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 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 Artisan Market Chesterfield Market, Main Square, S40 1AH Sun 25 May 2025 10am – 3:30pm
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sun 25 May 2025 Various
Canal Cruises Chesterfield Canal Sun 25 May 2025 10:00am – 3:30pm
Canal Cruises Chesterfield Canal Mon 26 May 2025 10:30am – 3:00pm
Puffin’ Billy Queen's Park, Boythorpe Road Tue 27 May 2025 – Sat 31 May 2025 10.30am – 4.30pm
Spireites Soccer School Outwood Academy Hasland Hall, Broomfield Avenue, Hasland, S41 0LP Tue 27 May 2025 9am – 3pm
Spireites Soccer School Outwood Academy Hasland Hall, Broomfield Avenue, Hasland, S41 0LP Wed 28 May 2025 9am – 3pm
Spireites Soccer School Outwood Academy Hasland Hall, Broomfield Avenue, Hasland, S41 0LP Thu 29 May 2025 9am – 12pm
Chesterfield Flea Market Chesterfield Market Place Thu 29 May 2025 09:00am – 4:00pm
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 30 May 2025 8.00pm –
Spireites Soccer School Outwood Academy Hasland Hall, Broomfield Avenue, Hasland, S41 0LP Fri 30 May 2025 9am – 3.30pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 30 May 2025 2.30pm – 3.30pm
People browsing stalls at Chesterfield Artisan Market

Chesterfield Artisan Market

Chesterfield Artisan Market takes place on the last Sunday of the month and features over 80 of the very finest artisan traders.

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Chesterfield Canal Paddlespots

Paddlesports on Chesterfield Canal

Try something different this summer and have a go at Paddlesports along the Chesterfield Canal. Paddlesports are available to hire from Hollingwood Hub.

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Woman on blue trip boat on Chesterfield Canal with red trip boat ahead

Canal Cruises

Relax with a Canal Cruise along the beautiful Chesterfield Canal on the John Varley II or Madeline. These are the two trip boats that run in Chesterfield.

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