Woodstock Hill Historic District listed on the National Register of Historic

Woodstock was settled in 1686 by English colonists from Roxbury in the Massachusetts Bay Colony, and was known as New Roxbury until 1690, when it was incorporated as Woodstock. The early settlers occupied the ridge along which Plain Ridge Road now runs, and the area now occupied by the green, Congregational church, and adjacent cemetery were set aside for those purposes by the first arrivals.

The Woodstock Hill Historic District is a historic district encompassing the historic village center of Woodstock, Connecticut. It is centered on the Woodstock Green, extending South from there toward the Junction of Connecticut Route 169 and Plaine Hill Road. The district was listed on the National Register of Historic Places in 1999.

Major buildings in the district include the 1821 Congregational Church, the buildings of Woodstock Academy, and Roseland Cottage. Roseland Cottage is a National Historic Landmark and one of the nation's finest Gothic Revival summer houses. Woodstock Academy was founded in 1802, and the town center benefited from the philanthropy of Henry Chandler Bowen. Bowen was a descendant of one of the town's first settlers and was a successful New York businessman who summered at Roseland Cottage and helped fund the 1873 academy building.

Sources: Wikipedia, OpenStreetMap, Wikidata, Wikimedia Commons