The Chequers Inn

Originally built as a large hall house with cross wings, this building may have been "The Chequer" - a house recorded in Brentwood in 1513 as belonging to a man called John Bradfield. After John's death the building was left to his wife, Thomasina. The first certain documentation of the pub is from 1769 and the building was probably at least 200 years older. An interior drawing of the inn shows plasterwork of the 16th-17th centuries.

From about 1885 until about 1930 the inn belonged to the Legg family - one of the sons of this family would go over to South Africa and fight in the Boer War. The facade of the building was rebuilt in the 19th century as old fashioned coaching inns along the High Street began rebranding themselves as modern hotels for a new demographic of guests arriving by rail. The building did not survive for long after this, and with the growth of High Street brands in the early 20th century, it was purchased by Burton's, who demolished it in 1938 for their new store.