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 20 - Mar 21](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-03-20&endDate=2026-03-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 21 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-03-21&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=8853&startDate=2026-03-27&endDate=2026-03-29&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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/fba51913.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 (706 reviews) "Very nice and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay $127 nightly $140 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.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) ![Exterior](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/88c4c8c9.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) ![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 (78 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 Apr 12 - Apr 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/1000000/20000/15200/15146/44e950d1.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/1000000/20000/15200/15146/2ae26739.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 (455 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 22 - Mar 23 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, 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 (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 Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.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) ![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) ![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 (693 reviews) "Overall rate is excellent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LUDYMARY $78 nightly $86 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/300/279/c209de71.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) ### 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 (1,001 reviews) "It was a quick stop on our way to Florida. Close to interstate. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robin $59 nightly $67 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/4cc09473.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 $130 nightly $145 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/32a090b3.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 21 - Mar 22 Total with taxes and fees [](https://www.expedia.com/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.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 (269 reviews) "Staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason $95 nightly $108 total Apr 19 - Apr 20 Total with taxes and fees [](https://www.expedia.com/Corbin-Hotels-Best-Western-Wilderness-Trail-Inn.h17023.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) ![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 5.6/10 (803 reviews) "Parking was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann $68 nightly $76 total Mar 23 - Mar 24 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=2026-04-03&endDate=2026-04-04®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 ## 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 2/10 Terrible "Terrible stay. I could get ahold staff after I checked in. The heat did not work, there was no hot water and no information was given to me regarding WiFi. Terrible stay. I didn’t sleep since I was so cold even though I was wrapped up in blankets and my clothes. Don’t stay here. " [](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 "Parking was easy. Attendant that checks in very pleasant we checked in fairly late. We were tired. We got to the room toilet paper was pretty much empty no sparrow rolls no spare anything in the room one trashcan for the room which includes the bathroom at the front door refrigerator had half drink Coke that look like it’s been in there for months you turned it over and it was hard for your freezer and ice on it but refrigerator didn’t seem cold at all. We didn’t notice in the morning when we got up, but there were Kleenexes all up and down the side of the bed between the wall and the bed toward the bathroom. Looks like somebody had a bad cold or something. It sounded like water running all night. Not in our room, but the one next to us seemed to be the case when we ran into the person in the next morning, he said he couldn’t stop it. Bathroom and a hotel is very old. Probably should not be serving the public I walked down probably a couple hundred feet to get the toilet paper and it was cold outside snowing and icy. The phone was disconnected. I had trouble getting it. Reconnected to call the front desk. The only thingI worked really well was the heater. Around the soap container it looked like it had mold in the shower. We went to breakfast the next morning there was none. There was an empty pancake dispenser. Nothing to drink. The lady on the desk was Mohr watching her TV show and taking care no bread no drinks nothing Wyndham needs to dump this one. A waste of money." [](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 "There were several hiking trails right out back of the hotel. It was a beautiful setting. Absolutely perfect. " [](https://expedia.com/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) ![Quality Inn Harlan](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/b003bff0_y.jpg) ### Quality Inn Harlan 10/10 Excellent "Yes" [](https://expedia.com/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information) ![Econo Lodge Middlesboro](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/79102e17_y.jpg) ### Econo Lodge Middlesboro 6/10 Okay "Kind staff. Not the best as far as cleanliness goes." [](https://expedia.com/Middlesboro-Hotels-Econo-Lodge.h15146.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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