Title: 5 Stars Hotels in Tollesboro, Kentucky - Find Cheap Tollesboro Hotels With 5 Stars | Expedia.ca [Tollesboro Travel Guide](https://expedia.ca/Tollesboro.dx3000347489)[Hotels in Tollesboro](https://expedia.ca/Tollesboro-Hotels.d3000347489.Travel-Guide-Hotels)[Vacation Rentals in Tollesboro](https://expedia.ca/Tollesboro-Vacation-Rentals.d3000347489.Travel-Guide-VacationRentals)[Flights to Tollesboro](https://expedia.ca/Cheap-Flights-To-Tollesboro.d3000347489.Travel-Guide-Flights)[Tollesboro Car Rentals](https://expedia.ca/Car-Rentals-In-Tollesboro.d3000347489.Car-Rental-Guide)[Tollesboro Vacation Packages](https://expedia.ca/Tollesboro.d3000347489.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Tollesboro, Kentucky ![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 Tollesboro 5 Star Hotels Tonight [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-10-07&endDate=2025-10-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 8 - Oct 9](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-10-08&endDate=2025-10-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000347489&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Tollesboro 5 Star Hotels ![](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%2F5Star-Tollesboro-Hotels.s50-0-d3000347489.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Tollesboro-Hotels.s50-0-d3000347489.Travel-Guide-Filter-Hotels) ## Top Tollesboro Hotel Reviews ## Find out more about Tollesboro Luxury is the name of the game at the best 5 Stars hotels in Tollesboro. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top Tollesboro 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them. Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars Tollesboro hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels Tollesboro without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in Tollesboro. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Tollesboro? > How much you pay for a 5-star hotel in Tollesboro can vary based on what time of year you travel and how long you plan to stay, among a number of factors. Use our price per night filter and other search tools to score the best deal on a luxurious getaway. > > > > - Search for the lowest price per night ### What makes a hotel 5 stars in Tollesboro? > From fine dining restaurants and all-day gyms to pools and superior bedding, the 5-star experience in Tollesboro is all about luxury and relaxation. But it requires more than just top-notch perks to earn a 5-star rating. Stays must also offer extraordinary guest-centric services like in-room beauty treatments, on-site laundry and a nightly turn-down service. ### Are there any 5-star all-inclusive resorts in Tollesboro? > Expedia's filter tool is the quickest way to find exactly what you want. Select "All inclusive" and "5-star" to show the finest resorts in Tollesboro where your room, meals, entertainment and activities are included in the price. 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