Kent Border Town with Beaches has History and Comedian’s Grave

Winchelsea is a tiny, pretty town. It sits just south of Kent in Britain. The town has nice beaches and a small community. Around 600 people live there, and it feels very British and charming.

Winchelsea has its own mayor, and they have had one for over 700 years. The “freemen of Winchelsea” choose the mayor every year in a colorful event, making it an old tradition.

Houses in Winchelsea cost around £910,000 in 2024, with most homes sold being detached houses priced at about £872,500, based on Rightmove data. Prices have increased significantly, up 47% from last year and 64% since 2020 when the peak price was £555,850. Winchelsea also has famous former residents.

The Normans considered Winchelsea important as a key place by the sea, guarding England’s south coast. Winchelsea helped the Cinque Port Federation, which included Sandwich and other Kent towns.

King’s charter gave Winchelsea special rights in 1155, allowing them to skip taxes and arrest criminals. The town could govern itself and sent two MPs to Parliament until 1832.

Spike Milligan, a Goon Show actor and comedian, lived in Winchelsea. His grave has a funny Irish saying, meaning “I told you I was ill”. Ford Madox Ford also resided there, inviting Joseph Conrad to his place.

Conrad wrote ‘Heart of Darkness’ there, and the book later became the movie ‘Apocalypse Now’. Fordwich, with a population of only 381, is smaller than Winchelsea and is on the River Stour. Fordwich lost town status in 1882, leading to the belief that Winchelsea might be the smallest true town.

Winchelsea is full of history and, like other Cinque Port towns, is a treasure. Many old buildings are still standing, and you can explore the old churchyard.

The Winchelsea cellars, also called undercrofts, are intriguing. People can tour 33 of them, located near the River Brede. Hints of them can be seen above ground.

Winchelsea beach is nearby, offering a large and peaceful space with wooden barriers and views. You can see Camber and Dungeness, and walkers can enjoy the many trails. The beach is primarily shingle and suitable for walkers and surfers. Parking is limited, with only one toilet and one cafe, so it isn’t too crowded.

Charles Palmer Vineyards is a top-rated attraction, according to TripAdvisor users. It is a family-run vineyard, and the winery receives great reviews for its wine and cheese.