The route follows the east city limit of the county seat, home of the historic Elk County Courthouse and the Benson Historical Museum. North of Howard, K-99 crosses Pawpaw Creek and parallels Snake Creek toward Greenwood County.
This road path passes through the eastern part of the county seat, a location steeped in history featuring the old Elk County Courthouse and the Benson Historical Museum. To the north, K-99 crosses Pawpaw Creek and runs parallel to Snake Creek as it approaches Greenwood County.