Southside, or Southside Virginia, has traditionally referred to the portion of the state south of the James River, the geographic feature from which the term derives its name. This was the first area to be developed in the colonial period.
During the colonial era, Southside was considered the area where entrepreneurs settled, as opposed to some of the more established and wealthier families in the Tidewater counties. Many early Southside settlers were younger sons of established Tidewater families. A major portion of the territory was formed in 1703, when Prince George County was organized from Charles City County. Four other counties and three independent cities were formed from this territory, the counties in the 18th century and some of the independent cities in the 19th and 20th centuries.