Photo by Alexis Wyrick

Find Family Hotels in Middlesboro, KY

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Middlesboro Family Hotels

Tonight
30 Jun - 1 Jul
Tomorrow
1 Jul - 2 Jul
This weekend
4 Jul - 6 Jul
Next weekend
11 Jul - 13 Jul

Top Middlesboro Family Hotels

Sleep Inn & Suites
Exterior

Sleep Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (742)
"Clean and pleasant stay "
The price is SAR 402
SAR 443 total
includes taxes & fees
27 Jul - 28 Jul
Sleep Inn & Suites
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!
Property grounds

A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!

8.8 out of 10, Excellent, (25)
"Stayed for LMU graduation. Great location and great property, very accommodating hosts. Thank you!"
The price is SAR 1,009
SAR 2,282 total
includes taxes & fees
1 Jul - 2 Jul
A beautiful colonial house with breathtaking views of the Cumberland Gap Mnts!
Lakeside Lodge- Dock, Hot Tub, Fire Pit+ 8 Kayaks
Smart TV, fireplace, video games, DVD player

Lakeside Lodge- Dock, Hot Tub, Fire Pit+ 8 Kayaks

9.6 out of 10, Exceptional, (47)
"Very spacious and fun house with tons to do!"
The price is SAR 3,282
SAR 6,212 total
includes taxes & fees
18 Jul - 19 Jul
Lakeside Lodge- Dock, Hot Tub, Fire Pit+ 8 Kayaks
Be the family hero - The Great Escape is Waterfrnt, 9 bdrms, with water slide
Outdoor dining

Be the family hero - The Great Escape is Waterfrnt, 9 bdrms, with water slide

9.6 out of 10, Exceptional, (70)
"We had a wonderful time. The place had everything we needed, was clean, and provided the perfect setting for our family vacation. "
Be the family hero - The Great Escape is Waterfrnt, 9 bdrms, with water slide
Holiday Inn Express Williamsburg by IHG
Exterior

Holiday Inn Express Williamsburg by IHG

2.5 star property
9.0 out of 10, Wonderful, (980)
"Very nice facility and staff "
The price is SAR 431
SAR 488 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Express Williamsburg by IHG
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.

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 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 Cumberland Gap National Historical Park 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 Pine Mountain State Resort Park and Bell County Public Library Pineville Branch.