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
Puffin’ Billy Queen's Park, Boythorpe Road Sat 13 Dec 2025 – Sun 14 Dec 2025 10.30am – 4.00pm
Train running days at Barrow Hill Roundhouse Barrow Hill Roundhouse, Campbell Drive, Barrow Hill, Chesterfield, S43 2PR Sat 13 Dec 2025 – Sun 14 Dec 2025 10:00am – 4:00pm
Santa’s story time Chesterfield Market Place, Chesterfield, S40 1AR Sun 14 Dec 2025 3:30pm – 4:00pm
Chesterfield Record Fair Chesterfield Market Place Sun 14 Dec 2025 9:00am – 2:00pm
Chesterfield Pantomime – Jack and the Beanstalk Winding Wheel Theatre Tue 16 Dec 2025 – Thu 18 Dec 2025 –
Christmas street entertainment Chesterfield Town Centre Fri 19 Dec 2025 12:00pm – 3.30pm
Hardwick Wintertide Hardwick Hall, Doe Lea, Chesterfield, Derbyshire S44 5QJ Fri 19 Dec 2025 – Mon 22 Dec 2025 Various
Chesterfield Pantomime – Jack and the Beanstalk Winding Wheel Theatre Sat 20 Dec 2025 – Wed 24 Dec 2025 –
Christmas fun at Matlock Farm Park Matlock Farm Park, Jaggers Lane, Matlock, DE4 5LH Sat 20 Dec 2025 – Sun 21 Dec 2025 Various
Christmas fun at Matlock Farm Park Matlock Farm Park, Jaggers Lane, Matlock, DE4 5LH Sat 20 Dec 2025 – Tue 23 Dec 2025 Various
Festive bottomless brunch at Casa Hotel Casa Hotel, Lockoford Lane, S41 7JB Sat 20 Dec 2025 12:00pm – 4:00pm
Breakfast with Santa at Ringwood Hall Hotel and Spa Ringwood Hall Hotel & Spa, Ringwood Rd, Brimington, Chesterfield S43 1DQ Sat 20 Dec 2025 10:00am – 12:30pm
Image of a shop window decorated for the the Robin's Lost Letters Winter Trail
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Winter Window Trail

Following on from the success of last year, the Winter Window trail is back with to bring a touch of festive magic to Chesterfield!

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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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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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