The Newtown–Stephensburg Historic District is located in the central section of Stephens City, Virginia along U.S. Route 11 from the far northern to the far southern boundaries of the town and from just east of Green Hill Cemetery to just west of the interchange of State Route 277 and Interstate 81.

[1] The area that makes up the Newtown–Stephensburg Historic District was originally settled in 1734 by German settler Peter Stephens.

[4] Stephensburgh would become the second oldest town in the Shenandoah Valley (behind nearby Winchester, Virginia).

Since its beginnings, the town would be a commercial hub along the "Great Philadelphia Wagon Road" (what is now today U.S. Route 11) and the "Old Dutch Wagon Road" (what is today State Route 277).

Because Routes 11 and 277 were two very heavily traveled arteries through the 19th and 20th centuries, the town's businesses oriented towards transportation from the nationally known "Newtown Wagon" companies for the 1800s to today numerous service centers and eateries.