Hillsboro Gap

Hillsboro Gap
The Gap in the Short Hill
Location of Hillsboro Gap in Virginia
Elevation	510 ft (155 m)
Traversed by	Virginia Route 9
Location	Loudoun County, Virginia, United States
Range	Short Hill Mountain Blue Ridge Mountains
Coordinates	39°12′N 77°42′W / 39.2°N 77.7°W / 39.2; -77.7Coordinates: 39°12′N 77°42′W / 39.2°N 77.7°W / 39.2; -77.7

Hillsboro Gap, also known as the Gap in the Short Hill is a water gap in the Short Hill Mountain formed by the North Fork of the in Loudoun County, Virginia. The gap derives its name from the town of Hillsboro, which is nestled in the gap. Virginia State Route 9 passes through the gap in the town.

In colonial times the main road between Alexandria and Winchester, Vestal's Gap Road, passed through the gap. That road eventually became the Charles Town Pike and modern day Route 9. The gap poses a substantial barrier to the widening of the congested road as the historic town completely fills the gap and as such Route 9 would have to be routed around or over the Short Hill Mountain to be widened.