Chepstow looks a bit shabby compared to its neighbor Monmouth, but a regeneration plan is bringing new life to the town. It lies on the border with England, and today it is best known for its racecourse, home to the Welsh National, and as the southern trailhead of Offa’s Dyke Path. The main attraction in the town is the Chepstow Castle built by the English in a superb riverside location in 1067. It is one of the oldest castles in Wales and one of the first constructed out of stone. Opposite the castle is the Chepstow Museum, featuring exhibits in the town’s social and industrial history housed in an 18th century house.