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Ossining hotels from RM408

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4 Dec - 5 Dec
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5 Dec - 6 Dec
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5 Dec - 7 Dec
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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, (95)
"Clean rooms, quiet, beautiful grounds"
United States
patricia
The price is RM602
RM670 total
includes taxes & fees
14 Dec - 15 Dec
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 RM1,747
RM3,890 total
includes taxes & fees
8 Dec - 9 Dec
Foliage at Westchester Manor - Near Sleepy Hollow
Lobby
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1002)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is RM435
RM507 total
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Hotel Nanuet
Property amenity
Hampton Inn Paramus

Hampton Inn Paramus

2.5 star property
Paramus
9.2 out of 10, Wonderful, (966)
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
The price is RM458
RM525 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Paramus
Lobby
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4.0 star property
Old Greenwich
8.4 out of 10, Very good, (1002)
"It’s was a very relaxing stay. Can’t wait to go back!"
United States
Eleni
The price is RM731
RM841 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Regency Greenwich
Reception
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 star property
Waterside
7.4 out of 10, Good, (1000)
"All of the staff were very friendly and helpful"
United States
ondre
The price is RM584
RM672 total
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree by Hilton Stamford
Jetted bathtub
Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

3.0 star property
Bronx
8.4 out of 10, Very good, (1003)
"Enjoyed stay. One of my favorite places to stay!"
United States
Hopeton
The price is RM553
RM649 total
includes taxes & fees
5 Jan - 6 Jan 2026
Ramada by Wyndham Bronx
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

4.0 star property
Peekskill
9.2 out of 10, Wonderful, (225)
"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 RM1,163
RM1,518 total
includes taxes & fees
11 Dec - 12 Dec
The Abbey Inn & Spa
Front of property
Amsterdam Hotel

Amsterdam Hotel

2.0 star property
Downtown Stamford
8.4 out of 10, Very good, (1724)
"Staff was very friendly. "
United States
Mary
Amsterdam Hotel
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1003)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is RM490
RM554 total
includes taxes & fees
7 Dec - 8 Dec
Overlook Lodge at Bear Mountain
Meeting facility
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3.0 star property
Elmsford
8.0 out of 10, Very good, (1284)
"Will definitely stay again"
United States
Elainne
The price is RM497
RM568 total
includes taxes & fees
5 Jan - 6 Jan 2026
Hampton Inn White Plains/Tarrytown
Aerial view
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 star property
Tarrytown
6.8 out of 10, (1002)
"excellent place "
United States
Boruch
The price is RM504
RM577 total
includes taxes & fees
7 Dec - 8 Dec
Sleepy Hollow Hotel
Lobby
The Stamford Hotel

The Stamford Hotel

3.5 star property
Downtown Stamford
7.8 out of 10, Good, (1115)
"Very good place to stay "
United States
Miguel
The price is RM429
RM494 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Stamford Hotel
Terrace/patio
Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

2.5 star property
Nanuet
8.2 out of 10, Very good, (1000)
"Great place"
United States
Andrea
The price is RM455
RM529 total
includes taxes & fees
8 Dec - 9 Dec
Sonesta Simply Suites Nanuet
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, (1001)
"The location is great and convenient! The staff is very kind and attentive!"
United States
Cruz
The price is RM355
RM408 total
includes taxes & fees
23 Dec - 24 Dec
La Quinta Inn & Suites by Wyndham Stamford / New York City
Indoor pool, seasonal outdoor pool
Marriott Park Ridge

Marriott Park Ridge

3.5 star property
Park Ridge
8.8 out of 10, Excellent, (860)
"Great hotel"
United States
Christopher
The price is RM556
RM638 total
includes taxes & fees
14 Dec - 15 Dec
Marriott Park Ridge
Exterior
Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

3.5 star property
Tarrytown
8.4 out of 10, Very good, (1001)
"Very awsome hotel!!! It had charm!"
United States
kimberli
The price is RM556
RM636 total
includes taxes & fees
14 Dec - 15 Dec
Sheraton Tarrytown Hotel
View from property
Inn on the Hudson

Inn on the Hudson

2.0 star property
Peekskill
6.8 out of 10, (1001)
"Always a pleasant place "
United States
Abner
The price is RM366
RM419 total
includes taxes & fees
7 Dec - 8 Dec
Inn on the Hudson
Daily full breakfast (USD 18 per person)
Ethan Allen Hotel

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1073)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
Free daily self-service 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, (1457)
"Great experience can’t wait to come back "
United States
Marvin
The price is RM532
RM608 total
includes taxes & fees
10 Dec - 11 Dec
Baymont by Wyndham White Plains - Elmsford
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

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

Teatown Lake Reservation

This 1,000-acre nature preserve features diverse ecosystems along scenic trails. Explore the floating boardwalk across the lake for wildlife viewing and see the island's native wildflower collection.
See properties
Rest stop area beside interstate highway where travelers rest and sight see Tioga Reservoir and Dam in Pennsylvania New York state border

Travelers Rest

This historic former stagecoach stop serves exceptional American and German cuisine in elegant, fireplace-lit dining rooms. Stroll through the landscaped gardens with waterfalls before your memorable meal.
See properties

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.

See all hotels in Ossining
Main building at Maryknoll
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

Windrose On Hudson

Windrose On Hudson

10/10 Excellent
"We stayed here for the Thanksgiving holiday. We never ate anything but took advantage of the “Grab and Go” coffee station. Also, we used the INCREDIBLE, EPIC gym!! "
Susan 3-night trip
Posted 18 hours ago
Windrose On Hudson

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 RM532 per night from 10 Dec to 11 Dec
RM532
RM608 total
10 Dec - 11 Dec
includes taxes & fees
8.2/10 Very Good! (1,478 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 Sonesta White Plains Downtown and Royal Regency Hotel. 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?
Sonesta White Plains Downtown: Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Tarrytown House Estate and DoubleTree by Hilton Hotel Nanuet 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. In Ossining, there are 13 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 Teatown Lake Reservation, Kitchawan Preserve and Merchants Square. 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.

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