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Ossining Hotels from S$109

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21 Jul - 22 Jul
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25 Jul - 27 Jul
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Top 10 trending Ossining hotels

Hampton Inn Harriman Woodbury
Relax in the spacious lobby with a fireplace, sofas, and chairs, and enjoy the view through the glass door to the outdoor area.

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Nice Hotel. Big very nice renovated rooms. "
The price is S$200
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn Harriman Woodbury
Holiday Inn Express West Point by IHG
Indulge in a variety of sweet treats at our buffet, featuring a selection of freshly baked goods.

Holiday Inn Express West Point by IHG

2.5 star property
9.0 out of 10, Wonderful, (133)
"Front desk was efficient and polite Room very clean and breakfast was terrific!"
The price is S$163
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express West Point by IHG
Ethan Allen Hotel
Enjoy dining in this stylish space with a long table, comfortable chairs, and a beautiful abstract painting.

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1002)
"It is clean & the staff are friendly"
The price is S$150
includes taxes & fees
27 Jul - 28 Jul
Ethan Allen Hotel
Windrose On Hudson
Terrace/patio

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 S$328
includes taxes & fees
22 Jul - 23 Jul
Windrose On Hudson
Crowne Plaza Suffern - Mahwah by IHG
Relax in the serene atrium, surrounded by lush greenery and a central water feature.

Crowne Plaza Suffern - Mahwah by IHG

3.5 star property
8.8 out of 10, Excellent, (1012)
"Great place to stay"
The price is S$128
includes taxes & fees
27 Jul - 28 Jul
Crowne Plaza Suffern - Mahwah by IHG
Comfort Inn
Relax in our inviting lobby with a seating area, fireplace, and large flat-screen TV.

Comfort Inn

2.5 star property
9.0 out of 10, Wonderful, (448)
"We stay here often and are never disappointed."
The price is S$200
includes taxes & fees
24 Jul - 25 Jul
Comfort Inn
Hampton Inn & Suites Mahwah
Enjoy meals and meetings in this versatile room with a long dining table and comfortable seating areas.

Hampton Inn & Suites Mahwah

2.5 star property
8.8 out of 10, Excellent, (1257)
"Will stay here again."
The price is S$182
includes taxes & fees
27 Jul - 28 Jul
Hampton Inn & Suites Mahwah
Overlook Lodge at Bear Mountain
Enjoy meals in this inviting dining area with round tables, cushioned chairs, and a stone wall featuring a mounted deer head sculpture.

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1003)
"Thank you for great stay and weekend 🙌"
The price is S$174
includes taxes & fees
7 Aug - 8 Aug
Overlook Lodge at Bear Mountain
Hilton Garden Inn Danbury
Enjoy a delicious breakfast at our breakfast area, featuring a variety of pastries and bread, and seating for all.

Hilton Garden Inn Danbury

3.0 star property
8.4 out of 10, Very good, (1002)
"Great in clean place to stay."
The price is S$182
includes taxes & fees
27 Jul - 28 Jul
Hilton Garden Inn Danbury
Heidi's Inn
Welcome to Heidi's Inn, located at 1270 RT 22, where a beautiful butterfly logo greets you.

Heidi's Inn

2.5 star property
8.8 out of 10, Excellent, (744)
"The pool is a huge plus..the whole area has a cabin vibe that i love"
The price is S$175
includes taxes & fees
22 Jul - 23 Jul
Heidi's Inn
Amsterdam Hotel
Situated near the water, this gazebo offers a serene escape amidst lush greenery and vibrant flowers.

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1623)
"Clean & great place for the area"
Amsterdam Hotel
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Enjoy a wide selection of dishes at our buffet, featuring omelets, cheese, and more.

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

2.5 star property
9.2 out of 10, Wonderful, (1001)
"Would stay again"
The price is S$210
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG
Holiday Inn Express New Rochelle by IHG
Welcome to our lobby, featuring a reception desk, comfortable seating area, and dining space.

Holiday Inn Express New Rochelle by IHG

2.5 star property
8.6 out of 10, Excellent, (317)
"Wonderful stay!"
The price is S$204
includes taxes & fees
23 Jul - 24 Jul
Holiday Inn Express New Rochelle by IHG
Holiday Inn Express Ramsey-Mahwah by IHG
Experience the sleek, modern design of this hotel, featuring a flat roof and symmetrical facade with glass and brick elements.

Holiday Inn Express Ramsey-Mahwah by IHG

2.5 star property
9.2 out of 10, Wonderful, (1002)
"The property was clean comfortable and a good choice for staying over night "
The price is S$189
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Ramsey-Mahwah by IHG
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Hotel features a symmetrical facade with a central entrance and multiple windows on each floor.

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

2.5 star property
9.0 out of 10, Wonderful, (175)
"Great location, friendly people"
The price is S$179
includes taxes & fees
27 Jul - 28 Jul
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Hampton Inn Paramus
Relax in this inviting outdoor seating area with a dining table, comfortable sofa, and potted plant.

Hampton Inn Paramus

2.5 star property
9.2 out of 10, Wonderful, (884)
"Really easy, seamless stay! "
The price is S$187
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn Paramus
The Thayer Hotel at West Point
Relax with a drink at our outdoor bar, featuring a brick counter and stools under a shaded canopy.

The Thayer Hotel at West Point

3.5 star property
9.0 out of 10, Wonderful, (579)
"The hotel is like a castle, very beautiful and the restaurant onsite is great as well. "
The Thayer Hotel at West Point
SpringHill Suites by Marriott Tuckahoe Westchester County
Welcome to Springhill Suites, a hotel with a prominent entrance and modern design.

SpringHill Suites by Marriott Tuckahoe Westchester County

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Wonderful property and staff, very friendly. Would stay here again anytime."
The price is S$180
includes taxes & fees
17 Aug - 18 Aug
SpringHill Suites by Marriott Tuckahoe Westchester County
The Armon Stamford Hotel & Conference
Relax in a stylish lounge area with comfortable seating and tables for socializing or unwinding.

The Armon Stamford Hotel & Conference

2.5 star property
7.8 out of 10, Good, (489)
"Clean nice hotel, great staff"
The price is S$214
includes taxes & fees
10 Aug - 11 Aug
The Armon Stamford Hotel & Conference
Springhill Suites By Marriott - Danbury
Welcome to our reception area, featuring a modern reception desk and a unique wall art piece.

Springhill Suites By Marriott - Danbury

3.0 star property
9.0 out of 10, Wonderful, (787)
"A nice suite for a good price. Liked everything about this hotel "
The price is S$188
includes taxes & fees
17 Aug - 18 Aug
Springhill Suites By Marriott - Danbury
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!

See all hotels in Ossining
Photo by Linda Zanetti
Open Photo by Linda Zanetti

Top Ossining Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"I love my stay"
Roosevelt 2-night trip
Posted 12 hours ago
Crowne Plaza Suffern - Mahwah by IHG

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 traveller data. Other good options 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 holiday rentals that Ossining has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside 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: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Sonesta White Plains Downtown and Hyatt Regency Greenwich 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 Merchants Square. 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.