Ossining Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Ossining hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.4 out of 10, Very Good, (128 reviews)
"Room was clean, super quiet, staff was very helpful and nice"
United States
Dawn
The price is P10,296
P11,467 total
includes taxes & fees
Apr 29 - Apr 30
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 P34,081
P69,239 total
includes taxes & fees
Apr 26 - Apr 27
Westchester Summer Pool Pet Friendly Events Games

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
Ossining
The price is P17,205
P51,628 total
includes taxes & fees
May 20 - May 21
Ossining Vacation Rental Near River, Trails & Mta!

Hilltop Inn & Suites

Hilltop Inn & Suites
2.5 star property
Northwest Yonkers
7.2 out of 10, Good, (731 reviews)
"My stay was a great one"
Canada
Arlene
The price is P6,143
P7,233 total
includes taxes & fees
Apr 26 - Apr 27
Hilltop Inn & Suites

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,089 reviews)
"Clean, quiet and great breakfast."
United States
Dawn
The price is P7,330
P9,025 total
includes taxes & fees
May 13 - May 14
Hampton Inn Harriman Woodbury

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,000 reviews)
"Staff was courteous and helpful, room was very clean, bed comfortable, and excellent breakfast!"
United States
George Ann
The price is P6,916
P7,928 total
includes taxes & fees
May 3 - May 4
Hampton Inn Paramus

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, (352 reviews)
"Great location "
United States
John
The price is P8,932
P10,272 total
includes taxes & fees
Apr 29 - Apr 30
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Springhill Suites By Marriott - Danbury

Springhill Suites By Marriott - Danbury
3.0 star property
Danbury
8.8 out of 10, Excellent, (876 reviews)
"great staff, clean room, excellent coffee"
United States
Carol
The price is P7,739
P8,900 total
includes taxes & fees
Apr 26 - Apr 27
Springhill Suites By Marriott - Danbury

Ardsley Acres Hotel Westchester

Ardsley Acres Hotel Westchester
2.0 star property
Ardsley
8.6 out of 10, Excellent, (1,009 reviews)
"Quiet place, clean rooms and kind staff."
United States
viviana
The price is P6,622
P7,574 total
includes taxes & fees
Apr 23 - Apr 24
Ardsley Acres Hotel Westchester

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very Good, (35 reviews)
"The hotel is new and clean"
United States
FENGMING
The price is P5,885
P7,246 total
includes taxes & fees
May 11 - May 12
Comfort Suites Central Valley - Woodbury

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1,000 reviews)
"clean rooms, friendly and helpful staff, lot of shops nearby "
United States
mark, marlene
The price is P8,223
P9,457 total
includes taxes & fees
Apr 26 - Apr 27
Hilton Garden Inn Danbury

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very Good, (492 reviews)
"Staff was courteous, rooms ware nice."
United States
Winifred
The price is P8,339
P9,779 total
includes taxes & fees
Apr 26 - Apr 27
LIV Hotel Bronx - Newly Built

Best Western Paramus Hotel & Suites

Best Western Paramus Hotel & Suites
2.5 star property
Paramus
8.6 out of 10, Excellent, (1,009 reviews)
"Hotel was conveniently located, had adequate parking, and knowledgeable staff."
United States
Carlisia M
The price is P6,671
P7,647 total
includes taxes & fees
Apr 27 - Apr 28
Best Western Paramus Hotel & Suites

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,206 reviews)
"Very nice place to stay. "
United States
Resson
The price is P6,965
P8,010 total
includes taxes & fees
Apr 26 - Apr 27
Ethan Allen Hotel

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (833 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 P7,758
P8,408 total
includes taxes & fees
Apr 23 - Apr 24
Heidi's Inn

Hampton Inn & Suites Yonkers - Westchester

Hampton Inn & Suites Yonkers - Westchester
2.5 star property
Northeast Yonkers
9.0 out of 10, Wonderful, (1,001 reviews)
"Good breakfast great stay"
United States
Michelle
The price is P7,581
P8,927 total
includes taxes & fees
May 10 - May 11
Hampton Inn & Suites Yonkers - Westchester

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1,003 reviews)
"Great hotel and staff!"
Canada
MARCIO F
The price is P7,553
P8,658 total
includes taxes & fees
May 17 - May 18
Holiday Inn Express Ramsey-Mahwah by IHG

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1,741 reviews)
"Fresh continental breakfast, excellent staff, great location, and comfortable room. "
United States
Andrea
The price is P6,175
P7,156 total
includes taxes & fees
May 7 - May 8
Amsterdam Hotel

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,052 reviews)
"Lovely property and staff!"
United States
Gray
The price is P9,121
P11,931 total
includes taxes & fees
Apr 29 - Apr 30
Tarrytown House Estate

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (560 reviews)
"staff was very nice."
United States
Daniela
The price is P8,039
P8,712 total
includes taxes & fees
Apr 29 - Apr 30
Comfort Inn Brewster
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.
Save an average of 15% on thousands of hotels when you're signed in

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 reserves, perfect for relaxation and exploration.
  • Cultural Experiences: Delve into local history and culture through vibrant shopping areas and performances at the local theatre.
  • Family-Friendly Attractions: Ossining offers a variety of attractions suitable for families, ensuring an enjoyable experience for all ages.
  • Charming Accommodation: Choose from a range of hotels and delightful bed and breakfasts catering to diverse traveller needs.
  • Accessible Adventure: Nearby skiing options provide thrilling outdoor adventures for those seeking excitement.

Find great hotels near Ossining

Explore a variety of hotel options in Ossining, New York, catering to every traveller's needs. Whether you prefer comfortable hotels or charming bed and breakfasts, you'll find accommodations that offer excellent business facilities, pet-friendly services, and a welcoming atmosphere for LGBTQIA guests. Discover the best hotels in Ossining to ensure a delightful stay in this picturesque town.

  • Ramada by Wyndham Rochelle Park Near Paramus: Nestled 33.8km from Ossining, the Ramada by Wyndham Rochelle Park offers an inviting blend of comfort and convenience, making it an ideal choice for both leisure and business travellers. The hotel's dining options include a restaurant and bar, complemented by complimentary breakfast options to start your day right. For those keen on staying active, the fitness facilities provide ample opportunity to unwind. Entertainment is at your fingertips with cable TV and premium channels available in your room. With nearby metro stations and shopping districts, guests can easily explore the vibrant surroundings.
  • Amsterdam Hotel: Located 30.6km from Ossining, the Amsterdam Hotel caters primarily to business travellers seeking a seamless and productive stay. This property boasts a professional atmosphere, making it an excellent choice for those attending meetings or conferences in the area. Its convenient location ensures easy access to local business hubs while providing comfortable accommodations to recharge after a long day. The hotel's amenities are designed to support efficiency and relaxation, making it a strong contender for your business trip.
  • Baymont by Wyndham White Plains - Elmsford: Situated a mere 11.3km from Ossining, the Baymont by Wyndham White Plains - Elmsford is the perfect destination for family vacations or business trips alike. This welcoming hotel is equipped with amenities tailored for children, including a free crib and a first aid kit for peace of mind. Guests can enjoy a family-friendly atmosphere while still having access to business facilities. The combination of proximity to Ossining and a range of services makes Baymont an excellent choice for both leisure and work-related stays.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and cultural experiences, making it an ideal destination for families and travellers alike. With its lovely green spaces and cosy getaways, you can easily explore nearby cities that provide a warm, friendly atmosphere. Enjoy the charm of downtown Ossining, or venture to the beautiful surrounding neighbourhoods for a romantic and relaxing escape. This vibrant region truly caters to every type of visitor.

  • Crotonville: Nestled within the Ossining area, Crotonville is a charming village that offers a unique blend of culture and scenic beauty. Visitors can enjoy a variety of outdoor activities along the picturesque river, and explore its historic houses and landmarks that reflect the rich heritage of the region. The peak travel months of April to May and December draw in those seeking a cultural experience, making it an ideal spot for leisurely strolls and immersive nature outings.
  • Maryknoll: Situated a mere 3.2km from Ossining, Maryknoll is a vibrant city that caters to families and culture enthusiasts alike. Known for its welcoming atmosphere, the city offers a plethora of activities during its peak months of July to August and December. Visitors can engage in sports events, including baseball and soccer, while the local art museum and significant architectural sites provide a cultural backdrop for exploration. Maryknoll is a fantastic destination for those looking to blend family fun with cultural experiences.
  • Sparta: A quaint village located in the vicinity of Ossining, Sparta is ideal for those seeking a mix of city life and family-friendly activities. With peak visitor numbers in July to August and December, the village offers access to shopping centres and ski fields, catering to both leisure and business travellers. The vibrant shopping scene and recreational opportunities make Sparta a delightful stop for those wanting to experience the local culture while indulging in some retail therapy.

Things to do near Ossining

Ossining, New York, offers a delightful blend of outdoor activities, family-friendly attractions, and cultural experiences. Visitors can enjoy scenic strolls along picturesque paths, explore vibrant shopping areas, and catch a performance at the local theatre. For those seeking adventure, skiing options are also available nearby, making Ossining an ideal destination for a varied and enjoyable holiday.

Shopping

For shopping in Ossining, visit Rockland Bakery for delightful baked goods, just 12.9km away. If you're up for a drive, explore Westchester's Ridge Hill, 22.5km away, for a vibrant shopping experience, or head to Woodbury Common Premium Outlets, located 27.4km away, for premium brands.

Recreation

Experience a round of golf at Rockland Lake State Park Executive Golf Course, where you can enjoy the scenic outdoors. For a unique cultural experience, catch a show at Tarrytown Music Hall, and immerse yourself in nature at Hardscrabble Wilderness Area, perfect for relaxation and rejuvenation.

Adventure

Palisades Climb Adventure offers an exhilarating zipline and ropes course experience, perfect for thrill-seekers. The Orange Trailhead provides a scenic trail access for hiking enthusiasts, while Grand Prix New York / Spins Bowl delivers high-speed karting excitement, ensuring an unforgettable adventure near Ossining.

Nightlife

Experience the vibrant nightlife in Ossining by visiting the Westchester Broadway Theatre, just 11.3km away, and enjoy romantic performances. Alternatively, Elmwood Playhouse, 9.7km away, offers a charming atmosphere for cultural entertainment. For a grander experience, the Apollo Theater, 40.2km distant, promises captivating shows.

*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 visit to Ossining, consider travelling between January and March for lower accommodation prices. Booking your hotel about a month in advance or exploring last-minute deals on sites like Expedia can yield significant savings, especially on Sundays. Use Expedia’s tools to compare room rates and find packages that combine flights and activities for better deals. Additionally, take advantage of Ossining's public transport options to get around affordably. Keep an eye out for free local events and outdoor activities to enhance your experience without breaking the bank.

  • 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, including your budget, desired location, and the type of accommodation you favour. To discover the most affordable prices and offers, organise the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel booking in Ossining with your flights and activities through an Expedia package.

Find the best attractions in and around Ossining

Ossining offers a delightful blend of outdoor activities, cultural experiences, and family-friendly attractions. Visitors can explore urban parks, modern colleges, and nature reserves, making it an ideal destination for those seeking adventure and enrichment. Whether you’re enjoying a leisurely stroll in the park or delving into local history and culture, Ossining provides a charming backdrop for a memorable holiday.

  • Lyndhurst Mansion: Nestled 12.9km from Ossining, this grand historic mansion offers a glimpse into the opulent lifestyle of the 19th century. Surrounded by lush gardens and scenic views, visitors can explore its exquisite architecture and rich cultural heritage.
  • Travelers Rest: Located within Ossining, this versatile event venue is ideal for conferences and gatherings. With its modern facilities and business-friendly atmosphere, it seamlessly blends professional engagements with a welcoming environment.
  • Governor Mario M. Cuomo Bridge: Spanning 11.3km from Ossining, this sleek modern bridge not only facilitates transit but also boasts stunning views of the Hudson River. Its impressive design reflects the vibrant urban character of the region.

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

For your trip to Ossining, New York, the major airports include John F. Kennedy International Airport (JFK), located 57.9km away, and LaGuardia Airport (LGA), situated 43.5km away. Notable hotels near JFK include the 5-star William Vale and the 4-star TWA Hotel, both offering convenient access. Newark Liberty International Airport (EWR), 59.5km from Ossining, features luxury options such as The Dominick and The Beekman, a Thompson Hotel. LaGuardia Airport offers accommodation at Virgin Hotels New York City and The Plaza, both 5-star rated and within close proximity to the airport. These hotels provide various transportation services for easy access to their respective airports.

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.
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.
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. Also, another option with an onsite pool is Armoni Inn & Suites. View all hotels with pools in Ossining.
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, Louis Engel Waterfront Park, 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.