The Shakespeare's Head which was built in 1735, was originally owned by Thomas & John Shakespeare, who were distant relatives of the poet.

In its early days the tavern stood on the boundary line that divided the lands of the Mercers Company from those of Abingdon, and nearby was the small estate known as six acre fields.

During the Victorian period, the field was the site of the riding school, belonging to Major Henry Foubert, whose name is commemorated by neighbouring Fouberts Place. The present days Shakespeare's Head overlooks Carnaby Street which was once a site of a 18th Century street market and is now one of the world's most famous shopping precincts.

Dominating its Northern end is the pub's inn sign which is a reproduction of Martin Droeshouts' portrait of Shakespeare when the poet was at the pinnacle of his genius. On another part of the building is Shakespeare's life size bust which appears to be gazing down at the busy street below. A close examination of the bust will show one of the poet's hands is missing. This occurred during World War II when a bomb dropped nearby.