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 friendly Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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 hotel room with a large bed, a nightstand, a chair, a desk, and a wall-mounted lamp.
A coffee station with two coffee machines and a variety of coffee pods and cups.

1. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
Middlesboro
  • Kids will enjoy the outdoor pool and cosy lodging near Cumberland Gap National Historical Park.
S$185
includes taxes & fees
8 Nov - 9 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 reception area with a wooden reception desk, a glass partition, and a small round table with a decorative centerpiece.
A hotel reception area with a counter, coffee machines, a fruit juice dispenser, and a refrigerator.
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.
S$158
includes taxes & fees
1 Nov - 2 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 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.
A modern bathroom with a large mirror, a sink, and a shower area.

3. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Family-friendly mountain motel with seasonal pool offers complimentary breakfast steps from Cumberland Gap National Park.
S$119
includes taxes & fees
6 Nov - 7 Nov
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 rustic interior with wooden beams, a fireplace, and a bar area.
A natural setting with a clear pond surrounded by rocks and trees, and rows of blue chairs arranged for an event.

4. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
S$147
includes taxes & fees
1 Nov - 2 Nov
Pine Mountain State Resort Park
A hotel room with two beds, a nightstand, a lamp, a phone, and a sunset mural on the wall.
A bathroom with a sink, mirror, towel rack, and shower with a curtain.
A multi-story hotel with a swimming pool, outdoor seating, and a forested backdrop.
A modern living room with a blue sofa, a round coffee table, and a statue. There is a TV mounted on the wall and a window with a view of greenery outside.

5. Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line
Jellico
S$82
includes taxes & fees
12 Oct - 13 Oct
Days Inn by Wyndham Jellico - Tennessee State Line
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 bar area with wooden chairs and a bar counter. There are framed pictures on the wall and a television above the bar.
A hotel room with a large bed, two bedside tables with lamps, a small desk, and a red armchair.

6. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
Tazewell
S$208
includes taxes & fees
2 Nov - 3 Nov
Woodlake Lodge Golf and Country Club
A swimming pool with a lifeguard chair, lounge chairs, and a covered area with umbrellas.
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.
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.

7. Quality Inn

Quality Inn
Barbourville
S$148
includes taxes & fees
10 Nov - 11 Nov
Quality Inn
A hotel entrance with a covered parking area, stone pillars, and a blue-lit facade.
A gym with treadmills, a mirror, and a rack of dumbbells.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A hotel room with a coffee machine, a bed, and a window with a view.

8. 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.
S$170
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Express Williamsburg by IHG
A hotel room with two single beds, a nightstand with a lamp, a small table, and a window with curtains.
A motel with a red roof, a parking lot, and a signboard.
A corridor with benches, doors, and an exit sign.
A bathroom with a bathtub, a shower curtain, and a toilet.

9. Tazewell Motor Lodge

Tazewell Motor Lodge
Tazewell
S$148
includes taxes & fees
26 Oct - 27 Oct
Tazewell Motor Lodge
A park with green benches, a basketball hoop, and a paved area.
A hotel with a signboard reading "Dixie Plaza Hotel Office".
A hotel room with two beds, a desk, a TV, and a bathroom.
A room with a wooden dresser, a flat-screen TV mounted on the wall, a small black refrigerator, and a wall-mounted mirror.

10. Dixie Plaza hotel

Dixie Plaza hotel
Tazewell
S$94
includes taxes & fees
12 Oct - 13 Oct
Dixie Plaza hotel
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 9 hours ago
Days Inn by Wyndham Jellico - Tennessee State Line
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Room is very clean and staff is very friendly. Plenty of parking."
Cheryl 1-night trip
Posted 3 days ago
Sleep Inn & Suites Middlesboro

Frequently asked questions

What's Middlesboro like for family-friendly holidays?
The destination of Middlesboro is a great choice if you've been thinking about a holiday with your children. The wildlife, glaciers and mountain views are just a few things that make this an attractive spot for a family holiday.
What's the best family accommodation 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 holiday in Middlesboro?
The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Middlesboro is 1581 mm.
What's there to see and do with your family in Middlesboro?
Middlesboro Mall and Bell County Public Library Pineville Branch are interesting attractions that you and your family may enjoy exploring while you are staying in Middlesboro. Make sure that you have lots of time for activities such as Claiborne County Library and Cumberland Gap National Historical Park.

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