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

Family friendly Hotels in Middlesboro, Kentucky

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Check availability on Middlesboro Family friendly Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Middlesboro family-friendly hotels

A modern bathroom with a glass-enclosed shower, two sinks, and a large mirror.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A self-service snack and beverage area with various food items and drinks.
A hotel room with a blue sofa, a dark armchair, a small desk, and a dining table with chairs.

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.
P10,210
P11,256 total
includes taxes & fees
Nov 6 - Nov 7
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 modern living room with a sofa set, a coffee table, and a television mounted on the wall.
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.

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.
P6,868
P7,705 total
includes taxes & fees
Nov 1 - Nov 2
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 reception area with a striped armchair, a counter, and a view of the parking lot through glass doors.
A dining area with a buffet, chairs, a table, a chandelier, and a view through the window.

3. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Family-friendly mountain motel with seasonal pool offers complimentary breakfast steps from Cumberland Gap National Park.
P5,581
P6,153 total
includes taxes & fees
Oct 18 - Oct 19
Econo Lodge Middlesboro
A swimming pool with a fenced area, lounge chairs, and a wooden deck.
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.
A rustic interior with wooden beams, leather sofas, rocking chairs, and a bar area.

4. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
P6,511
P7,179 total
includes taxes & fees
Nov 1 - Nov 2
Pine Mountain State Resort Park
A hotel entrance with a covered parking area, stone pillars, and a blue-lit facade.
A hotel room with a coffee machine, a bed, and a window with a view.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A gym with treadmills, a mirror, and a rack of dumbbells.

5. 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.
P7,078
P7,878 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express Williamsburg by IHG
An aerial view of a golf course with multiple ponds, a clubhouse, and surrounding wooded areas.
A building with a covered entrance, stone pillars, and a clear sky.
A golf course with a clubhouse, a flag, and a parking area with cars.
A bar area with wooden chairs and a bar counter. There are framed pictures on the wall and a television above the bar.

6. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
Tazewell
P9,083
P10,195 total
includes taxes & fees
Nov 2 - Nov 3
Woodlake Lodge Golf and Country Club
A swimming pool with a lifeguard chair, lounge chairs, and a covered area with umbrellas.
A large, single-story building with a blue roof and white columns, featuring multiple balconies and a covered walkway.
A kitchen with wooden cabinets, a black countertop, and various breakfast items.
A room with a sofa, a table, a lamp, a window with blinds, and a picture on the wall.

7. Quality Inn

Quality Inn
Barbourville
P6,389
P7,247 total
includes taxes & fees
Nov 5 - Nov 6
Quality Inn
A hotel room with two beds, a nightstand, a lamp, a phone, and a sunset mural on the wall.
A reception desk with a glass top, a clock, and framed pictures on the wall.
A multi-story hotel with a swimming pool, outdoor seating, and a forested backdrop.
A bathroom with a sink, mirror, towel rack, and shower with a curtain.

8. Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line
Jellico
P3,434
P3,924 total
includes taxes & fees
Oct 13 - Oct 14
Days Inn by Wyndham Jellico - Tennessee State Line
A row of white planters with red and purple flowers along a brick wall.
A hotel lobby with a green carpet, a clock, and a sign indicating an elevator.
A restaurant with a counter displaying various food items and a seating area with tables and chairs.
A hotel room with a large bed, two bedside tables, a nightstand, a sofa, a window with curtains, and a wall-mounted picture.

9. Quality Inn Harlan

Quality Inn Harlan
Harlan
P5,462
P6,195 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Harlan
A hotel room with two single beds, a nightstand with a lamp, a small table, and a window with curtains.
A bathroom with a bathtub, a shower curtain, and a toilet.
A corridor with benches, doors, and an exit sign.
A motel with a large sign, a parking lot, and a few vehicles.

10. Tazewell Motor Lodge

Tazewell Motor Lodge
Tazewell
P6,176
P7,252 total
includes taxes & fees
Oct 26 - Oct 27
Tazewell Motor Lodge
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

Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"I fractured my foot before I came on this vacation. When I drove up in front of the Inn, the lady at the registration desk saw that I was in a boot and on a walker. She just immediately gave us a mobility handicap room. I thought that was very thoughtful of her. The room was clean neat the breakfast was fabulous. I would stay here again next time I’m in this area."
Stephen 1-night trip
Posted 17 hours ago
Sleep Inn & Suites Middlesboro
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"Great place to stay"
Tip 1-night trip
Posted 3 days ago
Holiday Inn Express Middlesboro by IHG

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.

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