The Liberty District was founded in 1993 as part of an attempted realignment of the AAA Northern Region.
Stuart, but added Broad Run and Park View High Schools of Loudoun County who played in the Northwestern District.
In 2003, South Lakes joined the district, bringing the Liberty back to eight teams.
In 2005, the Liberty went through a significant change by removing charter members Fairfax and Lee to the Concorde and Patriot Districts respectively.
Its geography expanded considerably eastward and westward by adding Jefferson of Alexandria from the Concorde and Stone Bridge of Ashburn from the AA Dulles District.