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Compare 1,206 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Windrose On Hudson

2.0 star property
6.8 out of 10, (3)
"I regret I didn’t take pictures, but the scenery was beautiful"
The price is ¥32,482
¥36,176 total
includes taxes & fees
Jul 20 - Jul 21
Windrose On Hudson

Days Inn by Wyndham Ridgefield

2.0 star property
5.8 out of 10, (856)
"Loved it, the property was great "
The price is ¥13,742
¥15,803 total
includes taxes & fees
Jul 21 - Jul 22
Days Inn by Wyndham Ridgefield

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very Good, (1619)
"Clean & great place for the area"
Amsterdam Hotel

The Stamford Hotel

3.5 star property
7.8 out of 10, Good, (1074)
"Great hotel"
The price is ¥21,121
¥24,289 total
includes taxes & fees
Jul 27 - Jul 28
The Stamford Hotel

Stamford Marriott Hotel & Spa

3.5 star property
8.0 out of 10, Very Good, (1002)
"Great place to stay."
The price is ¥35,174
¥40,450 total
includes taxes & fees
Jul 27 - Jul 28
Stamford Marriott Hotel & Spa

Residence Inn Stamford Downtown

3.0 star property
9.4 out of 10, Exceptional, (349)
"Amazing stay"
The price is ¥38,563
¥44,347 total
includes taxes & fees
Jul 27 - Jul 28
Residence Inn Stamford Downtown

Courtyard by Marriott Stamford Downtown

3.0 star property
9.0 out of 10, Wonderful, (800)
"Nice spot near a lot of cool places."
The price is ¥31,496
¥36,220 total
includes taxes & fees
Jul 27 - Jul 28
Courtyard by Marriott Stamford Downtown

Hilton Stamford Hotel & Executive Meeting Center

3.5 star property
7.4 out of 10, Good, (1002)
"Clean, comfortable and super quiet! Staff was very friendly and helpful "
The price is ¥27,899
¥32,084 total
includes taxes & fees
Jul 27 - Jul 28
Hilton Stamford Hotel & Executive Meeting Center

The Armon Stamford Hotel & Conference

2.5 star property
7.8 out of 10, Good, (488)
"Very pleasant place to stay"
The price is ¥21,505
¥24,731 total
includes taxes & fees
Jul 24 - Jul 25
The Armon Stamford Hotel & Conference

Super 8 by Wyndham Stamford/New York City Area

2.5 star property
6.2 out of 10, (1000)
"It was a very comfortable and quiet place to stay and the breakfast was good with a refrigerator and microwave! The service was also very good!"
The price is ¥11,977
¥13,773 total
includes taxes & fees
Jul 27 - Jul 28
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, (634)
"Great place "
The price is ¥12,125
¥13,944 total
includes taxes & fees
Aug 11 - Aug 12
La Quinta Inn & Suites by Wyndham Stamford / New York City

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1001)
"It is clean & the staff are friendly"
The price is ¥15,003
¥17,253 total
includes taxes & fees
Jul 22 - Jul 23
Ethan Allen Hotel

Hyatt Regency Greenwich

4.0 star property
8.2 out of 10, Very Good, (986)
"Great stay!"
The price is ¥26,349
¥30,301 total
includes taxes & fees
Jul 20 - Jul 21
Hyatt Regency Greenwich

Maron Hotel And Suites

2.5 star property
7.4 out of 10, Good, (1002)
"Very nice place"
Maron Hotel And Suites

J House Greenwich

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Clean - food at the restaurant was great- very friendly staff."
J House Greenwich

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

2.5 star property
9.0 out of 10, Wonderful, (174)
"Great location, friendly people"
The price is ¥17,205
¥19,786 total
includes taxes & fees
Jul 27 - Jul 28
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Springhill Suites By Marriott - Danbury

3.0 star property
9.0 out of 10, Wonderful, (786)
"A nice suite for a good price. Liked everything about this hotel "
The price is ¥18,837
¥21,662 total
includes taxes & fees
Aug 10 - Aug 11
Springhill Suites By Marriott - Danbury

Hotel Zero Degrees Danbury

4.0 star property
9.2 out of 10, Wonderful, (1004)
"Great hotel! "
The price is ¥26,549
¥30,532 total
includes taxes & fees
Jul 27 - Jul 28
Hotel Zero Degrees Danbury

Hilton Garden Inn Danbury

3.0 star property
8.4 out of 10, Very Good, (1000)
"Love this hotel"
The price is ¥18,280
¥21,022 total
includes taxes & fees
Jul 27 - Jul 28
Hilton Garden Inn Danbury

Delamar Greenwich Harbor

4.0 star property
9.4 out of 10, Exceptional, (919)
"Great experience. Luxurious room. Great staff. "
The price is ¥58,572
¥69,583 total
includes taxes & fees
Jul 27 - Jul 28
Delamar Greenwich Harbor
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.
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Learn more about Ossining

Experience the local cuisine, parks, and university life in Ossining!

Sunset at the Ossining 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?

Royal Regency Hotel, located 14.4 mi (23.2 km) from the heart of Ossining, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Baymont by Wyndham White Plains - Elmsford and Hampton Inn White Plains/Tarrytown. 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 home 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: Offers daily, an indoor pool, and complimentary wired internet access. Sonesta White Plains Downtown and Hyatt Regency Greenwich 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 Merchants Square. 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.