Photo by Alexis Wyrick

Find hotels in Middlesboro, KY from $59

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Compare 358 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

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
$115 nightly
The price is $127
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express Middlesboro by IHG

Econo Lodge Middlesboro

2.0 star property
Middlesboro
7.4 out of 10, Good, (445)
"Clean place with friendly staff. "
United States
James
$80 nightly
The price is $88
Dec 7 - Dec 8
Total with taxes and fees
Econo Lodge Middlesboro

Sleep Inn & Suites Middlesboro

2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (812)
"The breakfast was great and customer service was great! Very clean and beautiful views "
United States
Solange
$94 nightly
The price is $103
Dec 28 - Dec 29
Total with taxes and fees
Sleep Inn & Suites Middlesboro

Suburban Studios Middlesboro

2.0 star property
Middlesboro
8.0 out of 10, Very Good, (66)
"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
$75 nightly
The price is $83
Dec 11 - Dec 12
Total with taxes and fees
Suburban Studios Middlesboro

Boone Trail Inn

2.0 star property
Middlesboro
7.2 out of 10, Good, (110)
"Place was clean. AC worked good. "
United States
David
$79 nightly
The price is $88
Dec 7 - Dec 8
Total with taxes and fees
Boone Trail Inn

Holiday Inn Express Williamsburg by IHG

2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1001)
"We really enjoyed our stay! "
United States
Andrea Strode
$101 nightly
The price is $112
Dec 10 - Dec 11
Total with taxes and fees
Holiday Inn Express Williamsburg by IHG

Days Inn by Wyndham Jellico - Tennessee State Line

2.0 star property
Jellico
7.2 out of 10, Good, (1000)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
$69 nightly
The price is $79
Dec 7 - Dec 8
Total with taxes and fees
Days Inn by Wyndham Jellico - Tennessee State Line

Pine Mountain State Resort Park

3.0 star property
Pineville
9.0 out of 10, Wonderful, (667)
"Great views, and wonderful trails, and pet-friendly."
United States
Frederick
$98 nightly
The price is $108
Dec 18 - Dec 19
Total with taxes and fees
Pine Mountain State Resort Park

Imperial Inn by OYO Tazewell

2.5 star property
Tazewell
9.0 out of 10, Wonderful, (45)
"Great hotel"
United States
Tahir
$77 nightly
The price is $89
Dec 8 - Dec 9
Total with taxes and fees
Imperial Inn by OYO Tazewell

Quality Inn

2.5 star property
Harlan
8.6 out of 10, Excellent, (335)
"Room was nice and clean, staff very courteous, breakfast very good."
United States
Gary
$90 nightly
The price is $102
Jan 1 - Jan 2, 2026
Total with taxes and fees
Quality Inn

Super 8 by Wyndham Williamsburg

2.5 star property
Williamsburg
5.8 out of 10, (765)
"Price was right room was clean. Many choices to eat. Staff was pleasant. "
United States
Susan
$58 nightly
The price is $64
Dec 7 - Dec 8
Total with taxes and fees
Super 8 by Wyndham Williamsburg

The Olde Mill Inn Bed & Breakfast

2.5 star property
Cumberland Gap
9.0 out of 10, Wonderful, (425)
"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
$149 nightly
The price is $169
Dec 6 - Dec 7
Total with taxes and fees
The Olde Mill Inn Bed & Breakfast

Quality Inn

2.5 star property
Barbourville
8.2 out of 10, Very Good, (266)
"Room was clean and clerk was nice especially since it was early morning "
United States
Billy
$103 nightly
The price is $117
Jan 4 - Jan 5, 2026
Total with taxes and fees
Quality 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
$98 nightly
The price is $111
Dec 6 - Dec 7
Total with taxes and fees
Cumberland Gap Inn

Rodeway Inn

2.0 star property
Harlan
5.6 out of 10, (231)
"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
$52 nightly
The price is $59
Dec 17 - Dec 18
Total with taxes and fees
Rodeway Inn

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
$130 nightly
The price is $146
Jan 1 - Jan 2, 2026
Total with taxes and fees
Woodlake Lodge Golf and Country Club

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
$63 nightly
The price is $74
Dec 7 - Dec 8
Total with taxes and fees
Dixie Plaza hotel

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
$77 nightly
The price is $89
Dec 15 - Dec 16
Total with taxes and fees
Tazewell Motor Lodge

The House on Park Avenue

3.5 star property
Pineville
$402 nightly
The price is $435
Dec 6 - Dec 7
Total with taxes and fees
The House on Park Avenue

Peaceful & Private! Pet-friendly Williamsburg Home

3.0 star property
Williamsburg
$278 nightly
The price is $307
Dec 6 - Dec 7
Total with taxes and fees
Peaceful & Private! Pet-friendly Williamsburg Home
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Stay near popular Middlesboro attractions

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.

#Adventure #CumberlandGap #High #Trees #Highway
Photo by Alexis Wyrick
Open Photo by Alexis Wyrick

Top Middlesboro Hotel Reviews

More cheap stays in Middlesboro

Hotels in Middlesboro with star-rating

Find out more about Middlesboro

Top reasons to visit Middlesboro

  • Outdoor Adventure: Middlesboro is a paradise for outdoor enthusiasts, with scenic hiking trails and recreational areas perfect for exploring.
  • Family-Friendly Activities: The area offers numerous parks and attractions ideal for families looking to have fun and make memories.
  • Shopping Opportunities: Unwind at the Middlesboro Mall, featuring a variety of shops for a relaxed shopping experience.
  • Small-Town Charm: Experience the warm, welcoming atmosphere of Middlesboro, nestled in the picturesque Appalachian Mountains.
  • Variety of Accommodations: From pet-friendly hotels to business-themed inns, Middlesboro provides diverse lodging options for every traveler.

Find great hotels in and around Middlesboro

Explore a variety of hotel accommodations in Middlesboro, Kentucky, where you can find both hotels and motels to suit your needs. Whether you're seeking a pet-friendly stay or a welcoming environment for LGBTQIA travelers, Middlesboro offers options for everyone. Enjoy a business-themed vacation experience while discovering the best hotels and inns in the area, ensuring a comfortable and memorable visit to this charming town.

  • Sleep Inn & Suites: Sleep Inn & Suites offers a modern and inviting atmosphere tailored for business travelers and those seeking a pet-friendly environment. This LGBTQIA-welcoming hotel features accessible 24-hour business amenities, including a dedicated business center, ensuring you stay productive during your visit. Guests appreciate the welcoming vibe, stylish rooms, and the convenience of being able to bring their furry friends along. Whether you're in town for work or leisure, this hotel provides a comfortable and accommodating experience.
  • Holiday Inn Express Middlesboro by IHG: The Holiday Inn Express Middlesboro by IHG stands out with its commitment to business travelers and LGBTQIA inclusivity. Located in the heart of Middlesboro, this hotel features a 24-hour business center and conference space, making it an ideal choice for meetings and corporate retreats. Guests enjoy a complimentary breakfast, well-appointed rooms, and a friendly atmosphere. This hotel blends convenience with comfort, ensuring a pleasant stay whether for business or pleasure.
  • Pine Mountain State Resort Park: Nestled 10 miles away from Middlesboro, Pine Mountain State Resort Park is a nature lover's paradise, perfect for those seeking a golf-themed getaway. This 3-star property welcomes pets and features a beautiful golf course, making it an ideal spot for both relaxation and recreation. Immerse yourself in the stunning natural surroundings while enjoying the amenities tailored for outdoor enthusiasts. The park's tranquil environment and recreational opportunities provide a refreshing escape from the hustle and bustle.

Where to stay near Middlesboro

Middlesboro, Kentucky, offers a delightful mix of outdoor adventure and small-town charm. Nestled in the scenic Appalachian Mountains, it’s perfect for families seeking fun and relaxation. Explore nearby parks, hiking trails, and friendly neighborhoods that embody the region's cultural value. With its convenient location, Middlesboro serves as a gateway to various attractions, making it an ideal spot for budget-conscious travelers looking to immerse themselves in nature and community.

  • Cumberland Gap: Nestled a mere 3 miles from Middlesboro, Cumberland Gap is a charming city steeped in natural beauty and outdoor adventure. Known for its stunning scenery, the area is a magnet for nature enthusiasts seeking hiking trails and recreational areas. The nearby Cumberland Gap National Historical Park offers breathtaking views and rich history, making it a must-visit for anyone looking to immerse themselves in the great outdoors. Whether you're camping under the stars or conquering a new trail, Cumberland Gap promises an unforgettable experience.
  • Harrogate: Just 4 miles from Middlesboro, Harrogate is a delightful city that blends outdoor activities with educational experiences. Peak travel times occur in March through April and July, drawing visitors eager to explore the scenic landscapes and recreational areas available. The proximity to the nearby national and state parks provides ample opportunities for hiking and enjoying the great outdoors. Additionally, the picturesque lake offers a serene spot for relaxation and reflection, making Harrogate a perfect destination for adventure seekers and nature lovers alike.
  • Tiprell: Located 3 miles from Middlesboro, Tiprell is a quaint village that invites visitors to experience its unique charm. With a focus on outdoor activities and scenic beauty, travelers flock here for hiking and exploring the local recreational areas. The nearby national parks and historic sites add a layer of intrigue, allowing visitors to delve into the region's rich past. Whether you’re catching a show at the local theater or enjoying a peaceful day in nature, Tiprell is a hidden gem worth discovering.

Things to do in and around Middlesboro

Middlesboro, Kentucky, is an ideal destination for outdoor enthusiasts and adventure seekers. Visitors can explore the scenic hiking trails, enjoy the recreational areas, and relax at the campgrounds. Whether you're planning a day trip or a longer stay, Middlesboro offers plenty of activities to immerse yourself in nature and experience the beauty of the region.

Shopping

Middlesboro offers a delightful shopping experience at the Middlesboro Mall, where you can find a variety of shops in a lively atmosphere. If you're up for a drive, check out Cumberland Regional Mall, 26 miles away, or Woodson's Mall, 31 miles away, both featuring more shopping options and family-friendly vibes.

Recreation

Middlesboro Country Club offers a relaxing golf experience with picturesque views and outdoor sports vibes, perfect for unwinding. Nearby, Wasioto Winds Golf Course provides a scenic setting for golf enthusiasts. For a tranquil escape, Wilderness Road State Park features serene nature trails and opportunities for relaxation and wellness.

Adventure

Enjoy a thrilling day at Barbourville Water Park, located 21 miles from Middlesboro. Experience exciting water slides, lazy rivers, and family-friendly attractions, perfect for creating lasting memories. Dive into fun and adventure while soaking up the sun with your loved ones.

Nightlife

Experience the vibrant nightlife in Middlesboro with a visit to Big Ridge Park Amphitheatre, located 28 miles away. Enjoy a mix of culture and entertainment in a romantic setting, perfect for families and friends looking to unwind and have fun together under the stars.

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

Booking tips and Expedia advantages for Middlesboro

Middlesboro, Kentucky, provides various ways to save on your trip. Enjoy free entry to attractions like Cumberland Gap National Historical Park, and consider visiting from November to January for lower accommodation rates. Tuesdays are typically the cheapest days to stay, while Saturdays tend to be pricier. Use Expedia to compare hotel rates and consider package deals to combine accommodations, flights, and activities. Joining Expedia's One Key membership can also offer exclusive discounts and rewards. For transportation, consider renting bicycles to explore the area economically.

  • 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: Expedia’s search tool lets you customize your search based on your budget, desired location, and additional preferences. You can easily sort the results to display hotels from the lowest to the highest price, ensuring you find the most affordable options first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Middlesboro with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Middlesboro

Middlesboro, Kentucky, is a great destination for outdoor enthusiasts and adventure seekers. Visitors can explore local attractions such as national and state parks, marinas, and parks, perfect for family experiences. Additionally, the Middlesboro Mall offers shopping opportunities for those looking to unwind after a day of exploration. Whether you’re hiking scenic trails or enjoying family-friendly activities, Middlesboro has something for everyone.

  • Cumberland Gap National Historical Park: Located 2 miles from Middlesboro, this park offers breathtaking scenery and outdoor adventures. Explore the historic trails and enjoy stunning views of the Appalachian Mountains, making it a perfect spot for hiking and nature photography.
  • Bell County Historical Society Museum: Situated in Middlesboro, this museum immerses visitors in the rich culture and history of Bell County. Discover fascinating exhibits that highlight local heritage, artifacts, and stories from the past.
  • Lincoln Memorial University: Just 4 miles away, this educational institution is known for its beautiful campus and commitment to academic excellence. Visitors can stroll through the grounds and appreciate the blend of culture and education that the university offers.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

If you're planning a trip to Middlesboro, Kentucky, the closest major airport is Knoxville, TN (TYS-McGhee Tyson), located 57 miles away. Recommended accommodations near the airport include THE TENNESSEAN Hotel and Marriott Knoxville Downtown, both 11 miles away, and the RT Lodge, just 4 miles from the airport. These hotels offer convenient access to transportation services for easy airport transfers. Whether you prefer a luxurious stay or a cozy lodge, you'll find excellent options to start your vacation smoothly before heading to Middlesboro.

Frequently asked questions

What are the best budget hotels in Middlesboro?
Holiday Inn Express Middlesboro by IHG is an excellent choice for budget-conscious travelers seeking comfort and convenience. Rated an impressive 9.6 by guests, this hotel offers a refreshing outdoor pool, great for unwinding after a day of adventure. Families will appreciate the complimentary buffet breakfast, along with free Wi-Fi in the rooms, ensuring everyone stays connected. The picturesque mountain views enhance the overall experience, making it a delightful base for exploring the surrounding area.

For another family-friendly option, consider Sleep Inn & Suites, which boasts a traveler review score of 9.2. This property features spacious rooms equipped with a sofa bed, ideal for families needing extra sleeping space. Guests can enjoy a free breakfast and access to fitness facilities, ensuring a well-rounded stay. Plus, the hotel offers free cribs and a inviting space, making it particularly accommodating for those traveling with young children.

While these hotels cater wonderfully to families, other properties in Middlesboro may appeal to different audiences. For instance, Suburban Studios Middlesboro provides a kitchenette for guests looking for a more independent stay, making it suitable for couples or longer-term travelers. With its laid-back atmosphere and outdoor seasonal pool, it offers a relaxed retreat for anyone seeking a comfortable and affordable escape. View all budget hotels in Middlesboro.
When is the best time to go to Middlesboro?
The most popular time to visit Middlesboro is during the summer months, particularly July. At this time, the climate is warm and inviting, with average temperatures around 80°F, making it great for outdoor adventures and exploring the beautiful surrounding landscapes.

From June through August, Middlesboro comes alive with various events and activities, drawing in visitors who appreciate both natural beauty and local culture. This is an excellent period for hiking the nearby Pine Mountain State Resort Park, where trails offer scenic views and opportunities for wildlife spotting. The warm weather also enhances the experience of visiting local attractions, such as the historic Middlesboro Bell and the charming downtown area.

For those who prefer a quieter experience, consider visiting in September. The crowds begin to thin out, yet the weather remains pleasant, typically in the mid-70s Fahrenheit. You can enjoy the changing leaves and the onset of fall, making it an ideal time for outdoor photography and leisurely strolls without feeling rushed.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Middlesboro.
How can I save on a Middlesboro hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Middlesboro hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Middlesboro hotel?
Prices for hotels in Middlesboro often vary, but you can find a great deal from $59 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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