The area that Waukesha now encompasses was first settled by European-Americans in 1834, with Morris D. Cutler as its first settler. When the first settlers arrived, there was nothing but dense virgin forest and wild prairie. The settlers laid out farms, constructed roads, erected government buildings and established post routes.
The original founders of Waukesha consisted entirely of settlers from New England, particularly Connecticut rural Massachusetts, Vermont, New Hampshire and Maine, as well some from upstate New York who were born to parents who had migrated to that region from New England shortly after the American Revolution. These people were "Yankee" settlers, that is to say they were descended from the English Puritans who settled New England in the 1600s. They were part of a wave of New England farmers who headed west into what was then the wilds of the Northwest Territory during the early 1800s. Most of them arrived as a result of the completion of the Erie Canal as well as the end of the Black Hawk War. When they arrived in what is now Waukesha County there was nothing but dense virgin forest and wild prairie, the New Englanders laid out farms, constructed roads, erected government buildings and established post routes. They brought with them many of their Yankee New England values, such as a passion for education, establishing many schools as well as staunch support for abolitionism.