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

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Check availability on Middlesboro Hotels with a Pool

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

Our top choices for Middlesboro hotels with a pool

Outdoor pool, sun loungers

1. Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (732 reviews)
  • cleanliness
    Splash into mountain adventures with a sun-kissed pool oasis featuring comfy loungers for peak relaxation.
$126 nightly
The price is $139
Sep 1 - Sep 2
Total with taxes and fees
Holiday Inn Express Middlesboro by IHG
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

2. Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (495 reviews)
  • cleanliness
    Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
$89 nightly
The price is $98
Aug 9 - Aug 10
Total with taxes and fees
Econo Lodge Middlesboro
Seasonal outdoor pool

3. Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.2 out of 10, Very Good, (101 reviews)
  • cleanliness
    Escape the ordinary at this freshly remodeled hotel with a sparkling seasonal pool and newly updated rooms for summer relaxation.
$78 nightly
The price is $86
Sep 1 - Sep 2
Total with taxes and fees
Suburban Studios Middlesboro
Single Room, 1 Queen Bed, Smoking | Bathroom | Free toiletries, towels

4. Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.4 out of 10, Good, (119 reviews)
  • cleanliness
    Dive into summer adventures with a seasonal outdoor pool, perfect for relaxing after a day exploring nearby hiking trails.
$87 nightly
The price is $96
Aug 7 - Aug 8
Total with taxes and fees
Boone Trail Inn
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

5. Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (745 reviews)
  • cleanliness
    Refreshing mountain escape with a seasonal outdoor pool surrounded by loungers, umbrellas, and panoramic Appalachian views.
$170 nightly
The price is $187
Aug 7 - Aug 8
Total with taxes and fees
Pine Mountain State Resort Park
Business center

6. Quality Inn

Quality Inn
2.5 star property
Barbourville
8.2 out of 10, Very Good, (278 reviews)
  • cleanliness
    Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
$88 nightly
The price is $100
Aug 30 - Aug 31
Total with taxes and fees
Quality Inn
Indoor pool

7. Holiday Inn Express Williamsburg by IHG

Holiday Inn Express Williamsburg by IHG
2.5 star property
Williamsburg
9.0 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Dive into poolside relaxation at this clean, comfortable hotel with an indoor oasis just steps from Kentucky Splash Water Park.
$110 nightly
The price is $122
Aug 10 - Aug 11
Total with taxes and fees
Holiday Inn Express Williamsburg by IHG
Aerial view

8. Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club
3.0 star property
Tazewell
9.2 out of 10, Wonderful, (153 reviews)
  • cleanliness
    Seasonal lakeside golf retreat with picturesque course, outdoor pool, and tennis courts offering serene relaxation in nature.
$165 nightly
The price is $185
Aug 4 - Aug 5
Total with taxes and fees
Woodlake Lodge Golf and Country Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Middlesboro

Breakfast included
Hot tub

Top Middlesboro Hotel Reviews

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"The room was very clean and the staff is wonderful. The tub needed updating and new caulking."
Kelly 1-night trip
Posted 4 hours ago
Holiday Inn Express Middlesboro by IHG
Quality Inn Harlan

Quality Inn Harlan

10/10 Excellent
"Beds were comfortable. Breakfast was hot. Pool was closed for maintenance"
Whitney 1-night trip
Posted 8 days ago
Quality Inn Harlan

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 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.

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