Chepstow, Monmouthshire
Chepstow is right on the border of England and Wales and overlooks the beautiful River Wye just before it meets the Severn. The town has a network of narrow streets lined with impressive Georgian town houses, medieval cottages and colourful terraces; there’s a distinctly romantic air with the ruins of an ancient priory and Chepstow Castle, the oldest stone castle in Wales standing high on the cliffs. One of the best spots is down by the river; where you can take a boat trip, catch live music at the bandstand, and spot peregrine falcons nesting in the cliffs.
Chepstow is a good base for exploring the spectacular Wye Valley and it's the starting point of the Wales Coast Path, so there’s an annual walking festival in the spring with guided walks taking in the gorgeous countryside and the flora and fauna. Just outside the town is Chepstow Racecourse where the Welsh Grand National is run, great for a day out with friends and family.
Good places to eat? Try the Riverside Wine Bar for British and Mediterranean cuisine or Stone Rock Pizza for what else, but authentic wood-fired pizzas.
All information correct at the time of writing