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Hotels in Middlesboro

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Last Minute Hot Rate® Hotel Deals in Middlesboro

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Choose from 314 Middlesboro Hotel Deals

Rodeway Inn
Rodeway Inn
2 out of 5
355 Skidmore Drive, Harlan, KY
  • 48 min drive from Middlesboro Mall
The price is $67 per night from Apr 25 to Apr 26
$67
per night
Apr 25 - Apr 26
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Martins Fork Lake - Smith Recreation Area and Smith ...
6/10 (133 reviews)
"The staff were so kind and helpful. They ensured I got a quiet, restful couple of nights in a beautiful area. I would go again!"

Reviewed on Mar 29, 2024

Rodeway Inn
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
  • 7 min walk from Middlesboro Mall
The price is $98 per night from May 12 to May 13
$98
per night
May 12 - May 13
Stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (551 reviews)
"Good service and clean room comfortable bed"

Reviewed on Apr 22, 2024

Sleep Inn & Suites
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
  • 16 min walk from Middlesboro Mall
The price is $91 per night from Apr 29 to Apr 30
$91
per night
Apr 29 - Apr 30
Stay at this motel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.6/10 (307 reviews)
"the desk staff is friendly & efficient."

Reviewed on Apr 18, 2024

Econo Lodge Middlesboro
Holiday Inn Express Williamsburg, an IHG Hotel
Holiday Inn Express Williamsburg, an IHG Hotel
2.5 out of 5
56 West Highway 92, Williamsburg, KY
  • 43 min drive from Middlesboro Mall
The price is $118 per night from May 19 to May 20
$118
per night
May 19 - May 20
Stay at this hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (766 reviews)
"Good stay. Comfortable and solid breakfast. They had bacon"

Reviewed on Apr 22, 2024

Holiday Inn Express Williamsburg, an IHG Hotel
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
  • 32 min drive from Middlesboro Mall
The price is $71 per night from May 1 to May 2
$71
per night
May 1 - May 2
Stay at this spa hotel in Jellico. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (809 reviews)
"Check in was easy and friendly. Room was outdated and there were many stains on bedding. Breakfast very minimal."

Reviewed on Apr 21, 2024

Days Inn by Wyndham Jellico - Tennessee State Line
Pine Mountain State Resort Park
Pine Mountain State Resort Park
3 out of 5
1050 State Park Road, Pineville, KY
  • 22 min drive from Middlesboro Mall
The price is $130 per night from Apr 25 to Apr 26
$130
per night
Apr 25 - Apr 26
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and a golf course. Our guests praise the helpful staff and the clean rooms in our ...
8.8/10 Excellent! (499 reviews)
"Rustic. Quiet. Serene. Bed…not so good. If you want away from it all, into nature, don’t need a bunch of fancy frills, this place is Great. We had a small cabin that was stocked well in the kitchen, big fridge, quiet. We booked a few more weekends, but will be bringing a mattress topper with us."

Reviewed on Apr 17, 2024

Pine Mountain State Resort Park
Cumberland Gap Inn
Cumberland Gap Inn
2.5 out of 5
630 Brooklyn Street, Cumberland Gap, TN
  • 5 min drive from Middlesboro Mall
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and a terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.8/10 Good! (538 reviews)
"This was a great place tucked away in the hills. We are grateful they were pwt friendly and even had a back door to our room with a patio"

Reviewed on Apr 21, 2024

Cumberland Gap Inn
Quality Inn
Quality Inn
2.5 out of 5
2608 South Highway 421, Harlan, KY
  • 49 min drive from Middlesboro Mall
The price is $91 per night from May 12 to May 13
$91
per night
May 12 - May 13
Stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (244 reviews)
Good spot to stay for wheeling at Black Mountain
"Overall pretty good, room was a little musty. They still have the same broken TV in the breakfast room that tries to give you a seizure, I’d love to see that thing replaced. But overall I’ll be back, mainly because it’s the best option in Harlan"

Reviewed on Apr 21, 2024

Quality Inn
Best Western Wilderness Trail Inn
Best Western Wilderness Trail Inn
2.5 out of 5
1476 S US Highway 25E, Barbourville, KY
  • 42 min drive from Middlesboro Mall
The price is $121 per night from Apr 25 to Apr 26
$121
per night
Apr 25 - Apr 26
Stay at this hotel in Barbourville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
8.2/10 Very Good! (201 reviews)
"Nice place"

Reviewed on Mar 17, 2024

Best Western Wilderness Trail Inn
The Olde Mill Inn Bed & Breakfast
The Olde Mill Inn Bed & Breakfast
2.5 out of 5
603 Pennlyn Avenue, Cumberland Gap, TN
  • 4 min drive from Middlesboro Mall
The price is $149 per night from Apr 25 to Apr 26
$149
per night
Apr 25 - Apr 26
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and WiFi. Our guests praise the breakfast in our reviews. Popular attractions Cumberland ...
9.4/10 Exceptional! (121 reviews)
"Awesome to be able to walk to dinner, and the hiking trail. Breakfast was good. Place was quaint and historic"

Reviewed on Mar 13, 2024

The Olde Mill Inn Bed & Breakfast
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Middlesboro

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Middlesboro.

Choosing the right hotel in Kentucky has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Middlesboro’s 314 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $53. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Middlesboro hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Middlesboro. No matter your reason for visiting Middlesboro, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Middlesboro hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Middlesboro for as low as $53.

How many hotels are there in Middlesboro?

With over 314 hotels in Middlesboro, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $53.

How to find cheap car rentals in Middlesboro?

Finding a cheap car rental deal in Middlesboro is as easy as scoring cheap hotels in Middlesboro. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Middlesboro now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Middlesboro right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.