Photo by Linda Zanetti

Ossining Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Ossining hotels

Our top choices for Ossining hotels

Springhill Suites By Marriott - Danbury

3.0 star property
9.0 out of 10, Wonderful, (804)
"This is a terrific property. Checks all my boxes: Clean, roomy, fresh, friendly and helpful staff, really large room. I will be recommending it and will be back!"
The price is P6,325
P7,274 total
includes taxes & fees
Aug 24 - Aug 25
Springhill Suites By Marriott - Danbury

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

2.5 star property
9.0 out of 10, Wonderful, (206)
"Very nice front desk staff and nice breakfast. Room was excellent."
The price is P6,387
P7,345 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Countryside Motel

2.0 star property
7.0 out of 10, Good, (244)
"My husband Randy stayed at the hotel for pleasure. The hotel was clean, staff were friendly. It was quiet during the evening hours and it was convenient to restaurants and shops. The price was very good compared to all the other hotels."
The price is P4,843
P5,249 total
includes taxes & fees
Aug 28 - Aug 29
Countryside Motel

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 P12,479
P13,898 total
includes taxes & fees
Aug 24 - Aug 25
Windrose On Hudson

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very Good, (1640)
"great value, really nice staff"
Amsterdam Hotel

Hampton Inn White Plains/Tarrytown

3.0 star property
7.8 out of 10, Good, (1128)
"Easy check in and breakfast was amazing"
The price is P7,223
P8,261 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Inn White Plains/Tarrytown

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 P14,815
P17,038 total
includes taxes & fees
Aug 31 - Sep 1
Residence Inn Stamford Downtown

Residence Inn by Marriott White Plains Westchester County

3.0 star property
8.6 out of 10, Excellent, (624)
"Excellent service and rooms"
The price is P12,023
P13,752 total
includes taxes & fees
Sep 7 - Sep 8
Residence Inn by Marriott White Plains Westchester County

Heidi's Inn

2.5 star property
8.8 out of 10, Excellent, (765)
"Breakfast is included and the staff is great!"
The price is P7,143
P7,740 total
includes taxes & fees
Aug 31 - Sep 1
Heidi's Inn

Comfort Inn Brewster

2.5 star property
9.0 out of 10, Wonderful, (464)
"Cute comfy hotel. "
The price is P8,185
P8,871 total
includes taxes & fees
Aug 31 - Sep 1
Comfort Inn Brewster

Hampton Inn & Suites Mahwah

2.5 star property
8.8 out of 10, Excellent, (1278)
"Great area and friendly staff! Great place to stay!!"
The price is P6,910
P7,920 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn & Suites Mahwah

Super 8 by Wyndham Stamford/New York City Area

2.5 star property
6.4 out of 10, (1001)
"Nice to stay and I recommend "
The price is P4,989
P5,737 total
includes taxes & fees
Sep 14 - Sep 15
Super 8 by Wyndham Stamford/New York City Area

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 P6,011
P6,912 total
includes taxes & fees
Aug 31 - Sep 1
Hilton Garden Inn Danbury

Cadet Motel

2.0 star property
6.4 out of 10, (291)
"It was a great little motel for a 2 day business trip. Affordable, clean, and safe. "
The price is P4,502
P5,318 total
includes taxes & fees
Aug 24 - Aug 25
Cadet Motel

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Great stay great staff great accommodations "
The price is P6,248
P7,693 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Inn Harriman Woodbury

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

2.5 star property
8.8 out of 10, Excellent, (850)
"the beds were very comfortable, "
The price is P9,630
P11,014 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

West Gate Inn Nyack

3.0 star property
7.4 out of 10, Good, (1016)
"Great place to stay I”ll recommend it "
The price is P7,407
P8,472 total
includes taxes & fees
Aug 23 - Aug 24
West Gate Inn Nyack

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1011)
"Great hotel"
The price is P5,764
P6,628 total
includes taxes & fees
Sep 1 - Sep 2
Ethan Allen Hotel

Maron Hotel And Suites

2.5 star property
7.4 out of 10, Good, (1001)
"Good staff, area was very industrial "
Maron Hotel And Suites

Budget Motor Inn - Stony Point

1.5 star property
4.8 out of 10, (451)
"It was near my destination."
The price is P3,588
P3,996 total
includes taxes & fees
Aug 24 - Aug 25
Budget Motor Inn - Stony Point
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.
Save an average of 15% on thousands of hotels when you're signed in

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.