Boardwalk over marshland on the trail at Teatown Lake Reservation in Ossining, New York.

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Our top choices for Ossining hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (171 reviews)
"Ev chargers on site. Lovely grounds and facilities. Will definitely stay here next time i am in the area."
United States
Andrew
The price is NT$6,510
NT$7,250 total
includes taxes & fees
Jun 22 - Jun 23
Windrose On Hudson

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is NT$31,818
NT$50,810 total
includes taxes & fees
Jun 23 - Jun 24
Summer Pool Oasis Custom Bar Arcade Pool Table

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (57 reviews)
"Family trip with 3 kids and we love it"
Canada
Pheng Theam
The price is NT$3,376
NT$4,157 total
includes taxes & fees
Jul 21 - Jul 22
Comfort Suites Central Valley - Woodbury

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,003 reviews)
"Gorgeous setting, beautiful and comfortable room and easy access."
United States
Gwen
The price is NT$5,338
NT$6,572 total
includes taxes & fees
Jun 21 - Jun 22
Overlook Lodge at Bear Mountain

Holiday Inn Express West Point by IHG

Holiday Inn Express West Point by IHG
2.5 star property
Fort Montgomery
9.0 out of 10, Wonderful, (257 reviews)
"very nice place"
United States
Howard
The price is NT$4,264
NT$5,037 total
includes taxes & fees
Jul 19 - Jul 20
Holiday Inn Express West Point by IHG

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (853 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
The price is NT$4,663
NT$5,054 total
includes taxes & fees
Jun 21 - Jun 22
Heidi's Inn

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
6.8 out of 10, (114 reviews)
"No phone, no iron, bed was tiny even though it was listed as a King"
United States
Jenna
The price is NT$4,236
NT$4,717 total
includes taxes & fees
Jun 24 - Jun 25
Dream Hotel Bronx

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (740 reviews)
"Great stay, beautiful hotel and staff was great"
United States
Amanda
The price is NT$6,140
NT$8,074 total
includes taxes & fees
Jun 21 - Jun 22
The Thayer Hotel at West Point

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,249 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
The price is NT$3,667
NT$4,217 total
includes taxes & fees
Jun 28 - Jun 29
Ethan Allen Hotel

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
7.2 out of 10, Good, (802 reviews)
"Very accommodating staff and great location in a time of emergency stay"
United States
Guap
The price is NT$4,478
NT$5,249 total
includes taxes & fees
Jul 21 - Jul 22
LIV Hotel Bronx - Newly Built

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,120 reviews)
"I enjoyed my stay. The place was absolutely clean. Free breakfast was amazing and I will be going again"
United States
Khaleem
The price is NT$4,377
NT$5,389 total
includes taxes & fees
Jul 1 - Jul 2
Hampton Inn Harriman Woodbury

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.8 out of 10, (1,003 reviews)
"I enjoyed my stay amazing food places around and comfortable"
United States
Alonzo
The price is NT$3,108
NT$3,574 total
includes taxes & fees
Jun 21 - Jun 22
Red Carpet Inn

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (574 reviews)
"Nice hotel clean comfortable & easy off highway ."
United States
CIRA
The price is NT$4,578
NT$4,961 total
includes taxes & fees
Jul 12 - Jul 13
Comfort Inn Brewster

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (707 reviews)
"Stayed here numerous times friendly staff and very nice place close to post."
United States
Michael
The price is NT$3,790
NT$4,667 total
includes taxes & fees
Jul 5 - Jul 6
West Point Motel

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

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (383 reviews)
"Great place to stay."
United States
Sai
The price is NT$4,232
NT$4,867 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,001 reviews)
"Staff was very helpful and room was very clean!!"
United States
Andrea
The price is NT$4,895
NT$5,599 total
includes taxes & fees
Jun 28 - Jun 29
Hotel MTK Mount Kisco

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,121 reviews)
"Great place to stay"
United States
Deanna
The price is NT$4,128
NT$5,873 total
includes taxes & fees
Jun 30 - Jul 1
Tarrytown House Estate

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,001 reviews)
The price is NT$5,188
NT$5,966 total
includes taxes & fees
Jul 8 - Jul 9
Hotel Zero Degrees Danbury

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,000 reviews)
"Safe area not too far from restaurants and stores."
United States
Richard
The price is NT$3,158
NT$3,888 total
includes taxes & fees
Jun 21 - Jun 22
Americas Best Value Inn at Central Valley-Woodbury

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,340 reviews)
"Great location. Amazing breakfast."
United States
Gareth
The price is NT$3,127
NT$3,576 total
includes taxes & fees
Jun 21 - Jun 22
West Gate Inn Nyack
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Stay near popular Ossining attractions

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 louann ohora
Open Photo by louann ohora

Top Ossining Hotel Reviews

More cheap stays in Ossining

Hotels in Ossining with star-rating

Find out more about Ossining

Top reasons to visit Ossining

  • Scenic Hudson River Views: Enjoy breathtaking views along the Hudson River, perfect for leisurely walks and picnics.
  • Cultural Experiences: Explore local theater performances and arts centers that highlight Ossining's rich heritage.
  • Outdoor Activities: Discover urban parks and nature preserves offering a variety of recreational opportunities for families and outdoor enthusiasts.
  • Charming Neighborhoods: Stroll through picturesque neighborhoods filled with charming shops and local eateries.
  • Comfortable Accommodations: Choose from cozy bed and breakfasts to modern hotels, ensuring a pleasant stay.

Find great hotels near Ossining

Experience a delightful stay in Ossining, New York, where a variety of accommodations await. From cozy bed and breakfasts to modern hotels, you'll find options tailored for business travelers, pet owners, and those seeking an LGBTQIA-friendly environment. Whether you're looking for a short getaway or an extended stay, Ossining's hotels offer the perfect blend of comfort and convenience, ensuring a memorable vacation experience.

  • Ramada by Wyndham Rochelle Park Near Paramus: This budget-friendly hotel offers a comfortable stay just 34km from Ossining. Guests can indulge in a variety of dining options, including a buffet breakfast and a bar and lounge. For those looking to stay active, fitness facilities are available on-site. Entertainment is easily accessible with premium TV channels and cable TV in the rooms. The hotel's proximity to a nearby metro station and shopping district adds convenience for travelers, making it an ideal choice for budget-conscious visitors seeking comfort and accessibility.
  • Homewood Suites by Hilton Teaneck Glenpointe: A 3-star property known for its spacious suites, Homewood Suites by Hilton Teaneck Glenpointe is perfect for business travelers and those traveling with pets, allowing dogs and cats with specific weight limits. Located 34km from Ossining, this hotel boasts a guest rating of 9.2 out of 10. It offers a host of business amenities, making it suitable for corporate trips. Guests appreciate the warm, inviting atmosphere and the various facilities that cater to both work and leisure, ensuring a relaxing stay.
  • Baymont by Wyndham White Plains - Elmsford: Located just 11km from Ossining, Baymont by Wyndham White Plains - Elmsford is a budget-friendly option with a guest rating of 8.4 out of 10. This hotel is particularly family-oriented, featuring amenities for children such as free cribs and a first aid kit for peace of mind. With its welcoming environment and accessible location, it’s an excellent choice for families and business travelers alike, providing comfort and convenience during your visit.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly activities. Visitors can enjoy scenic views along the Hudson River, explore charming neighborhoods, and experience the warm hospitality of the locals. With its relaxing atmosphere, Ossining is perfect for a romantic getaway or a peaceful retreat. Just a short drive away, you can discover vibrant cities and picturesque towns that enhance your travel experience in this beautiful region.

  • Crotonville: Nestled within the Ossining area, Crotonville offers a serene retreat for those seeking outdoor adventures and stunning scenery. Visitors can enjoy various recreational activities in the nearby nature reserves and state parks, making it a perfect destination for nature lovers. The village features charming shopping centers, providing a pleasant experience for those looking to explore local shops. With peak visitor numbers in April to May and December, Crotonville is an attractive spot for seasonal travelers eager to immerse themselves in its natural beauty.
  • Maryknoll: Just 3km from Ossining, Maryknoll is a vibrant city known for its family-friendly atmosphere and rich cultural experiences. This charming locale peaks in visitor numbers during the summer months of July and August, as families flock to enjoy outdoor sports and activities. Baseball and soccer events are popular here, creating an engaging atmosphere for sports enthusiasts. The city is home to notable landmarks such as art museums and historic buildings, offering a glimpse into the region's architectural significance and cultural heritage.
  • Briarcliff Manor: Located a mere 3km from Ossining, Briarcliff Manor is an inviting city that combines family-friendly activities with urban charm. Visitors are drawn to shopping areas and centers, making it a great spot for retail therapy. The city peaks in January and during the spring months, attracting those looking for an engaging city experience. With its modern squares and tourist precincts, Briarcliff Manor provides a lively atmosphere for both locals and visitors alike, ensuring a memorable stay.

Things to do near Ossining

Shopping

In Ossining, you can explore local shops like the Ossining Farmers Market for fresh produce and unique crafts. If you're up for a drive, head to nearby Woodbury Common Premium Outlets for a wide selection of designer brands at discounted prices.

Recreation

Explore the tranquil surroundings at the Hudson Valley Healing Arts Center, offering yoga and meditation classes in a serene setting. For outdoor enthusiasts, the nearby Croton Point Park provides scenic trails and picnic spots, perfect for a rejuvenating day in nature.

Adventure

Palisades Climb Adventure offers an exhilarating zipline and ropes course experience, located 11km from Ossining. Embrace the thrill of soaring through the trees and navigating challenging obstacles while enjoying the beautiful outdoor scenery that surrounds you.

Nightlife

In Ossining, enjoy a relaxed evening at the lively Sing Sing Kill Brewery, where craft beers and local vibes await. For a more intimate setting, visit the cozy Hudson Valley Brewery to savor unique brews and delicious bites while soaking in the friendly atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Ossining

To save money on your trip to Ossining, consider visiting between January and March, when hotel prices are lower. Book your accommodations about a month in advance or check Expedia's last-minute deals for potential savings. Sundays tend to be the cheapest days for hotel stays. Use Expedia's search tool to compare rates, find great deals, and explore package options that include flights and activities. For free activities, take advantage of local parks and scenic areas. Also, consider using public transport for affordable travel around the region.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Ossining are January to March, where the prices are slightly lower. This is in comparison to September to October and December, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Ossining is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Ossining is Sunday. The most expensive day to stay in Ossining is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your options based on your budget, desired location, and preferred hotel style. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your hotel stay in Ossining with your flights and activities through an Expedia package deal.

Find the best attractions in Ossining

Ossining, New York, offers a delightful mix of outdoor and cultural experiences perfect for families. Visitors can explore urban parks, nature preserves, and arts centers that showcase the area's rich heritage. For those seeking comfortable accommodations, there are several hotels near Ossining to enhance your stay. Enjoy the vibrant atmosphere and take part in activities that cater to both outdoor enthusiasts and culture lovers alike.

  • Sing Sing Correctional Facility: This historic prison, located in Ossining, offers a glimpse into the history of the American penal system. Its imposing architecture and storied past create a unique atmosphere, allowing visitors to reflect on justice and rehabilitation.
  • Sing Sing Prison Museum: Situated nearby, this museum is dedicated to preserving the history of Sing Sing Correctional Facility. Exhibits showcase artifacts, photographs, and stories that illustrate the complex relationship between crime and society, making it an intriguing stop for history enthusiasts.
  • Nelson Park: This urban park provides a welcoming space for families and outdoor lovers. With green lawns, playgrounds, and scenic walking paths, it’s an ideal spot to relax, enjoy a picnic, or participate in recreational activities amidst the city ambiance.

Best time to go to Ossining

The best time to visit Ossining is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.0°F (-1.1°C)Light RainMostly SunnySlightly LowSlightly Low
February31.6°F (-0.2°C)Light RainMostly SunnySlightly LowSlightly Low
March38.8°F (3.8°C)Light RainMostly SunnyAverageSlightly Low
April49.8°F (9.9°C)Light RainMostly SunnySlightly HighAverage
May60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
June68.9°F (20.5°C)Light RainMostly SunnyAverageAverage
July75.6°F (24.2°C)Light RainMostly SunnySlightly HighAverage
August73.9°F (23.3°C)Light RainMostly SunnyAverageAverage
September66.9°F (19.4°C)Light RainMostly SunnySlightly HighSlightly High
October56.1°F (13.4°C)Light RainMostly SunnyAverageSlightly High
November44.2°F (6.8°C)Light RainMostly SunnyAverageAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowSlightly High

The nearest major airports for your trip to Ossining

Traveling to Ossining, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is 58km away, with luxury hotel options like The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty International Airport (EWR) is slightly farther at 60km, offering high-end accommodations such as The Dominick and Four Seasons Hotel, each 14km from the airport. LaGuardia Airport (LGA) is the closest at 43km, featuring stunning hotels like The Plaza, A Fairmont Hotel, and Hilton Club The Quin, both within 10km. Each airport provides various transportation services to 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 Baymont by Wyndham White Plains - Elmsford and Tarrytown House Estate. See all available top hotels, or 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. Tarrytown House Estate 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. In Ossining, there are 35 hotels and other accommodations to choose from. Find out more about Ossining.
What is there to see in Ossining?
Cultural venues include Ossining Historical Society and Sing Sing Prison Museum. Landmarks like Sing Sing Correctional Facility, Ossining Public Library, and Thomas J. Watson Research Center might be worth a visit. Natural beauty is on display at Merchants Square, Pleasant Square, and Depot 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.

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