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Jan 14 - Jan 15
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Our top choices for Ossining hotels

Restaurant
Windrose On Hudson

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.2 out of 10, Very Good, (107 reviews)
"Clean room, staff were very welcoming"
United States
Semaj
The price is ₩262,113
₩291,928 total
includes taxes & fees
Feb 12 - Feb 13
Windrose On Hudson
House | 5 bedrooms
NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is ₩486,013
₩1,272,721 total
includes taxes & fees
Jan 21 - Jan 22
NEW 45 Wolden Rd Ossining NY 10562
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,004 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is ₩174,774
₩197,715 total
includes taxes & fees
Jan 19 - Jan 20
Overlook Lodge at Bear Mountain
View from property
Inn on the Hudson

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,001 reviews)
"They were wonderful. As much as the lay out may seem weird and inconveniencing I found it to be quite quaint. "
United States
NATASHA
The price is ₩130,713
₩149,498 total
includes taxes & fees
Feb 8 - Feb 9
Inn on the Hudson
Room, 2 Queen Beds, Accessible (Mobility/Hearing Impaired Accessible) | Premium bedding, desk, blackout drapes, iron/ironing board
La Quinta Inn & Suites by Wyndham Stamford / New York City

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, (1,074 reviews)
"Had a great stay there Staff is fantastic and always courteous room was clean "
United States
John
The price is ₩136,901
₩157,436 total
includes taxes & fees
Jan 19 - Jan 20
La Quinta Inn & Suites by Wyndham Stamford / New York City
Standard Room, 1 King Bed | Premium bedding, desk, iron/ironing board, free WiFi
Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.6 out of 10, Excellent, (1,001 reviews)
"Always a wonderful stay🙏"
United States
Sandra
Ardsley Acres Hotel Westchester
Exterior
The Abbey Inn & Spa

The Abbey Inn & Spa

The Abbey Inn & Spa
4.0 star property
Peekskill
9.2 out of 10, Wonderful, (235 reviews)
"Friendly staff and a great place to get away and recharge!"
United States
Ariana
The price is ₩414,978
₩541,829 total
includes taxes & fees
Jan 15 - Jan 16
The Abbey Inn & Spa
Room, Multiple Beds, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi
Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah
2.5 star property
Mahwah
7.4 out of 10, Good, (1,000 reviews)
"Easy parking, fast check-in "
United States
charkarmaly
The price is ₩111,106
₩127,350 total
includes taxes & fees
Feb 1 - Feb 2
Super 8 by Wyndham Mahwah
Daily cooked-to-order breakfast for a fee
DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah
4.0 star property
Mahwah
7.8 out of 10, Good, (943 reviews)
"Great rate, restful sleep, and courteous staff. "
United States
Martin
The price is ₩167,401
₩191,884 total
includes taxes & fees
Jan 20 - Jan 21
DoubleTree by Hilton Mahwah
Restaurant
The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton
3.5 star property
Downtown Stamford
8.8 out of 10, Excellent, (452 reviews)
"Very accommodating staff "
United States
Dutchie
The price is ₩250,926
₩288,565 total
includes taxes & fees
Jan 18 - Jan 19
The Lloyd Stamford, Tapestry Collection by Hilton
Terrace/patio
Courtyard by Marriott Mahwah

Courtyard by Marriott Mahwah

Courtyard by Marriott Mahwah
3.0 star property
Mahwah
8.2 out of 10, Very Good, (1,000 reviews)
"Can’t complain about anything! "
United States
Lennard
The price is ₩157,150
₩180,134 total
includes taxes & fees
Feb 1 - Feb 2
Courtyard by Marriott Mahwah
2 restaurants, American cuisine
Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
3.0 star property
Downtown Stamford
9.0 out of 10, Wonderful, (846 reviews)
"Great location, hotel was clean and modern Staff were great!"
United States
geraldine
The price is ₩342,205
₩393,536 total
includes taxes & fees
Jan 23 - Jan 24
Courtyard by Marriott Stamford Downtown
Pool views, open daily
HYATT house White Plains

HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.6 out of 10, Excellent, (1,007 reviews)
"This is an amazing hotel with friendly staff."
United States
Cesar A.
The price is ₩261,427
₩299,007 total
includes taxes & fees
Feb 14 - Feb 15
HYATT house White Plains
Interior
Royal Regency Hotel

Royal Regency Hotel

Royal Regency Hotel
3.5 star property
Northwest Yonkers
8.4 out of 10, Very Good, (2,449 reviews)
"Everything was great breakfast, room was very clean found parking easy and great staff"
United States
Taileene
The price is ₩145,400
₩178,552 total
includes taxes & fees
Jan 29 - Jan 30
Royal Regency Hotel
Bar (on property)
Hampton Inn & Suites Stamford

Hampton Inn & Suites Stamford

Hampton Inn & Suites Stamford
2.5 star property
West Side
8.6 out of 10, Excellent, (1,001 reviews)
"Good one night stay "
United States
Aaron
The price is ₩254,208
₩292,345 total
includes taxes & fees
Jan 18 - Jan 19
Hampton Inn & Suites Stamford
Free daily self-serve breakfast
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,002 reviews)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is ₩169,925
₩194,352 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Reception
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford
3.5 star property
Waterside
7.4 out of 10, Good, (1,003 reviews)
"Overall it was a good place to stay"
United States
Jacqueline
The price is ₩210,316
₩241,864 total
includes taxes & fees
Jan 22 - Jan 23
DoubleTree by Hilton Stamford
Exterior
Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area
2.5 star property
West Side
6.4 out of 10, (1,001 reviews)
"The hotel was affordable and suited our needs for our quick one night stopover. Staff was helpful, breakfast was good - we were happy with the experience."
United States
Peter
The price is ₩129,832
₩149,307 total
includes taxes & fees
Jan 23 - Jan 24
Super 8 by Wyndham Stamford/New York City Area
Lobby
Amsterdam Hotel

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1,732 reviews)
"Great Hotel"
United States
Debra
Amsterdam Hotel
Indoor pool, seasonal outdoor pool
Marriott Park Ridge

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (887 reviews)
"This hotel had everything we wanted. Pool/ hot tub, bar, restaurant and a room with a balcony. Wonderful staff and beautiful area."
United States
Jennifer
The price is ₩223,461
₩256,142 total
includes taxes & fees
Jan 17 - Jan 18
Marriott Park Ridge
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

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent
"Great service "
Marielvis Faviola 4-night trip
Posted 10 hours ago
Baymont by Wyndham White Plains - Elmsford

More cheap stays in Ossining

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY
The price is ₩131,080 per night from Jan 18 to Jan 19
₩131,080
₩152,544 total
Jan 18 - Jan 19
includes taxes & fees
8.2/10 Very Good! (1,012 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 Hampton Inn & Suites Yonkers and Ramada by Wyndham Bronx. 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.
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?
DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool, and free self parking. Sonesta White Plains Downtown and Hotel NoMa, Trademark Collection by Wyndham 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. In Ossining, there are 33 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, Merchants Square, and Pleasant 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.