Title: Book the Best Pleasantville LUXURY Hotels - Upscale Hotels in Pleasantville, TN | Expedia.ca [Hotels in Pleasantville](https://expedia.ca/Pleasantville-Hotels.d553248635975867835.Travel-Guide-Hotels)[Vacation Rentals in Pleasantville](https://expedia.ca/Pleasantville-Vacation-Rentals.d553248635975867835.Travel-Guide-VacationRentals)[Pleasantville Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasantville.d553248635975867835.Car-Rental-Guide)[Pleasantville Vacation Packages](https://expedia.ca/Pleasantville.d553248635975867835.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Pleasantville, TN ![](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 Pleasantville Luxury Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975867835&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975867835&startDate=2025-10-16&endDate=2025-10-17&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975867835&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975867835&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pleasantville Luxury Hotels ## Find out more about Pleasantville ### Pleasantvilleand its attractions for luxury travelers Pleasantville, Tennessee may be small, but it offers a unique blend of charm and sophistication that appeals to luxury travellers. Begin your journey at the picturesque Natchez Trace Parkway, where you can enjoy scenic drives, leisurely bike rides, or even horseback riding through stunning landscapes rich in history. For a taste of local culture, visit the charming Pleasantville Historic District, where you can stroll past beautifully preserved antebellum homes and quaint boutiques, immersing yourself in the town's vibrant heritage. Adventurous spirits can explore the nearby Dale Hollow Lake, renowned for its fishing and boating opportunities; imagine spending a day on the water followed by a sunset dinner at an upscale lakeside restaurant. For those interested in the arts, the nearby town of Cookeville boasts the Cookeville Performing Arts Center, which hosts a variety of performances from theatre to concerts, allowing you to indulge in a cultured night out. When it comes to accommodation, consider staying in a luxury hotel that offers personalised service, such as complimentary gourmet breakfasts and spa treatments, providing the perfect sanctuary after a day of exploration. Choose a hotel in the heart of Pleasantville, and you’ll find yourself just steps away from both natural beauty and cultural experiences, making your stay not only convenient but memorable. ## Top Pleasantville Hotel Reviews ![Days Inn by Wyndham Hurricane Mills](//images.trvl-media.com/lodging/1000000/20000/16600/16534/929ee9ce_y.jpg) ### Days Inn by Wyndham Hurricane Mills 10/10 Excellent "The check-in was effortless. Room was accessible and clean. We miss the breakfast time and the desk clerk allowed us to grab some grub. Thank you. :)" [](https://expedia.ca/Dickson-Hotels-Days-Inn-By-Wyndham-Hurricane-Mills.h16534.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury getaway to Pleasantville? > Amenities are an important consideration when you plan a trip, so we make it easy to get what you want to make your stay special. If you want a posh hotel with fine dining, a spa, or several swimming pools, Expedia can help you find the best luxury hotel experience that Pleasantville offers. ### When can I expect good weather in Pleasantville? > Planning for the weather is an important factor for making your trip to Pleasantville a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Pleasantville is 63 inches. ### What's there to see and do in Pleasantville? > Experience Pleasantville and visit Buffalo River Country Club, Linden City Park, and Veterans Park. 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