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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, (118 reviews)
"Great staff"
United States
Timothy
The price is AU$295
includes taxes & fees
23 Mar - 24 Mar
Windrose On Hudson

Westchester Winter - Fireplace Events Pet Friendly

Westchester Winter - Fireplace Events Pet Friendly
2.0 star property
Ossining
The price is AU$1,603
includes taxes & fees
19 Mar - 20 Mar
Westchester Winter - Fireplace Events Pet Friendly

Inn on the Hudson

Inn on the Hudson
2.0 star property
Peekskill
7.0 out of 10, Good, (1,002 reviews)
"The staff was really welcoming!"
United States
Devis
The price is AU$143
includes taxes & fees
29 Mar - 30 Mar
Inn on the Hudson

Quality Inn Spring Valley - Nanuet

Quality Inn Spring Valley - Nanuet
2.5 star property
Spring Valley
6.2 out of 10, (1,000 reviews)
"Clean room "
United States
DIPEN
The price is AU$162
includes taxes & fees
22 Mar - 23 Mar
Quality Inn Spring Valley - Nanuet

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, (1,000 reviews)
"Very comfortable beds,clean and breakfast was great."
United States
Dawn
The price is AU$211
includes taxes & fees
30 Mar - 31 Mar
Holiday Inn Express & Suites Peekskill-Lower Hudson Valley by IHG

Element Spring Valley

Element Spring Valley
3.0 star property
Spring Valley
8.8 out of 10, Excellent, (462 reviews)
"Great place to stay."
United States
Jean Fritz Junior
The price is AU$221
includes taxes & fees
29 Mar - 30 Mar
Element Spring Valley

Red Carpet Inn

Red Carpet Inn
2.0 star property
Cove - East Side - Shippan
6.6 out of 10, (1,007 reviews)
"Staff was helpful, amenities great, food and bar amazing, affordable prices. Great location."
United States
María
The price is AU$92
includes taxes & fees
1 Apr - 2 Apr
Red Carpet Inn

Days Inn by Wyndham Nanuet / Spring Valley

Days Inn by Wyndham Nanuet / Spring Valley
2.0 star property
Nanuet
7.0 out of 10, Good, (1,000 reviews)
"Great stay"
United States
Deon Francine
The price is AU$153
includes taxes & fees
23 Mar - 24 Mar
Days Inn by Wyndham Nanuet / Spring Valley

The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton
3.5 star property
Downtown Stamford
8.8 out of 10, Excellent, (475 reviews)
"Beautiful hotel and lovely staff"
United States
Theodóra
The price is AU$304
includes taxes & fees
26 Mar - 27 Mar
The Lloyd Stamford, Tapestry Collection by Hilton

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,006 reviews)
"Great staff and clean rooms. Beautiful views."
United States
Renee
The price is AU$150
includes taxes & fees
24 Mar - 25 Mar
Overlook Lodge at Bear Mountain

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

La Quinta Inn & Suites by Wyndham Stamford / New York City
3.0 star property
Waterside
6.8 out of 10, (1,197 reviews)
"The place was connected to a yummy diner only a short walk from the lobby"
United States
Kevin
The price is AU$156
includes taxes & fees
12 Apr - 13 Apr
La Quinta Inn & Suites by Wyndham Stamford / New York City

Courtyard by Marriott Stamford Downtown

Courtyard by Marriott Stamford Downtown
3.0 star property
Downtown Stamford
9.0 out of 10, Wonderful, (853 reviews)
"Great location, hotel was clean and modern Staff were great!"
United States
geraldine
The price is AU$333
includes taxes & fees
3 Apr - 4 Apr
Courtyard by Marriott Stamford Downtown

Residence Inn Stamford Downtown

Residence Inn Stamford Downtown
3.0 star property
Downtown Stamford
9.4 out of 10, Exceptional, (388 reviews)
"Beautiful hotel, great location with lots to do in the area. "
United States
Brianna
The price is AU$392
includes taxes & fees
3 Apr - 4 Apr
Residence Inn Stamford Downtown

Super 8 by Wyndham Stamford/New York City Area

Super 8 by Wyndham Stamford/New York City Area
2.5 star property
West Side
6.4 out of 10, (1,001 reviews)
"The hotel was affordable and suited our needs for our quick one night stopover. Staff was helpful, breakfast was good - we were happy with the experience."
United States
Peter
The price is AU$147
includes taxes & fees
22 Mar - 23 Mar
Super 8 by Wyndham Stamford/New York City Area

Hampton Inn Nanuet

Hampton Inn Nanuet
2.5 star property
Nanuet
7.8 out of 10, Good, (1,000 reviews)
"Room was clean, and comfy. Staff was courteous"
United States
Josephine
The price is AU$160
includes taxes & fees
5 Apr - 6 Apr
Hampton Inn Nanuet

Armoni Inn & Suites

Armoni Inn & Suites
3.5 star property
Orangeburg
6.0 out of 10, (2,159 reviews)
"Hotel needs maintenance and repairs, super deteriorating "
United States
Pedro
The price is AU$154
includes taxes & fees
5 Apr - 6 Apr
Armoni Inn & Suites

Cold Spring Hotel

Cold Spring Hotel
3.0 star property
Cold Spring
8.6 out of 10, Excellent, (155 reviews)
"The owner is so warm and kind. The room was clean. Great place to stay for the weekend! "
United States
Wydayessi
The price is AU$352
includes taxes & fees
27 Mar - 28 Mar
Cold Spring Hotel

Residence Inn Orangeburg

Residence Inn Orangeburg
3.0 star property
Orangeburg
8.8 out of 10, Excellent, (1,004 reviews)
"Great service beautiful hotel , rooms are Comfy and spacious. Definitely will stay again!"
United States
Carlos
The price is AU$238
includes taxes & fees
26 Mar - 27 Mar
Residence Inn Orangeburg

Hilton Garden Inn Nanuet

Hilton Garden Inn Nanuet
3.0 star property
Nanuet
7.8 out of 10, Good, (1,001 reviews)
"Clean comfortable stay!"
United States
Brendon
The price is AU$154
includes taxes & fees
10 Apr - 11 Apr
Hilton Garden Inn Nanuet

Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa
3.5 star property
Downtown Stamford
8.0 out of 10, Very good, (1,000 reviews)
"Always a good time at the Stamford Marriott"
United States
OUIDA
The price is AU$304
includes taxes & fees
30 Mar - 31 Mar
Stamford Marriott Hotel & Spa
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

Recent Reviews in Ossining

More cheap accommodation in Ossining

Find out more about Ossining

Top reasons to visit Ossining

  • Outdoor Adventures: Enjoy relaxing walks and picnics at scenic spots like Croton Point Park and the tranquil Hudson River.
  • Family-Friendly Attractions: Ossining features a variety of family events and activities, making it perfect for all ages.
  • Charming Accommodation: Choose from delightful bed and breakfasts to well-equipped hotels, catering to diverse needs.
  • Vibrant Community Spirit: Discover local boutiques and participate in community events that showcase Ossining’s unique charm.
  • Proximity to Nearby Towns: Take short drives to nearby towns for romantic getaways and vibrant atmospheres.

Find great hotels near Ossining

Ossining offers a delightful array of accommodation options, from charming bed and breakfasts to well-equipped hotels. Ideal for both business and leisure travellers, you’ll find pet-friendly and LGBTQIA welcoming facilities that cater to diverse needs. Whether you're seeking the best hotels in Ossining or searching for options nearby, you’re sure to discover the perfect place to unwind and explore this picturesque part of New York.

  • Ramada by Wyndham Rochelle Park Near Paramus: Experience comfort and convenience at the Ramada by Wyndham Rochelle Park Near Paramus, located 33.8km from Ossining. This hotel boasts a welcoming atmosphere with a variety of dining options, including a restaurant, complimentary breakfast, and a bar/lounge. Guests can enjoy a range of recreational activities, with fitness facilities available to keep you active during your stay. The hotel also offers modern entertainment options, featuring televisions with premium channels and cable. With its proximity to shopping districts and metro stations, this hotel is perfect for those looking to explore the local area while enjoying a relaxing stay.
  • Amsterdam Hotel: Situated 30.6km from Ossining, the Amsterdam Hotel caters to the discerning business traveller. This property is designed with a professional atmosphere in mind, offering essential amenities such as a well-equipped business centre and multiple meeting rooms. With its location in a bustling business district, it provides easy access to corporate activities while ensuring a comfortable and productive stay. The hotel’s features are tailored to meet the needs of business guests, making it an ideal choice for those on work-related trips.
  • Baymont by Wyndham White Plains - Elmsford: Just 11.3km from Ossining, the Baymont by Wyndham White Plains - Elmsford is a fantastic option for families and business travellers alike. This hotel offers accessible business amenities, including a 24-hour business centre and meeting rooms, ensuring you have everything you need for a successful trip. Families will appreciate the child-friendly services, such as complimentary cribs and first-aid kits. With its inviting atmosphere and proximity to local attractions, this hotel is well-suited for both work and leisure.

Where to stay in and around Ossining

Ossining is a delightful escape for families and outdoor enthusiasts alike. With its proximity to scenic spots like Croton Point Park and the tranquil Hudson River, you can enjoy relaxing walks and picnics. Just a short drive away, Spring Valley offers a vibrant atmosphere while nearby towns provide charming experiences perfect for romantic getaways. Whether you're exploring Ossining's friendly community or venturing into the surrounding regions, there's something for everyone to savour on this holiday.

  • Crotonville: Nestled in the scenic landscapes surrounding Ossining, Crotonville is a charming village that draws visitors year-round. Known for its rich cultural themes and family-friendly experiences, this village is perfect for those looking to enjoy a blend of outdoor activities and local history. Popular venues include shopping centres and educational facilities. Visitors can explore nearby historic landmarks, such as the historic house and buildings that tell the story of the area’s past. With peak travel times in April to May and December, Crotonville offers a welcoming atmosphere for those seeking a quaint getaway.
  • Maryknoll: Located just 3.2km from Ossining, Maryknoll is a vibrant city that offers a unique blend of urban charm and outdoor enjoyment. With its peak visitor numbers in July to August and December, the city is a hub for families and sports enthusiasts alike. Engage in local baseball and soccer games or relax in the urban parks that dot the landscape. Maryknoll also features event venues that host various conferences, adding a dynamic aspect to your visit. The city’s historic sites provide a fascinating glimpse into its heritage, making it a must-visit destination.
  • Briarcliff Manor: Also situated 3.2km from Ossining, Briarcliff Manor is a picturesque city known for its outdoor experiences and cultural attractions. With a focus on family-friendly activities, this charming locale features shopping areas and educational institutions. Visitors can enjoy the beauty of local lakes and historic houses that enrich the area’s charm. The city sees peak travel in January and from April to May, making it a delightful spot for those seeking a peaceful retreat with plenty of engaging experiences and stunning scenery.

Things to do near Ossining

Ossining offers a delightful blend of outdoor activities and family-friendly attractions, making it perfect for a city-themed holiday. You can enjoy skiing at nearby ski fields, shop in local boutiques, and participate in various family events. Explore the area’s amenities to discover the vibrant community spirit and create lasting memories during your visit.

Shopping

For shopping in Ossining, visit local boutiques and shops in town. If you're up for a drive, check out Woodbury Common Premium Outlets (27.4km), The Westchester Mall (17.7km), and Westchester's Ridge Hill (22.5km) for a mix of brands and family-friendly vibes.

Recreation

Experience the vibrant atmosphere at Michie Stadium, a premier sports venue 25.7km from Ossining, perfect for enjoying exhilarating events. Embrace the outdoors at Stanwich Club, a scenic golf course 20.9km away, offering a relaxing golfing experience amidst beautiful landscapes. For entertainment, catch a show at Tarrytown Music Hall, only 9.7km away.

Adventure

Experience the thrill at Palisades Climb Adventure, a zipline and ropes course 11.3km from Ossining, offering an exhilarating outdoor vibe. For some high-speed fun, head to Grand Prix New York for karting, located 12.9km away. Alternatively, explore the scenic Orange Trailhead, also 11.3km from Ossining, perfect for hiking enthusiasts.

Nightlife

In Ossining, the Westchester Broadway Theatre offers a charming mix of entertainment and romance, just 11.3km away. For family fun, the Legoland Discovery Center Westchester is an adventurous arcade 22.5km out. Regal Nanuet cinema, 14.5km away, combines family-friendly films with a romantic atmosphere.

Booking tips and Expedia advantages for Ossining

When planning your trip to Ossining, consider visiting between January and March for lower accommodation rates. Book your hotel about a month in advance or check Expedia for last-minute deals. Sundays are the cheapest days to stay, while Saturdays tend to be pricier. To save on transport, utilise Ossining's public transport or explore the area on foot. Additionally, combine your hotel, flights, and activities through Expedia packages for extra savings. Don't forget to use their search tool to find budget-friendly options and great deals!

  • 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, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • 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: Make use of Expedia’s search tool to narrow down your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Ossining hotel booking with your flights and activities through an Expedia package.

Find the best attractions near Ossining

Ossining, New York, offers a delightful mix of outdoor activities and cultural experiences for families and city enthusiasts alike. Visitors can explore urban parks, modern colleges, and nature preserves, making it a perfect destination for those seeking relaxation and adventure. With popular attractions and lakeview hotels, Ossining is an ideal getaway for tourists keen to immerse themselves in local charm and scenic beauty.

  • Bear Mountain State Park: Immerse yourself in the great outdoors at Bear Mountain State Park, renowned for its stunning vistas, hiking trails, and diverse wildlife. Enjoy activities like picnicking, boating, or simply soaking up the natural beauty of this expansive park only 19.3km from Ossining.
  • Westchester County Center: Experience the vibrant arts scene at the Westchester County Center, located 16.1km away. This cultural hub hosts a variety of performances, exhibitions, and events, making it a perfect stop for art and music enthusiasts.
  • Lyndhurst Mansion: Discover the elegance of Lyndhurst Mansion, a beautifully preserved historic estate just 12.9km from Ossining. Wander through its stunning gardens and learn about its rich history, architecture, and the influential figures who once called it home.

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 trip to Ossining, New York, you'll find several major airports nearby. John F. Kennedy International Airport (JFK) is situated 57.9km away, with luxurious options like Arlo Williamsburg and The William Vale, both 17.7km from the airport. Newark Liberty International Airport (EWR) is slightly further at 59.5km, offering five-star stays such as The Dominick and 33 Hotel, both 14.5km from EWR. LaGuardia Airport (LGA) is the closest at 43.5km, with top-notch hotels like Virgin Hotels New York City and Hilton Club The Quin, both just 9.7km from LGA. Each airport has convenient transport links to Ossining.

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 DoubleTree by Hilton Hotel Nanuet. 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: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. DoubleTree by Hilton Hotel Nanuet and Tarrytown House Estate 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 34 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, Merchants Square and Pleasant 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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