Ossining Hotels

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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, (108 reviews)
  • cleanliness
    Scenic Ossining stay with Hudson River views and onsite dining just minutes from parks.
"Great staff"
United States
Timothy
The price is P10,548
P11,747 total
includes taxes & fees
Feb 12 - Feb 13
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 P30,219
P63,496 total
includes taxes & fees
Jan 28 - Jan 29
NEW 45 Wolden Rd Ossining NY 10562

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,039 reviews)
  • cleanliness
    Peaceful golf hotel adjacent to greens, featuring an indoor pool and dining options.
"Nice clean hotel with friendly staff. "
United States
michelle
The price is P5,510
P6,412 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Hotel Nanuet

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,043 reviews)
  • cleanliness
    Minutes from premium outlets with a pool, fitness center, and free breakfast.
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is P6,290
P7,744 total
includes taxes & fees
Jan 27 - Jan 28
Hampton Inn Harriman Woodbury

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (539 reviews)
  • cleanliness
    Experience a comfortable stay near Danbury with easy access to local attractions.
"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 P7,531
P8,161 total
includes taxes & fees
Jan 26 - Jan 27
Comfort Inn Brewster

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very Good, (1,505 reviews)
  • cleanliness
    Contemporary hotel in Elmsford with free breakfast and an indoor pool.
"Enjoyed the free breakfast and the workout room had options; great location for access into city"
United States
Kathleen Elizabeth
The price is P7,126
P8,151 total
includes taxes & fees
Feb 1 - Feb 2
Baymont by Wyndham White Plains - Elmsford

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)
  • cleanliness
    Rejuvenating mountain escape with spa services and seasonal outdoor pool.
"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 P7,076
P8,005 total
includes taxes & fees
Jan 22 - Jan 23
Overlook Lodge at Bear Mountain

Sonesta Simply Suites Nanuet

Sonesta Simply Suites Nanuet
2.5 star property
Nanuet
8.4 out of 10, Very Good, (1,034 reviews)
  • cleanliness
    Experience comfort at this Nanuet hotel near train station and The Shops at Nanuet.
"Staff was nice, bed comfortable. "
United States
Misty
The price is P4,647
P5,408 total
includes taxes & fees
Feb 4 - Feb 5
Sonesta Simply Suites Nanuet

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,006 reviews)
  • cleanliness
    Enjoy peaceful comfort just minutes from Lower Hudson Valley attractions.
"Great staff and clean room. "
United States
Jordon
The price is P6,362
P7,404 total
includes taxes & fees
Jan 30 - Jan 31
Crowne Plaza Suffern - Mahwah by IHG

Hilltop Inn & Suites

Hilltop Inn & Suites
2.5 star property
Northwest Yonkers
7.0 out of 10, Good, (588 reviews)
  • cleanliness
    Stay within easy reach of the Bronx Zoo at this convenient Yonkers retreat.
"I appreciated my stay at the Hotel."
United States
Kim
The price is P5,828
P6,862 total
includes taxes & fees
Jan 22 - Jan 23
Hilltop Inn & Suites

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (999 reviews)
  • cleanliness
    Stay a block from Paramus Park Mall with indoor pool and free breakfast.
"Staff was super nice and helpful "
United States
Emily
The price is P6,777
P7,768 total
includes taxes & fees
Feb 8 - Feb 9
Hampton Inn Paramus

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very Good, (1,008 reviews)
  • cleanliness
    Escape to the serene Hudson River estate with historical charm and peaceful gardens.
"Wonderful place, excellent staff, spotless room."
United States
Iris
The price is P7,155
P9,670 total
includes taxes & fees
Jan 22 - Jan 23
Tarrytown House Estate

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.4 out of 10, Very Good, (274 reviews)
  • cleanliness
    A modern hotel in the Bronx offering easy access to top attractions.
"Our stay was awesome, clean, cozy and we slept well."
United States
Hidelisa
The price is P6,368
P7,516 total
includes taxes & fees
Jan 26 - Jan 27
LIV Hotel Bronx - Newly Built

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1,116 reviews)
  • cleanliness
    Enjoy scenic views near Danbury Fair Mall with a seasonal outdoor pool.
"Clean room | Staff | Breakfast | Business-friendly"
United States
Eimy
Ethan Allen Hotel

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Modern business retreat in Danbury with Italian dining and fitness center.
"Great place to stay."
United States
Alex
The price is P9,579
P11,016 total
includes taxes & fees
Jan 23 - Jan 24
Hotel Zero Degrees Danbury

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, (318 reviews)
  • cleanliness
    Experience comfort with premium amenities near downtown Danbury's attractions.
"We enjoyed our stay. "
United States
Anne
The price is P7,254
P8,342 total
includes taxes & fees
Feb 15 - Feb 16
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel
4.0 star property
Nyack
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Riverside retreat with upscale dining near Edward Hopper House and Buttermilk Falls.
"Excellent breakfast "
United States
Robert
The price is P7,314
P9,976 total
includes taxes & fees
Jan 28 - Jan 29
Hotel Nyack, a JdV by Hyatt Hotel

Amsterdam Hotel

Amsterdam Hotel
2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1,735 reviews)
  • cleanliness
    Perfectly positioned hotel near Stamford Town Center offers quiet comfort.
"Great Hotel"
United States
Debra
Amsterdam Hotel

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (681 reviews)
  • cleanliness
    Elegant historic hotel near Bear Mountain State Park with river views and dining.
"Location was great & staying at a historic hotel was delightful."
United States
Bobby
The price is P8,027
P10,626 total
includes taxes & fees
Jan 22 - Jan 23
The Thayer Hotel at West Point

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,000 reviews)
  • cleanliness
    Experience the Hudson River views at this Peekskill gem with free breakfast.
"The staff was really welcoming!"
United States
Devis
The price is P5,292
P6,052 total
includes taxes & fees
Jan 25 - Jan 26
Inn on the Hudson
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 Hampton Inn & Suites Yonkers and Ramada by Wyndham 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?
DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool, and free self parking. Sonesta White Plains Downtown and Baymont by Wyndham White Plains - Elmsford 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.