Chesterfield events

Forthcoming Events

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.

Enjoy a range of activities from guided rides at a steady, inclusive pace exploring the town’s hidden gems to interesting talks by cycle adventurers. There’s something for everyone to enjoy.

One of the festival’s highlights is the Holmebrook Valley Park Cycle Funday, where families can enjoy a day of outdoor activities and games. This event celebrates community and encourages residents to embrace cycling as a fun and accessible recreational activity.

There will be a variety of themed, free, guided recreational rides, including the brand new section of the East/West route. Rides will generally start in the town centre and will head out in a range of directions, including rides taking in Grassmoor, Holymoorside and Hollingwood. The rides will proceed at a steady, inclusive pace.

In addition to rides, author, adventurer and cyclist Emily Chappell will be taking part in the festival. Emily was the first woman to finish the Transcontinental Race in 2016, has cycled across Asia from Turkey to China and has authored two books about her exploits.

There will also be taster sessions for adapted bikes for disabled adults, BMXers showcasing their skills at Ringwood Park and an exploration of some of the town’s public art on the Art Trail ride.

Event schedule

Adapted Cycling – Friday 7th June , 1PM-3PM from Queen’s Park Cricket Pavillion

Friday Night Ride, Chesterfield Parks – Friday 7th June, 6.30PM from the Town Hall

Holmebrook Valley Park Cycle Fun Day – Saturday 8th June, 11AM – 3PM

Creswell Crags Women’s Ride – Sunday 9th June, 10AM from Hollingwood Hub

Art Trail Ride – Sunday 9th June, 1.30PM from Queen’s Park Cafe

Dr Bike – Sunday 9th June, 1PM-3PM at Hollingwood Hub

Avenue Works Grassmoor Ride – Monday 10th June, 6.30PM from Queen’s Park Cafe

Holymoorside Pub Ride – Tuesday 11th June, 6.30PM from Queen’s Park Cafe

Ringwood BMX Ride – Wednesday 12th June, 6PM from Queen’s Park Cafe

Emily Chappell Talk – Thursday 13th June, 7PM at Chesterfield Library

Holmebrook Chips Ride – Friday 14th June, 6.30PM from Queen’s Park Cafe

Happy Hens Ride – Saturday 15th June, 1.30PM from Queen’s Park Cafe

Cycling Conversations – Saturday 15th June, 7PM at Brampton Brewery

Bolsover Circuit – Sunday 16th June, 9AM from Queen’s Park Cafe


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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  • Various locations



  • Free

Contact details:

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