Stockport bridge has been documented as existing since at least 1282. During the English Civil War the town was supportive of Parliament and was garrisoned by local militias of around 3000 men commanded by Majors Mainwaring and Duckenfield. Prince Rupert advanced on the town on 25 May 1644, with 8-10,000 men and 50 guns, with a brief skirmish at the site of the bridge, in which Colonel Washington's Dragoons led the Royalist attack. Rupert continued his march via Manchester and Bolton to meet defeat at Marston Moor near York.