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Hotels in Ossining

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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.

Top landmarks in Ossining

Learn more about Ossining

Explore the infamous Sing Sing Prison Museum, delving into the history of America's most notorious correctional facility. Afterward, enjoy a scenic stroll along the Hudson River at Louis Engel Waterfront Park.

Sunset at the Ossining waterfront
Photo by Linda Zanetti
Open Photo by Linda Zanetti

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Frequently asked questions

How much does a hotel room cost in Ossining?
You can choose a great hotel in Ossining from $59 with properties to suit all budgets and needs. If you're looking for an affordable hotel in Ossining that meets all of your requirements, just sort hotels by "Price: low to high" after applying your filters when searching on Hotels.com. If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Ossining hotels?
Members can save up to 20% on select hotels in Ossining. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Ossining hotels with free cancellation?
It's easy to book a refundable Ossining hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Ossining hotels with free parking?
If you're driving, a great Ossining hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Ossining?
For hotels in central Ossining, check out Hotel Nyack, a JdV by Hyatt Hotel and Windrose On Hudson. Travelers love Hotel Nyack, a JdV by Hyatt Hotel for its location, as well as the seasonal outdoor pool, hot tub and restaurant this hotel offers. Windrose On Hudson is another popular central hotel with a bar/lounge, a coffee shop/cafe and karaoke.
Are all taxes and fees included in the Ossining hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers recommend in Ossining?
Can I book refundable accommodations in Ossining?
If you need the flexibility to change your plans to Ossining, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Ossining if I want a vacation rental instead of a hotel?
Browse 6 vacation homes on our site.
What will the weather in Ossining be like during my trip?
The warmest months in Ossining are usually July and August with an average temp of 71°F. January and February are the chilliest months when the average temp is 34°F. The rainiest months are July and October.
Why should I book my Ossining accommodation with Hotels.com?
There are lots of reasons to book your Ossining trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Ossining

Find out more about Ossining

Discover the Hidden Treasures of Ossining: Nature, Culture, and Community Unite

Nestled along the scenic Hudson River, Ossining, New York, is a charming blend of history and nature, perfect for an off-the-beaten-path getaway. Explore the picturesque Croton Point Park for stunning views and outdoor activities, or delve into history at the Sing Sing Prison Museum. Stroll through the vibrant downtown, where local shops and eateries await. For a touch of tranquility, visit the historic Ossining waterfront, offering serene walks and breathtaking sunsets. With its unique cultural heritage and natural beauty, Ossining invites travelers to unwind and discover the hidden gems of the Hudson Valley.

Discover great hotels in Ossining

Ossining offers a range of hotel accommodations, from cozy inns to more upscale options. You'll find comfortable stays at various price points, including boutique and luxury hotels for those seeking an enhanced experience. The area provides convenient access to local attractions and scenic views along the Hudson River. Here are some of the most popular hotels with our travelers in Ossining:

  1. Holiday Inn Express & Suites Hawthorne Elmsford North by IHGOpens in a new window: This inviting 2.5-star hotel offers a welcoming atmosphere perfect for leisure travelers seeking a distinctive experience. The property emphasizes an LGBTQIA-friendly environment, ensuring comfort for all guests. Travelers appreciate the cozy accommodations that make for a relaxing stay, complemented by thoughtful amenities that enhance the overall experience. Many enjoy the vibrant local culture and the easy access to nearby attractions, making it a favored choice for those looking for an enjoyable getaway.
  2. Hotel NyackOpens in a new window: Hotel Nyack is a sophisticated 4.0-star hotel designed with business travelers in mind. Featuring essential amenities such as meeting rooms and conference space, it ensures a seamless stay for professionals. This pet-friendly property presents an elegant setting, allowing guests to balance work and relaxation effectively. The smooth check-in process and attentive service highlight the quality of the experience. The combination of stylish accommodations and business-centered facilities creates a refined atmosphere appreciated by discerning travelers.
  3. West Gate Inn NyackOpens in a new window: West Gate Inn Nyack is a contemporary 3.0-star hotel tailored for business travelers seeking convenience and comfort. With multiple meeting rooms and a 24-hour business center, it provides the support necessary for a productive stay. The modern design and reliable services create an inviting environment for professionals on the go. Guests enjoy the streamlined focus on business needs, allowing for an efficient and enjoyable experience during their time in the area.

Top locations to stay in Ossining

When visiting Ossining, New York, consider staying in White Plains, Tarrytown, or Nyack. White Plains offers excellent shopping, while Tarrytown is known for its vibrant dining and cultural scene. Nyack boasts charming riverfront views and boutique shops. For first-time visitors, Tarrytown is the best choice due to its rich history and diverse dining options.

  1. White PlainsOpens in a new window: White Plains is an excellent choice for travelers looking to indulge in shopping and dining. The bustling downtown area features a variety of shops, from chic boutiques to well-known retailers, making it a shopping paradise. After a day of retail therapy, you can enjoy diverse dining options that range from casual eateries to upscale restaurants. White Plains also offers cultural attractions like theaters and art galleries, adding a vibrant layer to your visit. Plus, it’s conveniently located with easy access to public transportation, allowing you to explore nearby attractions.
  2. TarrytownOpens in a new window: Tarrytown is a charming village that offers a delightful blend of dining and cultural experiences. Nestled along the Hudson River, it's a picturesque place to stay while enjoying breathtaking views. Stroll through local shops and savor delicious meals at various restaurants. Tarrytown is also home to historical sites and cultural attractions, including beautiful parks and theaters, making it a tranquil yet engaging destination for travelers looking to unwind.
  3. NyackOpens in a new window: Nyack is a vibrant riverside town known for its unique shopping and scenic riverfront views. You’ll find a variety of independent shops and boutiques that showcase local artisans and crafts. The town also boasts a lively arts scene, with galleries and cultural events that bring the community to life. Enjoy leisurely walks along the Hudson River or visit the nearby parks for some fresh air. Nyack’s laid-back atmosphere makes it a great spot to relax while still being close to the excitement of the surrounding areas.

Things to do in Ossining

Ossining offers a delightful blend of natural beauty and outdoor activities, surrounded by scenic parks, lush forests, and serene lakes. Visitors can enjoy hiking trails, golfing, and leisurely boating while soaking in the picturesque landscapes. With welcoming accommodations nearby, it's an ideal getaway for nature lovers and adventure seekers alike!

  • Van Cortlandt ManorOpens in a new window – Step back in time at this historic house, where you can explore the beautifully preserved interiors and lush gardens that reflect 18th-century life. Enjoy scenic views along the Hudson River and take part in seasonal events that bring history to life.
  • Westchester County CenterOpens in a new window – Catch a live performance or attend a local event at this vibrant arts center. With its diverse programming, you can enjoy everything from concerts to community fairs, all while experiencing the local culture.
  • Rye PlaylandOpens in a new window – Spend a thrilling day at this classic amusement park, featuring rides and attractions for all ages. From roller coasters to carnival games, there’s no shortage of excitement, making it a perfect spot for families looking for fun.
  • Greenwich AvenueOpens in a new window – Take a leisurely stroll down this charming street, lined with boutique shops and cozy cafés. It’s an ideal place to grab a coffee and enjoy the local vibe while exploring unique finds.
  • Lyndhurst MansionOpens in a new window – Visit this stunning historic building to admire its Gothic Revival architecture and picturesque grounds. Join a guided tour to uncover fascinating stories about its former owners and the estate’s rich history.

5 tips for savvy savings when booking a hotel in Ossining

  1. Book for the cheapest times: The most affordable time to visit Ossining is between January and March, when hotel prices are typically lower. For those looking to explore the town’s rich history and culture, a stay of at least 2 to 3 days is recommended. This duration allows visitors to enjoy key landmarks, cultural sites, and natural attractions, all of which offer great value for money. Whether you’re interested in visiting museums, monuments, or exploring beautiful parks, Ossining has plenty to offer for budget-conscious travelers.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Ossining, start by checking the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Enabling email alerts or push notifications can help you stay informed about flash sales and special promotions, increasing your chances of great savings on hotels. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare room rates and amenities, ensuring you make informed choices. With these strategies, you could be among the first to know about available rooms or price drops for your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay in an Ossining hotel. If you’re in search of something distinctive, boutique hotels often provide a more personalized experience and can sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could be more affordable, increasing your chances of getting a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it usually tends to come with higher costs. For more affordable options, consider hotels in less central areas or neighborhoods, striking a balance between price and accessibility to your planned destinations. You might want to look into independent hotels located further out, as they often offer a more authentic and budget-friendly experience.
  5. Become a Member: Join our membership program for free and start planning your next stay in Ossining! Enjoy exclusive member prices on over 100,000 hotels worldwide, ensuring you get the best deals for your travels. As you progress through the membership tiers, you'll unlock additional perks, including complimentary room upgrades (subject to availability) and discounts on food and beverages at select VIP Access properties. Sign up today and experience the benefits of being a member!

Best time to go to Ossining

Ossining experiences its lowest average temperature in January, at 30.0°F (-1.1°C), while July is the hottest month, with an average temperature of 75.6°F (24.2°C). July tends to be the wettest month. The peak travel months to visit Ossining are April, July, and September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, January, February, and December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.

If you're looking to discover somewhere new, look no further than Ossining. Whether you're planning to stay for a night or for the week, the area around Ossining has accommodations to fit every need. Search for hotels in Ossining with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Ossining hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Ossining hotel deals are here with our lowest price guarantee.

Ossining Travel Information

Best Time to Visit
April, July and August
Average Stay
2 days
International Airports
John F. Kennedy Intl. Airport (JFK), LaGuardia Airport (LGA)
Popular Sights
Van Cortlandt Manor, Lyndhurst Mansion and Tarrytown Music Hall

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