Book Hotels in Middlesboro, KY

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Top Middlesboro hotels

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 out of 5
1252 N 12th St, Middlesboro, KY
Fully refundable
$120 nightly
The price is $132 total per night from Nov 30 to Dec 1
$132 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Clean. Friendly

Reviewed on Nov 5, 2025

Opens in a new windowHoliday Inn Express Middlesboro by IHG
Sleep Inn & Suites

Sleep Inn & Suites

2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
Fully refundable
$87 nightly
The price is $96 total per night from Dec 7 to Dec 8
$96 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour ...
Excellent breakfast

Reviewed on Oct 29, 2025

Opens in a new windowSleep Inn & Suites
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3 out of 5
1050 State Park Road, Pineville, KY
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $93 total per night from Nov 10 to Nov 11
$93 total
Nov 10 - Nov 11
Total with taxes and fees
A golf course and an outdoor pool are featured at this smoke-free hotel. Enjoy a meal from the restaurant and perks like free self parking and free WiFi. Enjoy ...
Beautiful area

Reviewed on Nov 2, 2025

Opens in a new windowPine Mountain State Resort Park
Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG

2.5 out of 5
56 West Highway 92, Williamsburg, KY
Fully refundable
$118 nightly
The price is $131 total per night from Dec 8 to Dec 9
$131 total
Dec 8 - Dec 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. ...
Everything was good

Reviewed on Nov 3, 2025

Opens in a new windowHoliday Inn Express Williamsburg by IHG
Quality Inn

Quality Inn

2.5 out of 5
2608 South Highway 421, Harlan, KY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $101 total per night from Dec 7 to Dec 8
$101 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
The room was clean and spacious, what we have come to expect since we have stayed here several times.

Reviewed on Nov 3, 2025

Opens in a new windowQuality Inn
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $83 total per night from Nov 16 to Nov 17
$83 total
Nov 16 - Nov 17
Total with taxes and fees
A restaurant and a seasonal outdoor pool are featured at this motel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, ...
Clean rooms

Reviewed on Oct 26, 2025

Opens in a new windowEcono Lodge Middlesboro
Boone Trail Inn

Boone Trail Inn

2 out of 5
2105 US HIGHWAY 25 E, Middlesboro, KY
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $87 total per night from Nov 10 to Nov 11
$87 total
Nov 10 - Nov 11
Total with taxes and fees
A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock ...
The owners and staff were quite nice. The owner brought me a blanket without me having to ask since the temp was going to drop into the 40s. Inside,the owners have done an excellent update of the rooms.Excellent value for the money.

Reviewed on Oct 21, 2025

Opens in a new windowBoone Trail Inn
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2 out of 5
1417 5th Street, Jellico, TN
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $72 total per night from Nov 23 to Nov 24
$72 total
Nov 23 - Nov 24
Total with taxes and fees
A full-service spa and an outdoor pool are featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the ...
Clean room

Reviewed on Nov 8, 2025

Opens in a new windowDays Inn by Wyndham Jellico - Tennessee State Line
Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2.5 out of 5
30 W Highway 92, Williamsburg, KY
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and ...
Great

Reviewed on Oct 25, 2025

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Opens in a new windowSuper 8 by Wyndham Williamsburg
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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.

Cheap Middlesboro hotels

Econo Lodge Middlesboro

Econo Lodge Middlesboro

1623 Cumberland Avenue, Middlesboro, KY
$75 nightly
The price is $83 total per night from Nov 16 to Nov 17
$83 total
Nov 16 - Nov 17
Total with taxes and fees
7.2/10 Good! (441 reviews)
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.

Middlesboro Hotel & Travel Guide\n

So you are looking to have time in Eastern Kentucky? Hoping to arrange a place to stay in or near Middlesboro? The center and surrounds of Middlesboro lists 4 well regarded lodgings within a 6-mile (10-kilometer) distance.

Middlesboro's downtown area is within strolling distance of places to stay like Sleep Inn & Suites and Holiday Inn Express Middlesboro.

Days Inn Middlesboro KY is one of the very few no-frills accommodation options in Middlesboro.

The Best Western Wilderness Trail Inn can be found 17 miles (28 kilometers) from the city center of Middlesboro. Alternatively, the The Olde Mill Inn Bed and Breakfast is located 4 miles (6 kilometers) away. The Pine Mountain State Resort Park and the Tazewell Motor Lodge are two alternative accommodation options worth looking into in Middlesboro.

When you'd like to learn about more of the mountains and valleys in this section of United States of America, you may choose to plan a trip in other parts of Eastern Kentucky. Go rock climbing and mountain climbing or wander around a few of the district's intriguing cultural and natural sights. A range of Travelocity-registered hotels and apartments are on offer.

Hazard is found 40 miles (66 kilometers) to the northwest of Middlesboro. During your visit, you can enjoy the Levi Jackson Wilderness Road State Park. London Travelocity-registered accommodations include the Holiday Inn Express And Suites London and Comfort Suites London. While exploring the region, you might like to visit Hazard, which is home to the Perry Park. Hazard is found 50 miles (83 kilometers) northeast of Middlesboro. Travelocity-listed room options in Hazard include the Quality Inn and American Elite Inn.

When sport is something you want to do while in Middlesboro, don't overlook a visit to Neyland Stadium, which you will find 50 miles (78 kilometers) to the south of Middlesboro. Modern visitors wanting to find a hotel close to the action can read about the Knoxville Marriott or the Four Points by Sheraton Knoxville Cumberland House Hotel.

When you're traveling through McGhee Tyson Airport and plan to stay in the area, try Hilton Knoxville Airport or Courtyard Marriott Knox Airport.

Frequently asked questions

What are the top kid-friendly hotels in Middlesboro?
From well-designed amenities to extra room to move, kid-friendly hotels are equipped with features that can help turn a standard family vacation into an awesome one. These Middlesboro properties make traveling with young ones easy: You'll be well taken care of at Econo Lodge Middlesboro. It comes with complimentary breakfast, pet-friendly facilities and a commitment to making families feel welcome. Otherwise, spend your nights in Middlesboro at Charming Crater City Craftsman, close to hiking, golf, utv trails, lake, airport. Make the most of pet-friendly facilities, free WiFi and more here.
Where can I find cheap hotels in Middlesboro?
At Travelocity you'll find really nice hotels in Middlesboro at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middlesboro rather than in Middlesboro. We may find you even better rates, too.
How do I find the best Middlesboro hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middlesboro then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middlesboro?
The cheapest hotel in Middlesboro is $72. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middlesboro?
There are 339 hotels in Middlesboro on Travelocity.
What are the best hotels in Middlesboro?
Middlesboro has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middlesboro for you!
When is the best time to visit Middlesboro?
If you want the joy of a fun-filled trip in peak season, visit Middlesboro during April, July and September. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Middlesboro?
Based on historic data is usually the cheapest month to visit Middlesboro. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middlesboro?
There are multiple hotels in Middlesboro that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middlesboro. We have plenty of kid-friendly hotels in Middlesboro to choose from on Travelocity!
Why book a hotel in Middlesboro through Travelocity?
Because we have the top hotels in Middlesboro! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middlesboro on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Middlesboro hotel reviews by fellow wanderers

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Clean. Friendly"
A verified traveler stayed at Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG

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