Photo by Linda Zanetti

Ossining Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Ossining hotels

Windrose On Hudson

2.0 star property
8.4 out of 10, Very good, (9)
"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 I have a 6 Sigma training with Neutron Jack at 8:AM. The place is something to see for yourself hurry!!"
The price is €208
includes taxes & fees
19 Aug - 20 Aug
Windrose On Hudson

Hyatt Regency Greenwich

4.0 star property
8.2 out of 10, Very good, (1003)
"Nice hotel"
The price is €172
includes taxes & fees
31 Aug - 1 Sept
Hyatt Regency Greenwich

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1002)
"Would like to stay here again."
The price is €134
includes taxes & fees
25 Aug - 26 Aug
Overlook Lodge at Bear Mountain

Sheraton Tarrytown Hotel

3.5 star property
8.2 out of 10, Very good, (1002)
"Comfortable stay."
The price is €140
includes taxes & fees
24 Aug - 25 Aug
Sheraton Tarrytown Hotel

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (195)
"Great quaint hotel "
The price is €315
includes taxes & fees
17 Aug - 18 Aug
The Abbey Inn & Spa

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1638)
"great value, really nice staff"
Amsterdam Hotel

Marriott Park Ridge

3.5 star property
8.8 out of 10, Excellent, (771)
"Loved the place."
The price is €140
includes taxes & fees
17 Aug - 18 Aug
Marriott Park Ridge

The Stamford Hotel

3.5 star property
7.8 out of 10, Good, (1099)
"Great stay "
The price is €120
includes taxes & fees
28 Aug - 29 Aug
The Stamford Hotel

Westchester Marriott

4.5 star property
8.8 out of 10, Excellent, (336)
"Great stay - would def stay there again!"
The price is €164
includes taxes & fees
28 Aug - 29 Aug
Westchester Marriott

Sleepy Hollow Hotel

3.5 star property
6.6 out of 10, (1002)
"Great stay!"
The price is €171
includes taxes & fees
14 Sept - 15 Sept
Sleepy Hollow Hotel

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1006)
"Comfortable bed, nice bathroom, great staff!"
The price is €117
includes taxes & fees
1 Sept - 2 Sept
DoubleTree by Hilton Hotel Nanuet

La Quinta Inn & Suites by Wyndham Stamford / New York City

3.0 star property
6.6 out of 10, (714)
"It was great wonderful staff"
The price is €87
includes taxes & fees
7 Sept - 8 Sept
La Quinta Inn & Suites by Wyndham Stamford / New York City

Inn on the Hudson

2.0 star property
6.8 out of 10, (1002)
"Good for a short stay, nice place, easy to and from train station"
The price is €111
includes taxes & fees
17 Aug - 18 Aug
Inn on the Hudson

Sonesta Simply Suites Nanuet

2.5 star property
8.4 out of 10, Very good, (1001)
"It a clean, quiet, and convenient place. Great for families."
The price is €104
includes taxes & fees
1 Sept - 2 Sept
Sonesta Simply Suites Nanuet

Courtyard by Marriott Tarrytown Westchester County

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Nice hotel"
The price is €157
includes taxes & fees
24 Aug - 25 Aug
Courtyard by Marriott Tarrytown Westchester County

Ramada by Wyndham Bronx

3.0 star property
8.4 out of 10, Very good, (1000)
"Great Hotel"
The price is €145
includes taxes & fees
18 Aug - 19 Aug
Ramada by Wyndham Bronx

Hampton Inn White Plains/Tarrytown

3.0 star property
8.0 out of 10, Very good, (1109)
"Easy check in and breakfast was amazing"
The price is €124
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn White Plains/Tarrytown

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2.5 star property
8.8 out of 10, Excellent, (847)
"the beds were very comfortable, "
The price is €194
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1011)
"Great hotel"
The price is €99
includes taxes & fees
24 Aug - 25 Aug
Ethan Allen Hotel

SpringHill Suites by Marriott Tarrytown Westchester County

3.0 star property
8.4 out of 10, Very good, (1005)
"Decent hotel."
The price is €157
includes taxes & fees
17 Aug - 18 Aug
SpringHill Suites by Marriott Tarrytown Westchester County
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.
Save an average of 15% on thousands of hotels when you're signed in

Near an Attraction

Sing Sing Prison Museum

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.

Ossining Historical Society

Ossining Historical Society

You can spend an afternoon exploring the galleries in Ossining Historical Society during your trip to Ossining. Stroll along the riverfront in this quaint area or visit its top-notch restaurants.

Learn more about Ossining

Sing Sing Prison Museum offers a fascinating glimpse into America's most notorious correctional facility, with guided tours by former officers. Hike the scenic Old Croton Aqueduct Trail and then grab lunch at one of the diverse restaurants along the Hudson River waterfront.

Photo by Linda Zanetti
Open Photo by Linda Zanetti

Top Ossining Hotel Reviews

Frequently asked questions

Where is the best place to stay in Ossining?

Windrose On Hudson is one of the top choices for your stay based on our traveller data. This hotel offers free parking and a fitness centre. Other good options for your visit to the area are Hampton Inn White Plains/Tarrytown and Baymont by Wyndham White Plains - Elmsford. See all available top hotels, or vacation rentals in Ossining.

What are some of the best holiday rentals that Ossining has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Ossining is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. See all vacation rentals in Ossining.

If I need to cancel my hotel reservation in Ossining, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.

What are some accommodation options with pools in Ossining?

Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. Armoni Inn & Suites and Sonesta White Plains Downtown are a couple of other choices with an on-site pool. View all hotels with pools in Ossining.

What's it like to stay in Ossining?

Visitors can enjoy all that Ossining has to offer, including the restaurants, parks and golf courses. Tourists can also enjoy the city's university setting, monuments and museums. A top sight in the area is Woodbury Common Premium Outlets. In Ossining, there are 9 hotels and other accommodation options to choose from. Find out more about Ossining.

What should I do while I'm visiting Ossining?

Cultural venues include Sing Sing Prison Museum and Ossining Historical Society. Landmarks like Sing Sing Correctional Facility, Thomas J. Watson Research Center and Ossining Public Library might be worth a visit. Natural beauty is on display at Depot Square, Teatown Lake Reservation and Kitchawan Preserve. Take a look at what more there is to see and do in Expedia's Ossining guide.

What's the best way to get around Ossining?

To venture out into the surrounding area, take a train from Ossining Station. If you want to venture out around the area, you may want a rental car in Ossining for your journey.

What's the weather like in Ossining?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Ossining is 1302 mm.