Browse Walks in Ossining, New York, US

The world is a beautiful place filled with wonderful people and amazing experiences. Let's share that with each other.

  • Premium Walks

Exploring the History and Culture of Ossining, New York: A Two-Hour Walking Tour

This two-hour walking tour of Ossining, New York, United States, will take you through the town's historic sites, shopping and dining locations, and scenic views.

Start your tour at the Ossining Historical Society, located at the corner of Main Street and Spring Street (Latitude: 41.1699, Longitude: -73.8607). Here, you can learn about the town's history and view artifacts from the past.

Continue your tour by heading south on Main Street. Stop at the Ossining Public Library (Latitude: 41.1690, Longitude: -73.8600), a beautiful building with a large collection of books and other resources.

Continue south on Main Street and turn left onto Spring Street. Here, you can find a variety of interesting shops, including the Ossining Antique Center (Latitude: 41.1686, Longitude: -73.8594), which offers a wide selection of antiques and collectibles.

Continue east on Spring Street and turn right onto Main Street. Here, you can find a variety of restaurants, including the popular Mexican restaurant, El Nuevo Mariachi (Latitude: 41.1690, Longitude: -73.8590).

Continue south on Main Street and turn left onto Croton Avenue. Here, you can find the Croton Aqueduct Trail (Latitude: 41.1680, Longitude: -73.8585), a scenic walking trail that follows the path of the historic Croton Aqueduct.

Continue east on Croton Avenue and turn right onto Main Street. Here, you can find the Ossining Farmers Market (Latitude: 41.1676, Longitude: -73.8581), which offers a variety of fresh produce and other goods.

Continue south on Main Street and turn left onto Spring Street. Here, you can find the Ossining Arts Council (Latitude: 41.1671, Longitude: -73.8578), which offers a variety of art classes and events.

Continue east on Spring Street and turn right onto Main Street. Here, you can find the Teatown Lake Reservation (Latitude: 41.1667, Longitude: -73.8574), a nature preserve with a variety of trails and activities.

Continue south on Main Street and turn left onto Croton Avenue. Here, you can find the Ossining Boat Club (Latitude: 41.1663, Longitude: -73.8570), which offers a variety of boating activities.

Continue east on Croton Avenue and turn right onto Main Street. Here, you can find the Ossining Historical Society Museum (Latitude: 41.1659, Longitude: -73.8566), which offers a variety of exhibits and artifacts from the town's past.

Continue south on Main Street and turn left onto Spring Street. Here, you can find the Ossining Community Center (Latitude: 41.1655, Longitude: -73.8562), which offers a variety of activities and events.

Continue east on Spring Street and turn right onto Main Street. Here, you can find the Ossining Train Station (Latitude: 41.1651, Longitude: -73.8558), which offers a variety of transportation options.

Continue south on Main Street and turn left onto Croton Avenue. Here, you can find the Ossining Waterfront Park (Latitude: 41.1647, Longitude: -73.8554), which offers a variety of activities and scenic views.

Continue east on Croton Avenue and turn right onto Main Street. Here, you can find the Ossining Public Market (Latitude: 41.1643, Longitude: -73.8550), which offers a variety of fresh produce and other goods.

Continue south on Main Street and turn left onto Spring Street. Here, you can find the Ossining Arts Center (Latitude: 41.1639, Longitude: -73.8546), which offers a variety of art classes and events.

Continue east on Spring Street and turn right onto Main Street. Here, you can find the Ossining Historical Society (Latitude: 41.1635, Longitude: -73.8542), which offers a variety of exhibits and artifacts from the town's past.

At the end of your tour, you can enjoy a meal at the popular Italian restaurant, La Cucina (Latitude: 41.1631, Longitude: -73.8538).

This two-hour walking tour of Ossining, New York, United States, will take you through the town's historic sites, shopping and dining locations, and scenic views. Enjoy your tour!

Ossining New York United States Tour Companies

Take Walks Tours

New York’s best walking tours, museum tours, and sightseeing tours of top attractions. Take our Statue of Liberty tours, Wall Street tours, 9-11 museum and memorial walks, and a tour of the Metropolitan Museum of Art. We even have an exclusive experience inside a Broadway theater to a prop room, and can even get you on stage. When you travel to New York, make sure to Tak ... More

NYC Gangster Mob Tour

New York City’s historical past is plagued by dark events and powerful criminals who took the law into their own hands. Experience the suspense and thrill on one of our gangster, mafia-related tours. Our original NYC Gangster Mob Tour is the authentic tour of all things about La Cosa Nostra, gangsters, and the mob. We Offer The Most Comprehensive NYC Gangster Tour. From ... More

Metro Tours

Over our nearly 15 collective years here, we have cultivated comprehensive and ever-evolving guides to all things New York City to pass along to friends and family, and we look forward to sharing them with you. We relish the chance to help confused tourist find their way to the World Trade Center Memorial or navigate the subway system. We love to show visitors that while i ... More