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) ![mountain view](https://images.trvl-media.com/place/8853/4dcad675-90c8-4311-844e-cc929dfd2557.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8853/4dcad675-90c8-4311-844e-cc929dfd2557.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 [Mar 4 - Mar 5](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-03-04&endDate=2026-03-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 5 - Mar 6](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-03-05&endDate=2026-03-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-03-13&endDate=2026-03-15&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) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/2eaf3737.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) ![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 (705 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 $137 nightly $151 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.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 (454 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 $85 nightly $93 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Econo-Lodge.h15146.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) ![Single Room, 1 Queen Bed, Smoking | Desk, blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/0791c17a.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) ### Boone Trail Inn [](https://www.expedia.com/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.Hotel-Information) Middlesboro 7.2/10 Good (109 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 $79 nightly $88 total Mar 12 - Mar 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) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/d832f21a.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) ### Suburban Studios Middlesboro [](https://www.expedia.com/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information) Middlesboro 8.2/10 Very Good (72 reviews) "Quick check in, clean room, decent breakfast, poor lighting outside. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David $74 nightly $81 total Mar 18 - Mar 19 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.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) ![Lounge](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/fed88dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/32a090b3.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 9.2/10 Wonderful (147 reviews) "Friendly staff and clean accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel $145 nightly $163 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.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/24000000/23250000/23240900/23240809/4cc09473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/cf8d091b.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) ### Holiday Inn Express Williamsburg by IHG [](https://www.expedia.com/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information) Williamsburg 9.0/10 Wonderful (1,001 reviews) "Great staff, clean room and comfortable bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth $131 nightly $146 total Mar 31 - Apr 1 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.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) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/4ec8d24c.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) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/ca0c17c0.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 (687 reviews) "Cabin was clean and well furnished" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marvin $78 nightly $86 total Mar 5 - Mar 6 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.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 $100 nightly $113 total Mar 19 - Mar 20 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Best-Western-Wilderness-Trail-Inn.h17023.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) ![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) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/300/279/55a3ab12.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 (1,002 reviews) "Nice location, nice room, friendly staff and recent remodeling rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley $59 nightly $67 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/40201ce0.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) ![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 5.6/10 (798 reviews) "Clean room, friendly- helpful staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa $59 nightly $65 total Mar 8 - Mar 9 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=2026-03-18&endDate=2026-03-19®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 5 stars Spa ![](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 ![Days Inn by Wyndham Jellico - Tennessee State Line](https://images.trvl-media.com/lodging/1000000/10000/300/279/ad47702e_y.jpg) ### Days Inn by Wyndham Jellico - Tennessee State Line 4/10 Poor "Room was ok, floor dirty, no Kleenex, very limited breakfast! When checking in, Roger put us in room assigned to another person. Charged us their rate which was lower than mine. When they found what they did, Roger called us at 8:30 pm, woke us up to tell us the manager told him he has to figure out how to fix it and he did t know how to do it! I tried to help him and offered to bring over the extra cash. We did and then got charged on credit card too! Talked to manager today and no apology at all from her! She said it was his problem to fix. Roger tried to take care of issue but calling to room to me for 1/2 hour and walking us up and still no apology from manager! " [](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/a5cd488f_y.jpg) ### Super 8 by Wyndham Williamsburg 2/10 Terrible "Stayed here over night for a funeral, got in late and had kids with me. The bathroom had pipes broke with the water constantly running (not just a drip). There was food left in refrigerator. Bathroom shower wasn’t clean. The floor was so dirty the kids feet were black." [](https://expedia.com/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) ![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 "We stayed in one of the cottages..it was a nice weekend break..Staff was friendly & helpful at check in & check out..Also ate at the lodge (catfish & cheeseburger & salad bar..catfish was some of the best ive had & the salad bar was nice also.) Also had their continental breakfast was nice..eggs, sausage, biscuits, gravy, waffles cereal, oatmeal,bagels, bread, danishes & drinks..Restaurant staff where very friendly & helpful also" [](https://expedia.com/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) ![Holiday Inn Express Middlesboro by IHG](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/fba51913_y.jpg) ### Holiday Inn Express Middlesboro by IHG 10/10 Excellent "Very nice and clean. " [](https://expedia.com/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.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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