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Our top choices for Ossining hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.4 out of 10, Very Good, (127 reviews)
"Room was clean, super quiet, staff was very helpful and nice"
United States
Dawn
The price is SAR 619
SAR 689 total
includes taxes & fees
3 May - 4 May
Windrose On Hudson

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
Ossining
The price is SAR 2,367
SAR 4,636 total
includes taxes & fees
28 Apr - 29 Apr
Westchester Summer Pool Pet Friendly Events Games

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (34 reviews)
"The hotel is new and clean"
United States
FENGMING
The price is SAR 368
SAR 453 total
includes taxes & fees
12 May - 13 May
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, (1,002 reviews)
"Amazing stay with great amenities!"
United States
Audrey
The price is SAR 386
SAR 475 total
includes taxes & fees
10 May - 11 May
Overlook Lodge at Bear Mountain

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (832 reviews)
"The staff was very friendly and helpful. The location is close to highways, local shops and many restaurants. "
United States
James
The price is SAR 486
SAR 526 total
includes taxes & fees
21 Apr - 22 Apr
Heidi's Inn

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, (348 reviews)
"Great location "
United States
John
The price is SAR 491
SAR 565 total
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very Good, (473 reviews)
"Staff was courteous, rooms ware nice."
United States
Winifred
The price is SAR 537
SAR 629 total
includes taxes & fees
21 Apr - 22 Apr
LIV Hotel Bronx - Newly Built

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (703 reviews)
"Rooms was spotless. The hotel restaurant provided great food. The hotel staff were amazing. 5/5 for this hotel "
United States
Alex
The price is SAR 777
SAR 1,016 total
includes taxes & fees
19 Apr - 20 Apr
The Thayer Hotel at West Point

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,053 reviews)
"Lovely property and staff!"
United States
Gray
The price is SAR 571
SAR 747 total
includes taxes & fees
19 Apr - 20 Apr
Tarrytown House Estate

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.6 out of 10, Excellent, (1,010 reviews)
"Quiet place, clean rooms and kind staff."
United States
viviana
The price is SAR 414
SAR 474 total
includes taxes & fees
19 Apr - 20 Apr
Ardsley Acres Hotel Westchester

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,002 reviews)
"Beautiful room and excellent service "
United States
Kira
The price is SAR 672
SAR 772 total
includes taxes & fees
26 Apr - 27 Apr
Hotel Zero Degrees Danbury

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
7.2 out of 10, Good, (89 reviews)
"Clean and quiet "
United States
Andrea
The price is SAR 458
SAR 510 total
includes taxes & fees
19 Apr - 20 Apr
Dream Hotel Bronx

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (558 reviews)
"staff was very nice."
United States
Daniela
The price is SAR 503
SAR 545 total
includes taxes & fees
29 Apr - 30 Apr
Comfort Inn Brewster

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (686 reviews)
"Room was clean, staff was courteous and very good location "
United States
Georgina
The price is SAR 375
SAR 462 total
includes taxes & fees
29 Apr - 30 Apr
West Point Motel

Springhill Suites By Marriott - Danbury

Springhill Suites By Marriott - Danbury
3.0 star property
Danbury
8.8 out of 10, Excellent, (874 reviews)
"great staff, clean room, excellent coffee"
United States
Carol
The price is SAR 503
SAR 578 total
includes taxes & fees
26 Apr - 27 Apr
Springhill Suites By Marriott - Danbury

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1,003 reviews)
"clean rooms, friendly and helpful staff, lot of shops nearby "
United States
mark, marlene
The price is SAR 463
SAR 532 total
includes taxes & fees
26 Apr - 27 Apr
Hilton Garden Inn Danbury

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,000 reviews)
"room is clean, staff are friendly"
United States
Biyuan
The price is SAR 551
SAR 630 total
includes taxes & fees
10 May - 11 May
Hotel MTK Mount Kisco

West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,263 reviews)
"The front staff Stu, Andre, Stephanie are all so professional and helpful. This place is an amazing place to stay! Breakfast is a plus!"
United States
Joseph
The price is SAR 334
SAR 382 total
includes taxes & fees
10 May - 11 May
West Gate Inn Nyack

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,088 reviews)
"Clean, quiet and great breakfast."
United States
Dawn
The price is SAR 427
SAR 526 total
includes taxes & fees
10 May - 11 May
Hampton Inn Harriman Woodbury

Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
3.0 star property
Danbury
8.2 out of 10, Very Good, (371 reviews)
"Nice layout Good pillows"
United States
James
The price is SAR 555
SAR 639 total
includes taxes & fees
3 May - 4 May
Residence Inn Marriott Danbury
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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

Find out more about Ossining

Top reasons to visit Ossining

  • Scenic Outdoor Activities: Enjoy picturesque strolls in urban parks and nature preserves, perfect for family outings.
  • Cultural Experiences: Discover local theaters and vibrant shopping areas that showcase Ossining's artistic flair.
  • Adventure Opportunities: Nearby skiing options offer thrilling experiences for adventure seekers during winter months.
  • Charming Neighborhoods: Explore welcoming neighborhoods with a cozy atmosphere, ideal for relaxation and romance.
  • Diverse Accommodations: Choose from pet-friendly hotels and charming bed & breakfasts for a comfortable stay.

Find great hotels near Ossining

Ossining, New York, offers a variety of lodging options, including hotels and charming bed & breakfasts, perfect for both leisure and business travelers. Many accommodations are pet-friendly and LGBTQIA welcoming, ensuring a comfortable stay for all guests. Whether you're searching for the best hotels or simply exploring available options, Ossining has something to suit your needs while providing easy access to the area's attractions.

  • Ramada by Wyndham Rochelle Park Near Paramus: Located 33.8km from Ossining, the Ramada by Wyndham Rochelle Park is a fantastic choice for travelers seeking a blend of comfort and convenience. This hotel features an array of dining options, including complimentary daily breakfast, a restaurant, and a bar and lounge area perfect for unwinding after a busy day. For those looking to stay active, the hotel offers fitness facilities and nearby recreational activities. Entertainment options abound with premium TV channels and cable TV available in each room. The hotel's proximity to a metro station and shopping district enhances the overall experience, making it ideal for both business and leisure travelers.
  • Amsterdam Hotel: Situated 30.6km from Ossining, the Amsterdam Hotel is tailored for business travelers seeking a professional environment. This hotel offers essential amenities and services designed to cater to the needs of those on work trips, ensuring a productive and comfortable stay. Its strategic location provides easy access to various business hubs and local attractions, making it an excellent option for professionals looking to balance work with leisure.
  • Baymont by Wyndham White Plains - Elmsford: Only 11.3km from Ossining, the Baymont by Wyndham White Plains - Elmsford is perfect for families and business travelers alike. This welcoming hotel offers child-friendly amenities, including a free crib and a first aid kit, making it an excellent choice for families traveling with children. The hotel’s convenient location allows easy access to local attractions, while its comfortable accommodations ensure a relaxing stay for all guests, whether traveling for business or leisure.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal vacation spot. Explore the charming city center, relax in its lovely green spaces, and enjoy the cozy getaway atmosphere. Nearby, you can visit vibrant neighborhoods with a friendly, welcoming vibe. Whether you're seeking romance or relaxation, Ossining and its surroundings promise a memorable experience for every traveler.

  • Sparta: Nestled within the Ossining area, Sparta is a charming village that attracts visitors throughout the year, with peak travel occurring in July to August and December. Famous for its ski resorts, families often flock here for a fun-filled vacation. The village offers a mix of shopping experiences, including a shopping mall and local boutiques, making it a delightful stop for retail therapy. In winter, enjoy skiing on nearby slopes, while in warmer months, outdoor activities abound, providing a well-rounded travel experience for all ages.
  • Maryknoll: A mere 3.2km from Ossining, Maryknoll is a vibrant city that seamlessly blends family-friendly activities with rich cultural experiences. Visitor numbers peak in July to August and December, reflecting its popularity. Sports enthusiasts will find plenty to enjoy, with facilities for baseball and soccer, while the local architecture and historic buildings offer a glimpse into the city's past. Don’t miss the chance to visit the art museum, which showcases a range of artistic expressions, making it a cultural hub worth exploring.
  • Briarcliff Manor: Also located 3.2km away from Ossining, Briarcliff Manor is a picturesque city that draws visitors with its outdoor attractions and family-oriented activities. With travel peaks in January and April to May, this area boasts a variety of shopping areas, theaters, and arts centers. Sports fans can enjoy events at local facilities, while the historic sites and tourist precincts provide a rich backdrop for exploration. Whether you're looking to catch a show or simply enjoy a leisurely stroll, Briarcliff Manor offers a delightful experience.

Things to do in and around Ossining

Ossining offers a delightful blend of outdoor and family-friendly activities, making it perfect for city-themed vacations. Visitors can enjoy scenic strolls, explore vibrant shopping areas, and catch a performance at the local theater. For those seeking adventure, skiing opportunities are also available nearby, ensuring a well-rounded experience for everyone.

Shopping

If you're up for a drive, head to Woodbury Common Premium Outlets, located 27.4km away, where you can find great deals on designer brands. Westchester's Ridge Hill, 22.5km from Ossining, offers a vibrant shopping and dining experience. Closer to home, Rockland Bakery, 12.9km away, is perfect for delicious baked goods.

Recreation

Tarrytown Music Hall offers an enjoyable concert experience just a short drive from Ossining, enveloping visitors in vibrant entertainment vibes. For a tranquil escape, Hardscrabble Wilderness Area features peaceful trails perfect for relaxation, while Hudson Hills Golf Course invites you to embrace outdoor activities in a stunning natural setting.

Adventure

At Palisades Climb Adventure, 11.3km from Ossining, experience thrilling ziplining and rope courses amidst nature. Grand Prix New York, 12.9km away, offers exhilarating karting for speed enthusiasts. For a scenic outdoor adventure, hike the Orange Trailhead, also 11.3km from town, surrounded by beautiful trails.

Nightlife

In Ossining, the Westchester Broadway Theatre offers a delightful mix of romance and culture just 11.3km away. For adventure enthusiasts, Lucky Strike arcade is also 11.3km away, providing thrilling entertainment. If you're up for a cinematic experience, Maritime IMAX, 38.6km away, combines family fun with 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 during your trip to Ossining, plan your visit from January to March when hotel prices are lower. Book your accommodations at least one month in advance or look for last-minute deals on Expedia. Sundays are the cheapest days to stay, while Saturdays are the most expensive. Utilize Expedia's search tools to compare rates and filter for budget-friendly, eco-certified hotels. You can also save by booking hotel, flights, and activities as a package. Don't forget to explore free local attractions and use public transportation for affordable travel around town.

  • 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, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your search results to display prices from the lowest to the highest, ensuring you see the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Ossining with your flights and activities by booking a package through Expedia.

Find the best attractions in and around Ossining

Ossining offers a delightful mix of outdoor activities and cultural experiences, making it ideal for family vacations. Visitors can explore urban parks, modern colleges, and nature preserves that cater to those seeking adventure and family-friendly fun. With its rich array of attractions, Ossining is perfect for tourists looking to enjoy both the beauty of nature and the vibrancy of city life.

  • Van Cortlandt Manor: Explore this beautifully preserved historic house, set amidst stunning gardens and scenic views. Discover the rich history and culture of the area through guided tours that bring the past to life.
  • Sing Sing Correctional Facility: Delve into the intriguing history of this infamous prison. Guided tours offer a unique perspective on its role in the justice system, revealing fascinating stories about its notorious inmates and architecture.
  • Bear Mountain State Park: Experience the great outdoors in this expansive park, featuring breathtaking views, hiking trails, and diverse wildlife. It's an ideal spot for adventure seekers and nature lovers alike.

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

When planning your visit to Ossining, New York, you have several major airports to choose from. New York, NY (JFK-John F. Kennedy Intl.) is 57.9km away, with nearby hotel options like the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty Intl. Airport (EWR) is 59.5km away, offering luxurious stays at The Dominick and Pendry Manhattan West, both around 9-16.1km from the airport. Lastly, New York, NY (LGA-LaGuardia) is 43.5km away, with excellent hotels such as Virgin Hotels New York City and The Plaza, just 5-9.7km from the airport. Each airport provides convenient access 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 LIV Hotel Bronx - Newly Built. See all available top hotels, or vacation rentals in Ossining.
What are some of the best vacation rentals that Ossining has to offer?
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!: This Ossining vacation home rental is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. 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. Offers daily, an indoor pool, and complimentary wired internet access. DoubleTree by Hilton Hotel Nanuet and Armoni Inn & Suites 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 34 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, Depot Square, 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.