Title: The Best 5 Star Hotels in Highland, NY from $119 | Expedia.com [Highland Travel Guide](https://expedia.com/Highland.dx115050)[Hotels in Highland](https://expedia.com/Highland-Hotels.d115050.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.com/Highland-Vacation-Rentals.d115050.Travel-Guide-VacationRentals)[Flights to Highland](https://expedia.com/Cheap-Flights-To-Highland.d115050.Travel-Guide-Flights)[Things to do in Highland](https://expedia.com/Things-To-Do-In-Highland.d115050.Travel-Guide-Activities)[Car Rentals in Highland](https://expedia.com/Car-Rentals-In-Highland.d115050.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.com/Highland.d115050.Destination-Travel-Guides) ![Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Allison Alano Flores ![](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](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 [Mar 1 - Mar 2](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-03-01&endDate=2026-03-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 2 - Mar 3](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-03-02&endDate=2026-03-03&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-03-06&endDate=2026-03-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=115050&startDate=2026-03-13&endDate=2026-03-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Highland 5-star hotels ![Exterior](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/2028d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/b298f922.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) ![Couples treatment rooms, sauna, hot tub, body treatments, aromatherapy](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/09494c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wildflower Farms, Auberge Collection [](https://www.expedia.com/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) Gardiner 9.4/10 Exceptional (61 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adrienne $947 nightly $1,061 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ![Grand Cabin | Exterior](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/80490175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, body treatments, aromatherapy, hot stone massages](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/31551ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/68b1e13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/75000000/74150000/74143900/74143817/788f3a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inness [](https://www.expedia.com/Accord-Hotels-INNESS.h74143817.Hotel-Information) Accord 9.2/10 Wonderful (92 reviews) "Pros: Beautiful cabins, great restaurant (food and ambiance), lovely fitness class, dreamy massage. Cons: Staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joanne $739 nightly $828 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/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.com/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.com/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 $102 nightly $119 total Mar 29 - Mar 30 Total with taxes and fees 8.4/10 Very Good! (1,003 reviews) [](https://expedia.com/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 $276 nightly $305 total Mar 2 - Mar 3 Total with taxes and fees 9.6/10 Exceptional! (237 reviews) [](https://expedia.com/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 $472 nightly $533 total Mar 2 - Mar 3 Total with taxes and fees 9.6/10 Exceptional! (314 reviews) [](https://expedia.com/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) Still don't see what you're looking for? [See all properties in Highland.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=115050&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=115050&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=115050&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=115050&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®ionId=115050&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F2%2F2026&endDate=3%2F3%2F2026®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 Perched above the Hudson River, this charming town offers stunning views from the Walkway Over the Hudson. Explore local wineries, pick your own apples at nearby orchards, or hike the scenic trails in Minnewaska State Park Preserve. [See all hotels in Highland](https://www.expedia.com/Hotel-Search?startDate=2026-03-15&endDate=2026-03-16&adults=2®ionId=115050) ![Walking across the walkway over the Hudson, get there early to avoid parking issues. Great place to walk your dog!](https://images.trvl-media.com/place/115050/513f001c-86fc-4f9b-8930-057b5d34aed2.jpg?impolicy=fcrop&w=576&h=432&p=1&q=high) Photo by Allison Alano Flores ## Top Highland Hotel Reviews ![Wildflower Farms, Auberge Collection](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/d940ee3d_y.jpg) ### Wildflower Farms, Auberge Collection 10/10 Excellent "This is a beautiful property with a very attentive staff. We enjoyed a wonderful family Christmas trip. Hope to go back soon!" [](https://expedia.com/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ## Find out more about Highland Why not demand the best of accommodations during your holiday to Highland? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Highland so popular in the last year. There's no reason to delay a getaway to Highland any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Highland and get ready to enjoy the getaway of a lifetime. You deserve the great vacation you're dreaming about. ### 5-Star Hotels in Highland You'll have a fantastic time at one of these 5-star hotels. Exceptional customer care, granite-tiled bathrooms, and rejuvenating spa offerings are all on offer. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What kind of amenities will make your stay a wonderful one? A Swedish massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Comfortable beds, delectable chocolate desserts, and even spectacular views...these hotels are one-of-a-kind. Ready for experiences outside your hotel room? Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Highland are waiting for you to rest up after a busy day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs. ### Make Your Escape The results are in, and Highland 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Your great getaway is just a mouse-click away -- Expedia can help you land a great deal on accommodation. Pick out one of Expedia's Highland 5-star hotels today and settle down in total tranquility when you're ready. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Highland? > - Search for the lowest price per night from $119 ### What makes a hotel 5 stars in Highland? ### Are there any 5-star all-inclusive resorts in Highland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Walkway Over the Hudson State Historic Park ](https://www.expedia.com/Walkway-Over-The-Hudson-State-Historic-Park-Hotels.0-l6222117-0.Travel-Guide-Filter-Hotels) - [Poughkeepsie Hotels ](https://www.expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels) - [Hotels near Marist College ](https://www.expedia.com/Marist-College-Hotels.0-l6158002-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Poughkeepsie Waterfront ](https://www.expedia.com/5Star-Poughkeepsie-Waterfront-Hotels.s50-0-d6338910.Travel-Guide-Filter-Hotels) - 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