Title: 5 Stars Hotels in Highland, New York from CA $199 - Find Cheap Highland Hotels With 5 Stars | Expedia.ca [Highland Travel Guide](https://expedia.ca/Highland.dx115050)[Hotels in Highland](https://expedia.ca/Highland-Hotels.d115050.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.ca/Highland-Vacation-Rentals.d115050.Travel-Guide-VacationRentals)[Flights to Highland](https://expedia.ca/Cheap-Flights-To-Highland.d115050.Travel-Guide-Flights)[Things to do in Highland](https://expedia.ca/Things-To-Do-In-Highland.d115050.Travel-Guide-Activities)[Highland Car Rentals](https://expedia.ca/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.ca/Highland.d115050.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/8639fd6b72242b4bb7d3755307a419d9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Karen Wirtz # 5 Stars Hotels in Highland, New York from CA $199 ![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 Highland 5 Star Hotels Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-09-30&endDate=2025-10-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-10-01&endDate=2025-10-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=115050&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Highland 5 Star Hotels ![1 bedroom, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/d940ee3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/6a5d9805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/1f8bc8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/b47258f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildflower Farms, Auberge Collection Gardiner 9.4/10 Exceptional (52) "Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us." CA $1,807 CA $2,084 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/68f58760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/b2e77384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/78fd6701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/943730ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inness Accord 9.2/10 Wonderful (84) "Spa is good" CA $1,078 CA $1,270 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Accord-Hotels-INNESS.h74143817.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-Highland-Hotels.s50-0-d115050.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Highland-Hotels.s50-0-d115050.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 Highland. ![DoubleTree by Hilton Poughkeepsie Convention Center](https://images.trvl-media.com/lodging/1000000/20000/14600/14563/acc87956_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Poughkeepsie Convention Center 40 Civic Center Plz, Poughkeepsie, NY CA $170 CA $199 total Oct 2 - Oct 3 includes taxes & fees 8.4/10 Very Good! (1,005 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.Hotel-Information) ![Woodstock Way Hotel](https://images.trvl-media.com/lodging/92000000/91580000/91577900/91577819/a7440a5e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Woodstock Way Hotel 10 Waterfall Way, Woodstock, NY CA $435 CA $541 total Oct 2 - Oct 3 includes taxes & fees 9.4/10 Exceptional! (185 reviews) [](https://expedia.ca/Woodstock-Hotels-Woodstock-Way-Hotel.h91577819.Hotel-Information) ![Mirbeau Inn & Spa](https://images.trvl-media.com/lodging/38000000/37240000/37231000/37230930/6536823f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Mirbeau Inn & Spa 46 West Market St, Rhinebeck, NY CA $736 CA $884 total Oct 1 - Oct 2 includes taxes & fees 9.4/10 Exceptional! (300 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) Still don't see what you're looking for? [See all properties in Highland.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F10%2F2025&endDate=02%2F10%2F2025®ionId=115050&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=01%2F10%2F2025&endDate=02%2F10%2F2025®ionId=115050&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F10%2F2025&endDate=02%2F10%2F2025®ionId=115050&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F10%2F2025&endDate=02%2F10%2F2025®ionId=115050&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F10%2F2025&endDate=02%2F10%2F2025®ionId=115050&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F10%2F2025&endDate=02%2F10%2F2025®ionId=115050&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. ## Learn more about Highland Escape to Highland! Enjoy its sunny weather, boating, and wildlife. [See all hotels in Highland](https://www.expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&adults=2®ionId=115050) ![](https://mediaim.expedia.com/destination/2/8639fd6b72242b4bb7d3755307a419d9.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) Photo by Karen Wirtz ## Top Highland Hotel Reviews ![Wildflower Farms, Auberge Collection](//images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/d940ee3d_y.jpg) ### Wildflower Farms, Auberge Collection 10/10 Excellent "Where do I start…. Everything was clean and felt so luxurious. The staff was unbelievably polite, kind, and caring. The grounds are beautiful. The spa is perfect. The amenities are top tier. The food is TRULY farm to table (you can go see the farm on a 5 minute walk if you need proof). Just the perfect weekend getaway. Will definitely stay again, either with a group or just the 2 of us." [](https://expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ## Find out more about Highland ## Five Star Hotels in Highland There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Highland so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Highland and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Highland Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Highland The results are in, and Highland 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Highland! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Highland today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Highland? > The amount you pay for a 5-star hotel in Highland depends on things such as when you plan to go and the length of your vacation. Our top tip for landing the best deal? Use our pricing filters to compare all of the available hotels for your selected dates. > > > > - Search for the lowest price per night from CA $199 ### What makes a hotel 5 stars in Highland? > In Highland, a hotel is required to offer a specific amount of upscale amenities to be designated 5 stars. These can include on-site gyms, gourmet restaurants, saunas and spas, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their extraordinary standard of service. You can look forward to things like concierge services, nightly turn-down services and in-room massage. Some may also offer special touches such as welcome gifts. ### Are there any 5-star all-inclusive resorts in Highland? > Expedia's filters are the quickest way to search for exactly what you want. Select "All inclusive" and "5-star" to see the most luxurious hotels in Highland where your accommodations, meals, entertainment and activities are included in the price. 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