What is The Oldest Settlement in Pennsylvania?

PENNSYLVANIA – Nestled along the banks of the Delaware River, the city of Chester holds a unique distinction in Pennsylvania’s history – it is the oldest settlement in the state. Founded in 1644 by Swedish settlers, Chester predates William Penn’s arrival and the Pennsylvania colony’s establishment by nearly four decades.


Chester: Pennsylvania’s First City


Early Years: A Swedish Outpost

Initially named “Upland,” the settlement served as a vital outpost for the New Sweden colony, a short-lived Swedish endeavor to establish a foothold in North America. The Swedish settlers, primarily farmers and traders, established a thriving community along the Delaware River, cultivating the land and engaging in trade with the local Native American tribes.

William Penn’s Arrival: A New Chapter

1681 William Penn acquired the Upland territory from the Duke of York. Penn, a Quaker leader, envisioned establishing a colony based on religious freedom and tolerance. Upon his arrival in 1682, he renamed the settlement “Chester” after his hometown in England.

Chester Under British Rule: Growth and Development

Under British rule, Chester flourished as a major port city and a center of trade and commerce. Its strategic location on the Delaware River made it an important hub for shipping goods to and from other colonies and overseas markets. The city also became a center for shipbuilding, contributing to the growth of the regional economy.

Industrial Revolution: Transformation and Challenges

The Industrial Revolution brought significant changes to Chester. The city’s manufacturing sector grew rapidly, attracting new industries and a diverse workforce. However, this period of industrialization also brought social and environmental challenges, including pollution, overcrowding, and labor unrest.

Chester Today: A City with Rich Heritage

Despite its challenges, Chester has retained its unique character and rich historical legacy. The city boasts several historic landmarks, including the Old Chester Courthouse, the Caleb Pusey House, and the Deshong Park Historic District. These sites offer a glimpse into Chester’s past and its role in the development of Pennsylvania.


Chester’s diverse cultural landscape reflects its long and varied history. The city has a vibrant arts scene, a thriving culinary scene, and a diverse population. Visitors can explore its historic sites, enjoy its cultural offerings, and experience the unique charm of Pennsylvania’s oldest settlement.