Events

Explore our town 
Make memories and discover our unique mix of adventuresexperiences and days out.

Chesterfield's Childrens Festival
Interactive fun for all ages, including a comedy magic show, live music, creative workshops, and a multi-sensory experience for babies. 

Tapton Lock Festival
Mark the end of summer with this free and inclusive celebration, designed to promote health, wellbeing and creativity for our local people.  

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.
Peddler Market
Peddler Market returns to Chesterfield this summer! Centred in the heart of Chesterfield, enjoy street food alongside great craft drinks, live music and much more. 

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…
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.
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.   

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

Bricks in the Roundhouse
Celebrate 60 years of LEGO trains with this collection of railway-themed LEGO displays at Barrow Hill Roundhouse. 

2026 Peak District Highland Games
Amazing strongman competition, highland dancing, Matlock Farm Park’s animals and Scottish traditions all in one spectacular day

Filter events
Event Venue Dates Times
Canal Cruises Chesterfield Canal Sat 4 Jul 2026 – Sat 24 Oct 2026 Various
Canal Cruises Chesterfield Canal Wed 22 Jul 2026 2:00pm – 4:00pm
Chesterfield Flea Market Chesterfield Market Place Thu 23 Jul 2026 09:00am – 4:00pm
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 24 Jul 2026 8:00pm – 10:00pm
Canal Cruises Chesterfield Canal Fri 24 Jul 2026 1:00pm – 3:00pm
Puffin’ Billy Queen's Park, Boythorpe Road Fri 24 Jul 2026 10.30am – 4.00pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 24 Jul 2026 – Sat 25 Jul 2026 2.30pm – 3.30pm
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sat 25 Jul 2026 – Sun 26 Jul 2026 Various
Try tennis for free King George V Park, Inkersall Rd, Staveley, Chesterfield S43 3JR Sat 25 Jul 2026 Various
Chesterfield Artisan Market Chesterfield Market, Main Square, S40 1AH Sun 26 Jul 2026 10:00am – 3:30pm
Canal Cruises Chesterfield Canal Sun 26 Jul 2026 10:00am – 4:00pm
Ashover Classic Car and Bike Show Rectory Fields Milken Lane Ashover Chesterfield Derbyshire, S45 0BA Sun 26 Jul 2026 10:00am – 4:00pm
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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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.

Read more >
Chesterfield Market

Chesterfield Flea Market

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

Read more >