Photo by Linda Zanetti

Find hotels in Ossining, NY from ฿2,340

    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
Property class

Top 10 Ossining hotels and places to stay

Our top choices for Ossining hotels

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1014)
"Great stay great staff great accommodations "
The price is ฿3,562
฿4,386 total
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn Harriman Woodbury

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1006)
"Great hotel"
The price is ฿3,477
฿3,999 total
includes taxes & fees
31 Aug - 1 Sept
Ethan Allen Hotel

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1011)
"3rd stay at this cottage and we love it. Will definitely be staying here in the future "
The price is ฿5,487
฿6,207 total
includes taxes & fees
28 Aug - 29 Aug
Overlook Lodge at Bear Mountain

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 ฿7,114
฿7,923 total
includes taxes & fees
28 Aug - 29 Aug
Windrose On Hudson

Heidi's Inn

2.5 star property
8.8 out of 10, Excellent, (772)
"Breakfast is included and the staff is great!"
The price is ฿4,070
฿4,410 total
includes taxes & fees
28 Aug - 29 Aug
Heidi's Inn

Springhill Suites By Marriott - Danbury

3.0 star property
9.0 out of 10, Wonderful, (810)
"Great stay"
The price is ฿3,831
฿4,406 total
includes taxes & fees
31 Aug - 1 Sept
Springhill Suites By Marriott - Danbury

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1652)
"Amazing staff, and very affordable"
Amsterdam Hotel

Comfort Inn Brewster

2.5 star property
9.0 out of 10, Wonderful, (465)
"Cute comfy hotel. "
The price is ฿4,664
฿5,054 total
includes taxes & fees
31 Aug - 1 Sept
Comfort Inn Brewster

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

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Would stay again"
The price is ฿4,513
฿5,161 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Countryside Motel

2.0 star property
7.2 out of 10, Good, (245)
"Reasonably priced "
The price is ฿2,761
฿2,993 total
includes taxes & fees
28 Aug - 29 Aug
Countryside Motel

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
8.6 out of 10, Excellent, (1010)
"Very clean .. staff super nice "
The price is ฿3,214
฿4,556 total
includes taxes & fees
2 Sept - 3 Sept
Hotel Nyack, a JdV by Hyatt Hotel

LIV Hotel Bronx

3.0 star property
10.0 out of 10, Exceptional, (2)
"Clean peaceful environment "
The price is ฿2,933
฿3,479 total
includes taxes & fees
1 Sept - 2 Sept
LIV Hotel Bronx

Holiday Inn Express Ramsey-Mahwah by IHG

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Breakfast was great and convenient, cleanliness "
The price is ฿3,571
฿4,094 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Ramsey-Mahwah by IHG

Hotel Zero Degrees Danbury

4.0 star property
9.2 out of 10, Wonderful, (1003)
"Excellent property with great restaurant"
The price is ฿4,967
฿5,712 total
includes taxes & fees
31 Aug - 1 Sept
Hotel Zero Degrees Danbury

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

2.5 star property
9.0 out of 10, Wonderful, (213)
"Very nice front desk staff and nice breakfast. Room was excellent."
The price is ฿4,061
฿4,670 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

West Gate Inn Nyack

3.0 star property
7.4 out of 10, Good, (1029)
"Great place to stay I”ll recommend it "
The price is ฿4,220
฿4,827 total
includes taxes & fees
29 Aug - 30 Aug
West Gate Inn Nyack

The Vine Hotel Bronx

2.0 star property
6.8 out of 10, (43)
"Nice to stay i love the shower water pressure high and plenty parking "
The price is ฿3,508
฿4,140 total
includes taxes & fees
31 Aug - 1 Sept
The Vine Hotel Bronx

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 ฿4,886
฿5,527 total
includes taxes & fees
8 Sept - 9 Sept
West Point Motel

Hampton Inn & Suites Mahwah

2.5 star property
8.8 out of 10, Excellent, (1285)
"Great place. "
The price is ฿4,114
฿4,716 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Mahwah

Best Western Paramus Hotel & Suites

2.5 star property
8.6 out of 10, Excellent, (1007)
"Great value for the money and location"
The price is ฿3,836
฿4,397 total
includes taxes & fees
2 Sept - 3 Sept
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.
Save an average of 15% on thousands of hotels when you're signed in

Accommodation near Ossining attractions

Snowden Avenue Park

Snowden Avenue Park

Snowden Avenue Park is just one of the places to see in Ossining, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area or visit its top-notch restaurants.

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.

Photo by Linda Zanetti
Open Photo by Linda Zanetti

Top Ossining Hotel Reviews

More cheap stays in Ossining

More cheap stays in Ossining

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 Hampton Inn White Plains/Tarrytown 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?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Ossining is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind. 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?

Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. Armoni Inn & Suites 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. A top sight in the area is Woodbury Common Premium Outlets. In Ossining, there are 9 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, 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. 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.