What is the meaning of winter metaphor City on a Hill? how does his notion of a colony as an exceptional moral community differ from the self-conception of Jamestown settlers?

"City on a hill" means that it is a community that people can look up to. After receiving American’s achievements, Reagan praises the practice of the government and how it grows to improve. And this phrase describes the Massachusetts Bay colony, which he is a shining example of Puritan perfection.