Hotels with Swimming Pools in Cumberland Gap

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Our top choices for Cumberland Gap hotels with a pool

Pine Mountain State Resort Park

Pine Mountain State Resort Park
3.0 star property
Pineville
9.0 out of 10, Wonderful, (672)
"Great place to stay!"
United States
William
The price is S$181
includes taxes & fees
2 Jan - 3 Jan, 2026
Pine Mountain State Resort Park

Holiday Inn Express Middlesboro by IHG

Holiday Inn Express Middlesboro by IHG
2.5 star property
Middlesboro
9.6 out of 10, Exceptional, (693)
"Clean hotel, good breakfast options."
United States
Harold
The price is S$177
includes taxes & fees
11 Jan - 12 Jan, 2026
Holiday Inn Express Middlesboro by IHG

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, (1002)
"Nice location, nice room, friendly staff and recent remodeling rooms "
United States
Ashley
The price is S$109
includes taxes & fees
4 Jan - 5 Jan, 2026
Days Inn by Wyndham Jellico - Tennessee State Line

Boone Trail Inn

Boone Trail Inn
2.0 star property
Middlesboro
7.2 out of 10, Good, (111)
"So the room seemed clean and the owners were vry kind the price was low all in all it was ok for a cheap motel but yall theres roaches i woke up with 1 crawling on the headboard. "
United States
Amy
The price is S$107
includes taxes & fees
29 Dec - 30 Dec
Boone Trail Inn

Suburban Studios Middlesboro

Suburban Studios Middlesboro
2.0 star property
Middlesboro
8.0 out of 10, Very good, (67)
"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 S$110
includes taxes & fees
4 Jan - 5 Jan, 2026
Suburban Studios Middlesboro

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 S$187
includes taxes & fees
1 Jan - 2 Jan, 2026
Woodlake Lodge Golf and Country Club

Econo Lodge Middlesboro

Econo Lodge Middlesboro
2.0 star property
Middlesboro
7.4 out of 10, Good, (446)
"Clean place with friendly staff. "
United States
James
The price is S$126
includes taxes & fees
31 Dec - 1 Jan, 2026
Econo Lodge Middlesboro
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.

Top Cumberland Gap Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Cumberland Gap?
Cumberland Gap Inn: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. The Olde Mill Inn Bed & Breakfast: Offers buffet, an outdoor pool and free self parking. Sleep Inn & Suites Middlesboro: Features a full-service spa, a seasonal outdoor pool and daily. Pine Mountain State Resort Park: Offers kitchens, a communal pool and Smart televisions. Holiday Inn Express Middlesboro by IHG: Provides continental, a seasonal outdoor pool and free self parking.
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.

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