A highly-desired residential area as well as a hotspot for tourists and visitors

Welcome to Ossining

Hip and walkable, Ossining is one of New York’s most charming and inviting neighborhoods
Rich in history and natural beauty, Ossining is a highly-desired residential area as well as a hotspot for tourists and visitors. An important part of New York’s historic heritage, Ossining is full of fantastic things to do, including festivals, parades, and annual events that invite everyone to get out and take in the charm of the area.
Historic architecture lines the streets of Ossining. Residents will marvel at the stunning single-family homes as well as the variety of unique shops and businesses. Emanently walkable, Ossining is a town that is perfect for anyone who enjoys the great outdoors. Discover a taste of what Ossining has to offer in this detailed guide.

What to Love

  • Luxurious estates are the hallmark of Ossining, with many beautiful mansions dotting the landscape
  • The Hudson River provides a beautiful backdrop to the city’s activities, while New York City is just a short drive away
  • Golf courses, boat tours, and a historic downtown mean that there is always something going on in Ossining for residents to enjoy

Local Lifestyle

Welcoming and warm, Ossining is a jewel in the heart of New York. The neighborhood is replete with historical landmarks and monuments, lending a sense of gravitas to the area, and residents of Ossining truly know how to have a good time. Festivals and parades are regularly on the docket, while tours and day trips help outline the history and culture of the neighborhood for both new and established attendees. Those who make their home in Ossining will find a sense of community and connection that rivals anything in the United States.

Dining, Entertainment & Shopping

Ossining boasts many incredible shops and restaurants, many of which are locally owned. 3 Westerly Bar and Grill serves up upgraded American cuisine in a serene waterfront setting, while The Tasty Table is a quaint space that has become a local favorite for its fabulous brunch options. Enjoy outstanding pizza and attentive service at Capri Pizza, a neighborhood pizzeria that boasts handcrafted pizzas with customizable toppings. Grab a coffee or a handmade pastry at First Village Coffee, a beloved local hotspot that makes every drink to order. While you are there, enjoy the art on the walls, produced by local artists and makers.
Spend an afternoon in town with some of Ossining’s finest shops, including Melita’s Home, an exclusive home goods store that carries merchandise to suit any taste. Wondrous Things is another staple in the area, a gift shop with abundant treasures for every space in your home. Of course, since Ossining is just a short drive away from New York City, you can always spend a day in the Big Apple before returning to this inviting neighborhood's charm and quiet beauty.

Things to Do

From outdoor recreation to live performances, Ossining is an adventurer’s paradise. Head out to Teatown Lake Reservation, a 1,000-acre parkland, for impeccable views and stunning hiking trails, or Louis Engel Waterfront Park for unparalleled access to the historic and stately Hudson River. Louis Engel gives beautiful views of the Hudson from walking paths, and the park occasionally hosts movie nights and live shows.
Hudson Hills Golf Course is a prime destination for golfers of all ages and skill levels, with rolling hills and impeccably-maintained courses. Torview Club, Inc features access to swimming and tennis in an exclusive setting that will appeal to Ossining residents. The abundance of trails and parks in and around town means that there is always an avenue to explore nature for seasoned hikers and low-key walkers alike.

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