An aerial view of a town surrounded by mountains, with a mix of residential and commercial buildings, and a highway running through the center.

Find Family Hotels in Middlesboro, KY

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Check availability on Middlesboro Family Hotels

Tonight
Aug 25 - Aug 26
Tomorrow
Aug 26 - Aug 27
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Middlesboro family-friendly hotels

Room
Lobby
Exterior
Breakfast area

1. Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
Middlesboro
  • Discover kid-friendly adventures near Cumberland Gap National Historical Park with comfy amenities and free breakfast.
NT$3,278
NT$3,681 total
includes taxes & fees
Sep 21 - Sep 22
Sleep Inn & Suites Middlesboro
Outdoor pool
BBQ/picnic area
Outdoor wedding area
Lobby lounge

2. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
NT$4,875
NT$5,374 total
includes taxes & fees
Aug 28 - Aug 29
Pine Mountain State Resort Park
Room
Exterior
Pool
Exterior

3. Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
Williamsburg
  • Experience family fun in Williamsburg with an indoor pool, plush beds, and a splash park steps away for endless adventure.
NT$3,506
NT$3,902 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express Williamsburg by IHG
Exterior
Reception
Lobby lounge
Breakfast area

4. Quality Inn Harlan

Quality Inn Harlan
Harlan
NT$2,780
NT$3,153 total
includes taxes & fees
Sep 20 - Sep 21
Quality Inn Harlan
House (2 Bedrooms) | Front of property
House (2 Bedrooms) | Interior
House (2 Bedrooms) | Interior
House (2 Bedrooms) | Interior

5. Peaceful & Private! Pet-friendly Williamsburg Home

Peaceful & Private! Pet-friendly Williamsburg Home
Williamsburg
NT$4,016
NT$9,800 total
includes taxes & fees
Aug 31 - Sep 1
Peaceful & Private! Pet-friendly Williamsburg Home
View all properties

Choose what matters most at family-friendly hotels in Middlesboro

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Middlesboro Hotel Reviews

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"This is my absolute favorite place to stay on my route from Ohio to East Tennessee and back.. the staff is very friendly the hotel is always clean breakfast is wonderful and I'm picky.. I used to manage nights in hotels so I have experience in the hospitality industry and I absolutely love this location."
frances, vincent hoskins (guest) 1-night trip
Posted 2 days ago
Holiday Inn Express Middlesboro by IHG
Quality Inn Harlan

Quality Inn Harlan

10/10 Excellent
"Beds were comfortable. Breakfast was hot. Pool was closed for maintenance"
Whitney 1-night trip
Posted 1 month ago
Quality Inn Harlan

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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