Middlesboro, KY

Travel Guide

Photo by Alexis Wyrick
Photo by Ashlee Adams
Photo by Brittany Davidson
Sleep Inn & Suites
Sleep Inn & Suites
2.5 out of 5
1260 N, 12th Street, Middlesboro, KY
The price is SAR 402 per night from Jul 13 to Jul 14
SAR 402
SAR 443 total
13 Jul - 14 Jul
includes taxes & fees
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 ...
9.2/10 Wonderful! (739 reviews)
Great stay
"Really enjoyed my stay as it related to my work. Very clean and quiet"

Reviewed on 25 June 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
The price is SAR 454 per night from Jul 6 to Jul 7
SAR 454
SAR 500 total
6 Jul - 7 Jul
includes taxes & fees
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! (654 reviews)
"We had no issues staying at this property."

Reviewed on 13 June 2025

Holiday Inn Express Middlesboro by IHG
Econo Lodge Middlesboro
Econo Lodge Middlesboro
2 out of 5
1623 Cumberland Avenue, Middlesboro, KY
The price is SAR 321 per night from Jul 6 to Jul 7
SAR 321
SAR 354 total
6 Jul - 7 Jul
includes taxes & fees
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. ...
7/10 Good! (401 reviews)
Old but clean and nice
"Could tell old, but very clean and nice. It had everything we needed for our stay."

Reviewed on 27 June 2025

Econo Lodge Middlesboro
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.
Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock
Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock
LaFollette
Stay at this cabin in Speedwell. Enjoy a garden, laundry facilities, and patios. Popular attractions Kincaid Historical Monument and Chuck Swan Wildlife Management ...
8.6/10 Excellent! (3 reviews)
Good for the price but not as nice as it looks
"I gave it a 4 but it’s really a 3.5. Good location on the water. Great view. Plenty of beds (two families, total of 9 people). Dock was ok / sufficient for a weekend. Jet ski port was great. There’s not really a fire pit at the property… it’s just a circle of concrete blocks close to two buildings ..."

Reviewed on 26 May 2025

Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock
Fabulous view, walking distance from Flat Hollow Marina
Fabulous view, walking distance from Flat Hollow Marina
Speedwell
Stay at this vacation home in Speedwell. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Chuck Swan Wildlife Management Area and ...
9.8/10 Exceptional! (9 reviews)
Relaxing weekend at the lake
"The house was great and the host was so accommodating. We hope to go back soon!"

Reviewed on 8 June 2025

Fabulous view, walking distance from Flat Hollow Marina
Lakefront home at Tumbling Run Estates w/ Kayaks
Lakefront home at Tumbling Run Estates w/ Kayaks
Maynardville
Book a stay at this family-friendly vacation home in Maynardville. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Basketball ...
9.8/10 Exceptional! (15 reviews)
Excellent Place to stay
"Excellent location and great place to stay."

Reviewed on 18 May 2025

Lakefront home at Tumbling Run Estates w/ Kayaks
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.

Popular places to visit

Reviews of Middlesboro

4.2
Top Destination
5 - Excellent
14
5 - Excellent 35%
4 - Good
21
4 - Good 53%
3 - Okay
5
3 - Okay 13%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

BEAUTIFUL TOWN WITH NICE PEOPLE

5/5 - Excellent

Verified traveler

Beautiful city and friendly people.

4/5 - Good

Verified traveler

Leaf color great

5/5 - Excellent

Verified traveler

My stay in the hotel was excellent and I would recommend it everyone

4/5 - Good

Verified traveler

Middlesboro has lots of shopping and is a big town in an area mostly full of smaller towns with fewer shopping and provisioning choices. We enjoyed our stay there.

4/5 - Good

Verified traveler

Quiet area with beautiful mountain views