Just a short train ride from central London, this leafy south east London suburb offers the perfect mix of history, nature, and eerie excitement.
The true Halloween star of Chislehurst is undoubtedly the Chislehurst Caves.
These vast underground tunnels, carved over centuries from sandstone, have a history as rich as it is mysterious.
First opened to the public in 1900, the caves have served many purposes over the years, from hosting concerts and dances to acting as an air-raid shelter during World War II, protecting thousands of Londoners each night.
Today, the caves take on a particularly spooky vibe, making them the ultimate Halloween destination.
Guided tours through the twisting, shadowy passages reveal stories of the caves’ past, and seasonal events like ghost walks and immersive Halloween experiences make it a must-visit for thrill-seekers.
While the underground draws the brave, above ground Chislehurst is just as inviting.
Scadbury Park Nature Reserve spans 300 acres of woodland and meadows, perfect for a crisp autumn walk.
The park’s trails are particularly atmospheric in October, with rustling leaves and golden sunlight adding to the seasonal feel.
Chislehurst is also home to several stunning churches worth a detour.
Christ Church Chislehurst, the Church of the Annunciation, and St Nicholas Church boast striking architecture that makes for perfect Halloween photo opportunities.
Wandering through the neighbourhood, you’ll find a mix of historic buildings, quaint shops, and leafy streets that feel a world away from the city’s hustle.
For families, nearby Sidcup Family Golf offers a quirky dinosaur-themed mini-golf experience, complete with a lit driving range and a cosy café.
If you’re looking for more grown-up leisure, Chislehurst Golf Club, founded in 1894, offers an 18-hole course surrounded by scenic grounds.
Chislehurst’s pub scene is also worth noting.
The Cockpit is a tiny, welcoming micropub where locals love to meet and mingle, while the Bickley Arms is a dog-friendly spot with a charming beer garden.
For hearty seasonal fare and classic ales, The Bull’s Head in Royal Parade has a reputation for top-notch Sunday roasts and even offers rooms for a weekend getaway.
With Southeastern rail services whisking you to London Bridge in just 23 minutes, Chislehurst is perfectly placed for a day trip or a longer stay.
It’s one of south east London’s more desirable areas, with average house prices reflecting its popularity, but the neighbourhood’s charm, green spaces, and unique attractions make it worth every penny.

