Find hotels in Ossining, NY from $121

Top reasons to visit Ossining

• Scenic Waterfront: Enjoy leisurely strolls and picnics along the picturesque Hudson River, perfect for relaxation.
• Historic Sing Sing Prison Museum: Discover the unique cultural history of Ossining at this intriguing museum.
• Outdoor Adventures: Explore beautiful preserves and urban parks, offering various activities for nature lovers.
• Family-Friendly Activities: Engage in local youth programs and sports events, ensuring fun for all ages.
• Charming Neighborhoods: Experience friendly locals and vibrant businesses that enhance the local atmosphere.

Find great hotels near Ossining

Ossining, New York, offers a diverse selection of accommodations, from cozy bed and breakfasts to well-appointed hotels. Whether you're seeking a pet-friendly stay, a welcoming atmosphere for the LGBTQIA community, or essential business amenities, you'll find options that cater to your needs. Explore the best hotels in Ossining for a memorable vacation experience, combining comfort and convenience in this charming riverside town.

• Ramada by Wyndham Rochelle Park Near Paramus: Nestled 21 miles from Ossining, the Ramada by Wyndham Rochelle Park offers a budget-friendly stay without compromising on comfort. This hotel features a variety of dining options, including a bar and lounge, a restaurant, and complimentary breakfast served daily. Guests can stay active with on-site fitness facilities and enjoy entertainment options such as premium TV channels and cable TV. Located near a metro station and shopping district, this property is perfect for travelers looking for convenience and a range of leisure activities.
• Homewood Suites by Hilton Teaneck Glenpointe: With a stellar guest rating of 9.2 out of 10, this 3-star hotel is about 21 miles from Ossining and is ideal for both business and leisure travelers. Homewood Suites by Hilton Teaneck Glenpointe is pet-friendly, making it a great choice for families traveling with furry companions. The hotel provides comfortable accommodations tailored for extended stays, complete with kitchen facilities and a welcoming atmosphere. Business travelers will appreciate the amenities geared towards professional needs, ensuring a productive visit.
• Amsterdam Hotel: Located just 19 miles from Ossining, the Amsterdam Hotel offers a budget-friendly option with a commendable guest rating of 8.4 out of 10. This hotel caters to business travelers seeking a convenient and comfortable place to stay. With a focus on essential amenities and a welcoming environment, guests can enjoy a hassle-free experience while staying close to local business hubs. The Amsterdam Hotel strikes a balance between affordability and quality, making it a solid choice for those visiting the area.

Where to stay in and around Ossining

Ossining, New York, offers a delightful blend of outdoor adventures and family-friendly activities. Explore the scenic waterfront along the Hudson River, perfect for picnics and leisurely strolls. Nearby, discover charming neighborhoods with friendly people and vibrant local businesses. Don’t miss the opportunity to visit the historic Sing Sing Prison Museum for a unique cultural experience. Whether you're seeking relaxation or romance, Ossining provides an inviting atmosphere for a memorable vacation.

• Crotonville: Nestled within the scenic landscape of Ossining, Crotonville is a charming village that offers a delightful blend of outdoor adventure and natural beauty. Visitors flock to this area for its stunning mountain views, nature reserves, and national parks, making it an ideal destination for hiking and exploration. The village boasts a variety of recreational areas and shopping centers, ensuring there’s something for everyone. While traveler numbers peak from April to May and in December, Crotonville’s charm remains a year-round draw for those seeking a peaceful retreat.
• Maryknoll: Just 2 miles from Ossining, Maryknoll is a vibrant city known for its family-friendly atmosphere and cultural experiences. With a focus on outdoor activities, visitors can enjoy sports like baseball and soccer in the area’s numerous parks. Maryknoll is home to notable landmarks such as an art museum and several historic buildings, providing a rich backdrop for exploration. While peak visitor months are July to August and December, Maryknoll’s charm is evident throughout the year, making it a perfect spot for families and culture enthusiasts alike.
• Briarcliff Manor: Also located 2 miles away from Ossining, Briarcliff Manor is a picturesque city that offers a unique mix of urban and outdoor experiences. Known for its family-friendly vibe, the area features shopping centers and malls, making it ideal for those looking to indulge in some retail therapy. Visitors can explore local landmarks such as modern squares and tourist precincts, which add to the city’s appeal. With travel peaks in January and from April to May, Briarcliff Manor invites tourists to enjoy its vibrant community and scenic surroundings throughout the year.

Things to do near Ossining

Ossining offers a wonderful blend of outdoor and family-friendly activities, perfect for a city-themed vacation. Visitors can enjoy local attractions such as theaters and shopping centers, along with various shopping areas. The town also features youth programs and sports events, ensuring entertainment options for all ages. Whether you're looking to explore or relax, Ossining has something for everyone to enjoy.

Shopping

In Ossining, you can shop at local boutiques and specialty stores for unique gifts. If you're up for a drive, head to The Westchester Mall, about 25 miles away, for a wider selection of high-end retailers and popular brands.

Recreation

At The Golf Club at Mansion Ridge, indulge in a serene golf experience surrounded by lush landscapes. The Metropolitan Club and University Club offer exclusive wellness amenities, including spa services and fine dining, all set in opulent environments perfect for relaxation and rejuvenation.

Adventure

Explore the scenic Croton Aqueduct Trail for hiking and biking with beautiful views of the Hudson River. For a thrilling experience, try kayaking on the Hudson River, where you can enjoy the sunset and spot local wildlife while paddling through the serene waters.

Nightlife

Check out the vibrant nightlife at The Hudson House on Main Street for stunning views and cocktails. For a cozy pub atmosphere, visit The Croton Tavern on Croton Avenue, where you can enjoy great food, local beers, and live music in a welcoming setting.

Booking tips and Expedia advantages for Ossining

• 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: Expedia’s search tool lets you choose your budget, desired location, and additional preferences. You can organize your results to display prices from lowest to highest, ensuring you find the most affordable hotels right away. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can reserve.
• Consider bundling your trip: You can save money by combining your Ossining hotel reservation with flights and activities through an Expedia package.

Find the best attractions in Ossining

Ossining, New York, is perfect for outdoor and family-themed vacations, offering a variety of attractions. Visitors can explore beautiful preserves, enjoy urban parks, and engage with the local arts scene at cultural centers. Whether you're looking for outdoor adventures or enriching family experiences, Ossining has something for everyone, making it an ideal destination for travelers seeking both nature and culture.

• Sing Sing Correctional Facility: Explore the historic Sing Sing Correctional Facility, an iconic site known for its rich history and cultural significance. While tours are limited, the exterior and surrounding area tell stories of its storied past.
• Sing Sing Prison Museum: Visit the Sing Sing Prison Museum to delve into the history of this infamous institution. Exhibits showcase the prison's role in shaping criminal justice, offering insightful perspectives on law and order in America.
• Nelson Park: Enjoy family-friendly activities at Nelson Park, a beautiful urban oasis. With scenic views, playgrounds, and picnic areas, it’s a perfect spot for relaxation and outdoor fun in the city.

Best time to go to Ossining

The best time to visit Ossining can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Ossining falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Ossining falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	30.0°F (-1.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	31.6°F (-0.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	38.8°F (3.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	49.8°F (9.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	60.1°F (15.6°C)	Light Rain	Mostly Sunny	Average	Average
June	68.9°F (20.5°C)	Light Rain	Mostly Sunny	Average	Average
July	75.6°F (24.2°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	73.9°F (23.3°C)	Light Rain	Mostly Sunny	Average	Average
September	66.9°F (19.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
October	56.1°F (13.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	44.2°F (6.8°C)	Light Rain	Mostly Sunny	Average	Average
December	36.3°F (2.4°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High

The nearest major airports for your trip to Ossining

Traveling to Ossining, New York, is convenient via several major airports. JFK Airport, situated 36 miles away, offers luxury accommodations like the 5-star Arlo Williamsburg and The William Vale, both 11 miles from the airport. Newark Liberty International Airport (37 miles away) features top hotels such as The Dominick and Four Seasons Hotel New York Downtown, located 9 miles from the airport. Additionally, LaGuardia Airport is 27 miles from Ossining, with nearby 5-star options like The Plaza and The Pierre, both only 5 miles away. Many hotels provide shuttle services to these airports, ensuring smooth transportation for your trip.