Title: Book The Best Hotels in Middlesboro, KY for 2026 from CA $74 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Middlesboro](https://expedia.ca/Middlesboro-Vacation-Rentals.d8853.Travel-Guide-VacationRentals)[Flights to Middlesboro](https://expedia.ca/Cheap-Flights-To-Middlesboro.d8853.Travel-Guide-Flights)[Middlesboro Car Rentals](https://expedia.ca/Car-Rentals-In-Middlesboro.d8853.Car-Rental-Guide)[Middlesboro Vacation Packages](https://expedia.ca/Middlesboro.d8853.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Middlesboro Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America®ionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=PETS) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America®ionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=HOT_TUB) Pool [](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America®ionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=POOL) Cabin [](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America®ionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=CABIN) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America®ionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&travelerType=family_friendly) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America®ionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America®ionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&lodging=APARTMENT) Waterpark [](https://www.expedia.ca/Hotel-Search?destination=Middlesboro%2C+Kentucky%2C+United+States+of+America®ionId=8853&latLong=36.608416%2C-83.716582&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-12&d2=2026-02-12&amenities=WATER_PARK) ## Check prices for these dates Tonight [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlesboro hotels ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/86beaca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/78cde3c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/5f493061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/650307df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Middlesboro [](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information) Middlesboro 9.2/10 Wonderful (819 reviews) "Room was clean and comfortable. Staff was courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tommy CA $128 CA $141 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information) ![Standard Room](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/3963de73.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/fba51913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Holiday Inn Express Middlesboro by IHG [](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) Middlesboro 9.6/10 Exceptional (700 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 CA $171 CA $189 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) ![Standard Room, 2 Double Beds, Non Smoking](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/c30cd65d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Econo Lodge Middlesboro [](https://www.expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information) Middlesboro 7.4/10 Good (450 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 CA $116 CA $128 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information) ![Standard Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/4f60a168.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) ![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) ### Suburban Studios Middlesboro [](https://www.expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information) Middlesboro 8.0/10 Very good (70 reviews) "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](https://a.travel-assets.com/egds/marks/flags/us.svg) Becky CA $96 CA $105 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information) ![Double Room, Smoking](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/347cf131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Single Room, 1 Queen Bed, Smoking](https://images.trvl-media.com/lodging/35000000/34980000/34978900/34978817/df5282ca.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](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.ca/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.Hotel-Information) Middlesboro 7.2/10 Good (107 reviews) "Classic old motor lodge" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $83 CA $114 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/b003bff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/43d53c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/511d1b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/e1327cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Harlan [](https://www.expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information) Harlan 8.6/10 Excellent (344 reviews) "Room was nice and clean, staff very courteous, breakfast very good." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary CA $128 CA $145 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8450000/8445600/8445506/b7b25f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/9000000/8450000/8445600/8445506/1df65e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8450000/8445600/8445506/0c9b816b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/9000000/8450000/8445600/8445506/2c488b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Harlan [](https://www.expedia.ca/Harlan-Hotels-Mount-Aire-Motel.h8445506.Hotel-Information) Harlan 5.6/10 (237 reviews) "Room was great , check in & staff was absolutely wonderful! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hailey CA $65 CA $74 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Harlan-Hotels-Mount-Aire-Motel.h8445506.Hotel-Information) ![Business centre](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.ca/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 CA $131 CA $148 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Corbin-Hotels-Best-Western-Wilderness-Trail-Inn.h17023.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/7b78ad82.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/ab1c94e5.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.ca/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information) Williamsburg 9.0/10 Wonderful (1,000 reviews) "Staff was nice and breakfast was good" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nicole CA $169 CA $191 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information) ![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) ![Flat-screen TV](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/a5889142.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) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/4a64fadc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Mountain State Resort Park [](https://www.expedia.ca/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 [](https://www.expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) ![Superior Suite, Ensuite (a The Suite)](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/5d5e1e35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Ensuite (Studio 603) | Bathroom](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/e9deeab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, Ensuite (Studio 603)](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/4637aef1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Ensuite (a The Suite)](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/bfc931de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Olde Mill Inn Bed & Breakfast [](https://www.expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.Hotel-Information) Cumberland Gap 9.2/10 Wonderful (427 reviews) "Staff was very communicative, room was clean with all necessary amenities. Good location. Comfy beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $175 CA $199 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/08c2b2f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/f4fbaf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/e27de054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Room, 1 King Bed | Living area](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/963fd71e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cumberland Gap Inn [](https://www.expedia.ca/Cumberland-Gap-Hotels-Cumberland-Gap-Inn.h14794465.Hotel-Information) Cumberland Gap 8.0/10 Very good (588 reviews) "Clean love the people we always stay there when we travel south" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $134 CA $152 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Cumberland-Gap-Hotels-Cumberland-Gap-Inn.h14794465.Hotel-Information) ![Room, 2 Double Beds, Accessible, Non Smoking](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/fe1198d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Williamsburg [](https://www.expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) Williamsburg 5.8/10 (784 reviews) "Clean room, friendly- helpful staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $78 CA $87 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.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) ![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) ### Woodlake Lodge Golf and Country Club [](https://www.expedia.ca/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 CA $178 CA $200 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99280000/99270400/99270315/fbc296a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99280000/99270400/99270315/bbdcf8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/100000000/99280000/99270400/99270315/b460a37e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99280000/99270400/99270315/94d5c853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dixie Plaza hotel [](https://www.expedia.ca/Tazewell-Hotels-Dixie-Plaza-Hotel.h99270315.Hotel-Information) Tazewell 5.6/10 (28 reviews) "They were very good southern people very understanding " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louise [](https://www.expedia.ca/Tazewell-Hotels-Dixie-Plaza-Hotel.h99270315.Hotel-Information) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/114000000/113970000/113960300/113960224/f7338edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113970000/113960300/113960224/68e298aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/114000000/113970000/113960300/113960224/b75b1363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/114000000/113970000/113960300/113960224/2129702b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Imperial Inn by OYO Tazewell [](https://www.expedia.ca/Tazewell-Hotels-Imperial-Inn.h113960224.Hotel-Information) Tazewell 9.0/10 Wonderful (50 reviews) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna [](https://www.expedia.ca/Tazewell-Hotels-Imperial-Inn.h113960224.Hotel-Information) ![Desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/13000000/12230000/12227200/12227125/9bc260ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/13000000/12230000/12227200/12227125/6b948c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12230000/12227200/12227125/e6c2b206.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/13000000/12230000/12227200/12227125/58d160d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tazewell Motor Lodge [](https://www.expedia.ca/Morristown-Hotels-Tazewell-Motor-Lodge.h12227125.Hotel-Information) Tazewell 9.0/10 Wonderful (86 reviews) "The room was dated but clean and had every convenience. The bed was comfortable, there were several TV channels to choose from, a nice refrigerator and microwave and even an ironing board and iron. Patrick was very friendly and accommodating and I’ll stay there again next trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betty [](https://www.expedia.ca/Morristown-Hotels-Tazewell-Motor-Lodge.h12227125.Hotel-Information) ![Suite, 2 Queen Beds, Non Smoking | Bathroom](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/300/279/6adc7a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Days Inn by Wyndham Jellico - Tennessee State Line [](https://www.expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) Jellico 7.2/10 Good (1,001 reviews) "Nice location, nice room, friendly staff and recent remodeling rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley CA $91 CA $104 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/7b8fb7b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/3ebc65a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/d2d84abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/e44cf9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful & Private! Pet-friendly Williamsburg Home [](https://www.expedia.ca/Williamsburg-Hotels-Peaceful-Private-Pet-Friendly-Williamsburg-Home.h121199061.Hotel-Information) Williamsburg CA $134 CA $420 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Williamsburg-Hotels-Peaceful-Private-Pet-Friendly-Williamsburg-Home.h121199061.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.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11®ionId=8853&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FMiddlesboro-Hotels.d8853.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddlesboro-Hotels.d8853.Travel-Guide-Hotels) ## Learn more about Middlesboro Nestled in the Appalachian Mountains, Middlesboro invites you to explore the historic Cumberland Gap National Historical Park. Tee off at the scenic Middlesboro Country Club or delve into local heritage at the Bell County Historical Society Museum. [See all hotels in Middlesboro](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&adults=2®ionId=8853) ![#Adventure #CumberlandGap #High #Trees #Highway](https://images.trvl-media.com/place/8853/b202c2ca-a802-49c4-b0c7-db992700a740.jpg?impolicy=fcrop&w=300&h=400&p=1&q=high) Photo by Alexis Wyrick ### Stay near popular Middlesboro attractions [](https://expedia.ca/Middlesboro-Mall-Hotels.0-l553248621561234928-0.Travel-Guide-Filter-Hotels) #### Middlesboro Mall You can search for that perfect souvenir at Middlesboro Mall during your visit to Middlesboro. Discover the mountain views while you're in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561234928) [](https://expedia.ca/Middlesboro-Country-Club-Hotels.0-l814064404147970048-0.Travel-Guide-Filter-Hotels) #### Middlesboro Country Club Enjoy a round of golf in Middlesboro at Middlesboro Country Club. Discover the mountain views while you're in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=814064404147970048) [](https://expedia.ca/Bell-County-Historical-Society-Museum-Hotels.0-l553248621561234927-0.Travel-Guide-Filter-Hotels) #### Bell County Historical Society Museum You can spend an afternoon exploring the galleries in Bell County Historical Society Museum during your travels in Middlesboro. Discover the mountain views while you're in the area. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561234927) ## More cheap stays in Middlesboro ![Super 8 by Wyndham Williamsburg](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/fe1198d1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Williamsburg 30 W Highway 92 Williamsburg KY CA $78 CA $87 total Feb 1 - Feb 2 includes taxes & fees 5.6/10 (783 reviews) [](https://expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) ![Days Inn by Wyndham Jellico - Tennessee State Line](https://images.trvl-media.com/lodging/1000000/10000/300/279/b362fe26_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Jellico - Tennessee State Line 1417 5th Street Jellico TN CA $91 CA $104 total Feb 8 - Feb 9 includes taxes & fees 7.2/10 Good! (1,001 reviews) [](https://expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) ![Econo Lodge Middlesboro](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/853995b8_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Econo Lodge Middlesboro 1623 Cumberland Avenue Middlesboro KY CA $116 CA $128 total Feb 8 - Feb 9 includes taxes & fees 7.2/10 Good! (450 reviews) [](https://expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information) ![Sleep Inn & Suites Middlesboro](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/1cf62fd0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Middlesboro 1260 N, 12th Street Middlesboro KY CA $128 CA $141 total Feb 22 - Feb 23 includes taxes & fees 9/10 Wonderful! (818 reviews) [](https://expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information) ![Holiday Inn Express Middlesboro by IHG](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/3963de73_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Middlesboro by IHG 1252 N 12th St Middlesboro KY CA $171 CA $189 total Feb 22 - Feb 23 includes taxes & fees 9.4/10 Exceptional! (700 reviews) [](https://expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) ![Holiday Inn Express Williamsburg by IHG](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/7b78ad82_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Williamsburg by IHG 56 West Highway 92 Williamsburg KY CA $169 CA $191 total Feb 23 - Feb 24 includes taxes & fees 9/10 Wonderful! (1,000 reviews) [](https://expedia.ca/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information) ## Hotels in Middlesboro with star-rating ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 9 properties [](https://expedia.ca/3Star-Middlesboro-Hotels.s30-0-d8853.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 46 properties [](https://expedia.ca/2Star-Middlesboro-Hotels.s20-0-d8853.Travel-Guide-Filter-Hotels) ## Find out more about Middlesboro ### Top reasons to visit Middlesboro - **Outdoor Adventures:** Middlesboro offers stunning hiking trails, marinas, and parks, perfect for nature lovers and adventure seekers. - **Scenic Beauty:** Experience breathtaking views, especially during fall foliage trips, showcasing the area's vibrant seasonal changes. - **Culinary Tours:** Delight in local culinary experiences that highlight the flavours of the region. - **Charming Atmosphere:** Explore the friendly downtown, filled with historical landmarks and relaxing spots. - **Budget-Friendly Accommodations:** Enjoy a variety of affordable lodgings catering to adventurers and families alike. ### Find great hotels in Middlesboro Discover the charm of Middlesboro, Kentucky, where a variety of budget-friendly hotels await your visit. Ranging from 2 to 2.5 stars, accommodations include motels and hotels perfect for adventurers, business travellers, and pet owners alike. Whether you're searching for the best hotels in Middlesboro or considering your options for a memorable stay, you'll find inviting lodgings that cater to your every need. - **[Sleep Inn & Suites:](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information)** Sleep Inn & Suites in Middlesboro is a versatile hotel perfect for families, business travellers, and pet owners. With a welcoming atmosphere, this accommodation offers essential amenities such as a 24-hour accessible business centre, ensuring that working guests can stay productive during their stay. Families will appreciate the complimentary cribs available for infants, while pet-friendly policies allow dogs and service animals, making it a perfect choice for those travelling with furry companions. Relax and unwind knowing that you're in a space designed for comfort and convenience. - **[Cumberland Gap Inn:](https://www.expedia.ca/Cumberland-Gap-Hotels-Cumberland-Gap-Inn.h14794465.Hotel-Information)** Nestled just 4.8km from Middlesboro, Cumberland Gap Inn offers a unique motel experience that embraces natural themes and wellness. Ideal for pet owners, this property welcomes both dogs and cats, ensuring your furry friends can accompany you on your travels. Enjoy the outdoors with amenities like barbeque grills, a terrace, and balconies or patios, allowing you to soak in the scenic surroundings. This inn provides a tranquil retreat for those looking to connect with nature while enjoying the comforts of home. - **[Holiday Inn Express Middlesboro by IHG:](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information)** Located in the heart of Middlesboro, the Holiday Inn Express is designed with the business traveller in mind. Offering a variety of professional amenities, including a fully accessible business centre and conference space, this hotel ensures that you can conduct meetings and work efficiently. Guests appreciate the modern décor and comfortable accommodations that provide a perfect setting for both work and relaxation. Enjoy a seamless stay with the reliable service that IHG is known for. ### Where to stay in Middlesboro Middlesboro, Kentucky, is a charming town perfect for outdoor enthusiasts and adventure seekers. Just minutes from downtown, you can uncover hidden gems and enjoy the friendly atmosphere. Explore the scenic beauty surrounding the city, where historical landmarks and relaxing spots await. Whether you’re wandering through downtown Middlesboro or venturing into nearby regions, this delightful destination offers a unique blend of adventure and tranquility for every traveller. - **[Cumberland Gap:](https://www.expedia.ca/Cumberland-Gap-Hotels.d10457.Travel-Guide-Hotels)** Nestled a mere 4.8km from Middlesboro, Cumberland Gap is a charming city that beckons outdoor enthusiasts and adventure seekers alike. This vibrant destination is renowned for its stunning natural scenery, making it a perfect spot for hiking and camping. The area is home to the Cumberland Gap National Historical Park, where visitors can immerse themselves in the rich history and breathtaking landscapes. With a diverse range of recreational activities available, including picturesque trails and campgrounds, Cumberland Gap is ideal for those looking to connect with nature. - **[Harrogate:](https://www.expedia.ca/Harrogate-Hotels.d6929.Travel-Guide-Hotels)** Located 6.4km from Middlesboro, Harrogate is a delightful city that offers an array of outdoor activities and scenic views. This charming locale attracts visitors year-round, particularly during the bustling months of March to April and July. Harrogate is a hub for education and adventure, with an abundance of hiking trails and recreational areas to explore. Close to the national park and a serene lake, Harrogate provides ample opportunities for relaxation and adventure in the great outdoors, ensuring a memorable experience for every traveller. - **[Tiprell:](https://www.expedia.ca/Tiprell-Hotels.d3000007915.Travel-Guide-Hotels)** Just 4.8km from Middlesboro, the quaint village of Tiprell is a hidden gem for those seeking outdoor adventures and scenic beauty. Visitors to Tiprell can enjoy various activities, including exploring local recreational areas and catching a show at the community theatre. The village is surrounded by historic landmarks and offers easy access to both the national park and the national state park. With peak visitor numbers in the summer and autumn months, Tiprell is a welcoming destination for those looking to enjoy the tranquillity of rural Kentucky. ### Things to do in Middlesboro Middlesboro, Kentucky, is perfect for outdoor and adventure vacations, offering scenic beauty and various activities. Visitors can enjoy the Middlesboro Country Club for golfing, explore local culinary tours, and embark on picturesque hiking trails. Additionally, fall foliage trips provide stunning views of the changing seasons, while the recreational area and campground cater to those looking to immerse themselves in nature. Experience the charm and adventure that Middlesboro has to offer! **Shopping** The nearest shopping spot is Middlesboro Mall, offering a variety of shops with a family-friendly atmosphere. If you're up for a drive, check out Cumberland Regional Mall, 41.8km away, or Woodson's Mall, 49.9km away, both featuring diverse retail options in a vibrant setting. **Recreation** At [Middlesboro Country Club](https://www.expedia.ca/Middlesboro-Country-Club-Hotels.0-l814064404147970048-0.Travel-Guide-Filter-Hotels), immerse yourself in the serene atmosphere of golf amidst lush greenery. For a slightly longer drive, [Wasioto Winds Golf Course](https://www.expedia.ca/Wasioto-Winds-Golf-Course-Hotels.0-l553248621559724914-0.Travel-Guide-Filter-Hotels) offers a picturesque outdoor experience. Don’t miss [Wilderness Road State Park](https://www.expedia.ca/Wilderness-Road-State-Park-Hotels.0-l553248621532657805-0.Travel-Guide-Filter-Hotels), where you can relax and rejuvenate in a tranquil natural setting. **Adventure** [Barbourville Water Park](https://www.expedia.ca/Barbourville-Water-Park-Hotels.0-l553248621559724970-0.Travel-Guide-Filter-Hotels) offers an exhilarating day for families and thrill-seekers alike, featuring exciting water slides, lazy rivers, and splash pads. Located 33.8km from Middlesboro, it's the perfect spot to cool off and enjoy some fun in the sun with loved ones. **Nightlife** Experience the vibrant nightlife at Big Ridge Park Amphitheatre, located 45.1km from Middlesboro. Enjoy captivating performances in a romantic setting, perfect for families and entertainment seekers alike. Immerse yourself in the local culture while soaking in the beautiful surroundings. ### Booking tips and Expedia advantages for Middlesboro Middlesboro offers several ways to save on your vacation. Enjoy free entry to attractions like Cumberland Gap National Historical Park, and consider using bicycles or cars for affordable transportation. The best time to visit is from November to January when accommodation prices drop, particularly on Tuesdays. Avoid Saturdays for better rates. Utilize Expedia to find budget-friendly hotels, and filter for eco-certified options for sustainable stays. Combining hotel reservations with flights and activities can yield significant savings, so look for package deals to maximize your budget. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Middlesboro are November to January, where the prices are slightly lower. This is in comparison to May to July, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Middlesboro is Tuesday. The most expensive day to stay in Middlesboro is Saturday. - **Find cheap hotels on Expedia:** Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred hotel type. For instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly accommodations currently available. To find the best prices and deals, simply sort the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your Middlesboro hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in Middlesboro Middlesboro, Kentucky, is a fantastic destination for outdoor enthusiasts and adventure seekers alike. With stunning scenery and a variety of attractions such as national and state parks, marinas, and local parks, it offers memorable experiences for families and travellers looking to immerse themselves in nature. Whether you're hiking, boating, or simply enjoying the views, Middlesboro promises an exciting vacation filled with outdoor fun. - **[Cumberland Gap National Historical Park:](https://www.expedia.ca/Cumberland-Gap-National-Historical-Park-Hotels.0-l6091497-0.Travel-Guide-Filter-Hotels)** Experience adventure and stunning scenery just 3.2km from Middlesboro. This park offers a unique blend of outdoor activities, including hiking, wildlife viewing, and historical exploration of the famous Cumberland Gap, a crucial gateway for early settlers. - **[Lincoln Memorial University:](https://www.expedia.ca/Lincoln-Memorial-University-Hotels.0-l920051573644992512-0.Travel-Guide-Filter-Hotels)** Located 6.4km away, this educational institution boasts rich cultural vibes. Visitors can explore the beautiful campus and engage with its commitment to higher education and community service, making it a lovely spot for a leisurely stroll. - **[Bell County Historical Society Museum:](https://www.expedia.ca/Bell-County-Historical-Society-Museum-Hotels.0-l553248621561234927-0.Travel-Guide-Filter-Hotels)** Situated in Middlesboro, this museum showcases local history and culture. Discover fascinating exhibits that highlight the region's heritage and the stories of its people, making it a great stop for history enthusiasts. ### Best time to go to Middlesboro Visitor numbers in Middlesboro is generally unchanged in popularity throughout the year. The best time to visit Middlesboro is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly cloudy icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation rate icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------- | --------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------ | ------------------------------------------------------------------------------------------------------------------ | | January | 34.9°F (1.6°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 39.6°F (4.2°C) | Light Rain | Mostly Cloudy | Average | Average | | March | 47.3°F (8.5°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 56.1°F (13.4°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 64.9°F (18.3°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 72.3°F (22.4°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | July | 75.2°F (24.0°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | August | 73.8°F (23.2°C) | Light Rain | Mostly Sunny | Average | Average | | September | 68.4°F (20.2°C) | Light Rain | Mostly Sunny | Average | Average | | October | 57.4°F (14.1°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 46.2°F (7.9°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | December | 40.5°F (4.7°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Middlesboro For your visit to Middlesboro, Kentucky, you can fly into Knoxville, TN ([TYS](https://www.expedia.ca/McGhee-Tyson-Airport-Hotels.0-aTYS-0.Travel-Guide-Filter-Hotels)\-McGhee Tyson), situated 91.7km away. Nearby hotel options include [THE TENNESSEAN Hotel](https://www.expedia.ca/Knoxville-Hotels-The-Tennessean-Personal-Luxury-Hotel.h16736258.Hotel-Information), [Marriott Knoxville Downtown](https://www.expedia.ca/Knoxville-Hotels-Marriott-Knoxville-Downtown.h2646.Hotel-Information), and [RT Lodge](https://www.expedia.ca/Knoxville-Hotels-RT-Lodge.h14690986.Hotel-Information), all of which offer comfortable accommodations within a short drive from the airport. THE TENNESSEAN and Marriott are both 17.7km from TYS, while RT Lodge is only 6.4km away, making it a convenient choice for quick access. Transportation services from these hotels to the airport are readily available, ensuring a smooth journey for your travels. ## Recent reviews of Middlesboro hotels ![Pine Mountain State Resort Park](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109434/75b8d155_y.jpg) ### Pine Mountain State Resort Park 5/5 Excellent "Cabin was clean and well furnished" A verified traveller stayed at Pine Mountain State Resort Park Posted 6 days ago [](https://expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) ![The Olde Mill Inn Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/d129b690_y.jpg) ### The Olde Mill Inn Bed & Breakfast 5/5 Excellent "The staff was excellent. They are wonderful people. They made sure everything was perfect. We enjoyed having breakfast with the other guests. They addressed any allergy concerns and tailored your breakfast for all. I would recommend this bed and breakfast it is the best one we have ever stayed at" A verified traveller stayed at The Olde Mill Inn Bed & Breakfast Posted 9 days ago [](https://expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.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 5/5 Excellent "It was clean" A verified traveller stayed at Days Inn by Wyndham Jellico - Tennessee State Line Posted 9 days ago [](https://expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) ![Holiday Inn Express Middlesboro by IHG](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/3963de73_y.jpg) ### Holiday Inn Express Middlesboro by IHG 5/5 Excellent "Clean room" A verified traveller stayed at Holiday Inn Express Middlesboro by IHG Posted 13 days ago [](https://expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) ![Sleep Inn & Suites Middlesboro](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/1cf62fd0_y.jpg) ### Sleep Inn & Suites Middlesboro 5/5 Excellent "Room and all public areas very clean Breakfast was great Elevator was down but staff went above and beyond to accommodate any inconvenience including discounts arranged with local restaurants. Completely unnecessary but very appreciated. We will stay there again" A verified traveller from Waterford stayed at Sleep Inn & Suites Middlesboro Posted 2 weeks ago [](https://expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information) ![Holiday Inn Express Williamsburg by IHG](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/7b78ad82_y.jpg) ### Holiday Inn Express Williamsburg by IHG 5/5 Excellent "Breakfast was great. " A verified traveller stayed at Holiday Inn Express Williamsburg by IHG Posted 3 weeks ago [](https://expedia.ca/Corbin-Hotels-Holiday-Inn-Express-Williamsburg.h23240809.Hotel-Information) ![LAKE DAZE--Lakefront/No Wake/9br/12ba/Private Dock/Hot Tub/Sleeps 32](https://images.trvl-media.com/lodging/42000000/41940000/41938900/41938824/d8049039_y.jpg) ### LAKE DAZE--Lakefront/No Wake/9br/12ba/Private Dock/Hot Tub/Sleeps 32 5/5 Excellent "The house was incredibly spacious with a wonderful kitchen and lots of space to entertain. Parking was ample and nice and flat, unlike a lot of places around that area, and communication with the host was amazing. She wanted to make sure we had everything we needed and told us to reach out if anything came up. Great place for a family event or large gathering. " A verified traveller stayed at LAKE DAZE--Lakefront/No Wake/9br/12ba/Private Dock/Hot Tub/Sleeps 32 Posted 3 weeks ago [](https://expedia.ca/Caryville-Hotels-Lake-Daze-Brand-New-Lakefront.h41938824.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 5/5 Excellent "Clean room, friendly- helpful staff " A verified traveller stayed at Super 8 by Wyndham Williamsburg Posted 1 month ago [](https://expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) ![Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips](https://images.trvl-media.com/lodging/34000000/33080000/33075400/33075394/87720b5d_y.jpg) ### Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips 5/5 Excellent "Beautiful place, very relaxing. The property has EVERYTHING you might need to entertain. Extremely impress with the space. We were 17 and had plenty of space. Loved the 2 kitchens, it made it so much easier for the big group. Definitely we want to come back, totally worth it!!!" A verified traveller stayed at Family Affair, room 4 30, 15 Beds, 2 FULL Kitchens!!! Huge dock w 2 boat slips Posted 1 month ago [](https://expedia.ca/La-Follette-Hotels-Family-Affair.h33075394.Hotel-Information) ## Frequently asked questions ### What are the best budget hotels in Middlesboro? > For another family-friendly option, consider [Sleep Inn & Suites](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information), which boasts a traveller review score of 9.2\. This property features spacious rooms equipped with a sofa bed, ideal for families needing extra sleeping space. Guests can enjoy a free breakfast and access to fitness facilities, ensuring a well-rounded stay. Plus, the hotel offers free cribs and a friendly setting, making it particularly accommodating for those traveling with young children. > > > While these hotels cater wonderfully to families, other properties in Middlesboro may appeal to different audiences. For instance, [Suburban Studios Middlesboro](https://www.expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information) provides a kitchenette for guests looking for a more independent stay, making it suitable for couples or longer-term travellers. With its laid-back atmosphere and outdoor seasonal pool, it offers a relaxed retreat for anyone seeking a comfortable and affordable escape. View all [budget hotels in Middlesboro](https://www.expedia.ca/Middlesboro-Hotels-Cheap-Hotels.0-0-d8853-tCheapHotels.Travel-Guide-Filter-Hotels). ### When is the best time to go to Middlesboro? > During July, visitors will find a vibrant atmosphere, with an array of activities such as music festivals and local markets providing plenty of opportunities to engage with the community. The long daylight hours create an inviting environment for outdoor pursuits, whether you're wandering the scenic trails of the nearby North York Moors or visiting the iconic Transporter Bridge. > > > For those who appreciate a quieter experience, consider visiting in late autumn, particularly November. While this month marks the transition to the low season, it allows you to enjoy Middlesbrough's attractions without the crowds, all while taking advantage of lower accommodation rates. This time also offers a unique opportunity to witness the stunning autumn foliage in the surrounding countryside. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Middlesboro hotel booking with Expedia? ### How much is the nightly rate at a Middlesboro hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Artemus Hotels ](https://www.expedia.ca/Artemus-Hotels.d3000347263.Travel-Guide-Hotels) - [Cheap Hotels in Barbourville ](https://www.expedia.ca/Barbourville-Hotels-Cheap-Hotels.0-0-d6267-tCheapHotels.Travel-Guide-Filter-Hotels) - [Barbourville Hotels ](https://www.expedia.ca/Barbourville-Hotels.d6267.Travel-Guide-Hotels) - [Motels in Barbourville ](https://www.expedia.ca/Barbourville-Motels.d6267-aaMotels.Travel-Guide-Accommodation) - [Bimble Hotels ](https://www.expedia.ca/Bimble-Hotels.d3000347273.Travel-Guide-Hotels) - [Hotels near Black Mountain ](https://www.expedia.ca/Black-Mountain-Hotels.0-l6091535-0.Travel-Guide-Filter-Hotels) - 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