1955 Map of Woodbury

About this map

Woodbury and its surrounding hill country are defined by a network of river valleys, where the Pomperaug River, Weekeepeemee River, and Nonewaug River converge. This 1955 survey, updated with 1980s urban expansion data, shows the traditional village centers of North Woodbury and Hotchkissville maintaining their distinct character amidst the rising terrain of the Orenaug Hills and Caleb Hill. The landscape is a mix of long-established institutional footprints, such as the Regina Laudis Priory and Taft Sch, alongside significant water bodies like Lake Quassapaug and Lake Winnemaug. Genealogists will find numerous burial grounds preserved across the landscape, including Evergreen Cem and Mt Olivet Cem. The map captures a moment of transition as postwar growth began to touch the rural edges of Watertown and Middlebury, marked by the introduction of newer residential street patterns near the older agricultural landmarks of Rag Land and Bear Hill.