I’m really pleased to be heading back to Chesterfield for the 1940s Market on Thursday 28th May 2026, performing alongside Johnny Victory in what’s always a busy and well-supported day across the town centre.

The event turns Chesterfield into a full wartime-style experience for the day, with entertainment, displays and live acts spread right across the streets, yards and market areas. It runs alongside the weekly Thursday flea market, so the whole centre has a steady flow of visitors throughout the day.

We’ll be based in the churchyard of the Crooked Spire Church Chesterfield, performing live vintage vocals as part of the wider entertainment programme. It’s a unique setting right in the heart of the town, and it always draws a lovely crowd throughout the day.

Across Chesterfield, there will be a full programme of 1940s-themed entertainment including live singers, walkabout performers, wartime displays, military vehicles and a full-sized replica Spitfire. You’ll also see classic cars, a vintage fire engine, shire horses, and various historical exhibits dotted around the centre, including areas near the Chesterfield Market Hall.

It’s very much a day where you can wander through the town and come across something happening in every direction – from Market Square to New Square, The Shambles, The Yards and beyond.

🎶 Performance times

I’ll be performing at:

• 10:00am
• 11:30am
• 2:10pm

Johnny Victory will also be performing at:

• 10:50am
• 1:20pm
• 3:15pm

It’s always great sharing the day with Johnny – we’ve worked together loads before and it’s a really easy, natural flow between sets which works well in a busy event like this.

🇬🇧 About the event

The Chesterfield 1940s Market is delivered by Chesterfield Borough Council with support from the Chesterfield Town Board Pride in Place programme, funded by the UK Government. The aim is to bring the town centre to life with accessible, free entertainment for all ages, while celebrating the history and atmosphere of the 1940s era.

With the school holidays running at the same time, it’s designed as a proper family day out, with plenty to see and do throughout the day.

If you’re planning to come along, I’ll be performing throughout the day in the churchyard area, so do pop over and say hello if you’re nearby.

🌐 www.jaynedarling.co.uk
📩 jayne@jaynedarling.co.uk
☎️ 07795 342639