Chepstow is a town in Monmouthshire, Wales, adjoining the border with Gloucestershire, England. It is located on the River Wye, about 2 miles (3.2 km) above its confluence with the River Severn, and adjoining the western end of the Severn Bridge. It is 16 miles (26 km) east of Newport and 110 miles (180 km) west of London.
Chepstow Castle, situated on a clifftop above the Wye and its bridge, is often cited as the oldest surviving stone castle in Britain. The castle was established by William fitzOsbern immediately after the Norman conquest, and was extended in later centuries before becoming ruined after the Civil War.
The town holds a biennial community festival,as well as an annual agricultural show and the annual Two Rivers folk festival.Each October, the town hosts "Hoggin' the Bridge", a charity fundraising event in which thousands of motorcycles travel across the Severn Bridge and converge on the town centre. In some recent years the community has organised major son et lumière pageants covering aspects of local history, using local residents under professional direction.
The Chepstow Museum, first established by the Chepstow Society,is housed in an elegant 1796 town house opposite the Castle entrance.Chepstow has no cinema or theatre, although film showings, theatrical and other events regularly take place in the Drill Hall, close to the Castle and riverside area. Community activities also take place in the Palmer Community Centre and Bulwark Community Centre.