Events

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

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.
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 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.   

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. 
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.   

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
Canal Cruises Chesterfield Canal Sat 4 Apr 2026 – Sat 20 Jun 2026 Various
Canal Cruises Chesterfield Canal Sun 7 Jun 2026 – Sun 21 Jun 2026 Various
Executive Networking Lunch Peak Edge Hotel Darley Rd, Chesterfield S45 0LW Wed 17 Jun 2026 12:00pm – 2:00pm
Chesterfield Flea Market Chesterfield Market Place Thu 18 Jun 2026 09:00am – 4:00pm
Paid social media masterclass East Midlands Chamber, Chesterfield, S41 8ND Thu 18 Jun 2026 9:30am – 4:00pm
Planning for Growth St Helena's Campus, Sheffield Road, Chesterfield, S41 7LU Thu 18 Jun 2026 8:30am – 12:30pm
Canal Cruises Chesterfield Canal Fri 19 Jun 2026 2:00pm – 4:00pm
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 19 Jun 2026 8:00pm – 10:00pm
Chesterfield International Market Chesterfield Market, Market Pl, Chesterfield S40 1AR Fri 19 Jun 2026 – Sun 21 Jun 2026 10:00am – 6:00pm
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 19 Jun 2026 – Sat 20 Jun 2026 2.30pm – 3.30pm
BRM Chesterfield Festival of Cricket Queen's Park, Off Boythorpe Road, S40 2ND Fri 19 Jun 2026 – Mon 22 Jun 2026 11:00am –
Train running days at Barrow Hill Roundhouse Barrow Hill Roundhouse, Campbell Drive, Barrow Hill, Chesterfield, S43 2PR Sat 20 Jun 2026 – Sun 21 Jun 2026 10:00am – 4:00pm
Woman on blue trip boat on Chesterfield Canal with red trip boat ahead
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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 >
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 >
Derbyshire Business Events co-founders at an Executive Networking Lunch.

Executive Networking Lunch

Networking is an essential way of developing and building those all-important business relationships with senior contacts from the Chesterfield business community. 

Read more >