Events

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

Half term at Hardwick Hall
Half term has never been more ‘love’ly! Step into an Elizabethan world of love and play through outdoor play and crafts.

Puffin' Billy
Head to Queen’s Park this February half term, feel the wind in your hair and wave to friendly faces as you ride around the park. 

Valentine's Canal Cruise
Soak up the love aboard the John Varley II, spotting moorhens, kingfishers and deer as you go.   

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.
Valentine's experiences to share 
Discover 8 ideas to make the most out of your Valentine's weekend, including Live music you’ll love and creative activities to bond over. 

Bottomless Brunch at Casa Hotel
Celebrate Valentine’s Day with a charcuterie board, sticky belly pork, stuffed peppers or patatas bravas and bottomless drinks of your choice…

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.   

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.   

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.   

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 26 Feb 2026 09:00am – 4:00pm
Selling for non-sales people East Midlands Chamber - Chesterfield, Chesterfield, S41 8ND Thu 26 Feb 2026 9:30am – 4:30pm
Networking Breakfast – Chamber Connect RSPCA Chesterfield & North Derbyshire, Chesterfield, S41 0HL Thu 26 Feb 2026 9:00am – 11:00am
East Midlands International Trade Forum East Midlands Chamber, Chesterfield, S41 8ND Thu 26 Feb 2026 8:30am – 11:00am
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 27 Feb 2026 8:00pm –
Brampton Brewery Tour Brampton Brewery, Unit 4 & 5 Chatsworth Business Park, Brampton, Chesterfield Fri 27 Feb 2026 7.30pm –
Laffa Cake Comedy Various locations across Chesterfield Sat 28 Feb 2026 8pm –
Bottomless Brunch at Casa Hotel Casa Hotel, Lockoford Lane, S41 7JB Sat 28 Feb 2026 12:00PM – 6:00PM
Apprenticeship and Technical Education Event SMH Group Stadium, 1866 Sheffield Rd, Chesterfield S41 8NZ Wed 4 Mar 2026 6:00pm – 8:00pm
Chesterfield Flea Market Chesterfield Market Place Thu 5 Mar 2026 09:00am – 4:00pm
Property @ The Bierhaus – Chesterfield Property & Construction Group Networking Session Brampton Brewery, Unit 5 - Chatsworth Business Park, Chatsworth Road Brampton, Chesterfield S40 2AR Thu 5 Mar 2026 4pm – 7pm
Laffa Cake Comedy Various locations across Chesterfield Thu 5 Mar 2026 8pm –

Light up the Barn: A mid-winter Festival of Light

See Dronfield Hall Barn illuminated with creative displays during their mid-winter Festival of Light.

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Chesterfield Record Fair

Are you a collector of records? If so, head to this monthly outdoor Record Fair on Chesterfield Market to browse a range of stalls. 

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Getting Started with Business Process Automation

The Business Process Automation workshop shows you how to automate repetitive tasks and start building systems that free up time for growth.

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