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Check prices for these dates

This weekend
22 May - 24 May
Next weekend
29 May - 31 May

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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, (139 reviews)
"Great location for quiet, serene and beautiful scenery."
United States
Sasha
The price is NZ$328
includes taxes & fees
24 May - 25 May
Windrose On Hudson
Villa

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
Ossining
The price is NZ$2,334
includes taxes & fees
19 May - 20 May
Westchester Summer Pool Pet Friendly Events Games
House (5 Bedrooms) | Interior

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
Ossining
The price is NZ$1,475
includes taxes & fees
20 May - 21 May
Ossining Vacation Rental Near River, Trails & Mta!
Exterior

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, (367 reviews)
"Great place to stay."
United States
Sai
The price is NZ$268
includes taxes & fees
24 May - 25 May
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Lobby

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,002 reviews)
"Excellent stay, rooms were clean, staff was helpful and friendly & breakfast was great."
United States
Carlos
The price is NZ$240
includes taxes & fees
25 May - 26 May
Hampton Inn Paramus
View from property

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (942 reviews)
"Great stay"
United States
Caitlin
The price is NZ$299
includes taxes & fees
25 May - 26 May
Marriott Park Ridge
Lobby sitting area

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (838 reviews)
"We had a clean and comfortable room at Heidi's. We will definitely stay there again!"
United States
Donna
The price is NZ$274
includes taxes & fees
19 May - 20 May
Heidi's Inn
Pool views, open daily

HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.8 out of 10, Excellent, (1,047 reviews)
"The staff was so nice and the room was amazingly clean"
United States
Michelle
The price is NZ$348
includes taxes & fees
24 May - 25 May
HYATT house White Plains
Lobby

Best Western The Inn at Ramsey-Mahwah

Best Western The Inn at Ramsey-Mahwah
3.0 star property
Ramsey
7.2 out of 10, Good, (1,003 reviews)
"Very nice staff "
United States
John
The price is NZ$192
includes taxes & fees
24 May - 25 May
Best Western The Inn at Ramsey-Mahwah
Standard Room, 1 King Bed

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.8 out of 10, Excellent, (1,033 reviews)
"Breakfast was okay, room was clean and well maintained."
United States
Prema
The price is NZ$229
includes taxes & fees
19 May - 20 May
Ardsley Acres Hotel Westchester
Lobby

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,111 reviews)
"Breakfast was ok parking and staff where excellent "
United States
Victor
The price is NZ$258
includes taxes & fees
27 May - 28 May
Hampton Inn Harriman Woodbury
Lobby

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (567 reviews)
"It was home away from home, very quiet and relaxing. Staff was phenomenal "
United States
Lorether
The price is NZ$282
includes taxes & fees
25 May - 26 May
Comfort Inn Brewster
Lobby

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
7.2 out of 10, Good, (708 reviews)
"The air conditioning was great, the bed was extremely comfortable it was like laying on a cloud, and the bathroom was beautiful."
United States
Gisela
The price is NZ$287
includes taxes & fees
3 June - 4 June
LIV Hotel Bronx - Newly Built
Property grounds

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,086 reviews)
"Great place to stay"
United States
Deanna
The price is NZ$308
includes taxes & fees
28 May - 29 May
Tarrytown House Estate
Exterior

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (1,000 reviews)
"I love very clean, Nice to go with the family 😍"
United States
Mayron
The price is NZ$273
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Danbury
Terrace/patio

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,005 reviews)
"Super nice hotel, we thoroughly enjoyed our stay here. Highly recommend staying here."
United States
Joseph
The price is NZ$318
includes taxes & fees
25 May - 26 May
Hotel Zero Degrees Danbury
Banquet hall

Clinton Inn Hotel & Event Center

Clinton Inn Hotel & Event Center
3.0 star property
Tenafly
7.6 out of 10, Good, (1,001 reviews)
"Our stay was great, the only down fall restaurant was closed. "
United States
Arlinda
The price is NZ$238
includes taxes & fees
21 May - 22 May
Clinton Inn Hotel & Event Center
Exterior

Days Inn by Wyndham Nanuet / Spring Valley

Days Inn by Wyndham Nanuet / Spring Valley
2.0 star property
Nanuet
7.0 out of 10, Good, (1,003 reviews)
"Clean room and pleasant staff "
United States
Jay
The price is NZ$185
includes taxes & fees
20 May - 21 May
Days Inn by Wyndham Nanuet / Spring Valley
Exterior

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, (1,002 reviews)
"Great stay! Amazing staff and clean room!"
United States
Daniel
The price is NZ$212
includes taxes & fees
25 May - 26 May
Holiday Inn Express Ramsey-Mahwah by IHG
Lobby

Best Western Paramus Hotel & Suites

Best Western Paramus Hotel & Suites
2.5 star property
Paramus
8.6 out of 10, Excellent, (1,023 reviews)
"Amazing stay :)"
United States
Rosaida
The price is NZ$228
includes taxes & fees
31 May - 1 June
Best Western Paramus Hotel & Suites
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.
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
Photo by louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

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

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

2/10 Terrible
"Please don't stay at this hotel. The elevator went out and i was staying on the 8th floor. It was told to me by another person in the hotel that it happened the week before as well. I had to walk down to the lobby from the 8th floor to find out the elevators were out because my phone dint work. Thus having to walk back up the stairs to the 8th floor to get my bags to walk down the stairs to check out. "
James 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Stamford / New York City

More cheap accommodation in Ossining

Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
The price is NZ$163 per night from 20 May to 21 May
NZ$163
20 May - 21 May
includes taxes & fees
6.8/10 (1,011 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 Armoni Inn & Suites and Baymont by Wyndham White Plains - Elmsford. See all available top hotels, or vacation rentals in Ossining.
What are some of the best holiday rentals that Ossining has to offer?
PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC: This holiday home rental outside of Ossining is located next to a golf course, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as table football. 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?
Armoni Inn & Suites: Offers complimentary high-speed (wired) Internet access, a seasonal outdoor pool and free self parking. Baymont by Wyndham White Plains - Elmsford and Sonesta White Plains Downtown 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 35 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 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, Merchants Square and Pleasant 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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