Photo by Linda Zanetti

Search Ossining hotels

Most accommodation are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Filter by

Popular filters
Popular filters
Total price
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top hotels and accommodation in Ossining

Restaurant
Armoni Inn & Suites
3.5 star property
6.2 out of 10, (1102)
"Food"
The price is NZ$113
includes taxes & fees
26 May - 27 May
Armoni Inn & Suites
Meeting facility
Sleepy Hollow Hotel
3.5 star property
6.8 out of 10, (1000)
"Nice hotel, clean and convenient location, but the elevator didn't work for 3 days!"
The price is NZ$289
includes taxes & fees
28 May - 29 May
Sleepy Hollow Hotel
Indoor pool, seasonal outdoor pool
Tarrytown House Estate on the Hudson
3.5 star property
7.8 out of 10, Good, (1000)
"The property is beautiful. We checked in very late and the staff was very welcoming and professional. The room was very ample, clean and comfortable. "
The price is NZ$321
includes taxes & fees
27 May - 28 May
Tarrytown House Estate on the Hudson
Save an average of 15% on thousands of hotels when you're signed in
Desk, laptop workspace, blackout curtains, iron/ironing board
Hampton Inn White Plains/Tarrytown
2.5 star property
8.0 out of 10, Very good, (1000)
"Great"
The price is NZ$248
includes taxes & fees
26 May - 27 May
Hampton Inn White Plains/Tarrytown
Lobby sitting area
West Gate Inn Nyack
3.0 star property
7.4 out of 10, Good, (998)
"Stay was fine. Room looked like the “before picture” of a renovation. Beds were very comfortable. Staff was amazing, particularly Donna, the manager. Room looking less worn out would have increased my review to a five."
The price is NZ$194
includes taxes & fees
23 May - 24 May
West Gate Inn Nyack
Desk, laptop workspace, blackout curtains, iron/ironing board
Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2 out of 10, Very good, (1001)
"Very nice hotel "
The price is NZ$242
includes taxes & fees
27 May - 28 May
Baymont by Wyndham White Plains - Elmsford
Lobby
Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
8.2 out of 10, Very good, (1000)
"Excellent service experience and nice ambience."
The price is NZ$257
includes taxes & fees
27 May - 28 May
Hotel Nyack, a JdV by Hyatt Hotel
Lobby
DoubleTree by Hilton Hotel Nanuet
4.0 star property
8.4 out of 10, Very good, (1002)
"Elegant "
The price is NZ$234
includes taxes & fees
2 Jun - 3 Jun
DoubleTree by Hilton Hotel Nanuet
Lobby
Castle Hotel & Spa
4.5 star property
8.8 out of 10, Excellent, (582)
"We love the castle, it is magical! "
The price is NZ$423
includes taxes & fees
28 May - 29 May
Castle Hotel & Spa
Terrace/patio
Sonesta Simply Suites Nanuet
2.5 star property
8.2 out of 10, Very good, (1001)
"Bathroom exhaust not working properly.turned on but didn’t move any air. The American flag displayed at the front of the property is beginning to become tattered."
The price is NZ$202
includes taxes & fees
9 Jun - 10 Jun
Sonesta Simply Suites Nanuet
Restaurant
Overlook Lodge at Bear Mountain
2.5 star property
8.0 out of 10, Very good, (1000)
"Easy to get to, clean and comfy rooms"
The price is NZ$250
includes taxes & fees
19 May - 20 May
Overlook Lodge at Bear Mountain
Exterior
Sheraton Tarrytown Hotel
3.5 star property
8.0 out of 10, Very good, (1002)
"One of the best place I stayed at while vis."
The price is NZ$240
includes taxes & fees
27 May - 28 May
Sheraton Tarrytown Hotel
Exterior
SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
8.2 out of 10, Very good, (1001)
"10/10"
The price is NZ$257
includes taxes & fees
19 May - 20 May
SpringHill Suites by Marriott Tarrytown Westchester County
Exterior
Crowne Plaza Suffern - Mahwah, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1002)
"See you next time"
The price is NZ$242
includes taxes & fees
20 May - 21 May
Crowne Plaza Suffern - Mahwah, an IHG Hotel
Lobby
Comfort Inn & Suites
2.5 star property
8.8 out of 10, Excellent, (645)
"Room was large double, inviting, clean and comfortable. There were a few issues with the bathroom that were taken care of immediately. Its what you would expect for your "comfort" stay. Great breakfast."
The price is NZ$271
includes taxes & fees
27 May - 28 May
Comfort Inn & Suites
Double Room, 2 Double Beds
Days Inn by Wyndham Nanuet / Spring Valley
2.0 star property
6.2 out of 10, (1001)
"Great experience "
The price is NZ$169
includes taxes & fees
27 May - 28 May
Days Inn by Wyndham Nanuet / Spring Valley
Exterior
Budget Motor Inn - Stony Point
1.5 star property
4.6 out of 10, (384)
"Ok"
The price is NZ$130
includes taxes & fees
20 May - 21 May
Budget Motor Inn - Stony Point
Reception
Hilton Garden Inn Nanuet
3.0 star property
7.8 out of 10, Good, (999)
"Everything was ok "
The price is NZ$259
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Nanuet
Basic Triple Room | Interior
Tappan Zee Hotel
2.0 star property
6.2 out of 10, (500)
"It’s perfect 😍 "
The price is NZ$221
includes taxes & fees
16 May - 17 May
Tappan Zee Hotel
View from property
Inn on the Hudson
2.0 star property
6.8 out of 10, (1002)
"."
The price is NZ$206
includes taxes & fees
6 Jun - 7 Jun
Inn on the Hudson
Don't see what you're looking for?
See all available properties in Ossining
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.

Frequently asked questions

Where is the best place to stay in Ossining?

Armoni Inn & Suites, located 9.1 mi (14.7 km) from the heart of Ossining, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Royal Regency Hotel 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?

Cozy Countryside Barn with Spa/Fireplace/Enclosed YardFire Pits: This holiday home rental outside of Ossining is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. 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: Features complimentary high-speed (wired) Internet access, a seasonal outdoor pool and free self parking. Baymont by Wyndham White Plains - Elmsford and Hampton Inn & Suites Yonkers 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. A top sight in the area is Woodbury Common Premium Outlets. In Ossining, there are 10 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 and Thomas J. Watson Research Center might be worth a visit. Natural beauty is on display at Louis Engel Waterfront Park, Teatown Lake Reservation and Kitchawan Preserve. 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.