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Find hotels in Ossining, NY from ¥14,871

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Compare 1,252 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Windrose On Hudson
3.0 star property
7.8 out of 10, Good, (54)
"Nice place to stay, very quiet and comfortable."
United States
Mariano
The price is ¥28,574
¥31,826 total
includes taxes & fees
Nov 9 - Nov 10
Windrose On Hudson
Foliage at Westchester Manor - Near Sleepy Hollow
2.0 star property
The price is ¥72,901
¥153,570 total
includes taxes & fees
Oct 27 - Oct 28
Foliage at Westchester Manor - Near Sleepy Hollow
Hyatt Regency Greenwich
4.0 star property
8.2 out of 10, Very Good, (1005)
"Great location "
United States
Audrey
The price is ¥28,382
¥32,640 total
includes taxes & fees
Nov 9 - Nov 10
Hyatt Regency Greenwich
DoubleTree by Hilton Stamford
3.5 star property
7.4 out of 10, Good, (1004)
"I just stayed one night, but it was pleasant"
United States
Laura
The price is ¥21,021
¥24,174 total
includes taxes & fees
Nov 23 - Nov 24
DoubleTree by Hilton Stamford
Sonesta Simply Suites Nanuet
2.5 star property
8.4 out of 10, Very Good, (1039)
"Great place to stay!!"
United States
Dimitri
The price is ¥14,886
¥17,324 total
includes taxes & fees
Nov 11 - Nov 12
Sonesta Simply Suites Nanuet
Sleepy Hollow Hotel
3.5 star property
6.8 out of 10, (1002)
"Would book here again"
United States
Francis
The price is ¥21,920
¥25,071 total
includes taxes & fees
Nov 23 - Nov 24
Sleepy Hollow Hotel
Ramada by Wyndham Bronx
3.0 star property
8.4 out of 10, Very Good, (1000)
"very good place to stay in"
United States
DAZHONG
The price is ¥21,660
¥25,388 total
includes taxes & fees
Nov 18 - Nov 19
Ramada by Wyndham Bronx
Overlook Lodge at Bear Mountain
2.5 star property
8.4 out of 10, Very Good, (1003)
"Clean room, easy parking"
United States
Cynthia
The price is ¥15,546
¥17,587 total
includes taxes & fees
Nov 9 - Nov 10
Overlook Lodge at Bear Mountain
Inn on the Hudson
2.0 star property
6.8 out of 10, (1003)
"The view and the staff were wonderful. The only criticism is that the whole place could use a face lift! "
United States
Elizabeth
The price is ¥17,318
¥19,808 total
includes taxes & fees
Oct 26 - Oct 27
Inn on the Hudson
The Abbey Inn & Spa
4.0 star property
9.2 out of 10, Wonderful, (209)
"Spa service was very good. Food amazing "
United States
Jason
The price is ¥41,207
¥54,080 total
includes taxes & fees
Oct 28 - Oct 29
The Abbey Inn & Spa
The Stamford Hotel
3.5 star property
7.8 out of 10, Good, (1127)
"Staff members in all areas of the hotel were very helpful and pleasant. Look forward to future stays "
United States
Raymond
The price is ¥22,422
¥25,785 total
includes taxes & fees
Nov 23 - Nov 24
The Stamford Hotel
Marriott Park Ridge
3.5 star property
8.8 out of 10, Excellent, (830)
"Great hotel"
United States
Christopher
The price is ¥20,630
¥23,648 total
includes taxes & fees
Nov 23 - Nov 24
Marriott Park Ridge
Amsterdam Hotel
2.0 star property
8.4 out of 10, Very Good, (1703)
"Very clean hotel for a quick stay."
United States
Edgar
Amsterdam Hotel
La Quinta Inn & Suites by Wyndham Stamford / New York City
3.0 star property
6.6 out of 10, (905)
"Very good parking options witth enjoyble breakfast"
United States
James
The price is ¥12,932
¥14,871 total
includes taxes & fees
Nov 23 - Nov 24
La Quinta Inn & Suites by Wyndham Stamford / New York City
Hampton Inn White Plains/Tarrytown
3.0 star property
8.0 out of 10, Very Good, (1237)
"Breakfast was great! "
United States
Hanan
The price is ¥19,895
¥22,754 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn White Plains/Tarrytown
DoubleTree by Hilton Hotel Nanuet
4.0 star property
8.8 out of 10, Excellent, (1014)
"Convenient location, close to highway, restaurants and shopping"
United States
Bridget
The price is ¥16,271
¥18,936 total
includes taxes & fees
Nov 20 - Nov 21
DoubleTree by Hilton Hotel Nanuet
Sheraton Tarrytown Hotel
3.5 star property
8.2 out of 10, Very Good, (1002)
"It was a nice place to stay"
United States
Amanda
The price is ¥23,217
¥26,553 total
includes taxes & fees
Nov 23 - Nov 24
Sheraton Tarrytown Hotel
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2 out of 10, Very Good, (1426)
"The rooms and the hospitality was amazing."
United States
Debra
The price is ¥20,623
¥23,588 total
includes taxes & fees
Nov 2 - Nov 3
Baymont by Wyndham White Plains - Elmsford
Comfort Inn Paramus - Hackensack
2.5 star property
8.8 out of 10, Excellent, (1026)
"The staff was friendly and courteous. "
United States
Kathleen
The price is ¥17,296
¥19,826 total
includes taxes & fees
Nov 16 - Nov 17
Comfort Inn Paramus - Hackensack
Armoni Inn & Suites
3.5 star property
6.0 out of 10, (2134)
"great place"
United States
Jemela
Armoni Inn & Suites
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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Sunset at the Ossining waterfront
Photo by Linda Zanetti
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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 Armoni Inn & Suites and Royal Regency Hotel. 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?
Armoni Inn & Suites: Offers complimentary wired internet access, a seasonal outdoor pool, and free self parking. Baymont by Wyndham White Plains - Elmsford and DoubleTree by Hilton Stamford 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 13 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 Teatown Lake Reservation, Depot Square, 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.

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