Title: Visit Ossining: Best of Ossining Tourism | Expedia Travel Guide - Expedia.ca [Hotels in Ossining](https://expedia.ca/Ossining-Hotels.d6190653.Travel-Guide-Hotels)[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) # Ossining ## Travel Guide ![Photo by Linda Zanetti](https://mediaim.expedia.com/destination/2/71c4a83d479d9d5736259a6b7bd056c1.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Linda Zanetti](https://mediaim.expedia.com/destination/2/71c4a83d479d9d5736259a6b7bd056c1.jpg) ![Photo by louann ohora](https://mediaim.expedia.com/destination/2/0f92c24ca2538eac280486b8c982ccf6.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by louann ohora](https://mediaim.expedia.com/destination/2/0f92c24ca2538eac280486b8c982ccf6.jpg) ![Photo by regina palmieri](https://mediaim.expedia.com/destination/2/c6724c5dd2f91ff176b0c1c268613adc.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by regina palmieri](https://mediaim.expedia.com/destination/2/c6724c5dd2f91ff176b0c1c268613adc.jpg) ![Photo by louann ohora](https://mediaim.expedia.com/destination/2/f74defe22873b9089a9629b8811bc6eb.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by louann ohora](https://mediaim.expedia.com/destination/2/f74defe22873b9089a9629b8811bc6eb.jpg) ![Photo by Linda Zanetti](https://mediaim.expedia.com/destination/2/911f47cc2ed1d0ca698aeb82af6144a0.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Linda Zanetti](https://mediaim.expedia.com/destination/2/911f47cc2ed1d0ca698aeb82af6144a0.jpg) ## Visit Ossining Things to do - Ossining Hotel Deals - Vacation Rentals in Ossining ![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Windrose On Hudson 1 Shady Lane Farm Road, Ossining, NY CA $179 CA $200 total Nov 9 - Nov 10 includes taxes & fees Stay at this 3-star business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and ... 7.6/10 Good! (66 reviews) Beautiful hotel and grounds! Looking forward to them continuing to add features as we were told it recently became a hotel. Reviewed on Nov 1, 2025 [](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=112806652&PinnedHotelID=112806652&HadPinnedHotel=true®ionId=6190653) ![DoubleTree by Hilton Stamford](https://images.trvl-media.com/lodging/1000000/10000/5300/5292/f2f8be91_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Stamford 1 First Stamford Pl, Stamford, CT CA $195 CA $225 total Nov 25 - Nov 26 includes taxes & fees Stay at this 3.5-star business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ... 7.4/10 Good! (1,022 reviews) Nice people Reviewed on Nov 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F11%2F2025&endDate=26%2F11%2F2025&selected=5292&PinnedHotelID=5292&HadPinnedHotel=true®ionId=6190653) ![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Royal Regency Hotel 165 Tuckahoe Rd, Yonkers, NY CA $146 CA $180 total Nov 23 - Nov 24 includes taxes & fees Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ... 8.2/10 Very Good! (2,353 reviews) Very nice and clean and staff is great Reviewed on Nov 2, 2025 [](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=40814&PinnedHotelID=40814&HadPinnedHotel=true®ionId=6190653) [See all 1,261 properties in Ossining](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=08%2F11%2F2025&endDate=09%2F11%2F2025®ionId=6190653) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![1BR Queen near NYC | Trails, Biking & Sauna Bliss](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182497/440e60fa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 1BR Queen near NYC | Trails, Biking & Sauna Bliss Ossining, NY Stay at this aparthotel in Ossining. Enjoy free WiFi, a sauna, and tennis courts. Popular attractions Van Cortlandt Manor and Croton Point Park are located ... [](https://expedia.ca/Ossining-Hotels-1BR-Queen-Near-NYC-Trails.h121182497.Hotel-Information) ![Stamford Suites](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3cf11d68_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Stamford Suites 720 Bedford St, Stamford, CT Stay at this 4-star business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ... 5.8/10 (67 reviews) Many positives aspects to Stamford Suites. It was clean - especially the kitchen and, yes, there is a full kitchen with gas stove, full sized refrigerator (!) and even a small dishwasher. The suite was very roomy. Location in Stamford is great! The staff is very accommodating. I slept extremely well ... Reviewed on Oct 28, 2025 [](https://expedia.ca/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information) ![3BR Prime Luxury near NYC w Arcade Room](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/62b642d2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 3BR Prime Luxury near NYC w Arcade Room 50 Vernon Pl, Yonkers, NY Stay at this vacation home in Yonkers. Enjoy free WiFi, dry cleaning or laundry services, and in-room washers/dryers. Popular attractions Bronx Zoo and Yonkers ... 8/10 Very Good! (1 review) Not the entire property We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms. Reviewed on Aug 18, 2025 [](https://expedia.ca/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.Hotel-Information) [See all properties in Ossining](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6190653&sort=VACATION_RENTAL) 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. ## Check Ossining hotel availability [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-07&endDate=2025-11-08) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-07&endDate=2025-11-08) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-07&endDate=2025-11-08) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-07&endDate=2025-11-08)[Nov 7 - Nov 8](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-07&endDate=2025-11-08) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-08&endDate=2025-11-09) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-08&endDate=2025-11-09)[Nov 8 - Nov 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-11-08&endDate=2025-11-09) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025)[Nov 7 - Nov 9](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=07%2F11%2F2025&endDate=09%2F11%2F2025) ### Popular places to visit ![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. [](https://expedia.ca/Teatown-Lake-Reservation-Ossining.d553248621560458588.Vacation-Attraction) #### Sing Sing Correctional Facility After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Sing-Sing-Correctional-Facility-Ossining.d553248621558038857.Vacation-Attraction) #### 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. [](https://expedia.ca/Thomas-J-Watson-Research-Center-Ossining.d6087173.Vacation-Attraction) #### 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. [](https://expedia.ca/Travelers-Rest-Ossining.d835647549279940608.Vacation-Attraction) #### Sing Sing Prison Museum You can spend time browsing the exhibits at Sing Sing Prison Museum during your travels in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Sing-Sing-Prison-Museum-Ossining.d553248621561873062.Vacation-Attraction) #### Hudson Hills Golf Course Enjoy a round of golf in Ossining at Hudson Hills Golf Course. Amble around this quaint area's riverfront and enjoy its top-notch restaurants. [](https://expedia.ca/Hudson-Hills-Golf-Course-Ossining.d553248621532664565.Vacation-Attraction) ## Cities near Ossining ![Photo by louann ohora](https://mediaim.expedia.com/destination/2/1930770603f781824aa7f3783ae7f3c1.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Croton-on-Hudson [](https://expedia.ca/Croton-On-Hudson.dx183658) ![Photo by louann ohora](https://mediaim.expedia.com/destination/2/1a0afc8ff73bea0d37e5af72dd2ef705.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Yorktown Heights [](https://expedia.ca/Yorktown-Heights.dx6338662) ![Photo by louann ohora](https://mediaim.expedia.com/destination/2/0f92c24ca2538eac280486b8c982ccf6.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Maryknoll [](https://expedia.ca/Maryknoll.dx3000449058) - Cities near Ossining - Places of interest [Croton-on-Hudson](https://expedia.ca/Croton-On-Hudson.dx183658)[Yorktown Heights](https://expedia.ca/Yorktown-Heights.dx6338662)[Maryknoll](https://expedia.ca/Maryknoll.dx3000449058)[Crotonville](https://expedia.ca/Crotonville.dx553248635975868892)[Sparta](https://expedia.ca/Sparta.dx950888526921347072) - [Woodbury Common Premium Outlets](https://expedia.ca/Woodbury-Common-Premium-Outlets-Central-Valley.d6127054.Vacation-Attraction) - [Bear Mountain State Park](https://expedia.ca/Bear-Mountain-State-Park-New-York.d6127050.Vacation-Attraction) - [NewYork-Presbyterian - Westchester Hospital](https://expedia.ca/NewYork-Presbyterian-Westchester-Hospital-Bronxville.d553248621591002858.Vacation-Attraction) - [Westchester County Center](https://expedia.ca/Westchester-County-Center-White-Plains.d6066133.Vacation-Attraction) - [Empire City Casino](https://expedia.ca/Empire-City-Casino-Southeast-Yonkers.d6172190.Vacation-Attraction) - [Lyndhurst Mansion](https://expedia.ca/Lyndhurst-Mansion-Tarrytown.d6093725.Vacation-Attraction) - [The Westchester Mall](https://expedia.ca/The-Westchester-Mall-White-Plains.d6172155.Vacation-Attraction) - [Danbury Fair Mall](https://expedia.ca/Danbury-Fair-Mall-Danbury.d6089785.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)