Find Family Hotels in Middlesboro, KY

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Check availability on Middlesboro Family Hotels

Tonight
Feb 28 - Mar 1
Tomorrow
Mar 1 - Mar 2
Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15

Our top choices for Middlesboro family-friendly hotels

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

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (828 reviews)
"Room was clean and comfortable. Staff was courteous. "
United States
Tommy
The price is ₩147,741
₩165,922 total
includes taxes & fees
Mar 15 - Mar 16
Sleep Inn & Suites Middlesboro
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (684 reviews)
"Cabin was clean and well furnished"
United States
Marvin
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)
"Great staff, clean room and comfortable bed. "
United States
Beth
The price is ₩181,883
₩205,673 total
includes taxes & fees
Mar 3 - Mar 4
Holiday Inn Express Williamsburg by IHG
Exterior

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (345 reviews)
"Room was nice and clean, staff very courteous, breakfast very good."
United States
Gary
The price is ₩148,228
₩168,120 total
includes taxes & fees
Mar 7 - Mar 8
Quality Inn Harlan
Sundeck

Cumberland Gap Inn

Cumberland Gap Inn
2.5 star property
Cumberland Gap
8.0 out of 10, Very Good, (591 reviews)
"Clean love the people we always stay there when we travel south"
United States
Christopher
The price is ₩140,351
₩158,955 total
includes taxes & fees
Mar 5 - Mar 6
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 ₩140,351
₩439,599 total
includes taxes & fees
Mar 6 - Mar 7
Peaceful & Private! Pet-friendly Williamsburg Home
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.
View all properties

Choose what matters most at family-friendly hotels in Middlesboro

Breakfast included
Pool

Top Middlesboro Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Friendly staff, clean hotel, large spacious room, and great breakfast! "
Kasey 1-night trip
Posted 10 days ago
Sleep Inn & Suites Middlesboro

Frequently asked questions

What's Middlesboro like for family-friendly vacations?
The destination of Middlesboro is a great choice if you've been thinking about a vacation with your kids. The wildlife, glaciers, and mountain views are just a few things that make this an attractive spot for a family vacation.
What's the best accommodation for families 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 vacation in Middlesboro?
The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Middlesboro is 62 inches.
What's there to see and do with your family in Middlesboro?
Middlesboro Mall and Bell County Public Library Pineville Branch are interesting attractions you and your family might enjoy exploring while you are staying in Middlesboro. Make sure you have lots of time for activities like Kentucky Ridge State Forest and C.W. Gose Municipal Park.