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Find hotels in Ossining, NY from NT$3,059

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Compare 1,258 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Windrose On Hudson

3.0 star property
Ossining
8.0 out of 10, Very Good, (94)
"Clean rooms, quiet, beautiful grounds"
United States
patricia
The price is NT$4,593
NT$5,115 total
includes taxes & fees
Dec 14 - Dec 15
Windrose On Hudson

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
The price is NT$13,330
NT$29,676 total
includes taxes & fees
Dec 8 - Dec 9
Foliage at Westchester Manor - Near Sleepy Hollow

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1016)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is NT$3,321
NT$3,864 total
includes taxes & fees
Dec 14 - Dec 15
DoubleTree by Hilton Hotel Nanuet

Hampton Inn Paramus

2.5 star property
Paramus
9.2 out of 10, Wonderful, (965)
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
The price is NT$3,993
NT$4,577 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn Paramus

Hyatt Regency Greenwich

4.0 star property
Old Greenwich
8.4 out of 10, Very Good, (1024)
"It’s was a very relaxing stay. Can’t wait to go back!"
United States
Eleni
The price is NT$5,577
NT$6,413 total
includes taxes & fees
Dec 21 - Dec 22
Hyatt Regency Greenwich

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very Good, (1023)
"Parking was very easy, beautiful area, very nice staff"
United States
Elizabeth
The price is NT$3,736
NT$4,226 total
includes taxes & fees
Dec 2 - Dec 3
Overlook Lodge at Bear Mountain

DoubleTree by Hilton Stamford

3.5 star property
Waterside
7.4 out of 10, Good, (1025)
"All of the staff were very friendly and helpful"
United States
ondre
The price is NT$4,865
NT$5,595 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Stamford

Ramada by Wyndham Bronx

3.0 star property
Bronx
8.4 out of 10, Very Good, (1031)
"Enjoyed stay. One of my favorite places to stay!"
United States
Hopeton
The price is NT$3,575
NT$4,213 total
includes taxes & fees
Dec 2 - Dec 3
Ramada by Wyndham Bronx

The Abbey Inn & Spa

4.0 star property
Peekskill
9.2 out of 10, Wonderful, (224)
"The staff, the room, the restaurant and bar were all excellent. The Abby is a special place. Beautiful architecture, great art! Location can’t be beat. "
United States
Lya
The price is NT$8,870
NT$11,581 total
includes taxes & fees
Dec 3 - Dec 4
The Abbey Inn & Spa

Amsterdam Hotel

2.0 star property
Downtown Stamford
8.4 out of 10, Very Good, (1740)
"The service the breakfast was great"
United States
Nilsa
Amsterdam Hotel

Hampton Inn White Plains/Tarrytown

3.0 star property
Elmsford
8.0 out of 10, Very Good, (1296)
"Will definitely stay again"
United States
Elainne
The price is NT$4,269
NT$4,883 total
includes taxes & fees
Dec 7 - Dec 8
Hampton Inn White Plains/Tarrytown

Sleepy Hollow Hotel

3.5 star property
Tarrytown
6.8 out of 10, (1025)
"Was a good stay."
United States
Kelly
The price is NT$3,845
NT$4,398 total
includes taxes & fees
Dec 2 - Dec 3
Sleepy Hollow Hotel

Sonesta Simply Suites Nanuet

2.5 star property
Nanuet
8.2 out of 10, Very Good, (1041)
"Great place"
United States
Andrea
The price is NT$3,469
NT$4,037 total
includes taxes & fees
Dec 2 - Dec 3
Sonesta Simply Suites Nanuet

Inn on the Hudson

2.0 star property
Peekskill
6.8 out of 10, (1007)
"Always a pleasant place "
United States
Abner
The price is NT$2,794
NT$3,195 total
includes taxes & fees
Dec 7 - Dec 8
Inn on the Hudson

The Stamford Hotel

3.5 star property
Downtown Stamford
7.8 out of 10, Good, (1139)
"Very good place to stay "
United States
Miguel
The price is NT$3,265
NT$3,754 total
includes taxes & fees
Dec 16 - Dec 17
The Stamford Hotel

Baymont by Wyndham White Plains - Elmsford

2.5 star property
Elmsford
8.2 out of 10, Very Good, (1476)
"Great experience can’t wait to come back "
United States
Marvin
The price is NT$3,976
NT$4,547 total
includes taxes & fees
Dec 16 - Dec 17
Baymont by Wyndham White Plains - Elmsford

Sheraton Tarrytown Hotel

3.5 star property
Tarrytown
8.4 out of 10, Very Good, (1007)
"Very awsome hotel!!! It had charm!"
United States
kimberli
The price is NT$4,242
NT$4,852 total
includes taxes & fees
Dec 14 - Dec 15
Sheraton Tarrytown Hotel

La Quinta Inn & Suites by Wyndham Stamford / New York City

3.0 star property
Waterside
6.6 out of 10, (993)
"The location is great and convenient! The staff is very kind and attentive!"
United States
Cruz
The price is NT$2,660
NT$3,059 total
includes taxes & fees
Dec 21 - Dec 22
La Quinta Inn & Suites by Wyndham Stamford / New York City

Marriott Park Ridge

3.5 star property
Park Ridge
8.8 out of 10, Excellent, (860)
"Great hotel"
United States
Christopher
The price is NT$4,244
NT$4,865 total
includes taxes & fees
Dec 26 - Dec 27
Marriott Park Ridge

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1071)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel
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

Hotels in Ossining with star-rating

Find out more about Ossining

Top reasons to visit Ossining

  • Scenic Outdoor Activities: Enjoy picturesque paths and urban parks perfect for walks, picnics, and family fun.
  • Cultural Experiences: Immerse yourself in local culture by attending theater performances and exploring nearby colleges.
  • Family-Friendly Attractions: Discover a variety of attractions that cater to families, ensuring a fun-filled vacation.
  • Charming Accommodations: Choose from a range of hotels and cozy bed & breakfasts, including pet-friendly options.
  • Proximity to Nature: Explore nearby nature preserves for a tranquil escape from urban life.

Find great hotels near Ossining

Ossining, New York, offers a diverse selection of accommodations, including hotels and charming bed & breakfasts. Ideal for business travelers and those seeking a pet-friendly or LGBTQIA-welcoming experience, you can find a variety of options to suit your needs. Whether you're searching for the best hotels or simply need a cozy place to stay, Ossining has something for everyone to enjoy during their visit.

  • Ramada by Wyndham Rochelle Park Near Paramus: Experience a blend of comfort and convenience at the Ramada by Wyndham Rochelle Park Near Paramus, located 33.8km from Ossining. This hotel caters to all travelers with its diverse dining options, including an on-site restaurant and complimentary daily breakfasts. For those looking to stay active, the hotel features fitness facilities and is situated near shopping districts and metro stations. Guests can unwind in modern rooms equipped with premium TV channels and cable TV, making it an ideal choice for leisure and business alike.
  • Amsterdam Hotel: Situated 30.6km from Ossining, the Amsterdam Hotel offers a sophisticated atmosphere tailored for business travelers. With its focus on providing essential amenities for working professionals, guests can enjoy a seamless experience designed to meet their needs. The hotel’s strategic location allows easy access to nearby corporate hubs and meeting venues, ensuring that business trips are both productive and comfortable. Enjoy a quiet stay with well-appointed rooms that prioritize relaxation after a long day of meetings.
  • Baymont by Wyndham White Plains - Elmsford: Located just 11.3km from Ossining, the Baymont by Wyndham White Plains - Elmsford is perfect for families and business travelers alike. This welcoming hotel emphasizes family-friendly services, providing amenities like free cribs and a first aid kit for peace of mind. Guests can enjoy a comfortable stay in spacious rooms designed with family needs in mind while being close to local attractions. The hotel’s convenient location also makes it a strategic base for exploring the surrounding area.

Where to stay in and around Ossining

Ossining offers a delightful blend of family-friendly outdoor activities and cultural experiences. Explore its lovely green spaces, perfect for a cozy getaway, while being just a short distance from the bustling downtown area. Nearby cities provide a romantic and relaxing atmosphere, ensuring a well-rounded vacation. Whether you're enjoying the friendly vibe or engaging in local events, Ossining is a charming destination that promises memorable moments for every traveler.

  • Crotonville: Nestled within the Ossining area, Crotonville is a quaint village that offers a tranquil escape for those seeking culture, outdoor activities, and picturesque scenery. The village has a unique charm, particularly during the peak travel seasons of April to May and December, when visitors flock to explore its historic sites and stunning riverside views. Nature lovers will appreciate the local parks, while history buffs can delve into the rich stories of the area's historic houses. A visit to Crotonville promises a serene experience enriched with cultural treasures.
  • Maryknoll: Located just 3.2km from Ossining, Maryknoll is a vibrant city that attracts families and culture enthusiasts alike. The city sees a spike in visitors during the summer months of July and August, as well as in December. Maryknoll is known for its engaging recreational activities, including baseball and soccer, making it an ideal destination for sports fans. The city boasts significant architectural landmarks and an art museum that showcases the local creative scene. Whether you’re exploring its historic buildings or enjoying a family day out, Maryknoll offers a delightful urban experience.
  • Briarcliff Manor: Also situated 3.2km from Ossining, Briarcliff Manor is a charming city renowned for its family-friendly atmosphere and cultural offerings. With peak travel times in January and from April to May, visitors can enjoy a variety of experiences, from shopping in local boutiques to attending performances at the arts center. The city is home to historic sites and sports facilities, making it a perfect mix of leisure and history. Briarcliff Manor invites you to immerse yourself in its community vibe while discovering everything it has to offer.

Things to do in and around Ossining

Ossining offers a delightful mix of outdoor activities, family-friendly attractions, and cultural experiences. Visitors can enjoy scenic strolls along picturesque paths, explore local shopping areas, and catch a performance at the theater. For those seeking adventure, skiing options are also available nearby. Whether you're looking for relaxation or entertainment, Ossining provides a charming atmosphere for a memorable vacation.

Shopping

In Ossining, you can visit Rockland Bakery for fresh goods, located 12.9km away. If you're up for a drive, check out Westchester's Ridge Hill, 22.5km away, for a mix of shops and family-friendly vibes, or Woodbury Common Premium Outlets, 27.4km away, for premium brands.

Recreation

Experience live performances at Tarrytown Music Hall, just 9.7km from Ossining, where the vibrant atmosphere enhances your entertainment experience. For tranquility, visit Hardscrabble Wilderness Area, located 4.8km away, offering serene trails perfect for relaxation and reflection amidst nature.

Enjoy a round of golf at Hudson Hills Golf Course in Ossining, where you can immerse yourself in outdoor sports while appreciating the beautiful landscape that surrounds you.

Adventure

At Palisades Climb Adventure, tackle thrilling zip lines and ropes courses surrounded by nature, located 11.3km from Ossining. Experience high-speed excitement at Grand Prix New York’s karting, situated 12.9km away. For a scenic hike, explore the Orange Trailhead, also 11.3km from Ossining, offering beautiful outdoor vibes.

Nightlife

Experience Ossining's nightlife with a show at the Westchester Broadway Theatre, just 11.3km away, offering rich culture and romance. For family fun, head to Lucky Strike, also 11.3km away, featuring exciting arcade adventures. Don't miss the Maritime IMAX, 38.6km away, for an entertaining cinematic experience.

*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 on your trip to Ossining, consider visiting between January and March, when hotel prices are lower. Book your accommodations about a month in advance or check Expedia's last-minute deals for potential savings. Sundays tend to be the cheapest days for hotel stays. Use Expedia's search tool to compare rates, find great deals, and explore package options that include flights and activities. For free activities, take advantage of local parks and scenic areas. Also, consider using public transport for affordable travel around the region.

  • 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: Utilize Expedia's search tool to customize your options based on your budget, desired location, and preferred hotel style. To find the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save some money by combining your hotel stay in Ossining with your flights and activities through an Expedia package deal.

Find the best attractions in and around Ossining

Ossining, New York, is perfect for outdoor, family, and culture-themed vacations. Visitors can explore urban parks, modern colleges, and nature preserves that cater to diverse interests. Whether you're looking to enjoy nature, immerse yourself in local culture, or spend quality time with family, Ossining offers a variety of attractions to ensure a memorable experience for every traveler.

  • Van Cortlandt Manor: Located just 3.2km from Ossining, this historic house offers a glimpse into 18th-century life with its beautifully preserved architecture and lush gardens. Explore the cultural heritage through guided tours and special events that highlight the manor's significance in American history.
  • Sing Sing Correctional Facility: Situated in the heart of Ossining, this historic prison is renowned for its storied past. While tours are limited, the facility's architecture and history provide a unique insight into the American justice system and its evolution over the years.
  • Bear Mountain State Park: About 13.2km from Ossining, this expansive park is perfect for outdoor enthusiasts. Enjoy breathtaking scenery, hiking trails, and various recreational activities that make it an ideal spot for adventure and relaxation in nature.

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

When planning your trip to Ossining, New York, you have several major airports to consider. John F. Kennedy International Airport (JFK) is located 57.9km away, with nearby accommodations 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 away, offering luxury stays at The Dominick and The Beekman, both 14.5km from the airport. Lastly, LaGuardia Airport (LGA) is 43.5km from Ossining, with top-rated hotels like Virgin Hotels New York City and The Plaza, just 5 to 9.7km away. Each airport provides accessible transportation options to the hotels.

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 Regency Hotel. See all available top hotels, or vacation rentals in Ossining.
What are some of the best vacation rentals that Ossining has to offer?
3BR Prime Luxury near NYC w Arcade Room: You might want to consider this vacation home rental near Ossining, which is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind. See all 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.
Where can I learn more about changing or cancelling my trip to Ossining?
For more information about rescheduling or cancelling your trip to Ossining, head over to our customer service page.
Where is the best place to stay with easy access to Ossining Historical Society?
La Quinta Inn & Suites by Wyndham White Plains - Elmsford is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. You'll find it 6.8 mi (11 km) from Ossining Historical Society. Other good choices in the area include Comfort Inn & Suites and Crabtree's Kittle House Restaurant & Inn.
What about the best place to stay near Hudson Hills Golf Course?
One of the top choices for your stay is Crabtree's Kittle House Restaurant & Inn, located 4.1 mi (6.6 km) from Hudson Hills Golf Course, and this 3.5-star B&B offers free breakfast and a restaurant. Holiday Inn Mt. Kisco, an IHG Hotel, located 5.1 mi (8.2 km) away, is another good choice for your stay.
What are some accommodations with pools in Ossining?
Sonesta White Plains Downtown: Offers complimentary wireless internet access, an indoor pool, and a 24-hour fitness center. Tarrytown House Estate and DoubleTree by Hilton Hotel Nanuet are a couple of other choices that feature an onsite pool. View all hotels with pools in Ossining.
What's the best place to stay near Westchester County Airport (HPN)?
Doral Arrowwood is one of the top choices for your stay and is a popular 4-star hotel featuring a golf course and 2 restaurants. It's located 2 mi (3.3 km) from Westchester County Airport. Other good choices near the airport include Crowne Plaza White Plains - Downtown and La Quinta Inn & Suites by Wyndham Armonk Westchester.
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 13 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.

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