Title: Book The Best Hotels in Ossining, NY for 2025 from CA $136 - Competitive Prices - 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) ![Sunset at the Ossining waterfront](https://images.trvl-media.com/place/6190653/9ea2ffd5-f98e-40ce-8c31-b0c6a6a646c1.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Linda Zanetti # Find hotels in Ossining, NY from CA $136 ![](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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=APART_HOTEL) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=PETS) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=POOL) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=HOT_TUB) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&travelerType=family_friendly) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=APARTMENT) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=COTTAGE) 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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&lodging=VILLA) Waterpark [](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=2025-11-12&d1=2025-11-12&endDate=2025-11-14&d2=2025-11-14&amenities=WATER_PARK) ## Check prices for these dates Tonight [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-10-29&endDate=2025-10-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-10-30&endDate=2025-10-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Compare 1,257 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable. ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/1b1bee23.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) ![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 Ossining 8.0/10 Very good (61) "Nice place to stay, very quiet and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariano CA $194 CA $216 total includes taxes & fees Nov 5 - Nov 6 [](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/122000000/121530000/121520500/121520491/7ab4378e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/5307a8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/05844142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Foliage at Westchester Manor - Near Sleepy Hollow Ossining CA $666 CA $1,403 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily to-go breakfast for a fee](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/eb93772f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/fd4ecedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bars/lounges](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/49323a81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Greenwich Old Greenwich 8.2/10 Very good (1004) "Beautiful hotel. Nice stay. Comfortable bed. Will come again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachael CA $273 CA $314 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/e6d8445d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/d2ae2761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/9f084f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Stamford Waterside 7.4/10 Good (1013) "Very accommodating, clean and modern" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cliff CA $193 CA $222 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room amenity](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a6bae724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/213a567d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/da977c85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Simply Suites Nanuet Nanuet 8.4/10 Very good (1054) "Great place to stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dimitri CA $154 CA $180 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/d4243906.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/f3942ffe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/6eaf4dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/8ab39edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abbey Inn & Spa Peekskill 9.2/10 Wonderful (213) "Spa service was very good. Food amazing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $394 CA $514 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) ![Studio Suite, 1 King Bed, Non Smoking | Jetted tub](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/c9951f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/f16876fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/8256e2d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/d4d2d1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Bronx Bronx 8.4/10 Very good (1012) "very good place to stay in" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DAZHONG CA $191 CA $224 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/New-York-Hotels-Ramada-By-Wyndham-Bronx.h462463.Hotel-Information) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/ee0f5c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/7da4b671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/311e8b47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/4000/3956/dd650fae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleepy Hollow Hotel Tarrytown 6.8/10 (1009) "Would book here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Francis CA $182 CA $208 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/White-Plains-Hotels-Sleepy-Hollow-Hotel-Conference-Center.h3956.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) ![Lobby](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/13890846.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) ### Overlook Lodge at Bear Mountain Bear Mountain 8.4/10 Very good (1008) "Clean room, easy parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia CA $153 CA $174 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.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) ![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) ![Standard Room](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/f8bbba2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/a2060364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn on the Hudson Peekskill 6.8/10 (1000) "The view and the staff were wonderful. The only criticism is that the whole place could use a face lift! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $166 CA $190 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/82e93d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, City View](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/2d6311e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/50246c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stamford Hotel Downtown Stamford 7.8/10 Good (1131) "Very good place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Miguel CA $206 CA $237 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/11a0e205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/db6cd8d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/ad01ffca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amsterdam Hotel Downtown Stamford 8.4/10 Very good (1697) "Very clean hotel for a quick stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edgar CA $139 CA $162 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/af81668d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/073c10ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/1bd86ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Building design](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/ad94ebba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Stamford / New York City Waterside 6.6/10 (918) "The room is very quiet, parking is convenient, and the dining experience is also very good." ![China](https://a.travel-assets.com/egds/marks/flags/cn.svg) Xiaohong CA $118 CA $136 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/800/736/13a47184.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) ![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) ### DoubleTree by Hilton Hotel Nanuet Nanuet 8.8/10 Excellent (1017) "Convenient location, close to highway, restaurants and shopping" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bridget CA $149 CA $173 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.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) ![Garden](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/31239ccf.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) ![Snack bar](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/ae870ed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Park Ridge Park Ridge 8.8/10 Excellent (834) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $189 CA $216 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Park-Ridge-Hotels-Marriott-Park-Ridge.h26056.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/d5b0e16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/da264f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/23300/23291/77104878.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/1000000/30000/23300/23291/cf777994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn White Plains/Tarrytown Elmsford 8.0/10 Very good (1240) "Breakfast was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hanan CA $182 CA $208 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/White-Plains-Hotels-Hampton-Inn-White-Plains.h23291.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/w4887h3068x11y11-ff384944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/faf581cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/eb3b78f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1580000/1577100/1577022/d5b6f045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Tarrytown Hotel Tarrytown 8.2/10 Very good (1001) "It was a nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $212 CA $243 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/White-Plains-Hotels-Sheraton-Tarrytown-Hotel.h1577022.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) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/500/438/ae457390.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) ### Baymont by Wyndham White Plains - Elmsford Elmsford 8.2/10 Very good (1430) "The rooms and the hospitality was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $188 CA $216 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/6100/6017/b1a72c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/10000/6100/6017/24d5b629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/10000/6100/6017/1057322c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/10000/6100/6017/3baf966b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn Paramus - Hackensack Paramus 8.8/10 Excellent (1033) "Clean room, good room climate, easy amd ample parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ferdinand CA $163 CA $187 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Paramus-Hotels-Holiday-Inn-Express-Paramus.h6017.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/af6569cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch LCD TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/c6b16b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/8c8893e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1551400/1551336/fad41350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Nanuet Nanuet 7.8/10 Good (1001) "Great location close to everything but far enough away from everything!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler CA $149 CA $166 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Nyack-Hotels-Hampton-Inn-Nanuet.h1551336.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=2025-11-12&endDate=2025-11-13®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=2025-11-12&endDate=2025-11-13&adults=2®ionId=6190653) ![Sunset at the Ossining waterfront](https://images.trvl-media.com/place/6190653/9ea2ffd5-f98e-40ce-8c31-b0c6a6a646c1.jpg?impolicy=fcrop&w=900&h=675&p=1&q=high) Photo by Linda Zanetti ### 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 quaint 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/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/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/Hudson-Hills-Golf-Course-Hotels.0-l553248621532664565-0.Travel-Guide-Filter-Hotels) #### Hudson Hills Golf Course Enjoy a round of golf in Ossining at Hudson Hills Golf Course. 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=553248621532664565) ## 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 $188 CA $216 total Nov 12 - Nov 13 includes taxes & fees 8.2/10 Very Good! (1,424 reviews) [](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.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 $202 CA $233 total Nov 5 - Nov 6 includes taxes & fees 7.6/10 Good! (640 reviews) [](https://expedia.ca/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.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 $139 CA $162 total Nov 2 - Nov 3 includes taxes & fees 8.4/10 Very Good! (1,714 reviews) [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.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 $154 CA $180 total Oct 30 - Oct 31 includes taxes & fees 8.2/10 Very Good! (1,049 reviews) [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Hilltop Inn & Suites](https://images.trvl-media.com/lodging/112000000/111920000/111917200/111917184/56fb0262_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hilltop Inn & Suites 125 Tuckahoe Rd, Yonkers, NY CA $140 CA $165 total Nov 9 - Nov 10 includes taxes & fees 6.8/10 (457 reviews) [](https://expedia.ca/Yonkers-Hotels-Hilltop-Inn-Suites.h111917184.Hotel-Information) ![Days Inn by Wyndham Elmsford / White Plains](https://images.trvl-media.com/lodging/2000000/1460000/1451600/1451596/b741de01_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Days Inn by Wyndham Elmsford / White Plains 25 Valley Ave, Elmsford, NY CA $139 CA $164 total Nov 9 - Nov 10 includes taxes & fees 6.6/10 (1,014 reviews) [](https://expedia.ca/White-Plains-Hotels-Days-Inn-By-Wyndham-Elmsford-White-Plains.h1451596.Hotel-Information) ## Hotels in Ossining with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/2000000/1790000/1789400/1789323/80a97b29_w.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/1000000/10000/10000/9979/2c718cc1_w.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/1000000/20000/12100/12036/5f0c23aa_w.jpg) 3 Star Hotels 131 properties [](https://expedia.ca/3Star-Ossining-Hotels.s30-0-d6190653.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_w.jpg) 2 Star Hotels 176 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 ![Hyatt Place New York/Yonkers](//images.trvl-media.com/lodging/11000000/10240000/10232200/10232108/w3837h2558x3y3-6fc198b6_y.jpg) ### Hyatt Place New York/Yonkers 5/5 Excellent "Beautiful location, and convenient too! " A verified traveller stayed at Hyatt Place New York/Yonkers Posted 1 day ago [](https://expedia.ca/White-Plains-Hotels-Hyatt-Place-New-YorkYonkers.h10232108.Hotel-Information) ![Amsterdam Hotel](//images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 5/5 Excellent "Very nice stay" A verified traveller stayed at Amsterdam Hotel Posted 2 days ago [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Tarrytown House Estate](//images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg) ### Tarrytown House Estate 5/5 Excellent "Great place " A verified traveller stayed at Tarrytown House Estate Posted 2 days ago [](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Hyatt Regency Greenwich](//images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 5/5 Excellent "Beautiful hotel. Nice stay. Comfortable bed. Will come again. " A verified traveller stayed at Hyatt Regency Greenwich Posted 2 days ago [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Clinton Inn Hotel & Event Center](//images.trvl-media.com/lodging/1000000/20000/16200/16115/aa583634_y.jpg) ### Clinton Inn Hotel & Event Center 5/5 Excellent "Parking was great needs fridge and microwave in rooms" A verified traveller stayed at Clinton Inn Hotel & Event Center Posted 2 days ago [](https://expedia.ca/Tenafly-Hotels-Clinton-Inn-Hotel-Event-Center.h16115.Hotel-Information) ![Sonesta White Plains Downtown](//images.trvl-media.com/lodging/1000000/10000/10000/9979/2c718cc1_y.jpg) ### Sonesta White Plains Downtown 5/5 Excellent "No complaints at all" 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) ![Royal Regency Hotel](//images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg) ### Royal Regency Hotel 5/5 Excellent "I love this place." A verified traveller stayed at Royal Regency Hotel Posted 3 days ago [](https://expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information) ![Windrose On Hudson](//images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg) ### Windrose On Hudson 5/5 Excellent Great stay in Croton on Hudson "Amazing stay at this well run newly minted Hotel - it's got great space to wander on the grounds, I would like to come again. The staff was super helpful and made our stay even more special." A verified traveller stayed at Windrose On Hudson Posted 3 days ago [](https://expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![The Stamford Hotel](//images.trvl-media.com/lodging/1000000/50000/42300/42258/d312d428_y.jpg) ### The Stamford Hotel 5/5 Excellent "Very nice " A verified traveller stayed at The Stamford Hotel Posted 3 days ago [](https://expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) ## Frequently asked questions ### When is the best time to go to Ossining? > The best time to visit Ossining is during the vibrant month of September. This is when the weather is pleasantly mild, with temperatures typically ranging between 15 to 23 Celsius, providing an ideal backdrop for exploring the scenic beauty of this charming village along the Hudson River. > > > > 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? > Ossining, a quaint village nestled along the Hudson River, offers a charming yet laid-back atmosphere, but its nightlife is somewhat limited. > > > > 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? > Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Ossining hotel for you. ### How can I save on a Ossining hotel booking with Expedia? > Before booking your Ossining hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia. ### How much is the nightly rate at a Ossining hotel? > Prices for hotels in Ossining often vary, but you can find a great deal from CA $136 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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