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Find hotels in Ossining, NY from AED 364

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Compare 1,262 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Windrose On Hudson

3.0 star property
Ossining
8.0 out of 10, Very Good, (95)
"Clean rooms, quiet, beautiful grounds"
United States
patricia
The price is AED 652
AED 726 total
includes taxes & fees
18 Dec - 19 Dec
Windrose On Hudson

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
The price is AED 1,560
AED 3,472 total
includes taxes & fees
8 Dec - 9 Dec
Foliage at Westchester Manor - Near Sleepy Hollow

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1002)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is AED 358
AED 417 total
includes taxes & fees
4 Jan - 5 January 2026
DoubleTree by Hilton Hotel Nanuet

Hampton Inn Paramus

2.5 star property
Paramus
9.2 out of 10, Wonderful, (966)
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
The price is AED 419
AED 480 total
includes taxes & fees
4 Jan - 5 January 2026
Hampton Inn Paramus

Hyatt Regency Greenwich

4.0 star property
Old Greenwich
8.4 out of 10, Very Good, (1002)
"It’s was a very relaxing stay. Can’t wait to go back!"
United States
Eleni
The price is AED 652
AED 750 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Regency Greenwich

DoubleTree by Hilton Stamford

3.5 star property
Waterside
7.4 out of 10, Good, (1000)
"All of the staff were very friendly and helpful"
United States
ondre
The price is AED 503
AED 578 total
includes taxes & fees
4 Jan - 5 January 2026
DoubleTree by Hilton Stamford

Ramada by Wyndham Bronx

3.0 star property
Bronx
8.4 out of 10, Very Good, (1004)
"Enjoyed stay. One of my favorite places to stay!"
United States
Hopeton
The price is AED 493
AED 579 total
includes taxes & fees
5 Jan - 6 January 2026
Ramada by Wyndham Bronx

The Abbey Inn & Spa

4.0 star property
Peekskill
9.2 out of 10, Wonderful, (225)
"The staff, the room, the restaurant and bar were all excellent. The Abby is a special place. Beautiful architecture, great art! Location can’t be beat. "
United States
Lya
The price is AED 996
AED 1,308 total
includes taxes & fees
11 Dec - 12 Dec
The Abbey Inn & Spa

Amsterdam Hotel

2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1724)
"Staff was very friendly. "
United States
Mary
Amsterdam Hotel

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1003)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is AED 385
AED 435 total
includes taxes & fees
7 Dec - 8 Dec
Overlook Lodge at Bear Mountain

Hampton Inn White Plains/Tarrytown

3.0 star property
Elmsford
8.0 out of 10, Very Good, (1284)
"Will definitely stay again"
United States
Elainne
The price is AED 444
AED 507 total
includes taxes & fees
4 Jan - 5 January 2026
Hampton Inn White Plains/Tarrytown

Sleepy Hollow Hotel

3.5 star property
Tarrytown
6.8 out of 10, (1003)
"excellent place "
United States
Boruch
The price is AED 450
AED 515 total
includes taxes & fees
21 Dec - 22 Dec
Sleepy Hollow Hotel

The Stamford Hotel

3.5 star property
Downtown Stamford
7.8 out of 10, Good, (1115)
"Very good place to stay "
United States
Miguel
The price is AED 467
AED 537 total
includes taxes & fees
19 Dec - 20 Dec
The Stamford Hotel

Sonesta Simply Suites Nanuet

2.5 star property
Nanuet
8.2 out of 10, Very Good, (1000)
"Location close to stores and restaurants and main highways. "
United States
Kim
The price is AED 406
AED 472 total
includes taxes & fees
8 Dec - 9 Dec
Sonesta Simply Suites Nanuet

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

3.0 star property
Waterside
6.6 out of 10, (1001)
"The location is great and convenient! The staff is very kind and attentive!"
United States
Cruz
The price is AED 317
AED 364 total
includes taxes & fees
23 Dec - 24 Dec
La Quinta Inn & Suites by Wyndham Stamford / New York City

Marriott Park Ridge

3.5 star property
Park Ridge
8.8 out of 10, Excellent, (860)
"Great hotel"
United States
Christopher
The price is AED 497
AED 569 total
includes taxes & fees
14 Dec - 15 Dec
Marriott Park Ridge

Sheraton Tarrytown Hotel

3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1001)
"Very awsome hotel!!! It had charm!"
United States
kimberli
The price is AED 496
AED 568 total
includes taxes & fees
14 Dec - 15 Dec
Sheraton Tarrytown Hotel

Inn on the Hudson

2.0 star property
Peekskill
6.8 out of 10, (1001)
"Always a pleasant place "
United States
Abner
The price is AED 327
AED 374 total
includes taxes & fees
7 Dec - 8 Dec
Inn on the Hudson

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1074)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel

Baymont by Wyndham White Plains - Elmsford

2.5 star property
Elmsford
8.2 out of 10, Very Good, (1457)
"Great experience can’t wait to come back "
United States
Marvin
The price is AED 459
AED 525 total
includes taxes & fees
4 Jan - 5 January 2026
Baymont by Wyndham White Plains - Elmsford
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

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.

Main building at Maryknoll
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 Outdoor Activities: Enjoy beautiful green spaces, perfect for relaxing strolls and family picnics.
  • Cultural Experiences: Attend local shows and explore urban parks and modern colleges for a taste of Ossining's vibrant culture.
  • Charming Neighborhoods: Discover friendly locals and romantic spots in cozy neighborhoods, ideal for exploring.
  • Adventure Nearby: Take advantage of skiing opportunities just a short drive away for thrill-seekers.
  • Diverse Accommodations: Choose from a range of hotels and charming bed & breakfasts to suit every traveler's needs.

Find great hotels near Ossining

Ossining, New York, offers a variety of accommodation options, including hotels and charming bed & breakfast establishments. Whether you're looking for pet-friendly stays, business travel amenities, or LGBTQIA-friendly environments, you'll find the perfect place to relax. Explore the best hotels in Ossining and enjoy a memorable vacation experience in this picturesque town, where convenience and comfort await every traveler.

  • Ramada by Wyndham Rochelle Park Near Paramus: Situated 33.8km from Ossining, the Ramada by Wyndham Rochelle Park Near Paramus offers a delightful blend of comfort and convenience. This hotel features complimentary daily breakfast, with options including a buffet-style spread that sets the tone for your day. Guests can unwind at the on-site restaurant or stay active with fitness facilities available nearby. For entertainment, the hotel provides cable television and premium channels, ensuring you won’t miss your favorite shows. With easy access to metro stations and shopping districts, this hotel is ideal for those looking to explore the local area.
  • Amsterdam Hotel: Located 30.6km from Ossining, the Amsterdam Hotel caters to business travelers seeking a professional environment. This hotel provides essential amenities tailored for work-related stays, ensuring a productive atmosphere. Its strategic location allows for convenient access to local businesses and corporate hubs, making it a smart choice for professionals on the go. The hotel’s focus on business travel ensures that guests can enjoy a comfortable stay while having the necessary facilities to conduct their work efficiently.
  • Baymont by Wyndham White Plains - Elmsford: Just 11.3km from Ossining, Baymont by Wyndham White Plains - Elmsford is an excellent choice for families and business travelers alike. This hotel is particularly family-friendly, offering amenities such as free cribs and a first aid kit for peace of mind. Guests can enjoy a welcoming atmosphere, with convenient access to nearby attractions and business centers. The hotel's thoughtful services cater to both leisure and work needs, making it a versatile option for all types of travelers.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and cultural experiences perfect for families and travelers alike. With its lovely green spaces and cozy getaway vibe, visitors can enjoy a relaxing atmosphere while being close to downtown. Explore charming neighborhoods nearby that feature friendly locals and romantic spots, making Ossining an ideal destination for anyone seeking a memorable vacation in the heart of Westchester County.

  • Maryknoll: Located merely 3.2km from Ossining, Maryknoll is a charming city that offers a unique blend of cultural and family-oriented experiences. Visitors can enjoy an array of sports activities, including baseball and soccer, making it a great destination for active families. The city is rich in history, with significant architecture and historic buildings that tell the story of its past. Don't miss the local art museum, which showcases a variety of exhibits throughout the year, adding to the city's cultural appeal.
  • Sparta: Nestled in the area surrounding Ossining, Sparta is a quaint village that attracts travelers year-round. This village is perfect for those looking for a blend of urban convenience and family-friendly activities. With its shopping centers and malls, Sparta is a shopper's paradise. In the winter months, outdoor enthusiasts can take advantage of nearby ski fields. The village’s welcoming atmosphere makes it a great spot for both business and leisure travelers.
  • Briarcliff Manor: Just 3.2km from Ossining, Briarcliff Manor is a picturesque city that offers a delightful mix of cultural, family, and city-themed experiences. The area is known for its vibrant arts scene, with local theaters and an arts center that host various performances. Shopping is also a highlight here, with a variety of stores to explore. The proximity to historic landmarks and a sports facility stadium adds to the allure, making Briarcliff Manor an engaging destination for all types of visitors.

Things to do in and around Ossining

Ossining, New York, offers a delightful mix of outdoor and cultural activities perfect for family vacations. Visitors can enjoy scenic strolls, explore vibrant shopping areas, and catch a show at the local theater. For those seeking adventure, skiing opportunities are available nearby, making Ossining an ideal destination for a well-rounded getaway.

Shopping

For a delightful shopping experience in Ossining, visit Rockland Bakery, just 12.9km away, known for its fresh baked goods. If you're up for a drive, head to Westchester's Ridge Hill, 22.5km away, offering a variety of shops and family-friendly vibes, or Woodbury Common Premium Outlets, 27.4km away, perfect for discount shopping.

Recreation

Experience a vibrant night at Tarrytown Music Hall, just 9.7km away, where live music fills the air with energy. For a serene escape, visit Hardscrabble Wilderness Area, only 4.8km from Ossining, offering tranquil trails perfect for relaxation and rejuvenation in nature.

Enjoy a round of golf at Hudson Hills Golf Course, located in Ossining, where you can embrace the outdoors while improving your swing amidst beautiful landscapes.

Adventure

Palisades Climb Adventure offers thrilling ziplining and ropes courses, perfect for adrenaline seekers. Grand Prix New York / Spins Bowl features exciting karting experiences for racing enthusiasts. For a scenic outdoor adventure, explore the Orange Trailhead's picturesque trails, ideal for hiking and immersing in nature.

Nightlife

For a lively night in Ossining, enjoy a performance at the Westchester Broadway Theatre, just 11.3km away, offering a mix of romance and culture. For family fun, visit Lucky Strike, also 11.3km away, or catch a movie at Maritime IMAX, 38.6km away, perfect for entertainment and romance.

*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 from January to March when hotel prices are lower. Book your stay about a month in advance for the best rates, and look for last-minute deals on Expedia. Sundays are the cheapest nights to stay, while Saturdays are the most expensive. Use Expedia's search tool to compare room rates and find flexible booking options. Additionally, explore Ossining's free activities and utilize public transport, which is budget-friendly, to enhance your experience without overspending.

  • 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: Booking a hotel in Ossining about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • 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 refine your preferences, such as your budget, desired location, and preferred hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Ossining with your flights and activities through an Expedia package deal.

Find the best attractions in and around Ossining

Ossining is perfect for outdoor enthusiasts, families, and culture lovers alike. Visitors can explore a variety of attractions, including urban parks, modern colleges, and nature preserves. The area's points of interest offer a delightful mix of outdoor activities and cultural experiences, ensuring a memorable vacation for travelers of all kinds.

  • Van Cortlandt Manor: This beautifully preserved historic house offers a glimpse into early American life. Set in lush gardens along the Hudson River, visitors can explore the architecture and learn about the Van Cortlandt family’s influence on the region.
  • Sing Sing Correctional Facility: Known for its significant role in American criminal justice, this historic prison provides guided tours that delve into its storied past, including its famous inmates and the development of the prison system.
  • Bear Mountain State Park: Just a short drive away, this national park boasts stunning scenery and outdoor activities. Enjoy hiking trails, picnicking, and breathtaking views of the Hudson River, perfect for adventure enthusiasts.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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, can be conveniently done through several major airports. John F. Kennedy International Airport (JFK) is located 57.9km away, with nearby 5-star options like Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) is 59.5km away, featuring luxurious hotels such as The Dominick and The Beekman, both 14.5km from EWR. Lastly, LaGuardia Airport (LGA) is 43.5km from Ossining, offering high-end accommodations like Virgin Hotels New York City and The Plaza, both within 9.7km of LGA. Each airport provides accessible transportation options to these nearby hotels.

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 Sonesta White Plains Downtown 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 home 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?
Sonesta White Plains Downtown: Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Tarrytown House Estate and DoubleTree by Hilton Hotel Nanuet 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 13 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 Teatown Lake Reservation, Kitchawan Preserve, 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.

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