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

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Middlesboro family-friendly hotels

A modern bathroom with a glass-enclosed shower, two sinks, and a large mirror.
A hotel room with a blue sofa, a dark armchair, a small desk, and a dining table with chairs.
A self-service snack and beverage area with various food items and drinks.
A hotel room with a large bed, a nightstand, a chair, a desk, and a wall-mounted lamp.

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 455
AED 502 total
includes taxes & fees
19 Nov - 20 Nov
Holiday Inn Express Middlesboro by IHG
A hotel room with a sofa, a coffee table, a bed with a canopy, a TV, and artwork on the walls.
A Sleep Inn & Suites building with a covered entrance, stone pillars, and a clear blue sky.
A reception area with a wooden reception desk, a glass partition, and a small round table with a decorative centerpiece.
A modern living room with a sofa set, a coffee table, and a television mounted on the wall.

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 434
AED 486 total
includes taxes & fees
13 Nov - 14 Nov
Sleep Inn & Suites Middlesboro
A hotel room with two beds, a sofa, a nightstand with a lamp, and a framed picture on the wall.
A hotel entrance with a covered lobby area, a clear sky, and a parking lot with cars.
A dining area with a buffet, chairs, a table, a chandelier, and a view through the window.
A reception area with a striped armchair, a counter, and a view of the parking lot through glass doors.

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
28 Oct - 29 Oct
Econo Lodge Middlesboro
A small bedroom with a bed, a window, and a closet.
A living room with a stone fireplace, wooden walls, a sofa, a coffee table, and a TV mounted on the wall.
A cozy living room with two sofas, a coffee table, and a desk with a computer. There is a staircase in the background and a bicycle in the foreground.
A kitchen with white cabinets, a black oven, a stainless steel microwave, and a patterned backsplash.

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
AED 606
AED 1,450 total
includes taxes & fees
28 Oct - 29 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.
A kitchen with light blue cabinets, a black microwave, a sink, and a stove.
A room with a grey sofa, two side tables with lamps, a white air conditioning unit, and a wooden floor.
A dining table set for four with a white tablecloth, surrounded by wicker chairs, and a vase with greenery.

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

House close to ARH Hospital, Tackett Creek & LMU!
Middlesboro
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.
A rustic interior with wooden beams, a fireplace, and a bar area.
A picnic table and stone wall in a forested area with a view of distant mountains.
A natural setting with a clear pond surrounded by rocks and trees, and rows of blue chairs arranged for an event.

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
A swimming pool with a lifeguard chair, lounge chairs, and a covered area with umbrellas.
A bathroom with a granite countertop sink, a mirror, a towel rack, and a hairdryer.
A room with a white refrigerator stocked with beverages, a brown leather sofa, and a view of a parking area through a large window.
A hotel room with a bed, desk, TV, microwave, and refrigerator.

7. Quality Inn

Quality Inn
Barbourville
AED 385
AED 437 total
includes taxes & fees
2 Nov - 3 Nov
Quality Inn
A single-story house with a porch, a mailbox, and a small garden.
A dining area with a wooden table and chairs, a vase with flowers, and a painting on the wall.
A kitchen with wooden cabinets, a stainless steel stove, and a microwave.
A bedroom with two beds, wooden floors, a dresser, and a ceiling fan.

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

Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
Cumberland Gap
AED 375
AED 792 total
includes taxes & fees
19 Nov - 20 Nov
Cozy Cumberland Gap Cottage Near LMU & Nat’l Park
A Holiday Inn Express hotel with a parking lot and multiple vehicles.
A modern bathroom with a white sink, mirror, and toilet.
A gym with treadmills, a mirror, and a rack of dumbbells.
A hotel room with a coffee machine, a bed, and a window with a view.

9. 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 448
AED 499 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express Williamsburg by IHG
Private kitchen
Interior
Living area
A bedroom with a large bed, a ceiling fan, a TV, a dresser, and framed artwork on the walls.

10. 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
28 Oct - 29 Oct
Harrogate Hideaway - 5 Min to LMU & Nat`l Park
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Choose what matters most at family-friendly hotels in Middlesboro

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Middlesboro Hotel Reviews

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"."
Kelly 1-night trip
Posted 2 days ago
Sleep Inn & Suites Middlesboro
Quality Inn Harlan

Quality Inn Harlan

10/10 Excellent
"Great place"
Cristopher 1-night trip
Posted 4 days ago
Quality Inn Harlan
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

10/10 Excellent
"Everyone’s super friendly!! And there’s a sweet kitten!"
Riley 1-night trip
Posted 4 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.