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

Find Ski Hotels in Middlesboro, KY

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesboro Ski Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11
No exact matches found, but these alternatives could be just right

Recommended hotels in Middlesboro

A bed with white bedding and pillows against a wooden headboard.
A breakfast buffet area with labeled food stations and a wall with directional signage.
A hotel room with a blue sofa, a dark armchair, a small desk, and a dining table with chairs.
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
NT$4,301
NT$4,741 total
includes taxes & fees
Nov 1 - Nov 2
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 Sleep Inn & Suites building with a covered entrance, stone pillars, and a clear blue sky.
A hotel reception area with a counter, coffee machines, a fruit juice dispenser, and a refrigerator.

2. Sleep Inn & Suites Middlesboro

Sleep Inn & Suites Middlesboro
Middlesboro
NT$3,493
NT$3,918 total
includes taxes & fees
Oct 25 - Oct 26
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.

3. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
NT$2,838
NT$3,129 total
includes taxes & fees
Oct 19 - Oct 20
Econo Lodge Middlesboro
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, a television, and a bathroom visible through an open door.
A swimming pool with lounge chairs and a building in the background.
A modern kitchen with wooden cabinets, a white countertop, a built-in microwave, and a refrigerator.
A vending machine with snacks and a water dispenser in a commercial setting.

4. Suburban Studios Middlesboro

Suburban Studios Middlesboro
Middlesboro
NT$2,439
NT$2,689 total
includes taxes & fees
Oct 22 - Oct 23
Suburban Studios Middlesboro
A white portable air conditioner mounted on a wall with a control panel, a power outlet, and a plastic bag hanging from the bottom.
A hotel room with a large bed, two bedside lamps, a nightstand, a chair, and a painting on the wall.
A bathroom with a bathtub, toilet, and sink.
A sign for Boone Trail Inn with a directional arrow.

5. Boone Trail Inn

Boone Trail Inn
Middlesboro
NT$2,315
NT$3,114 total
includes taxes & fees
Oct 2 - Oct 3
Boone Trail Inn
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.
A rustic interior with wooden beams, a fireplace, and a bar area.
A cozy living room with a stone fireplace, two patterned armchairs, a small table with a lamp, and a television on a stand.

6. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
NT$3,311
NT$3,651 total
includes taxes & fees
Nov 1 - Nov 2
Pine Mountain State Resort Park
A bedroom with a bed, a TV, a desk, and a chair.
A reception desk with a black counter, framed certificates on the wall, a non-smoking sign, and a Google sign.
A covered outdoor area with a brick wall, benches, and a parking lot in the background.
A modern bathroom with a glass-enclosed shower, a toilet, a sink, and a small wooden stool.

7. Imperial Inn Tazewell

Imperial Inn Tazewell
Tazewell
NT$2,340
NT$2,720 total
includes taxes & fees
Oct 15 - Oct 16
Imperial Inn Tazewell
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 Holiday Inn Express sign with a large 'H' logo, a parking lot, and a building with illuminated signage in the background.
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
NT$3,663
NT$4,077 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Williamsburg by IHG
A home office with a desk, computer, and chair. There are two framed pictures on the wall, a window with an American flag, and a view of a pool outside.
A modern kitchen with a flat-screen TV, a microwave, a toaster, and a juice bar.
A covered patio with a pool, outdoor seating, and a ceiling fan.
A large, single-story building with a blue roof and white columns, featuring multiple balconies and a covered walkway.

9. Quality Inn

Quality Inn
Barbourville
NT$3,249
NT$3,685 total
includes taxes & fees
Nov 1 - Nov 2
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 hotel room with a large bed, two bedside tables with lamps, a small desk, and a red armchair.

10. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
Tazewell
NT$4,938
NT$5,543 total
includes taxes & fees
Nov 1 - Nov 2
Woodlake Lodge Golf and Country Club
View all properties

Choose what matters most at ski hotels in Middlesboro

Resort
4 stars
5 stars
Spa
Family-friendly

Top Middlesboro Hotel Reviews

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

Explore a world of travel with Expedia