The road heads through agricultural areas with some woods a short distance to the south of Blue Mountain, turning east and entering Upper Frankford Township.
The route heads through more rural areas before coming to the residential community of Bloserville, where it turns north before curving back to the east.
From this junction, the route continues east, heading through forests before passing more farms as it enters Middlesex Township.
The road curves north and then east again as it runs through a mix of farms and woods with some homes, passing through Donnellytown.
The route crosses the Appalachian Trail and enters Silver Spring Township, continuing to an intersection with the western terminus of PA 114.
Here, the route passes through suburban residential subdivisions prior to widening into a four-lane divided highway and reaching a diamond interchange with I-81 (Capital Beltway).
Following this, PA 944 narrows back into a two-lane undivided road and passes through woods before heading near more residential neighborhoods, crossing into East Pennsboro Township.
The section of the former route between Roxbury and US 30 became unnumbered, with a portion of road to the south of Upper Strasburg removed to make way for the Letterkenny Army Depot.