
Enjoy classic entertainment as the Chesterfield 1940s Market returns on Thursday 28th May.
Come along and shop in style. Local people and visitors to Chesterfield can enjoy themselves with 40s music, entertainment, exhibits and meet the stall holders in period dress.
There will be lots to see for all the family. Why not get in the spirit of the occasion? Visitors are encouraged to dress up in traditional 40s outfits.
Entertainment at the Chesterfield 1940s Market
2026 entertainment is to be announced.
Highlights from 2025’s 1940’s Market
- Jayne Darling – Singer
- Johnny Victory – Singer
- A classic car, vintage fire engine, and military vehicles display
- A 1940s mining display
- An escape artist & glass walker
- Laurel & Hardy magicians
- Walkabout vintage pilot performing
- Post offices through the years
- Mini soldiers camp and soldier drills
Public transport and parking
Visitors are encouraged to use public transport to attend the event. However, there is also lots of parking available in Chesterfield. You plan ahead and find more details on car parks in the town centre.
The Chesterfield 1940s Market is a free event that aims to bring more visitors and shoppers to the town centre to support local businesses and market traders.




