Events

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

Chesterfield Outdoor Cinema
Catch five classic movies at the outdoor cinema experience coming to Queen’s Park. 

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. 

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

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.
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…
Chesterfield International Market
Discover stalls packed with hot street food, sweet treats and unique crafts from across the globe.  

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

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.
 
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.   

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

Filter events
Event Venue Dates Times
Chesterfield Flea Market Chesterfield Market Place Thu 15 Oct 2026 9:00am – 4:00pm
Property & Construction walk & talk Various Locations Fri 16 Oct 2026 Various
Brampton Brewery Tour Brampton Brewery, Unit 4 & 5 Chatsworth Business Park, Brampton, Chesterfield Fri 16 Oct 2026 7:30pm –
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sat 17 Oct 2026 – Sun 18 Oct 2026 Various
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Sat 17 Oct 2026 2.30pm – 3.30pm
Chesterfield Flea Market Chesterfield Market Place Thu 22 Oct 2026 9:00am – 4:00pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 23 Oct 2026 – Sat 24 Oct 2026 2.30pm – 3.30pm
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sat 24 Oct 2026 – Sun 25 Oct 2026 Various
Chesterfield Artisan Market Chesterfield Market, Main Square, S40 1AH Sun 25 Oct 2026 10:00am – 3:30pm
Chesterfield Flea Market Chesterfield Market Place Thu 29 Oct 2026 9:00am – 4:00pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 30 Oct 2026 – Sat 31 Oct 2026 2.30pm – 3.30pm
Chesterfield Flea Market Chesterfield Market Place Thu 5 Nov 2026 9:00am – 4:00pm

Summer Social Networking

Step back from the stress of work life and connect with our business community at this relaxed Summer Social networking evening.

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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 Market

Chesterfield Flea Market

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

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