Ossining,
Ossining is a picturesque town located in Westchester County, New York, along the Hudson River. It is known for its historic downtown area, charming shops, and diverse range of dining options. The town features beautiful parks and outdoor recreational areas for residents and visitors to enjoy.
Ossining is also notable for being the location of Sing Sing Correctional Facility, a famous maximum-security prison.
Places to visit
Day plans
Spend a day exploring around
Historical exploration and riverside dining
morning:Start your day at the historic Ossining Railroad Station Museum and Visitor's Center, offering insight into the town's past. Afterwards, take a relaxing stroll along the scenic waterfront at Louis Engel Waterfront Park. For breakfast, head to Good Choice Kitchen for organic and sustainable dishes.
afternoon:Explore the captivating Sing Sing Prison Museum, where you can delve into the history and stories of the infamous correctional facility. Enjoy a delightful lunch at 6 Degrees of Separation, known for its diverse and flavorful menu.
evening:For a delightful night-out, visit the First Village Coffee for live music and artisanal cocktails in a cozy atmosphere.
Outdoor adventure and farm-to-table dining
morning:Embark on an outdoor adventure at Teatown Lake Reservation, offering various hiking trails and serene nature walks. Treat yourself to a hearty breakfast at First Village Coffee, known for its artisanal coffee and delectable pastries.
afternoon:Visit the Stone Barns Center for Food & Agriculture, where you can engage in farm activities and explore sustainable agriculture practices. Enjoy a flavorful lunch at The Boathouse, offering farm-to-table dishes with picturesque views of the Hudson River.
evening:Indulge in a delightful evening at Birdsall House, known for its craft beer selection and cozy ambiance.
Cultural immersion and culinary delights
morning:Immerse yourself in the cultural heritage of Ossining by visiting the Ossining Historical Society Museum, preserving the town's rich history and artifacts. Treat yourself to a delightful breakfast at Good Choice Kitchen, renowned for its organic and locally-sourced dishes.
afternoon:Explore the inspiring artworks at the Teatown Lake Reservation Nature Center, showcasing the beauty of nature through various exhibits. Whet your appetite with a scrumptious lunch at 6 Degrees of Separation, known for its diverse and flavorful menu.
evening:Experience a culinary journey at 3 Westerly Bar & Grill, offering a fusion of modern American and Italian cuisines in a vibrant setting.
Scenic trails and waterfront dining
morning:Embark on an invigorating hike along the popular Ossining Old Croton Aqueduct Trail, surrounded by picturesque natural landscapes. For breakfast, savor delectable dishes at First Village Coffee, known for its artisanal coffee and healthy eats.
afternoon:Enjoy a leisurely stroll at the Croton Point Park, offering expansive river views and scenic picnic spots. Treat yourself to a delightful lunch at The Boathouse, where you can savor farm-to-table cuisine amidst a serene waterfront setting.
evening:Conclude the day with a memorable waterfront dinner at 3 Westerly Bar & Grill, offering a delectable culinary experience with panoramic views of the Hudson River.
Ossining Famous Food
Must-Try local dishes
Hudson Valley Duck
Savor the succulent flavors of locally raised duck, often prepared with unique glazes and served with seasonal vegetables. Don't miss this dish at the 3 Westerly Bar and Grill or Birdsall House.
Must-Try!
Honey Locust Farm's Goat Cheese
Indulge in the creamy and tangy goat cheese produced at Honey Locust Farm. You can find this delightful cheese at the Ossining Farmers Market or Good Choice Kitchen.
Ossining Ale
Enjoy a pint of Ossining Ale, a local craft beer brewed with care and distinctive flavors. Sample this ale at Sing Sing Kill Brewery or 3 Westerly Bar and Grill.
Food Markets & Street Food
A food market and street food guide
Ossining Farmers Market
Explore a diverse array of fresh produce, artisanal goods, and ready-to-eat treats at the Ossining Farmers Market, open on Saturdays. Don't miss the delectable ethnic street food offerings.
Pet sitters in Ossining
Relax and unwind while your furry friend enjoys making a new companion!