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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, (176 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 Rp3.518.432
Rp3.918.653 total
includes taxes & fees
2 Jul - 3 Jul
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 Rp17.897.058
Rp28.579.789 total
includes taxes & fees
1 Jul - 2 Jul
Summer Pool Oasis Custom Bar Arcade Pool Table

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers
3.0 star property
Southeast Yonkers
9.2 out of 10, Wonderful, (1,501 reviews)
"Good breakfast, spacious room, friendly staff"
United States
Mae Ann
The price is Rp2.725.936
Rp3.272.515 total
includes taxes & fees
6 Jul - 7 Jul
Hyatt Place New York/Yonkers

Hilltop Inn & Suites

Hilltop Inn & Suites
2.5 star property
Northwest Yonkers
7.4 out of 10, Good, (885 reviews)
"Hotel very clean and staff very friendly!!!"
United States
Margarita
The price is Rp2.626.596
Rp3.092.686 total
includes taxes & fees
1 Jul - 2 Jul
Hilltop Inn & Suites

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (862 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
The price is Rp2.635.522
Rp2.856.339 total
includes taxes & fees
1 Jul - 2 Jul
Heidi's Inn

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
7.2 out of 10, Good, (837 reviews)
"Very accommodating staff and great location in a time of emergency stay"
United States
Guap
The price is Rp2.256.907
Rp2.652.529 total
includes taxes & fees
6 Jul - 7 Jul
LIV Hotel Bronx - Newly Built

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester
2.5 star property
Northeast Yonkers
9.0 out of 10, Wonderful, (1,084 reviews)
"Our stay was amazing ."
United States
Sheridan
The price is Rp2.336.670
Rp2.751.430 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn & Suites Yonkers - Westchester

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
8.0 out of 10, Very good, (1,533 reviews)
"It was a great stay!"
United States
Dominique
The price is Rp2.151.760
Rp2.461.117 total
includes taxes & fees
6 Jul - 7 Jul
Hampton Inn White Plains/Tarrytown

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.4 out of 10, Very good, (1,729 reviews)
"Had a great stay at this property, resonably priced with good ammenities and clean rooms."
United States
Jaime
The price is Rp2.412.563
Rp2.759.370 total
includes taxes & fees
14 Jul - 15 Jul
Baymont by Wyndham White Plains - Elmsford

SpringHill Suites by Marriott Tuckahoe Westchester County

SpringHill Suites by Marriott Tuckahoe Westchester County
3.0 star property
Tuckahoe
9.0 out of 10, Wonderful, (1,008 reviews)
"Great location, quiet, wonderful area."
United States
Adrian
The price is Rp2.684.076
Rp3.069.912 total
includes taxes & fees
26 Jul - 27 Jul
SpringHill Suites by Marriott Tuckahoe Westchester County

Royal Regency Hotel

Royal Regency Hotel
3.5 star property
Northwest Yonkers
8.6 out of 10, Excellent, (2,704 reviews)
"Great stay"
United States
Denis
The price is Rp2.329.555
Rp2.832.306 total
includes taxes & fees
16 Jul - 17 Jul
Royal Regency Hotel

The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference
2.5 star property
Ridgeway-Bullshead
7.8 out of 10, Good, (843 reviews)
"Good hotel"
United States
Amida
The price is Rp3.036.455
Rp3.491.923 total
includes taxes & fees
1 Jul - 2 Jul
The Armon Stamford Hotel & Conference

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, (389 reviews)
"Great place to stay."
United States
Sai
The price is Rp2.177.822
Rp2.504.495 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,273 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
The price is Rp2.072.501
Rp2.383.377 total
includes taxes & fees
5 Jul - 6 Jul
Ethan Allen Hotel

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,002 reviews)
"Great place to step in the area the restaurant in the lobby is awesome great food and ambiance"
United States
Laura
The price is Rp2.993.384
Rp3.442.391 total
includes taxes & fees
1 Jul - 2 Jul
Hotel Zero Degrees Danbury

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham
3.0 star property
Downtown Rochelle
8.2 out of 10, Very good, (1,037 reviews)
"Astonishing hotel, with a great restaurant/lounge."
United States
Michael D
The price is Rp2.696.365
Rp3.375.379 total
includes taxes & fees
7 Jul - 8 Jul
Hotel NoMa, Trademark Collection by Wyndham

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,000 reviews)
"Excellent stay, rooms were clean, staff was helpful and friendly & breakfast was great."
United States
Carlos
The price is Rp2.598.927
Rp2.979.020 total
includes taxes & fees
7 Jul - 8 Jul
Hampton Inn Paramus

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 Rp2.475.220
Rp3.047.615 total
includes taxes & fees
16 Jul - 17 Jul
Hampton Inn Harriman Woodbury

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (576 reviews)
"Nice hotel clean comfortable & easy off highway ."
United States
CIRA
The price is Rp2.564.296
Rp2.779.056 total
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn Brewster

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.8 out of 10, Excellent, (1,071 reviews)
"Awesome place"
United States
Mark
The price is Rp2.188.890
Rp2.503.781 total
includes taxes & fees
14 Jul - 15 Jul
Ardsley Acres Hotel Westchester
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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.

A historic stone building with a large circular window and a tower with a green roof.
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 Views: Enjoy picturesque views along the Hudson River, perfect for relaxing strolls and photography.
  • Vibrant Arts and Culture: Experience engaging theatre performances and visit local arts centres that showcase the community's creativity.
  • Charming Local Boutiques: Explore unique shops and boutiques that offer a delightful shopping experience in the town centre.
  • Family-Friendly Activities: Participate in various outdoor adventures and attractions suitable for visitors of all ages.
  • Welcoming Accommodations: Stay in a range of hotels and charming bed & breakfasts, ensuring comfort and hospitality.

Find great hotels near Ossining

Explore the diverse accommodation options in Ossining, New York, where you will find a range of hotels and charming bed & breakfasts. Catering to both business travellers and leisure seekers, many establishments offer pet-friendly services and a welcoming atmosphere for the LGBTQIA community. Whether you're looking for a convenient stay or a more personalised experience, Ossining's hotels promise comfort and hospitality during your visit.

  • Ramada by Wyndham Rochelle Park Near Paramus: Offering a budget-friendly option for travellers, Ramada by Wyndham Rochelle Park Near Paramus is situated 34km from Ossining. This hotel combines comfort with practicality, featuring an on-site restaurant and a bar for relaxed dining experiences. Guests can enjoy complimentary breakfast daily and unwind with various entertainment options, including multiple televisions with cable and premium channels. For those keen on staying active, fitness facilities are available, while nearby attractions like shopping districts and metro stations enhance the convenience of your stay.
  • Homewood Suites by Hilton Teaneck Glenpointe: With a commendable guest rating of 9.2 out of 10, Homewood Suites by Hilton Teaneck Glenpointe is ideal for both business and leisure travellers, located 34km from Ossining. This 3-star property is pet-friendly, allowing dogs and cats, and waiving fees for service animals. Guests appreciate the spacious suites, which provide a home-like atmosphere with kitchen facilities. The hotel’s commitment to business travel is evident through its amenities tailored for corporate guests, making it a practical choice for those looking to blend work and relaxation.
  • Baymont by Wyndham White Plains - Elmsford: Located a mere 11km from Ossining, Baymont by Wyndham White Plains - Elmsford provides a budget-friendly stay with a solid guest rating of 8.4 out of 10. This hotel caters to families and business travellers alike, offering amenities such as complimentary cribs for young children. The property ensures both comfort and convenience, making it a welcoming retreat for those exploring the area. Its close proximity to local attractions adds to its appeal for guests seeking a balance of relaxation and adventure.

Where to stay in and around Ossining

Ossining, New York, offers a delightful mix of outdoor adventures and family-friendly activities. Visitors can explore the scenic banks along the Hudson River, immersing themselves in the area's rich heritage. The vibrant centre of Ossining features friendly locals, making it an ideal spot for both relaxation and romance. Nearby towns also provide a welcoming atmosphere, ensuring a memorable experience for all types of travellers seeking a charming getaway.

  • Crotonville: Nestled within the charming village of Ossining, Crotonville is a delightful destination for those seeking an outdoor adventure. With traveller arrivals peaking in April to May and December, it offers a year-round appeal for nature enthusiasts. Visitors can enjoy a variety of recreational areas and shopping venues, while the surrounding landscape features stunning nature reserves and a national state park, perfect for hiking and exploration. The scenic beauty of Crotonville makes it a fantastic spot for outdoor activities in a picturesque setting.
  • Maryknoll: Located merely 3km from Ossining, Maryknoll is a vibrant city that thrives on family-friendly and cultural experiences. Peak visitor numbers occur during the summer months of July and August, as well as December, making it a popular spot for seasonal events. The city offers a range of activities, including baseball and soccer, catering to sports enthusiasts. Additionally, history buffs will appreciate the local art museum and significant architecture that adorns the area, providing a rich cultural tapestry for visitors to explore.
  • Briarcliff Manor: Also situated 3km from Ossining, Briarcliff Manor is an inviting city that boasts a unique blend of family-friendly activities and urban experiences. With peak travel times in January and April to May, visitors can enjoy its lively shopping areas and modern squares. The city is ideal for those looking to explore vibrant community life while indulging in retail therapy. The local tourist precinct adds to the charm, offering a pleasant atmosphere for leisurely strolls and family outings.

Things to do near Ossining

Shopping

In Ossining, visit local shops along Main Street for unique gifts and souvenirs. If you're up for a drive, check out the nearby Westchester Mall, offering a variety of popular brands and dining options to enhance your shopping experience.

Recreation

Ossining Wellness Centre offers yoga classes and holistic treatments in a tranquil setting, ideal for relaxation. For outdoor enthusiasts, the Hudson River waterfront provides picturesque walking paths and scenic views, perfect for a leisurely stroll or a refreshing run along the riverbank.

Adventure

Palisades Climb Adventure is an exhilarating zipline and ropes course located 11km from Ossining. Experience thrilling heights as you navigate through treetops and enjoy the stunning views of the surrounding landscape. This outdoor venue offers a unique blend of adventure and natural beauty for daring explorers.

Nightlife

Discover the cosy atmosphere at The Oyster Bar on Main Street, where you can enjoy fresh seafood and a selection of wines. For a lively vibe, visit The Hudson Room for live music and cocktails, making it a popular spot for locals to unwind after dark.

*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, family, and urban-themed experiences, making it an ideal destination for a vacation. Visitors can explore popular attractions such as urban parks, nature preserves, and arts centres, catering to those seeking cultural and family-friendly activities. For added convenience, there are several hotels near Ossining to enhance your stay.

  • Governor Mario M. Cuomo Bridge: This modern bridge showcases contemporary engineering and design, offering stunning views of the Hudson River. A walk across the bridge provides an invigorating experience, with the city’s skyline visible in the distance, perfect for those who appreciate urban environments.
  • Pierson Park: An inviting urban park, Pierson Park is ideal for families and outdoor enthusiasts. With picturesque trails and playgrounds, it’s a delightful spot to relax, enjoy a picnic, or partake in recreational activities while surrounded by the charm of the local cityscape.
  • Marian Shrine: Nestled in serene surroundings, the Marian Shrine offers a peaceful retreat for visitors. Its cultural significance and beautiful gardens create a reflective atmosphere, inviting exploration and contemplation of its spiritual heritage.

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.

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

Arriving in Ossining, New York, is convenient via its major airports. John F. Kennedy International Airport (JFK) is situated 58km away, with nearby hotels such as The William Vale and Arlo Williamsburg, both 18km from JFK. LaGuardia Airport (LGA) is 43km from Ossining, offering luxury accommodations like Hilton Club The Quin and The Plaza, both within 10km. Alternatively, Westchester County Airport (HPN) is only 16km away, with excellent options like The Opus Westchester, just 6km from HPN. Each airport provides accessible transportation services to and from these hotels, ensuring a smooth journey for travellers.

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 Armoni Inn & Suites and Baymont by Wyndham White Plains - Elmsford. 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?
Armoni Inn & Suites: Offers complimentary high-speed (wired) Internet access, a seasonal outdoor pool and free self parking. Baymont by Wyndham White Plains - Elmsford and Hyatt Regency Greenwich 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 35 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 Ossining Historical Society and Sing Sing Prison Museum. 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 Merchants Square, Depot Square and Louis Engel Waterfront Park. 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.