Family friendly Hotels in Middlesboro, Kentucky

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Check availability on Middlesboro Family friendly Hotels

Tonight
Apr 7 - Apr 8
Tomorrow
Apr 8 - Apr 9
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

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, (847 reviews)
  • cleanliness
    Discover kid-friendly adventures near Cumberland Gap National Historical Park with comfy amenities and free breakfast.
The price is P5,663
P6,371 total
includes taxes & fees
May 4 - May 5
Sleep Inn & Suites Middlesboro
Exterior

Quality Inn Harlan

Quality Inn Harlan
2.5 star property
Harlan
8.6 out of 10, Excellent, (350 reviews)
The price is P5,672
P6,434 total
includes taxes & fees
Apr 26 - Apr 27
Quality Inn Harlan
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, (704 reviews)
The price is P5,479
P6,040 total
includes taxes & fees
Apr 27 - Apr 28
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, (1,002 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 P7,083
P8,009 total
includes taxes & fees
Apr 21 - Apr 22
Holiday Inn Express Williamsburg by IHG
Soundproofing, iron/ironing board, free cribs/infant beds, free WiFi

Super 8 by Wyndham Williamsburg

Super 8 by Wyndham Williamsburg
2.5 star property
Williamsburg
5.6 out of 10, (810 reviews)
  • cleanliness
    Family fun meets southern charm at the seasonal outdoor pool and mini golf course perfect for creating lifelong memories.
The price is P4,082
P4,543 total
includes taxes & fees
Apr 12 - Apr 13
Super 8 by Wyndham Williamsburg
Front of property

Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
3.0 star property
Williamsburg
The price is P5,882
P18,425 total
includes taxes & fees
Apr 14 - Apr 15
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

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

8/10 Good
"Room was clean and the beds were comfortable, which is all we were looking for during our spring break trip home. Staff was also friendly. "
Krista 1-night trip
Posted 1 day ago
Days Inn by Wyndham Jellico - Tennessee State Line

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 The Pinnacle.

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