A wooden boardwalk winding through a forest with autumn foliage.

Ossining hotels from HK$933

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Our top choices for Ossining hotels

1. Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.6 out of 10, Excellent, (278 reviews)
"Would 100% stay again"
United States
Michael
The price is HK$1,185
HK$1,320 total
includes taxes & fees
22 Nov - 23 Nov
Windrose On Hudson

2. 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$3,848
HK$8,004 total
includes taxes & fees
3 Nov - 4 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table

3. Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
2.5 star property
Hawthorne
8.8 out of 10, Excellent, (1,005 reviews)
"Great stay"
United States
Sean P.
The price is HK$1,004
HK$1,148 total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

4. Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
Elmsford
8.2 out of 10, Very good, (1,894 reviews)
"Really close to everything to do in Sleepy Hollow for a great price and very nice!"
United States
Amanda
The price is HK$1,027
HK$1,174 total
includes taxes & fees
8 Nov - 9 Nov
Baymont by Wyndham White Plains - Elmsford

5. Courtyard by Marriott Tarrytown Westchester County

Courtyard by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
9.0 out of 10, Wonderful, (1,003 reviews)
"Very clean property with pleasant staff."
United States
Syble
The price is HK$1,192
HK$1,364 total
includes taxes & fees
15 Nov - 16 Nov
Courtyard by Marriott Tarrytown Westchester County

6. SpringHill Suites by Marriott Tarrytown Westchester County

SpringHill Suites by Marriott Tarrytown Westchester County
3.0 star property
Tarrytown
8.8 out of 10, Excellent, (1,004 reviews)
"Great place to stay and centrally located."
United States
Warren
The price is HK$1,222
HK$1,397 total
includes taxes & fees
16 Nov - 17 Nov
SpringHill Suites by Marriott Tarrytown Westchester County

7. 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, (1,327 reviews)
"Great stay!"
United States
Kristen
The price is HK$890
HK$1,231 total
includes taxes & fees
2 Dec - 3 Dec
Hotel Nyack, a JdV by Hyatt Hotel

8. Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel
3.5 star property
Tarrytown
8.4 out of 10, Very good, (1,017 reviews)
"Nice stay"
United States
Kerry-Anna
The price is HK$1,061
HK$1,213 total
includes taxes & fees
22 Nov - 23 Nov
Sheraton Tarrytown Hotel

9. Hotel MTK Mount Kisco

Hotel MTK Mount Kisco
3.0 star property
Mount Kisco
8.6 out of 10, Excellent, (1,003 reviews)
"This hotel served our purposes very well."
United States
Joseph
The price is HK$1,151
HK$1,317 total
includes taxes & fees
8 Nov - 9 Nov
Hotel MTK Mount Kisco

10. West Gate Inn Nyack

West Gate Inn Nyack
3.0 star property
Nyack
7.4 out of 10, Good, (1,506 reviews)
"Awesome place will still again if in area"
United States
Joshua
The price is HK$941
HK$1,077 total
includes taxes & fees
3 Nov - 4 Nov
West Gate Inn Nyack

11. Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown
3.0 star property
Elmsford
7.8 out of 10, Good, (1,726 reviews)
"The room was pretty clean and comfortable, staff was friendly"
United States
Zack
The price is HK$888
HK$1,015 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn White Plains/Tarrytown

12. Westchester Marriott

Westchester Marriott
4.5 star property
Tarrytown
8.8 out of 10, Excellent, (684 reviews)
"Great stay, clean and close to Sleepy Hollow. Would return again!"
United States
Karrie
The price is HK$1,404
HK$1,606 total
includes taxes & fees
22 Nov - 23 Nov
Westchester Marriott

13. Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG
2.5 star property
Peekskill
9.2 out of 10, Wonderful, (1,001 reviews)
"Very clean, great staff, great breakfast."
United States
John
The price is HK$957
HK$1,095 total
includes taxes & fees
29 Nov - 30 Nov
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

14. Tarrytown House Estate

Tarrytown House Estate
3.5 star property
Tarrytown
8.2 out of 10, Very good, (1,416 reviews)
"Beautiful property, great breakfast and restaurant on site, and friendly and helpful staff."
United States
Michael
The price is HK$1,326
HK$1,712 total
includes taxes & fees
3 Nov - 4 Nov
Tarrytown House Estate

15. Sleepy Hollow Hotel, a Dolce by Wyndham

Sleepy Hollow Hotel, a Dolce by Wyndham
3.5 star property
Tarrytown
7.0 out of 10, Good, (1,021 reviews)
"Great stay"
United States
Brittany J.
The price is HK$1,041
HK$1,191 total
includes taxes & fees
1 Dec - 2 Dec
Sleepy Hollow Hotel, a Dolce by Wyndham

16. DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
Nanuet
9.0 out of 10, Wonderful, (1,186 reviews)
"Great place"
United States
Joel
The price is HK$994
HK$1,156 total
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Hotel Nanuet

17. Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains
2.0 star property
Elmsford
7.4 out of 10, Good, (1,029 reviews)
"Great place to stay, extremely friendly and helpful staff"
United States
Frankie
The price is HK$836
HK$956 total
includes taxes & fees
15 Nov - 16 Nov
Days Inn by Wyndham Elmsford / White Plains

18. Element by Marriott Spring Valley

Element by Marriott Spring Valley
3.0 star property
Spring Valley
9.0 out of 10, Wonderful, (555 reviews)
"The room was clean (except for our kitchen sink which they came back and cleaned), spacious and beds were comfortable. We enjoyed the 24hr tea and coffee, the gym and breakfast also! Would definitely stay again."
United States
Danielle
The price is HK$1,051
HK$1,223 total
includes taxes & fees
22 Nov - 23 Nov
Element by Marriott Spring Valley

19. Residence Inn by Marriott White Plains Westchester County

Residence Inn by Marriott White Plains Westchester County
3.0 star property
White Plains
8.6 out of 10, Excellent, (759 reviews)
"Large rooms and daily breakfast with great variety. Within walking distance of downtown for shopping and restaurants."
United States
Cheryl Eileen Anderson
The price is HK$1,506
HK$1,723 total
includes taxes & fees
22 Nov - 23 Nov
Residence Inn by Marriott White Plains Westchester County

20. Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown
3.5 star property
White Plains
9.2 out of 10, Wonderful, (1,002 reviews)
"Very conveniently located hotel, and great service"
United States
Anthony
The price is HK$1,500
HK$1,716 total
includes taxes & fees
22 Nov - 23 Nov
Cambria Hotel & Suites - White Plains Downtown
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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.

A wooden bridge over a lake with a sign reading "BERGMANN BOARDWALK".

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 Tarrytown House Estate and Armoni Inn & Suites. See all available top hotels, or vacation rentals in Ossining.
What are some of the best holiday rentals that Ossining has to offer?
Modern Luxury Home w GameRoom & Parking: This holiday home rental outside Ossining is situated near the airport, and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family. Our travellers also rate Castle Retreat w/ Pool, BBQ, Game Room & Pets OK! as a favourite home for rent in Ossining. 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?
Tarrytown House Estate: Offers a seasonal outdoor pool, an indoor pool and a sauna. Armoni Inn & Suites and Sonesta White Plains Downtown 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. A top sight in the area is Woodbury Common Premium Outlets. 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 Sing Sing Prison Museum and Ossining Historical Society. Landmarks like Thomas J. Watson Research Center and Ossining Public Library might be worth a visit. Natural beauty is on display at Louis Engel Waterfront Park, Teatown Lake Reservation and Kitchawan Preserve. 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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