History of Ossining

Nestled along the eastern banks of the Hudson River, Ossining, New York, is a town rich in history, cultural significance, and community spirit. Let's embark on a journey through its past, explore its notable landmarks, celebrate its distinguished residents, and appreciate its vibrant present-day character.​

A Glimpse into Ossining's Past 🏛️

The area now known as Ossining was originally inhabited by the Sint Sinck Native American tribe, a subgroup of the Mohegan nation. The name "Sint Sinck" translates to "stone upon stone," referencing the abundant limestone in the region. In 1685, Dutch merchant Frederick Philipse purchased this land, incorporating it into his expansive Manor of Philipsburg, which spanned approximately 165,000 acres from Spuyten Duyvil Creek to the Croton River.

Following the American Revolution, the Philipse family's loyalty to the British Crown led to the confiscation of their lands by the state of New York. These lands were subsequently sold, with many parcels acquired by tenant farmers who had supported the American cause. The area became known as Sing Sing, derived from the original "Sint Sinck." On April 2, 1813, Sing Sing was incorporated, becoming the first chartered village in Westchester County. To distance the community from the notorious Sing Sing Prison, the village was renamed Ossining in 1901.

Sing Sing Prison: A Notorious Landmark 🚔

Mention Ossining, and many immediately think of Sing Sing Correctional Facility. Established in 1826, this maximum-security prison has housed some of America's most notorious criminals. Beyond its infamous inmates, Sing Sing has been a focal point for prison reform and has influenced the broader narrative of the U.S. penal system.

Over time, it became a focal point for discussions on prison reform and continues to operate as a maximum-security prison today.

Ossining's Vibrant Community Today 🏡

Today, Ossining is a thriving community that celebrates its rich heritage while embracing modern development. The town's downtown historic district features a blend of architectural styles, reflecting its evolution over the centuries. Landmarks such as the First Baptist Church of Ossining and Trinity Episcopal Church stand as testaments to its enduring cultural and spiritual heritage.

10 Fascinating Facts About Ossining 🔍

  1. Aqueduct Legacy: The Old Croton Aqueduct, passing through Ossining, was New York City's first water supply system, operational since 1842. ​
  2. Literary Connection: Author John Cheever, known for his short stories and novels depicting suburban life, resided in Ossining from 1961 until his death in 1982. ​
  3. Cinematic Ties: Ossining served as the backdrop for the early seasons of the television series Mad Men, where the Draper family resided. ​
  4. Architectural Diversity: The town's historic district showcases a mix of architectural styles, including Gothic Revival and Beaux-Arts, reflecting its rich architectural heritage. ​
  5. Maritime Heritage: Ossining's location along the Hudson River has contributed to its rich maritime history, with the river playing a crucial role in transportation and commerce. ​
  6. Cultural Festivals: The annual Ossining Village Fair attracts thousands, celebrating local artisans, food, and music, fostering a strong sense of community. ​
  7. Environmental Stewardship: The town is committed to sustainability, with initiatives like the Ossining Organic Community Garden promoting green practices. ​
  8. Educational Excellence: Ossining High School is known for its robust academic programs and has produced notable alumni in various fields. ​
  9. Literary Mention: Ossining is referenced in the travelogue Little Golden America by Soviet authors Ilf and Petrov, showcasing its reach in global literature. ​
  10. Historic Recognition: The Downtown Ossining Historic District is listed on the National Register of Historic Places, preserving its rich architectural heritage. ​

Notable Residents of Ossining 🌟

  • Peter Falk: Before becoming the iconic TV detective Columbo, Falk attended Ossining High School, where he was a star athlete.
  • Anne Francis: Born in Ossining in 1930, Francis was an actress known for her roles in films like Forbidden Planet and the TV series Honey West.
  • Sonny Sharrock: Born in Ossining in 1940, Sharrock was a pioneering jazz guitarist known for his innovative contributions to the genre.
  • John Cheever: The acclaimed author resided in Ossining for over three decades, drawing inspiration from the town for his writings.
  • Ken Buck: Born in Ossining in 1959, Buck is a United States Representative, serving Colorado's 4th congressional district.
  • Jason Robert Brown: Born in Ossining in 1970, Brown is a musical theatre composer, lyricist, and playwright, known for works like The Last Five Years and Parade. ​

Ossining in Literature and Film 🎬

Ossining's unique character has made it a setting and inspiration in various media:​

  • Mad Men (TV Series): The Draper family resides in Ossining during the early seasons, highlighting suburban life in the 1960s.
  • Little Golden America (Book): The travelogue by Soviet authors Ilf and Petrov references Ossining, showcasing its reach in global literature.
  • A Beautiful Mind (Film): Parts of this Oscar-winning movie were filmed in Ossining, capturing its picturesque settings.
  • The Shield (TV Series): An inmate is offered a transfer to Ossining, referencing the town's original name of Sing Sing.
  • The Double Bind (Novel): Chris Bohjalian's book references Ossining, intertwining its history with the narrative.
  • The Public Burning (Novel): Robert Coover's book references Ossining, intertwining its history with the narrative.
  • Sing Sing (Film): A prison drama based on the real-life Rehabilitation Through the Arts program at Sing Sing Correctional Facility, showcasing how incarcerated men find hope and transformation through theater.

This is Ossining🏅

Ossining is a town that seamlessly blends its historical legacy with modern charm. From its early Native American roots and the legacy of Sing Sing Prison to its thriving cultural scene and vibrant community, Ossining continues to evolve while preserving its rich heritage. Whether through literature, film, or the achievements of its notable residents, Ossining remains a dynamic and inspiring place that bridges the past with the future. It is a testament to resilience, progress, and the power of community.