Woodstock is a town in and the county seat of Shenandoah County, Virginia, United States. It has a population of 5,212 according to the 2017 census. Woodstock comprises 3.2 square miles of incorporated area of the town and is located along the "Seven Bends" of the North Fork of the Shenandoah River. While some tourism references list Woodstock as the fourth oldest town in Virginia, the area was sparsely settled and perhaps platted in 1752 or shortly thereafter, but the town was actually established by charter in 1761. While there are a number of Virginia towns closer to the eastern seaboard that claim earlier founding dates, Woodstock was one of the first towns west of the Blue Ridge Mountains.
Massanutten Military Academy (MMA) is a coeducational military school for grades 8 through 12 and one academic postgraduate year, located in Woodstock, Virginia, United States.
Central High School is a public High School located in the town of Woodstock, Virginia. It is part of the Shenandoah County Public Schools district. It was built in 1959, and it serves 729 students in grades 9-12.
Shenandoah County Courthouse is a historic courthouse building located at Woodstock, Shenandoah County, Virginia. It was built about 1790, as a single-pile, two-story, seven-bay, structure with a facade of rough-hewn coursed limestone ashlar. A projecting tetrastyle Tuscan portico was added in 1929 to the central three bays. Atop the gable roof is a handsome hexagonal cupola with ogee-shaped roof above the belfry and surmounted by a short spire topped by a ball finial. A one-story Greek Revival style rear wing was added about 1840; a one-story clerk's office was added in 1880.
The Woodstock Historic District encompasses most of the historic center of Woodstock, Virginia. Founded in 1761, it is the oldest community in Shenandoah County, which is reflected in its architecture. The historic district is organized around three major north–south axes: Main Street (Virginia State Route 11), Water Street, and the right-of-way of the Norfolk and Southern Railway. It includes some of the best examples of residential architecture in the town from its founding into the early 20th century, as well as many civic, religious, commercial and industrial buildings from that period, and has been relatively little altered since the 1940s.