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Ossining Hotels

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Nov 16 - Nov 17
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Nov 17 - Nov 18
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Nov 21 - Nov 23
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Top 10 trending Ossining hotels

Terrace/patio
Windrose On Hudson

Windrose On Hudson

3.0 star property
Ossining
8.0 out of 10, Very Good, (83)
"Clean rooms, quiet, beautiful grounds"
United States
patricia
The price is P9,997
P11,135 total
includes taxes & fees
Nov 30 - Dec 1
Windrose On Hudson
5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
The price is P29,401
P60,799 total
includes taxes & fees
Nov 25 - Nov 26
Foliage at Westchester Manor - Near Sleepy Hollow
Lobby
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4.0 star property
Old Greenwich
8.2 out of 10, Very Good, (1001)
"It’s was a very relaxing stay. Can’t wait to go back!"
United States
Eleni
The price is P12,343
P14,194 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Greenwich
Reception
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 star property
Waterside
7.4 out of 10, Good, (1005)
"All of the staff were very friendly and helpful"
United States
ondre
The price is P9,152
P10,525 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Stamford
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1000)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is P6,102
P7,101 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Hotel Nanuet
Terrace/patio
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 star property
Nanuet
8.4 out of 10, Very Good, (1010)
"Great place"
United States
Andrea
The price is P6,614
P7,697 total
includes taxes & fees
Nov 30 - Dec 1
Sonesta Simply Suites Nanuet
Jetted tub
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

3.0 star property
Bronx
8.4 out of 10, Very Good, (1009)
"Enjoyed stay. One of my favorite places to stay!"
United States
Hopeton
The price is P7,981
P9,365 total
includes taxes & fees
Nov 23 - Nov 24
Ramada by Wyndham Bronx
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1007)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
The price is P7,028
P7,950 total
includes taxes & fees
Nov 17 - Nov 18
Overlook Lodge at Bear Mountain
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

4.0 star property
Peekskill
9.2 out of 10, Wonderful, (218)
"The staff, the room, the restaurant and bar were all excellent. The Abby is a special place. Beautiful architecture, great art! Location can’t be beat. "
United States
Lya
The price is P16,686
P21,787 total
includes taxes & fees
Nov 19 - Nov 20
The Abbey Inn & Spa
Front of property
Amsterdam Hotel

Amsterdam Hotel

2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1718)
"Nice clean room, courteous staff and good breakfast"
United States
Christine
Amsterdam Hotel
Meeting facility
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3.0 star property
Elmsford
8.0 out of 10, Very Good, (1269)
"Friendly staff. "
United States
Kimberly
The price is P7,512
P8,592 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn White Plains/Tarrytown
Breakfast and dinner served, American cuisine
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 star property
Tarrytown
6.8 out of 10, (1004)
"Was a good stay."
United States
Kelly
The price is P7,294
P8,343 total
includes taxes & fees
Nov 30 - Dec 1
Sleepy Hollow Hotel
Property amenity
Hampton Inn Paramus

Hampton Inn Paramus

2.5 star property
Paramus
9.2 out of 10, Wonderful, (963)
"Great staff clean location and convenient! Great experience overall! "
Canada
Ionut
The price is P7,039
P8,069 total
includes taxes & fees
Nov 23 - Nov 24
Hampton Inn Paramus
View from property
Inn on the Hudson

Inn on the Hudson

2.0 star property
Peekskill
6.8 out of 10, (1004)
"Always a pleasant place "
United States
Abner
The price is P5,256
P6,011 total
includes taxes & fees
Nov 30 - Dec 1
Inn on the Hudson
Indoor pool, seasonal outdoor pool
Marriott Park Ridge

Marriott Park Ridge

3.5 star property
Park Ridge
8.8 out of 10, Excellent, (843)
"Great hotel"
United States
Christopher
The price is P7,984
P9,152 total
includes taxes & fees
Nov 23 - Nov 24
Marriott Park Ridge
Breakfast, lunch and dinner served
La Quinta Inn & Suites by Wyndham Stamford / New York City

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

3.0 star property
Waterside
6.6 out of 10, (953)
"Very good parking options witth enjoyble breakfast"
United States
James
The price is P5,536
P6,367 total
includes taxes & fees
Dec 7 - Dec 8
La Quinta Inn & Suites by Wyndham Stamford / New York City
Lobby
The Stamford Hotel

The Stamford Hotel

3.5 star property
Downtown Stamford
7.8 out of 10, Good, (1121)
"We enjoyed our stay 😃"
United States
Jacqueline
The price is P6,973
P8,019 total
includes taxes & fees
Nov 23 - Nov 24
The Stamford Hotel
Exterior
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1002)
"Very awsome hotel!!! It had charm!"
United States
kimberli
The price is P7,981
P9,129 total
includes taxes & fees
Nov 23 - Nov 24
Sheraton Tarrytown Hotel
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 star property
Elmsford
8.2 out of 10, Very Good, (1452)
"The rooms and the hospitality was amazing."
United States
Debra
The price is P7,981
P9,129 total
includes taxes & fees
Nov 23 - Nov 24
Baymont by Wyndham White Plains - Elmsford
Daily full breakfast (USD 18 per person)
Ethan Allen Hotel

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1042)
"Great stay, very clean, beautiful hotel"
United States
JOHN
Ethan Allen Hotel
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

Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border

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.
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Lovely spot in Westchester, NY
Photo by louann ohora
Open Photo by louann ohora

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.
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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.

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

Top Ossining Hotel Reviews

Hilltop Inn & Suites

Hilltop Inn & Suites

10/10 Excellent
"Quite , clean convient "
John 1-night trip
Posted 2 days ago
Hilltop Inn & Suites

More cheap stays in Ossining

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

540 Saw Mill River Rd Elmsford NY
The price is P7,981 per night from Nov 23 to Nov 24
P7,981
P9,129 total
Nov 23 - Nov 24
includes taxes & fees
8.2/10 Very Good! (1,446 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 DoubleTree by Hilton Stamford 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 home 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.
What are some accommodations with pools in Ossining?
DoubleTree by Hilton Stamford: Offers complimentary wired internet access, an indoor pool, and LCD televisions. Armoni Inn & Suites and Tarrytown House Estate are a couple of other choices that feature an onsite pool. View all hotels with pools in Ossining.
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. 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 Ossining Historical Society and Sing Sing Prison Museum. 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, Kitchawan Preserve, and Merchants Square. 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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