England’s Entry into North America: The History of the First English Expeditions and Settlements in the Western Hemisphere

Nearly 20 years before Jamestown was settled, the English established one of the earliest colonies in North America around the Chesapeake Bay region, until the colony had over 100 inhabitants. Like other early settlements, Roanoke struggled to survive in its infancy, to the extent that the colony’s leader, John White, sailed back to England in 1587 in an effort to bring more supplies and help. However, the attempts to bring back supplies were thwarted by the Spanish in the midst of the Anglo-Spanish War going on at the time, and it was not until 1590 that White reached Roanoke again. What White found when he came back to Roanoke led to one of the most enduring mysteries in American history. Despite the fact he had left over 100 people in Roanoke in 1587, White returned to literally nothing.

Jamestown is fondly remembered today for being the first permanent English settlement in the colonies, but it was not fondly remembered by those who lived and died there. The English quickly learned it would be difficult to establish a permanent settlement because of the poor weather, the swampy terrain, the hostile natives living nearby, and the general inexperience and ineptitude of the English settlers. During their first winter, everyone nearly starved, and more than half of the settlers died. By the end of the winter of 1609-1610, known as the “starving time”, barely 10% of the settlers were still alive. 

Though the Virginian colonists had difficulty in the beginning, by the late 1620s the Chesapeake area was thriving, having become a haven for those seeking economic opportunity in the new world. Pressures in England were growing as King Charles I was on the throne. Though Charles I himself was an Anglican, many suspected him of Catholic sympathies, a suspicion not alleviated by Charles I marriage to a French Catholic princess.