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Check prices for these dates

Tonight
Mar 16 - Mar 17
Tomorrow
Mar 17 - Mar 18
This weekend
Mar 20 - Mar 22
Next weekend
Mar 27 - Mar 29

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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, (118 reviews)
"Great staff"
United States
Timothy
The price is ￥26,890
￥29,950 total
includes taxes & fees
Apr 1 - Apr 2
Windrose On Hudson
Villa | 5 bedrooms

Westchester Winter - Fireplace Events Pet Friendly

Westchester Winter - Fireplace Events Pet Friendly
2.0 star property
Ossining
The price is ￥76,079
￥165,398 total
includes taxes & fees
Mar 19 - Mar 20
Westchester Winter - Fireplace Events Pet Friendly
Lobby

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
7.8 out of 10, Good, (18 reviews)
"The cleaning could have been better"
United States
Yuna
The price is ￥15,670
￥19,294 total
includes taxes & fees
Mar 23 - Mar 24
Comfort Suites Central Valley - Woodbury
Lobby

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.0 out of 10, Very Good, (403 reviews)
"The room was nice "
United States
Sabrina
The price is ￥17,107
￥20,189 total
includes taxes & fees
Mar 18 - Mar 19
LIV Hotel Bronx - Newly Built
Lobby sitting area

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (825 reviews)
"Clean room with very friendly and helpfull staff with a light breakfast "
United States
Christopher
The price is ￥20,594
￥22,321 total
includes taxes & fees
Mar 30 - Mar 31
Heidi's Inn
Lobby

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (552 reviews)
"staff was very nice."
United States
Daniela
The price is ￥20,230
￥21,924 total
includes taxes & fees
Mar 22 - Mar 23
Comfort Inn Brewster
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, (333 reviews)
"Great location "
United States
John
The price is ￥20,286
￥23,329 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, (1,006 reviews)
"Great staff and clean rooms. Beautiful views."
United States
Renee
The price is ￥14,637
￥16,558 total
includes taxes & fees
Mar 23 - Mar 24
Overlook Lodge at Bear Mountain
Lobby sitting area

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (694 reviews)
"Rooms was spotless. The hotel restaurant provided great food. The hotel staff were amazing. 5/5 for this hotel "
United States
Alex
The price is ￥26,395
￥34,009 total
includes taxes & fees
Mar 19 - Mar 20
The Thayer Hotel at West Point
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 ￥17,730
￥20,389 total
includes taxes & fees
Mar 19 - Mar 20
Springhill Suites By Marriott - Danbury
Interior entrance

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,003 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is ￥22,945
￥26,241 total
includes taxes & fees
Mar 22 - Mar 23
Hotel MTK Mount Kisco
Terrace/patio

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,008 reviews)
"Loved everything about this place. "
United States
Camille
The price is ￥27,162
￥31,237 total
includes taxes & fees
Mar 22 - Mar 23
Hotel Zero Degrees Danbury
Interior

Cold Spring Hotel

Cold Spring Hotel
3.0 star property
Cold Spring
8.6 out of 10, Excellent, (155 reviews)
"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "
United States
Wydayessi
The price is ￥28,541
￥33,328 total
includes taxes & fees
Mar 18 - Mar 19
Cold Spring Hotel
Dinner served

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,172 reviews)
"Great experience. Highly recommended "
United States
Robenson
The price is ￥14,887
￥17,120 total
includes taxes & fees
Apr 12 - Apr 13
Ethan Allen Hotel
Exterior

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1,001 reviews)
"Great stay"
United States
Karen
The price is ￥19,813
￥22,785 total
includes taxes & fees
Mar 29 - Mar 30
Hilton Garden Inn Danbury
Interior entrance

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,248 reviews)
"I really enjoyed my stay. The staff was friendly and the room was retro, clean and well done. The whole inn is retro-- which I loved."
United States
Kimberley
The price is ￥13,000
￥14,869 total
includes taxes & fees
Mar 27 - Mar 28
West Gate Inn Nyack
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, (1,004 reviews)
"Friendly staff. Coffee machines at the lobby."
United States
vincent
The price is ￥18,619
￥21,342 total
includes taxes & fees
Mar 19 - Mar 20
Holiday Inn Express Ramsey-Mahwah by IHG
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,074 reviews)
"Clean, quiet and great breakfast."
United States
Dawn
The price is ￥16,834
￥20,728 total
includes taxes & fees
Mar 30 - Mar 31
Hampton Inn Harriman Woodbury
Lobby

Best Western The Inn At Ramsey

Best Western The Inn At Ramsey
3.0 star property
Ramsey
7.2 out of 10, Good, (1,003 reviews)
"Clean room; quiet & safe area; friendly & helpful staff."
United States
Carol
The price is ￥12,849
￥14,729 total
includes taxes & fees
Mar 30 - Mar 31
Best Western The Inn At Ramsey
Lobby

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,003 reviews)
"Staff was courteous and helpful, room was very clean, bed comfortable, and excellent breakfast!"
United States
George Ann
The price is ￥17,914
￥20,534 total
includes taxes & fees
Mar 29 - Mar 30
Hampton Inn Paramus
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

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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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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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

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

10/10 Excellent
"The breakfast was very good. The hotel is clean, and comfortable "
Ana 1-night trip
Posted 3 hours ago
Hampton Inn & Suites Yonkers

More cheap stays in Ossining

Hilltop Inn & Suites

Hilltop Inn & Suites

125 Tuckahoe Rd Yonkers NY
The price is ￥14,506 per night from Mar 26 to Mar 27
￥14,506
￥17,081 total
Mar 26 - Mar 27
includes taxes & fees
7.2/10 Good! (677 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.
What are some of the best vacation rentals that Ossining has to offer?
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!: This Ossining vacation home rental is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. 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?
Baymont by Wyndham White Plains - Elmsford: Offers daily, an indoor pool, and complimentary wired internet access. DoubleTree by Hilton Hotel Nanuet and Tarrytown House Estate 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 34 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.

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