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

  • 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 Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Middlesboro family-friendly hotels

1. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
Middlesboro
  • Kids will enjoy the outdoor pool and cozy lodging near Cumberland Gap National Historical Park.
AED 496
AED 547 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Middlesboro by IHG

2. 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.
AED 431
AED 483 total
includes taxes & fees
18 Oct - 19 Oct
Sleep Inn & Suites Middlesboro

3. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Family-friendly mountain motel with seasonal pool offers complimentary breakfast steps from Cumberland Gap National Park.
AED 311
AED 343 total
includes taxes & fees
22 Oct - 23 Oct
Econo Lodge Middlesboro

4. Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU

Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
Middlesboro
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU

5. House close to ARH Hospital, Tackett Creek & LMU!

House close to ARH Hospital, Tackett Creek & LMU!
Middlesboro
AED 730
AED 1,473 total
includes taxes & fees
5 Nov - 6 Nov
House close to ARH Hospital, Tackett Creek & LMU!

6. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
AED 382
AED 421 total
includes taxes & fees
1 Nov - 2 Nov
Pine Mountain State Resort Park

7. Quality Inn

Quality Inn
Barbourville
AED 375
AED 425 total
includes taxes & fees
15 Nov - 16 Nov
Quality Inn

8. Harrogate Hideaway - 5 Min to LMU & Nat`l Park

Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Harrogate
AED 364
AED 711 total
includes taxes & fees
18 Oct - 19 Oct
Harrogate Hideaway - 5 Min to LMU & Nat`l Park

9. Tazewell Motor Lodge

Tazewell Motor Lodge
Tazewell
AED 362
AED 425 total
includes taxes & fees
2 Nov - 3 Nov
Tazewell Motor Lodge

10. 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.
AED 433
AED 482 total
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express Williamsburg by IHG
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

Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

10/10 Excellent
"Surprisingly very clean and comfortable. Sure it is old, but it has been somewhat updated and super clean. The bed was excellent. Great sleep!!"
David 1-night trip
Posted 5 days 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 Claiborne County Library and Cumberland Gap National Historical Park.