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Hotels in Middlesboro

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Choose from 320 Middlesboro Hotel Deals

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 $110 per night from May 11 to May 12
$110
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (707 reviews)
"X"

Reviewed on Apr 24, 2025

Sleep Inn & Suites
Holiday Inn Express Middlesboro by IHG
Holiday Inn Express Middlesboro by IHG
2.5 out of 5
1252 N 12th St, Middlesboro, KY
  • 4 min walk from Middlesboro Mall
The price is $122 per night from May 11 to May 12
$122
includes taxes & fees
May 11 - May 12
Book a stay at this business-friendly hotel in Middlesboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (649 reviews)
"Our room was clean and ready when we arrived. The staff were pleasant and very helpful!"

Reviewed on Apr 23, 2025

Holiday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
  • 16 min walk from Middlesboro Mall
The price is $98 per night from May 11 to May 12
$98
includes taxes & fees
May 11 - May 12
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. ...
6.8/10 (374 reviews)
"Nothing fancy but clean and updated on the inside"

Reviewed on Apr 22, 2025

Econo Lodge Middlesboro
Boone Trail Inn
Boone Trail Inn
2 out of 5
2105 US HIGHWAY 25 E, Middlesboro, KY
  • 18 min walk from Middlesboro Mall
The price is $81 per night from Apr 30 to May 1
$81
includes taxes & fees
Apr 30 - May 1
Stay at this motel in Middlesboro. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
7/10 Good! (89 reviews)
"Its convenient. & they are remodeling so the rooms are really nice."

Reviewed on Apr 13, 2025

Boone Trail Inn
Holiday Inn Express Williamsburg by IHG
Holiday Inn Express Williamsburg by IHG
2.5 out of 5
56 West Highway 92, Williamsburg, KY
  • 43 min drive from Middlesboro Mall
The price is $141 per night from May 18 to May 19
$141
includes taxes & fees
May 18 - May 19
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! (941 reviews)
"Very nice hotel."

Reviewed on Apr 20, 2025

Holiday Inn Express Williamsburg by IHG
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 $75 per night from May 5 to May 6
$75
includes taxes & fees
May 5 - May 6
Book a 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! (937 reviews)
"The front desk receptionist that checked me in was very friendly and helpful. Every employee that I encountered was very nice."

Reviewed on Apr 26, 2025

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 $122 per night from Apr 30 to May 1
$122
includes taxes & fees
Apr 30 - May 1
Stay at this 3-star golf hotel in Pineville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (555 reviews)
"Mattress so,so,so hard and uncomfortable it felt like a board with a couple of blankets on top. Heard the people next door to us , they were so loud and it sounded like they were in our room the walls were so thin. But the area beautiful and such kind workers so accommodating."

Reviewed on Apr 13, 2025

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
The price is $111 per night from Apr 30 to May 1
$111
includes taxes & fees
Apr 30 - May 1
Stay at this motel in Cumberland Gap. Enjoy free WiFi, free parking, and balconies or patios. Popular attractions Cumberland Gap National Historical Park and ...
7.8/10 Good! (565 reviews)
The good & the not so good.
"The good points were the location, the friendly welcome at the desk, and the cleanliness of the room, linen, and towels. I will say, the laminate floor appeared to have been mopped with dirty water as it had a tacky film that left our socks dirty. The shower water was just barely warm when on full ..."

Reviewed on Apr 26, 2025

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 $117 per night from May 15 to May 16
$117
includes taxes & fees
May 15 - May 16
Book a stay at this business-friendly hotel in Harlan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (295 reviews)
"Great place."

Reviewed on Apr 6, 2025

Quality 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 $169 per night from Apr 30 to May 1
$169
includes taxes & fees
Apr 30 - May 1
Stay at this B&B in Cumberland Gap. Enjoy free breakfast, free parking, and conference space. Our guests praise the breakfast in our reviews. Popular attractions ...
9.6/10 Exceptional! (152 reviews)
"It's great"

Reviewed on Mar 21, 2025

The Olde Mill Inn Bed & Breakfast
Rodeway Inn
Rodeway Inn
2 out of 5
355 Skidmore Drive, Harlan, KY
  • 48 min drive from Middlesboro Mall
The price is $73 per night from May 29 to May 30
$73
includes taxes & fees
May 29 - May 30
Stay at this motel in Harlan. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
5.6/10 (201 reviews)
Good stay
"Good experience. Very staff was friendly"

Reviewed on Jan 2, 2025

Rodeway Inn
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.

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