 Major buildings in the district include the 1821 Congregational Church, the buildings of Woodstock Academy (of which its 1873 classroom building stands overlooking Woodstock Green), and Roseland Cottage, a National Historic Landmark that is one of the nation's finest Gothic Revival summer houses.The district was listed on the National Register of Historic Places in 1999.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.