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 Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 6 Mar 2026 8:00pm –
Train running days at Barrow Hill Roundhouse Barrow Hill Roundhouse, Campbell Drive, Barrow Hill, Chesterfield, S43 2PR Sat 7 Mar 2026 – Sun 8 Mar 2026 10:00am – 4:00pm
Chesterfield Record Fair Chesterfield Market Place Sun 8 Mar 2026 9:00am – 2:00pm
Chesterfield Flea Market Chesterfield Market Place Thu 12 Mar 2026 09:00am – 4:00pm
Chesterfield Business Expo Casa Hotel, Lockoford Lane, Chesterfield, S41 7JB, Derbyshire Thu 12 Mar 2026 10:00am – 3:00pm
Derbyshire Business Hub: networking East Midlands Chamber, Commerce House, Millennium Way, Dunston Road, Chesterfield, S41 8ND Thu 12 Mar 2026 8:30am – 10:30am
The Very Best of Frankie Valli starring Peter Andre Winding Wheel Theatre, 13 Holywell St, S41 7SA Sat 14 Mar 2026 Various
Celebrate Chesterfield The Winding Wheel, 13 Holywell Street, Chesterfield,S41 7SA Wed 18 Mar 2026 8:00am – 12:00noon
Chesterfield Flea Market Chesterfield Market Place Thu 19 Mar 2026 09:00am – 4:00pm
Silent disco for grown-ups Winding Wheel Theatre, 13 Holywell Street, S41 7SA Fri 20 Mar 2026 Various
Brampton Brewery Tour Brampton Brewery, Unit 4 & 5 Chatsworth Business Park, Brampton, Chesterfield Fri 20 Mar 2026 7.30pm –
Property & Construction walk & talk Various Locations Fri 20 Mar 2026 Various

Brand Storytelling for Good

For the creative and curious types out there, join this Brand Storytelling for Good session to discuss the power of human stories.

Read more >
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.

Read more >
Chesterfield Market

Chesterfield Flea Market

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

Read more >