Chepstow Castle, on its rock above the swirling waters of the River Wye, stands guard over a strategic crossing point into Wales. In a land of castles, Chepstow can rightly claim special status. Started not long after the Battle of Hastings (1066) by Willian fitz Osbern, a companion of Willian the Conqueror, it was a landmark in more ways than one.
Chepstow, built to secure fitz Osbern's new territories in the Welsh borders, was amongst the first of Britain's stone-built strongholds. The mellow walled Chepstow we see today is an intriguing amalgam of different periods. Started during the infancy of castle building, it was improved throughout the centuries right up to the English Civil War and beyond. As such, it is one of the few castles in Britain which traces the evolution of medieval military architecture from start to finish. At its core remains the Norman great lower.