Photo by Linda Zanetti

Ossining Hotels

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Top 10 trending Ossining hotels

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 P12,467
P13,885 total
includes taxes & fees
Aug 17 - Aug 18
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 P4,803
P5,523 total
includes taxes & fees
Aug 19 - Aug 20
Days Inn by Wyndham Ridgefield

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very Good, (1639)
"great value, really nice staff"
Amsterdam Hotel

The Stamford Hotel

3.5 star property
7.8 out of 10, Good, (1103)
"Great stay "
The price is P6,968
P8,013 total
includes taxes & fees
Aug 27 - Aug 28
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 P13,500
P15,525 total
includes taxes & fees
Aug 31 - Sep 1
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 P14,840
P17,066 total
includes taxes & fees
Aug 24 - Aug 25
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 P12,785
P14,703 total
includes taxes & fees
Aug 24 - Aug 25
Courtyard by Marriott Stamford Downtown

DoubleTree by Hilton Stamford

3.5 star property
7.4 out of 10, Good, (1001)
"Very pleasant stay. Staff was kind and polite. Clean and comfortable room. We had a wonderful time "
The price is P8,661
P9,960 total
includes taxes & fees
Aug 24 - Aug 25
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 P8,276
P9,517 total
includes taxes & fees
Aug 20 - Aug 21
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 P5,046
P5,802 total
includes taxes & fees
Sep 1 - Sep 2
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, (719)
"It was great wonderful staff"
The price is P5,094
P5,858 total
includes taxes & fees
Sep 7 - Sep 8
La Quinta Inn & Suites by Wyndham Stamford / New York City

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1001)
"Great hotel"
The price is P5,758
P6,622 total
includes taxes & fees
Aug 24 - Aug 25
Ethan Allen Hotel

Hyatt Regency Greenwich

4.0 star property
8.2 out of 10, Very Good, (1006)
"Nice hotel"
The price is P9,962
P11,456 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt Regency Greenwich

Maron Hotel And Suites

2.5 star property
7.4 out of 10, Good, (1000)
"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, (797)
"A nice suite for a good price. Liked everything about this hotel "
The price is P6,774
P7,790 total
includes taxes & fees
Aug 31 - Sep 1
Springhill Suites By Marriott - Danbury

Hotel Zero Degrees Danbury

4.0 star property
9.2 out of 10, Wonderful, (1003)
"Great hotel! "
The price is P8,733
P10,043 total
includes taxes & fees
Aug 31 - Sep 1
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 P6,774
P7,790 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Danbury

Delamar Greenwich Harbor

4.0 star property
9.4 out of 10, Exceptional, (930)
"Beautiful hotel and very nice staff!"
The price is P25,051
P29,665 total
includes taxes & fees
Sep 14 - Sep 15
Delamar Greenwich Harbor

Comfort Inn Brewster

2.5 star property
9.0 out of 10, Wonderful, (459)
"We stay here often and are never disappointed."
The price is P8,177
P8,862 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn Brewster
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Near an Attraction

Travelers Rest

Travelers Rest

After visiting Travelers Rest, make a plan to see the other sights and activities in Ossining. Amble around the area's parks or visit its monuments.

Crawbuckie Park

Crawbuckie Park

Explore the great outdoors at Crawbuckie Park, a lovely green space in Ossining. Amble around the area's parks or visit its monuments.

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 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 Baymont by Wyndham White Plains - Elmsford. See all available top hotels, or vacation rentals in Ossining.

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

3BR Prime Luxury near NYC w Arcade Room: You might want to consider this vacation rental near Ossining, which is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation 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! 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?

Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Provides daily, an indoor pool, and complimentary wired internet access. Armoni Inn & Suites and Sonesta White Plains Downtown 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.