Pickering 1940s Weekend: A Triumphant Return to the Home Front

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1940s Vehicle at Low Costa Mill

The Town Goes Back in Time

Last weekend, the historic market town of Pickering successfully transported visitors back to the 1940s for the first time in six years! Evolving from the original “Railway in Wartime” event, the celebration now encompasses the entire 1940s decade. Visitors from far and wide fully embrace the spirit of the era.

For one unforgettable weekend, the streets came alive with the sights and sounds of a pivotal time in history. Thousands arrived to enjoy the classic cars, vintage military vehicles, swing music echoing through the streets, and fantastic street entertainment. It’s easily one of the most popular and atmospheric events of the year.

Sights, Sounds, and Style

This event is a truly immersive experience that we highly recommend. Enthusiasts love to dress up in period costume, instantly adding to the incredible nostalgic atmosphere that fills the town. If you need inspiration, the local “Emporium” is full of vintage treats. Stalls offer memorabilia ranging from ration books and 1940s décor to uniforms.

The sense of community and celebration is palpable, with singers serenading crowds from bars and cafés, and plenty of organized and spontaneous jive and swing dancing spilling out into the streets.

Where the Action Happened

The entertainment spread across multiple key venues:

Pickering Market Place: The Market Place was the heart of the celebration. Many shop fronts were decked out in striking 1940s themes, creating a charming, unified look. Crowds gathered to watch spontaneous street dancers and listen to singers perform classic tunes outside the pubs and cafes.

Beck Isle Museum: Hosted a fabulous P-51 Mustang replica plane and military vehicles in the gardens, and a special 1940s costume exhibition inside the museum.

North Yorkshire Moors Railway: The heritage steam trains ran their regular service throughout the weekend, with staff and passengers dressed to impress.

Eden Camp: Visitors enjoyed 1940s performances of big band tunes and classic dances, along with the opportunity to explore the 22 original Prisoner of War Nissan huts. Winston Churchill was on hand to address the nation.  Shuttle buses ran frequently from Pickering up to Eden Camp to ensure easy access to all the action.

Book Your Base for the 2026 Weekend

Ready to plan ahead? The event promises to be even bigger and better next time!

Planned Dates for 2026: October 9th – 11th.

Low Costa Mill is the perfect location for your trip, situated just two miles from the centre of Pickering. After a day soaking up the sights, sounds, and excitement of the 1940s, you can return to the peace and quiet of your cosy cottage and relax in our tranquil surroundings. Our large, private car park is also ideal for guests bringing along delicate 1940s vehicles or large vans for stall wares!

Why not make a week of it? Stay longer and explore the wider North York Moors and the stunning North Yorkshire Coast. Availability for this weekend books up fast, so secure your 2026 stay now!