Title: Ossining Holidays 2026 from £751 | Expedia.co.uk [Hotels in Ossining](https://expedia.co.uk/Ossining-Hotels.d6190653.Travel-Guide-Hotels)[Holiday Rentals in Ossining](https://expedia.co.uk/Ossining-Holiday-Rentals.d6190653.Travel-Guide-HolidayRentals)[Ossining Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Ossining.d6190653.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6190653/d6b06ec0-5d8e-4f01-b77d-2dc521a46ea1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Ossining Holidays from £751 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected #### Your Ossining Holiday Experience the energy and excitement of Ossining with a tailor-made Ossining holiday package. From its rich history to its spectacular views and beyond, you'll never have a boring moment in this city. Eager to explore your surroundings? [Tarrytown Music Hall](https://www.expedia.co.uk/Tarrytown-Music-Hall-Tarrytown.d6211022.Attraction), [Van Cortlandt Manor](https://www.expedia.co.uk/Van-Cortlandt-Manor-Croton-on-Hudson.d6207691.Attraction) and [Sing Sing Correctional Facility](https://www.expedia.co.uk/Sing-Sing-Correctional-Facility-Ossining.d553248621558038857.Attraction) are some of the leading places to visit during a trip to Ossining. Browse Expedia's extensive range of travel options and begin planning your perfect holiday to Ossining now. ## Top Ossining Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![DoubleTree by Hilton Hotel Newark Airport](https://images.trvl-media.com/lodging/1000000/10000/7900/7825/76309a0f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### DoubleTree by Hilton Hotel Newark Airport £751 per person 10 Mar - 13 Mar found 8 hours ago Return flight included London (LHR) to Newark Liberty Intl. Airport (EWR) 7.6/10 Good! (3,613 reviews) Everything was great. I was impressed with the security of the elevators. Reviewed on 5 Feb 2026 ![Fouquet's New York](https://images.trvl-media.com/lodging/89000000/88280000/88270900/88270883/aba7521d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Fouquet's New York Manhattan Save 100% on your flight £1,610 per person 16 Mar - 20 Mar found 1 day ago Return flight included Edinburgh (EDI) to New York (JFK) 9.6/10 Exceptional! (60 reviews) Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time. Reviewed on 10 Oct 2025 ![Hotel Riu Plaza New York Times Square](https://images.trvl-media.com/lodging/12000000/11680000/11677800/11677770/8c07d74e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza New York Times Square Manhattan £1,074 per person 16 Mar - 20 Mar found 1 day ago Return flight included Edinburgh (EDI) to New York (JFK) 9/10 Wonderful! (2,790 reviews) Great hotel, our room was warm and clean. The staff were very helpful and friendly. It was quite busy considering it was January but they were very organised. The breakfast selection was wonderful. Would recommend this hotel. Reviewed on 8 Feb 2026 ![Hotel St. James](https://images.trvl-media.com/lodging/2000000/1150000/1144500/1144474/ecd19bcc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel St. James Manhattan £910 per person 16 Mar - 20 Mar found 1 day ago Return flight included Edinburgh (EDI) to New York (JFK) 8.8/10 Excellent! (6,546 reviews) Clean room safe location Reviewed on 8 Feb 2026 ![Sheraton New York Times Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/100/87/576ccb20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sheraton New York Times Square Hotel Manhattan £934 per person 16 Mar - 20 Mar found 1 day ago Return flight included Edinburgh (EDI) to Newark Liberty Intl. Airport (EWR) 7.4/10 Good! (5,413 reviews) Great stay with my kids! Our flight arrived early, and even though check-in wasn’t until 4 PM, the front desk was able to accommodate us with early check-in, which we really appreciated. The room and hotel were clean and well maintained. We also used the luggage storage service for a small fee after checkout since our flight wasn’t until later that evening, which was very convenient. The only downside was some additional fees that we weren’t aware of ahead of time. Overall, a pleasant stay and would recommend. Reviewed on 7 Feb 2026 ## Ossining Essential Information | Language | English | | --------------- | ----------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | U.S dollars | | Closest Airport | LaGuardia Airport (LGA) | | Population | 25,400 | | Max Temp Winter | 2ºC | | Max Temp Summer | 27ºC | | Top Sights | [Bear Mountain State Park](https://www.expedia.co.uk/Bear-Mountain-State-Park-New-York.d6127050.Attraction), [Franklin D. Roosevelt State Park](https://www.expedia.co.uk/Franklin-D-Roosevelt-State-Park-Yorktown-Heights.d553248621561873121.Attraction) and [Paramount Hudson Valley Theatre](https://www.expedia.co.uk/Paramount-Hudson-Valley-Theater-Peekskill.d6131861.Attraction) | ## Top hotels in Ossining ![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Windrose On Hudson 1 Shady Lane Farm Road Ossining NY Fully refundableReserve now, pay when you stay £147 15 Feb - 16 Feb includes taxes & fees 8.2/10 Very Good! (109 reviews) Staff were very pleasant. Reviewed on 26 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=112806652&PinnedHotelID=112806652&HadPinnedHotel=true®ionId=6190653) ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta White Plains Downtown 66 Hale Ave White Plains NY Fully refundableReserve now, pay when you stay £157 2 Mar - 3 Mar includes taxes & fees 8.6/10 Excellent! (1,269 reviews) Nice staff, clean hotel. Reviewed on 3 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=9979&PinnedHotelID=9979&HadPinnedHotel=true®ionId=6190653) ![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Nanuet 425 E Route 59 Nanuet NY Fully refundableReserve now, pay when you stay £87 22 Feb - 23 Feb includes taxes & fees 8.8/10 Excellent! (1,055 reviews) The hallways are nice but the wallpaper is coming off in the rooms. If that kinda stuff bothers you. Pet friendly hotel so I had a dog barking while I was trying to sleep. I asked for a little grace due to the noise and the front desk didn’t seem to care. Oh well. Warm pool for kids and hot tub. Reviewed on 2 Feb 2026 [](https://expedia.co.uk/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=736&PinnedHotelID=736&HadPinnedHotel=true®ionId=6190653) [See all 1,334 properties in Ossining](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=6190653) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app