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
Santa Special Cruises Chesterfield Canal - Tapton Lock and Hollingwood Hub Sat 6 Dec 2025 – Sun 7 Dec 2025 Various
Santa’s story time Chesterfield Market Place, Chesterfield, S40 1AR Sun 7 Dec 2025 3:30pm – 4:00pm
Chesterfield Vegan Market New Square, Chesterfield, S40 1AH Sun 7 Dec 2025 10.00am – 4.00pm
Problem solving in the workplace Dunston Innovation Centre, Dunston Road, Chesterfield, S41 8NG Mon 8 Dec 2025 9:30am – 4:00pm
Chesterfield Pantomime – Jack and the Beanstalk Winding Wheel Theatre Tue 9 Dec 2025 – Sun 14 Dec 2025 –
Mock Employment Tribunal Casa Hotel, Lockoford Lane, S41 7JB Thu 11 Dec 2025 9:00am – 12:00pm
Property & Construction walk & talk Various Locations Fri 12 Dec 2025 Various
Santa’s Grotto Market Hall Assembly Rooms, S40 1AR Fri 12 Dec 2025 – Sun 14 Dec 2025 Various
Hardwick Wintertide Hardwick Hall, Doe Lea, Chesterfield, Derbyshire S44 5QJ Fri 12 Dec 2025 – Sat 13 Dec 2025 Various
Chesterfield Community Market Chesterfield Market Place, Chesterfield, S40 1AR Sat 13 Dec 2025 9:00am – 4:00pm
Festive bottomless brunch at Casa Hotel Casa Hotel, Lockoford Lane, S41 7JB Sat 13 Dec 2025 12:00pm – 4:00pm
Christmas fun at Matlock Farm Park Matlock Farm Park, Jaggers Lane, Matlock, DE4 5LH Sat 13 Dec 2025 – Sun 14 Dec 2025 Various
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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Chris Radford, Head Brewer presenting to a full room of seated guests at the brewery bar as part of the Brampton Brewery Tour

Brampton Brewery Tour

The Brampton Brewery Tour brings to life the brewery's history, explains the brewing process, and the chance to taste Brampton Brewery's Award-winning beer.

Read more >