Title: Highly Rated Hotels With Pool in Middlesboro | Expedia.com [Middlesboro Travel Guide](https://expedia.com/Middlesboro.dx8853)[Hotels in Middlesboro](https://expedia.com/Middlesboro-Hotels.d8853.Travel-Guide-Hotels)[Vacation Rentals in Middlesboro](https://expedia.com/Middlesboro-Vacation-Rentals.d8853.Travel-Guide-VacationRentals)[Flights to Middlesboro](https://expedia.com/Cheap-Flights-To-Middlesboro.d8853.Travel-Guide-Flights)[Car Rentals in Middlesboro](https://expedia.com/Car-Rentals-In-Middlesboro.d8853.Car-Rental-Guide)[Middlesboro Vacation Packages](https://expedia.com/Middlesboro.d8853.Destination-Travel-Guides) ![#Adventure #CumberlandGap #High #Trees #Highway](https://images.trvl-media.com/place/8853/b202c2ca-a802-49c4-b0c7-db992700a740.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Alexis Wyrick ![](https://images.trvl-media.com/place/8853/b202c2ca-a802-49c4-b0c7-db992700a740.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middlesboro Hotels with a Pool Tonight [Feb 11 - Feb 12](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-02-11&endDate=2026-02-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 12 - Feb 13](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-02-12&endDate=2026-02-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlesboro hotels with a pool ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/e6d48611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/ab02f897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/2eaf3737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Mountain View | Desk, blackout drapes, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/2d181d81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Middlesboro by IHG [](https://www.expedia.com/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) Middlesboro 9.6/10 Exceptional (703 reviews) "Only stayed one night but the hotel was quiet, considering the amount of people that seemed to be there, very clean and the breakfast was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin $121 nightly $133 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) ![Single Room, 1 Queen Bed, Smoking | Air conditioning](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/731be73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/cbceebb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 Queen Bed, Non Smoking | Desk, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/e0f53b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 Queen Bed, Smoking | Desk, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/df5282ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boone Trail Inn [](https://www.expedia.com/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.Hotel-Information) Middlesboro 7.2/10 Good (108 reviews) "Yes the first night the heat wouldn't work til we cleaned it and then I was charged extra pet fees every night I was there, I was called and told that there was no company allowed to visit. It was overpriced and the rooms aren't up to date they look old. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melenia M $76 nightly $84 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/eea762f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/adb15549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/88c4c8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/4f60a168.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suburban Studios Middlesboro [](https://www.expedia.com/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information) Middlesboro 8.2/10 Very Good (71 reviews) "Quick check in, clean room, decent breakfast, poor lighting outside. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $71 nightly $78 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information) ![Seasonal outdoor pool, open 10:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/c38450c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/2ae26739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds, Non Smoking | Laptop workspace, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/79102e17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/44e950d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Middlesboro [](https://www.expedia.com/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information) Middlesboro 7.4/10 Good (452 reviews) "Great place and great price! Staff friendly and helpful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) The Women's Groovement $84 nightly $92 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information) ![Outdoor pool, open 9 AM to 10 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/300/279/85bd7419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/300/279/6adc7a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Non Smoking | Bathroom | Combined shower/tub, deep soaking tub, hydromassage showerhead](https://images.trvl-media.com/lodging/1000000/10000/300/279/ad47702e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/300/279/c209de71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Jellico - Tennessee State Line [](https://www.expedia.com/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) Jellico 7.2/10 Good (1,000 reviews) "Nice location, nice room, friendly staff and recent remodeling rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley $53 nightly $61 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) ![Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/549f41ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/4a64fadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/75b8d155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/4ec8d24c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Mountain State Resort Park [](https://www.expedia.com/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) Pineville 9.0/10 Wonderful (680 reviews) "Cabin was clean and well furnished" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marvin $78 nightly $86 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/7f7a598a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/7b78ad82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/4cc09473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/ab1c94e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Williamsburg by IHG [](https://www.expedia.com/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information) Williamsburg 9.0/10 Wonderful (1,000 reviews) "Great staff, clean room and comfortable bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth $122 nightly $136 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information) ![Business center](https://images.trvl-media.com/lodging/1000000/20000/17100/17023/150349c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17100/17023/93f0a861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn [](https://www.expedia.com/Corbin-Hotels-Best-Western-Wilderness-Trail-Inn.h17023.Hotel-Information) Barbourville 8.2/10 Very Good (268 reviews) "Staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason $97 nightly $110 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Best-Western-Wilderness-Trail-Inn.h17023.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/544d1b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/b0b265ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/fed88dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/55fb9b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodlake Lodge Golf and Country Club [](https://www.expedia.com/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.Hotel-Information) Tazewell 9.4/10 Exceptional (144 reviews) "Friendly staff and clean accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel $145 nightly $163 total Feb 12 - Feb 13 Total with taxes and fees [](https://www.expedia.com/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/9977ad8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Accessible, Non Smoking | Soundproofing, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/a5cd488f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/fe1198d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/47a0457a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Williamsburg [](https://www.expedia.com/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) Williamsburg 5.8/10 (787 reviews) "Clean room, friendly- helpful staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa $58 nightly $64 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-02-25&endDate=2026-02-26®ionId=8853&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Middlesboro Breakfast included Hot tub 4 stars Ocean view 5 stars ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_8853) ## Top Middlesboro Hotel Reviews ![Pine Mountain State Resort Park](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/75b8d155_y.jpg) ### Pine Mountain State Resort Park 10/10 Excellent "Cabin was clean and well furnished" [](https://expedia.com/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) ![Days Inn by Wyndham Jellico - Tennessee State Line](https://images.trvl-media.com/lodging/1000000/10000/300/279/b362fe26_y.jpg) ### Days Inn by Wyndham Jellico - Tennessee State Line 10/10 Excellent "It was clean" [](https://expedia.com/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) ![Super 8 by Wyndham Williamsburg](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/fe1198d1_y.jpg) ### Super 8 by Wyndham Williamsburg 10/10 Excellent "Clean room, friendly- helpful staff " [](https://expedia.com/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Middlesboro with outdoor pools? > For travellers seeking a budget-friendly option, the [Econo Lodge Middlesboro](https://www.expedia.com/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information) 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](https://www.expedia.com/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.Hotel-Information), 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? ### What are some of the best Middlesboro hotels with outdoor pools and scenic views? > 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? ### How can I save on a Middlesboro hotel with a pool with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Middlesboro Mall ](https://www.expedia.com/Middlesboro-Mall-Hotels.0-l553248621561234928-0.Travel-Guide-Filter-Hotels) - [Hotels near The Pinnacle ](https://www.expedia.com/The-Pinnacle-Hotels.0-l705897073713979392-0.Travel-Guide-Filter-Hotels) - [Hotels near Wasioto Winds Golf Course ](https://www.expedia.com/Wasioto-Winds-Golf-Course-Hotels.0-l553248621559724914-0.Travel-Guide-Filter-Hotels) - [Hotels near Pine Mountain State Resort Park ](https://www.expedia.com/Pine-Mountain-State-Resort-Park-Hotels.0-l6091585-0.Travel-Guide-Filter-Hotels) - 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