Ossining Hotels

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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, (161 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 P12,674
P14,115 total
includes taxes & fees
Jun 21 - Jun 22
Windrose On Hudson

Ossining Vacation Rental Near River, Trails & Mta!

Ossining Vacation Rental Near River, Trails & Mta!
3.0 star property
Ossining
The price is P18,857
P54,375 total
includes taxes & fees
Jun 14 - Jun 15
Ossining Vacation Rental Near River, Trails & Mta!

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is P66,125
P102,857 total
includes taxes & fees
Jun 23 - Jun 24
Summer Pool Oasis Custom Bar Arcade Pool Table

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, (379 reviews)
"Great place to stay."
United States
Sai
The price is P8,566
P9,850 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (845 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
The price is P9,079
P9,840 total
includes taxes & fees
Jun 8 - Jun 9
Heidi's Inn

Garner Hotel Mahwah by IHG

Garner Hotel Mahwah by IHG
2.5 star property
Mahwah
9.0 out of 10, Wonderful, (463 reviews)
"Great accommodations and friendly staff. A good deal compared with other hotels in the area."
United States
Ruby
The price is P8,548
P9,798 total
includes taxes & fees
Jun 7 - Jun 8
Garner Hotel Mahwah by IHG

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,116 reviews)
"Breakfast was ok parking and staff where excellent "
United States
Victor
The price is P8,430
P10,379 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Harriman Woodbury

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,007 reviews)
"Excellent stay, rooms were clean, staff was helpful and friendly & breakfast was great."
United States
Carlos
The price is P8,949
P10,258 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Paramus

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1,003 reviews)
"Great atmosphere and the food and drinks were great. Quiet and restful."
United States
Rose
The price is P7,671
P8,822 total
includes taxes & fees
Jul 7 - Jul 8
Hilton Garden Inn Danbury

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.2 out of 10, Very Good, (51 reviews)
"Clean nice new hotel"
United States
Amjad
The price is P6,437
P7,925 total
includes taxes & fees
Jun 17 - Jun 18
Comfort Suites Central Valley - Woodbury

Marriott Park Ridge

Marriott Park Ridge
3.5 star property
Park Ridge
8.8 out of 10, Excellent, (957 reviews)
"Great stay and good location would definitely stay here again"
United States
Nathan
The price is P9,900
P11,348 total
includes taxes & fees
Jun 7 - Jun 8
Marriott Park Ridge

Best Western Paramus Hotel & Suites

Best Western Paramus Hotel & Suites
2.5 star property
Paramus
8.6 out of 10, Excellent, (1,007 reviews)
"Amazing stay :)"
United States
Rosaida
The price is P7,330
P8,402 total
includes taxes & fees
Jun 7 - Jun 8
Best Western Paramus Hotel & Suites

Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
3.0 star property
Danbury
8.2 out of 10, Very Good, (381 reviews)
"Front desk staff were extremely helpful, polite , friendly and welcoming. We were tired from traveling and hungry, they recommended a restaurant very close that turned out to be a hidden gem, Chuck’s, food and service was excellent! Staff in breakfast area were very friendly as well!"
United States
RICHARD
The price is P7,154
P8,228 total
includes taxes & fees
Jun 28 - Jun 29
Residence Inn Marriott Danbury

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, (1,005 reviews)
"Great stay, zero complaints. Would stay again and recommend."
United States
Tonita
The price is P9,243
P10,595 total
includes taxes & fees
Jun 8 - Jun 9
Holiday Inn Express Ramsey-Mahwah by IHG

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,012 reviews)
"It was a beautiful stay."
United States
Shayla
The price is P10,393
P12,796 total
includes taxes & fees
Jun 9 - Jun 10
Overlook Lodge at Bear Mountain

Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
White Plains
9.4 out of 10, Exceptional, (1,007 reviews)
"A great place to stay if you're in the area."
United States
Sean
The price is P12,418
P14,203 total
includes taxes & fees
Jun 14 - Jun 15
Cambria Hotel & Suites - White Plains Downtown

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (732 reviews)
"Historic property, well maintained, with wonderful location."
United States
Richard
The price is P11,980
P15,753 total
includes taxes & fees
Jun 25 - Jun 26
The Thayer Hotel at West Point

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very Good, (601 reviews)
"Very accommodating staff and great location in a time of emergency stay"
United States
Guap
The price is P7,744
P9,102 total
includes taxes & fees
Jun 9 - Jun 10
LIV Hotel Bronx - Newly Built

Element by Marriott Spring Valley

Element by Marriott Spring Valley
3.0 star property
Spring Valley
8.8 out of 10, Excellent, (487 reviews)
"Newer hotel with great amenities including daily breakfast. "
United States
Mark
The price is P10,700
P12,452 total
includes taxes & fees
Jun 7 - Jun 8
Element by Marriott Spring Valley

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (569 reviews)
"It was home away from home, very quiet and relaxing. Staff was phenomenal "
United States
Lorether
The price is P8,834
P9,574 total
includes taxes & fees
Jul 5 - Jul 6
Comfort Inn Brewster
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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 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 Sonesta White Plains Downtown and Royal Hotel Bronx. 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?
Sonesta White Plains Downtown: Hotel located near Westchester County Center. Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Hyatt Regency Greenwich and Armoni Inn & Suites are a couple of other choices that feature an onsite pool. 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. A top sight in the area is Woodbury Common Premium Outlets. 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 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. 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.