Search Family-Friendly Hotels in Middlesboro

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesboro Family-Friendly Hotels

Tonight
7 Mar - 8 Mar
Tomorrow
8 Mar - 9 Mar
Next weekend
13 Mar - 15 Mar
In two weeks
20 Mar - 22 Mar

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, (829 reviews)
  • cleanliness
    Discover kid-friendly adventures near Cumberland Gap National Historical Park with comfy amenities and free breakfast.
The price is ₹9,414
₹10,572 total
includes taxes & fees
15 Mar - 16 Mar
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, (688 reviews)
The price is ₹10,016
₹11,040 total
includes taxes & fees
31 Mar - 1 Apr
Pine Mountain State Resort Park
Exterior

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (345 reviews)
The price is ₹9,496
₹10,771 total
includes taxes & fees
14 Mar - 15 Mar
Quality Inn Harlan
Exterior

Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Experience family fun in Williamsburg with an indoor pool, plush beds, and a splash park steps away for endless adventure.
The price is ₹9,909
₹11,206 total
includes taxes & fees
8 Apr - 9 Apr
Holiday Inn Express Williamsburg by IHG
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 ₹8,992
₹28,163 total
includes taxes & fees
9 Mar - 10 Mar
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
5.6 out of 10, (800 reviews)
  • cleanliness
    Family fun meets southern charm at the seasonal outdoor pool and mini golf course perfect for creating lifelong memories.
The price is ₹5,381
₹5,989 total
includes taxes & fees
10 Mar - 11 Mar
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.
View all properties

Choose what matters most at family-friendly hotels in Middlesboro

Breakfast included
Pool

Top Middlesboro Hotel Reviews

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg

2/10 Terrible
"Microwave didn't work, they didn't have one in the lobby or kitchen. Room was dirty. The place was smelly. Breakfast was coffee and a waffle or raisen bran. No juice or tea .I WILL NEVER STAY AT SUPER 8 AGAIN!!!! "
Bruce 1-night trip
Posted 1 day ago
Super 8 by Wyndham Williamsburg

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 C.W. Gose Municipal Park.