The history of Peekskill, New York began when a Dutch trader and explorer, Jan Peeck ventured up the beckoning Hudson River to settle and trade with the local Native Americans. Since 1654, Peekskill has continued to develop and thrive to the point of currently experiencing a 12% growth, the largest in Westchester County. Perhaps this growth has to do with the bustling artist district or the historical site preservation or even the technology-based expansion. Or perhaps the popularity of the city of Peekskill, NY is simply rooted in the many friendly city services, the smiles on small business owners' faces and the fresh air upstate. Visit for the day or stay for a mini-break in this town that is a throwback to an easier, colonial time.