1. A Modell of Christian Charity: written in 1630 during Winthrop's voyage to America. This document outlines the principles of a Christian society and the expectations of the settlers in the new world. It emphasized the importance of unity, cooperation, and selflessness among the members of the community.
2. The Little Speech on Liberty: Given in 1645 during his term as governor of the Massachusetts Bay Colony, it stresses the importance of individual liberty within the context of a covenanted community. Winthrop argues that individuals should be free to pursue their own interests as long as they do not infringe upon the rights and welfare of others. These principles helped shape the development of democratic ideals and institutions in the American colonies.