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Check availability on Middlesboro Family-Friendly Hotels

Our top choices for Middlesboro family-friendly hotels

In-room safe, desk, laptop workspace, blackout curtains

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (818 reviews)
"Room was clean and comfortable. Staff was courteous. "
United States
Tommy
The price is ₹8,506
₹9,377 total
includes taxes & fees
15 Feb - 16 Feb
Sleep Inn & Suites Middlesboro
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (678 reviews)
"Everyone was really friendly "
United States
Jeffrey
Pine Mountain State Resort Park
Exterior

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,000 reviews)
"Staff was nice and breakfast was good"
United States
nicole
The price is ₹10,910
₹12,337 total
includes taxes & fees
3 Feb - 4 Feb
Holiday Inn Express Williamsburg by IHG
Exterior

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (343 reviews)
"Room was nice and clean, staff very courteous, breakfast very good."
United States
Gary
The price is ₹8,510
₹9,652 total
includes taxes & fees
29 Jan - 30 Jan
Quality Inn Harlan
Sun deck

Cumberland Gap Inn

Cumberland Gap Inn
2.5 star property
Cumberland Gap
8.0 out of 10, Very good, (588 reviews)
"Clean love the people we always stay there when we travel south"
United States
Christopher
The price is ₹8,910
₹10,091 total
includes taxes & fees
22 Jan - 23 Jan
Cumberland Gap Inn
House (2 Bedrooms) | Front of property

Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
Williamsburg
The price is ₹8,910
₹27,906 total
includes taxes & fees
30 Jan - 31 Jan
Peaceful & Private! Pet-friendly Williamsburg Home
Room, 2 Double Beds, Accessible, Non Smoking | Soundproofing, iron/ironing board, free cots/infant beds, free WiFi

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.8 out of 10, (783 reviews)
"Clean room, friendly- helpful staff "
United States
Melissa
The price is ₹5,181
₹5,766 total
includes taxes & fees
8 Feb - 9 Feb
Super 8 by Wyndham Williamsburg
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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Top Middlesboro Hotel Reviews

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

10/10 Excellent
"It was clean"
Jamie 1-night trip
Posted 3 days ago
Days Inn by Wyndham Jellico - Tennessee State Line

Frequently asked questions

What's Middlesboro like for family-friendly holidays?
The destination of Middlesboro is a great choice if you've been thinking about a holiday with your children. The wildlife, glaciers and mountain views are just a few things that make this an attractive spot for a family holiday.
What's the best family accommodation in Middlesboro?
Sleep Inn & Suites Middlesboro is a hotel with free parking and free buffet breakfast, and it's a top choice on Expedia for families.
When's the best time to book a family-friendly holiday in Middlesboro?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Middlesboro is 1581 mm.
What's there to see and do with your family in Middlesboro?
Middlesboro Mall and Bell County Public Library Pineville Branch are interesting attractions that you and your family may enjoy exploring while you are staying in Middlesboro. Make sure that you have lots of time for activities such as Kentucky Ridge State Forest and The Pinnacle.