Events

Explore this Christmas 
Make memories and discover our unique mix of adventures, experiences and days out.
Ride on our merry Puffin' Billy
Santa’s hopping on the much-loved miniature train at Queen’s Park. 

Festive street entertainment  
Keep an eye out for juggling elves, mischievous penguins, singing crackers AND a life-sized polar bear. What's on this week?
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
Chesterfield Artisan Market Chesterfield Market, Main Square, S40 1AH Sun 21 Dec 2025 10am – 3:30pm
Christmas street entertainment Chesterfield Town Centre Mon 22 Dec 2025 12:00pm – 3.30pm
Christmas street entertainment Chesterfield Town Centre Tue 23 Dec 2025 12:00pm – 3.30pm
Chesterfield Pantomime – Jack and the Beanstalk Winding Wheel Theatre Fri 26 Dec 2025 – Wed 31 Dec 2025 –
Chesterfield Pantomime – Jack and the Beanstalk Winding Wheel Theatre Fri 2 Jan 2026 – Sun 4 Jan 2026 –
Two young children with wrapped gifts sat on the left of Santa, waving
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Santa's Grotto

Meet Santa in his magical grotto at the Market Hall and tell him what you would like for Christmas.  

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Christmas street entertainment

As part of Christmas in Chesterfield, Chesterfield Borough Council has arranged a variety of different entertainment for the town centre.

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Santa Cruises Madeline 873x466
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Santa Special Cruises

The popular trips on the Chesterfield Canal with Santa on board will be running again this Christmas.

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