Title: Book the Best SHOPPING Hotels in Middlesboro in 2025 | Expedia.ca [Hotels in Middlesboro](https://expedia.ca/Middlesboro-Hotels.d8853.Travel-Guide-Hotels)[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) ![](https://mediaim.expedia.com/destination/2/aaf95e2362319d0be23171c8a72261cf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Alexis Wyrick # Find Shopping Hotels in Middlesboro, KY from CA $322 - ![](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 ## Check availability on Middlesboro Shopping Hotels Tonight [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middlesboro Shopping Hotels ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968737/e3fab1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968737/5871d651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968737/a1947846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968737/7504486e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-story lakefront rustic cabin w/pool table, private hot tub, gas fireplace, A/C New Tazewell 9.4/10 Exceptional (29) "We loved the comfort of the cabin and the view." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dayneli A. CA $231 CA $905 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/New-Tazewell-Hotels-2-Story-Lakefront-Rustic-Cabin-Wpool-Table.h77968737.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109345300/109345205/4059b961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109350000/109345300/109345205/fd1fe4d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/110000000/109350000/109345300/109345205/f6f56f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109350000/109345300/109345205/1f439c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely dog-friendly cabin overlooking the river w/kids games, Wi-Fi New Tazewell 8.6/10 Excellent (11) "Beautiful view. No river access" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David C. CA $186 CA $507 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Tazewell-Hotels-Lovely-Dog-Friendly-Cabin-Overlooking-The-River-Wkids-Games.h109345205.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105800000/105793000/105792945/62ff566a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105800000/105793000/105792945/ac2f35c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, video library](https://images.trvl-media.com/lodging/106000000/105800000/105793000/105792945/214ed5cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/106000000/105800000/105793000/105792945/99bfe4f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy A-frame home with fire pit, deck, pickleball court, and covered boat slip Flat Hollow Marina 9.8/10 Exceptional (8) "Our family stayed here and loved it. We will be back to stay here!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Billy S. CA $157 CA $506 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Speedwell-Hotels-Cozy-A-Frame-Home-With-Fire-Pit.h105792945.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33940000/33938700/33938643/d79c9131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33940000/33938700/33938643/ab9d6df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33940000/33938700/33938643/47ae19bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33940000/33938700/33938643/59a30a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1928 Home in the heart of Cumberland Gap Cumberland Gap 9.8/10 Exceptional (93) "In town but no near neighbors; comfy and fun for close friends/relatives. (1 bath) Some antiques and restaurants close but quiet and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul D. CA $252 CA $322 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Cumberland-Gap-Hotels-1928-Home-In-The-Heart-Of-Cumberland-Gap.h33938643.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106260000/106256900/106256804/9536d677.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106260000/106256900/106256804/53c03e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106260000/106256900/106256804/c46341b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106260000/106256900/106256804/b88cdc56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Located just a short 5-minute walk to springs dock and resort LaFollette 9.4/10 Exceptional (6) "Size, location, internet" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan L. CA $210 CA $702 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/La-Follette-Hotels-Lovely-Home-With-Lake-View.h106256804.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93570000/93562000/93561919/78c346ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93570000/93562000/93561919/0eebd1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/94000000/93570000/93562000/93561919/34d655aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93570000/93562000/93561919/7214b771.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly waterfront home with a firepit, grill, deck, board games, & dock Flat Hollow Marina 8.2/10 Very good (17) "This little house fit our group of 9 perfectly! Beds were comfortable and the lake view from the deck was great! It’s A LOT of stairs to the dock, and thankfully we brought our own life jackets and a float for the kids to use in the water. The Marina is very close by so we could rent a pontoon boat as well. Overall our stay was great, would definitely recommend :)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle N. CA $259 CA $760 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Speedwell-Hotels-Dog-Friendly-Waterfront-Home-With-A-Firepit.h93561919.Hotel-Information) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968766/fac876f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968766/d9e6b515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968766/79cef26e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968766/0bc8bf8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Lakefront home with private dock, hot tub, grill & pool table Sharps Chapel 9.8/10 Exceptional (53) "We have rented many homes and this was top notch in cleanliness and supplies/furnishings. The location was peaceful and our little swimming cove and dock were excellent. Beware, the tradeoff for the forest setting is that it takes a long drive to get groceries and there are no restaurants around, so be prepared to cook! We loved this place and would come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bethany L. CA $354 CA $972 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Sharps-Chapel-Hotels-Dog-Friendly.h77968766.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106340000/106333200/106333157/851adf47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/107000000/106340000/106333200/106333157/43ab7151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/107000000/106340000/106333200/106333157/6a059520.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/107000000/106340000/106333200/106333157/63a83da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely lakefront home with fire pit, fireplace, dock and gas grill Maynardville 10/10 Exceptional (17) "Perfect lake weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rita W. CA $332 CA $858 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Maynardville-Hotels-Lovely-Lakefront-Home-With-Fire-Pit.h106333157.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968786/a23c015f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968786/3b27b299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968786/c06dc2a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77970000/77968800/77968786/d471fb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront home with private dock and boat launch - dog-friendly & central AC Sharps Chapel 9.6/10 Exceptional (43) "One of the better places we have stayed at. They had plenty of extra supplies. Plenty of towel, toilet paper, blankets, and even full size shampoo, conditioner and body wash!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christy H. CA $446 CA $1,036 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Sharps-Chapel-Hotels-Lakefront-Home-With-Private-Dock-And-Boat-Launch-Dog-Friendly-Central-AC.h77968786.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/33000000/32460000/32458100/32458026/63625a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32460000/32458100/32458026/f2435e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/33000000/32460000/32458100/32458026/bea4d29a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32460000/32458100/32458026/6c1fa24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful lakefront house with full kitchen, private dock, & hot tub Maynardville 9.8/10 Exceptional (89) "Our family had a wonderful stay at this awesome lake house! Awesome views and would definitely come back! Thanks for sharing your home with our family!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) M. Corey K. CA $367 CA $905 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Maynardville-Hotels-Beautiful-Lakefront-House-With-Full-Kitchen.h32458026.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=2025-11-17&endDate=2025-11-18®ionId=8853&adults=2&location_highlights_explore=shopping&sort=RECOMMENDED&openPlayBack=true) ## Top Middlesboro Hotel Reviews ![Sleep Inn & Suites](//images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/1cf62fd0_y.jpg) ### Sleep Inn & Suites 10/10 Excellent "Excellent breakfast" [](https://expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information) ![Econo Lodge Middlesboro](//images.trvl-media.com/lodging/1000000/20000/15200/15146/853995b8_y.jpg) ### Econo Lodge Middlesboro 10/10 Excellent "Clean rooms" [](https://expedia.ca/Middlesboro-Hotels-Econo-Lodge.h15146.Hotel-Information) ![Holiday Inn Express Middlesboro by IHG](//images.trvl-media.com/lodging/1000000/70000/60900/60850/3963de73_y.jpg) ### Holiday Inn Express Middlesboro by IHG 10/10 Excellent "Great breakfast. Room was spacious, clean and the dove products in the bathroom were nice. Great stay. 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