Photo by Linda Zanetti

Ossining Hotels

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Top 10 trending Ossining hotels

Windrose On Hudson

2.0 star property
8.0 out of 10, Very Good, (7)
"Very unique property. It's a big onsite property like a campus - and they have carved out a hotel area. Very new, well kept buildings and grounds. The location is actually on a long hiking trail with beautiful views. The room wasn't huge but very clean and beautiful floor to ceiling windows. Staff was very helpful. It's a great alternative to the chain hotels in Elmsford - a whole different vibe. Has the Hudson Valley character. "
The price is P13,187
P14,687 total
includes taxes & fees
Aug 3 - Aug 4
Windrose On Hudson

Days Inn by Wyndham Ridgefield

2.0 star property
5.8 out of 10, (859)
"Loved it, the property was great "
The price is P4,650
P5,347 total
includes taxes & fees
Aug 12 - Aug 13
Days Inn by Wyndham Ridgefield

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very Good, (1627)
"Clean & great place for the area"
Amsterdam Hotel

The Stamford Hotel

3.5 star property
7.8 out of 10, Good, (1081)
"Great hotel"
The price is P9,233
P10,618 total
includes taxes & fees
Aug 6 - Aug 7
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 P13,600
P15,640 total
includes taxes & fees
Aug 17 - Aug 18
Stamford Marriott Hotel & Spa

Residence Inn Stamford Downtown

3.0 star property
9.4 out of 10, Exceptional, (353)
"Note that this property shares some resources with the adjacent Marriott courtyard (pool, coffee shop, valet parking) but has its own included breakfast."
The price is P14,972
P17,218 total
includes taxes & fees
Aug 10 - Aug 11
Residence Inn Stamford Downtown

Courtyard by Marriott Stamford Downtown

3.0 star property
9.0 out of 10, Wonderful, (803)
"Nice spot near a lot of cool places."
The price is P12,188
P14,016 total
includes taxes & fees
Aug 10 - Aug 11
Courtyard by Marriott Stamford Downtown

The Armon Stamford Hotel & Conference

2.5 star property
7.8 out of 10, Good, (498)
"Clean nice hotel, great staff"
The price is P7,514
P8,641 total
includes taxes & fees
Aug 17 - Aug 18
The Armon Stamford Hotel & Conference

Super 8 by Wyndham Stamford/New York City Area

2.5 star property
6.2 out of 10, (1000)
"Nice to stay and I recommend "
The price is P4,535
P5,215 total
includes taxes & fees
Aug 4 - Aug 5
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, (669)
"The service was wonderful, I enjoyed the breakfast and the convenience of the diner."
The price is P4,924
P5,663 total
includes taxes & fees
Aug 26 - Aug 27
La Quinta Inn & Suites by Wyndham Stamford / New York City

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1020)
"Loved this space "
The price is P5,801
P6,671 total
includes taxes & fees
Aug 10 - Aug 11
Ethan Allen Hotel

Hyatt Regency Greenwich

4.0 star property
8.2 out of 10, Very Good, (1003)
"Great stay!"
The price is P10,077
P11,589 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, (1001)
"Very nice place"
Maron Hotel And Suites

J House Greenwich

4.0 star property
9.0 out of 10, Wonderful, (1007)
"What a relaxing weekend in a beautiful hotel with a great restaurant on site!"
J House Greenwich

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

2.5 star property
9.0 out of 10, Wonderful, (189)
"Great location, friendly people"
The price is P6,680
P7,682 total
includes taxes & fees
Aug 3 - Aug 4
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, (790)
"A nice suite for a good price. Liked everything about this hotel "
The price is P7,283
P8,376 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, (1001)
"Great hotel! "
The price is P8,811
P10,132 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, (1000)
"Great in clean place to stay."
The price is P8,664
P9,963 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Garden Inn Danbury

Delamar Greenwich Harbor

4.0 star property
9.4 out of 10, Exceptional, (926)
"Nice location, very nice people."
The price is P23,374
P27,744 total
includes taxes & fees
Aug 10 - Aug 11
Delamar Greenwich Harbor

Comfort Inn Brewster

2.5 star property
9.0 out of 10, Wonderful, (451)
"We stay here often and are never disappointed."
The price is P8,238
P8,928 total
includes taxes & fees
Aug 10 - Aug 11
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

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

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 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 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. 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.