Title: Book The Best Hotels in Middlesboro, KY for 2026 from CA $90 - 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) ![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__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 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=POOL) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&amenities=HOT_TUB) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=CABIN) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=APARTMENT) 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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=COTTAGE) House­boat [](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=2026-03-28&d1=2026-03-28&endDate=2026-03-30&d2=2026-03-30&lodging=HOUSE_BOAT) ## Check prices for these dates Tonight [Mar 14 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 15 - Mar 16](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlesboro hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/fba51913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Mountain View](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/2d181d81.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/ab02f897.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 (705 reviews) "Very nice and clean. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jay CA $195 CA $215 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) ![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) ![Lobby](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/650307df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/ff42faef.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 (831 reviews) "Room was clean and comfortable. Staff was courteous. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tommy CA $133 CA $149 total includes taxes & fees Apr 13 - Apr 14 [](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.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, Non Smoking](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](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) ### Boone Trail Inn [](https://www.expedia.ca/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 CA $88 CA $120 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Middlesboro-Hotels-Boone-Trail-Inn.h34978817.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) ![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) ![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) ### Suburban Studios Middlesboro [](https://www.expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.Hotel-Information) Middlesboro 8.2/10 Very good (76 reviews) "Quick check in, clean room, decent breakfast, poor lighting outside. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $101 CA $112 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/15200/15146/c30cd65d.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) ### Econo Lodge Middlesboro [](https://www.expedia.ca/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 CA $116 CA $128 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.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) ![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) ![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 (1,000 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 CA $81 CA $92 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.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) ![Fitness facility](https://images.trvl-media.com/lodging/24000000/23250000/23240900/23240809/dec167ca.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 (1,001 reviews) "Great staff, clean room and comfortable bed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $170 CA $192 total includes taxes & fees Apr 8 - Apr 9 [](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) ![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) ![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) ### Pine Mountain State Resort Park [](https://www.expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) Pineville 9.0/10 Wonderful (691 reviews) "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" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lesley CA $89 CA $98 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.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) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/0451853f.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) ### Quality Inn Harlan [](https://www.expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information) Harlan 8.6/10 Excellent (345 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 $142 CA $161 total includes taxes & fees Mar 20 - Mar 21 [](https://www.expedia.ca/Harlan-Hotels-Quality-Inn.h16941.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) ![Property grounds](https://images.trvl-media.com/lodging/17000000/16540000/16536400/16536329/32a090b3.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.ca/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 CA $199 CA $223 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Morristown-Hotels-Woodlake-Lodge-Golf-And-Country-Club.h16536329.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) ![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) ![Room (RV Campsite, 24' Electric) | Exterior](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/4d8c852a.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) ### 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 (428 reviews) "We enjoyed this cozy bed and breakfast. It's a great location - so beautiful! The staff was amazing - we had a meeting at LMU and were missing breakfast. So they packed us a breakfast and put it in the common area refrigerator for us to grab in the morning. It was also handy to fill our cups with ice water. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim CA $280 CA $318 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.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 (269 reviews) "Staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $132 CA $149 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Corbin-Hotels-Best-Western-Wilderness-Trail-Inn.h17023.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/d2d84abe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121200000/121199100/121199061/3ebc65a6.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/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 $419 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Williamsburg-Hotels-Peaceful-Private-Pet-Friendly-Williamsburg-Home.h121199061.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) ![Combined shower/tub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/13000000/12230000/12227200/12227125/187f7d30.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) ![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) "Great place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carole [](https://www.expedia.ca/Morristown-Hotels-Tazewell-Motor-Lodge.h12227125.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/7000/6940/40201ce0.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 5.6/10 (801 reviews) "Parking was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann CA $93 CA $103 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.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) ![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) ![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) ### 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 $86 CA $98 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Harlan-Hotels-Mount-Aire-Motel.h8445506.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) ![Basic Double Room, 2 Queen Beds](https://images.trvl-media.com/lodging/100000000/99280000/99270400/99270315/654a83c6.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) ![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 5.4/10 (29 reviews) "They were very good southern people very understanding " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louise CA $77 CA $90 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Tazewell-Hotels-Dixie-Plaza-Hotel.h99270315.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=2026-03-28&endDate=2026-03-29®ionId=8853&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.ca/deals?rfrr=HTG_SPRING_PROMO_8853) ![](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) ## Stay near popular Middlesboro attractions ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561234927) ### Middlesboro Mall 3.9/5 (32 reviews) 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561234928) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=814064404147970048) ## 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=2026-03-28&endDate=2026-03-29&adults=2®ionId=8853) ![mountain view](https://images.trvl-media.com/place/8853/4dcad675-90c8-4311-844e-cc929dfd2557.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Middlesboro Hotel Reviews ## Recent Reviews in Middlesboro ![Suburban Studios Middlesboro](https://images.trvl-media.com/lodging/70000000/69400000/69390100/69390006/4f60a168_y.jpg) ### Suburban Studios Middlesboro 6/10 Okay "It was time to stop and came across this place on Expedia so decided to book a room. Check in location is not in the same building so had to locate it to get checked in. Lady was very friendly checking us in. We were on 2nd floor. The elevator was old and dirty. Our room was ok. Bathroom was clean and bed was clean. It’s a very dated place. The outside needs a great deal of work to make it more attractive. You can tell the outside is way behind in needing updating. Breakfast was very limited items on menu. We left and went somewhere else to eat. My advice… stay somewhere else unless you are in a pinch and no other place there is available. I’m sure we won’t be returning. " [](https://expedia.ca/Middlesboro-Hotels-Suburban-Extended-Stay-Hotel.h69390006.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 "Overall rate is excellent." [](https://expedia.ca/Corbin-Hotels-Pine-Mountain-State-Resort-Park.h1109434.Hotel-Information) ![Sleep Inn & Suites Middlesboro](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/86beaca2_y.jpg) ### Sleep Inn & Suites Middlesboro 10/10 Excellent "This hotel had the best breakfast offering we've ever had. They called it a "continental" breakfast, but it was more of a buffet, featuring eggs, sausage, hash rounds, biscuits, gravy, and waffles, as well as the traditional offerings like fruit, yogurt, cereal, sweet rolls, muffins, toast and choice of orange or apple juice, as well as coffee/tea choices." [](https://expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.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 10/10 Excellent "Parking was perfect " [](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/ad47702e_y.jpg) ### Days Inn by Wyndham Jellico - Tennessee State Line 6/10 Okay "It was a quick stop on our way to Florida. Close to interstate. " [](https://expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) ![8BR Lakefront Lux Retreat: Private Dock, Sleeps 28](https://images.trvl-media.com/lodging/123000000/122380000/122378700/122378686/eb0930cb_y.jpg) ### 8BR Lakefront Lux Retreat: Private Dock, Sleeps 28 10/10 Excellent "Great host very accommodating and responsive when needing info. The house with amazing and great viewsWill definitely be back here" [](https://expedia.ca/Speedwell-Hotels-8BR-Lakefront-Lux-Retreat-Private-Dock.h122378686.Hotel-Information) ![The Olde Mill Inn Bed & Breakfast](https://images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/5d5e1e35_y.jpg) ### The Olde Mill Inn Bed & Breakfast 10/10 Excellent "We enjoyed this cozy bed and breakfast. It's a great location - so beautiful! The staff was amazing - we had a meeting at LMU and were missing breakfast. So they packed us a breakfast and put it in the common area refrigerator for us to grab in the morning. It was also handy to fill our cups with ice water. " [](https://expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.Hotel-Information) ![Quality Inn Harlan](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/b003bff0_y.jpg) ### Quality Inn Harlan 4/10 Poor "Room was dirty " [](https://expedia.ca/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 10/10 Excellent "The room was clean and comfortable and the staff was great. " [](https://expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information) ## More cheap stays in Middlesboro ![Days Inn by Wyndham Jellico - Tennessee State Line](https://images.trvl-media.com/lodging/1000000/10000/300/279/ad47702e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Jellico - Tennessee State Line 1417 5th Street Jellico TN CA $81 CA $92 total Mar 23 - Mar 24 includes taxes & fees 7.2/10 Good! (1,000 reviews) [](https://expedia.ca/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?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Williamsburg 30 W Highway 92 Williamsburg KY CA $93 CA $103 total Apr 7 - Apr 8 includes taxes & fees 5.6/10 (801 reviews) [](https://expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) ![Sleep Inn & Suites Middlesboro](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/86beaca2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites Middlesboro 1260 N, 12th Street Middlesboro KY CA $133 CA $149 total Apr 13 - Apr 14 includes taxes & fees 9.2/10 Wonderful! (831 reviews) [](https://expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information) ![Quality Inn Harlan](https://images.trvl-media.com/lodging/1000000/20000/17000/16941/b003bff0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Harlan 2608 South Highway 421 Harlan KY CA $142 CA $161 total Mar 20 - Mar 21 includes taxes & fees 8.6/10 Excellent! (345 reviews) [](https://expedia.ca/Harlan-Hotels-Quality-Inn.h16941.Hotel-Information) ![Holiday Inn Express Middlesboro by IHG](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/fba51913_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Middlesboro by IHG 1252 N 12th St Middlesboro KY CA $195 CA $215 total Mar 22 - Mar 23 includes taxes & fees 9.6/10 Exceptional! (705 reviews) [](https://expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) ![Cumberland Gap Inn](https://images.trvl-media.com/lodging/15000000/14800000/14794500/14794465/08c2b2f6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Cumberland Gap Inn 630 Brooklyn Street Cumberland Gap TN [Get rates](https://expedia.ca/Hotel-Search?startDate=28%2F03%2F2026&endDate=29%2F03%2F2026&selected=14794465&PinnedHotelID=14794465&HadPinnedHotel=true®ionId=8853) 8/10 Very Good! (591 reviews) [](https://expedia.ca/Cumberland-Gap-Hotels-Cumberland-Gap-Inn.h14794465.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. ## Frequently asked questions ### What is the best area to stay in Middlesboro? > This central part of Middlesboro provides convenient access to local amenities and dining options. You'll find a selection of shops and restaurants within walking distance, making it a practical base for exploring the town. It's also close to the Middlesboro Historical Museum and the Bell County Public Library. > > > For solo travellers or those on a business trip, staying downtown offers the ease of being near local services without needing to drive extensively. The area provides a good balance of accessibility to the town's offerings. > > > Families might also find the downtown area suitable due to its proximity to local parks and community facilities. ### What are the best hotels in Middlesboro that travellers recommend? > The Holiday Inn Express Middlesboro by IHG, with an outstanding 9.6 rating, is an excellent choice. Guests frequently compliment the friendly and helpful staff, the great breakfast, and the clean and quiet rooms. The hotel offers a free buffet breakfast and features an outdoor pool with sun loungers. It is conveniently located near Middlesboro Mall, just 0.3 km away, and Cumberland Gap National Historical Park, 3.4 km away. > > > Another highly recommended option is the Sleep Inn & Suites Middlesboro, which has a 9.2 rating. Travellers often praise the comfortable and clean rooms, the amazing and friendly staff, and the great breakfast. This hotel provides a free buffet breakfast, free self-parking, and accessible parking. It is situated 0.7 km from Middlesboro Mall and 3.3 km from Cumberland Gap National Historical Park. ### What are the best family hotels in Middlesboro? > The Holiday Inn Express Middlesboro by IHG boasts an impressive 9.6 rating and offers connecting rooms, a pool, and complimentary buffet breakfast, which is always a great start to the day. Guests frequently praise the friendly and helpful staff, as well as the clean and quiet rooms. It is conveniently located just 0.3 km from Middlesboro Mall and offers lovely mountain views. > > > Another great option is the Sleep Inn & Suites Middlesboro, rated 9.2\. This hotel provides connecting rooms, free cribs, and sofa beds, making it ideal for families. A complimentary buffet breakfast and free self-parking are also included. Guests often comment on the comfortable, clean rooms and the amazing, friendly staff. It is located 0.7 km from Middlesboro Mall and 3.3 km from Cumberland Gap National Historical Park. Find more [child-friendly accommodations in Middlesboro](https://www.expedia.ca/Middlesboro-Hotels-Family-Hotel.0-0-d8853-tFamilyHotel.Travel-Guide-Filter-Hotels) ### What hotels in Middlesboro offer free breakfast? > The 3-star Holiday Inn Express Middlesboro by IHG, with an exceptional 9.6 rating, provides a free buffet breakfast daily for guests. Reviewers frequently praise the friendly and helpful staff, as well as the great breakfast options. The hotel also offers free WiFi and free self-parking, and some rooms provide lovely mountain views. It is located approximately 3.4 km from Cumberland Gap National Historical Park. > > > Another excellent choice is the 3-star Sleep Inn & Suites Middlesboro, rated 9.2\. This hotel also offers a free breakfast buffet, which guests describe as great. Visitors often comment on the comfortable and clean rooms, as well as the amazing and friendly staff. Additional conveniences include free WiFi and free self-parking, with RV, bus, and truck parking also available. It is situated about 3.3 km from Cumberland Gap National Historical Park. Find more [hotels with free breakfast in Middlesboro](https://www.expedia.ca/Middlesboro-Hotels-Hotels-With-Free-Breakfast.0-0-d8853-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) ### What are the top pet-friendly hotels in Middlesboro? > The Sleep Inn & Suites Middlesboro, with a 9.2 rating, is a highly-rated option that permits dogs. Guests frequently comment on the comfortable and clean rooms, the friendly and amazing staff, and the great complimentary breakfast. It is conveniently located near Middlesboro Mall, just 0.7 km away, and Cumberland Gap National Historical Park is 3.3 km from the hotel. > > > Another pet-friendly choice is the Econo Lodge Middlesboro, rated 7.2, which also permits dogs. This hotel offers a complimentary continental breakfast and free self-parking. It is 1.4 km from Middlesboro Mall and 3.1 km from Cumberland Gap National Historical Park. > > > The Boone Trail Inn, rated 7.2, welcomes both dogs and cats. Guests often mention the nice and clean rooms and friendly staff. It is located 1.5 km from Middlesboro Mall and 4.2 km from Cumberland Gap National Historical Park. See more [pet-friendly hotels in Middlesboro](https://www.expedia.ca/Middlesboro-Hotels-Pet-Friendly-Hotel.0-0-d8853-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) ### What are the most romantic hotels in Middlesboro for couples? > This hotel, which boasts an outstanding 9.6 review rating, offers complimentary buffet breakfast and free Wi-Fi, which are always appreciated. Guests frequently praise the friendly and helpful staff, as well as the clean and quiet rooms, ensuring a relaxing escape. Its location offers mountain views and is conveniently situated just 3.4 km from Cumberland Gap National Historical Park, great for couples who enjoy exploring natural beauty together. ### When is the best time to go to Middlesboro? > These periods avoid the intense heat and humidity of summer and the colder temperatures of winter, making it ideal for exploring the natural beauty of the Cumberland Gap National Historical Park. Spring brings blooming wildflowers, while autumn offers spectacular fall foliage, providing stunning backdrops for hiking and photography. > > > For those interested in hiking and exploring the numerous trails around the Cumberland Gap, the mild temperatures and lower humidity in spring and autumn make for very comfortable conditions. You'll find it much more enjoyable to spend full days outdoors without contending with extreme weather. ### 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 Rental - 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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