Photo by Linda Zanetti

Find hotels in Ossining, NY from AED 272

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Compare 1,205 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Windrose On Hudson

2.0 star property
8.4 out of 10, Very Good, (8)
"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 AED 915
AED 1,019 total
includes taxes & fees
14 Aug - 15 Aug
Windrose On Hudson

Hyatt Regency Greenwich

4.0 star property
8.2 out of 10, Very Good, (1003)
"Great stay!"
The price is AED 643
AED 739 total
includes taxes & fees
31 Aug - 1 Sep
Hyatt Regency Greenwich

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1001)
"Would like to stay here again."
The price is AED 433
AED 490 total
includes taxes & fees
25 Aug - 26 Aug
Overlook Lodge at Bear Mountain

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (193)
"Great quaint hotel "
The price is AED 1,038
AED 1,355 total
includes taxes & fees
24 Aug - 25 Aug
The Abbey Inn & Spa

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very Good, (1628)
"Good value, clean near town restaurants."
Amsterdam Hotel

Marriott Park Ridge

3.5 star property
8.8 out of 10, Excellent, (764)
"Loved the place."
The price is AED 526
AED 603 total
includes taxes & fees
10 Aug - 11 Aug
Marriott Park Ridge

Sheraton Tarrytown Hotel

3.5 star property
8.2 out of 10, Very Good, (1003)
"Nice property for family staying "
The price is AED 528
AED 603 total
includes taxes & fees
17 Aug - 18 Aug
Sheraton Tarrytown Hotel

The Stamford Hotel

3.5 star property
7.8 out of 10, Good, (1092)
"Great hotel"
The price is AED 500
AED 574 total
includes taxes & fees
13 Aug - 14 Aug
The Stamford Hotel

Sleepy Hollow Hotel

3.5 star property
6.6 out of 10, (1000)
"Great stay!"
The price is AED 644
AED 736 total
includes taxes & fees
7 Sep - 8 Sep
Sleepy Hollow Hotel

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1008)
"Comfortable bed, nice bathroom, great staff!"
The price is AED 434
AED 505 total
includes taxes & fees
1 Sep - 2 Sep
DoubleTree by Hilton Hotel Nanuet

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

3.0 star property
6.6 out of 10, (686)
"The service was wonderful, I enjoyed the breakfast and the convenience of the diner."
The price is AED 314
AED 361 total
includes taxes & fees
26 Aug - 27 Aug
La Quinta Inn & Suites by Wyndham Stamford / New York City

Westchester Marriott

4.5 star property
8.8 out of 10, Excellent, (332)
"Great stay - would def stay there again!"
The price is AED 615
AED 703 total
includes taxes & fees
14 Aug - 15 Aug
Westchester Marriott

Inn on the Hudson

2.0 star property
6.8 out of 10, (1000)
"Good for a short stay, nice place, easy to and from train station"
The price is AED 419
AED 479 total
includes taxes & fees
10 Aug - 11 Aug
Inn on the Hudson

Ramada by Wyndham Bronx

3.0 star property
8.4 out of 10, Very Good, (1000)
"Great Hotel"
The price is AED 540
AED 633 total
includes taxes & fees
18 Aug - 19 Aug
Ramada by Wyndham Bronx

Sonesta Simply Suites Nanuet

2.5 star property
8.4 out of 10, Very Good, (1007)
"It a clean, quiet, and convenient place. Great for families."
The price is AED 372
AED 432 total
includes taxes & fees
31 Aug - 1 Sep
Sonesta Simply Suites Nanuet

Courtyard by Marriott Tarrytown Westchester County

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Nice hotel"
The price is AED 591
AED 676 total
includes taxes & fees
17 Aug - 18 Aug
Courtyard by Marriott Tarrytown Westchester County

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2.5 star property
8.8 out of 10, Excellent, (845)
"the beds were very comfortable, "
The price is AED 731
AED 836 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hampton Inn White Plains/Tarrytown

3.0 star property
8.0 out of 10, Very Good, (1093)
"Easy check in and breakfast was amazing"
The price is AED 465
AED 532 total
includes taxes & fees
1 Sep - 2 Sep
Hampton Inn White Plains/Tarrytown

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1010)
"Great hotel"
The price is AED 372
AED 427 total
includes taxes & fees
10 Aug - 11 Aug
Ethan Allen Hotel

Royal Hotel Bronx

2.0 star property
5.8 out of 10, (172)
"I like the location of the hotel since it close to subway "
Royal Hotel Bronx
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.
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Stay near popular Ossining attractions

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

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 Baymont by Wyndham White Plains - Elmsford and Hampton Inn White Plains/Tarrytown. 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. Offers daily, an indoor pool, and complimentary wired internet access. Sonesta White Plains Downtown and Hyatt Regency Greenwich 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, Ossining Dog Park, and Teatown Lake Reservation. 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.