Photo by Linda Zanetti

Find hotels in Ossining, NY from ¥7,033

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Compare 1,205 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Ossining hotels

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1024)
"Great stay great staff great accommodations "
The price is ¥16,124
¥19,853 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Harriman Woodbury

LIV Hotel Bronx

3.0 star property
7.2 out of 10, Good, (9)
"Very modern building and comfortable beds"
The price is ¥13,276
¥15,749 total
includes taxes & fees
Sep 3 - Sep 4
LIV Hotel Bronx

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

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Quiet clean convenient location reasonably priced "
The price is ¥20,440
¥23,376 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Windrose On Hudson

3.0 star property
8.4 out of 10, Very Good, (9)
"Staying the historic former GE Crottonville training center. The place is amazing. It wasn’t intended to be a hotel per se. It is way, way more than that. I think it is still looking for its footing as a hotel/corporate conference training center for public, so being able to stay here feels like I have a 6 Sigma training with Neutron Jack at 8:AM. The place is something to see for yourself hurry!!"
The price is ¥33,674
¥37,505 total
includes taxes & fees
Sep 4 - Sep 5
Windrose On Hudson

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1015)
"Very comfortable beds, spacious rooms and coffee is served in lobby in the morning"
Ethan Allen Hotel

Springhill Suites By Marriott - Danbury

3.0 star property
9.0 out of 10, Wonderful, (814)
"Great stay"
The price is ¥18,675
¥21,476 total
includes taxes & fees
Sep 4 - Sep 5
Springhill Suites By Marriott - Danbury

Heidi's Inn

2.5 star property
8.8 out of 10, Excellent, (774)
"Breakfast is included and the staff is great!"
The price is ¥18,449
¥19,993 total
includes taxes & fees
Sep 3 - Sep 4
Heidi's Inn

Hilton Garden Inn Danbury

3.0 star property
8.4 out of 10, Very Good, (1001)
"Great in clean place to stay."
The price is ¥19,249
¥22,137 total
includes taxes & fees
Sep 7 - Sep 8
Hilton Garden Inn Danbury

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1018)
"Quiet cabin/room and lovely grounds around the lake; easy hiking in the area. "
The price is ¥18,655
¥21,104 total
includes taxes & fees
Sep 16 - Sep 17
Overlook Lodge at Bear Mountain

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
8.6 out of 10, Excellent, (1017)
"Great place , clean , friendly place "
The price is ¥16,146
¥22,452 total
includes taxes & fees
Sep 3 - Sep 4
Hotel Nyack, a JdV by Hyatt Hotel

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very Good, (1659)
"Amazing staff, and very affordable"
Amsterdam Hotel

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

2.5 star property
9.0 out of 10, Wonderful, (215)
"Very nice front desk staff and nice breakfast. Room was excellent."
The price is ¥18,381
¥21,138 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Comfort Inn Brewster

2.5 star property
9.0 out of 10, Wonderful, (465)
"Cute comfy hotel. "
The price is ¥21,142
¥22,913 total
includes taxes & fees
Sep 28 - Sep 29
Comfort Inn Brewster

Hotel Zero Degrees Danbury

4.0 star property
9.2 out of 10, Wonderful, (1007)
"Excellent property with great restaurant"
The price is ¥23,710
¥27,266 total
includes taxes & fees
Sep 21 - Sep 22
Hotel Zero Degrees Danbury

West Point Motel

2.5 star property
8.4 out of 10, Very Good, (617)
"Perfect place to stay while visiting West Point. Room was super clean and staff were great. We will stay here anytime we are in town. "
The price is ¥22,131
¥25,035 total
includes taxes & fees
Sep 3 - Sep 4
West Point Motel

Holiday Inn Express Ramsey-Mahwah by IHG

2.5 star property
9.2 out of 10, Wonderful, (1016)
"Exceptional staff & super clean!"
The price is ¥17,499
¥20,059 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Express Ramsey-Mahwah by IHG

Hampton Inn & Suites Mahwah

2.5 star property
8.8 out of 10, Excellent, (1308)
"The hotel was clean, staff very helpful, breakfast very good "
The price is ¥17,374
¥19,915 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn & Suites Mahwah

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2.5 star property
8.8 out of 10, Excellent, (858)
"Very clean and pleasant quiet stay"
The price is ¥24,851
¥28,424 total
includes taxes & fees
Sep 3 - Sep 4
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Baymont by Wyndham White Plains - Elmsford

2.5 star property
8.2 out of 10, Very Good, (1408)
"Second time staying loved it "
The price is ¥21,043
¥24,066 total
includes taxes & fees
Sep 7 - Sep 8
Baymont by Wyndham White Plains - Elmsford

DoubleTree by Hilton Hotel Nanuet

4.0 star property
8.8 out of 10, Excellent, (1008)
"Comfortable bed, nice bathroom, great staff!"
The price is ¥20,575
¥23,947 total
includes taxes & fees
Sep 28 - Sep 29
DoubleTree by Hilton Hotel Nanuet
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Ossining attractions

Teatown Lake Reservation
Lovely spot in Westchester, NY

Teatown Lake Reservation

Explore the great outdoors at Teatown Lake Reservation, a lovely green space in Ossining. Amble around this family-friendly area's riverfront and enjoy its top-notch restaurants.

Sing Sing Correctional Facility

Sing Sing Correctional Facility

After visiting Sing Sing Correctional Facility, make a plan to see the other sights and activities in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Thomas J. Watson Research Center

Thomas J. Watson Research Center

Learn about the local history of Ossining with a stop at Thomas J. Watson Research Center. Stroll along the riverfront in this quaint area, or check out its top-notch restaurants.

Learn more about Ossining

Experience the local cuisine, parks, and golf in Ossining!

Sunset at the Ossining waterfront
Photo by Linda Zanetti
Open Photo by Linda Zanetti

Top Ossining Hotel Reviews

More cheap stays in Ossining

More cheap stays in Ossining

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 White Plains/Tarrytown and Royal Regency Hotel. See all available top hotels, or vacation rentals in Ossining.

What are some of the best vacation rentals that Ossining has to offer?

Summer Castle: Pool, Game Room, BBQ - Pet Friendly: 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 6 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?

Sonesta White Plains Downtown: Hotel located near Westchester County Center. Features complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Armoni Inn & Suites and La Quinta Inn & Suites by Wyndham Stamford / New York City 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. A top sight in the area is Woodbury Common Premium Outlets. In Ossining, there are 9 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 Depot Square, Teatown Lake Reservation, and Kitchawan Preserve. 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.