Woodstock is a town in and the county seat of Shenandoah County, Virginia, United States. As of the 2020 census, Woodstock had a population of 5,807. 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.