Events

Explore our town 
Make memories and discover our unique mix of adventures, experiences and days out.

Chesterfield Festival of Cricket
Watch sell-out County Championship cricket, as well as vibrant Vitality Blast action at the height of summer.   

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.
Bottomless Brunch at Casa Hotel
Indulge together with a charcuterie board, sticky belly pork, stuffed peppers or patatas bravas and bottomless drinks of your choice…
Rail Ale Festival
Four days of fantastic entertainment, endless beers and ciders, the renowned Rail Ale Gin Palace and, of course, the Rail Ale trains.   

Redbrik 10k
Take part in this weekend festival of running! Centred in the heart of Chesterfield, the 10k route takes you around our lovely town.   

Chesterfield Pride 
Join in one of the biggest and best-attended Pride events in the region for a day all about bringing the community together and having fun.   

Ashgate Hospice Sparkle Night Walk
Take on this special 10km fundraising walk as our town lights up the night in support of this important local charity.

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.
Chesterfield Artisan Market
Browse stalls, taste the culinary treats, talk to artists, vintage dealers and designer-makers, or sample the hot authentic street food. 
Chesterfield Record Fair
Step back in time to your favourite gig with the authentic sound of vinyl at the Chesterfield Record Fair. 
Chesterfield 1940s Market
Featuring 40s music, street entertainment, a classic car & military vehicle display, and more. Take an immersive glimpse into the culture and character of the past.    

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

Chatsworth Country Fair
See one of England’s most spectacular annual outdoor events with a unique blend of family entertainment, culinary inspiration, country pursuits and rural crafts.   

Filter events
Event Venue Dates Times
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 15 May 2026 – Sat 16 May 2026 2:30pm – 3:30pm
Canal Cruises Chesterfield Canal Fri 15 May 2026 2:00pm – 4:00pm
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sat 16 May 2026 – Sun 17 May 2026 Various
Canal Cruises Chesterfield Canal Wed 20 May 2026 2:00pm – 4:00pm
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 22 May 2026 8:00pm – 10:00pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 22 May 2026 – Sat 23 May 2026 2:30pm – 3:30pm
Canal Cruises Chesterfield Canal Fri 22 May 2026 1:00pm – 3:00pm
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sat 23 May 2026 – Sun 24 May 2026 Various
Canal Cruises Chesterfield Canal Mon 25 May 2026 Various
Puffin’ Billy Queen's Park, Boythorpe Road Tue 26 May 2026 – Fri 29 May 2026 10.30am – 4.00pm
Canal Cruises Chesterfield Canal Wed 27 May 2026 Various
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 29 May 2026 8:00pm – 10:00pm
Crooked Spire
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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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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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Chesterfield Canal Paddlespots
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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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