Title: Book the Best BUSINESS 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 Business Hotels in Middlesboro, KY from CA $152 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 Business Hotels Tonight [Sep 26 - Sep 27](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2025-09-26&endDate=2025-09-27&adults=2&travelerType=BUSINESS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2025-09-27&endDate=2025-09-28&adults=2&travelerType=BUSINESS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2025-09-26&endDate=2025-09-28&adults=2&travelerType=BUSINESS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=8853&startDate=2025-10-03&endDate=2025-10-05&adults=2&travelerType=BUSINESS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Middlesboro Business Hotels ![Standard Room](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/3963de73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/d8f164b4.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/70000/60900/60850/27ee2711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Middlesboro by IHG Middlesboro 9.6/10 Exceptional (677) "Very clean and great breakfast. Staff is very helpful. " CA $169 CA $186 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/1cf62fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds, Accessible, Non Smoking](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/80a66b59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/29498a28.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 9.2/10 Wonderful (779) "Great stay. Good breakfast. Friendly staff. Fabulous coffee!" CA $137 CA $152 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.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=2025-10-10&endDate=2025-10-11®ionId=8853&adults=2&travelerType=business_friendly&sort=RECOMMENDED&openPlayBack=true) ## Top Middlesboro Hotel Reviews ![Days Inn by Wyndham Jellico - Tennessee State Line](//images.trvl-media.com/lodging/1000000/10000/300/279/b362fe26_y.jpg) ### Days Inn by Wyndham Jellico - Tennessee State Line 10/10 Excellent "Clean newly remodeled spacious room. Comfortable bed. Parked at our door. Quiet. Friendly staff. Comfortable tub. Hot water plentiful. Serene surroundings. Cute small town. Could use more lighting around mirror at the sink. Good value. Highly recommended." [](https://expedia.ca/Caryville-Hotels-Days-Inn-By-Wyndham-Jellico-Tennessee-State-Line.h279.Hotel-Information) ![Sleep Inn & Suites](//images.trvl-media.com/lodging/4000000/3930000/3929600/3929546/1cf62fd0_y.jpg) ### Sleep Inn & Suites 10/10 Excellent "Great stay. Good breakfast. Friendly staff. Fabulous coffee!" [](https://expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/20000/17000/16941/b003bff0_y.jpg) ### Quality Inn 10/10 Excellent "Wonderful hotel. Friendly staff, well-maintained facilities, clean & comfy room. Nice hot breakfast." [](https://expedia.ca/Harlan-Hotels-Quality-Inn.h16941.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 "Very clean and loved that Dove products were supplied" [](https://expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) ![The Olde Mill Inn Bed & Breakfast](//images.trvl-media.com/lodging/10000000/9090000/9083300/9083253/d129b690_y.jpg) ### The Olde Mill Inn Bed & Breakfast 10/10 Excellent "We loved the historic aspects of the mill and its decor. Our room The Cabin was on the street on the ground floor and was so quiet. The breakfast was outstanding with foods made from house recipes. We wish they sold a cookbook!" [](https://expedia.ca/Cumberland-Gap-Hotels-The-Olde-Mill-Inn-Bed-Breakfast.h9083253.Hotel-Information) ![Rodeway Inn](//images.trvl-media.com/lodging/9000000/8450000/8445600/8445506/b7b25f30_y.jpg) ### Rodeway Inn 4/10 Poor "It wasn't good at all. The place was dirty, we stayed 4 days and they never once emptied our trash or brought us towels and toilet paper. " [](https://expedia.ca/Harlan-Hotels-Mount-Aire-Motel.h8445506.Hotel-Information) ![Super 8 by Wyndham Williamsburg](//images.trvl-media.com/lodging/1000000/10000/7000/6940/fe1198d1_y.jpg) ### Super 8 by Wyndham Williamsburg 10/10 Excellent "That it was clean, convenient, and quiet. Im from Toledo, Ohio and come here to Williamsburg to see my mom in the nursing home and this hotel was also affordable. " [](https://expedia.ca/Corbin-Hotels-Super-8-By-Wyndham-Williamsburg.h6940.Hotel-Information) ## Frequently asked questions ### How much do business-friendly hotels in Middlesboro cost? > Prepare to pay between CA $152 and CA $186 per night for business-friendly hotels in Middlesboro. Epic deals on stays that are suitable for work-related guests are just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### What are the best business-friendly hotels in Middlesboro? > Middlesboro has multiple business-friendly hotels with a total average guest review rating of 9.2. One of the most popular is [Holiday Inn Express Middlesboro, an IHG Hotel](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information). Put your laptop down and feet up at this 2.5-stars option, which includes mountain views and a swimming pool. Another hit with corporate travellers is [Sleep Inn & Suites](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information). It has a 2.5-stars rating and amenities such as a barbecue grill and front desk services. ### How many business-friendly hotels are there in Middlesboro? > Middlesboro offers 2 hotels that accommodate corporate travellers. Whether your preference is for a location closer to the city or conveniences like dependable WiFi and conference rooms, you'll find the perfect property with Expedia. ### What are the best cheap business-friendly hotels in Middlesboro? > [Holiday Inn Express Middlesboro, an IHG Hotel](https://www.expedia.ca/Middlesboro-Hotels-Holiday-Inn-Express-Middlesboro.h60850.Hotel-Information) is a good pick for corporate travellers looking for a money-saving option. It has amenities like mountain views and a swimming pool. Another thrifty stay for a work trip is [Sleep Inn & Suites](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information). A barbecue grill and WiFi are among the conveniences available here. Rates for business-friendly hotels in Middlesboro start from just CA $152 per night, so you'll have more dollars left over to spend on post-meeting entertainment. If you're on the hunt for something free and fun to do in between networking events in Middlesboro, [Middlesboro Mall](https://www.expedia.ca/Middlesboro-Mall-Middlesboro.d553248621561234928.Vacation-Attraction) should be on your agenda. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Are there any family-friendly hotels in Middlesboro that are also business friendly? > Family and business travellers are catered to at [Sleep Inn & Suites](https://www.expedia.ca/Middlesboro-Hotels-Sleep-Inn-Suites.h3929546.Hotel-Information). This 2.5-stars escape in Middlesboro features plenty of amenities, including complimentary breakfast and WiFi. Middlesboro has lots of family-friendly attractions to visit once you've wrapped up work. Take the kids on an excursion to [Bell County Historical Society Museum](https://www.expedia.ca/Bell-County-Historical-Society-Museum-Middlesboro.d553248621561234927.Vacation-Attraction) and [Middlesboro Mall](https://www.expedia.ca/Middlesboro-Mall-Middlesboro.d553248621561234928.Vacation-Attraction). ### Why book your business-friendly hotel in Middlesboro with Expedia? > With top amenities like meeting rooms, housekeeping and on-site restaurants, our business-friendly properties come with all you'll need to settle that big contract — and then chill! Enter your travel dates and destination and we'll help you plan the rest. ### How can I find cheap business-friendly hotels in Middlesboro? > When work takes you to Middlesboro, our "business friendly" filter will help you find a suitable hotel. From free WiFi and included breakfast to workspaces and meeting rooms, they come with the amenities you need to do your job. You can also narrow your search by your preferred star rating and budget to see the cheapest accommodations. ### What is there to do in Middlesboro near my business-friendly hotel? > After you've unpacked and settled in, head out and discover the incredible things Middlesboro has on offer. 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