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Top 10 Ossining hotels and places to stay

Our top choices for Ossining hotels

Hampton Inn Harriman Woodbury

2.5 star property
9.2 out of 10, Wonderful, (1012)
"Great stay great staff great accommodations "
The price is £100
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn Harriman Woodbury

Ethan Allen Hotel

3.5 star property
7.8 out of 10, Good, (1006)
"Great hotel"
The price is £83
includes taxes & fees
3 Sept - 4 Sept
Ethan Allen Hotel

Overlook Lodge at Bear Mountain

2.5 star property
8.4 out of 10, Very good, (1011)
"The Overlook Lodge is a wonderful property nestled in the woods and yet close to the Inn for dining. Our room was spacious and the beds were very comfortable. "
The price is £126
includes taxes & fees
3 Sept - 4 Sept
Overlook Lodge at Bear Mountain

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 £154
includes taxes & fees
28 Aug - 29 Aug
Windrose On Hudson

Heidi's Inn

2.5 star property
8.8 out of 10, Excellent, (772)
"Breakfast is included and the staff is great!"
The price is £101
includes taxes & fees
1 Sept - 2 Sept
Heidi's Inn

Springhill Suites By Marriott - Danbury

3.0 star property
9.0 out of 10, Wonderful, (810)
"Great stay"
The price is £101
includes taxes & fees
31 Aug - 1 Sept
Springhill Suites By Marriott - Danbury

Amsterdam Hotel

2.0 star property
8.4 out of 10, Very good, (1652)
"Amazing staff, and very affordable"
Amsterdam Hotel

Comfort Inn Brewster

2.5 star property
9.0 out of 10, Wonderful, (465)
"Cute comfy hotel. "
The price is £116
includes taxes & fees
31 Aug - 1 Sept
Comfort Inn Brewster

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

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Would stay again"
The price is £118
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG

Countryside Motel

2.0 star property
7.2 out of 10, Good, (245)
"Reasonably priced "
The price is £68
includes taxes & fees
28 Aug - 29 Aug
Countryside Motel

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
8.6 out of 10, Excellent, (1010)
"Very clean .. staff super nice "
The price is £104
includes taxes & fees
2 Sept - 3 Sept
Hotel Nyack, a JdV by Hyatt Hotel

LIV Hotel Bronx

3.0 star property
10.0 out of 10, Exceptional, (2)
"Clean peaceful environment "
The price is £80
includes taxes & fees
1 Sept - 2 Sept
LIV Hotel Bronx

Holiday Inn Express Ramsey-Mahwah by IHG

2.5 star property
9.2 out of 10, Wonderful, (1007)
"Breakfast was great and convenient, cleanliness "
The price is £101
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Ramsey-Mahwah by IHG

Hotel Zero Degrees Danbury

4.0 star property
9.2 out of 10, Wonderful, (1003)
"Excellent property with great restaurant"
The price is £131
includes taxes & fees
31 Aug - 1 Sept
Hotel Zero Degrees Danbury

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

2.5 star property
9.0 out of 10, Wonderful, (213)
"Very nice front desk staff and nice breakfast. Room was excellent."
The price is £107
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

West Gate Inn Nyack

3.0 star property
7.4 out of 10, Good, (1029)
"Great place to stay I”ll recommend it "
The price is £103
includes taxes & fees
29 Aug - 30 Aug
West Gate Inn Nyack

The Vine Hotel Bronx

2.0 star property
6.8 out of 10, (43)
"Nice to stay i love the shower water pressure high and plenty parking "
The price is £86
includes taxes & fees
31 Aug - 1 Sept
The Vine Hotel Bronx

West Point Motel

2.5 star property
8.4 out of 10, Very good, (617)
"Staff very friendly and welcoming "
The price is £126
includes taxes & fees
1 Sept - 2 Sept
West Point Motel

Hampton Inn & Suites Mahwah

2.5 star property
8.8 out of 10, Excellent, (1285)
"Great place. "
The price is £108
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Mahwah

Best Western Paramus Hotel & Suites

2.5 star property
8.6 out of 10, Excellent, (1005)
"Great value for the money and location"
The price is £101
includes taxes & fees
2 Sept - 3 Sept
Best Western Paramus Hotel & Suites
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Accommodation near Ossining attractions

Sing Sing Prison Museum

Sing Sing Prison Museum

You can spend time studying the exhibits at Sing Sing Prison Museum in Ossining. Amble around this quaint area's riverfront and enjoy its top-notch restaurants.

Learn more about Ossining

Experience the local cuisine, parks and golf 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

Find out more about Ossining

Find out more about Ossining

Top reasons to visit Ossining

  • Outdoor Adventures: Ossining boasts beautiful green spaces and nature reserves, perfect for hiking and relaxing in the fresh air.
  • Family-Friendly Activities: The area offers a variety of attractions catering to families, ensuring fun for all ages.
  • Charming Neighbourhoods: Explore Ossining's friendly communities, filled with local shops and delightful eateries.
  • Cultural Experiences: Visitors can engage with local arts and cultural happenings, enriching their stay.
  • Diverse Accommodation: Ossining provides a range of lodging options, from cosy bed and breakfasts to modern hotels.

Find great hotels near Ossining

Ossining offers a delightful array of accommodation options, from charming bed and breakfasts to well-equipped hotels. Whether you seek a pet-friendly retreat, a business-friendly environment, or an LGBTQIA welcoming space, you'll find the perfect spot to unwind. Explore the best hotels in Ossining, NY, for a comfortable and memorable stay that caters to all your travel needs.

  • Ramada by Wyndham Rochelle Park Near Paramus: This hotel offers a welcoming atmosphere for both leisure and business travellers, being located 13.0km from Ossining. Guests can indulge in a variety of dining options, including a complimentary buffet breakfast and a lively bar and lounge. For those looking to stay active, the property features fitness facilities, while entertainment options such as cable TV and premium channels ensure a relaxing evening in. With nearby shopping districts and metro stations, the Ramada is ideal for guests seeking convenience and comfort during their stay.
  • Amsterdam Hotel: Situated 11.8km from Ossining, Amsterdam Hotel is tailored for business travellers seeking a productive stay. Its focus on corporate needs is evident with well-equipped meeting rooms and a dedicated business centre. The hotel's proximity to a bustling business district ensures that guests have access to various professional opportunities. The property’s understated elegance and commitment to service make it an excellent choice for those looking to balance work and leisure seamlessly.
  • Baymont by Wyndham White Plains - Elmsford: Located 4.3km away from Ossining, this hotel caters to both business and family travellers. With 24-hour accessible business centre facilities and multiple meeting rooms, it serves as an excellent venue for corporate gatherings. Families will appreciate child-friendly amenities, including complimentary cribs and first aid kits. The Baymont’s inviting atmosphere, combined with its convenient location, makes it a well-rounded choice for guests hoping to blend work commitments with family fun.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly experiences, making it an ideal destination for all. Explore the lovely green spaces and charming neighbourhoods that surround the city, where you can soak in a relaxing atmosphere filled with friendly locals. Just a short trip away, you'll discover romantic spots and business-friendly areas, enriching your travel experience in this vibrant region. Ossining truly has something for everyone!

  • Crotonville: Nestled within Ossining, Crotonville is a quaint village that offers a unique blend of culture and outdoor activities. Visitors often flock here during the spring months of April to May and in December, seeking family-friendly experiences. Crotonville boasts various local landmarks, including historic houses and buildings, making it a delightful spot for history enthusiasts. The village features shopping centres and educational venues, ensuring a well-rounded travel experience for visitors of all ages. Whether you're strolling through its charming streets or engaging in local events, Crotonville invites exploration.
  • Maryknoll: Located a mere 1.2km from Ossining, Maryknoll is a vibrant city renowned for its outdoor activities and family-oriented atmosphere. Peak visitor numbers occur during the summer months of July and August, as well as in October. The city offers a variety of sports, including baseball and soccer, making it an ideal destination for sports enthusiasts. Notable attractions include urban parks and historic sites, providing ample opportunities for relaxation and recreation. Maryknoll’s community spirit and engaging events create a warm environment for tourists looking to immerse themselves in local culture.
  • Briarcliff Manor: Just 1.2km from Ossining, Briarcliff Manor is a picturesque city that balances outdoor adventures with cultural experiences. The best times to visit are in January and from April to May. Visitors can enjoy shopping areas and educational institutions while exploring local historic places and scenic lakes. Briarcliff Manor's charm lies in its ability to cater to families seeking both leisure and enrichment. With its lush landscapes and welcoming community, this city is a wonderful addition to your travel itinerary.

Things to do near Ossining

Ossining offers a delightful blend of outdoor and family-friendly activities, making it an ideal destination for a city-themed holiday. Visitors can enjoy skiing, explore vibrant shopping areas, and take advantage of local ski fields. Whether you're seeking adventure or relaxation, Ossining has something for everyone to enjoy.

Shopping

In Ossining, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, Woodbury Common Premium Outlets, 10.6km away, and Paramus Park Mall, 11.2km away, offer extensive shopping options. Westchester's Ridge Hill, 8.7km away, provides a vibrant shopping experience too.

Recreation

At Michie Stadium, immerse yourself in the vibrant sports atmosphere while enjoying various athletic events. For golf enthusiasts, Emerson Golf Club and Dunwoodie Golf Course offer beautiful outdoor settings to unwind, practice your swing, and relish the camaraderie of fellow golfers amidst stunning landscapes.

Adventure

Palisades Climb Adventure, located 4.3km from Ossining, offers an exhilarating zipline ropes course amidst stunning natural scenery. Grand Prix New York, 5.0km away, provides thrilling karting experiences for adrenaline seekers. For outdoor enthusiasts, the Orange Trailhead, also 4.3km away, features scenic trails perfect for exploration.

Nightlife

In Ossining, the Paramount Hudson Valley Theater offers a vibrant cultural experience with a variety of performances just 5.6km away. For a cinematic adventure, Maritime IMAX, located 14.9km from Ossining, provides family-friendly films, while the iconic Apollo Theater, 15.5km away, showcases diverse entertainment.

Booking tips and Expedia advantages for Ossining

To save money during your visit to Ossining, consider travelling between January and March when hotel rates are lower. Booking your accommodation a month in advance can secure better prices, and check Expedia for last-minute deals, particularly for Sunday stays, which are the cheapest. Use Expedia’s filters to find eco-friendly options and sort by price to uncover the best deals. Additionally, combining your hotel with flights and activities can lead to significant savings. Exploring local parks and waterfronts can provide enjoyable, free experiences.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you wish to stay in. For instance, selecting the Eco-certified filter will reveal sustainable and environmentally-friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel accommodation in Ossining with your flights and activities through an Expedia package.

Find the best attractions near Ossining

Ossining, New York, offers a delightful mix of outdoor activities and cultural experiences perfect for families and city-themed holidays. Visitors can explore urban parks, modern colleges, and nature reserves, ensuring a well-rounded journey. With various attractions catering to adventurers and culture enthusiasts alike, Ossining promises an engaging getaway for travellers seeking both relaxation and exploration.

  • Rockland County Courthouse: This modern Civic Government Building, situated 4.3km from Ossining, features stunning architecture that reflects the area’s civic pride. Its sleek design creates a professional atmosphere, making it an intriguing stop for those interested in local governance and architecture.
  • Bear Mountain State Park: Located 7.5km from Ossining, this national State Park offers an adventurous escape into nature. With scenic views, hiking trails, and outdoor activities, it’s perfect for those seeking adventure and breathtaking landscapes.
  • Croton Point Park: Just 1.2km from Ossining, this vibrant urban park is ideal for families and outdoor enthusiasts alike. Enjoy picnicking, walking trails, and views of the Hudson River, all within a city setting.

Best time to go to Ossining

The best time to visit Ossining is dependant 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 SunnyAverageSlightly High
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 LowAverage

The nearest major airports for your trip to Ossining

When travelling to Ossining, New York, you can choose from three major airports. JFK Airport, located 22.4km away, offers luxury hotels such as Arlo Williamsburg and The William Vale, both 6.8km from the airport. Newark Liberty International Airport (EWR) is 23.0km from Ossining, with nearby options like The Dominick and 33 Hotel, each 5.6km away. Lastly, LaGuardia Airport (LGA), situated 16.8km from Ossining, boasts excellent hotels like Virgin Hotels New York City and Hilton Club The Quin, both just 3.7km away. Each airport provides convenient access to Ossining, ensuring a smooth start to your holiday.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

When is the best time to go to Ossining?
The best time to visit Ossining is during the vibrant month of September. This is when the weather is pleasantly mild, with temperatures typically ranging between 15 to 23 Celsius, providing an ideal backdrop for exploring the scenic beauty of this charming village along the Hudson River.

As you plan your trip, keep in mind that the peak tourist season in Ossining tends to run from June through October. September, in particular, features a delightful blend of outdoor activities and local events, such as farmers' markets and community festivals, which allow you to immerse yourself in the local culture. The comfortable temperatures make it superb for leisurely strolls along the waterfront or hiking in the nearby parks, where you can enjoy the breathtaking fall foliage.

For those seeking a more tranquil experience, October can also be a lovely time to visit. The autumn colours create a picturesque setting that is superb for photography and outdoor exploration. Additionally, you may find that accommodations and attractions offer more competitive pricing as the summer crowds begin to thin out.
Where can I find the best nightlife in Ossining?
Ossining, a quaint village nestled along the Hudson River, offers a charming yet laid-back atmosphere, but its nightlife is somewhat limited.

For those seeking a night out, the downtown area features a few local pubs and casual dining spots that often host live music or trivia nights. Venues like the Sing Sing Kill Brewery provide a great experience with craft beers brewed on-site, superb for enjoying a relaxed evening with friends.

If you're in the mood for a bit more excitement, nearby towns like Tarrytown and Sleepy Hollow boast a wider range of nightlife options, including bars, restaurants, and live music venues that can easily be reached by a short drive.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Ossining hotel for you.
How can I save on a Ossining hotel booking with Expedia?
Members always get our best prices. Find our best Ossining hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Ossining hotel?
Prices for hotels in Ossining often vary, but you can find a great deal from £60 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.