Stockport, United Kingdom

The earliest evidence of human occupation in the wider area are microliths, from the hunter-gatherers of the Mesolithic period (the Middle Stone Age, about 8000–3500 BC), and weapons and stone tools from the Neolithic period (the New Stone Age, 3500–2000 BC). Early Bronze Age (2000–1200 BC) remains include stone hammers, flint knives, palstaves (bronze axe heads) and funerary urns; all finds were chance discoveries, not the results of systematic searches of a known site. There is a gap in the age of finds between about 1200 BC and the start of the Roman period in about 70 AD, which may indicate depopulation, possibly due to a poorer climate.

Despite a strong local tradition, there is little evidence of a Roman military station at Stockport. It is assumed that roads from Cheadle to Ardotalia (Melandra) and Manchester to Buxton crossed close to the town centre. The preferred site is at a ford over the Mersey, known to be paved in the 18th century, but it has never been proved that this or any roads in the area are Roman. In 1892, Hegginbotham reported the discovery of Roman mosaics at Castle Hill (around Stockport market) in the late 18th century, during the construction of a mill, but noted it was "founded on tradition only"; substantial stonework has never been dated by modern methods. However, Roman coins and pottery were probably found there during the 18th century. A cache of coins dating from 375 to 378 AD may have come from the banks of the Mersey at Daw Bank; these were possibly buried for safekeeping at the side of a road.

Six coins from the reigns of the Anglo-Saxon English Kings Edmund (reigned 939–946) and Eadred (reigned 946–955) were found during ploughing at Reddish Green in 1789. There are contrasting views about the significance of this; Arrowsmith takes this as evidence for the existence of a settlement at that time, but Morris states the find could be "an isolated incident". The small cache is the only Anglo-Saxon find in the area. However, the etymology Stoc-port suggests inhabitation during this period.

No part of Stockport appears in the Domesday Book of 1086. The area north of the Mersey was part of the hundred of Salford, which was poorly surveyed. The area south of the Mersey was part of the Hamestan hundred. Cheadle, Bramhall, Bredbury and Romiley are mentioned, but these all lay just outside the town limits. The survey includes valuations of the Salford hundred as a whole and Cheadle for the times of Edward the Confessor, just before the Norman invasion of 1066, and the time of the survey. The reduction in value is taken as evidence of destruction by William the Conqueror's men in the campaigns generally known as the Harrying of the North. The omission of Stockport was once taken as evidence that destruction was so complete that a survey was not needed.

Arrowsmith argues from the etymology that Stockport may have still been a market place associated with a larger estate, and so would not be surveyed separately. The Anglo-Saxon landholders in the area were dispossessed and the land divided amongst the new Norman rulers. The first borough charter was granted in about 1220 and was the only basis for local government for six hundred years.

A castle held by Geoffrey de Costentin is recorded as a rebel stronghold against Henry II in 1173–1174 when his sons revolted. There is an incorrect local tradition that Geoffrey was the king's son, Geoffrey II, Duke of Brittany, who was one of the rebels. Dent gives the size of the castle as about 31 by 60 m (102 by 197 ft), and suggests it was similar in pattern to those at Pontefract and Launceston.

A branch of the Arden family (to which Shakespeare is related on his mother's side) were prominent in Stockport in 1500s at Underbank Hall and Arden Hall (also known as Harden or Hawarden).

The castle was probably ruinous by the middle of the 16th century and it was agreed to demolish it in 1642. Castle Hill, possibly the motte, was levelled in 1775 to make space for Warren's mill. Nearby walls, once thought to be either part of the castle or of the town walls, are now thought to be revetments to protect the cliff face from erosion.

The regicide John Bradshaw (1602–1659) was born at Wibersley, in the parish of Stockport, baptised in the parish church and attended Stockport Free School. A lawyer, he was appointed Lord President of the High Court of Justice for the trial of King Charles I in 1649. Although he was dead by the time of the Restoration in 1660, his body was brought up from Westminster Abbey and hanged in its coffin at Tyburn.