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 Business Expo Casa Hotel, Lockoford Lane, Chesterfield, S41 7JB, Derbyshire Wed 30 Apr 2025 09:30am – 3:30pm
Chesterfield Flea Market Chesterfield Market Place Thu 1 May 2025 09:00am – 4:00pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 2 May 2025 2:30pm – 3:30pm
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 2 May 2025 8.00pm –
Canal Cruises Chesterfield Canal Sat 3 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 3 May 2025 2:30pm – 3:30pm
Bottomless Brunch at Casa Hotel Casa Hotel, Lockoford Lane, S41 7JB Sat 3 May 2025 12pm – 4pm
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sat 3 May 2025 Various
Canal Cruises Chesterfield Canal Sun 4 May 2025 10:00am – 3:30pm
Chesterfield Vegan Market New Square, Chesterfield, S40 1AH Sun 4 May 2025 10.00am – 4.00pm
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sun 4 May 2025 Various
Chesterfield Flea Market Chesterfield Market Place Thu 8 May 2025 09:00am – 4:00pm
Derbyshire Business Events co-founders at an Executive Networking Lunch.

Chesterfield Business Expo

The Chesterfield Business Expo is an exciting event for local companies to promote their business, raise brand awareness, increase sales and network.

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Chesterfield Market

Chesterfield Flea Market

Rummage through an eclectic mix at the popular Chesterfield Flea Market.

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Crooked Spire

Crooked Spire Tower Tours

The popular Crooked Spire Tower Tours are another great reason to visit The Parish Church of St Mary and All Saints.

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