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Hotels in Ossining

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Where to stay in Ossining?

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

Ossining is applauded for its cultural attractions such as Sing Sing Prison Museum and Ossining Historical Society.

Photo by Linda Zanetti
Open Photo by Linda Zanetti

Frequently asked questions

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

Explore Ossining: Where Nature Meets Heritage in a Hidden Gem

Discover Ossining, New York, a charming riverside town where nature meets history. Nestled along the Hudson River, this hidden gem boasts stunning parks, scenic trails, and serene waterfront views. Explore the Ossining Historical Society Museum and admire the majestic Sing Sing Correctional Facility, steeped in lore. Nature enthusiasts will revel in the nearby Croton Point Park, perfect for picnicking and hiking. With its vibrant community spirit and rich cultural tapestry, Ossining invites you to experience a delightful blend of relaxation and exploration, making it an ideal off-the-beaten-path destination for every traveler. For great hotel rates in Ossining, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Ossining

Ossining, New York, offers a range of hotel accommodations suitable for various budgets and preferences. Visitors can choose from charming boutique hotels, comfortable chain hotels, and family-friendly options. Room rates typically vary based on the season and hotel quality, catering to both economical travellers and those seeking more luxurious stays. While the selection is not extensive, nearby Nyack also provides additional choices, making it easy to find a comfortable base for exploring the picturesque Hudson Valley. Here are some of our travelers' favorite hotels in Ossining:

  1. Hotel NyackOpens in a new window: This 4-star hotel is situated approximately 6 miles away from Ossining, making it a convenient option for travellers. Ideal for business and pet-friendly experiences, Hotel Nyack provides essential services such as a Meeting Room and Conference Space for business needs. The property also welcomes pets with certain amenities like food and water bowls, making it a great choice for those travelling with furry companions.
  2. Comfort Inn & SuitesOpens in a new window: Located about 5 miles from Ossining, this 2.5-star hotel offers excellent value for budget-conscious travellers. Guests can enjoy complimentary breakfast options, including full breakfast daily. For those who like to stay active, the hotel features various fitness facilities, ensuring you can maintain your exercise routine. Entertainment options are plentiful, with cable and premium TV channels available in the rooms.
  3. West Gate Inn NyackOpens in a new window: Approximately 6 miles from Ossining, West Gate Inn Nyack is a 3-star hotel that caters primarily to business travellers. This property boasts multiple meeting rooms and a 24-hour business centre, providing all the essentials for a productive stay. Its location and amenities make it a suitable choice for those looking to combine work with comfort during their visit.

Things to do in Ossining for first times

Three days in Ossining offers travellers a chance to immerse themselves in its stunning natural landscapes, featuring lush parks, serene lakes, and rolling hills. Enjoy outdoor activities like hiking, golfing, and boating, all while soaking in the tranquil beauty of this charming destination. It's a refreshing getaway worth experiencing. Here's a quick itinerary to make the most of your trip to Ossining:

  • Day 1: Begin your exploration at Van Cortlandt Manor, a stunning historical site that offers a glimpse into 18th-century life. After immersing yourself in history, take a short drive to Croton Landing Park, where you can enjoy scenic views of the Hudson River and perhaps have a picnic while soaking in the natural beauty. Conclude your day at Croton Point Park, a perfect spot for outdoor activities like hiking or birdwatching, and relish the serene environment as the sun sets over the river.
  • Day 2: Your day starts at the infamous Sing Sing Correctional Facility, where you can take a guided tour to learn about its storied past. Afterward, head to Depot Square, a vibrant area filled with shops and cafés—ideal for grabbing a bite to eat or a coffee. As the day winds down, visit Snowden Avenue Park for a leisurely stroll or to unwind in the peaceful surroundings, making it a great place to reflect on your day’s adventures.
  • Day 3: Kick off your day at the Westchester County Center, where you can check for any local events or exhibitions. Following this, venture to Rockland Lake State Park, a picturesque location perfect for hiking, biking, or simply enjoying the great outdoors. Finally, make your way to Kykuit, the Rockefeller estate, where you can take a guided tour to admire the beautiful gardens and stunning architecture, wrapping up your Ossining visit on a high note.

4 tips to find a great Ossining hotel deal

  1. Book for the cheapest times: The most affordable time to visit Ossining is from January to March, when hotel rates are lower, making it a great value for money for budget-conscious travellers. International visitors should aim to book their flights at least three months in advance to secure better prices, while domestic travellers can find great deals by booking at least two months ahead. A stay of at least 2-3 days is recommended to fully enjoy the main attractions, which include beautiful natural parks and museums. This way, you can make the most of your budget-friendly trip and explore the best Ossining has to offer.
  2. Look for last-minute deals on Hotels.com: If you're seeking last-minute deals to Ossining, exploring Hotels.com could lead you to fantastic savings. By heading to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section, you may discover great prices on nearby hotels as your travel date approaches. Consider enabling email alerts or push notifications from Hotels.com to keep you informed about flash sales and special last-minute offers, so you’re more likely to snag the best hotel deal available.
  3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the season. As a result, being flexible with your travel dates may help you save on hotel expenses in Ossining.
  4. Consider your location: When booking on Hotels.com for your holiday, take your location into account. Staying near major attractions or city centres can offer convenience, but it usually tends to come at a higher price. For more affordable rates, consider hotels in less central areas or neighbourhoods, striking a balance between cost and ease of access to the places you plan to visit.

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.