Photo by Linda Zanetti

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Top hotels and accommodation in Ossining

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 NZ$412
includes taxes & fees
19 Aug - 20 Aug
Windrose On Hudson

Days Inn by Wyndham Ridgefield

2.0 star property
5.8 out of 10, (865)
"Was a nice clean hotel, will stay there again."
The price is NZ$154
includes taxes & fees
14 Sept - 15 Sept
Days Inn by Wyndham Ridgefield

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1644)
"great value, really nice staff"
Amsterdam Hotel

The Stamford Hotel

3.5 star property
7.8 out of 10, Good, (1106)
"Great stay "
The price is NZ$238
includes taxes & fees
25 Aug - 26 Aug
The Stamford Hotel

Stamford Marriott Hotel & Spa

3.5 star property
8.0 out of 10, Very good, (1000)
"The staff were nice and knowledgable."
The price is NZ$461
includes taxes & fees
24 Aug - 25 Aug
Stamford Marriott Hotel & Spa

Residence Inn Stamford Downtown

3.0 star property
9.4 out of 10, Exceptional, (354)
"Excellent customer service! Lovely lobby and rooms"
The price is NZ$505
includes taxes & fees
31 Aug - 1 Sept
Residence Inn Stamford Downtown

Courtyard by Marriott Stamford Downtown

3.0 star property
9.0 out of 10, Wonderful, (808)
"Very good accommodations"
The price is NZ$435
includes taxes & fees
31 Aug - 1 Sept
Courtyard by Marriott Stamford Downtown

DoubleTree by Hilton Stamford

3.5 star property
7.4 out of 10, Good, (1003)
"Very pleasant stay. Staff was kind and polite. Clean and comfortable room. We had a wonderful time "
The price is NZ$295
includes taxes & fees
24 Aug - 25 Aug
DoubleTree by Hilton Stamford

The Armon Stamford Hotel & Conference

2.5 star property
7.8 out of 10, Good, (510)
"Great hotel, always there for work"
The price is NZ$253
includes taxes & fees
10 Sept - 11 Sept
The Armon Stamford Hotel & Conference

Super 8 by Wyndham Stamford/New York City Area

2.5 star property
6.2 out of 10, (1001)
"Nice to stay and I recommend "
The price is NZ$172
includes taxes & fees
1 Sept - 2 Sept
Super 8 by Wyndham Stamford/New York City Area

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

3.0 star property
6.6 out of 10, (728)
"It was great wonderful staff"
The price is NZ$173
includes taxes & fees
7 Sept - 8 Sept
La Quinta Inn & Suites by Wyndham Stamford / New York City

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1003)
"Great hotel"
The price is NZ$204
includes taxes & fees
26 Aug - 27 Aug
Ethan Allen Hotel

Hyatt Regency Greenwich

4.0 star property
8.2 out of 10, Very good, (1010)
"Nice hotel"
The price is NZ$340
includes taxes & fees
31 Aug - 1 Sept
Hyatt Regency Greenwich

Maron Hotel And Suites

2.5 star property
7.4 out of 10, Good, (1001)
"Very nice place"
Maron Hotel And Suites

J House Greenwich

4.0 star property
9.0 out of 10, Wonderful, (1001)
"What a relaxing weekend in a beautiful hotel with a great restaurant on site!"
J House Greenwich

Springhill Suites By Marriott - Danbury

3.0 star property
9.0 out of 10, Wonderful, (799)
"A nice suite for a good price. Liked everything about this hotel "
The price is NZ$231
includes taxes & fees
31 Aug - 1 Sept
Springhill Suites By Marriott - Danbury

Hotel Zero Degrees Danbury

4.0 star property
9.2 out of 10, Wonderful, (1005)
"Great hotel! "
The price is NZ$297
includes taxes & fees
31 Aug - 1 Sept
Hotel Zero Degrees Danbury

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 NZ$239
includes taxes & fees
4 Sept - 5 Sept
Hilton Garden Inn Danbury

Delamar Greenwich Harbor

4.0 star property
9.4 out of 10, Exceptional, (932)
"Beautiful hotel and very nice staff!"
The price is NZ$878
includes taxes & fees
14 Sept - 15 Sept
Delamar Greenwich Harbor

Comfort Inn Brewster

2.5 star property
9.0 out of 10, Wonderful, (459)
"Many local places to eat in the area"
The price is NZ$263
includes taxes & fees
24 Aug - 25 Aug
Comfort Inn Brewster
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Stay near top Ossining attractions

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.

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

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.