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Ossining hotels from HK$675

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Top 10 trending Ossining hotels

Windrose On Hudson

3.0 star property
Ossining
8.0 out of 10, Very good, (97)
"Clean rooms, quiet, beautiful grounds"
United States
patricia
The price is HK$1,381
HK$1,538 total
includes taxes & fees
4 Jan - 5 Jan 2026
Windrose On Hudson

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
The price is HK$3,213
HK$7,253 total
includes taxes & fees
5 Jan - 6 Jan 2026
Foliage at Westchester Manor - Near Sleepy Hollow

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
8.8 out of 10, Excellent, (1008)
"Very clean very beautiful very good hospitality would stay again"
United States
Bobby
The price is HK$760
HK$884 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Nanuet

LIV Hotel Bronx - Newly Built

3.0 star property
Bronx
8.2 out of 10, Very good, (189)
"Our stay was wonderful. The staff was greatand very polite. "
United States
Connie
The price is HK$834
HK$984 total
includes taxes & fees
5 Jan - 6 Jan 2026
LIV Hotel Bronx - Newly Built

Hampton Inn Harriman Woodbury

2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1010)
"Very clean rooms, nice courteous staff continental breakfast was great."
United States
KATHERINE
The price is HK$803
HK$989 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Harriman Woodbury

Hilltop Inn & Suites

2.5 star property
Northwest Yonkers
7.0 out of 10, Good, (527)
"I always have a good stay at the hilltop. Service is great breakfast is great staff is great"
United States
Ronald
The price is HK$741
HK$873 total
includes taxes & fees
1 Jan - 2 Jan 2026
Hilltop Inn & Suites

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

2.5 star property
Danbury
9.2 out of 10, Wonderful, (293)
"Front desk staff was very welcoming and helpful. The hotel was clean and comfortable. "
United States
Jeff
The price is HK$919
HK$1,056 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Ethan Allen Hotel

3.5 star property
Danbury
7.8 out of 10, Good, (1070)
"Great Hotel!"
United States
Steven
Ethan Allen Hotel

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1005)
"Staff was incredibly kind and the room was super cozy. The inn is beautiful and there is enough to do around. "
United States
Ryan
The price is HK$769
HK$870 total
includes taxes & fees
14 Dec - 15 Dec
Overlook Lodge at Bear Mountain

Comfort Inn Brewster

2.5 star property
Brewster
9.0 out of 10, Wonderful, (518)
"Clean room, nice staff"
United States
Margaret
The price is HK$920
HK$997 total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn Brewster

Crowne Plaza Suffern - Mahwah by IHG

3.5 star property
Suffern
8.8 out of 10, Excellent, (1010)
"The staff, the cleanliness of the room, the food and overall it was a good stay. Will stay again."
United States
Cynthia
The price is HK$856
HK$997 total
includes taxes & fees
1 Jan - 2 Jan 2026
Crowne Plaza Suffern - Mahwah by IHG

Hilton Garden Inn Westchester Dobbs Ferry, NY

3.0 star property
Dobbs Ferry
8.4 out of 10, Very good, (1003)
"The staff was very friendly and accommodating. We booked 2 rooms and one of them had a cigarette smell. We notified the front desk and they changed one of our rooms. The hotel’s nice and is a great location to several varieties of food. Would definitely stay here again."
United States
kathy
The price is HK$835
HK$955 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Westchester Dobbs Ferry, NY

Amsterdam Hotel

2.0 star property
Downtown Stamford
8.4 out of 10, Very good, (1729)
"Staff was very friendly. "
United States
Mary
Amsterdam Hotel

Heidi's Inn

2.5 star property
Brewster
8.8 out of 10, Excellent, (806)
"Very nice clean motel! "
United States
James
The price is HK$856
HK$928 total
includes taxes & fees
21 Dec - 22 Dec
Heidi's Inn

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
Nyack
8.6 out of 10, Excellent, (1002)
"Room was clean, staff was pleasant, hotel overall was great"
United States
Cara
The price is HK$721
HK$1,036 total
includes taxes & fees
15 Dec - 16 Dec
Hotel Nyack, a JdV by Hyatt Hotel

Hampton Inn Paramus

2.5 star property
Paramus
9.2 out of 10, Wonderful, (968)
"Rooms were clean, great breakfast and super friendly staff! "
United States
Phaelyn
The price is HK$887
HK$1,017 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Paramus

Holiday Inn Express Ramsey-Mahwah by IHG

2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1001)
"Clean room, very nice staff, bountiful breakfast. Would definitely stay there again. "
United States
Joanna Marie
The price is HK$856
HK$982 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Express Ramsey-Mahwah by IHG

Hilton Garden Inn Danbury

3.0 star property
Danbury
8.4 out of 10, Very good, (1001)
"Clean and great friendly staff "
United States
Karahn
The price is HK$797
HK$917 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Danbury

Hampton Inn & Suites Yonkers

2.5 star property
Northwest Yonkers
8.2 out of 10, Very good, (1655)
"Courteous staff,clean room and good morning breakfast."
United States
Angel
The price is HK$754
HK$887 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Yonkers

West Point Motel

2.5 star property
Highland Falls
8.6 out of 10, Excellent, (657)
"GREAT STAFF NICE CLEAN ROOMS AND PROPERTY"
United States
Gregory
The price is HK$778
HK$881 total
includes taxes & fees
21 Dec - 22 Dec
West Point Motel
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

  • Outdoor Adventures: Ossining boasts a variety of urban parks and nature reserves, perfect for exploring the area's natural beauty.
  • Family-Friendly Activities: The town offers numerous engaging activities suitable for families, ensuring memorable experiences for all ages.
  • Cultural Experiences: Visitors can enjoy local theatrical performances and immerse themselves in the rich heritage of the region.
  • Charming Neighbourhoods: Stroll through welcoming neighbourhoods filled with friendly locals, creating a warm atmosphere for tourists.
  • Diverse Accommodation Options: From quaint bed and breakfasts to modern hotels, Ossining provides a range of stays to suit all preferences.

Find great hotels near Ossining

Ossining offers a delightful array of accommodation options, ranging from charming bed and breakfasts to modern hotels. Whether you're seeking pet-friendly facilities or a welcoming atmosphere for LGBTQIA travellers, you'll find suitable choices. Notable options include Abba Hotels, Abbey Inn, and AC Hotels, catering to both leisure and business needs. Explore accommodation rates to ensure a stay that meets your requirements while enjoying the picturesque surroundings of this quaint New York town.

  • Ramada by Wyndham Rochelle Park Near Paramus: Situated a convenient 33.8km from Ossining, the Ramada by Wyndham Rochelle Park Near Paramus offers a blend of comfort and versatility for all types of travellers. The hotel features on-site dining options, including a restaurant that serves daily meals and a welcoming bar and lounge area. Guests can indulge in a complimentary buffet breakfast to start their day, while fitness enthusiasts will appreciate the available fitness facilities. Entertainment is plentiful with televisions featuring premium channels and cable TV. The hotel’s proximity to local metro stations and shopping districts makes it an excellent choice for those keen on exploring the area.
  • Amsterdam Hotel: Located 30.6km away from Ossining, the Amsterdam Hotel caters specifically to business travellers seeking a productive and comfortable stay. This hotel is equipped with essential amenities that facilitate a seamless business experience, making it an ideal choice for those visiting the area for work-related purposes. The focus on providing a professional environment ensures guests can unwind after a long day while being close to key business hubs.
  • Baymont by Wyndham White Plains - Elmsford: Positioned a mere 11.3km from Ossining, the Baymont by Wyndham White Plains - Elmsford is the perfect destination for families and business travellers alike. This hotel is particularly family-friendly, offering amenities tailored for children, such as complimentary cribs and a first aid kit for peace of mind. Guests can enjoy a comfortable stay with a variety of services designed to cater to both leisure and professional needs, making it a versatile choice for all visitors.

Where to stay near Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly activities, making it an ideal getaway for various travellers. Explore charming neighbourhoods and immerse yourself in the welcoming atmosphere created by friendly locals. Nearby, you can discover romantic spots and relaxing retreats, perfect for unwinding after a day of exploration. With its unique vibes, Ossining is a wonderful destination for those seeking both city excitement and serene escapes.

  • Millwood: Located a mere 6.4km from Ossining, Millwood offers a delightful blend of outdoor adventures and cultural experiences. This charming city attracts visitors year-round, with peak travel occurring in January to February and September. Families flock to Millwood for its educational venues, music concerts, and recreational areas. History enthusiasts will appreciate proximity to a historic college university and a sports facility stadium. Whether you're hiking in the great outdoors or enjoying a local concert, Millwood has something for everyone.
  • Congers: Also situated 6.4km from Ossining, Congers is a vibrant city that attracts a moderate flow of visitors throughout the year, peaking in April and June to July. This locale is perfect for families seeking an outdoor escape and a touch of city life. With shopping areas and a nearby golf course, there’s plenty to keep visitors entertained. The modern square and tourist precinct add to the city’s appeal, making Congers a fantastic spot for those looking to combine leisure and local culture.
  • Sleepy Hollow: Just 8.0km from Ossining, the quaint village of Sleepy Hollow is famed for its seasonal charm, drawing visitors particularly from August to October. Known for its romantic atmosphere, Sleepy Hollow offers outdoor activities, shopping areas, and local theatres. Nature lovers will enjoy the serene lakes and historic landmarks that dot the landscape. This village is steeped in legend and lore, making it a captivating destination for families and couples alike. Experience the enchanting spirit of Sleepy Hollow during your visit.

Things to do in and around Ossining

Ossining offers a delightful blend of outdoor and family-friendly activities, making it an ideal destination for city-themed vacations. Visitors can explore local shopping areas, enjoy theatrical performances, and even partake in skiing during the winter months. With a variety of family outings and engaging activities, Ossining is a charming spot for those looking to create lasting memories.

Shopping

Ossining offers delightful shopping experiences with local boutiques and markets. For a broader selection, if you're up for a drive, visit The Westchester Mall, located 17.7km away, or Woodbury Common Premium Outlets, 27.4km away, both featuring a mix of entertainment and family-friendly vibes.

Recreation

The Tarrytown Music Hall, a charming venue 9.7km from Ossining, offers vibrant concerts that uplift the spirit. Close by, the Hudson Hills Golf Course provides a refreshing outdoor experience for golf enthusiasts. Meanwhile, the serene Brinton Brook Sanctuary, 8.0km away, invites relaxation amidst nature's tranquillity.

Adventure

Palisades Climb Adventure, located 11.3km from Ossining, offers an exhilarating zipline and ropes course experience amidst stunning outdoor scenery. For hiking enthusiasts, the Orange Trailhead, also 11.3km away, provides scenic trails perfect for exploration. Finally, Grand Prix New York, 12.9km from Ossining, promises thrilling karting adventures.

Nightlife

Ossining's nightlife offers a delightful blend of culture and adventure. Enjoy a romantic evening at the Paramount Hudson Valley Theater, or delve into fun at Legoland Discovery Center Westchester. For more entertainment, the Capitol Theatre promises an engaging atmosphere, perfect for a memorable night out.

*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 for lower accommodation rates. Booking your hotel around a month in advance can secure better deals, with Sundays being the cheapest night to stay. Utilise Expedia’s search tool to filter by budget and sort prices from lowest to highest, and look for package deals that combine hotel, flights, and activities for additional savings. For public transport, take advantage of the local bus system, which is cost-effective for getting around. Explore free activities, such as local parks and scenic walks, to further 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: 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: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To discover the most affordable prices and offers, sort the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy savings by combining your Ossining hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Ossining

Ossining offers a delightful blend of outdoor adventures and cultural experiences, making it perfect for families and city-themed holidays. Visitors can explore urban parks, modern colleges and universities, as well as nature reserves. The diverse points of interest cater to travellers seeking a family-friendly atmosphere while enjoying the area's natural beauty and rich heritage.

  • Van Cortlandt Manor: This historic house offers a glimpse into 18th-century life, surrounded by beautifully landscaped gardens. Visitors can explore its fascinating architecture and enjoy various cultural events throughout the year.
  • Kykuit: The former estate of the Rockefellers, Kykuit is renowned for its stunning gardens and impressive art collection. Guided tours reveal the grandeur of this historic building and its rich history.
  • Old Dutch Church of Sleepy Hollow: A charming church steeped in history, this site features beautiful stained glass and an enchanting graveyard. It’s a perfect spot to appreciate the local culture and heritage.

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

Ossining, New York, is conveniently accessible from three major airports. John F. Kennedy International Airport (JFK) is situated 57.9km away, with luxurious hotel options like the 5-star Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) lies 59.5km from Ossining, featuring nearby hotels such as the 5-star Dominick and The Beekman, A Thompson Hotel, both 14.5km away. LaGuardia Airport (LGA) is the closest at 43.5km, offering elegant accommodations like Virgin Hotels New York City and The Plaza, both within 9.7km. Each airport has accessible transport options from these 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 traveller data. This hotel offers free parking and a fitness centre. Other good options 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 holiday rentals that Ossining has to offer?
3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Ossining is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday 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, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Ossining.
What are some accommodation options with pools in Ossining?
Sonesta White Plains Downtown: Offers complimentary wireless Internet access, an indoor pool and a 24-hour fitness centre. Tarrytown House Estate and DoubleTree by Hilton Hotel Nanuet are a couple of other choices with an on-site pool. View all hotels with pools in Ossining.
What's it like 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 accommodation options to choose from. Find out more about Ossining.
What should I do while I'm visiting 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. Take a look at what more there is to see and do in Expedia's Ossining guide.
What's the best way to get around Ossining?
To venture out into the surrounding area, take a train from 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 temperature of 22°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Ossining is 1302 mm.

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