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 Hotels with a Pool in Middlesboro, KY

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesboro Hotels with a Pool

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

Our top choices for Middlesboro hotels with a pool

A swimming pool area with lounge chairs and umbrellas.
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 rustic interior with wooden beams, leather sofas, rocking chairs, and a bar area.

1. Pine Mountain State Resort Park

Pine Mountain State Resort Park
Pineville
  • Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
$117 nightly
$129 total
Nov 1 - Nov 2
Total with taxes and fees
Pine Mountain State Resort Park
An outdoor patio area with wicker furniture, a glass table, and a view of a swimming pool.
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 modern bathroom with a glass-enclosed shower, two sinks, and a large mirror.

2. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
Middlesboro
  • Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
$135 nightly
$149 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express Middlesboro by IHG
A swimming pool with a metal fence, surrounded by white lounge chairs and a building with a blue roof and red and white decorations.
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.
A modern bathroom with a large mirror, a sink, and a shower area.

3. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
$89 nightly
$98 total
Oct 19 - Oct 20
Total with taxes and fees
Econo Lodge Middlesboro
A swimming pool with lounge chairs and a building in the background.
A bathroom with a bathtub, a toilet, and a towel rack with towels.
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 restaurant with striped chairs, a wooden counter, and a chandelier.

4. Suburban Studios Middlesboro

Suburban Studios Middlesboro
Middlesboro
  • Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.
$77 nightly
$84 total
Oct 25 - Oct 26
Total with taxes and fees
Suburban Studios Middlesboro
A bathroom with a bathtub, toilet, and sink.
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 motel with a two-story structure, a parking lot, and a stone wall.
A hotel room with a large bed, two bedside lamps, a nightstand, a chair, and a painting on the wall.

5. Boone Trail Inn

Boone Trail Inn
Middlesboro
  • Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
$85 nightly
$93 total
Oct 19 - Oct 20
Total with taxes and fees
Boone Trail Inn
An indoor swimming pool with clear pool rules and no diving allowed signs.
A hotel room with a coffee machine, a bed, and a window with a view.
A modern bathroom with a white sink, mirror, and toilet.
A hotel entrance with a covered parking area, stone pillars, and a blue-lit facade.

6. Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
Williamsburg
  • Dive into poolside relaxation at this clean, comfortable hotel with an indoor oasis just steps from Kentucky Splash Water Park.
$107 nightly
$119 total
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express Williamsburg by IHG
A hotel room with two beds, a nightstand, a lamp, a phone, and a sunset mural on the wall.
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.
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.

7. Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line
Jellico
  • Splash into relaxation at this Jellico hotel's seasonal pool oasis with mountain adventures nearby.
$53 nightly
$61 total
Oct 11 - Oct 12
Total with taxes and fees
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 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.
A building with a covered entrance, stone pillars, and a clear sky.

8. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
Tazewell
  • Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
$145 nightly
$163 total
Nov 2 - Nov 3
Total with taxes and fees
Woodlake Lodge Golf and Country Club
A room with a ceiling fan, a television mounted on the wall, a door, and a small framed picture.
A modern kitchen with a central island, dark cabinetry, and a dining area with multiple chairs and tables.
A hotel room with a flat-screen TV mounted on the wall, a desk with a microwave, a chair, a bed with a patterned bedspread, and a large window with curtains.
A hotel with a red roof, multiple windows, and a flagpole.

9. Red Roof Inn & Suites Corbin

Red Roof Inn & Suites Corbin
Corbin
  • Splash into seasonal pool bliss at this pet-friendly oasis with spotless accommodations.
$70 nightly
$78 total
Oct 4 - Oct 5
Total with taxes and fees
Red Roof Inn & Suites Corbin
A covered patio with a pool, outdoor seating, and a ceiling fan.
A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.
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.

10. Quality Inn

Quality Inn
Barbourville
  • Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
$102 nightly
$116 total
Nov 1 - Nov 2
Total with taxes and fees
Quality Inn
View all properties

Choose what matters most at hotels with a pool in Middlesboro

Breakfast included
Hot tub
4 stars
5 stars
Spa

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 14 hours ago
Quality Inn Harlan
Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"Very nice!"
Hal and Sherry 2-night trip
Posted 2 days ago
Pine Mountain State Resort Park
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

Frequently asked questions

What are the best hotels in Middlesboro with outdoor pools?
When searching for a refreshing getaway in Middlesboro, the Holiday Inn Express Middlesboro by IHG stands out as a premier choice. With an impressive review score of 9.6, this hotel not only offers a sparkling outdoor pool surrounded by inviting sun loungers but also boasts stunning mountain views that enhance your relaxation experience. Guests frequently praise the hotel's friendly and helpful staff, as well as the delicious complimentary breakfast options that cater to all tastes.For travellers seeking a budget-friendly option, the Econo Lodge Middlesboro provides a cozy atmosphere with an outdoor pool great for unwinding after a day of adventure. With a review score of 7.4, guests appreciate the clean and comfy rooms, along with the kind front desk service. The hotel also offers free continental breakfast, ensuring a good start to your day.Lastly, the Boone Trail Inn, with a review rating of 7.2, is another great option featuring a delightful outdoor pool. Travellers enjoy the friendly staff and the well-kept rooms, making it a comfortable place to stay. With nearby mountain climbing opportunities, it's an excellent pick for families looking to combine relaxation with outdoor adventures.
How much does a hotel with outdoor pool in Middlesboro cost?
Enjoy staying in a hotel in Middlesboro with an outdoor pool. You can find a great deal from $84 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What are some of the best Middlesboro hotels with outdoor pools and scenic views?
The Holiday Inn Express Middlesboro by IHG stands out as a top choice for travellers seeking a delightful combination of outdoor relaxation and breathtaking scenery. This hotel boasts an inviting outdoor pool, great for a refreshing dip after a day of exploring the stunning mountain views that surround the property.Guests consistently rave about the friendly and helpful staff, who go above and beyond to ensure a pleasant stay. With a remarkable traveller rating of 9.6, the Holiday Inn Express also offers a complimentary breakfast buffet, allowing families to fuel up for their adventures without any added cost. The clean and quiet rooms provide a cozy retreat after a day filled with activities, making it an ideal spot for families looking for comfort and convenience.
Is it cheaper to book flights and a Middlesboro hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Middlesboro for you.

Explore a world of travel with Expedia