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Leesburg, like the rest of Loudoun, has undergone considerable growth and development over the last 30 years, transforming from a small, rural, piedmont town to a suburban bedroom community for commuters to the national capital.
Growth in the town and its immediate area to the east (Lansdowne/Ashburn) concentrates along the Dulles Greenway and State Route 7, which roughly parallels the Potomac River between Winchester to the west and Alexandria to the east.
The white cross indicates Leesburg as a crossroads.
According to the United States Census Bureau, the town has a total area of 12.5 square miles (32.3 km²), nearly all of it land.
The Battle of Mile Hill was fought just north of the town prior to its occupation by Robert E. Leesburg also served as a base of operations for Col. Mosby and his partisan Raiders, for whom the Loudoun County High School mascot is named (the Raiders).
Some people consider the local courthouse among the few courthouses in Virginia not burned during the Civil War (1861–1865); though it was not built until 1894.
The battlefield is marked by one of America's smallest national cemeteries.
Leesburg was named to honor the influential Thomas Lee and not, as is popular belief, his son Francis Lightfoot Lee who lived in Loudoun and brought up the bill to establish Leesburg, nor as is sometimes thought, Robert E. Prior to European settlement, the area around Leesburg was occupied by various Native American tribes.
The surviving Lenape buried their dead in a huge burial mound, and early settlers reported that they would return to this mound to honor their dead on the anniversary of this battle for many years thereafter.
The date of this conflict is unknown, but it seems the Lenape and Catawba were indeed at war in the 1720s and 1730s.
John Lederer (1670) testified that the entire Piedmont region had once been occupied by the "Tacci, alias Dogi", but that the Siouan tribes, driven from the northwest, had occupied it for 400 years What would become known as the Old Carolina Road (present day U. Route 15) was a major route of travel between north and south for Native tribes.
According to local historians, a pitched battle was fought near present Leesburg between the warring Catawba and Lenape tribes, neither of whom lived in the area.