After intersecting Main Street, the highway turns north past scattered residences. After crossing Aydelotte Branch, MD 353 leaves Pittsville, crossing Burnt Mill Branch and passing through farmland all the way to the highway's northern terminus at the Delaware state line.
As the highway converges with Main Street, it veers northwards, passing by individual dwellings. Following the crossing of Aydelotte Branch, MD 353 exits Pittsville, navigating Burnt Mill Branch and traversing rural landscapes to reach its terminus at the northernmost point on the Delaware border.