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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 CA $219
CA $244 total
includes taxes & fees
Mar 1 - Mar 2
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 CA $439
CA $1,172 total
includes taxes & fees
Mar 19 - Mar 20
NEW 45 Wolden Rd Ossining NY 10562

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
7.8 out of 10, Good, (11 reviews)
"The cleaning could have been better"
United States
Yuna
The price is CA $134
CA $165 total
includes taxes & fees
Mar 8 - Mar 9
Comfort Suites Central Valley - Woodbury

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, (329 reviews)
"We enjoyed our stay. "
United States
Anne
The price is CA $168
CA $194 total
includes taxes & fees
Mar 19 - Mar 20
Holiday Inn Express Hotel & Suites Danbury - I-84 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, (1,002 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 CA $135
CA $153 total
includes taxes & fees
Mar 4 - Mar 5
Overlook Lodge at Bear Mountain

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (822 reviews)
"Clean room with very friendly and helpfull staff with a light breakfast "
United States
Christopher
The price is CA $177
CA $192 total
includes taxes & fees
Mar 3 - Mar 4
Heidi's Inn

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (546 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 CA $173
CA $188 total
includes taxes & fees
Mar 29 - Mar 30
Comfort Inn Brewster

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very good, (361 reviews)
"Our stay was awesome, clean, cozy and we slept well."
United States
Hidelisa
The price is CA $159
CA $187 total
includes taxes & fees
Mar 2 - Mar 3
LIV Hotel Bronx - Newly Built

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,000 reviews)
"The staff was so friendly and accommodating and the hotel is well kept and very clean. "
United States
Victoria
The price is CA $203
CA $234 total
includes taxes & fees
Mar 11 - Mar 12
Hotel Zero Degrees Danbury

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
7.8 out of 10, Good, (1,152 reviews)
"Clean room | Staff | Breakfast | Business-friendly"
United States
Eimy
The price is CA $130
CA $150 total
includes taxes & fees
Mar 1 - Mar 2
Ethan Allen Hotel

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 CA $152
CA $175 total
includes taxes & fees
Mar 16 - Mar 17
Springhill Suites By Marriott - Danbury

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,464 reviews)
"Great place to stay. "
United States
Omar
The price is CA $132
CA $151 total
includes taxes & fees
Mar 5 - Mar 6
Hampton Inn & Suites Mahwah

West Point Motel

West Point Motel
2.5 star property
Highland Falls
8.6 out of 10, Excellent, (675 reviews)
"Always a great stay. Easy access to West Point. Clean. It’s a great simple stay for your cadet to get off base for a day or two. "
United States
Stephanie
The price is CA $137
CA $155 total
includes taxes & fees
Mar 15 - Mar 16
West Point Motel

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, (1,001 reviews)
"Very nice and friendly staff"
Canada
Sergii
The price is CA $142
CA $163 total
includes taxes & fees
Mar 4 - Mar 5
Holiday Inn Express Ramsey-Mahwah by IHG

Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,001 reviews)
"Great hotel. The town is nice. "
United States
Eric
The price is CA $190
CA $217 total
includes taxes & fees
Mar 8 - Mar 9
Hotel MTK Mount Kisco

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,063 reviews)
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is CA $145
CA $178 total
includes taxes & fees
Mar 9 - Mar 10
Hampton Inn Harriman Woodbury

Dream Hotel Bronx

Dream Hotel Bronx
2.0 star property
South Side
7.0 out of 10, Good, (84 reviews)
"excellent"
United States
Barbara
The price is CA $182
CA $203 total
includes taxes & fees
Mar 1 - Mar 2
Dream Hotel Bronx

Residence Inn Marriott Danbury

Residence Inn Marriott Danbury
3.0 star property
Danbury
8.2 out of 10, Very good, (362 reviews)
"Clean room, good breakfast."
United States
Mariela
The price is CA $154
CA $177 total
includes taxes & fees
Mar 19 - Mar 20
Residence Inn Marriott Danbury

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 CA $131
CA $162 total
includes taxes & fees
Mar 4 - Mar 5
Americas Best Value Inn at Central Valley-Woodbury

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG
3.5 star property
Suffern
8.8 out of 10, Excellent, (1,002 reviews)
"Great place to stay. Great Custumer service and very comfortable rooms."
United States
Samir
The price is CA $147
CA $171 total
includes taxes & fees
Mar 2 - Mar 3
Crowne Plaza Suffern - Mahwah by IHG
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

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Find out more about Ossining

Top reasons to visit Ossining

  • Scenic Outdoor Activities: Enjoy serene walks in the Ridge Preserve and explore urban parks and nature reserves.
  • Family-Friendly Attractions: Ossining offers numerous activities perfect for families, ensuring a fun-filled vacation.
  • Cultural Experiences: Immerse yourself in the local culture by visiting nearby colleges and engaging with the vibrant community.
  • Shopping Opportunities: Shop at the Woodbury Commons Premium Outlets for a delightful retail experience.
  • Diverse Accommodation: Choose from charming bed and breakfasts to modern hotels, catering to various preferences.

Find great hotels near Ossining

Ossining offers a delightful variety of lodging options, from charming bed and breakfasts to modern hotels tailored for business travellers. Whether you’re looking for pet-friendly accommodations or a welcoming environment for LGBTQIA guests, you'll find the ideal spot to unwind. Explore the best hotels in Ossining and nearby areas to enjoy a truly memorable vacation experience.

  • Ramada by Wyndham Rochelle Park Near Paramus: Situated 33.8km from Ossining, the Ramada by Wyndham Rochelle Park Near Paramus offers a welcoming retreat for leisure and business travellers alike. Guests can enjoy complimentary breakfast daily, including a buffet selection, while the on-site restaurant provides further dining options. The hotel features a fitness facility for those keen on staying active during their stay. With nearby attractions such as shopping districts and metro stations, guests have easy access to explore the local area. Entertainment options including premium TV channels ensure a relaxing evening after a busy day.
  • Amsterdam Hotel: Located 30.6km from Ossining, the Amsterdam Hotel is ideal for business travellers seeking a focused environment. This hotel is equipped with multiple meeting rooms and a fully serviced business centre, making it perfect for those attending conferences or corporate meetings. Its proximity to the business district allows easy access to various corporate offices. The professional atmosphere combined with essential amenities ensures a seamless experience for working guests who appreciate comfort and convenience.
  • Baymont by Wyndham White Plains - Elmsford: Just 11.3km from Ossining, the Baymont by Wyndham White Plains - Elmsford is a family-friendly hotel that also caters to the needs of business travellers. With a 24-hour accessible business centre and meeting rooms, it provides a productive space for work-related activities. Families will appreciate the complimentary cribs and first aid kits, ensuring a safe and comfortable stay for children. The hotel's welcoming atmosphere and convenient location make it an excellent choice for both leisure and business trips.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of family-friendly activities and serene outdoor experiences. Explore the cozy getaways in the Ossining area and enjoy leisurely walks in the Ridge Preserve, where nature's beauty unfolds. For shopping enthusiasts, the Woodbury Commons Premium Outlets are just a short drive away. This charming city provides a perfect location for relaxation, romance, and creating lasting memories with loved ones.

  • Crotonville: Nestled within the Ossining area, Crotonville is a quaint village that offers a rich cultural experience. While the number of visitors remains consistent year-round, springtime (April to May) and the holiday season (December) see the highest influx of tourists. Crotonville is perfect for families and outdoor enthusiasts, with attractions including shopping centres and educational venues. Notable nearby landmarks feature historic houses and buildings, providing visitors with a glimpse into the area's past while enjoying its vibrant community atmosphere.
  • Maryknoll: Just 3.2km from Ossining, Maryknoll is a charming city that is ideal for sports lovers and families alike. The peak travel months are typically in the summer (July to August) and the festive season (December). Visitors can engage in various activities, including baseball and soccer, making it a lively destination for outdoor fun. The urban parks and event venues enhance the experience, offering green spaces for relaxation and community gatherings. With its blend of recreational opportunities and historical sites, Maryknoll is a delightful stop on your journey.
  • Briarcliff Manor: A mere 3.2km from Ossining, Briarcliff Manor is a picturesque city that attracts families and culture enthusiasts. The best times to visit are in January and during the spring months (April to May). The city boasts numerous shopping areas and educational institutions, ensuring a fulfilling experience for all ages. Notable attractions include serene lakes and historic places, providing a tranquil backdrop for exploration. Briarcliff Manor's charm lies in its combination of outdoor activities and rich cultural heritage, making it a must-visit location.

Things to do near Ossining

Ossining, New York, offers a delightful blend of outdoor and family-friendly activities, making it perfect for a city-themed vacation. Visitors can enjoy skiing and explore local shopping areas. Additionally, nearby Tarrytown is known for picturesque wedding venues, adding a romantic touch to your trip. With its scenic beauty and vibrant community, Ossining promises a memorable experience for all travellers.

Shopping

In Ossining, check out Rockland Bakery for local treats, only 12.9km away. If you're up for a drive, visit Westchester's Ridge Hill, 22.5km away, for a variety of shops and family-friendly vibes. For an extensive experience, the Woodbury Common Premium Outlets is 27.4km away.

Recreation

Experience the vibrant atmosphere at Tarrytown Music Hall, where live performances uplift your spirit. For relaxation, visit Hardscrabble Wilderness Area, a serene retreat perfect for nature walks. Enjoy the outdoors at Rockland Lake State Park Championship Golf Course, offering a refreshing blend of sport and scenic beauty.

Adventure

At Palisades Climb Adventure, experience the thrill of ziplining and navigating an exhilarating ropes course surrounded by nature, located 11.3km from Ossining. For karting enthusiasts, Grand Prix New York offers high-speed fun, just 12.9km away. Explore the scenic Orange Trailhead, a fantastic outdoor access point, also 11.3km from Ossining.

Nightlife

Experience the vibrant nightlife in Ossining by enjoying a show at the Westchester Broadway Theatre, just 11.3km away. For some fun, visit Lucky Strike ArcadeAdventureZone, also 11.3km away. If you're in the mood for a film, head to Maritime IMAX, located 38.6km away for an entertaining evening.

*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 from January to March when hotel prices are lower. Book your accommodation about a month in advance for the best rates, with Sundays being the cheapest day to stay. Use Expedia to find last-minute deals and compare prices easily. You can also save by bundling your hotel with flights and activities. For public transport, take advantage of the local bus system to navigate the area affordably. Finally, explore free activities like parks and local events to make the most of your trip without overspending.

  • 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: Book your hotel in Ossining about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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, desired location, and additional preferences. You can arrange your search results to display prices from the lowest to the highest, making it easy to find the most affordable accommodations first. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Ossining hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Ossining

Ossining, New York, offers a delightful blend of outdoor activities and family-friendly attractions, making it ideal for a city-themed getaway. Explore urban parks, nature reserves, and local colleges while immersing yourself in the region's culture. Whether you're seeking a tranquil day outdoors or a cultural experience, Ossining caters to diverse interests, ensuring a memorable vacation for every traveller.

  • Van Cortlandt Manor: Experience the charm of this historic house, where you can explore beautifully preserved rooms and stunning gardens. Immerse yourself in the culture and history of the Hudson Valley, showcasing the region’s colonial past.
  • Sing Sing Correctional Facility: This historic prison offers unique insights into the justice system and its historical significance. Take a guided tour to learn about its infamous past and the stories of those who resided within its walls.
  • Croton Point Park: Perfect for families, this urban park features expansive green spaces, hiking trails, and picnic areas. Enjoy outdoor activities while taking in breathtaking views of the Hudson River, making it a delightful escape from city life.

Best time to go to Ossining

The best time to visit Ossining is dependant 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

When planning your visit to Ossining, New York, you can choose from three major airports. John F. Kennedy International Airport (JFK) is located 57.9km away, with nearby hotels such as the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) is 59.5km distant, featuring luxurious options like The Dominick and The Wall Street Hotel, both 14.5km away. Lastly, LaGuardia Airport (LGA) is 43.5km from Ossining, with excellent accommodations like Virgin Hotels New York City and The Carlyle, both just 5-9.7km from the airport. Each airport offers convenient transportation options to Ossining.

Frequently asked questions

What is the best area to stay in Ossining?
The best areas to stay in Ossining are the downtown waterfront district and the quieter residential areas further up the hill.

The downtown waterfront area offers direct access to the Hudson River and its scenic views. This area is home to the Ossining train station, making it incredibly convenient for those travelling into New York City. You'll find a growing number of local eateries and shops along Main Street and near the waterfront, along with parks like Louis Engel Waterfront Park. This area is well-suited for visitors who want to be close to transportation and enjoy river activities.

Couples often appreciate the downtown area for its easy access to waterfront dining options and the convenience of the train for day trips. The ability to stroll along the riverfront at sunset or enjoy a meal with a view provides a relaxed and enjoyable experience.

For those seeking a more tranquil setting, the residential areas further up the hill from the waterfront offer a peaceful escape. These neighbourhoods are characterised by tree-lined streets and larger properties, providing a quiet and pleasant environment. While still within easy reach of downtown by car or a short walk, they offer a sense of calm away from the busier areas.

Families might find these quieter residential parts of Ossining appealing. The wider streets and less crowded feel can be more comfortable, and many properties in these areas offer more space.
What are the best family hotels in Ossining?
For family-friendly accommodation in Ossining, the Windrose On Hudson is a highly-rated option.

This 3-star hotel, with an 8.0 rating, offers several convenient amenities for families, including complimentary cribs and free self-parking. Guests will also appreciate the free WiFi and accessible fitness facilities. The Windrose On Hudson is well-located for exploring local attractions such as Van Cortlandt Manor, just 1.2 km away, and Crawbuckie Park, which is 2.2 km from the hotel.
What are the best budget hotels in Ossining?
For an excellent budget hotel in Ossining, the Windrose On Hudson is a fantastic option.

This 3-star hotel, with an 8.0 rating, offers complimentary self-parking and free WiFi, which are always appreciated by travellers. Guests can also make use of the fitness facilities, which are accessible. Its convenient location places it near several local attractions, including Van Cortlandt Manor, just 1.2 km away, and Ossining Dog Park, a mere 0.8 km distance. View all budget hotels in Ossining
What are the best hotels in Ossining near Croton Point Park?
For a hotel in Ossining near Croton Point Park, consider the Windrose On Hudson.

The 3-star Windrose On Hudson, with an 8.0 rating, is conveniently located just 2.7 kilometres from Croton Point Park. This hotel offers free self-parking and free WiFi, making it easy for families travelling by car. Guests can also benefit from accessible fitness facilities and free cribs, suiting those with young children.
When is the best time to go to Ossining?
The best time to go to Ossining is during the late spring (May to early June) or early autumn (September to October) when the weather is most pleasant for outdoor activities and exploring the area.

During late spring, the temperatures are mild, and the local flora is in full bloom, making it ideal for enjoying the numerous parks and waterfront areas along the Hudson River. You'll find comfortable conditions for walks, picnics, and boat trips without the peak summer crowds or heat.

Early autumn brings cooler, crisp air and the spectacular colours of the changing leaves, especially along the Hudson Valley. This period is superb for scenic drives, hiking, and visiting local farms and markets.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Ossining.
How can I save on a Ossining hotel booking with Expedia?
Members always get our best prices. Find our best Ossining hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Ossining hotel?
Prices for hotels in Ossining often vary, but you can find a great deal from CA $121 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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