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

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Check availability on Middlesboro Family Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Middlesboro family-friendly hotels

A hotel room with a sofa, a coffee table, a bed with a canopy, a TV, and artwork on the walls.

1. Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
2.5 star property
Middlesboro
9.2 out of 10, Wonderful, (950 reviews)
  • cleanliness
    Discover kid-friendly adventures near Cumberland Gap National Historical Park with comfy amenities and free breakfast.
The price is AED 418
AED 469 total
includes taxes & fees
26 Nov - 27 Nov
Sleep Inn & Suites Middlesboro
A hotel entrance with a covered walkway, potted plants, and a reception area.

2. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (750 reviews)
  • cleanliness
    Kids will enjoy the outdoor pool and cozy lodging near Cumberland Gap National Historical Park.
The price is AED 459
AED 506 total
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express Middlesboro by IHG
A hotel room with two beds, a sofa, a nightstand with a lamp, and a framed picture on the wall.

3. Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (508 reviews)
  • cleanliness
    Family-friendly mountain motel with seasonal pool offers complimentary breakfast steps from Cumberland Gap National Park.
The price is AED 294
AED 324 total
includes taxes & fees
8 Nov - 9 Nov
Econo Lodge Middlesboro
A small bedroom with a bed, a window, and a closet.

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
10.0 out of 10, Exceptional, (19 reviews)
The price is AED 624
AED 1,462 total
includes taxes & fees
29 Oct - 30 Oct
Gorgeous 4-bedroom house in Middlesboro KY with WiFi, AC. Minutes from LMU
A living room with a TV on a wooden stand, a white chair, a small table, and a sofa.

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

House close to ARH Hospital, Tackett Creek & LMU!
Middlesboro
7.4 out of 10, Good, (3 reviews)
The price is AED 694
AED 1,424 total
includes taxes & fees
19 Nov - 20 Nov
House close to ARH Hospital, Tackett Creek & LMU!
A swimming pool with a fenced area, lounge chairs, and a wooden deck.

6. Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (776 reviews)
The price is AED 294
AED 324 total
includes taxes & fees
28 Oct - 29 Oct
Pine Mountain State Resort Park
A single-story house with a porch, a mailbox, and a small garden.

7. Cozy Cumberland Gap Cottage Near LMU & Nat’l Park

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cumberland Gap
9.4 out of 10, Exceptional, (52 reviews)
The price is AED 364
AED 780 total
includes taxes & fees
19 Nov - 20 Nov
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
A swimming pool with a lifeguard chair, lounge chairs, and a covered area with umbrellas.

8. Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very good, (286 reviews)
The price is AED 375
AED 425 total
includes taxes & fees
26 Nov - 27 Nov
Quality Inn
Private kitchen

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

Harrogate Hideaway - 5 Min to LMU & Nat`l Park
Harrogate
9.8 out of 10, Exceptional, (20 reviews)
The price is AED 364
AED 711 total
includes taxes & fees
28 Oct - 29 Oct
Harrogate Hideaway - 5 Min to LMU & Nat`l Park
A Holiday Inn Express hotel with a parking lot and multiple vehicles.

10. 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 AED 419
AED 466 total
includes taxes & fees
22 Nov - 23 Nov
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.
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Choose what matters most at family-friendly hotels in Middlesboro

Breakfast included
Pool

Top Middlesboro Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Super clean property with a nice powerful shower head, which is rare within hotels."
Shawn 1-night trip
Posted 2 days ago
Sleep Inn & Suites Middlesboro

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.