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The walk begins on the shingle at Winchelsea Beach - the possible site of the drowned city that was engulfed by waves in the 11th century. Crossing the marshy fields inland Clare and Matthew climb the steep hill to the gate of the rebuilt and fortified town of Winchelsea that was once a thriving wine port. They walk through the town passing open wine cellars as they go. The town was built on a grid system and as with similar towns in France and Italy it became known as a medieval Manhattan. Trade with European ports in France, Italy, Spain and Portugal was vibrant and it was said that in the Middle Ages Winchelsea was close to becoming the wine capital of Europe. Fierce fighting took place between its citizens and bands of marauding pirates from across the Channel to protects its wealth and prosperity.
Dr Matthew Green specialises in walking as a way of understanding history and gives wine and gin tours in London. He says he prefers to try and understand how people lived and felt at the time they were living rather than to focus on the politics and conflicts of the past.
Crossing into fields on the south side of Winchelsea they walk over buried streets of houses, a hospital and the market place down to the stone towngate on the road to Icklesham.
Having submerged the original town, the sea then played another cruel trick on Winchelsea. Large deposits of shingle amassed meaning ships could no longer enter the harbour. Trade dwindled and the town declined. Only around a third of the original settlement remains.

Producer: Maggie Ayre