Woodberry Forest is located in Madison County, Virginia, an area known for its great wines, about one hour’s drive from Northern Virginia and Washington D.C., Fredericksburg or Charlottesville. Every year the Madison County Fair is held nearby for five days in July. Woodberry Forest School, a boarding school for boys, has been in Woodberry Forest since 1889, built on land that originally belonged to General William Madison, President James Madison's brother. Businesses in Woodberry Forest include Woodberry Golf Course and Wrights Iron and Steel Works. One of the best places to visit when in Madison County, is Old Rag Mountain, a very popular hiking location for outdoors types.