King’s Street or the High Street was the main thoroughfare in Dartford, fronted by timber-framed tenements,
shops, inns and the houses of the local gentry. The market dominated the High Street.
John Sherborne gave his son a piece
of land in Dartford via his will in 1442 on the condition that he put up a market cross similar to the one in Sevenoaks. Wrongdoers
were sometimes whipped around the market place.
The Medieval high street branched at the town centre where Waterside
ran north to the wharves at Dartford Creek, whilst the main branch continued towards Up Street or Spital Street which was named after
the town's leper hospital, Waterside later became Hythe Street. Lofhelle (Lowfield Street) and Bullace Lane came off the High Street.
An area of town called Overie or Overy, which meant Over the River, lay at the bottom of St. Edmund's Highway (East Hill). At the
centre of Overie Street was Overie Liberty, which led to Marsh Street, and had a road leading to Fullage.