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 £188 per night from 5 Aug to 6 Aug
£188
5 Aug - 6 Aug
includes taxes & fees
Stay at this hotel in Ossining. Enjoy free Wi-Fi, free parking and a fitness centre. 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
Armoni Inn & Suites

Armoni Inn & Suites

3.5 out of 5
329 Route 303, Orangeburg, NY
The price is £60 per night from 2 Sept to 3 Sept
£60
2 Sept - 3 Sept
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Orangeburg. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the clean rooms and the overall ...
6/10 (1,984 reviews)
Nice last-minute booking
"It was your basic last minute motel booking nice enough to spend the night if you have to clean rooms despite the outside of appearance, but don’t make it your first pick restaurant closed bar closed, but on the high side pool is beautiful and open and open late."

Reviewed on 28 Jul 2025

Armoni Inn & Suites
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 £124 per night from 17 Aug to 18 Aug
£124
17 Aug - 18 Aug
includes taxes & fees
Stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
8.2/10 Very Good! (1,383 reviews)
Visit stay
"For me it was close to the hospital and the staff at the hotel was friendly and gave me a good suggestions for places to eat."

Reviewed on 29 Jul 2025

Baymont by Wyndham White Plains - Elmsford
See all 1,205 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, NY
Stay at this family-friendly holiday home in Ossining. Enjoy free Wi-Fi, private pools and a water park. Popular attractions Sing Sing Prison Museum and Ossining ...
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 Wi-Fi and free parking. Our guests praise the helpful staff in their ...
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 holiday home in Yonkers. Enjoy free Wi-Fi, 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

Cities near Ossining

Photo by Geo M

Briarcliff Manor

Photo by louann ohora

Croton-on-Hudson

Photo by louann ohora

Yorktown Heights