Events

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

Emergency Services Day
Celebrate the incredible work of our emergency services. What historic vehicles and demonstrations will you see? 
Chesterfield on Safari
Meet exotic safari animals, from lions to baby rhinos, as they roar and roam through town. Will you join the wild?
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

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.   

Filter events
Event Venue Dates Times
Chesterfield Artisan Market Chesterfield Market, Main Square, S40 1AH Sun 30 Aug 2026 10:00am – 3:30pm
The 2026 Peak District Highland Games Matlock Farm Park, Jaggers Lane, Matlock, DE4 5LH Sun 30 Aug 2026 11:00am – 5:30pm
Canal Cruises Chesterfield Canal Mon 31 Aug 2026 Various
Puffin’ Billy Queen's Park, Boythorpe Road Tue 1 Sep 2026 – Sun 6 Sep 2026 10.30am – 4.00pm
Chesterfield Flea Market Chesterfield Market Place Thu 3 Sep 2026 9:00am – 4:00pm
The Wine Journeys Series Peak Edge Hotel, Darley Road, Stone Edge, S45 0LW Thu 3 Sep 2026 6:45pm – 11:00pm
Tech Exchange Chesterfield The Pig and Pump, 16 St Mary's Gate, Chesterfield, S41 7TJ Thu 3 Sep 2026 5:00pm – 8:00pm
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 4 Sep 2026 8:00pm – 10:00pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 4 Sep 2026 – Sat 5 Sep 2026 2.30pm – 3.30pm
Chatsworth Country Fair Chatsworth House, Bakewell, DE45 1PP Fri 4 Sep 2026 – Sun 6 Sep 2026 Various
Chesterfield Great Historic Pub Tour Starting from Pig & Pump, 16 St Mary's Gate Sat 5 Sep 2026 12:00pm –
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sat 5 Sep 2026 – Sun 6 Sep 2026 Various
Chesterfield Canal Paddlespots

Paddlesports on Chesterfield Canal

Try something different this summer and have a go at Paddlesports along the Chesterfield Canal. Paddlesports are available to hire from Hollingwood Hub.

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People browse the record fair at Chesterfield Market

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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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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