Title: Book The Best Hotels in Ossining, NY for 2026 from CA $154 - Fully Refundable Options - Expedia.ca [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) ![Main building at Maryknoll](https://images.trvl-media.com/place/3000449058/eaa5b59e-44e4-4686-a478-33459da1d8df.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by louann ohora # Find hotels in Ossining, NY from CA $154 - ![](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 ## Go beyond your typical stay in Ossining Spa [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=APART_HOTEL) Pool [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=POOL) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&travelerType=family_friendly) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&amenities=PETS) Cottage [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=COTTAGE) Apart­ment [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=APARTMENT) Villa [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-01-11&d1=2026-01-11&endDate=2026-01-13&d2=2026-01-13&lodging=VILLA) ## Check prices for these dates Tonight [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ossining hotels ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Mobility Accessible](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/30d2fd7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/d1beb6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/589f9bbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windrose On Hudson [](https://www.expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) Ossining 8.2/10 Very good (106) "Clean room, staff were very welcoming" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Semaj CA $202 CA $225 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/005990bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/f49620ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6b001cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Foliage at Westchester Manor - Near Sleepy Hollow [](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information) Ossining CA $485 CA $1,183 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/80d2d244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/ae870ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/6cf90e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/06079a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Park Ridge [](https://www.expedia.ca/Park-Ridge-Hotels-Marriott-Park-Ridge.h26056.Hotel-Information) Park Ridge 8.8/10 Excellent (873) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $196 CA $224 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Park-Ridge-Hotels-Marriott-Park-Ridge.h26056.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/150c0508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/87e148ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/5d58f7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG [](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) Peekskill 9.2/10 Wonderful (1001) "I highly recommend this hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leigh CA $163 CA $186 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking (Stone Cottages at Bear Mountain)](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/42067525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/383ffb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlook Lodge at Bear Mountain [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) Bear Mountain 8.4/10 Very good (1004) "Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $148 CA $168 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/20000000/20000000/19991900/19991840/96328247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/20000000/19991900/19991840/e3f5f215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/20000000/19991900/19991840/w3830h2560x10y0-ffca0b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/20000000/19991900/19991840/33eeaa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Westchester Dobbs Ferry, NY [](https://www.expedia.ca/White-Plains-Hotels-Hilton-Garden-Inn-Westchester-Dobbs-Ferry.h19991840.Hotel-Information) Dobbs Ferry 8.4/10 Very good (1005) "I love the hotel, and I enjoyed my stay. Clean room and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leonor CA $147 CA $168 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/White-Plains-Hotels-Hilton-Garden-Inn-Westchester-Dobbs-Ferry.h19991840.Hotel-Information) ![Lunch, dinner, brunch served; Italian cuisine ](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/1fb60e7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/094c51fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/88335070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/17000000/16270000/16263900/16263812/f0abf56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Zero Degrees Danbury [](https://www.expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) Danbury 9.2/10 Wonderful (1006) "Great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex CA $194 CA $224 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Danbury-Hotels-Hotel-Zero-Degrees-Danbury.h16263812.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/800/736/8e33505f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 8:30 AM to 9:30 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/800/736/a3863609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Nanuet [](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) Nanuet 9.0/10 Wonderful (1012) "Clean room, friendly staff, good breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zuriber CA $140 CA $163 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/a38df02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/5c062132.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/be6358d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/12000000/11950000/11943100/11943081/70b7bf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Nyack, a JdV by Hyatt Hotel [](https://www.expedia.ca/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) Nyack 8.6/10 Excellent (1010) "Clean room , staff and amenities were all great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elzie CA $185 CA $248 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Nyack-Hotels-Hotel-Nyack.h11943081.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Street view](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/996a16d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/74c2079f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/d09a0803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Thayer Hotel at West Point [](https://www.expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information) West Point 9.0/10 Wonderful (673) "Location was great & staying at a historic hotel was delightful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bobby CA $220 CA $285 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room | View from room](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b5096992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/f8bbba2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/8e38c0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Hudson [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) Peekskill 7.0/10 Good (1003) "yes but the beds were not comfortable" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gene CA $122 CA $139 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/500/438/3cab7719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/500/438/fc526b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/500/438/7097d010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham White Plains - Elmsford [](https://www.expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) Elmsford 8.2/10 Very good (1465) "Room was clean and cozy, staff was very friendly and professional. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jose Luis CA $135 CA $154 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Standard Room, 2 Queen Beds, Accessible (ADA)](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/9d24a068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, First or Second Floor](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/4b617c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/6ef5eea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4300000/4290600/4290545/0e4225ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Point Motel [](https://www.expedia.ca/Newburgh-Hotels-West-Point-Motel.h4290545.Hotel-Information) Highland Falls 8.6/10 Excellent (663) "Clean room and so close to West Point!! Great experience 👍 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SHANNON CA $137 CA $155 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Newburgh-Hotels-West-Point-Motel.h4290545.Hotel-Information) ![Free daily full breakfast](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/59004f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/ad2f285f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/9bf42dbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/870000/860300/860232/d8f79ab8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express West Point by IHG [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information) Fort Montgomery 9.2/10 Wonderful (217) "Breakfast was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd CA $159 CA $179 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Holiday-Inn-Express-West-Point.h860232.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/c7d384a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/9631af0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/903ceccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/2000000/1790000/1789300/1789296/6459dee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Harriman Woodbury [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) Central Valley 9.2/10 Wonderful (1023) "Easy check in, clean room, very good breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $133 CA $164 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Newburgh-Hotels-Hampton-Inn-Harriman-Woodbury.h1789296.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/816df1a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/0945a9bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/7f8b477e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25400/25340/882db230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Tarrytown Westchester County [](https://www.expedia.ca/White-Plains-Hotels-Courtyard-By-Marriott-Tarrytown-Westchester-County.h25340.Hotel-Information) Tarrytown 9.0/10 Wonderful (1002) "Nice clean place.. friendly staff .. fireplace in lobby perfect for chillin " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam CA $208 CA $238 total includes taxes & fees Jan 25 - Jan 26, 2026 [](https://www.expedia.ca/White-Plains-Hotels-Courtyard-By-Marriott-Tarrytown-Westchester-County.h25340.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/a8b5fbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/7f13d133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/fa75a8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/60e8570a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Stamford Downtown [](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Stamford-Downtown.h1046227.Hotel-Information) Downtown Stamford 9.0/10 Wonderful (841) "Super attentive staff and very welcoming! Clean and moderately quiet for its central location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TIFFANI CA $294 CA $338 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Stamford-Downtown.h1046227.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/173f39d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner and brunch served, Asian cuisine](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/927beb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/b5eb7cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tarrytown House Estate [](https://www.expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) Tarrytown 8.2/10 Very good (1005) "Everything was peaceful, clean and the attached restaurant was excellent. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Henry CA $166 CA $225 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/746d369f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Double Beds](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/17e3241a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed with Sofa bed | Private spa tub](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/3afe8c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/920000/918700/918639/427525a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Tarrytown Westchester County [](https://www.expedia.ca/White-Plains-Hotels-SpringHill-Suites-By-Marriott-Tarrytown-Westchester-County.h918639.Hotel-Information) Tarrytown 8.4/10 Very good (1002) "Room was clean and great size." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Robert CA $208 CA $238 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/White-Plains-Hotels-SpringHill-Suites-By-Marriott-Tarrytown-Westchester-County.h918639.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2558x3y3-6fc198b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2560x3y0-cafdcc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/0e8e151a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/005a0712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place New York/Yonkers [](https://www.expedia.ca/White-Plains-Hotels-Hyatt-Place-New-YorkYonkers.h10232108.Hotel-Information) Southeast Yonkers 9.0/10 Wonderful (1316) "We loved our stay! Clean room, good breakfast and the complimentary parking was a plus! Will definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $174 CA $209 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/White-Plains-Hotels-Hyatt-Place-New-YorkYonkers.h10232108.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-12&endDate=2026-01-13®ionId=6190653&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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%2FOssining-Hotels.d6190653.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOssining-Hotels.d6190653.Travel-Guide-Hotels) ## Learn more about Ossining Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, with guided tours by former officers. Hike the scenic Old Croton Aqueduct Trail and then grab lunch at one of the diverse restaurants along the Hudson River waterfront. [See all hotels in Ossining](https://www.expedia.ca/Hotel-Search?startDate=2026-01-12&endDate=2026-01-13&adults=2®ionId=6190653) ![Main building at Maryknoll](https://images.trvl-media.com/place/3000449058/eaa5b59e-44e4-4686-a478-33459da1d8df.jpg?impolicy=fcrop&w=899&h=673&p=1&q=high) Photo by louann ohora ### Stay near popular Ossining attractions [](https://expedia.ca/Teatown-Lake-Reservation-Hotels.0-l553248621560458588-0.Travel-Guide-Filter-Hotels) ![Teatown Lake Reservation](https://mediaim.expedia.com/destination/2/f74defe22873b9089a9629b8811bc6eb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Teatown Lake Reservation Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621560458588) [](https://expedia.ca/Sing-Sing-Correctional-Facility-Hotels.0-l553248621558038857-0.Travel-Guide-Filter-Hotels) #### Sing Sing Correctional Facility After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621558038857) [](https://expedia.ca/Thomas-J-Watson-Research-Center-Hotels.0-l6087173-0.Travel-Guide-Filter-Hotels) #### Thomas J. Watson Research Center Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6087173) [](https://expedia.ca/Sing-Sing-Prison-Museum-Hotels.0-l553248621561873062-0.Travel-Guide-Filter-Hotels) #### Sing Sing Prison Museum You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561873062) [](https://expedia.ca/Travelers-Rest-Hotels.0-l835647549279940608-0.Travel-Guide-Filter-Hotels) #### Travelers Rest After visiting Travelers Rest, make a plan to see the other sights and activities in Ossining. Amble around the area's parks or visit its monuments. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=835647549279940608) [](https://expedia.ca/Ossining-Historical-Society-Hotels.0-l6207717-0.Travel-Guide-Filter-Hotels) #### Ossining Historical Society You can spend an afternoon studying the exhibits at Ossining Historical Society during your trip to Ossining. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants. [See properties](https://expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6207717) ## More cheap stays in Ossining ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baymont by Wyndham White Plains - Elmsford 540 Saw Mill River Rd Elmsford NY CA $135 CA $154 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.2/10 Very Good! (1,463 reviews) [](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Amsterdam Hotel 19 Clarks Hill Ave Stamford CT CA $135 CA $157 total Jan 3 - Jan 4, 2026 includes taxes & fees 8.4/10 Very Good! (1,733 reviews) [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Comfort Inn Paramus - Hackensack](https://images.trvl-media.com/lodging/1000000/10000/6100/6017/b1a72c34_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn Paramus - Hackensack 50 N Rte 17 Paramus NJ CA $141 CA $162 total Jan 25 - Jan 26, 2026 includes taxes & fees 8.8/10 Excellent! (1,005 reviews) [](https://expedia.ca/Paramus-Hotels-Holiday-Inn-Express-Paramus.h6017.Hotel-Information) ![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sonesta Simply Suites Nanuet 20 Overlook Blvd Nanuet NY CA $139 CA $162 total Jan 4 - Jan 5, 2026 includes taxes & fees 8.2/10 Very Good! (1,011 reviews) [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Yonkers 160 Corporate Blvd Yonkers NY CA $144 CA $169 total Jan 18 - Jan 19, 2026 includes taxes & fees 8.2/10 Very Good! (1,690 reviews) [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information) ![The Armon Stamford Hotel & Conference](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/99ae042b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Armon Stamford Hotel & Conference 2701 Summer St Stamford CT CA $189 CA $218 total Dec 30 - Dec 31 includes taxes & fees 7.6/10 Good! (708 reviews) [](https://expedia.ca/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.Hotel-Information) ## Hotels in Ossining with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 1 properties [](https://expedia.ca/5Star-Ossining-Hotels.s50-0-d6190653.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 56 properties [](https://expedia.ca/4Star-Ossining-Hotels.s40-0-d6190653.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 140 properties [](https://expedia.ca/3Star-Ossining-Hotels.s30-0-d6190653.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 237 properties [](https://expedia.ca/2Star-Ossining-Hotels.s20-0-d6190653.Travel-Guide-Filter-Hotels) ## Find out more about Ossining ### Top reasons to visit Ossining - **Scenic Outdoor Activities:** Enjoy serene walks in the Ridge Preserve and explore urban parks and nature reserves. - **Family-Friendly Attractions:** Ossining offers numerous activities perfect for families, ensuring a fun-filled vacation. - **Cultural Experiences:** Immerse yourself in the local culture by visiting nearby colleges and engaging with the vibrant community. - **Shopping Opportunities:** Shop at the Woodbury Commons Premium Outlets for a delightful retail experience. - **Diverse Accommodation:** Choose from charming bed and breakfasts to modern hotels, catering to various preferences. ### Find great hotels near Ossining Ossining offers a delightful variety of lodging options, from charming bed and breakfasts to modern hotels tailored for business travellers. Whether you’re looking for pet-friendly accommodations or a welcoming environment for LGBTQIA guests, you'll find the ideal spot to unwind. Explore the best hotels in Ossining and nearby areas to enjoy a truly memorable vacation experience. - **[Ramada by Wyndham Rochelle Park Near Paramus: ](https://www.expedia.ca/Rochelle-Park-Hotels-Ramada-By-Wyndham-Rochelle-Park-Near-Paramus.h1087.Hotel-Information)** Situated 33.8km from Ossining, the Ramada by Wyndham Rochelle Park Near Paramus offers a welcoming retreat for leisure and business travellers alike. Guests can enjoy complimentary breakfast daily, including a buffet selection, while the on-site restaurant provides further dining options. The hotel features a fitness facility for those keen on staying active during their stay. With nearby attractions such as shopping districts and metro stations, guests have easy access to explore the local area. Entertainment options including premium TV channels ensure a relaxing evening after a busy day. - **[Amsterdam Hotel: ](https://www.expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information)** Located 30.6km from Ossining, the Amsterdam Hotel is ideal for business travellers seeking a focused environment. This hotel is equipped with multiple meeting rooms and a fully serviced business centre, making it perfect for those attending conferences or corporate meetings. Its proximity to the business district allows easy access to various corporate offices. The professional atmosphere combined with essential amenities ensures a seamless experience for working guests who appreciate comfort and convenience. - **[Baymont by Wyndham White Plains - Elmsford: ](https://www.expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)** Just 11.3km from Ossining, the Baymont by Wyndham White Plains - Elmsford is a family-friendly hotel that also caters to the needs of business travellers. With a 24-hour accessible business centre and meeting rooms, it provides a productive space for work-related activities. Families will appreciate the complimentary cribs and first aid kits, ensuring a safe and comfortable stay for children. The hotel's welcoming atmosphere and convenient location make it an excellent choice for both leisure and business trips. ### Where to stay in and around Ossining Ossining, New York, offers a delightful blend of family-friendly activities and serene outdoor experiences. Explore the cozy getaways in the Ossining area and enjoy leisurely walks in the Ridge Preserve, where nature's beauty unfolds. For shopping enthusiasts, the Woodbury Commons Premium Outlets are just a short drive away. This charming city provides a perfect location for relaxation, romance, and creating lasting memories with loved ones. - **[Crotonville: ](https://www.expedia.ca/Crotonville-Hotels.d553248635975868892.Travel-Guide-Hotels)** Nestled within the Ossining area, Crotonville is a quaint village that offers a rich cultural experience. While the number of visitors remains consistent year-round, springtime (April to May) and the holiday season (December) see the highest influx of tourists. Crotonville is perfect for families and outdoor enthusiasts, with attractions including shopping centres and educational venues. Notable nearby landmarks feature historic houses and buildings, providing visitors with a glimpse into the area's past while enjoying its vibrant community atmosphere. - **[Maryknoll: ](https://www.expedia.ca/Maryknoll-Hotels.d3000449058.Travel-Guide-Hotels)** Just 3.2km from Ossining, Maryknoll is a charming city that is ideal for sports lovers and families alike. The peak travel months are typically in the summer (July to August) and the festive season (December). Visitors can engage in various activities, including baseball and soccer, making it a lively destination for outdoor fun. The urban parks and event venues enhance the experience, offering green spaces for relaxation and community gatherings. With its blend of recreational opportunities and historical sites, Maryknoll is a delightful stop on your journey. - **[Briarcliff Manor: ](https://www.expedia.ca/Briarcliff-Manor-Hotels.d7040.Travel-Guide-Hotels)** A mere 3.2km from Ossining, Briarcliff Manor is a picturesque city that attracts families and culture enthusiasts. The best times to visit are in January and during the spring months (April to May). The city boasts numerous shopping areas and educational institutions, ensuring a fulfilling experience for all ages. Notable attractions include serene lakes and historic places, providing a tranquil backdrop for exploration. Briarcliff Manor's charm lies in its combination of outdoor activities and rich cultural heritage, making it a must-visit location. ### Things to do near Ossining Ossining, New York, offers a delightful blend of outdoor and family-friendly activities, making it perfect for a city-themed vacation. Visitors can enjoy skiing and explore local shopping areas. Additionally, nearby Tarrytown is known for picturesque wedding venues, adding a romantic touch to your trip. With its scenic beauty and vibrant community, Ossining promises a memorable experience for all travellers. **Shopping** In Ossining, check out [Rockland Bakery](https://www.expedia.ca/Rockland-Bakery-Hotels.0-l553248621532664487-0.Travel-Guide-Filter-Hotels) for local treats, only 12.9km away. If you're up for a drive, visit [Westchester's Ridge Hill](https://www.expedia.ca/Westchesters-Ridge-Hill-Hotels.0-l553248621558114293-0.Travel-Guide-Filter-Hotels), 22.5km away, for a variety of shops and family-friendly vibes. For an extensive experience, the [Woodbury Common Premium Outlets](https://www.expedia.ca/Woodbury-Common-Premium-Outlets-Hotels.0-l6127054-0.Travel-Guide-Filter-Hotels) is 27.4km away. **Recreation** Experience the vibrant atmosphere at [Tarrytown Music Hall](https://www.expedia.ca/Tarrytown-Music-Hall-Hotels.0-l6211022-0.Travel-Guide-Filter-Hotels), where live performances uplift your spirit. For relaxation, visit [Hardscrabble Wilderness Area](https://www.expedia.ca/Hardscrabble-Wilderness-Area-Hotels.0-l553248621587293678-0.Travel-Guide-Filter-Hotels), a serene retreat perfect for nature walks. Enjoy the outdoors at [Rockland Lake State Park Championship Golf Course](https://www.expedia.ca/Rockland-Lake-State-Park-Championship-Golf-Course-Hotels.0-l6253469-0.Travel-Guide-Filter-Hotels), offering a refreshing blend of sport and scenic beauty. **Adventure** At [Palisades Climb Adventure](https://www.expedia.ca/Palisades-Climb-Adventure-Hotels.0-l553248621532664490-0.Travel-Guide-Filter-Hotels), experience the thrill of ziplining and navigating an exhilarating ropes course surrounded by nature, located 11.3km from Ossining. For karting enthusiasts, Grand Prix New York offers high-speed fun, just 12.9km away. Explore the scenic Orange Trailhead, a fantastic outdoor access point, also 11.3km from Ossining. **Nightlife** Experience the vibrant nightlife in Ossining by enjoying a show at the [Westchester Broadway Theatre](https://www.expedia.ca/Westchester-Broadway-Theatre-Hotels.0-l6183430-0.Travel-Guide-Filter-Hotels), just 11.3km away. For some fun, visit [Lucky Strike](https://www.expedia.ca/Lucky-Strike-Hotels.0-l553248621532664489-0.Travel-Guide-Filter-Hotels) ArcadeAdventureZone, also 11.3km away. If you're in the mood for a film, head to [Maritime IMAX](https://www.expedia.ca/Maritime-IMAX-Hotels.0-l6129064-0.Travel-Guide-Filter-Hotels), located 38.6km away for an entertaining evening. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Ossining To save money during your visit to Ossining, consider travelling from January to March when hotel prices are lower. Book your accommodation about a month in advance for the best rates, with Sundays being the cheapest day to stay. Use Expedia to find last-minute deals and compare prices easily. You can also save by bundling your hotel with flights and activities. For public transport, take advantage of the local bus system to navigate the area affordably. Finally, explore free activities like parks and local events to make the most of your trip without overspending. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Ossining are January to March, where the prices are slightly lower. This is in comparison to September to October and December, where prices are slightly higher. - **The best time to book a hotel:** Book your hotel in Ossining about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Ossining is Sunday. The most expensive day to stay in Ossining is Saturday. - **Find cheap hotels on Expedia:** Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your search results to display prices from the lowest to the highest, making it easy to find the most affordable accommodations first. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking. - **Consider bundling your trip:** You can save money by combining your Ossining hotel reservation with your flights and activities through an Expedia package. ### Find the best attractions in and around Ossining Ossining, New York, offers a delightful blend of outdoor activities and family-friendly attractions, making it ideal for a city-themed getaway. Explore urban parks, nature reserves, and local colleges while immersing yourself in the region's culture. Whether you're seeking a tranquil day outdoors or a cultural experience, Ossining caters to diverse interests, ensuring a memorable vacation for every traveller. - **[Van Cortlandt Manor: ](https://www.expedia.ca/Van-Cortlandt-Manor-Hotels.0-l6207691-0.Travel-Guide-Filter-Hotels)** Experience the charm of this historic house, where you can explore beautifully preserved rooms and stunning gardens. Immerse yourself in the culture and history of the Hudson Valley, showcasing the region’s colonial past. - **[Sing Sing Correctional Facility: ](https://www.expedia.ca/Sing-Sing-Correctional-Facility-Hotels.0-l553248621558038857-0.Travel-Guide-Filter-Hotels)** This historic prison offers unique insights into the justice system and its historical significance. Take a guided tour to learn about its infamous past and the stories of those who resided within its walls. - **[Croton Point Park: ](https://www.expedia.ca/Croton-Point-Park-Hotels.0-l6093731-0.Travel-Guide-Filter-Hotels)** Perfect for families, this urban park features expansive green spaces, hiking trails, and picnic areas. Enjoy outdoor activities while taking in breathtaking views of the Hudson River, making it a delightful escape from city life. ### Best time to go to Ossining The best time to visit Ossining is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 30.0°F (-1.1°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | February | 31.6°F (-0.2°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | | March | 38.8°F (3.8°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 49.8°F (9.9°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 60.1°F (15.6°C) | Light Rain | Mostly Sunny | Average | Average | | June | 68.9°F (20.5°C) | Light Rain | Mostly Sunny | Average | Average | | July | 75.6°F (24.2°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 73.9°F (23.3°C) | Light Rain | Mostly Sunny | Average | Average | | September | 66.9°F (19.4°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | October | 56.1°F (13.4°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 44.2°F (6.8°C) | Light Rain | Mostly Sunny | Average | Average | | December | 36.3°F (2.4°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly High | ### The nearest major airports for your trip to Ossining When planning your visit to Ossining, New York, you can choose from three major airports. John F. Kennedy International Airport ([JFK](https://www.expedia.ca/John-F-Kennedy-Intl-Airport-Hotels.0-aJFK-0.Travel-Guide-Filter-Hotels)) is located 57.9km away, with nearby hotels such as the 5-star [Arlo Williamsburg](https://www.expedia.ca/New-York-Hotels-The-Williamsburg-Hotel.h16007579.Hotel-Information) and [The William Vale](https://www.expedia.ca/New-York-Hotels-The-William-Vale.h11971622.Hotel-Information), both 17.7km from the airport. Newark Liberty International Airport ([EWR](https://www.expedia.ca/Newark-Liberty-Intl-Airport-Airport-Hotels.0-aEWR-0.Travel-Guide-Filter-Hotels)) is 59.5km distant, featuring luxurious options like [The Dominick](https://www.expedia.ca/New-York-Hotels-The-Dominick.h21783007.Hotel-Information) and [The Wall Street Hotel](https://www.expedia.ca/New-York-Hotels-The-Wall-Street-Hotel.h55444869.Hotel-Information), both 14.5km away. Lastly, LaGuardia Airport ([LGA](https://www.expedia.ca/LaGuardia-Airport-Hotels.0-aLGA-0.Travel-Guide-Filter-Hotels)) is 43.5km from Ossining, with excellent accommodations like [Virgin Hotels New York City](https://www.expedia.ca/New-York-Hotels-Virgin-Hotels-New-York-City.h87406830.Hotel-Information) and [The Carlyle](https://www.expedia.ca/New-York-Hotels-The-Carlyle.h40553.Hotel-Information), both just 5-9.7km from the airport. Each airport offers convenient transportation options to Ossining. ## Recent reviews of Ossining hotels ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg) ### Hampton Inn & Suites Yonkers 5/5 Excellent "Great stay, really comfortable and had great night’s sleep. Only wish that room service were every day. Other than that, all were great!" A verified traveller stayed at Hampton Inn & Suites Yonkers Posted 2 days ago [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 5/5 Excellent "Nice clean comfortable room great value for the money friendly desk staff " A verified traveller stayed at Amsterdam Hotel Posted 2 days ago [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg) ### Baymont by Wyndham White Plains - Elmsford 5/5 Excellent "Nice quite place!" A verified traveller stayed at Baymont by Wyndham White Plains - Elmsford Posted 2 days ago [](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Days Inn by Wyndham Elmsford / White Plains](https://images.trvl-media.com/lodging/2000000/1460000/1451600/1451596/b741de01_y.jpg) ### Days Inn by Wyndham Elmsford / White Plains 5/5 Excellent "Every time I stay I never have any complaints. Quiet and clean. " A verified traveller stayed at Days Inn by Wyndham Elmsford / White Plains Posted 2 days ago [](https://expedia.ca/White-Plains-Hotels-Days-Inn-By-Wyndham-Elmsford-White-Plains.h1451596.Hotel-Information) ![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/w3839h2556x0y3-9a7a26d9_y.jpg) ### DoubleTree by Hilton Hotel Nanuet 5/5 Excellent "Yes" A verified traveller stayed at DoubleTree by Hilton Hotel Nanuet Posted 2 days ago [](https://expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information) ![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg) ### Sonesta White Plains Downtown 5/5 Excellent "Very nice hotel but be aware that parking is a separate fee." A verified traveller stayed at Sonesta White Plains Downtown Posted 2 days ago [](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) ### Hyatt Regency Greenwich 5/5 Excellent "Perfect" A verified traveller stayed at Hyatt Regency Greenwich Posted 3 days ago [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Hilton Garden Inn Westchester Dobbs Ferry, NY](https://images.trvl-media.com/lodging/20000000/20000000/19991900/19991840/96328247_y.jpg) ### Hilton Garden Inn Westchester Dobbs Ferry, NY 5/5 Excellent "The room was clean and the staff at the reception was friendly and made the stay as seamless as possible." A verified traveller stayed at Hilton Garden Inn Westchester Dobbs Ferry, NY Posted 5 days ago [](https://expedia.ca/White-Plains-Hotels-Hilton-Garden-Inn-Westchester-Dobbs-Ferry.h19991840.Hotel-Information) ![Hampton Inn White Plains/Tarrytown](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e_y.jpg) ### Hampton Inn White Plains/Tarrytown 5/5 Excellent "yes" A verified traveller stayed at Hampton Inn White Plains/Tarrytown Posted 6 days ago [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Ossining? > As you plan your trip, keep in mind that the peak tourist season in Ossining tends to run from June through October. September, in particular, features a delightful blend of outdoor activities and local events, such as farmers' markets and community festivals, which allow you to immerse yourself in the local culture. The comfortable temperatures make it superb for leisurely strolls along the waterfront or hiking in the nearby parks, where you can enjoy the breathtaking fall foliage. > > > For those seeking a more tranquil experience, October can also be a lovely time to visit. The autumn colours create a picturesque setting that is superb for photography and outdoor exploration. Additionally, you may find that accommodations and attractions offer more competitive pricing as the summer crowds begin to thin out. ### Where can I find the best nightlife in Ossining? > For those seeking a night out, the downtown area features a few local pubs and casual dining spots that often host live music or trivia nights. Venues like the Sing Sing Kill Brewery provide a great experience with craft beers brewed on-site, superb for enjoying a relaxed evening with friends. > > > If you're in the mood for a bit more excitement, nearby towns like Tarrytown and Sleepy Hollow boast a wider range of nightlife options, including bars, restaurants, and live music venues that can easily be reached by a short drive. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Ossining hotel booking with Expedia? ### How much is the nightly rate at a Ossining hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - More ways to book - [4 Star Hotels in Briarcliff Manor ](https://www.expedia.ca/4Star-Briarcliff-Manor-Hotels.s40-0-d7040.Travel-Guide-Filter-Hotels) - [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Apart-Hotels.d7040-aaApartHotels.Travel-Guide-Accommodation) - [Condo Rentals in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Condos.d7040-aaCondos.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Beach-Hotel.0-0-d7040-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Cheap-Hotels.0-0-d7040-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Luxury-Hotel.0-0-d7040-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Spa-Hotel.0-0-d7040-tSpaHotel.Travel-Guide-Filter-Hotels) - [Briarcliff Manor Hotels ](https://www.expedia.ca/Briarcliff-Manor-Hotels.d7040.Travel-Guide-Hotels) - [Residences in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Residences.d7040-aaResidences.Travel-Guide-Accommodation) - [Townhomes in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Townhomes.d7040-aaTownhomes.Travel-Guide-Accommodation) - [Chappaqua Hotels ](https://www.expedia.ca/Chappaqua-Hotels.d88470.Travel-Guide-Hotels) - [Cheap Hotels in Congers ](https://www.expedia.ca/Congers-Hotels-Cheap-Hotels.0-0-d3000448249-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Congers ](https://www.expedia.ca/Congers-Hotels-Luxury-Hotel.0-0-d3000448249-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Congers Hotels ](https://www.expedia.ca/Congers-Hotels.d3000448249.Travel-Guide-Hotels) - [Motels in Congers ](https://www.expedia.ca/Congers-Motels.d3000448249-aaMotels.Travel-Guide-Accommodation) - [Hotels near Croton-Harmon Station ](https://www.expedia.ca/Croton-Harmon-Station-Hotels.d553248635921551034.Travel-Guide-Hotels) - [B&B in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Bed-And-Breakfast.d183658-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Boutique Hotels in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Boutique-Hotel.0-0-d183658-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Cheap-Hotels.0-0-d183658-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Hotel-With-Early-Check-In.0-0-d183658-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Hotels-With-Kitchenettes.0-0-d183658-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Lake Hotels in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Hotels-Lake-Hotels.0-0-d183658-tLakeHotels.Travel-Guide-Filter-Hotels) - [Croton-On-Hudson Hotels ](https://www.expedia.ca/Croton-On-Hudson-Hotels.d183658.Travel-Guide-Hotels) - [Inns in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Inns.d183658-aaInns.Travel-Guide-Accommodation) - [Treehouses in Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson-Treehouses.d183658-aaTreehouses.Travel-Guide-Accommodation) - [Hotels near Croton Point Park ](https://www.expedia.ca/Croton-Point-Park-Hotels.0-l6093731-0.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Crotonville ](https://www.expedia.ca/Crotonville-Hotels-Hotel-With-Pool.0-0-d553248635975868892-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Crotonville ](https://www.expedia.ca/Crotonville-Hotels-Luxury-Hotel.0-0-d553248635975868892-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Crotonville Hotels ](https://www.expedia.ca/Crotonville-Hotels.d553248635975868892.Travel-Guide-Hotels) - [Town of Mount Pleasant Hotels ](https://www.expedia.ca/Destinations-In-Town-Of-Mount-Pleasant.d553248635976002508.Hotel-Destinations) - [Town of New Castle Hotels ](https://www.expedia.ca/Destinations-In-Town-Of-New-Castle.d553248635976002180.Hotel-Destinations) - [Beach Hotel Hotels in Westchester County ](https://www.expedia.ca/Destinations-In-Westchester-County-Beach-Hotel.0-0-d553248628619664994-tBeachHotel.Hotel-Filter-Destinations) - [Family Hotels in Westchester County ](https://www.expedia.ca/Destinations-In-Westchester-County-Family-Hotel.0-0-d553248628619664994-tFamilyHotel.Hotel-Filter-Destinations) - [Luxury Hotels in Westchester County ](https://www.expedia.ca/Destinations-In-Westchester-County-Luxury-Hotel.0-0-d553248628619664994-tLuxuryHotel.Hotel-Filter-Destinations) - [Pet-Friendly Hotels in Westchester County ](https://www.expedia.ca/Destinations-In-Westchester-County-Pet-Friendly-Hotel.0-0-d553248628619664994-tPetfriendlyHotel.Hotel-Filter-Destinations) - [Westchester County Hotels ](https://www.expedia.ca/Destinations-In-Westchester-County.d553248628619664994.Hotel-Destinations) - [Hawthorne Hotels ](https://www.expedia.ca/Hawthorne-Hotels.d8310.Travel-Guide-Hotels) - [Hotels near Hudson Hills Golf Course ](https://www.expedia.ca/Hudson-Hills-Golf-Course-Hotels.0-l553248621532664565-0.Travel-Guide-Filter-Hotels) - [Hotels near Kykuit ](https://www.expedia.ca/Kykuit-Hotels.0-l6093727-0.Travel-Guide-Filter-Hotels) - [Manhattan Hotels ](https://www.expedia.ca/Manhattan-New-York-Hotels.0-n129440-0.Travel-Guide-Filter-Hotels) - [Castles in Maryknoll ](https://www.expedia.ca/Maryknoll-Castles.d3000449058-aaCastles.Travel-Guide-Accommodation) - [Cheap Hotels in Maryknoll ](https://www.expedia.ca/Maryknoll-Hotels-Cheap-Hotels.0-0-d3000449058-tCheapHotels.Travel-Guide-Filter-Hotels) - [Resorts in Maryknoll ](https://www.expedia.ca/Maryknoll-Resort-Hotels.d3000449058-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Millwood ](https://www.expedia.ca/Millwood-Apart-Hotels.d3000449093-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Millwood ](https://www.expedia.ca/Millwood-Bed-And-Breakfast.d3000449093-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Millwood ](https://www.expedia.ca/Millwood-Chalets.d3000449093-aaChalets.Travel-Guide-Accommodation) - [Cheap Hotels in Millwood ](https://www.expedia.ca/Millwood-Hotels-Cheap-Hotels.0-0-d3000449093-tCheapHotels.Travel-Guide-Filter-Hotels) - [Millwood Hotels ](https://www.expedia.ca/Millwood-Hotels.d3000449093.Travel-Guide-Hotels) - [Inns in Millwood ](https://www.expedia.ca/Millwood-Inns.d3000449093-aaInns.Travel-Guide-Accommodation) - [Motels in Millwood ](https://www.expedia.ca/Millwood-Motels.d3000449093-aaMotels.Travel-Guide-Accommodation) - [New York Hotels ](https://www.expedia.ca/New-York-Hotels.d178293.Travel-Guide-Hotels) - [Hotels near Ossining Station ](https://www.expedia.ca/Ossining-Station-Hotels.d6338907.Travel-Guide-Hotels) - [B&B in Pleasantville ](https://www.expedia.ca/Pleasantville-Bed-And-Breakfast.d9121-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Pleasantville ](https://www.expedia.ca/Pleasantville-Guest-Houses.d9121-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Pleasantville ](https://www.expedia.ca/Pleasantville-Hotels-Beach-Hotel.0-0-d9121-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Pleasantville ](https://www.expedia.ca/Pleasantville-Hotels-Cheap-Hotels.0-0-d9121-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Pleasantville ](https://www.expedia.ca/Pleasantville-Hotels-Luxury-Hotel.0-0-d9121-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pleasantville Hotels ](https://www.expedia.ca/Pleasantville-Hotels.d9121.Travel-Guide-Hotels) - [Motels in Pleasantville ](https://www.expedia.ca/Pleasantville-Motels.d9121-aaMotels.Travel-Guide-Accommodation) - [Resorts in Pleasantville ](https://www.expedia.ca/Pleasantville-Resort-Hotels.d9121-aaResortHotels.Travel-Guide-Accommodation) - [Treehouses in Pleasantville ](https://www.expedia.ca/Pleasantville-Treehouses.d9121-aaTreehouses.Travel-Guide-Accommodation) - [Pocantico Hills Hotels ](https://www.expedia.ca/Pocantico-Hills-Hotels.d553248635975867927.Travel-Guide-Hotels) - [Hotels near Rockefeller Archive Center ](https://www.expedia.ca/Rockefeller-Archive-Center-Hotels.0-l6211043-0.Travel-Guide-Filter-Hotels) - [Hotels near Rockefeller State Park Preserve ](https://www.expedia.ca/Rockefeller-State-Park-Preserve-Hotels.0-l553248621532664429-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Rockland Lake ](https://www.expedia.ca/Rockland-Lake-Hotels-Cheap-Hotels.0-0-d553248634999145276-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels near Rockland Lake State Park ](https://www.expedia.ca/Rockland-Lake-State-Park-Hotels.0-l6127047-0.Travel-Guide-Filter-Hotels) - [Hotels near Sing Sing Correctional Facility ](https://www.expedia.ca/Sing-Sing-Correctional-Facility-Hotels.0-l553248621558038857-0.Travel-Guide-Filter-Hotels) - [Hotels near Sing Sing Prison Museum ](https://www.expedia.ca/Sing-Sing-Prison-Museum-Hotels.0-l553248621561873062-0.Travel-Guide-Filter-Hotels) - [Hotels near Sleepy Hollow Cemetery ](https://www.expedia.ca/Sleepy-Hollow-Cemetery-Hotels.0-l6217654-0.Travel-Guide-Filter-Hotels) - [Hotels near Teatown Lake Reservation ](https://www.expedia.ca/Teatown-Lake-Reservation-Hotels.0-l553248621560458588-0.Travel-Guide-Filter-Hotels) - [Hotels near Times Square ](https://www.expedia.ca/Times-Square-Hotels.0-l502080-0.Travel-Guide-Filter-Hotels) - [B&B in Town of Mount Pleasant ](https://www.expedia.ca/Town-Of-Mount-Pleasant-Bed-And-Breakfast.d553248635976002508-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Rv Parks in Town of Mount Pleasant ](https://www.expedia.ca/Town-Of-Mount-Pleasant-RV-Parks.d553248635976002508-aaRVParks.Travel-Guide-Accommodation) - [Townhomes in Town of Mount Pleasant ](https://www.expedia.ca/Town-Of-Mount-Pleasant-Townhomes.d553248635976002508-aaTownhomes.Travel-Guide-Accommodation) - [Castles in Town of New Castle ](https://www.expedia.ca/Town-Of-New-Castle-Castles.d553248635976002180-aaCastles.Travel-Guide-Accommodation) - [Hotels near Travelers Rest ](https://www.expedia.ca/Travelers-Rest-Hotels.0-l835647549279940608-0.Travel-Guide-Filter-Hotels) - [Upper Nyack Hotels ](https://www.expedia.ca/Upper-Nyack-Hotels.d553248634998640762.Travel-Guide-Hotels) - [Hotels near Van Cortlandt Manor ](https://www.expedia.ca/Van-Cortlandt-Manor-Hotels.0-l6207691-0.Travel-Guide-Filter-Hotels) - [Flights to Croton-on-Hudson ](https://www.expedia.ca/Cheap-Flights-To-Croton-On-Hudson.d183658.Travel-Guide-Flights) - [Flights to Millwood ](https://www.expedia.ca/Cheap-Flights-To-Millwood.d3000449093.Travel-Guide-Flights) - [Flights to New York ](https://www.expedia.ca/Cheap-Flights-To-New-York.d178293.Travel-Guide-Flights) - [Flights from Briarcliff Manor ](https://www.expedia.ca/lp/flights/7040/flights-from-briarcliff-manor) - [Flights from Pleasantville ](https://www.expedia.ca/lp/flights/9121/flights-from-pleasantville) - [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Congers Vacations ](https://www.expedia.ca/Congers.d3000448249.Destination-Travel-Guides) - [Croton Landing Park ](https://www.expedia.ca/Croton-Landing-Park-Croton-on-Hudson.d553248621587293679.Vacation-Attraction) - [Visit Croton-on-Hudson ](https://www.expedia.ca/Croton-On-Hudson.dx183658) - [Visit Crotonville ](https://www.expedia.ca/Crotonville.dx553248635975868892) - [Visit Maryknoll ](https://www.expedia.ca/Maryknoll.dx3000449058) - [Millwood Vacations ](https://www.expedia.ca/Millwood.d3000449093.Destination-Travel-Guides) - [Visit Pleasantville ](https://www.expedia.ca/Pleasantville.dx9121) - [Visit Rockland Lake ](https://www.expedia.ca/Rockland-Lake.dx553248634999145276) - [Car rental Briarcliff Manor ](https://www.expedia.ca/Car-Rentals-In-Briarcliff-Manor.d7040.Car-Rental-Guide) - [Car rental Croton-on-Hudson ](https://www.expedia.ca/Car-Rentals-In-Croton-On-Hudson.d183658.Car-Rental-Guide) - [Car rental Pleasantville ](https://www.expedia.ca/Car-Rentals-In-Pleasantville.d9121.Car-Rental-Guide) - [Briarcliff Manor Vacation Rentals ](https://www.expedia.ca/Briarcliff-Manor-Vacation-Rentals.d7040.Travel-Guide-VacationRentals) - [Croton-On-Hudson Vacation Rentals ](https://www.expedia.ca/Croton-On-Hudson-Vacation-Rentals.d183658.Travel-Guide-VacationRentals) - [Things to do in Briarcliff Manor ](https://www.expedia.ca/Things-To-Do-In-Briarcliff-Manor.d7040.Travel-Guide-Activities) - [Things to do in Croton-on-Hudson ](https://www.expedia.ca/Things-To-Do-In-Croton-On-Hudson.d183658.Travel-Guide-Activities) - [Book Hotels in Ossining on Expedia.com ](https://www.expedia.com/Ossining-Hotels.d6190653.Travel-Guide-Hotels) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on 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