Photo by Linda Zanetti

Find hotels in Ossining, NY from ¥12,431

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Compare 1,214 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Ossining hotels

Windrose On Hudson

3.0 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 ¥32,353
¥36,033 total
includes taxes & fees
Aug 28 - Aug 29
Windrose On Hudson

Marriott Park Ridge

3.5 star property
8.8 out of 10, Excellent, (780)
"Great place for an overnight. The pool & room were clean. The staff was amazing. "
The price is ¥21,042
¥24,120 total
includes taxes & fees
Aug 31 - Sep 1
Marriott Park Ridge

Hyatt Regency Greenwich

4.0 star property
8.2 out of 10, Very Good, (1019)
"Good hotel."
The price is ¥29,241
¥33,627 total
includes taxes & fees
Sep 11 - Sep 12
Hyatt Regency Greenwich

Sheraton Tarrytown Hotel

3.5 star property
8.2 out of 10, Very Good, (1012)
"Comfortable stay."
The price is ¥22,477
¥25,707 total
includes taxes & fees
Sep 4 - Sep 5
Sheraton Tarrytown Hotel

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (198)
"Great quaint hotel "
The price is ¥41,741
¥54,500 total
includes taxes & fees
Aug 28 - Aug 29
The Abbey Inn & Spa

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1009)
"The Overlook Lodge is a wonderful property nestled in the woods and yet close to the Inn for dining. Our room was spacious and the beds were very comfortable. "
The price is ¥22,101
¥25,002 total
includes taxes & fees
Aug 28 - Aug 29
Overlook Lodge at Bear Mountain

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very Good, (1651)
"Amazing staff, and very affordable"
Amsterdam Hotel

Westchester Marriott

4.5 star property
8.8 out of 10, Excellent, (349)
"Very nice hotel, very spacious rooms, nice and clean. "
The price is ¥24,598
¥28,133 total
includes taxes & fees
Aug 28 - Aug 29
Westchester Marriott

The Stamford Hotel

3.5 star property
7.8 out of 10, Good, (1109)
"We enjoyed our stay 😃"
The price is ¥25,817
¥29,689 total
includes taxes & fees
Aug 27 - Aug 28
The Stamford Hotel

Courtyard by Marriott Tarrytown Westchester County

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Good location, convenient to Tarrytown and Sleepy Hollow"
The price is ¥24,980
¥28,569 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard by Marriott Tarrytown Westchester County

Sonesta Simply Suites Nanuet

2.5 star property
8.4 out of 10, Very Good, (1003)
"Very nice rooms & staff. Great area to walk my puppy. Lots of parking."
The price is ¥15,445
¥17,975 total
includes taxes & fees
Sep 1 - Sep 2
Sonesta Simply Suites Nanuet

Sleepy Hollow Hotel

3.5 star property
6.8 out of 10, (1005)
"We really enjoyed our stay "
The price is ¥25,882
¥29,603 total
includes taxes & fees
Sep 24 - Sep 25
Sleepy Hollow Hotel

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

3.0 star property
6.6 out of 10, (751)
"It was great wonderful staff"
The price is ¥13,665
¥15,715 total
includes taxes & fees
Sep 14 - Sep 15
La Quinta Inn & Suites by Wyndham Stamford / New York City

Ramada by Wyndham Bronx

3.0 star property
8.4 out of 10, Very Good, (1002)
"Nice place to stay for an overnight."
The price is ¥24,480
¥28,604 total
includes taxes & fees
Sep 2 - Sep 3
Ramada by Wyndham Bronx

SpringHill Suites by Marriott Tarrytown Westchester County

3.0 star property
8.4 out of 10, Very Good, (1002)
"Decent hotel."
The price is ¥21,108
¥24,141 total
includes taxes & fees
Aug 31 - Sep 1
SpringHill Suites by Marriott Tarrytown Westchester County

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1006)
"Great hotel"
The price is ¥13,932
¥16,021 total
includes taxes & fees
Sep 7 - Sep 8
Ethan Allen Hotel

Inn on the Hudson

2.0 star property
6.8 out of 10, (1006)
"Lovely location and view. Very nice folks and clean and helpful. "
The price is ¥16,751
¥19,159 total
includes taxes & fees
Aug 27 - Aug 28
Inn on the Hudson

Hampton Inn White Plains/Tarrytown

3.0 star property
7.8 out of 10, Good, (1138)
"Easy check in and breakfast was amazing"
The price is ¥18,610
¥21,285 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn White Plains/Tarrytown

Fairfield Inn & Suites Mahwah

2.5 star property
8.2 out of 10, Very Good, (1005)
"Very nice hotel."
The price is ¥14,841
¥17,012 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn & Suites Mahwah

Royal Hotel Bronx

2.0 star property
6.0 out of 10, (202)
"My stay was great"
Royal Hotel Bronx
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Stay near popular Ossining attractions

Teatown Lake Reservation
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.

Sing Sing Correctional Facility

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.

Thomas J. Watson Research Center

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.

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.

Sunset at the Ossining waterfront
Photo by Linda Zanetti
Open Photo by Linda Zanetti

Top Ossining Hotel Reviews

More cheap stays in Ossining

More cheap stays in Ossining

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 traveler data. This hotel offers free parking and a fitness center. Other good choices 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 vacation rentals that Ossining has to offer?

3BR Prime Luxury near NYC w Arcade Room: You might want to consider this vacation rental near Ossining, which is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation 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! You'll find that most hotel room reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.

Where can I learn more about changing or cancelling my trip to Ossining?

For more information about rescheduling or cancelling your trip to Ossining, head over to our customer service page.

Where is the best place to stay with easy access to Ossining Historical Society?

La Quinta Inn & Suites by Wyndham White Plains - Elmsford is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. You'll find it 6.8 mi (11 km) from Ossining Historical Society. Other good choices in the area include Comfort Inn & Suites and Crabtree's Kittle House Restaurant & Inn.

What about the best place to stay near Hudson Hills Golf Course?

One of the top choices for your stay is Crabtree's Kittle House Restaurant & Inn, located 4.1 mi (6.6 km) from Hudson Hills Golf Course, and this 3.5-star B&B offers free breakfast and a restaurant. Holiday Inn Mt. Kisco, an IHG Hotel, located 5.1 mi (8.2 km) away, is another good choice for your stay.

What are some accommodations with pools in Ossining?

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

What's the best place to stay near Westchester County Airport (HPN)?

Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.

How is it 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 accommodations to choose from. Find out more about Ossining.

What is there to see in 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. Check out what more to see and do in Expedia's Ossining guide.

How can I get around Ossining?

To venture out into the surrounding area, hop on a train at 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 temp of 71°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Ossining is 51 inches.