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The A2 runs 72 miles from Borough TQ3279 : Great Dover St in London to Dover, through Kent, formerly known as the Dover Road or Great Dover Road. It follows roughly the course of the Roman Watling Street and historically it has always been an important road because it connects London with Canterbury and the port of Dover. In the 18th and 19th century it was turnpiked and given its present designation in the 1920s.

Watling Street is the name given to an ancient trackway in England and Wales that was first used by the Britons mainly between the modern cities of Canterbury and St Albans. The Romans later paved the route from London to the port of Dover. Its route is now covered by the A2 road from Dover to London, and the A5 road from London to Wroxeter.