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 Stay at this 3-star business-friendly hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and ... 7.8/10 Good! (60 reviews) Great stay in Croton on Hudson Amazing stay at this well run newly minted Hotel - it's got great space to wander on the grounds, I would like to come again. The staff was super helpful and made our stay even more special. Reviewed on Oct 26, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F11%2F2025&endDate=14%2F11%2F2025&selected=112806652&PinnedHotelID=112806652&HadPinnedHotel=true®ionId=6190653) [](https://expedia.ca/Hotel-Search?startDate=13%2F11%2F2025&endDate=14%2F11%2F2025&selected=112806652&PinnedHotelID=112806652&HadPinnedHotel=true®ionId=6190653) ![Armoni Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/12100/12036/5f0c23aa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Armoni Inn & Suites 329 Route 303, Orangeburg, NY Stay at this 3.5-star business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms and the overall ... 6/10 (2,148 reviews) The room was terrific, clean and comfortable upon my arrival. Parking was fine, but there is no lighted "Armoni Inn" sign off Rt. 303 so guests know where to turn at night. Staff was quite courteous and helpful, although the staffer at the front desk wasn't able to break a $20 bill so I could tip ... Reviewed on Oct 27, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=13%2F11%2F2025&endDate=14%2F11%2F2025&selected=12036&PinnedHotelID=12036&HadPinnedHotel=true®ionId=6190653) [](https://expedia.ca/Hotel-Search?startDate=13%2F11%2F2025&endDate=14%2F11%2F2025&selected=12036&PinnedHotelID=12036&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 Fully refundableReserve now, pay when you stay CA $144 CA $177 total Nov 30 - Dec 1 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! (2,335 reviews) I love this place. Reviewed on Oct 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&selected=40814&PinnedHotelID=40814&HadPinnedHotel=true®ionId=6190653) [See all 1,257 properties in Ossining](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=31%2F10%2F2025&endDate=01%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) ![Near NYC! | Stylish Guestroom](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182499/cac15d1b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Near NYC! | Stylish Guestroom 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-Near-NYC-Stylish-1BR-Stay-W-Meeting-Facilities.h121182499.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 (66 reviews) Could of been better organized they crossed my number with another person and the front desk attendant kept calling me! Reviewed on Oct 26, 2025 [](https://expedia.ca/Stamford-Hotels-Stamford-Suites.h25900.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=2025-10-30&endDate=2025-10-31) [Tonight](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-30&endDate=2025-10-31) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-30&endDate=2025-10-31) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-30&endDate=2025-10-31)[Oct 30 - Oct 31](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-30&endDate=2025-10-31) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-31&endDate=2025-11-01) [Tomorrow night](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-31&endDate=2025-11-01) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-31&endDate=2025-11-01) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-31&endDate=2025-11-01)[Oct 31 - Nov 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=2025-10-31&endDate=2025-11-01) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [This weekend](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025) [](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=31%2F10%2F2025&endDate=02%2F11%2F2025)[Oct 31 - Nov 2](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6190653&startDate=31%2F10%2F2025&endDate=02%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) [Next 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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)