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, (116 reviews)
"Great staff"
United States
Timothy
The price is P11,110
P12,374 total
includes taxes & fees
Mar 10 - Mar 11
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 P29,366
P62,553 total
includes taxes & fees
Mar 15 - Mar 16
NEW 45 Wolden Rd Ossining NY 10562

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
7.6 out of 10, Good, (14 reviews)
"The cleaning could have been better"
United States
Yuna
The price is P5,788
P7,127 total
includes taxes & fees
Mar 15 - Mar 16
Comfort Suites Central Valley - Woodbury

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very Good, (382 reviews)
"Our stay was awesome, clean, cozy and we slept well."
United States
Hidelisa
The price is P6,850
P8,067 total
includes taxes & fees
Mar 9 - Mar 10
LIV Hotel Bronx - Newly Built

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1,003 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 P7,021
P7,943 total
includes taxes & fees
Mar 9 - Mar 10
Overlook Lodge at Bear Mountain

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (823 reviews)
"Clean room with very friendly and helpfull staff with a light breakfast "
United States
Christopher
The price is P7,636
P8,276 total
includes taxes & fees
Mar 9 - Mar 10
Heidi's Inn

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, (330 reviews)
"We enjoyed our stay. "
United States
Anne
The price is P7,494
P8,618 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (549 reviews)
"Always great service and clean, comfy rooms. Breakfast is also decent every time, which isn’t always the case at hotels "
United States
Jared
The price is P7,473
P8,099 total
includes taxes & fees
Mar 29 - Mar 30
Comfort Inn Brewster

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,004 reviews)
"The staff was really welcoming!"
United States
Devis
The price is P5,251
P6,006 total
includes taxes & fees
Mar 15 - Mar 16
Inn on the Hudson

Springhill Suites By Marriott - Danbury

Springhill Suites By Marriott - Danbury
3.0 star property
Danbury
8.8 out of 10, Excellent, (864 reviews)
"great staff, clean room, excellent coffee"
United States
Carol
The price is P6,549
P7,532 total
includes taxes & fees
Mar 12 - Mar 13
Springhill Suites By Marriott - Danbury

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,003 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is P8,177
P9,352 total
includes taxes & fees
Mar 15 - Mar 16
Hotel MTK Mount Kisco

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very Good, (1,166 reviews)
"Clean room | Staff | Breakfast | Business-friendly"
United States
Eimy
The price is P5,968
P6,863 total
includes taxes & fees
Mar 15 - Mar 16
Ethan Allen Hotel

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1,001 reviews)
" The desk staff was very welcoming, working through Christmas Day as were the dining staff and very accomadating"
United States
Virginia
The price is P6,643
P7,639 total
includes taxes & fees
Mar 15 - Mar 16
Hilton Garden Inn Danbury

Best Western The Inn At Ramsey

Best Western The Inn At Ramsey
3.0 star property
Ramsey
7.2 out of 10, Good, (1,002 reviews)
"Clean room; quiet & safe area; friendly & helpful staff."
United States
Carol
The price is P4,764
P5,461 total
includes taxes & fees
Mar 15 - Mar 16
Best Western The Inn At Ramsey

Americas Best Value Inn at Central Valley-Woodbury

Americas Best Value Inn at Central Valley-Woodbury
2.0 star property
Central Valley
7.2 out of 10, Good, (1,003 reviews)
"Room was perfect, motel in good location, excellent value"
United States
Paul
The price is P4,543
P5,594 total
includes taxes & fees
Mar 10 - Mar 11
Americas Best Value Inn at Central Valley-Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,069 reviews)
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is P6,241
P7,685 total
includes taxes & fees
Mar 15 - Mar 16
Hampton Inn Harriman Woodbury

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, (1,004 reviews)
"Very nice and friendly staff"
Canada
Sergii
The price is P6,903
P7,913 total
includes taxes & fees
Mar 11 - Mar 12
Holiday Inn Express Ramsey-Mahwah by IHG

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,011 reviews)
"The staff was so friendly and accommodating and the hotel is well kept and very clean. "
United States
Victoria
The price is P9,506
P10,932 total
includes taxes & fees
Mar 9 - Mar 10
Hotel Zero Degrees Danbury

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (694 reviews)
"Beautiful architecture, friendly and profesional staff. Great dinning at MacArthur’s Riverview. Convenient and accesible for those visiting USMA."
United States
Sandra M
The price is P11,470
P14,509 total
includes taxes & fees
Mar 15 - Mar 16
The Thayer Hotel at West Point

Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
3.0 star property
Danbury
8.2 out of 10, Very Good, (366 reviews)
"Clean room, good breakfast."
United States
Mariela
The price is P6,850
P7,878 total
includes taxes & fees
Mar 29 - Mar 30
Residence Inn Marriott Danbury
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 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 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! 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: Offers daily, an indoor pool, and complimentary wired internet access. DoubleTree by Hilton Hotel Nanuet and Sonesta White Plains Downtown 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. In Ossining, there are 33 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, Kitchawan Preserve, and Merchants Square. 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.