Search Hotels with Swimming Pool in Cumberland Gap

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Check availability on Cumberland Gap Hotels with Swimming Pool

Our top choices for Cumberland Gap hotels with a pool

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers
Pine Mountain State Resort Park

Pine Mountain State Resort Park

3.0 star property
Pineville
9.0 out of 10, Wonderful, (669)
"The check in and out was very easy. Staff was pleasant and helpful. The cottage was very clean and well kept. The outside lighting could have been better as we arrived in the dark and it was hard to see. Overall great stay. "
United States
DeAnna
The price is ₹10,085
₹11,119 total
includes taxes & fees
12 Dec - 13 Dec
Pine Mountain State Resort Park
Property grounds
Woodlake Lodge Golf and Country Club

Woodlake Lodge Golf and Country Club

3.0 star property
Tazewell
9.4 out of 10, Exceptional, (142)
"Gym was closed, restaurant was closed... pool was nice. Course is beautiful."
United States
Daniel
The price is ₹11,710
₹13,145 total
includes taxes & fees
1 Jan - 2 Jan 2026
Woodlake Lodge Golf and Country Club
Property amenity
Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG

2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (691)
"Clean hotel, good breakfast options."
United States
Harold
The price is ₹10,629
₹11,718 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Express Middlesboro by IHG
Double Room, Smoking | Desk, blackout curtains, free WiFi, bed sheets
Boone Trail Inn

Boone Trail Inn

2.0 star property
Middlesboro
7.2 out of 10, Good, (110)
"Place was clean. AC worked good. "
United States
David
The price is ₹5,959
₹8,059 total
includes taxes & fees
11 Dec - 12 Dec
Boone Trail Inn
Seasonal outdoor pool, open 10:00 AM to 10:00 PM, pool loungers
Econo Lodge Middlesboro

Econo Lodge Middlesboro

2.0 star property
Middlesboro
7.4 out of 10, Good, (445)
"Clean place with friendly staff. "
United States
James
The price is ₹7,188
₹7,924 total
includes taxes & fees
14 Dec - 15 Dec
Econo Lodge Middlesboro
Seasonal outdoor pool
Suburban Studios Middlesboro

Suburban Studios Middlesboro

2.0 star property
Middlesboro
8.0 out of 10, Very good, (66)
"The newly renovated very clean room was comfortable and clean. All staff were very friendly and we had no issues with our stay. Would stay again when in this area! "
United States
Becky
The price is ₹6,750
₹7,441 total
includes taxes & fees
23 Dec - 24 Dec
Suburban Studios Middlesboro
Front of property
Days Inn by Wyndham Jellico - Tennessee State Line

Days Inn by Wyndham Jellico - Tennessee State Line

2.0 star property
Jellico
7.2 out of 10, Good, (1000)
"Very clean and quiet I loved and enjoyed my 3 nights and 4 day stay!!! "
United States
Antoninette
The price is ₹6,666
₹7,616 total
includes taxes & fees
24 Dec - 25 Dec
Days Inn by Wyndham Jellico - Tennessee State Line
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.
View all properties

Top Cumberland Gap Hotel Reviews

Pine Mountain State Resort Park

Pine Mountain State Resort Park

10/10 Excellent
"The check in and out was very easy. Staff was pleasant and helpful. The cottage was very clean and well kept. The outside lighting could have been better as we arrived in the dark and it was hard to see. Overall great stay. "
DeAnna 1-night trip
Posted 1 day ago
Pine Mountain State Resort Park

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Frequently asked questions

What are some accommodation options with pools in Cumberland Gap?
Cumberland Gap Inn: Provides a full-service spa, a seasonal outdoor pool and daily. The Olde Mill Inn Bed & Breakfast: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Days Inn by Wyndham Jellico - Tennessee State Line: Features kitchens, a communal pool and Smart televisions. Pine Mountain State Resort Park: Offers buffet, an outdoor pool and free self parking. Sleep Inn & Suites Middlesboro: Provides complimentary wireless Internet access, a communal pool and kitchens.
What is there to see and do in Cumberland Gap?
Make a point to visit attractions such as The Pinnacle and New Tazewell Municipal Park. Discover sights such as Cumberland Gap National Historical Park during your stay.
When is the best time to book a hotel with a pool in Cumberland Gap?
You may want to consider a place to stay with an outdoor swimming pool if you're planning to visit Cumberland Gap in the warmest months of July, August or June, when the average temperature is 22°C. Accommodation with an indoor pool may be the way to go if you are visiting during the coldest months of January, February or December, when the average temperature is 5°C.