Events

May half term activities for the family
This half term try something unique and interesting together. Take a look at the variety of ways you can enjoy this school break. 

Peak Sightseer Tours
Explore the Peak District National Park via an open-top bus. Tours begin at Chesterfield Railway with two routes available. 

All aboard Puffin’ Billy 
Feel the wind in your hair and wave to friendly faces as you ride around the park. Why not finish off with an ice cream? 

Paddlesports on Chesterfield Canal 
Try something different this summer. Choose from paddleboards, kayaks and a Canadian sit-in canoe to explore the Chesterfield Canal. 

Spireites Soccer School
Get outside this half term! Go along and enjoy plenty of football fun and games, and make new friends too. 

Crooked Spire Tours
Learn the rich history of Chesterfield’s most iconic landmark as you climb to the top of its twisted spire! 

Canal Cruises
Relax with a Canal Cruise along the beautiful Chesterfield Canal on one of two tripboats – the John Varley II or the Madeline. 

Weekly dates available 
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.
Chesterfield Rail Ale
Everyone is welcome at the festival – not just real ale drinkers. The wide range of drinks available, entertainment, trains, and street food appeal to all ages.
Chesterfield Historic Pub Tours
Follow a spine-chilling exploration into 8 pubs, each with its own ghost stories to tell!

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.
Chris McCausland - Yonks!
Chris McCausland is hitting the road again with another masterclass in stand-up comedy that has literally been yonks in the making.   

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 evenings out for you to enjoy.
Chesterfield Artisan Market
Browse stalls, taste the culinary treats, talk to artists, vintage dealers and designer-makers, or sample the hot authentic street food whilst being entertained by local musicians. 

Brampton Brewery Tour
This tour brings to life the brewery’s history, explains the brewing process, and the chance to taste Brampton Brewerys Award-winning beer. 
Chesterfield Record Fair
Step back in time to your favourite gig with the authentic sound of vinyl at the Chesterfield Record Fair. 
Chesterfield Vegan Market
Everyone is welcome at the market whether they are vegan or not and visitors are also able to bring along their canine companions. 

Filter events
Event Venue Dates Times
Chesterfield Walking Festival Across Chesterfield Sat 10 May 2025 – Sun 18 May 2025 Various
Advanced sales excellence East Midlands Chamber, Chesterfield, S41 8ND Tue 13 May 2025 – Wed 14 May 2025 9:30am – 4:30pm
Brand improvement workshop Dunston Innovation Centre, Dunston Road, Chesterfield, S41 8NG Wed 14 May 2025 10:00am – 12:30pm
Junior Professionals Networking The Batch House, The Glass Yard, Sheffield Road, Chesterfield, S41 8JY Thu 15 May 2025 5:00pm –
Chesterfield Flea Market Chesterfield Market Place Thu 15 May 2025 09:00am – 4:00pm
Rail Ale Festival Barrow Hill Roundhouse Railway Centre, Campbell Drive, Barrow Hill Chesterfield, S43 2PR Thu 15 May 2025 – Sun 18 May 2025 Various
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 16 May 2025 2:30pm – 3:30pm
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 16 May 2025 8.00pm –
Rodgers Leask and The Clear Group Netwalking Birchover in Peak District National Park, DE4 2BN Fri 16 May 2025 Various
Brampton Brewery Tour Brampton Brewery, Unit 4 & 5 Chatsworth Business Park, Brampton, Chesterfield Fri 16 May 2025 7.30pm –
Canal Cruises Chesterfield Canal Sat 17 May 2025 10:30am – 3:00pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Sat 17 May 2025 2:30pm – 3:30pm
Chesterfield Area Walking Festival
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Chesterfield Walking Festival

Refresh your mind and body by joining a scenic walk as part of the Chesterfield Area Walking Festival.

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Commerce House, East Midlands Chamber
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Advanced sales excellence

This advanced sales course strives to improve the outcomes you get from your business meetings through a more structured and focused approach to selling and negotiating.

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Brand improvement workshop

Learn, as the Creative Director of a global branding agency helps you create a compelling brand story in this brand improvement workshop.

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