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Our top choices for Ossining hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.2 out of 10, Very good, (109 reviews)
"Great staff"
United States
Timothy
The price is Rp3.010.850
Rp3.353.335 total
includes taxes & fees
15 Feb - 16 Feb
Windrose On Hudson

NEW 45 Wolden Rd Ossining NY 10562

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
Ossining
The price is Rp6.988.967
Rp16.222.400 total
includes taxes & fees
15 Mar - 16 Mar
NEW 45 Wolden Rd Ossining NY 10562

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

La Quinta Inn & Suites by Wyndham Stamford / New York City
3.0 star property
Waterside
6.8 out of 10, (1,123 reviews)
"Average Stay.. Was ok.. Lots of restaurants nearby.. Close to highway Staff was ok "
United States
Jaime
The price is Rp1.471.803
Rp1.692.573 total
includes taxes & fees
22 Feb - 23 Feb
La Quinta Inn & Suites by Wyndham Stamford / New York City

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.6 out of 10, (1,003 reviews)
"It was decent for a nights rest an hour away from the city. Not bad "
United States
Roxxanna
The price is Rp1.422.446
Rp1.635.796 total
includes taxes & fees
15 Feb - 16 Feb
Red Carpet Inn

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very good, (1,739 reviews)
"Great Hotel"
United States
Debra
Amsterdam Hotel

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,000 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is Rp1.997.534
Rp2.259.731 total
includes taxes & fees
16 Feb - 17 Feb
Overlook Lodge at Bear Mountain

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.6 out of 10, Excellent, (1,001 reviews)
"The rooms are renovated and modern, very comfortable beds. "
United States
Ravel
Ardsley Acres Hotel Westchester

The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton
3.5 star property
Downtown Stamford
8.8 out of 10, Excellent, (468 reviews)
"Very accommodating staff "
United States
Dutchie
The price is Rp2.601.494
Rp2.991.718 total
includes taxes & fees
8 Mar - 9 Mar
The Lloyd Stamford, Tapestry Collection by Hilton

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
3.0 star property
Downtown Stamford
9.0 out of 10, Wonderful, (849 reviews)
"Great location, hotel was clean and modern Staff were great!"
United States
geraldine
The price is Rp3.608.990
Rp4.150.339 total
includes taxes & fees
19 Feb - 20 Feb
Courtyard by Marriott Stamford Downtown

Super 8 by Wyndham Mahwah

Super 8 by Wyndham Mahwah
2.5 star property
Mahwah
7.4 out of 10, Good, (1,001 reviews)
"Room was very spacious and the staff was extremely helpful!!!!"
United States
Lydia
The price is Rp1.314.620
Rp1.506.883 total
includes taxes & fees
15 Feb - 16 Feb
Super 8 by Wyndham Mahwah

Courtyard by Marriott Mahwah

Courtyard by Marriott Mahwah
3.0 star property
Mahwah
8.2 out of 10, Very good, (1,002 reviews)
"Needs a fresh look and feel "
United States
Linda
The price is Rp1.796.102
Rp2.058.782 total
includes taxes & fees
22 Feb - 23 Feb
Courtyard by Marriott Mahwah

The Stamford Hotel

The Stamford Hotel
3.5 star property
Downtown Stamford
7.8 out of 10, Good, (1,142 reviews)
"Not the highest standard rooms, but just what we needed: clean rooms, comfortable bed and friendly staff. "
United States
Anna
The price is Rp2.186.271
Rp2.514.211 total
includes taxes & fees
23 Feb - 24 Feb
The Stamford Hotel

DoubleTree by Hilton Mahwah

DoubleTree by Hilton Mahwah
4.0 star property
Mahwah
7.8 out of 10, Good, (946 reviews)
"Great rate, restful sleep, and courteous staff. "
United States
Martin
The price is Rp1.913.268
Rp2.193.084 total
includes taxes & fees
18 Feb - 19 Feb
DoubleTree by Hilton Mahwah

Residence Inn Stamford Downtown

Residence Inn Stamford Downtown
3.0 star property
Downtown Stamford
9.4 out of 10, Exceptional, (381 reviews)
"Great room and staff was great as well!"
United States
Amanda
The price is Rp4.213.286
Rp4.845.279 total
includes taxes & fees
19 Feb - 20 Feb
Residence Inn Stamford Downtown

Hampton Inn & Suites Stamford

Hampton Inn & Suites Stamford
2.5 star property
West Side
8.6 out of 10, Excellent, (1,001 reviews)
"Staff is always friendly and helpfull."
United States
Christine
The price is Rp2.702.546
Rp3.107.928 total
includes taxes & fees
15 Feb - 16 Feb
Hampton Inn & Suites Stamford

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford
3.5 star property
Waterside
7.4 out of 10, Good, (1,000 reviews)
"Overall it was a good place to stay"
United States
Jacqueline
The price is Rp2.426.164
Rp2.790.088 total
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Stamford

The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference
2.5 star property
Ridgeway-Bullshead
7.8 out of 10, Good, (732 reviews)
"I stayed here 2 days for work and it waa perfect. Quiet, clean, well sraffed. "
United States
Keith
The price is Rp2.699.838
Rp3.104.813 total
includes taxes & fees
10 Mar - 11 Mar
The Armon Stamford Hotel & Conference

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,001 reviews)
"The staff was really welcoming!"
United States
Devis
The price is Rp1.493.954
Rp1.708.647 total
includes taxes & fees
15 Feb - 16 Feb
Inn on the Hudson

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (899 reviews)
"Staff is always so pleasant ❤️"
United States
Roange Angie
The price is Rp2.411.309
Rp2.763.963 total
includes taxes & fees
15 Feb - 16 Feb
Marriott Park Ridge

Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area
2.5 star property
West Side
6.4 out of 10, (1,000 reviews)
"The hotel was affordable and suited our needs for our quick one night stopover. Staff was helpful, breakfast was good - we were happy with the experience."
United States
Peter
The price is Rp1.286.042
Rp1.478.948 total
includes taxes & fees
22 Feb - 23 Feb
Super 8 by Wyndham Stamford/New York City Area
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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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.

Main building at Maryknoll
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 Hudson River Waterfront: Enjoy picturesque views and leisurely strolls along the beautiful waterfront, perfect for relaxation and photography.
  • Outdoor Adventures: Explore nearby parks for hiking and picnicking, offering numerous opportunities for family-friendly activities.
  • Charming Neighbourhoods: Wander through delightful streets filled with friendly locals, unique boutiques, and romantic spots.
  • Theatrical Performances: Catch a local theatre performance for a taste of the vibrant arts scene in Ossining.
  • Diverse Accommodation: Choose from charming bed and breakfasts to modern hotels, catering to various needs and preferences.

Find great hotels near Ossining

Discover a range of delightful accommodation options in Ossining, New York, from charming bed and breakfasts to modern hotels. Whether you're travelling for business or leisure, you'll find pet-friendly facilities and a welcoming atmosphere for all, including LGBTQIA guests. Explore popular choices such as Abba Hotels, Abbey Inn, and AC Hotels, ensuring a comfortable stay tailored to your needs at competitive rates.

  • Amsterdam Hotel: Situated 30.6km from Ossining, the Amsterdam Hotel is an ideal choice for business travellers seeking a professional environment. This hotel offers a range of amenities tailored for the corporate guest, including high-speed internet access, comfortable workspaces in rooms, and a dedicated business centre. Guests appreciate the modern decor and a tranquil atmosphere, making it a perfect retreat after a busy day of meetings. The attentive staff is committed to providing a seamless experience, ensuring that your stay is both productive and comfortable.
  • Baymont by Wyndham White Plains - Elmsford: Located 11.3km away from Ossining, this family-friendly hotel is perfect for those travelling with children. Baymont by Wyndham White Plains - Elmsford features amenities such as a free crib service and a First Aid Kit for peace of mind. The inviting atmosphere is complemented by spacious rooms and a range of recreational facilities, ensuring a comfortable stay for all family members. Guests can enjoy the convenience of proximity to local attractions while indulging in complimentary breakfast each morning, making it an excellent choice for family vacations.
  • Hyatt Place Fort Lee / George Washington Bridge: This 3-star hotel, situated 35.4km from Ossining, is not only business-friendly but also caters to pet owners, allowing certain pets to stay onsite. The Hyatt Place features a dog exercise area and a pet-friendly policy, ensuring that your furry companions are accommodated. The hotel offers spacious rooms with modern amenities, including a 24-hour gym and an outdoor pool. Guests rave about the hotel’s convenient location, making it a superb base for exploring the surrounding area while enjoying a comfortable and welcoming atmosphere.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly attractions. Stroll along the scenic Hudson River waterfront, or venture into nearby parks for hiking and picnicking. Explore charming neighbourhoods filled with friendly locals, romantic spots, and relaxing atmospheres. Just a short drive away, discover the vibrant cities of Peekskill and Tarrytown, each brimming with unique experiences, historical sites, and culinary delights that enhance your holiday in this captivating region.

  • Crotonville: Nestled in the Ossining area, Crotonville is a charming village known for its scenic outdoor experiences and adventure opportunities. The village is particularly popular during the spring months of April and May and again in December, drawing visitors keen to explore its historic sites and picturesque riverside views. Outdoor enthusiasts will appreciate the trails and parks that offer stunning scenery, making it an ideal spot for hiking and nature walks. Crotonville's rich history adds to its allure, with several historic houses and landmarks within easy reach.
  • Maryknoll: Located a mere two miles from Ossining, Maryknoll is a vibrant city that attracts families and culture enthusiasts alike. The peak travel seasons in July to August and December see an influx of visitors eager to enjoy baseball games and other sports activities. The city's cultural offerings are impressive, featuring significant architecture and historic buildings. The Maryknoll Art Museum is a must-visit for those interested in art and history, providing a fascinating glimpse into the local culture. Sports facilities and community events make Maryknoll a lively destination for visitors of all ages.
  • Briarcliff Manor: Also situated two miles from Ossining, Briarcliff Manor is a delightful city that combines family-friendly activities with urban charm. The peak visitor months of January and April to May attract those seeking a mix of outdoor adventures and city-themed experiences. Shoppers will love the various shopping areas, while the local theatre and arts centre provide entertainment options for all. With historic places and a well-known sports facility stadium nearby, Briarcliff Manor offers a well-rounded experience for tourists looking to explore the best of Westchester County.

Things to do in and around Ossining

Ossining offers a delightful blend of outdoor activities and family-friendly attractions. Visitors can enjoy shopping in charming boutiques, catch a performance at the local theatre, or even hit the slopes for some skiing. This vibrant town is perfect for family outings and provides an array of engaging activities to ensure an enjoyable vacation experience.

Shopping

For unique gifts, visit Rockland Bakery, only 12.9km away, known for its fresh baked goods. If you're up for a drive, explore Westchester's Ridge Hill, 22.5km away, with a variety of shops and dining options, or Woodbury Common Premium Outlets, 27.4km away, offering numerous brand-name outlets.

Recreation

Tarrytown Music Hall offers a vibrant atmosphere with live performances, perfect for entertainment lovers. For tranquillity, Hardscrabble Wilderness Area provides serene trails amidst nature, ideal for relaxation. Meanwhile, Hudson Hills Golf Course invites sports enthusiasts to enjoy outdoor activities in a picturesque setting.

Adventure

Palisades Climb Adventure offers an exhilarating zipline and ropes course experience, surrounded by nature's beauty, located 11.3km from Ossining. For hiking enthusiasts, the Orange Trailhead provides a scenic trail access, also 11.3km away, perfect for a thrilling outdoor adventure. Enjoy karting excitement at Grand Prix New York, 12.9km from Ossining.

Nightlife

Experience the vibrant nightlife at Sportime USA, an arcade and adventure zone just 11.3km from Ossining, perfect for thrill-seekers. For a more cultural evening, enjoy a romantic show at the Westchester Broadway Theatre, also 11.3km away, offering delightful entertainment and a touch of sophistication.

*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. Booking your accommodation a month in advance can yield better rates, and Sunday stays are typically the cheapest. Use Expedia to compare prices and find deals, especially last-minute offers. Look for eco-certified hotels for sustainable options. Additionally, combining your hotel, flights, and activities into a package can help you save further. Walking is a great way to explore the town without the expense of public transport.

  • 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: Expedia’s search tool enables you to specify your budget, preferred location, and other preferences. You can organise your results to display prices from lowest to highest, making it easy to find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, by selecting the Eco-certified filter, you can view a selection of sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can potentially save money by combining your Ossining hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Ossining

Ossining offers a delightful blend of outdoor activities and family-friendly attractions, making it ideal for city-themed holidays. Visitors can explore urban parks, modern colleges, and nature reserves, all catering to those seeking cultural experiences and outdoor adventures. Whether you're enjoying a leisurely stroll or engaging in family activities, Ossining has something for everyone looking to enjoy the great outdoors.

  • Governor Mario M. Cuomo Bridge: This modern bridge spans the Hudson River, offering stunning views and a vibrant atmosphere. Its design incorporates pedestrian walkways, allowing you to experience the city vibes while taking in the picturesque surroundings.
  • Pierson Park: A delightful urban park that is perfect for families, Pierson Park features lush green spaces and recreational facilities. Enjoy a leisurely stroll or a picnic while immersing yourself in the outdoor and city vibes, all set against the backdrop of the river.
  • Pace University Law School: This modern institution boasts impressive architecture and a lively campus atmosphere. A visit here offers insight into legal education while soaking in the bustling city vibes that characterise this academic hub.

Best time to go to Ossining

The best time to visit Ossining can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Ossining falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Ossining falls in January, 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 trip to Ossining, New York, you can choose from three major airports. John F. Kennedy International Airport (JFK) is situated 57.9km away, with nearby hotel options such as the TWA Hotel at JFK Airport, just 483m away, and the 4-star Allegria Hotel, located 11.3km from the airport. LaGuardia Airport (LGA) is approximately 211.3km from Ossining, offering luxurious stays like The Plaza - A Fairmont Managed Hotel, 8.0km away. Lastly, Westchester County Airport (HPN) is 16.1km from Ossining, with hotels like J House Greenwich, 11.3km from HPN, providing convenient access to your destination.

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 traveller data. This hotel offers free parking and a fitness centre. Other good options for your visit to the area are Sonesta White Plains Downtown and DoubleTree by Hilton Hotel Nanuet. 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, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.
What are some accommodation options with pools in Ossining?
Sonesta White Plains Downtown: Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. DoubleTree by Hilton Hotel Nanuet and Baymont by Wyndham White Plains - Elmsford are a couple of other choices with an on-site pool. View all hotels with pools in Ossining.
What's it like 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 33 hotels and other accommodation options to choose from. Find out more about Ossining.
What should I do while I'm visiting 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, Merchants Square and Pleasant Square. Take a look at what more there is to see and do in Expedia's Ossining guide.
What's the best way to get around Ossining?
To venture out into the surrounding area, take a train from 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 temperature of 22°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Ossining is 1302 mm.