Title: Book The Best Hotels in Ossining, NY for 2026 from CA $122 - Fully Refundable Options - Expedia.ca [Vacation Rentals in Ossining](https://expedia.ca/Ossining-Vacation-Rentals.d6190653.Travel-Guide-VacationRentals)[Flights to Ossining](https://expedia.ca/Cheap-Flights-To-Ossining.d6190653.Travel-Guide-Flights)[Ossining Car Rentals](https://expedia.ca/Car-Rentals-In-Ossining.d6190653.Car-Rental-Guide)[Ossining Vacation Packages](https://expedia.ca/Ossining.d6190653.Destination-Travel-Guides) ![Main building at Maryknoll](https://images.trvl-media.com/place/3000449058/eaa5b59e-44e4-4686-a478-33459da1d8df.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by louann ohora ![](https://images.trvl-media.com/place/3000449058/eaa5b59e-44e4-4686-a478-33459da1d8df.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 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=2026-02-27&d1=2026-02-27&endDate=2026-03-01&d2=2026-03-01&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=2026-02-27&d1=2026-02-27&endDate=2026-03-01&d2=2026-03-01&amenities=HOT_TUB) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America®ionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-02-27&d1=2026-02-27&endDate=2026-03-01&d2=2026-03-01&amenities=PETS) 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=2026-02-27&d1=2026-02-27&endDate=2026-03-01&d2=2026-03-01&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=2026-02-27&d1=2026-02-27&endDate=2026-03-01&d2=2026-03-01&lodging=APART_HOTEL) 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=2026-02-27&d1=2026-02-27&endDate=2026-03-01&d2=2026-03-01&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=2026-02-27&d1=2026-02-27&endDate=2026-03-01&d2=2026-03-01&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=2026-02-27&d1=2026-02-27&endDate=2026-03-01&d2=2026-03-01&lodging=COTTAGE) ## Check prices for these dates Tonight [Feb 13 - Feb 14](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-02-13&endDate=2026-02-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 14 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-02-14&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6190653&startDate=2026-02-20&endDate=2026-02-22&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) ![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) ![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 (109 reviews) "Great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy CA $219 CA $244 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information) ![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6e503ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/11e211e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa](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 $543 CA $1,287 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.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) ![Building design](https://images.trvl-media.com/lodging/1000000/30000/25000/24963/ad94ebba.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) ![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 6.8/10 (1,126 reviews) "Average Stay.. Was ok.. Lots of restaurants nearby.. Close to highway Staff was ok " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaime CA $119 CA $137 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Stamford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Stamford-New-York-City.h24963.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/e2ea3ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/3d000b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Smoking](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/66a25387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/3000000/2930000/2928100/2928037/298fe91f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Carpet Inn [](https://www.expedia.ca/Stamford-Hotels-Red-Carpet-Inn.h2928037.Hotel-Information) Cove - East Side - Shippan 6.6/10 (1,003 reviews) "It was decent for a nights rest an hour away from the city. Not bad " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roxxanna CA $106 CA $122 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Stamford-Hotels-Red-Carpet-Inn.h2928037.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) ![Garden](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/9d9a71e1.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 (1,739 reviews) "Great Hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debra [](https://www.expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/679bdd4c.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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/7384700a.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 (1,001 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 $134 CA $152 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.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) ![Free continental breakfast](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/16f7b749.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) "The rooms are renovated and modern, very comfortable beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ravel [](https://www.expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.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) ![Exterior](https://images.trvl-media.com/lodging/4000000/3080000/3071700/3071699/5d4b7f9c.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) ### 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 (469 reviews) "Very accommodating staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dutchie CA $210 CA $242 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Stamford-Hotels-The-Lloyd-Stamford.h3071699.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/a8b5fbc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1050000/1046300/1046227/fa75a8a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 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 (849 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 $292 CA $336 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Stamford-Hotels-Courtyard-By-Marriott-Stamford-Downtown.h1046227.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/1200/1157/afffc3a8.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) ![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 (1,001 reviews) "Room was very spacious and the staff was extremely helpful!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lydia CA $108 CA $124 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Mahwah-Hotels-Super-8-By-Wyndham-Mahwah.h1157.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/15300/15280/939efe5d.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) ![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) ### Courtyard by Marriott Mahwah [](https://www.expedia.ca/Mahwah-Hotels-Courtyard-By-Marriott-Mahwah.h15280.Hotel-Information) Mahwah 8.2/10 Very good (1,002 reviews) "Needs a fresh look and feel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda CA $145 CA $167 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Mahwah-Hotels-Courtyard-By-Marriott-Mahwah.h15280.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/7c6a0986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/fcc08365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/42300/42258/802842e1.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) ### The Stamford Hotel [](https://www.expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.Hotel-Information) Downtown Stamford 7.8/10 Good (1,142 reviews) "Not the highest standard rooms, but just what we needed: clean rooms, comfortable bed and friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna CA $175 CA $202 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Stamford-Hotels-The-Stamford-Hotel.h42258.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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/21000/20986/96db1dd2.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 (947 reviews) "Great rate, restful sleep, and courteous staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Martin CA $155 CA $177 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Mahwah-Hotels-DoubleTree-By-Hilton-Mahwah.h20986.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/28000000/27100000/27098100/27098081/ee4f3b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27100000/27098100/27098081/d6581e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/28000000/27100000/27098100/27098081/b57c46c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/28000000/27100000/27098100/27098081/01d0dc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn Stamford Downtown [](https://www.expedia.ca/Stamford-Hotels-Residence-Inn-Stamford-Downtown.h27098081.Hotel-Information) Downtown Stamford 9.4/10 Exceptional (381 reviews) "Great room and staff was great as well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $341 CA $392 total includes taxes & fees Feb 20 - Feb 21 [](https://www.expedia.ca/Stamford-Hotels-Residence-Inn-Stamford-Downtown.h27098081.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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1040000/1040000/1039910/64e3ccc7.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) "Staff is always friendly and helpfull." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine CA $219 CA $251 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Stamford-Hotels-Hampton-Inn-Suites-Stamford.h1039910.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) ![Breakfast and 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) ![Business centre](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/71dc6dfe.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) ### DoubleTree by Hilton Stamford [](https://www.expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) Waterside 7.4/10 Good (1,000 reviews) "staff, amenities" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $178 CA $204 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Stamford-Hotels-Hilton-Stamford-Hotel-Executive-Meeting-Center.h5292.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/c9141966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/c6632a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/99ae042b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/85e56500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Armon Stamford Hotel & Conference [](https://www.expedia.ca/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.Hotel-Information) Ridgeway-Bullshead 7.8/10 Good (733 reviews) "I stayed here 2 days for work and it waa perfect. Quiet, clean, well sraffed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $218 CA $251 total includes taxes & fees Mar 10 - Mar 11 [](https://www.expedia.ca/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/6d06d46a.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) ### Inn on the Hudson [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) Peekskill 7.0/10 Good (1,001 reviews) "The staff was really welcoming!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devis CA $121 CA $139 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/36f4adb7.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/26100/26056/4fbad7c7.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 (899 reviews) "Staff is always so pleasant ❤️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roange Angie CA $196 CA $224 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Park-Ridge-Hotels-Marriott-Park-Ridge.h26056.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/440000/439800/439794/5e6614c8.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) ![Reception](https://images.trvl-media.com/lodging/1000000/440000/439800/439794/2436bdce.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 (1,000 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 $104 CA $120 total includes taxes & fees Feb 22 - Feb 23 [](https://www.expedia.ca/Stamford-Hotels-Super-8-By-Wyndham-StamfordNew-York-City-Area.h439794.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=2026-02-27&endDate=2026-02-28®ionId=6190653&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=HTG_SPRING_PROMO_6190653) ![](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) ## Stay near popular Ossining attractions ![Lovely spot in Westchester, NY](https://images.trvl-media.com/place/553248621560458588/f1c654af-0d4d-4605-9da4-0e6de2024125.jpg) Photo by louann ohora ### Teatown Lake Reservation Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621560458588) ![Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border](https://images.trvl-media.com/place/835647549279940608/a2b5cdb4-0d08-4c9d-b8b4-e47aa8caa5da.jpg) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=835647549279940608) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621558038857) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6087173) ### 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://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561873062) ### Nelson Park Nelson Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this quaint area, or check out its top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621557931331) ### Merchants Square Explore the great outdoors at Merchants Square, a lovely green space in Ossining. Stroll along the riverfront or attend a sporting event in this family-friendly area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621558034947) ### Ossining Historical Society You can spend an afternoon studying the exhibits at Ossining Historical Society during your trip to Ossining. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6207717) ## 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=2026-02-27&endDate=2026-02-28&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 ## Top Ossining Hotel Reviews ![Hampton Inn & Suites Yonkers - Westchester](https://images.trvl-media.com/lodging/16000000/15740000/15731000/15730982/2770772f_y.jpg) ### Hampton Inn & Suites Yonkers - Westchester 10/10 Excellent "." [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers-Westchester.h15730982.Hotel-Information) ![Ardsley Acres Hotel Westchester](https://images.trvl-media.com/lodging/2000000/1170000/1166900/1166864/4b305bf7_y.jpg) ### Ardsley Acres Hotel Westchester 10/10 Excellent "This is my 3rd stay there in about the last thirty days during the current artic blast in my area due to boiler issues at home.Staff is very friendly rooms always clean great heat and hot water. Would highly recommend. " [](https://expedia.ca/White-Plains-Hotels-Ardsley-Acres-Hotel-Westchester.h1166864.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 10/10 Excellent "Easy and fast check in good room service Clean white bed sheets " [](https://expedia.ca/White-Plains-Hotels-Radisson-Hotel-New-Rochelle.h1088006.Hotel-Information) ![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg) ### Royal Regency Hotel 10/10 Excellent "Excellent " [](https://expedia.ca/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information) ![Amsterdam Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20793/f5bb9592_y.jpg) ### Amsterdam Hotel 10/10 Excellent "Convenient location and " [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.Hotel-Information) ![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg) ### Baymont by Wyndham White Plains - Elmsford 10/10 Excellent "Great " [](https://expedia.ca/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information) ![LIV Hotel Bronx](https://images.trvl-media.com/lodging/118000000/117970000/117967600/117967593/1c497b69_y.jpg) ### LIV Hotel Bronx 10/10 Excellent "It was a great stay and everything was also great I would like to stay again in room 313 wheelchair accessible bathroom very comfortable bed and the staff was very nice I’ll be back again hopefully for next week for Valentine’s Day weekend to book." [](https://expedia.ca/New-York-Hotels-LIV-Hotel-Bronx.h117967593.Hotel-Information) ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg) ### Hampton Inn & Suites Yonkers 10/10 Excellent "Good " [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information) ![West Gate Inn Nyack](https://images.trvl-media.com/lodging/6000000/5850000/5843400/5843352/393dcf26_y.jpg) ### West Gate Inn Nyack 10/10 Excellent "everything was great " [](https://expedia.ca/Nyack-Hotels-West-Gate-Inn-Nyack.h5843352.Hotel-Information) ## More cheap stays in Ossining ![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 $121 CA $141 total Feb 16 - Feb 17 includes taxes & fees 8.2/10 Very Good! (1,077 reviews) [](https://expedia.ca/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information) ![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Yonkers 160 Corporate Blvd Yonkers NY CA $129 CA $152 total Feb 19 - Feb 20 includes taxes & fees 8.2/10 Very Good! (1,760 reviews) [](https://expedia.ca/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.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 $145 CA $166 total Mar 1 - Mar 2 includes taxes & fees 8.8/10 Excellent! (1,011 reviews) [](https://expedia.ca/Paramus-Hotels-Holiday-Inn-Express-Paramus.h6017.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 $166 CA $190 total Feb 22 - Feb 23 includes taxes & fees 8.2/10 Very Good! (1,534 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 $218 CA $251 total Mar 10 - Mar 11 includes taxes & fees 7.6/10 Good! (732 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 [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F02%2F2026&endDate=28%2F02%2F2026&selected=20793&PinnedHotelID=20793&HadPinnedHotel=true®ionId=6190653) 8.4/10 Very Good! (1,741 reviews) [](https://expedia.ca/Stamford-Hotels-Amsterdam-Hotel.h20793.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. ## Frequently asked questions ### What is the best area to stay in Ossining? > The downtown waterfront area offers direct access to the Hudson River and its scenic views. This area is home to the Ossining train station, making it incredibly convenient for those travelling into New York City. You'll find a growing number of local eateries and shops along Main Street and near the waterfront, along with parks like Louis Engel Waterfront Park. This area is well-suited for visitors who want to be close to transportation and enjoy river activities. > > > Couples often appreciate the downtown area for its easy access to waterfront dining options and the convenience of the train for day trips. The ability to stroll along the riverfront at sunset or enjoy a meal with a view provides a relaxed and enjoyable experience. > > > For those seeking a more tranquil setting, the residential areas further up the hill from the waterfront offer a peaceful escape. These neighbourhoods are characterised by tree-lined streets and larger properties, providing a quiet and pleasant environment. While still within easy reach of downtown by car or a short walk, they offer a sense of calm away from the busier areas. > > > Families might find these quieter residential parts of Ossining appealing. The wider streets and less crowded feel can be more comfortable, and many properties in these areas offer more space. ### What are the best family hotels in Ossining? > This 3-star hotel, with an 8.0 rating, offers several convenient amenities for families, including complimentary cribs and free self-parking. Guests will also appreciate the free WiFi and accessible fitness facilities. The Windrose On Hudson is well-located for exploring local attractions such as Van Cortlandt Manor, just 1.2 km away, and Crawbuckie Park, which is 2.2 km from the hotel. ### What are the best budget hotels in Ossining? > This 3-star hotel, with an 8.0 rating, offers complimentary self-parking and free WiFi, which are always appreciated by travellers. Guests can also make use of the fitness facilities, which are accessible. Its convenient location places it near several local attractions, including Van Cortlandt Manor, just 1.2 km away, and Ossining Dog Park, a mere 0.8 km distance. View all [budget hotels in Ossining](https://www.expedia.ca/Ossining-Hotels-Cheap-Hotels.0-0-d6190653-tCheapHotels.Travel-Guide-Filter-Hotels) ### What are the best hotels in Ossining near Croton Point Park? > The 3-star Windrose On Hudson, with an 8.0 rating, is conveniently located just 2.7 kilometres from Croton Point Park. This hotel offers free self-parking and free WiFi, making it easy for families travelling by car. Guests can also benefit from accessible fitness facilities and free cribs, suiting those with young children. ### When is the best time to go to Ossining? > During late spring, the temperatures are mild, and the local flora is in full bloom, making it ideal for enjoying the numerous parks and waterfront areas along the Hudson River. You'll find comfortable conditions for walks, picnics, and boat trips without the peak summer crowds or heat. > > > Early autumn brings cooler, crisp air and the spectacular colours of the changing leaves, especially along the Hudson Valley. This period is superb for scenic drives, hiking, and visiting local farms and markets. ### 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 Rental - Other - More ways to book - [4 Star Hotels in Briarcliff Manor ](https://www.expedia.ca/4Star-Briarcliff-Manor-Hotels.s40-0-d7040.Travel-Guide-Filter-Hotels) - [Hotels near NYC-All Airports ](https://www.expedia.ca/All-Airports-Airport-Hotels.0-aNYC-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Apart-Hotels.d7040-aaApartHotels.Travel-Guide-Accommodation) - [Condo Rentals in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Condos.d7040-aaCondos.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Briarcliff Manor ](https://www.expedia.ca/Briarcliff-Manor-Hotels-Beach-Hotel.0-0-d7040-tBeachHotel.Travel-Guide-Filter-Hotels) - 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