Events

Explore our town 
Make memories and discover our unique mix of adventuresexperiences 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
Chesterfield Flea Market Chesterfield Market Place Thu 14 May 2026 09:00am – 4:00pm
Junior professionals pottery painting Peel Pottery, 4 New Beetwell Street, S40 1QR Thu 14 May 2026 6:00pm –
Rail Ale Festival Barrow Hill Roundhouse Railway Centre, Campbell Drive, Barrow Hill Chesterfield, S43 2PR Thu 14 May 2026 – Sun 17 May 2026 Various
Derbyshire Business Hub: networking East Midlands Chamber, Commerce House, Millennium Way, Dunston Road, Chesterfield, S41 8ND Thu 14 May 2026 8:30am – 10:30am
Brampton Brewery Tour Brampton Brewery, Unit 4 & 5 Chatsworth Business Park, Brampton, Chesterfield Fri 15 May 2026 7.30pm –
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 15 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 15 May 2026 – Sat 16 May 2026 2:30pm – 3:30pm
Canal Cruises Chesterfield Canal Fri 15 May 2026 2:00pm – 4:00pm
Property & Construction walk & talk Various Locations Fri 15 May 2026 Various
Derbyshire Makes Various location - check event details Sat 16 May 2026 10:00am – 3:00pm
Bottomless Brunch at Casa Hotel Casa Hotel, Lockoford Lane, S41 7JB Sat 16 May 2026 Various
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sat 16 May 2026 – Sun 17 May 2026 Various
Stand up comedy taking place in front of an audience

Laffa Cake Comedy

Laffa Cake Comedy brings you some of the best in live stand-up comedy. See what's happening at our local venues for an evening of laughter and entertainment.

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Chesterfield Market

Chesterfield Flea Market

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

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Chesterfield Tech Exchange

This tech exchange is all about sharing expertise, staying ahead of the curve, and connecting with others in the sector — right here in Chesterfield.

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