Set in outstanding natural beauty, many Vermont communities have a unique sense of history and place, and Woodstock has long been considered among the most vibrant and beautiful of them all. Nestled within the eastern foothills of the Green Mountains and the Ottauquechee River valley, from the time of its founding in 1761, the story of Woodstock has been a tapestry rich with culture, architecture, and events. Early in the town's development, Woodstock was designated by Vermont as the seat of government for Windsor County, and in turn, this brought an influx of lawyers and other professionals together with business and real estate entrepreneurs. The joining of several early turnpikes in Woodstock meant more travelers through town. In years after 1875, when the Woodstock Railway opened, the town became an even greater hub for tourists and those on business. By the early 20th century, Woodstock with its great scenic beauty was recognized as a premier destination for year-round recreation.

Utilzing the extensive archives of the Woodstock History Center, Frank J. Barrett, Jr., a second- generation architect, has compiled a far-ranging overview of this truly beautiful historic community.