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 from CA $120

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Check availability on Middlesboro Hotels with a Pool

Tonight
Aug 17 - Aug 18
Tomorrow
Aug 18 - Aug 19
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Middlesboro hotels with a pool

Outdoor pool, sun loungers
Suite, 1 King Bed, Mountain View
Property amenity
Exterior

1. 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.
CA $207
CA $228 total
includes taxes & fees
Sep 2 - Sep 3
Holiday Inn Express Middlesboro by IHG
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers
Standard Room, 2 Double Beds, Non Smoking | Bathroom
Lobby
Standard Room, 2 Double Beds, Non Smoking

2. Econo Lodge Middlesboro

Econo Lodge Middlesboro
Middlesboro
  • Pristine mountain retreat offers seasonal poolside bliss with lounge chairs for a perfect summer escape in Middlesboro.
CA $121
CA $134 total
includes taxes & fees
Sep 13 - Sep 14
Econo Lodge Middlesboro
Seasonal outdoor pool
Iron/ironing board, WiFi (free), bed sheets
Iron/ironing board, WiFi (free), bed sheets
Free daily continental breakfast

3. 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.
CA $109
CA $120 total
includes taxes & fees
Sep 9 - Sep 10
Suburban Studios Middlesboro
Single Room, 1 Queen Bed, Smoking | Bathroom
Single Room, 1 Queen Bed, Smoking
Single Room, 1 Queen Bed, Smoking | Air conditioning
Exterior

4. 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.
CA $104
CA $139 total
includes taxes & fees
Aug 24 - Aug 25
Boone Trail Inn
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
Interior entrance
BBQ/picnic area
Lobby lounge

5. 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.
CA $212
CA $234 total
includes taxes & fees
Sep 5 - Sep 6
Pine Mountain State Resort Park
Indoor pool
Exterior
Free daily on-the-go breakfast
Exterior

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.
CA $153
CA $170 total
includes taxes & fees
Aug 31 - Sep 1
Holiday Inn Express Williamsburg by IHG
Exterior
Exterior
Lobby
Standard Room, 1 King Bed, Non Smoking

7. Quality Inn

Quality Inn
Barbourville
  • Outdoor pool beckons with refreshing dips and sun-soaked lounging at this welcoming hotel.
CA $136
CA $154 total
includes taxes & fees
Sep 16 - Sep 17
Quality Inn
Aerial view
Front of property
Desk, WiFi (free)
Lounge

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.
CA $229
CA $257 total
includes taxes & fees
Aug 25 - Aug 26
Woodlake Lodge Golf and Country Club
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

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"We had a great one night stay after visiting Cumberland Gap National historic area. Our family of 6 stayed in one of the cottages. Cottage was was very clean and updated but did smell a little musty. We had dinner at the lodge while enjoying the view and swam in the pool. We brought our own food for breakfast which we were able to cook in the cottage. Then we checked out and drove up to the top of the mountain amd hiked to chained rock. Its all downhill on the way there but not too far (half of a mile). Overall it was a great stop on our Kentucky vacation."
Heather 1-night trip
Posted 11 hours ago
Pine Mountain State Resort Park
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

10/10 Excellent
"The gym is janky and almost scary. It’s very dark and just very isolated. Scary as a female to go to alone. Otherwise nice property. Gym is important to me so I would not stay here again. But I would not discourage someone who isn’t concerned about a gym to stay."
Shelley 1-night trip
Posted 4 days 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 3 weeks ago
Quality Inn Harlan

Frequently asked questions

What are the best hotels in Middlesboro with outdoor pools?
If you're looking for hotels in Middlesboro with outdoor pools, the Holiday Inn Express Middlesboro by IHG is a fantastic option. With a remarkable traveller rating of 9.6, this hotel not only features a refreshing outdoor pool but also offers stunning mountain views that create a serene backdrop for your stay. Guests rave about the friendly and helpful staff, as well as the delicious complimentary breakfast, making it a top choice for families seeking quality and convenience.Another solid option is Econo Lodge Middlesboro, which holds a traveller review score of 7.2. This hotel provides an outdoor pool alongside a comfortable atmosphere, great for unwinding after a day of adventure. Guests have praised the clean rooms and comfy beds, and the friendly front desk staff ensure a welcoming experience. Plus, with free continental breakfast, you can fuel up before hitting the local attractions.For those who enjoy a more budget-friendly option, Boone Trail Inn is also rated at 7.2 and features an outdoor pool that guests have described as "perfect" for relaxation. This inn is known for its clean and nice rooms, friendly staff, and good pricing, making it a great value for families looking to enjoy their time in Middlesboro.
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 CA $120 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 is a fantastic option for travellers seeking a blend of comfort and scenic beauty in Middlesboro. With a remarkable traveller rating of 9.6, guests consistently rave about the friendly and helpful staff, as well as the clean and quiet rooms that provide a restful retreat after a day of adventure.This hotel features a refreshing outdoor pool, superb for a family-friendly splashing good time or a relaxing dip while soaking in stunning mountain views. Guests can lounge on the sunbeds by the pool, creating the ideal atmosphere for both relaxation and fun. The complimentary buffet breakfast is another highlight, offering a great start to the day with a variety of delicious options.Situated in a picturesque location, the Holiday Inn Express also provides free WiFi and self-parking, ensuring convenience during your stay.
Are there hotels with outdoor pools that are close to Cumberland Gap National Historical Park?
The Econo Lodge Middlesboro is a fantastic option for travellers looking to enjoy an outdoor pool while being close to the stunning Cumberland Gap National Historical Park. Rated 7.2 by guests, this hotel has a friendly setting, ensuring a comfortable stay.Families will appreciate the refreshing outdoor pool, complete with sun loungers for relaxation after a day of exploring the park. The hotel also provides a complimentary continental breakfast, free Wi-Fi, and self-parking, making it a convenient choice for those traveling with children. Guests rave about the fantastic and clean rooms, comfy beds, and the kind service from the front desk, highlighting the overall great value the Econo Lodge offers.
Is it cheaper to book flights and a hotel in Middlesboro 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 travel 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 with an outdoor pool in Middlesboro for you.
How can I save on a hotel in Middlesboro with Expedia?
Before booking your Middlesboro hotel, remember to join One Key™, Expedia's free travel rewards program. Just sign up and sign in to access instant discounts with Member Prices as well as member-only perks. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.

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