Bracknell includes the Easthampstead old village and the Ramslade Hamlet. The Old Manor public house, dating from the 17th Century, is the towns oldest building with its many priest holes. It is believed that Dick Turpin enjoyed drink at the Hind Head coaching that used to be next door. There are legends of underground tunnels that went between the two building to all the highwayman to escape capture from authorities. In 1723 Bracknell was the site of a battle between the Wokingham Blacks, a band of ruffians, and a troop of grenadier guards on horses.

Twenty nine of the ruffians were rounded up. There are still some pubs that have survived and are still around today including the Old Manor and Red Lion. Also the Bull which is a building framed in timber that is believed to date back to before the 18th Century. In front of the Bull is one of the towns many unique fountains, which has a larger ball of granite that rotates over a pool of water. Nearby is a huge clock fountain that sits in Charles Square. After WWII, in 1949, Bracknell was designated to be a new town.

There is not much of the original Bracknell left today. The new town was planned to accommodate 25,000 residence and was supposed to set on over 1,000 hectares of land that surrounded the Old Bracknell including Easthampstead, Priestwood, Harman's Water and Bullbrook. The plan kept the existing industrial areas and town center but also new industry was established to add more jobs to the town. The town expanded beyond what was originally planned and more expansion plans are in the works.

The town center has a design from the 1960s and many believe it is time for a remodeling update. This has lead to the Bracknell Regeneration Partnership and the Borough Council to begin to plan a revamping of the town center that will include many new facilities and shops. Most Bracknell neighborhood's heart consist of several small shops, a church, a pub, a primary school and a community center and they range in size from 3,000 to 9,000.

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