In scholarly discussions about “race” in the Americas, colonial New England often receives little attention. While race-based slavery perhaps never commanded the same attention in the northern colonies as in regions farther south, “race” factored into nearly every aspect of life in New England from the outset. This chapter not only discusses how scholars have approached this conversation but also investigates some of the ways in which New Englanders made sense of themselves and the peoples of varying ethnicities, relying at times on the specific theological context of New England puritanism. Focusing on the ways in which New Englanders wrestled with the dilemma of racial thinking within their theological system brings New England fully into the discussion of the intersections between “race” and religion in colonial America.