The city is serviced by the Metro-North and Amtrak railroads and Westchester County's Bee-Line bus service. Parking is available for the train at the Port Chester station. Click here for a Link to "Port Chester" on Metro-North's website.
Local highways include I-95, the Hutchinson River Parkway "a.k.a. the Hutch", and I-287 is not far away.
In 1660, three settlers from "Greenwidge:" (later known as Greenwich, Connecticut) Thomas Stedwell, John Coe, and Peter Disbrow arranged to buy Manursing Island and the land near the Byram River from the Mohegan Indians. The land near the Byram River is now Port Chester. The Village was originally known as Saw Pit for the saw pits which were in use during the time. Logs were cut in holes in the ground for wood to be used for shipbuilding. The name of Sawpit was used for the first time in 1732. It eventually outgrew this name and became Port Chester by incorporating as a village in 1868. When Port Chester was first incorporated as a Village, it was considered a major seaport.
In 1665, Sawpit was claimed by both New York and Connecticut. However, the land was given back to the New York Colony by Connecticut in 1683. This struggle over the ownership of Sawpit continued for almost 105 years. In 1788, the Legislature of New York ruled that Sawpit was a part of the Town of Rye in New York.
Travel is considered very dangerous as it was in the early years of Sawpit. Good roads are hard to find that exist today, the Boston Post Road, King Street, and Grace Church Streets are some of the migration paths in the Sawpit/Town of Rye settlement. Most roads, however, only consist of rough dirt, which makes transportation via water very important. The local waterways, the Byram River and the Long Island Sound were very important to the growth and development of Sawpit/Port Chester. Because of the closeness to these waterways, early residents took part in boat building, farming, and shell fishing.
Port Chester is a notable community in Southern Westchester because of its huge amounts of Latino immigrants. This is significant because the surrounding towns, Rye, Harrison, Mamaroneck, and especially Greenwich, Connecticut are known for high-income Caucasian populations. Greenwich, which directly borders Port Chester to the east, is one of the wealithiest municipalities in the United States. Mostly thanks to blue-collar business, Port Chester has become a significant commercial center in recent years. Business grew considerably with the opening of a Costco branch and "The Waterfront", a large shopping center and movie theater on Main Street and Westchester Avenue. The Waterfront Complex was projected to be a major economic improvement for downtown Port Chester that has been in the works since 1982, when the Industrial Development Agency(IDA) began planning for the redevelopment of this area. The IDA was formed in the early 1970's by then Mayor, Joseph Dzaluk. Unfortunately for Port Chester's economy, the development of the downtown area would not take place for almost another 20 years.