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.
Upon merging with Main Street, the highway shifts direction northwards past isolated homes. Subsequently, after crossing Aydelotte Branch, MD 353 leaves Pittsville, passing through Burnt Mill Branch and agricultural regions until it reaches its northern terminus at the Delaware state line.