Boardwalk over marshland on the trail at Teatown Lake Reservation in Ossining, New York.

Ossining hotels from HK$825

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Our top choices for Ossining hotels

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (174 reviews)
"Ev chargers on site. Lovely grounds and facilities. Will definitely stay here next time i am in the area."
United States
Andrew
The price is HK$1,616
HK$1,800 total
includes taxes & fees
28 Jun - 29 Jun
Windrose On Hudson

Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is HK$7,691
HK$12,282 total
includes taxes & fees
29 Jun - 30 Jun
Summer Pool Oasis Custom Bar Arcade Pool Table

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, (386 reviews)
"Great place to stay."
United States
Sai
The price is HK$957
HK$1,100 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Comfort Suites Central Valley - Woodbury

Comfort Suites Central Valley - Woodbury
2.5 star property
Central Valley
8.4 out of 10, Very good, (62 reviews)
"Family trip with 3 kids and we love it"
Canada
Pheng Theam
The price is HK$822
HK$1,012 total
includes taxes & fees
7 Jul - 8 Jul
Comfort Suites Central Valley - Woodbury

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,267 reviews)
"Hotel and visit were great, definitely recommend."
United States
Kathryn
The price is HK$910
HK$1,047 total
includes taxes & fees
12 Jul - 13 Jul
Ethan Allen Hotel

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (858 reviews)
"I had a lovely stay - highly recommend!"
United States
Catherine
The price is HK$1,157
HK$1,254 total
includes taxes & fees
28 Jun - 29 Jun
Heidi's Inn

Best Western The Inn at Ramsey-Mahwah

Best Western The Inn at Ramsey-Mahwah
3.0 star property
Ramsey
7.2 out of 10, Good, (1,000 reviews)
"Had a pleasant stay very clean and alot of options for the breakfast."
United States
IMRAN
The price is HK$733
HK$840 total
includes taxes & fees
2 Jul - 3 Jul
Best Western The Inn at Ramsey-Mahwah

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)
"It was a beautiful stay."
United States
Shayla
The price is HK$1,325
HK$1,631 total
includes taxes & fees
29 Jun - 30 Jun
Overlook Lodge at Bear Mountain

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (1,002 reviews)
"Great atmosphere and the food and drinks were great. Quiet and restful."
United States
Rose
The price is HK$1,087
HK$1,249 total
includes taxes & fees
7 Jul - 8 Jul
Hilton Garden Inn Danbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,118 reviews)
"I enjoyed my stay. The place was absolutely clean. Free breakfast was amazing and I will be going again"
United States
Khaleem
The price is HK$1,087
HK$1,338 total
includes taxes & fees
19 Jul - 20 Jul
Hampton Inn Harriman Woodbury

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,124 reviews)
"Great place to stay"
United States
Deanna
The price is HK$1,025
HK$1,458 total
includes taxes & fees
30 Jun - 1 Jul
Tarrytown House Estate

Fairfield Inn & Suites by Marriott Paramus

Fairfield Inn & Suites by Marriott Paramus
3.0 star property
Paramus
8.6 out of 10, Excellent, (878 reviews)
"Good stay"
United States
Fred j
The price is HK$981
HK$1,124 total
includes taxes & fees
12 Jul - 13 Jul
Fairfield Inn & Suites by Marriott Paramus

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,000 reviews)
"Excellent stay, rooms were clean, staff was helpful and friendly & breakfast was great."
United States
Carlos
The price is HK$1,141
HK$1,308 total
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn Paramus

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
8.8 out of 10, Excellent, (575 reviews)
"Nice hotel clean comfortable & easy off highway ."
United States
CIRA
The price is HK$1,126
HK$1,221 total
includes taxes & fees
26 Jul - 27 Jul
Comfort Inn Brewster

Hampton Inn & Suites Mahwah

Hampton Inn & Suites Mahwah
2.5 star property
Mahwah
8.8 out of 10, Excellent, (1,494 reviews)
"Great hotel and in an area where you have access to necessities like food or drinks and gas!"
United States
Carl
The price is HK$1,056
HK$1,210 total
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn & Suites Mahwah

HYATT house White Plains

HYATT house White Plains
3.0 star property
West Harrison
8.8 out of 10, Excellent, (1,084 reviews)
"Great for a quick stay."
United States
Joseph
The price is HK$1,517
HK$1,735 total
includes taxes & fees
26 Jul - 27 Jul
HYATT house White Plains

Best Western Paramus Hotel & Suites

Best Western Paramus Hotel & Suites
2.5 star property
Paramus
8.6 out of 10, Excellent, (1,003 reviews)
"Amazing stay :)"
United States
Rosaida
The price is HK$909
HK$1,042 total
includes taxes & fees
21 Jul - 22 Jul
Best Western Paramus Hotel & Suites

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
9.0 out of 10, Wonderful, (1,002 reviews)
"Great location and very nice property"
United States
William
The price is HK$1,051
HK$1,202 total
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,000 reviews)
"Great place to step in the area the restaurant in the lobby is awesome great food and ambiance"
United States
Laura
The price is HK$1,305
HK$1,501 total
includes taxes & fees
30 Jun - 1 Jul
Hotel Zero Degrees Danbury

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
7.2 out of 10, Good, (823 reviews)
"Very accommodating staff and great location in a time of emergency stay"
United States
Guap
The price is HK$1,109
HK$1,301 total
includes taxes & fees
1 Jul - 2 Jul
LIV Hotel Bronx - Newly Built
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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.

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 is perfect for outdoor enthusiasts, featuring urban parks and nature preserves for family-friendly activities.
  • Cultural Experiences: Enjoy local theatre performances and guided walking tours that highlight the town's history and charm.
  • Scenic Strolls: Explore the picturesque banks of Ossining, offering a vibrant atmosphere and friendly locals.
  • Diverse Accommodations: Choose from hotels and charming bed & breakfasts, including pet-friendly and LGBTQIA-friendly options.
  • Relaxing Environment: Nearby romantic spots provide a tranquil setting for unwinding after a day of exploration.

Find great hotels near Ossining

Ossining offers a delightful selection of accommodations, including hotels and charming bed & breakfasts, tailored for both leisure and business travellers. Enjoy pet-friendly options and welcoming environments for the LGBTQIA community. Whether you're seeking a comfortable stay or looking for notable hotel reviews, Ossining’s diverse lodging choices cater to every need, ensuring a memorable visit to this picturesque part of New York.

  • Ramada by Wyndham Rochelle Park Near Paramus: A budget-friendly hotel option located 34km from Ossining, the Ramada by Wyndham Rochelle Park offers a comfortable stay with essential amenities. Guests can indulge in a complimentary buffet breakfast each morning, and enjoy meals at the onsite restaurant or unwind at the bar and lounge area. For those keen on staying active, the hotel features fitness facilities, while entertainment options include various television channels. The proximity to a nearby metro station and shopping district makes it a convenient choice for exploring the local area.
  • Homewood Suites by Hilton Teaneck Glenpointe: This 3-star hotel, situated 34km from Ossining, boasts a commendable guest rating of 9.2 out of 10. Ideal for business travellers and pet owners, the Homewood Suites offers a range of services tailored to meet the needs of its guests. With a pet-friendly policy, the property accommodates dogs and cats, ensuring that your furry companions can join you on your travels. The well-appointed suites are perfect for extended stays, providing a homely atmosphere complemented by business amenities.
  • Baymont by Wyndham White Plains - Elmsford: Located a mere 11km from Ossining, the Baymont by Wyndham White Plains offers a budget-friendly stay with a guest rating of 8.4 out of 10. This hotel is particularly suited for families, featuring amenities designed for children, such as complimentary cribs and a first aid kit for peace of mind. The welcoming atmosphere and proximity to local attractions make it a practical choice for both business and leisure travellers seeking comfort and convenience.

Where to stay near Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly experiences. Stroll along the scenic banks and explore the vibrant centre of Ossining, where friendly locals create a welcoming atmosphere. Nearby regions enhance your visit with romantic spots and relaxing environments, perfect for unwinding after a day of exploration. Whether you're seeking culture or nature, Ossining and its surroundings promise a memorable getaway.

  • Millwood: Nestled a mere 6km from Ossining, Millwood offers a tranquil escape with a focus on outdoor, family, and eco-friendly experiences. Visitors are drawn here year-round, with peak arrivals in January to February and September. The charming environment facilitates activities like educational outings, music concerts, and theatre performances. Nature enthusiasts will appreciate the local sports facility stadium, parks, and nearby nature reserves, making Millwood an ideal spot for families looking to connect with the outdoors.
  • Congers: Also located 6km from Ossining, Congers presents a delightful blend of urban and outdoor experiences, attracting families and city explorers alike. This city sees its highest visitor numbers in April and during the summer months of June to July. The area boasts a vibrant shopping scene, complemented by golf courses and an inviting urban park. The nearby squares and tourist precincts create a lively atmosphere, perfect for those seeking leisure and recreation in a city setting.
  • Sleepy Hollow: Just 8km from Ossining, the historic village of Sleepy Hollow is famous for its captivating outdoor, family-friendly, and romantic experiences. Visitor numbers peak between August and October, as guests flock to explore its enchanting scenery. With a variety of shopping areas, theatres, and shopping centres, there’s something for everyone. Notable landmarks include a picturesque lake and several historic sites, inviting visitors to immerse themselves in the area’s rich heritage while enjoying its natural beauty.

Things to do near Ossining

Shopping

Ossining offers charming shops along its Main Street, where you can find unique gifts and local crafts. If you're up for a drive, consider visiting the nearby Galleria at White Plains for a wider variety of retail options, including popular brands and dining experiences.

Recreation

Experience the serene environment at the Hudson River Wellness Centre, where you can indulge in yoga sessions and holistic therapies. For outdoor recreation, enjoy scenic walks along the Old Croton Aqueduct Trail, offering picturesque views of nature and a peaceful escape from the hustle and bustle.

Adventure

Experience the thrill of Palisades Climb Adventure, a zipline and ropes course located 11km from Ossining. Navigate through treetops and conquer challenges while enjoying the stunning outdoor scenery, making it an exhilarating outing for adventure enthusiasts.

Nightlife

In Ossining, the lively atmosphere comes alive at local pubs like The RiverClub, where you can enjoy live music and craft brews. The nearby Sing Sing Kill Brewery offers a relaxed vibe, perfect for sampling unique beers while mingling with locals.

*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 in and around Ossining

Ossining, New York, is an ideal destination for outdoor enthusiasts and families seeking a city-themed getaway. Visitors can explore a variety of attractions, including urban parks, nature preserves, and arts centres that provide enriching cultural experiences. For those planning their stay, there are several hotels conveniently located near Ossining to enhance your visit.

  • Sing Sing Prison Museum: Discover the intriguing history of one of America's most notorious prisons at the Sing Sing Prison Museum. Nestled in Ossining, this museum offers a unique glimpse into the lives of inmates and the evolution of the justice system, enriched by interactive exhibits and guided tours.
  • Van Cortlandt Manor: Just 3km from Ossining, Van Cortlandt Manor is a beautifully preserved historic house that immerses visitors in 18th-century life. Explore the stunning grounds, learn about the estate's significance, and experience the charm of its period furnishings.
  • Lyndhurst Mansion: Located 13km away, Lyndhurst Mansion is an architectural marvel overlooking the Hudson River. This Gothic Revival mansion features exquisite gardens and offers tours that delve into its fascinating history and the lives of its former residents.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Visiting Ossining, New York, is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is situated 58km away, with luxurious options like The William Vale and Arlo Williamsburg, both 18km from the airport. Newark Liberty International Airport (EWR) is 60km from Ossining, offering upscale hotels such as The Dominick and Four Seasons Hotel New York Downtown, each 14km away. LaGuardia Airport (LGA) is the closest at 43km, with top-tier accommodations like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both within 10km. Each airport provides accessible transportation to these hotels for a seamless journey.

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 Baymont by Wyndham White Plains - Elmsford and Tarrytown House Estate. See all available top hotels, or vacation rentals in Ossining.
What are some of the best holiday rentals that Ossining has to offer?
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!: This highly rated holiday home rental in Ossining is located near skiing, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. 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?
Baymont by Wyndham White Plains - Elmsford: Hotel located near Westchester County Center. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Tarrytown House Estate and Hyatt Regency Greenwich 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 35 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 Ossining Historical Society and Sing Sing Prison Museum. Landmarks like Sing Sing Correctional Facility, Ossining Public Library and Thomas J. Watson Research Center might be worth a visit. Natural beauty is on display at Merchants Square, Pleasant Square and Depot 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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