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Chepstow is located in Monmouthshire, South Wales. The town claims to be the "first historic town in wales". Attractions include Chepstow Castle, the Town Gate, the Offa's Dyke Path, Wye Valley Walk, Chepstow Racecourse, Chepstow Bridge, and St Mary's Church. There is a good selection of shops in the town centre, plenty of places to stay and a number of quality restaurants in Chepstow. The banks of the Wye have been attractively landscaped and the town holds both a biennial festival and an annual folk festival.

Chepstow Racecourse is probably most famous for hosting the Welsh National. Other attractions include the southern point of Offa's Dyke Path, which begins on the east bank of the Wye at Sedbury Cliffs and runs all the way to the Irish Sea in north Wales. The Town Gate originally built in the late 13th Century but much rebuilt, stands guard over the upper end of the medieval town. Fortunately the intricate street pattern of the old town has suffered little from "the developers" that have ruined so many of Britains historic towns. Chepstow Museum sits opposite the Castle entrance and occupies the rooms of a fine 18th Century mansion. more information about Chepstow