Ossining

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
Windrose On Hudson

Windrose On Hudson

3 out of 5
1 Old Albany Post Rd, Ossining, NY
The price is CA $227 per night from Aug 28 to Aug 29
CA $227
CA $253 total
Aug 28 - Aug 29
includes taxes & fees
Stay at this 3-star hotel in Ossining. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Van Cortlandt Manor and Croton Point Park ...
8.2/10 Very Good! (9 reviews)
"Only one night so did not use the amenities. The refrigerator in the room died in the night so lost my leftovers. The room was clean and the staff was helpful. The shower function was strange. I would stay there again."

Reviewed on Aug. 12, 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 CA $175 per night from Sep 1 to Sep 2
CA $175
CA $200 total
Sep 1 - Sep 2
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! (1,137 reviews)
"The entrance and outside decor needs to be updated."

Reviewed on Aug. 25, 2025

Hampton Inn White Plains/Tarrytown
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
The price is CA $149 per night from Sep 1 to Sep 2
CA $149
CA $183 total
Sep 1 - Sep 2
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! (2,219 reviews)
"Great location, very clean"

Reviewed on Aug. 24, 2025

Royal Regency Hotel
See all 1,214 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 Jan. 12, 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 (49 reviews)
"Excellent sleep"

Reviewed on Aug. 17, 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 ...
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

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 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 quaint 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

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 browsing the exhibits at Sing Sing Prison Museum during your travels 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 louann ohora

Croton-on-Hudson

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Yorktown Heights

Photo by louann ohora

Maryknoll