Title: 5 Stars Hotels in Pleasant Valley, New York from CA $135 - Find Cheap Pleasant Valley Hotels With 5 Stars | Expedia.ca [Pleasant Valley Travel Guide](https://expedia.ca/Pleasant-Valley.dx6046250)[Hotels in Pleasant Valley](https://expedia.ca/Pleasant-Valley-Hotels.d6046250.Travel-Guide-Hotels)[Vacation Rentals in Pleasant Valley](https://expedia.ca/Pleasant-Valley-Vacation-Rentals.d6046250.Travel-Guide-VacationRentals)[Flights to Pleasant Valley](https://expedia.ca/Cheap-Flights-To-Pleasant-Valley.d6046250.Travel-Guide-Flights)[Things to do in Pleasant Valley](https://expedia.ca/Things-To-Do-In-Pleasant-Valley.d6046250.Travel-Guide-Activities)[Pleasant Valley Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasant-Valley.d6046250.Car-Rental-Guide)[Pleasant Valley Vacation Packages](https://expedia.ca/Pleasant-Valley.d6046250.Destination-Travel-Guides) ![Just a sneak peak at a most wonderful gem of a garden...](https://images.trvl-media.com/place/553248621559866380/26ee89c3-a965-4de6-9e9f-a8e12db702c1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by louann ohora ![](https://images.trvl-media.com/place/553248621559866380/26ee89c3-a965-4de6-9e9f-a8e12db702c1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Pleasant Valley 5 Star Hotels Tonight [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2026-01-13&endDate=2026-01-14&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2026-01-14&endDate=2026-01-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6046250&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pleasant Valley 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) ![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) ![Ridge Suite](https://images.trvl-media.com/lodging/80000000/79880000/79873100/79873064/3e2f5ec7.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.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) Gardiner 9.4/10 Exceptional (59 reviews) "Everything was ok, except for the fact that we couldn’t do late check out or that we payed a bit more for a standard room. But everything else was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra N CA $1,480 CA $1,717 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/430d8c68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Century) | Living area](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/eaf237d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/4a6d4a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21767700/21767645/8594b8d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Troutbeck [](https://www.expedia.ca/Amenia-Hotels-Troutbeck.h21767645.Hotel-Information) Amenia [](https://www.expedia.ca/Amenia-Hotels-Troutbeck.h21767645.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-Pleasant-Valley-Hotels.s50-0-d6046250.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pleasant-Valley-Hotels.s50-0-d6046250.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 Pleasant Valley. ![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 $115 CA $135 total Jan 17 - Jan 18 includes taxes & fees 8.2/10 Very Good! (1,002 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Poughkeepsie-Grand-Hotel.h14563.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 $595 CA $724 total Jan 14 - Jan 15 includes taxes & fees 9.6/10 Exceptional! (310 reviews) [](https://expedia.ca/Poughkeepsie-Hotels-Mirbeau-Inn-Spa.h37230930.Hotel-Information) ![Hasbrouck House](https://images.trvl-media.com/lodging/90000000/89670000/89666900/89666885/e87d8720_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hasbrouck House 3805 Main St Stone Ridge NY [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F01%2F2026&endDate=28%2F01%2F2026&selected=89666885&PinnedHotelID=89666885&HadPinnedHotel=true®ionId=6046250) 9/10 Wonderful! (50 reviews) [](https://expedia.ca/Stone-Ridge-Hotels-Hasbrouck-House.h89666885.Hotel-Information) Still don't see what you're looking for? [See all properties in Pleasant Valley.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F01%2F2026&endDate=15%2F01%2F2026®ionId=6046250&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=14%2F01%2F2026&endDate=15%2F01%2F2026®ionId=6046250&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F01%2F2026&endDate=15%2F01%2F2026®ionId=6046250&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F01%2F2026&endDate=15%2F01%2F2026®ionId=6046250&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F01%2F2026&endDate=15%2F01%2F2026®ionId=6046250&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F01%2F2026&endDate=15%2F01%2F2026®ionId=6046250&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 Pleasant Valley Hikers find their happy place on the Dutchess Rail Trail, which connects Pleasant Valley to nearby Poughkeepsie. James Baird State Park offers excellent golf, picnicking spots, and seasonal events just a short drive from town. [See all hotels in Pleasant Valley](https://www.expedia.ca/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28&adults=2®ionId=6046250) ![Just a sneak peak at a most wonderful gem of a garden...](https://images.trvl-media.com/place/553248621559866380/26ee89c3-a965-4de6-9e9f-a8e12db702c1.jpg?impolicy=fcrop&w=899&h=675&p=1&q=high) Photo by louann ohora ## Top Pleasant Valley 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.ca/Gardiner-Hotels-Wildflower-Farms.h79873064.Hotel-Information) ## Find out more about Pleasant Valley ## Five Star Hotels in Pleasant Valley 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 Pleasant Valley 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 Pleasant Valley and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Pleasant Valley 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 Pleasant Valley The results are in, and Pleasant Valley 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 Pleasant Valley! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Pleasant Valley 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 Pleasant Valley? > - Search for the lowest price per night from CA $135 ### What makes a hotel 5 stars in Pleasant Valley? ### Are there any 5-star all-inclusive resorts in Pleasant Valley? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [2 Star Hotels in Harriman ](https://www.expedia.ca/2Star-Harriman-Hotels.s20-0-d183682.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Walden ](https://www.expedia.ca/2Star-Walden-Hotels.s20-0-d6361117.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Highland ](https://www.expedia.ca/3Star-Highland-Hotels.s30-0-d115050.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Rhinebeck ](https://www.expedia.ca/3Star-Rhinebeck-Hotels.s30-0-d55927.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Shady ](https://www.expedia.ca/3Star-Shady-Woodstock-Hotels.s30-n553248635976471788-0.Travel-Guide-Filter-Hotels) - 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