Events

Explore this Christmas 
Make memories and discover our unique mix of adventuresexperiences and days out.
Ride on our merry Puffin' Billy
Chesterfield Pantomime - Jack and the Beanstalk
The magical pantomime is coming to the Winding Wheel Theatre this December, and it’s a towering tale your whole family will love

Winter Window Trails
How many baubles can you spot in our shop windows across town? A fun activity to enjoy together. 

Socialise with friends and family
We have a lineup of events perfect for sharing together. And if you're planning to make a night of it, we’ve got plenty of ideas to help you enjoy the best the town has to offer.
Festive Bottomless Brunch at Casa
Delicious sharing platters of charcuterie and tapas with 90 mins of bottomless drinks. Perfect recipe for a great time together with friends or loved ones.
Visit Tipi Christmas 
Meet friends and family in our cosy tipi for hot chocolate, mulled wine, and seasonal treats by the fire. 

Santa Fun Run 
Participate in our annual Santa Fun Run and Walk by dressing up as Santa and raising funds for Ashgate Hospice. 

Brampton Brewery Tour
This tour brings to life the brewery’s history, explains the brewing process, and the chance to taste Brampton Brewery's award-winning beer. 
Explore our heritage
Whether you're looking to be entertained by shows at the theatre, or educated at local lectures, Chesterfield has a wide range of heritage days out you to enjoy.
Train running day at Barrow Hill Roundhouse
Discover one of the largest collections of diesel, electric, and steam locomotives in the country at the final train running day of 2025

Chesterfield Artisan Market
Browse stalls, taste the culinary treats, talk to artists, vintage dealers and designer-makers, or sample the hot authentic street food. 
Hardwick Wintertide
Experience the festive spirit at Hardwick Hall, where twinkling lights illuminate the historic mansion. 

Chesterfield Record Fair
Step back in time to your favourite gig with the authentic sound of vinyl at the Chesterfield Record Fair
Filter events
Event Venue Dates Times
Derbyshire Business Hub: networking East Midlands Chamber, Commerce House, Millennium Way, Dunston Road, Chesterfield, S41 8ND Thu 12 Mar 2026 8:30am – 10:30am
The Very Best of Frankie Valli starring Peter Andre Winding Wheel Theatre, 13 Holywell St, S41 7SA Sat 14 Mar 2026 Various
Chris McCausland Winding Wheel Theatre Fri 27 Mar 2026 8pm –
Derbyshire Business Hub: networking East Midlands Chamber, Commerce House, Millennium Way, Dunston Road, Chesterfield, S41 8ND Thu 14 May 2026 8:30am – 10:30am
Ashgate Hospice Sparkle Night Walk SMH Stadium Sat 27 Jun 2026 10pm –
Derbyshire Business Hub: networking East Midlands Chamber, Commerce House, Millennium Way, Dunston Road, Chesterfield, S41 8ND Thu 9 Jul 2026 8:30am – 10:30am
Derbyshire Business Hub: networking East Midlands Chamber, Commerce House, Millennium Way, Dunston Road, Chesterfield, S41 8ND Thu 10 Sep 2026 8:30am – 10:30am
Derbyshire Business Hub: networking East Midlands Chamber, Commerce House, Millennium Way, Dunston Road, Chesterfield, S41 8ND Thu 12 Nov 2026 8:30am – 10:30am

Problem solving in the workplace

Use this problem-solving workshop to help you break issues down, spot opportunities, and move forward with ideas that work.

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Chesterfield Pantomime - Jack and the Beanstalk

Climb into a world of festive fun with this year’s Chesterfield Pantomime: Jack and the Beanstalk! A mighty beanstalk launches Jack into an epic adventure, and you’re invited to join the magic. Featuring a star-studded cast, including Jamie Christian, aka the duelling Giant from Gladiators.

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Mock Employment Tribunal

Witness a mock employment tribunal for a rare chance to experience what happens during a real-life tribunal case.

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