Events

Explore this summer 
Make memories and discover our unique mix of adventures, experiences and days out.
Chesterfield Children's Festival
Celebrate the joy of childhood & imagination and play with a host of family-friendly activities, experiences and entertainment.  

BRM Chesterfield Festival of Cricket
Enjoy 7 days of fantastic cricket competition with exciting County Championship games, as well as men’s and women’s Vitality Blast action. 

Chesterfield Cycling Festival
Get outdoors, explore Chesterfield, and get social - from guided rides exploring the town’s hidden gems to interesting talks by cycle adventurers.

Paddlesports on Chesterfield Canal 
Try something different this summer. Choose from paddleboards, kayaks and a Canadian sit-in canoe to explore the Chesterfield Canal. 

All aboard Puffin’ Billy 
Feel the wind in your hair and wave to friendly faces as you ride around the park. Why not finish off with an ice cream? 

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.
Chesterfield Pride
Who’s ready for a day all about bringing the community together and having fun? 

Plus, 2025 marks the 10th year of Chesterfield Pride, so expect lots of surprises!   

Chesterfield Race for Life
Set yourself a challenge this summer – all in the name of a good cause. 

Night at the Farm Park
Experience a unique, adults-only, visit to Matlock Farm Park. It’s the adults turn to enjoy guided animal activities guilt-free.   
Bottomless Brunch at Casa
Delicious sharing platters of charcuterie and tapas with 90 mins of bottomless drinks. Perfect recipe for a great time together with friends or loved ones.
Chris McCausland - Yonks!
Chris McCausland is hitting the road again with another masterclass in stand-up comedy that has literally been yonks in the making.   

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 evenings out for you to enjoy.
Hardwick Hall Outdoor Theatre
Experience a unique, intimate performance of a classic tale under the summer night’s sky. Held in the beautiful gardens at Hardwick Hall.
Chesterfield Historic Pub Tours
Follow a spine-chilling exploration into 8 pubs, each with its own ghost stories to tell!

Chesterfield Artisan Market
Browse stalls, taste the culinary treats, talk to artists, vintage dealers and designer-makers, or sample the hot authentic street food whilst being entertained by local musicians. 

Peak Sightseer Tours
Explore the Peak District National Park via an open-top bus. Tours begin at Chesterfield Railway with two routes available. 

Brampton Brewery Tour
This tour brings to life the brewery’s history, explains the brewing process, and the chance to taste Brampton Brewerys Award-winning beer. 
Chesterfield Record Fair
Step back in time to your favourite gig with the authentic sound of vinyl at the Chesterfield Record Fair. 
Chesterfield Vegan Market
Everyone is welcome at the market whether they are vegan or not and visitors are also able to bring along their canine companions. 

Crooked Spire Tours
Learn the rich history of Chesterfield’s most iconic landmark as you climb to the top of its twisted spire! 

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

Weekly dates available 
Filter events
Event Venue Dates Times
Chesterfield Cycling Festival Various locations Fri 4 Jul 2025 – Sun 13 Jul 2025 Various
Advanced sales excellence East Midlands Chamber, Chesterfield, S41 8ND Thu 10 Jul 2025 – Thu 17 Jul 2025 9:30am – 4:30pm
Paddlesports on Chesterfield Canal Hollingwood Hub, 22 Works Road, Hollingwood, S43 2PF Sun 13 Jul 2025 Various
Canal Cruises Chesterfield Canal Sun 13 Jul 2025 10:00am – 3:30pm
Chesterfield Record Fair Chesterfield Market Place Sun 13 Jul 2025 9.00AM – 2.30PM
Champions Round Table: Working and living in Chesterfield SMH Group Stadium, 1866 Sheffield Rd, Chesterfield S41 8NZ Wed 16 Jul 2025 2:00pm – 4:00pm
Chesterfield Flea Market Chesterfield Market Place Thu 17 Jul 2025 09:00am – 4:00pm
Practical Guide to Marketing Markham Vale Environment Centre, Duckmanton, S44 5HY Thu 17 Jul 2025 9:30am – 4:00pm
Hardwick 10k Pilsley Primary School, Station Rd, Pilsley, Chesterfield, S45 8EU Thu 17 Jul 2025 7.30pm –
Sip & Savour Wine and Cheese Tasting The Assembly Rooms Chesterfield Market Hall New Square Chesterfield S40 1AR Fri 18 Jul 2025 6pm – 9pm
Chesterfield Observatory Hastings Close, Chesterfield, Derbyshire S41 8RH Fri 18 Jul 2025 8.00pm –
Crooked Spire Tower Tours The Parish Church of St Mary and All Saints, Church Way, Chesterfield S40 1XJ Fri 18 Jul 2025 2.30pm – 3.30pm
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Chesterfield Cycling Festival

Gear up for the Chesterfield Cycling Festival, where you can get outdoors, explore Chesterfield and get social. The festival aims to encourage everyone, whatever their ability, to get out and enjoy cycling in and around Chesterfield.

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Commerce House, East Midlands Chamber
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Advanced sales excellence

This advanced sales course strives to improve the outcomes you get from your business meetings through a more structured and focused approach to selling and negotiating.

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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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