Photo by Linda Zanetti

Ossining Hotels

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Top 10 trending Ossining hotels

Windrose On Hudson

3.0 star property
9.0 out of 10, Wonderful, (22)
"The grounds were beautiful. The rooms were spacious and clean "
The price is P12,508
P13,931 total
includes taxes & fees
Oct 16 - Oct 17
Windrose On Hudson

Inn on the Hudson

2.0 star property
6.8 out of 10, (1001)
"Excellent view and friendly staff. Room was clean and fresh. "
The price is P6,635
P7,589 total
includes taxes & fees
Oct 12 - Oct 13
Inn on the Hudson

Mamaroneck Motel

2.0 star property
6.6 out of 10, (481)
"We enjoyed the place and it was close to all amenities. "
The price is P5,491
P6,280 total
includes taxes & fees
Nov 2 - Nov 3
Mamaroneck Motel

The Abbey Inn & Spa

4.0 star property
9.2 out of 10, Wonderful, (206)
"Spa service was very good. Food amazing "
The price is P20,277
P25,853 total
includes taxes & fees
Nov 2 - Nov 3
The Abbey Inn & Spa

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very Good, (1001)
"Wonderful staff!"
The price is P9,828
P11,117 total
includes taxes & fees
Oct 13 - Oct 14
Overlook Lodge at Bear Mountain

Super 8 by Wyndham Mahwah

2.5 star property
7.4 out of 10, Good, (1000)
"Very peaceful stay"
The price is P3,954
P4,533 total
includes taxes & fees
Oct 12 - Oct 13
Super 8 by Wyndham Mahwah

Ardsley Acres Hotel Westchester

2.0 star property
8.4 out of 10, Very Good, (1004)
"Great stay. "
The price is P6,806
P7,785 total
includes taxes & fees
Oct 5 - Oct 6
Ardsley Acres Hotel Westchester

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

2.5 star property
9.2 out of 10, Wonderful, (1015)
"Area and parking was safe and convenient. Staff were efficient and friendly. Breakfast was great as usual."
The price is P8,374
P9,577 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

The Lloyd Stamford, Tapestry Collection by Hilton

3.5 star property
8.8 out of 10, Excellent, (395)
"The rooms are stylish, with everything you need. "
The price is P10,345
P11,897 total
includes taxes & fees
Nov 2 - Nov 3
The Lloyd Stamford, Tapestry Collection by Hilton

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

3.0 star property
6.6 out of 10, (850)
"Good price, clean rooms."
The price is P4,889
P5,622 total
includes taxes & fees
Oct 26 - Oct 27
La Quinta Inn & Suites by Wyndham Stamford / New York City

Super 8 by Wyndham Stamford/New York City Area

2.5 star property
6.4 out of 10, (1000)
"It is convenient and comfortable to stay here!"
The price is P5,045
P5,802 total
includes taxes & fees
Oct 19 - Oct 20
Super 8 by Wyndham Stamford/New York City Area

DoubleTree by Hilton Mahwah

4.0 star property
7.8 out of 10, Good, (882)
"Staff was wonderful. The stay was good "
The price is P6,876
P7,882 total
includes taxes & fees
Oct 15 - Oct 16
DoubleTree by Hilton Mahwah

Courtyard by Marriott Stamford Downtown

3.0 star property
9.0 out of 10, Wonderful, (820)
"Very good accommodations"
The price is P13,561
P15,595 total
includes taxes & fees
Oct 26 - Oct 27
Courtyard by Marriott Stamford Downtown

HYATT house White Plains

3.0 star property
8.4 out of 10, Very Good, (1000)
"Nice hotel!!! Nice location & convenient to highway, would stay there again."
The price is P10,409
P11,905 total
includes taxes & fees
Nov 2 - Nov 3
HYATT house White Plains

Courtyard by Marriott Mahwah

3.0 star property
8.2 out of 10, Very Good, (1000)
"Convenient to major highway"
The price is P7,385
P8,465 total
includes taxes & fees
Oct 14 - Oct 15
Courtyard by Marriott Mahwah

Days Inn by Wyndham Nanuet / Spring Valley

2.0 star property
6.8 out of 10, (1003)
"Staff was great"
The price is P5,388
P6,270 total
includes taxes & fees
Oct 6 - Oct 7
Days Inn by Wyndham Nanuet / Spring Valley

Hampton Inn & Suites Stamford

2.5 star property
8.6 out of 10, Excellent, (1001)
"Great location "
The price is P10,878
P12,509 total
includes taxes & fees
Oct 12 - Oct 13
Hampton Inn & Suites Stamford

Residence Inn Stamford Downtown

3.0 star property
9.4 out of 10, Exceptional, (362)
"Quiet nice rooms, many restaurants close by walking distance "
The price is P15,656
P18,004 total
includes taxes & fees
Oct 26 - Oct 27
Residence Inn Stamford Downtown

DoubleTree by Hilton Stamford

3.5 star property
7.4 out of 10, Good, (1031)
"The property is nice. We stayed in one of the rooms with a big tub it was amazing"
The price is P8,360
P9,615 total
includes taxes & fees
Oct 9 - Oct 10
DoubleTree by Hilton Stamford

Royal Regency Hotel

3.5 star property
8.2 out of 10, Very Good, (2278)
"Great place!"
The price is P7,065
P8,611 total
includes taxes & fees
Oct 5 - Oct 6
Royal Regency Hotel
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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

More cheap stays in Ossining

More cheap stays in Ossining

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 Armoni Inn & Suites and Royal Regency Hotel. 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?

Armoni Inn & Suites: Offers complimentary wired internet access, a seasonal outdoor pool, and free self parking. Baymont by Wyndham White Plains - Elmsford and La Quinta Inn & Suites by Wyndham Stamford / New York City 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, Ossining Dog Park, and Teatown Lake Reservation. 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.

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Explore a world of travel with Expedia