Ossining Travel Guide

Tourist 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
Windrose On Hudson

Windrose On Hudson

2 out of 5
1 Old Albany Post Rd, Ossining, NY
The price is NZ$410 per night from 10 Aug to 11 Aug
NZ$410
10 Aug - 11 Aug
includes taxes & fees
Stay at this hotel in Ossining. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Van Cortlandt Manor and Croton Point Park are located ...
8/10 Very Good! (7 reviews)
"Staying the historic former GE Crottonville training center. The place is amazing. It wasn’t intended to be a hotel per se. It is way, way more than that. I think it is still looking for its footing as a hotel/corporate conference training center for public, so being able to stay here feels like ..."

Reviewed on 3 Aug. 2025

Windrose On Hudson
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
The price is NZ$243 per night from 1 Sept to 2 Sept
NZ$243
1 Sept - 2 Sept
includes taxes & fees
Stay at this 3-star business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,095 reviews)
"Great place to stay. Breakfast was good. Easy access to Highways."

Reviewed on 5 Aug. 2025

Hampton Inn White Plains/Tarrytown
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 NZ$276 per night from 17 Aug to 18 Aug
NZ$276
17 Aug - 18 Aug
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! (1,392 reviews)
"The staff are very welcoming and polite. The elevator door on one of the two elevators did not always open or shut properly. The rooms have a bit of a musty odour, likely because the bathroom venting is non existent. However, the hotel has done a wonderful job with their renovation. The place is ..."

Reviewed on 8 Aug. 2025

Baymont by Wyndham White Plains - Elmsford
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 ...
8/10 Very Good! (3 reviews)
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 Jan. 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. ...
5.6/10 (48 reviews)
"While the physical property is well maintained, generally it could use a facelift and update. Also, the windows have not been cleaned in some Time!"

Reviewed on 13 Jul. 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

Teatown Lake Reservation

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.

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 when you take a trip to Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area or visit its top-notch restaurants.

Thomas J. Watson Research Center

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

Sing Sing Prison Museum

You can spend time studying the exhibits at Sing Sing Prison Museum in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Sing Sing Prison Museum

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.

Hudson Hills Golf Course