Title: 5 Stars Hotels in Ossining, New York from CA $203 - Find Cheap Ossining Hotels With 5 Stars | Expedia.ca [Ossining Travel Guide](https://expedia.ca/Ossining.dx6190653)[Hotels in Ossining](https://expedia.ca/Ossining-Hotels.d6190653.Travel-Guide-Hotels)[Vacation Rentals in Ossining](https://expedia.ca/Ossining-Vacation-Rentals.d6190653.Travel-Guide-VacationRentals)[Flights to Ossining](https://expedia.ca/Cheap-Flights-To-Ossining.d6190653.Travel-Guide-Flights)[Ossining Car Rentals](https://expedia.ca/Car-Rentals-In-Ossining.d6190653.Car-Rental-Guide)[Ossining Vacation Packages](https://expedia.ca/Ossining.d6190653.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/71c4a83d479d9d5736259a6b7bd056c1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Linda Zanetti # 5 Stars Hotels in Ossining, New York from CA $203 ![](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 Ossining 5 Star Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-10-24&endDate=2025-10-25&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-10-25&endDate=2025-10-26&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6190653&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=6190653&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Ossining 5 Star Hotels ![Exterior](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/80a97b29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/d48ded99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/w4000h2662x0y0-aae7375c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, steam room, body treatments, hydrotherapy, hot stone massages](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/daf1d0e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Opus Westchester, Autograph Collection White Plains 9.2/10 Wonderful (517) "Beautiful hotel. Great location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon CA $446 CA $558 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/White-Plains-Hotels-The-Opus-Westchester.h1789323.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-Ossining-Hotels.s50-0-d6190653.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Ossining-Hotels.s50-0-d6190653.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 Ossining. ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sonesta White Plains Downtown 66 Hale Ave, White Plains, NY CA $243 CA $318 total Nov 23 - Nov 24 includes taxes & fees 8.6/10 Excellent! (1,096 reviews) [](https://expedia.ca/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Greenwich 1800 E Putnam Avenue, Old Greenwich, CT CA $260 CA $299 total Nov 9 - Nov 10 includes taxes & fees 8.2/10 Very Good! (1,029 reviews) [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Hotel Nyack, a JdV by Hyatt Hotel](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/a38df02c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Nyack, a JdV by Hyatt Hotel 400 High Avenue, Nyack, NY CA $145 CA $203 total Oct 28 - Oct 29 includes taxes & fees 8.4/10 Very Good! (1,014 reviews) [](https://expedia.ca/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) Still don't see what you're looking for? [See all properties in Ossining.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=6190653&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=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=6190653&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=6190653&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=6190653&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=6190653&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=25%2F10%2F2025&endDate=26%2F10%2F2025®ionId=6190653&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 Ossining Experience the local cuisine, parks, and golf in Ossining! [See all hotels in Ossining](https://www.expedia.ca/Hotel-Search?startDate=2025-11-07&endDate=2025-11-08&adults=2®ionId=6190653) ![](https://mediaim.expedia.com/destination/2/71c4a83d479d9d5736259a6b7bd056c1.jpg?impolicy=fcrop&w=900&h=675&p=1&q=high) Photo by Linda Zanetti ## Top Ossining Hotel Reviews ## Find out more about Ossining ## Five Star Hotels in Ossining 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 Ossining 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 Ossining and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Ossining 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 Ossining The results are in, and Ossining 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 Ossining! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Ossining 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 Ossining? > How much you pay for a 5-star hotel in Ossining depends on things such as when you plan to travel and the length of your escape. Our top tip for landing the best deal? Use our pricing filters to check out all of the available accommodations for your chosen dates. > > > > - Search for the lowest price per night from CA $203 ### What makes a hotel 5 stars in Ossining? > Exemplary guest service is integral to every 5-star hotel in Ossining. From the moment you arrive, staff ensure your every need is met, whether offering luggage assistance and storage or providing in-room massages. What's more, hotels must offer upscale conveniences to qualify for a 5-star rating. These can include luxury baths, spa facilities, swimming pools, fine dining restaurants and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Ossining? > Expedia's filters are the quickest way to find exactly what you want. Select "All inclusive" and "5-star" to show the finest resorts in Ossining where your lodging, meals, entertainment and activities are included in the price. 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