Title: 5 Stars Hotels in Ashland, New York from CA $233 - Find Cheap Ashland Hotels With 5 Stars | Expedia.ca [Ashland Travel Guide](https://expedia.ca/Ashland.dx3000422181)[Hotels in Ashland](https://expedia.ca/Ashland-Hotels.d3000422181.Travel-Guide-Hotels)[Vacation Rentals in Ashland](https://expedia.ca/Ashland-Vacation-Rentals.d3000422181.Travel-Guide-VacationRentals)[Flights to Ashland](https://expedia.ca/Cheap-Flights-To-Ashland.d3000422181.Travel-Guide-Flights)[Ashland Car Rentals](https://expedia.ca/Car-Rentals-In-Ashland.d3000422181.Car-Rental-Guide)[Ashland Vacation Packages](https://expedia.ca/Ashland.d3000422181.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) # 5 Stars Hotels in Ashland, New York from CA $233 ![](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 Ashland 5 Star Hotels Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2025-10-23&endDate=2025-10-24&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2025-10-24&endDate=2025-10-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000422181&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ashland 5 Star Hotels ![Restaurant](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Cabin](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7a9e3855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, memory foam beds](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/7b46ec1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chalet, 1 Bedroom, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/d2d6d133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Urban Cowboy Lodge Big Indian 9.2/10 Wonderful (172) "Scary hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chali CA $390 CA $437 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ![](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-Ashland-Hotels.s50-0-d3000422181.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Ashland-Hotels.s50-0-d3000422181.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Ashland. ![Hotel Mountain Brook](https://images.trvl-media.com/lodging/3000000/2260000/2256200/2256189/3d49d8bb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Mountain Brook 57 Route 23c, Tannersville, NY CA $236 CA $255 total Nov 3 - Nov 4 includes taxes & fees 9.8/10 Exceptional! (500 reviews) [](https://expedia.ca/Tannersville-Hotels-Hotel-Mountain-Brook.h2256189.Hotel-Information) ![Shandaken Inn](https://images.trvl-media.com/lodging/43000000/42770000/42761900/42761897/8fbf945d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Shandaken Inn 1 Golf Course Road, Shandaken, NY [Get rates](https://expedia.ca/Hotel-Search?startDate=06%2F11%2F2025&endDate=07%2F11%2F2025&selected=42761897&PinnedHotelID=42761897&HadPinnedHotel=true®ionId=3000422181) 9.8/10 Exceptional! (274 reviews) [](https://expedia.ca/Kingston-Hotels-Shandaken-Inn.h42761897.Hotel-Information) ![The Hidden Inn](https://images.trvl-media.com/lodging/84000000/83510000/83500600/83500582/fc515ecb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Hidden Inn 10860 Co Rd 18, South Kortright, NY CA $211 CA $233 total Nov 23 - Nov 24 includes taxes & fees 8.8/10 Excellent! (51 reviews) [](https://expedia.ca/South-Kortright-Hotels-The-Hidden-Inn.h83500582.Hotel-Information) Still don't see what you're looking for? [See all properties in Ashland.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000422181&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000422181&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000422181&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000422181&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000422181&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=24%2F10%2F2025&endDate=25%2F10%2F2025®ionId=3000422181&star=50&star=50&amenities=WATER_PARK) 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. ## Top Ashland Hotel Reviews ![Urban Cowboy Lodge](//images.trvl-media.com/lodging/43000000/42570000/42566500/42566439/a8a403ae_y.jpg) ### Urban Cowboy Lodge 10/10 Excellent "The property was beautiful, great hiking trails and so accommodating." [](https://expedia.ca/Big-Indian-Hotels-Urban-Cowboy-Lodge.h42566439.Hotel-Information) ## Find out more about Ashland Luxury is the name of the game at the best 5 Stars hotels in Ashland. 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 Ashland 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 Ashland 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 Ashland 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 Ashland. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Ashland? > You can find many different pricing options for 5-star hotels in Ashland on Expedia. How much you'll pay will depend on your vacation dates, length of your trip and other factors. Compare all of the available properties for your preferred dates and use our pricing and other filters to land the ideal high-end stay. > > > > - Search for the lowest price per night from CA $233 ### What makes a hotel 5 stars in Ashland? > From gourmet restaurants and 24-hour fitness centres to pools and the finest bedding, the 5-star experience in Ashland is all about comfort and luxury. But it requires more than just top-notch amenities to receive a 5-star rating. Stays also have to deliver remarkable services like in-room beauty treatments, on-site dry cleaning and laundry and 24/7 room service. ### Are there any 5-star all-inclusive resorts in Ashland? > Use our convenient filters to find a luxury retreat in Ashland where everything you need is included. After your initial search, narrow down your results for properties that have a 5-star rating and are deemed "All inclusive." The most important thing on the agenda at these stays? 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