Hotels in Middlesboro

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Dec 25 - Dec 26

Tonight

Dec 26 - Dec 27

Tomorrow night

Top Rated Middlesboro Hotels

Free Cancellation

1.44 mi from city center

$94 nightly

$103 total

Jan 18 - Jan 19, 2026

Total with taxes and fees

At Sleep Inn & Suites Middlesboro, guests have access to a gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a computer station, free newspapers, and laundry facilities.

Breakfast included

Pet friendly

Free Cancellation

1.15 mi from city center

$111 nightly

$123 total

Dec 28 - Dec 29

Total with taxes and fees

At Holiday Inn Express Middlesboro by IHG, guests enjoy an outdoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. Front-desk staff can answer questions 24/7, and assist with luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include conference space, a 24-hour business center, and free newspapers.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

0.48 mi from city center

$89 nightly

$98 total

Dec 28 - Dec 29

Total with taxes and fees

At Econo Lodge Middlesboro, guests have access to free WiFi in public areas, a seasonal outdoor pool, and laundry facilities. If you decide to drive, there's free parking. The 24-hour front desk has staff always at the ready. Additional amenities include a vending machine and a TV in a common area.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

1.79 mi from city center

$70 nightly

$78 total

Jan 13 - Jan 14, 2026

Total with taxes and fees

Guests of Boone Trail Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a vending machine. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests.

Pool

Pet friendly

Free Cancellation

Reserve now, pay when you stay

25.98 mi from city center

$60 nightly

$66 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

Guests of Super 8 by Wyndham Williamsburg enjoy access to free WiFi in public areas, conference space, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include a seasonal outdoor pool, free newspapers, and laundry facilities.

Pool

Breakfast included

Free Cancellation

26.02 mi from city center

$117 nightly

$130 total

Jan 13 - Jan 14, 2026

Total with taxes and fees

Guests staying at Holiday Inn Express Williamsburg by IHG enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has staff standing by to help with securing valuables and luggage storage. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a meeting room.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

9.6 mi from city center

$77 nightly

$85 total

Dec 31 - Jan 1, 2026

Total with taxes and fees

Guests staying at Pine Mountain State Resort Park enjoy access to a golf course, an outdoor pool, and free WiFi in public areas. There's free parking if you drive. The front desk is staffed 24/7 to help with concierge services, and answer any questions about the accommodations. Other amenities at this golf hotel include meeting rooms, a conference center, and a seasonal outdoor pool.

Pool

Pet friendly

Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips

24.23 mi from city center

Guests of this vacation home enjoy a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include local meal delivery service and barbecue grills.

Pool

Hot Tub

Days Inn by Wyndham Jellico - Tennessee State Line

Free Cancellation

Reserve now, pay when you stay

22.09 mi from city center

$74 nightly

$85 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Guests staying at Days Inn by Wyndham Jellico - Tennessee State Line enjoy access to a full-service spa, an outdoor pool, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and pet-sitting services. Other amenities at this spa hotel include a hot tub, a seasonal outdoor pool, and laundry facilities.

Pool

Hot Tub

Free Cancellation

Reserve now, pay when you stay

26.51 mi from city center

$89 nightly

$101 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

Guests of Quality Inn Harlan enjoy free WiFi in public areas, a 24-hour business center, and a vending machine. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with securing valuables and dry cleaning/laundry.

Breakfast included

Pet friendly

Free Cancellation

Reserve now, pay when you stay

26.5 mi from city center

$49 nightly

$55 total

Dec 27 - Dec 28

Total with taxes and fees

Guests of Rodeway Inn Harlan enjoy free WiFi in public areas, a meeting room, and a terrace. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with tours or tickets, and answer any questions about the accommodations. Additional amenities include laundry facilities, a gift shop, and a vending machine.

Pet friendly

Parking included

8BR Lakefront Lux Retreat: Private Dock, Sleeps 28

18.5 mi from city center

Guests staying at this vacation home enjoy a hot tub, an arcade/game room, and barbecue grills.

Hot Tub

Kitchen

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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 options

Econo Lodge Middlesboro

1623 Cumberland Avenue Middlesboro KY

$89 nightly

$98 total

Dec 28 - Dec 29

Total with taxes and fees

7.2/10 Good! (445 reviews)

Where should you stay in Middlesboro?

What are some of the best pet-friendly hotels in Middlesboro?

You and your four-legged friend can book one of these pet-friendly hotels in Middlesboro for your trip. Sleep Inn & Suites Middlesboro is a pet-friendly hotel with free breakfast, free WiFi, and free parking. You and your pet can also consider Suburban Studios Middlesboro, a pet-friendly hotel with free breakfast, free WiFi, and free parking.

What are some of the best hotels in central Middlesboro?

These are some of the most popular hotels in downtown Middlesboro:

Sleep Inn & Suites Middlesboro is a hotel offering free breakfast, free WiFi, and free parking.
Holiday Inn Express Middlesboro by IHG is a hotel offering free breakfast, free WiFi, and free parking.

Enjoy the natural setting of Middlesboro and experience the mountain views. Close to central Middlesboro, you'll find interesting places to visit like Middlesboro Mall.

What are the best hotels to stay near Cumberland Gap National Historical Park?

Cumberland Gap National Historical Park deserves to be high on your schedule. Visitors come from all over to discover this interesting natural park. Like to simplify things and stay nearby? There are numerous accommodations to pick from. Econo Lodge (2 miles away) is a good choice. Holiday Inn Express Middlesboro (2 miles away) and Sleep Inn & Suites (2 miles away) are also worth thinking about.

Middlesboro hotels essential information

Accommodation	353 hotels
Lowest Price	$55
Highest Price	$130
Popular hotels	Sleep Inn & Suites Middlesboro, Holiday Inn Express Middlesboro by IHG, Econo Lodge Middlesboro, Boone Trail Inn, Super 8 by Wyndham Williamsburg, Holiday Inn Express Williamsburg by IHG, Pine Mountain State Resort Park, Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips, Days Inn by Wyndham Jellico - Tennessee State Line, Quality Inn, Rodeway Inn, 8BR Lakefront Lux Retreat: Private Dock, Sleeps 28