Ossining Travel Guide

Trek Zone

Town

Facts and practical information

Nestled along the Hudson River in the picturesque New York region, Ossining is a charming town that offers a blend of natural beauty, rich history, and vibrant culture. With its close proximity to New York City, Ossining is a popular destination for both locals and tourists looking to escape the hustle and bustle of the city and immerse themselves in a more relaxed and laid-back atmosphere.

One of the main attractions in Ossining is the stunning Croton Point Park. This expansive park offers breathtaking views of the Hudson River and features a variety of recreational activities for visitors of all ages. Whether you enjoy hiking along the scenic trails, picnicking in the lush green fields, or simply enjoying a relaxing day by the waterfront, Croton Point Park is a must-visit destination in Ossining.

For history enthusiasts, a visit to the Sing Sing Correctional Facility is a must. This iconic maximum-security prison has a rich history dating back to the early 1800s and offers guided tours that provide a fascinating glimpse into the corrections system. Visitors can explore the hauntingly beautiful architecture of the prison and learn about the notorious inmates who once called Sing Sing home.

Ossining is also home to several cultural attractions that are worth exploring. The Ossining Arts Council showcases the works of local artists, while the Teatown Lake Reservation offers nature lovers the opportunity to explore over 1,000 acres of preserved land and hike through picturesque trails. The charming downtown area of Ossining is lined with quaint shops, cafes, and restaurants, offering visitors an array of dining and shopping options.

Alternative names: Population: 25.4 thous.Area: 15.72 mi²Elevation: 174 ft a.s.l.Coordinates: 41°9'42"N, 73°51'43"W

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New YorkUnited States

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Ossining Top Attractions

Ossining Attractions - What to See and Explore

Ossining offers many attractions and places to visit. Here are the most important ones: Calvary Baptist Church, First Baptist Church of Ossining, Teatown Lake Reservation, Downtown Ossining Historic District. Below you will find a complete list of places worth visiting.

Gothic Revival architecture • Church
Calvary Baptist Church
Calvary Baptist Church, originally St. Paul's Episcopal Church, is located on St. Paul's Place in Ossining, New York, United States. It is a stone building in the Gothic Revival architectural style, considered the best preserved early example of that style in Westchester County.
Gothic Revival architecture • Church
First Baptist Church of Ossining
The First Baptist Church of Ossining is located in the center of the village of Ossining, New York, United States. It is a brick building in the Gothic Revival architectural style with a tall wooden steeple built in the 1870s, one of Ossining's most prominent landmarks. In 1973 it was listed on the National Register of Historic Places.
Nature and wildlife • Park
Teatown Lake Reservation
Teatown Lake Reservation is a nonprofit nature preserve and environmental education center in Westchester County, New York, U.S. located in the towns of Ossining, Yorktown, Cortlandt, and New Castle.

Gothic Revival architecture • Neighbourhood
Downtown Ossining Historic District
The Downtown Ossining Historic District is located at the central crossroads of Ossining, New York, United States, and the village's traditional business district known as the Crescent.
Cemetery
Dale Cemetery
The Dale Cemetery located in Ossining, New York is a town-owned rural cemetery encompassing 47 acres and has been operational since October 1851. In 2013 it was listed on the National Register of Historic Places.
Gothic Revival architecture • Museum
Richard Austin House
The Richard Austin House is located on Croton Avenue in the village of Ossining, New York, United States. It is a wood frame structure dating to the 1870s. In 1989 it was added to the National Register of Historic Places.
Gothic Revival architecture
Highland Cottage
Highland Cottage, also known as Squire House, is located on South Highland Avenue in Ossining, New York, United States. It was the first concrete house in Westchester County, built in the 1870s in the Gothic Revival architectural style.
Greek Revival architecture
Brandreth Pill Factory
The former Brandreth Pill Factory is a historic industrial complex located on Water Street in Ossining, New York, United States. It consists of several brick buildings from the 19th century, in a variety of contemporary architectural styles. In 1980 it was listed on the National Register of Historic Places.

Day trips

Ossining – popular in the area (distance from the center)

In the vicinity of Ossining, it's worth seeing attractions such as: United States Military Academy (West Point), Glass House (New Canaan), Immaculate Conception St. Mary's Church (Yonkers).

17 milesN
Museum, Military museum
United States Military Academy, West Point
The United States Military Academy, commonly known as West Point, is a fortress of history and tradition situated in the scenic Hudson Valley of New York. Established in 1802, this prestigious institution has been the training ground for America's military leaders for...
17 milesE
Museum, Art museum, History museum
Glass House, New Canaan
The Glass House, or Johnson house, is a historic house museum on Ponus Ridge Road in New Canaan, Connecticut built in 1948–49. It was designed by architect Philip Johnson as his own residence. It has been called his "signature work".
16 milesS
Church
Immaculate Conception St. Mary's Church, Yonkers
The Church of the Immaculate Conception, commonly known as Immaculate Conception St. Mary's Church, or simply St. Mary's Church, is a Catholic parish and church located in Yonkers, New York. It is the oldest Catholic parish in Yonkers.
17 milesSE
Amusement, Theme park, Amusement park
Dragon Coaster, Rye
The Dragon Coaster is a wooden roller coaster at Playland amusement park in Rye, New York. Opened in 1929, it was designed and built by amusement ride creator Frederick Church, the co-inventor of the Racing Derby, another early 20th century amusement park ride.
5.9 miS
Music venue, Queen Anne architecture
Tarrytown Music Hall, Tarrytown
The Music Hall, in Tarrytown, New York, United States, is located on West Main Street downtown. It is a brick structure in the Queen Anne architectural style erected in the late 19th century.