Title: Book The Best Hotels in Ossining, NY for 2026 from CA $120 - 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) ![#BeachBound After a long day at the beach, nothing beats a relaxing sunset at the dock.](https://images.trvl-media.com/place/6190653/b605ff9b-378c-42c4-a0b1-690b04a1daa9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by regina palmieri ![](https://images.trvl-media.com/place/6190653/b605ff9b-378c-42c4-a0b1-690b04a1daa9.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## 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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&lodging=APART_HOTEL) 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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&amenities=HOT_TUB) 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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&amenities=POOL) 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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&amenities=PETS) 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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&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=2026-01-26&d1=2026-01-26&endDate=2026-01-28&d2=2026-01-28&lodging=VILLA) ## Check prices for these dates Tonight [Jan 12 - Jan 13](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-01-12&endDate=2026-01-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-01-13&endDate=2026-01-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Ossining hotels ![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) ![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) ### Windrose On Hudson [](https://www.expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) Ossining 8.2/10 Very good (107 reviews) "Clean room, staff were very welcoming" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Semaj CA $280 CA $312 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6e503ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/w3000h1944x0y0-bf620bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/11e211e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/b0adc70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW 45 Wolden Rd Ossining NY 10562 [](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information) Ossining CA $458 CA $1,198 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.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) ![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 (1,004 reviews) "The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judith CA $135 CA $153 total includes taxes & fees Jan 21 - Jan 22 [](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) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b8252450.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 | 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) ### Inn on the Hudson [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) Peekskill 7.0/10 Good (1,000 reviews) "They were wonderful. As much as the lay out may seem weird and inconveniencing I found it to be quite quaint. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) NATASHA CA $124 CA $142 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ![Room, 2 Queen Beds, Accessible (Mobility/Hearing Impaired Accessible)](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/c41b7412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/aa6f197f.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) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/7aca6b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Stamford / New York City [](https://www.expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) Waterside 6.6/10 (1,074 reviews) "Had a great stay there Staff is fantastic and always courteous room was clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $116 CA $133 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/ac0845e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/ab38c3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/3f8bc6b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/2e6d72d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ardsley Acres Hotel Westchester [](https://www.expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.Hotel-Information) Ardsley 8.6/10 Excellent (1,002 reviews) "Always a wonderful stay🙏" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra [](https://www.expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.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) ![Full breakfast for a fee on weekends](https://images.trvl-media.com/lodging/46000000/45610000/45603300/45603202/76ce676d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Abbey Inn & Spa [](https://www.expedia.ca/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) Peekskill 9.2/10 Wonderful (235 reviews) "Friendly staff and a great place to get away and recharge!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ariana CA $362 CA $478 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/White-Plains-Hotels-The-Abbey-Inn-Spa.h45603202.Hotel-Information) ![Room, Multiple Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/57a57bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/24680ec4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/12d22693.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/4f4f5ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Mahwah [](https://www.expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) Mahwah 7.4/10 Good (1,007 reviews) "Easy parking, fast check-in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) charkarmaly CA $105 CA $120 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.Hotel-Information) ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/a45e9b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/d7d53bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/c84bb951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/81dffb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Mahwah [](https://www.expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.Hotel-Information) Mahwah 7.8/10 Good (943 reviews) "Great rate, restful sleep, and courteous staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martin CA $158 CA $181 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/2342a0ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/30ac0c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/eb237ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/5d4b7f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lloyd Stamford, Tapestry Collection by Hilton [](https://www.expedia.ca/Stamford-Hotels-The-Lloyd-Stamford.h3071699.Hotel-Information) Downtown Stamford 8.8/10 Excellent (452 reviews) "Very accommodating staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dutchie CA $231 CA $266 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Stamford-Hotels-The-Lloyd-Stamford.h3071699.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/15300/15280/be3d9e7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/15300/15280/5299e3bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/1000000/20000/15300/15280/ebb22281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/20000/15300/15280/bc3f98cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Mahwah [](https://www.expedia.ca/Mahwah-Hotels-Courtyard-By-Marriott-Mahwah.h15280.Hotel-Information) Mahwah 8.2/10 Very good (1,001 reviews) "Can’t complain about anything! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lennard CA $148 CA $170 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Mahwah-Hotels-Courtyard-By-Marriott-Mahwah.h15280.Hotel-Information) ![2 restaurants, American cuisine](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/8e88dbcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/2cba5b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/198d4971.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/a8b5fbc9.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 (846 reviews) "Great location, hotel was clean and modern Staff were great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) geraldine CA $323 CA $372 total includes taxes & fees Jan 23 - Jan 24 [](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Stamford-Downtown.h1046227.Hotel-Information) ![Pool views, open daily](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/a49852b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/3d3d628d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/458cd7c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/1000000/430000/427300/427283/1356eed0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HYATT house White Plains [](https://www.expedia.ca/White-Plains-Hotels-HYATT-House-White-Plains.h427283.Hotel-Information) West Harrison 8.6/10 Excellent (1,007 reviews) "This is an amazing hotel with friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cesar A. CA $251 CA $287 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/White-Plains-Hotels-HYATT-House-White-Plains.h427283.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/fdb8b405.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/b6be2977.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/w4899h3227x0y3-d5ec9f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royal Regency Hotel [](https://www.expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information) Northwest Yonkers 8.4/10 Very good (2,448 reviews) "Everything was great breakfast, room was very clean found parking easy and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Taileene CA $137 CA $169 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/2000000/1040000/1040000/1039910/22bf165f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Non Smoking](https://images.trvl-media.com/lodging/2000000/1040000/1040000/1039910/744f25c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1040000/1040000/1039910/c51a2037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1040000/1040000/1039910/b5611476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Stamford [](https://www.expedia.ca/Stamford-Hotels-Hampton-Inn-Suites-Stamford.h1039910.Hotel-Information) West Side 8.6/10 Excellent (1,001 reviews) "Good one night stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Aaron CA $241 CA $277 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Stamford-Hotels-Hampton-Inn-Suites-Stamford.h1039910.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) ![In-room safe, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58c34815.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/ab21b3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/w5520h3677x0y0-69f9a2c0.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 (1,001 reviews) "Very comfortable beds,clean and breakfast was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn CA $160 CA $183 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.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) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/71dc6dfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/b16f244b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/370c18a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Stamford [](https://www.expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) Waterside 7.4/10 Good (1,003 reviews) "Overall it was a good place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $199 CA $229 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/440000/439800/439794/c30bd685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/440000/439800/439794/2436bdce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/440000/439800/439794/ca8c762b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/439800/439794/5e6614c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Stamford/New York City Area [](https://www.expedia.ca/Stamford-Hotels-Super-8-By-Wyndham-StamfordNew-York-City-Area.h439794.Hotel-Information) West Side 6.4/10 (1,001 reviews) "The hotel was affordable and suited our needs for our quick one night stopover. Staff was helpful, breakfast was good - we were happy with the experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $121 CA $139 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Stamford-Hotels-Super-8-By-Wyndham-StamfordNew-York-City-Area.h439794.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/945f7842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/787df719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elevator](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/3e08042d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/ff150571.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amsterdam Hotel [](https://www.expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) Downtown Stamford 8.4/10 Very good (1,735 reviews) "Great Hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra CA $123 CA $143 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/2f6ac4de.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/4fbad7c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/36f4adb7.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 (884 reviews) "This hotel had everything we wanted. Pool/ hot tub, bar, restaurant and a room with a balcony. Wonderful staff and beautiful area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $211 CA $242 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Park-Ridge-Hotels-Marriott-Park-Ridge.h26056.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=2026-01-27&endDate=2026-01-28®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=2026-01-27&endDate=2026-01-28&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 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 family-friendly 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 family-friendly 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 quaint 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 family-friendly 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 ![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 $123 CA $143 total Jan 14 - Jan 15 includes taxes & fees 8.4/10 Very Good! (1,735 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 $124 CA $144 total Jan 18 - Jan 19 includes taxes & fees 8.2/10 Very Good! (1,012 reviews) [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.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 $142 CA $163 total Jan 18 - Jan 19 includes taxes & fees 8.8/10 Excellent! (1,003 reviews) [](https://expedia.ca/Paramus-Hotels-Holiday-Inn-Express-Paramus.h6017.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 $146 CA $172 total Jan 25 - Jan 26 includes taxes & fees 8.2/10 Very Good! (1,707 reviews) [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information) ![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 $161 CA $184 total Feb 1 - Feb 2 includes taxes & fees 8.2/10 Very Good! (1,479 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 $193 CA $222 total Jan 22 - Jan 23 includes taxes & fees 7.6/10 Good! (718 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 ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 5/5 Excellent "Clean room, nice view, courteous staff and smooth check-in/check-out experience. Breakfast was a nice compliment." A verified traveller stayed at Amsterdam Hotel Posted 1 day ago [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/a89a02a1_y.jpg) ### Tarrytown House Estate 5/5 Excellent "Nice gateway outside NYC" A verified traveller from new york stayed at Tarrytown House Estate Posted 1 day ago [](https://expedia.ca/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information) ![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 5/5 Excellent "The room was very nice, the hotel is beautiful and very inviting. Special shout out to Mohammed and Ruben in the dining area" A verified traveller stayed at Hyatt Regency Greenwich Posted 1 day ago [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Hotel NoMa, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/2000000/1090000/1088100/1088006/0bfe077b_y.jpg) ### Hotel NoMa, Trademark Collection by Wyndham 5/5 Excellent "The staff was extremely helpful and courteous. Abraham helped us check in and made sure we felt welcomed. " A verified traveller stayed at Hotel NoMa, Trademark Collection by Wyndham Posted 1 day ago [](https://expedia.ca/White-Plains-Hotels-Radisson-Hotel-New-Rochelle.h1088006.Hotel-Information) ![Comfort Inn Paramus - Hackensack](https://images.trvl-media.com/lodging/1000000/10000/6100/6017/b1a72c34_y.jpg) ### Comfort Inn Paramus - Hackensack 5/5 Excellent "They had no fruit while we were there, but they did have waffles, eggs and sausage. Orange juice wasn’t working." A verified traveller stayed at Comfort Inn Paramus - Hackensack Posted 3 days ago [](https://expedia.ca/Paramus-Hotels-Holiday-Inn-Express-Paramus.h6017.Hotel-Information) ![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg) ### Royal Regency Hotel 5/5 Excellent "Yes " A verified traveller stayed at Royal Regency Hotel Posted 3 days ago [](https://expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information) ![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg) ### West Gate Inn Nyack 5/5 Excellent "El desayuno esquisito y fresco y la atención del personal me encantó los recomiendo " A verified traveller stayed at West Gate Inn Nyack Posted 4 days ago [](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg) ### Hampton Inn & Suites Yonkers 5/5 Excellent "Clean Room, breakfast was good variety" A verified traveller stayed at Hampton Inn & Suites Yonkers Posted 5 days ago [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information) ![Ramada by Wyndham Bronx](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/c9951f9d_y.jpg) ### Ramada by Wyndham Bronx 5/5 Excellent "Everything was great." A verified traveller stayed at Ramada by Wyndham Bronx Posted 5 days ago [](https://expedia.ca/New-York-Hotels-Ramada-By-Wyndham-Bronx.h462463.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) - 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