Imperial Inn Tazewell

Imperial Inn Tazewell
Tazewell
United States
Karen
P4,556
P5,296 total
includes taxes & fees
Sep 21 - Sep 22
Imperial Inn Tazewell

7. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
United States
Elizabeth
P9,431
P10,396 total
includes taxes & fees
Aug 28 - Aug 29
Pine Mountain State Resort Park

8. Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line
Jellico
United States
Zakk
P3,641
P4,160 total
includes taxes & fees
Aug 30 - Aug 31
Days Inn by Wyndham Jellico - Tennessee State Line

9. Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
Williamsburg
United States
Christy
P6,782
P7,549 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Williamsburg by IHG

10. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
Tazewell
United States
James
P10,183
P11,430 total
includes taxes & fees
Aug 23 - Aug 24
Woodlake Lodge Golf and Country Club

11. Dixie Plaza hotel

Dixie Plaza hotel
Tazewell
United States
Timothy
P3,246
P3,774 total
includes taxes & fees
Aug 24 - Aug 25
Dixie Plaza hotel

12. Quality Inn

Quality Inn
Barbourville
United States
Dustina
P6,104
P6,923 total
includes taxes & fees
Aug 30 - Aug 31
Quality Inn

13. Tazewell Motor Lodge

Tazewell Motor Lodge
Tazewell
United States
laura
P6,084
P7,145 total
includes taxes & fees
Sep 8 - Sep 9
Tazewell Motor Lodge

14. Quality Inn Harlan

Quality Inn Harlan
Harlan
United States
Gwen
P5,381
P6,104 total
includes taxes & fees
Sep 13 - Sep 14
Quality Inn Harlan

15. Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
Williamsburg
P7,769
P18,958 total
includes taxes & fees
Aug 28 - Aug 29
Peaceful & Private! Pet-friendly Williamsburg Home

16. Peaceful Mountain Cabin w/ Views in Williamsburg

Peaceful Mountain Cabin w/ Views in Williamsburg
Williamsburg
United States
Chandler
P7,769
P21,036 total
includes taxes & fees
Aug 28 - Aug 29
Peaceful Mountain Cabin w/ Views in Williamsburg
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Middlesboro attractions

Middlesboro Mall

7.6/10 (62 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.
See properties

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.
See properties

Bell County Historical Society Museum

8.2/10 (13 reviews)
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.
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
An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

Top Middlesboro Hotel Reviews

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

10/10 Excellent
"Fantastic hotel, clean, great facilities and nice staff"
keith 2-night trip
Posted 5 hours ago
Holiday Inn Express Williamsburg by IHG
Imperial Inn Tazewell

Imperial Inn Tazewell

10/10 Excellent
"Just stayed overnight. From the outside it doesn't look like much but the room was very nice and we had a good nights sleep."
Larry 1-night trip
Posted 4 days ago
Imperial Inn Tazewell
Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"We had a great one night stay after visiting Cumberland Gap National historic area. Our family of 6 stayed in one of the cottages. Cottage was was very clean and updated but did smell a little musty. We had dinner at the lodge while enjoying the view and swam in the pool. We brought our own food for breakfast which we were able to cook in the cottage. Then we checked out and drove up to the top of the mountain amd hiked to chained rock. Its all downhill on the way there but not too far (half of a mile). Overall it was a great stop on our Kentucky vacation."
Heather 1-night trip
Posted 5 days ago
Pine Mountain State Resort Park
Suburban Studios Middlesboro

Suburban Studios Middlesboro

8/10 Good
"The room was updated. The staff were friendly. The kitchen was advertised as fully equipped but it was not."
Ellen 7-night trip
Posted 2 weeks ago
Suburban Studios Middlesboro
Quality Inn Harlan

Quality Inn Harlan

10/10 Excellent
"Beds were comfortable. Breakfast was hot. Pool was closed for maintenance"
Whitney 1-night trip
Posted 1 month ago
Quality Inn Harlan

More cheap stays in Middlesboro

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

1417 5th Street Jellico TN
P3,641
P4,160 total
Aug 30 - Aug 31
includes taxes & fees
Days Inn by Wyndham Jellico - Tennessee State Line
Econo Lodge Middlesboro

Econo Lodge Middlesboro

1623 Cumberland Avenue Middlesboro KY
P5,494
P6,056 total
Aug 30 - Aug 31
includes taxes & fees
Econo Lodge Middlesboro
Quality Inn Harlan

Quality Inn Harlan

2608 South Highway 421 Harlan KY
P5,713
P6,479 total
Aug 30 - Aug 31
includes taxes & fees
Quality Inn Harlan
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

1260 N, 12th Street Middlesboro KY
P6,557
P7,359 total
Sep 21 - Sep 22
includes taxes & fees
Sleep Inn & Suites Middlesboro
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

56 West Highway 92 Williamsburg KY
P6,782
P7,549 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,010 reviews)
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

1252 N 12th St Middlesboro KY
P8,333
P9,186 total
Aug 23 - Aug 24
includes taxes & fees
Holiday Inn Express Middlesboro by IHG

Find out more about Middlesboro

Top reasons to visit Middlesboro

  • Outdoor Adventures: Middlesboro boasts stunning national and state parks, perfect for hiking and exploring nature.
  • Cultural Experiences: Visit the Middlesbrough Town Hall Complex and Theatre for a taste of local arts and entertainment.
  • Charming Central Area: Explore unique shops and eateries, where friendly locals enhance your experience.
  • Community Events: Enjoy vibrant events like the Middlesbrough Music Festival, showcasing local talent.
  • Diverse Accommodation: Choose from a range of lodgings tailored to various needs, ensuring a comfortable stay.

Find great hotels in and around Middlesboro

Discover a delightful selection of accommodation options in Middlesboro, Kentucky, catering to a variety of guests. Whether you're travelling with pets, seeking LGBTQIA-friendly environments, or on a business trip, you'll find hotels and motels designed to ensure a pleasant stay. With a focus on comfort and convenience, Middlesboro's lodging choices promise an enjoyable experience for all types of travellers.

  • Sleep Inn & Suites Middlesboro: Sleep Inn & Suites Middlesboro is a budget-friendly hotel that excels in providing a warm, family-oriented atmosphere. With a commendable guest rating of 9.2 out of 10, this property is ideal for families and pet owners travelling together. The hotel features amenities such as free cribs for children and a welcoming pet policy that allows dogs on-site, ensuring that your furry friends can join your adventures. Business travellers will also appreciate the convenient facilities designed to cater to their needs, making this hotel an excellent choice for both leisure and work-related visits.
  • Pine Mountain State Resort Park: Nestled approximately 16km from Middlesboro, Pine Mountain State Resort Park offers a delightful getaway for golf enthusiasts and nature lovers alike, boasting a guest rating of 9.0 out of 10. This 3-star property is recognised for its scenic landscapes and golf-themed accommodations, allowing guests to enjoy a round of golf amidst the stunning natural surroundings. With a pet-friendly policy that welcomes dogs, this resort is perfect for those travelling with their pets. The combination of outdoor activities and relaxed lodging makes it a charming escape into nature.
  • Holiday Inn Express Middlesboro by IHG: With an impressive guest rating of 9.6 out of 10, Holiday Inn Express Middlesboro by IHG offers a comfortable and contemporary retreat for business travellers. This budget-friendly hotel features essential amenities tailored to those on work trips, ensuring a productive stay. Its strategic location in Middlesboro allows easy access to local attractions, making it a convenient choice for those seeking both business and leisure opportunities. Guests appreciate the modern facilities and attentive service that enhance their experience during their stay.

Where to stay near Middlesboro

Middlesboro, Kentucky, offers a delightful blend of outdoor adventure and stunning scenery, making it an ideal destination for tourists. Explore the charming central area, where friendly locals welcome you to unique shops and eateries. Venture into nearby regions for breathtaking landscapes and relaxing retreats. Whether you're seeking a weekend getaway or an exhilarating day trip, Middlesboro promises a memorable experience filled with warmth and adventure.

  • Cumberland Gap: Situated a mere 5km from Middlesboro, Cumberland Gap is a charming city that beckons outdoor enthusiasts and adventure seekers. This area is particularly vibrant in March and from June to July, attracting visitors with its stunning scenery and recreational offerings. You can explore the nearby national state park, enjoy leisurely days at the lake, and embark on memorable hikes along well-maintained trails. The community vibe is warm and welcoming, making it an ideal spot for those looking to immerse themselves in nature.
  • Harrogate: Located 6km away from Middlesboro, Harrogate is another delightful city perfect for those seeking adventure and natural beauty. Visitors flock here in March to April and July, drawn by the promise of picturesque landscapes and engaging activities. The local golf course and educational venues add a unique twist to the outdoor experience. With a national state park and historic sites close at hand, Harrogate offers a rich blend of relaxation and exploration, making it a must-visit on your itinerary.
  • Tiprell: Just 5km from Middlesboro, Tiprell is a quaint village that encapsulates the charm of rural Kentucky. This hidden gem sees peak visitor numbers in May, July, and October, as outdoor lovers come to enjoy its scenic vistas and recreational areas. The proximity to the national state park, historic landmarks, and serene lakes makes Tiprell an appealing destination for those looking to unwind and connect with nature. It’s a peaceful retreat that promises adventure and tranquillity alike.

Things to do in Middlesboro

Shopping

Middlesboro offers local shops and boutiques where you can find unique gifts and souvenirs. If you're up for a drive, visit the nearby Pineville Plaza, featuring various retail outlets and dining options, or check out the Middlesboro Mall for more mainstream shopping choices.

Recreation

In Middlesboro, the Bell County Wellness Centre offers a variety of fitness classes and wellness programmes in a welcoming environment. Nearby, the scenic Pine Mountain State Resort Park features hiking trails and serene picnic spots, ideal for relaxation and outdoor activities amidst nature’s beauty.

Adventure

The Pine Mountain State Resort Park offers hiking trails that wind through stunning landscapes, ideal for nature enthusiasts. For an exhilarating experience, the nearby Cumberland Valley provides opportunities for rock climbing and mountain biking, allowing adventure seekers to immerse themselves in the breathtaking scenery of the Appalachian region.

Nightlife

Middlesboro offers a charming nightlife scene with local pubs like the Cedar Ridge Restaurant and Lounge, where you can enjoy live music and a relaxed atmosphere. For a more vibrant experience, visit the local bowling alley, which often hosts evening events and gatherings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Middlesboro

Middlesboro offers numerous opportunities to save during your visit. Enjoy free entry to attractions such as the Cumberland Gap National Historical Park. For transport, consider using bicycles or cars, which can be economical. The best time to visit is from November to January when prices are lower, particularly on Tuesdays, while Saturdays tend to be the priciest. Use Expedia to compare room rates, explore flexible booking options, and consider package deals that combine hotels, flights, and activities for additional savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Middlesboro are November to January, where the prices are slightly lower. This is in comparison to May to July, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Middlesboro is Tuesday. The most expensive day to stay in Middlesboro is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Middlesboro hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Middlesboro

Middlesboro, Kentucky, is an excellent destination for outdoor and adventure enthusiasts, offering stunning scenery and family-friendly activities. Key attractions include national and state parks, educational sites, and cultural experiences. Notable points of interest in the area encompass the Middlesbrough Town Hall Complex, Middlesbrough Theatre, and the local football club, ensuring a memorable visit for all travellers seeking to explore the charm of this vibrant town.

  • Lincoln Memorial University: Located approximately 6km from Middlesboro, Lincoln Memorial University offers a rich cultural experience. Visitors can appreciate the beautiful campus and its historical significance, which pays homage to Abraham Lincoln while promoting education and community engagement.
  • Kentucky Ridge State Forest: About 13km from Middlesboro, this forest invites adventure enthusiasts to explore its picturesque trails and diverse wildlife. Ideal for hiking and outdoor activities, the forest showcases the natural beauty of Kentucky's landscape.
  • Boone's Ridge Wildlife Park: Situated 18km away, Boone's Ridge Wildlife Park is a sanctuary for various wildlife species. Here, guests can enjoy a tranquil environment and learn about local fauna in a serene setting.

Best time to go to Middlesboro

The best time to visit Middlesboro can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Middlesboro falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Middlesboro falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January34.9°F (1.6°C)Light RainMostly CloudyAverageSlightly Low
February39.6°F (4.2°C)Light RainMostly CloudyAverageAverage
March47.3°F (8.5°C)Light RainMostly CloudyAverageAverage
April56.1°F (13.4°C)Light RainMostly SunnySlightly HighAverage
May64.9°F (18.3°C)Light RainMostly SunnyAverageSlightly High
June72.3°F (22.4°C)Light RainMostly SunnySlightly HighSlightly High
July75.2°F (24.0°C)Light RainMostly SunnySlightly HighSlightly High
August73.8°F (23.2°C)Light RainMostly SunnyAverageAverage
September68.4°F (20.2°C)Light RainMostly SunnyAverageAverage
October57.4°F (14.1°C)Light RainMostly SunnySlightly LowAverage
November46.2°F (7.9°C)Light RainMostly SunnySlightly LowSlightly Low
December40.5°F (4.7°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Middlesboro

Flying into Middlesboro, Kentucky, is convenient via two major airports. Knoxville, TN (TYS-McGhee Tyson) is located 92km away, with excellent hotel options such as THE TENNESSEAN Hotel and Marriott Knoxville Downtown, both 18km from the airport. Tri-Cities, TN (TRI-Tri-Cities Regional) is 117km distant, offering hotels like Carnegie Hotel & Spa, situated 19km from the airport. Transportation services from these hotels include shuttle options to facilitate access to the airports. Whether you choose Knoxville or Tri-Cities, you'll find comfortable accommodations and convenient access to Middlesboro for your vacation.

Frequently asked questions

What's the best place for a stay in Middlesboro?
Sleep Inn & Suites Middlesboro is one of the top choices for your stay based on our traveler data. This hotel offers free breakfast and free parking. Other good choices for your stay include Holiday Inn Express Middlesboro by IHG and Econo Lodge Middlesboro. 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 Suburban Studios Middlesboro and Econo Lodge Middlesboro. See more pet-friendly hotel accommodations in Middlesboro.
What are some accommodations with pools in Middlesboro?
Holiday Inn Express Middlesboro by IHG: Offers buffet, an outdoor pool, and free self parking. Econo Lodge Middlesboro and Suburban Studios Middlesboro 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 11 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 Kentucky Ridge State Forest. 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.

Explore a world of travel with Expedia