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Feb 28 - Mar 1
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Mar 1 - Mar 2
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Mar 6 - Mar 8
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Mar 13 - Mar 15

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Our top choices for Ossining hotels

Restaurant

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.4 out of 10, Very Good, (116 reviews)
"Great staff"
United States
Timothy
The price is ₩247,315
₩275,447 total
includes taxes & fees
Mar 1 - Mar 2
Windrose On Hudson
Villa | 5 bedrooms

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is ₩755,210
₩1,570,982 total
includes taxes & fees
Mar 15 - Mar 16
NEW 45 Wolden Rd Ossining NY 10562
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
7.6 out of 10, Good, (12 reviews)
"The cleaning could have been better"
United States
Yuna
The price is ₩140,494
₩172,983 total
includes taxes & fees
Mar 8 - Mar 9
Comfort Suites Central Valley - Woodbury
Free buffet breakfast

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (330 reviews)
"We enjoyed our stay. "
United States
Anne
The price is ₩181,883
₩209,165 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Reception

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,002 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 ₩170,426
₩192,796 total
includes taxes & fees
Mar 2 - Mar 3
Overlook Lodge at Bear Mountain
Lobby sitting area

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (822 reviews)
"Clean room with very friendly and helpfull staff with a light breakfast "
United States
Christopher
The price is ₩185,335
₩200,874 total
includes taxes & fees
Mar 5 - Mar 6
Heidi's Inn
Lobby

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (547 reviews)
"Always great service and clean, comfy rooms. Breakfast is also decent every time, which isn’t always the case at hotels "
United States
Jared
The price is ₩181,382
₩196,573 total
includes taxes & fees
Mar 29 - Mar 30
Comfort Inn Brewster
Lobby

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very Good, (364 reviews)
"Our stay was awesome, clean, cozy and we slept well."
United States
Hidelisa
The price is ₩167,181
₩196,879 total
includes taxes & fees
Mar 1 - Mar 2
LIV Hotel Bronx - Newly Built
Terrace/patio

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,002 reviews)
"The staff was so friendly and accommodating and the hotel is well kept and very clean. "
United States
Victoria
The price is ₩230,719
₩265,334 total
includes taxes & fees
Mar 8 - Mar 9
Hotel Zero Degrees Danbury
Dinner served

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1,150 reviews)
"Clean room | Staff | Breakfast | Business-friendly"
United States
Eimy
The price is ₩144,862
₩166,591 total
includes taxes & fees
Mar 3 - Mar 4
Ethan Allen Hotel
Free daily continental breakfast

Springhill Suites By Marriott - Danbury

Springhill Suites By Marriott - Danbury
3.0 star property
Danbury
8.8 out of 10, Excellent, (864 reviews)
"great staff, clean room, excellent coffee"
United States
Carol
The price is ₩158,969
₩182,814 total
includes taxes & fees
Mar 5 - Mar 6
Springhill Suites By Marriott - Danbury
Free daily full breakfast

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,464 reviews)
"Great place to stay. "
United States
Omar
The price is ₩137,844
₩158,003 total
includes taxes & fees
Mar 9 - Mar 10
Hampton Inn & Suites Mahwah
Aerial view

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (675 reviews)
"Always a great stay. Easy access to West Point. Clean. It’s a great simple stay for your cadet to get off base for a day or two. "
United States
Stephanie
The price is ₩143,215
₩162,019 total
includes taxes & fees
Mar 29 - Mar 30
West Point Motel
Free toiletries, hair dryer, towels

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1,001 reviews)
"Very nice and friendly staff"
Canada
Sergii
The price is ₩158,397
₩181,563 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express Ramsey-Mahwah by IHG
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,001 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is ₩198,467
₩226,996 total
includes taxes & fees
Mar 8 - Mar 9
Hotel MTK Mount Kisco
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,064 reviews)
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is ₩152,320
₩187,544 total
includes taxes & fees
Mar 8 - Mar 9
Hampton Inn Harriman Woodbury
Reception

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
7.0 out of 10, Good, (84 reviews)
"excellent"
United States
Barbara
The price is ₩192,051
₩213,877 total
includes taxes & fees
Mar 12 - Mar 13
Dream Hotel Bronx
Exterior

Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
3.0 star property
Danbury
8.2 out of 10, Very Good, (362 reviews)
"Clean room, good breakfast."
United States
Mariela
The price is ₩161,996
₩186,296 total
includes taxes & fees
Mar 19 - Mar 20
Residence Inn Marriott Danbury
Business center

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,000 reviews)
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is ₩137,415
₩169,209 total
includes taxes & fees
Mar 2 - Mar 3
Americas Best Value Inn at Central Valley-Woodbury
Exterior

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,003 reviews)
"Great place to stay. Great Custumer service and very comfortable rooms."
United States
Samir
The price is ₩163,265
₩189,998 total
includes taxes & fees
Mar 9 - Mar 10
Crowne Plaza Suffern - Mahwah by IHG
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.
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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.
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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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Main building at Maryknoll
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

Sonesta White Plains Downtown

Sonesta White Plains Downtown

10/10 Excellent
"Great place"
Johnathan 2-night trip
Posted 2 days ago
Sonesta White Plains Downtown

More cheap stays in Ossining

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet

20 Overlook Blvd Nanuet NY
The price is ₩132,404 per night from Mar 1 to Mar 2
₩132,404
₩154,086 total
Mar 1 - Mar 2
includes taxes & fees
8.4/10 Very Good! (1,105 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 DoubleTree by Hilton Hotel Nanuet. See all available top hotels, or 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: Offers daily, an indoor pool, and complimentary wired internet access. DoubleTree by Hilton Hotel Nanuet and Sonesta White Plains Downtown 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, 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.