Highland County was established in 1847 from portions of Pendleton and Bath counties. The new county was given its name because of its mountainous terrain. Its boundaries have not changed since that time.
The earliest settlement of the region began fully a century before the county was formed. Germans and Scots-Irisih were migrating westward from the Shenandoah Valley into the hill country as early as 1745, and in 1850, three years after the county's founding, federal census takers recorded 4,277 people in the new county.
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