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
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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.
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.
A Sleep Inn & Suites building with a covered entrance, stone pillars, and a clear blue sky.

1. 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 403
AED 452 total
includes taxes & fees
25 Oct - 26 Oct
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 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.

2. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Family-friendly mountain motel with seasonal pool offers complimentary breakfast steps from Cumberland Gap National Park.
AED 327
AED 361 total
includes taxes & fees
19 Oct - 20 Oct
Econo Lodge Middlesboro
A swimming pool with a fenced area, lounge chairs, and a wooden deck.
A rustic interior with wooden beams, leather sofas, rocking chairs, and a bar area.
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.

3. 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 kitchen with wooden cabinets, a black countertop, and various breakfast items.
A large, single-story building with a blue roof and white columns, featuring multiple balconies and a covered walkway.
A room with a sofa, a table, a lamp, a window with blinds, and a picture on the wall.

4. Quality Inn

Quality Inn
Barbourville
AED 375
AED 425 total
includes taxes & fees
1 Nov - 2 Nov
Quality Inn
An aerial view of a golf course with multiple ponds, a clubhouse, and surrounding wooded areas.
A bar area with wooden chairs and a bar counter. There are framed pictures on the wall and a television above the bar.
A golf course with a clubhouse, a flag, and a parking area with cars.
A building with a covered entrance, stone pillars, and a clear sky.

5. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
Tazewell
AED 533
AED 598 total
includes taxes & fees
2 Nov - 3 Nov
Woodlake Lodge Golf and Country Club
A hotel entrance with a covered parking area, stone pillars, and a blue-lit facade.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A modern bathroom with a white sink, mirror, and toilet.
A hotel room with a coffee machine, a bed, and a window with a view.

6. 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 393
AED 437 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Williamsburg by IHG
A rustic wooden building with a porch, stone pillars, and potted plants.
A small blue bookcase with a sign reading "Please enjoy on behalf of Lifeworks."
A brick building with a wooden deck and outdoor seating area.
A balcony with a glass table and chair, overlooking a street and green hills.

7. Luxury Brooklyn St APT - Near LMU & Nat’l Park

Luxury Brooklyn St APT - Near LMU & Nat’l Park
Cumberland Gap
AED 411
AED 792 total
includes taxes & fees
4 Oct - 5 Oct
Luxury Brooklyn St APT - Near LMU & Nat’l Park
A park with green benches, a basketball hoop, and a paved area.
A room with a wooden dresser, a flat-screen TV mounted on the wall, a small black refrigerator, and a wall-mounted mirror.
A room with a round table, two chairs, a window with curtains, and a bed.
A hotel with a signboard reading "Dixie Plaza Hotel Office".

8. Dixie Plaza hotel

Dixie Plaza hotel
Tazewell
AED 232
AED 270 total
includes taxes & fees
3 Oct - 4 Oct
Dixie Plaza hotel
A row of white planters with red and purple flowers along a brick wall.
A modern living room with a fireplace, two sofas, a coffee table, and a flat-screen TV mounted on the wall.
A hotel lobby with a green carpet, a clock, and a sign indicating an elevator.
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
AED 324
AED 368 total
includes taxes & fees
25 Oct - 26 Oct
Quality Inn Harlan
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a sign reading "EVERYDAY COOKING".
A house with a brick facade, a front door, and a small porch area with steps.
A compact living space with a kitchenette, a gray sofa with patterned cushions, and a dining area with wicker chairs.
A wooden deck with two chairs and a small table, overlooking a green landscape.

10. Harrogate Home Mountain View’s Dog Friendly

Harrogate Home Mountain View’s Dog Friendly
Harrogate
AED 496
AED 996 total
includes taxes & fees
4 Oct - 5 Oct
Harrogate Home Mountain View’s Dog Friendly
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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

Quality Inn Harlan

Quality Inn Harlan

10/10 Excellent
"I loved that it was a simple, friendly check in and check out. Everything was nice and clean. Staff very kind. This was my second stay and will be back."
Constance 1-night trip
Posted 19 hours ago
Quality Inn Harlan
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"Always spotless, friendly and accommodating staff, breakfast is one of the best I've ever had."
Michael 1-night trip
Posted 2 days ago
Holiday Inn Express Middlesboro by IHG
Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro

10/10 Excellent
"Location"
Dennis 2-night trip
Posted 3 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.