Chesterfield News

Image of a shop window decorated for the the Robin's Lost Letters Winter Trail

Dinosaurs, street entertainment and festive fun

There are some great things to look forward to for the rest of 2025 as Chesterfield Borough Council unveils their upcoming event programme for Chesterfield.

With new and exciting events planned and an expanded Christmas offering, there are lots of great things for the whole family to enjoy when visiting the town centre.

Over the summer months, Chesterfield Borough Council’s little and often programme will be returning, bringing street entertainers, musicians and performers to roam the town centre and entertain visitors.

On Saturday 27 September, Chesterfield will be taking a trip back to the Jurassic period as dinosaurs take over the market. Including interactive shows in the market square and giant roaming dinosaurs, it’s a fantastic event for the whole family to enjoy.

Christmas this year will include the popular Switch-on event on Sunday 23 November, there will be street entertainment throughout the town centre, but due to the Revitalising the Heart of Chesterfield works in New Square, the stage show will be outside the Town Hall on Rose Hill this year.

Santa’s Grotto will be returning to the Assembly Rooms and there will be street entertainment on weekends, building up to Christmas. The popular Winter Window Trail, which debuted last year, will also be returning.

Councillor Kate Sarvent, Chesterfield Borough Council’s cabinet member for town centres and visitor economy, said: “We’ve put together a fantastic programme of events that offer something for everyone to enjoy and we hope that this will help encourage more people to visit the town centre and support local businesses.

“There are some new events for this year and the return of some popular events from previous years. We’ll be sharing more details about these fantastic events over the coming months, and I’d encourage everyone to support them.”

More details about these events will be shared on the council’s website and social media pages over the next few months.

Summer in Chesterfield

The little and often street entertainment programme joins an exciting programme of events and activities this summer.

Feel inspired by exploring adventuresexperiences and days out.  Make the most of a packed line-up of festivals, family-friendly events, and heritage experiences.

Our town offers the perfect backdrop for creating lasting memories. Look forward to the return of the Chesterfield Children’s Festival or enjoy a night of stargazing at Chesterfield Observatory. Step back in time at a medieval exhibition, discover ghostly tales on a haunted pub tour, or soak up our vibrant food and music scenes.

Head to www.chesterfield.co.uk/summer for more inspiration.

Explore this summer in Chesterfield

Dom Stevens

Head of Destination Chesterfield

Email Dom