Ossining, NY

Travel Guide

Photo by Linda Zanetti
Photo by Linda Zanetti
Photo by louann ohora
Photo by louann ohora
Photo by regina palmieri
Photo by regina palmieri
Photo by louann ohora
Photo by louann ohora
Photo by Linda Zanetti
Photo by Linda Zanetti
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
The price is AED 574 per night from Jun 29 to Jun 30
AED 574
AED 657 total
29 Jun - 30 Jun
includes taxes & fees
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,356 reviews)
"Close to WMC, excellent service, helpful staff"

Reviewed on 20 June 2025

Baymont by Wyndham White Plains - Elmsford
Hilltop Inn & Suites
Hilltop Inn & Suites
2.5 out of 5
125 Tuckahoe Rd, Yonkers, NY
The price is AED 320 per night from Jun 26 to Jun 27
AED 320
AED 377 total
26 Jun - 27 Jun
includes taxes & fees
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland ...
6.8/10 (234 reviews)
"Nice place"

Reviewed on 20 June 2025

Hilltop Inn & Suites
Hyatt Place New York/Yonkers
Hyatt Place New York/Yonkers
3 out of 5
7000 Mall Walk, Yonkers, NY
The price is AED 507 per night from Jun 29 to Jun 30
AED 507
AED 610 total
29 Jun - 30 Jun
includes taxes & fees
Stay at this 3-star business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,141 reviews)
"Beautiful and clean hotel and lovely staff members. Happy it was so close to shopping and restaurant s."

Reviewed on 20 June 2025

Hyatt Place New York/Yonkers
See all 1,211 properties in Ossining
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.
Summer Castle: Pool, Game Room, BBQ - Pet Friendly
Summer Castle: Pool, Game Room, BBQ - Pet Friendly
Ossining
Book a stay at this family-friendly vacation home in Ossining. Enjoy free WiFi, private pools, and a water park. Popular attractions Sing Sing Prison Museum ...
Spacious, good for groups, not very clean
"The photos definitely misrepresent the quality of the property. The house is very dirty (lots of stains) and a little on the creepier side. However, if you have a good group of friends who can have fun anywhere, you’ll enjoy the rental."

Reviewed on 12 January 2025

Summer Castle: Pool, Game Room, BBQ - Pet Friendly
Stamford Suites
Stamford Suites
4 out of 5
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 (35 reviews)
Enjoyed our stay
"Room was really nice. Everything was clean & hotel staff was very nice!"

Reviewed on 2 June 2025

Stamford Suites
3BR Prime Luxury near NYC w Arcade Room
3BR Prime Luxury near NYC w Arcade Room
2 out of 5
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 ...
3BR Prime Luxury near NYC w Arcade Room
See all properties in Ossining
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.

Popular places to visit

Lovely spot in Westchester, NY

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.

Teatown Lake Reservation

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.

Sing Sing Correctional Facility

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.

Thomas J. Watson Research Center

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.

Sing Sing Prison Museum

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.

Travelers Rest

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.

Ossining Historical Society