Chesterfield Gravel Ride
2025-07-11 18:00 - 21:00 (Europe/London) | Wharf Lane Footbridge, Wharf Lane, Chesterfield, S417NB, United Kingdom
Join us on an off-road ride using the Trans-Pennine Trail

Cycle the Trans-Pennine Trail to Staveley Canal basin, then either North to Rother Valley, or South to Arkwright & back round into Chesterfield via Calow

Organised by Bolsover & District Cycling Club

Starting from

Part of Chesterfield Cycling Festival.

Bolsover Mining Loop
2025-07-12 09:00 - 15:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
A cycling adventure, taking in the excellent trails towards historic Bolsover whilst also learning about our mining past

This will be an all day ride of 35 miles mainly following really good trails and some minor roads. We will be stopping to talk about some of the mining history of the sites that we pass through on the route, including the Walking Together Markham Vale Mining memorial. Please share your own memories as we ride the route.

We start out from Queens Park and ride to Avenue Works where we make our way to Grassmoor Country Park and onto the 5 Pits Trail. We follow the 5 Pits, a lovely undulating track out to Tibshelf where we join the Silverhill Trail to Teversall. This is a significant area of mining history.

We then cycle on the Teversall Trail towards Pleasley but join the Rowthorne Trail just before we get there. This is a level trail to Glapwell where we descend half a mile on the busy A617 before joining the excellent Stockley Trail towards Bolsover. There are good view of the castle from this trail. Then back via Markham Vale and the Walking Together Memorial, to Poolsbrook, Westwood and Crow Lane to Chesterfield.

Hot weather alternative

If the weather is forecast to exceed 30 degrees we will ride a short version of the mining loop (22 miles, 1000 feet ascent & descent). This will be 50 per cent trails and 50 pre cent mostly quiet roads. The route will start as planned through Avenue Washlands and up the 5 Pits Trail as far as Williamthorpe Ponds, Holmewood, before using lanes to cut across to Sutton Scarsdale and to the Stockley Trail below Bolsover before dropping into Markham Vale and the miners memorial. We will return via Poolsbrook, West Wood and Crow Lane aiming to be back by 1pm

Under 18’s to be accompanied by an adult please

Please bring your own food and drink and a small bike repair kit in case of issues. We will stop regularly for refreshment and will do our best to help with any bike issues

Organised by Cycle Chesterfield

Starting from

Part of Chesterfield Cycling Festival.

Hollingwood to Creswell Crags Café and back
2025-07-12 10:00 - 15:00 | Hollingwood Hub, Works Road, Chesterfield, S43 2PF, United Kingdom
A steady ride of about 24 miles from Hollingwood Hub

This will be a steady ride of about 24 miles from Hollingwood Hub up to Creswell Crags. We will be using the canal path to Poolsbrook and then cycle along the Clowne Greenway to Creswell. The route is mainly off road on well surfaced tracks. There is a steady incline up to Clowne, but the route is generally flat. There are some very short sections of quiet road. The ride is suitable for mountain and gravel/hybrid bikes and ebikes. We will ride at a steady pace and ensure that no one is left behind. You will need a relatively good level of fitness to take part in the ride.

Please bring a drink and any snacks that you might need. If you have spare inner tubes, and a pump, please bring them with you. We will take a small amount of spares with us, so if you haven’t got these, please don’t worry.

Organised by Inclusive Pedals: Women Cycle Too

This is a women’s only ride

Starting from

Part of Chesterfield Cycling Festival.

Cycle Tales and Adventures with Hetty Kingston
2025-07-12 19:30 - 21:00 | St Thomas Centre, Chatsworth Road, Chesterfield, S403AW, United Kingdom
An exciting talk with stories and questions and answers from local adventurer and cyclist Hetty Kingston

Hetty Kingston is a keen outdoorswoman who loves adventure, endurance and data!

9 to 5 Hetty runs her own business centred around improving the accessibility and inclusivity of the outdoors. She is also one of the organisers of the local group Peak Gravel Gang and the author of Gravel Rides Peak District.

When she’s not staring at spreadsheets or deep in event logistics, you can typically find Hetty faffing with climbing gear, swimming in icy rivers, running up hills, or falling off her mountain bike—often with her one-year-old twins in tow! When it comes to her own personal adventures, she likes to bite off more than she can chew and is rather fond of type two fun! Her latest escapade? Tackling an ultra-distance bikepacking race—with her twins, of course

Hetty will spend about 45 minutes talking about her cycling adventures and her work advocating for cyclists before answering audience questions.

There will be opportunity to purchase Hetty’s book Gravel Rides Peak District at the conclusion of the event

You can join Cycle Chesterfield online for £5.

Starting from

Part of Chesterfield Cycling Festival.

The Ben Vernon Charity Ride
2025-07-13 10:00 - 12:30 | Vicar Lane, Chesterfield, Vicar Lane, Chesterfield, S401PY
Charitable ride in memory of Ben Vernon

Celebrate Ben Vernon’s life and raise some money for charity on the annual Ben Vernon Charity Ride. This years charity is Cancer Research UK.

The ride will start at 10:30am, but please arrive from 10am to sign-in. The ride has two routes, both starting from the Vicar Lane big screen.

The Family Route is four miles long. It’s mainly on cycle paths but does use the road at times.

From Vicar Lane it heads on cycle paths to Queen’s Park where it picks up the Station Link Path. After the station it goes down Brimington Road and then onto the canal towpath.

At Tapton Lock it heads under the Tesco Roundabout and down the side of Casa to follow the Stonegravels Way cycle path back into town.

The Good Ride Route is thirteen miles on-road, off-road and on cycle paths.

It follows the same route up to Tapton Lock, but rather than turning off it carries on along the canal towpath, eventually reaching Staveley and returning via the Trans-Pennine Trail.

Starting from

The Ben Vernon Charity Ride poster 2025Download

Part of Chesterfield Cycling Festival.

Dr Bike @ Hollingwood Hub
2025-07-13 10:00 - 14:00 | Hollingwood Hub, Works Road, Chesterfield, S43 2PF, United Kingdom
Free bike checks, repairs and adjustments while you wait

Part of Chesterfield Cycling Festival.

Dr Bike @ Queen's Park
2025-08-02 09:30 - 13:00 | Queen’s Park north car park, Queen's Park North Car Park, 13 Boythorpe Road, Chesterfield, S40 2NF, United Kingdom
Free bike checks, repairs and adjustments while you wait

Dr Bike @ Langer Fields
2025-08-06 16:00 - 18:00 | Langer Fields, Langer Fields, Langer Field Avenue, Chesterfield, S40 2JF

Friday Night Ride
2025-09-05 18:30 - 19:30 | Town Hall, chesterfield, Rose Hill, Chesterfield, S40 1LP
We’ll be taking a tour of some of Chesterfield’s parks on this Friday Night Ride.

Committee Meeting
2025-09-09 19:30 - 20:30
Online committee meeting.

All members are welcome to join this committee meeting, please check your emails for the zoom link and agenda.

Holmebrook Valley Park chips ride
2025-09-18 18:30 - 19:30 | Town Hall, chesterfield, Rose Hill, Chesterfield, S40 1LP
Starting from the Town Hall, we’ll ride to Holmebrook Valley Park calling for chips at Loundsley Green on the way back.

Lights are compulsory on this ride. This ride is only 7 miles but there are some small hills on minor roads to navigate around Newbold (about 350 feet up and down over the ride). The first part up to The Park is mainly on minor roads and we return via the Holmebrook Valley Trail via Loundsley Green chip shop. Due to the time of year and start time of the rides, please bring lights.

This is a level two ride: Mostly level ride over 10 miles, some mixed surfaces, maybe some small hills OR a ride with several noticeable gradients / hills but under 10 miles. Suitable for riders with some experience and the ability to cycle over 10 miles or on several noticeable gradients / hills under 10 miles.

All rides are sociable rides using quieter roads and infrastructure where possible and we cycle as a group.

Cancelled- Happy Hens Ride
2025-09-20 14:30 - 16:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
This ride has been cancelled due to expected heavy rain

Women only social ride to Adam’s Happy Hens.

This ride is mostly on cycle paths along the Hipper Valley Cycleway and is suitable for all. It’s a 6 mile round trip with a height gain of 250 feet over 3 miles.

Please book this ride by emailing wct@inclusivepedals.org.uk

This is a level 1 ride – mostly level on good surfaces, maybe some small hills, under 10 miles. Suitable for all.

All rides are sociable rides using quieter roads and infrastructure where possible and we cycle as a group.

Hilly Loop Ride
2025-09-21 10:00 - 14:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
Queens Park Cafe Hilly ride to Old Whittington via the canal, then to Unstone, Holmebrook Valley Park and Linacre Reservoir stopping at Cutthorpe Creamery for tea and cake.

This route initially takes the station link and then the canal before climbing on minor roads to Old Whittington. We then drop to the Peak resort track and follow cycle paths and minor roads through Dunston to Holmebrook Valley Park. We leave through the top of the park to Cutthorpe and the cafe stop. After that we follow the road through Cutthorpe and up to the Linacre car park entrance before we follow the bridleway back down to Holme Hall and the Hipper Valley Trail back to the park. This ride is 16 miles with between 900 and 1000 feet of ups and downs. It’s not a fast ride, its at a moderate sociable pace, and we aim to be finished by 2pm

This is a level three ride – mixed terrain with noticeable gradients / hills and over 10 miles. Suitable for the more experienced rider who can maintain an easy moderate pace throughout.

Poolsbrook Ride
2025-09-28 10:15 - 12:15 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
Ride to Poolsbrook from Chesterfield via the Trans Pennine Trail.

This is a level two ride – mostly level over 10 miles, some mixed surfaces, maybe some small hills OR a ride with several noticeable gradients / hills but under 10 miles. Suitable for riders with some experience and the ability to cycle over 10 miles or on several noticeable gradients / hills under 10 miles.

Lamb Inn Ride - cancelled
2025-10-03 18:30 - 20:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
Ride cancelled due to forecast heavy rain

Starting from the Queens Park Cafe we’ll ride to the Lamb Inn at Holymoorside for a drink, using the East West route.

This is a level 1 ride – Mostly level ride on good surfaces, maybe some small hills, under 10 miles. Suitable for all.

Holmebrook Valley Park
2025-10-05 11:00 - 12:30 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
Women only ride from Queen’s Park to Holmebrook Valley Park. Please book this ride by emailing wct@inclusivepedals.org.uk.

This is a level one ride – Mostly level ride on good surfaces, maybe some small hills, under 10 miles. Suitable for all.

Hollingwood Hub Ride
2025-10-18 11:00 - 13:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
Women only ride from Queen’s Park to the Hollingwood Hub Cafe. Please book this ride by emailing wct@inclusivepedals.org.uk

This is a level one ride – mostly level ride on good surfaces, maybe some small hills, under 10 miles. Suitable for all.

Committee Meeting
2026-02-09 19:30 - 20:30, 2026-04-14 19:30 - 20:30, 2026-05-12 19:30 - 20:30
Online committee meeting. All members are welcome to join this committee meeting, please check your emails closer to the time for joining details and agenda.

Members Meeting - with Alan Simpson
2026-03-10 19:00 - 20:00 | St Thomas Centre, Chatsworth Road, Chesterfield, S403AW, United Kingdom
We are looking forward to welcoming the East Midlands Sustainable Travel Ambassador, Alan Simpson. Alan is an advocate for active and sustainable travel for the East Midlands Mayoral Authority. The Authority has a significant transport budget with the potential to transform sustainable transport schemes and active travel across the region including in Chesterfield. Alan will be taking questions from members after his talk. Please come along and find out more.

There will also be a brief round up of Cycle Chesterfield activity as well as the launch of our Chesterfield Cycle Audit Report.

Saturday Ride to Happy Hens
2026-03-21 10:00 - 12:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
A short easy social ride to blow off the winter cobwebs. It’s suitable for all (level 1) setting off from Queens Park Cafe at 10am on Saturday, heading up the Holme Brook Trail and then across to Chatsworth Road and up to Adam’s Happy Hens for a short stop (drinks and cakes optional) before returning to Queens Park via Walton Dam.

Mostly off road with a few short road sections. Children must be accompanied by an adult

Friday Night Ride
2026-04-03 18:30 - 19:30 | Town Hall, chesterfield, Rose Hill, Chesterfield, S40 1LP
Our first Friday Night Ride of this year will be an 8 mile circuit just to the north of Chesterfield town centre using the A61 route to Dunston, then crossing just below Old Whitt on roads to connect with the Canal, before returning to Queens Park. It’s a Level 1 route but you must be comfortable riding 8 miles and on some minor roads with traffic. Mostly off road but one busy road crossing.

Lights are compulsory.

Women Cycle Too Happy Hens
2026-04-11 10:00 - 12:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
This is our first women only ride of the season, a social ride to embrace the warmer weather (hopefully!). It will be a short, easy ride ride heading up the Hipper Valley Trail through Somersall Park and then across to Chatsworth Road and up to Adam’s Happy Hens for coffee and cake. We will then take the quieter roads and cycle paths through Brampton before returning to Queens Park.

Grade 1 Ride
ⓘ

Mostly level ride on good surfaces, maybe some small hills, under 10 miles. Suitable for all.

CANCELLED - Saturday ride
2026-04-18 10:00 - 12:00
We’ll have a leisurely group ride out starting from the Queen’s Park Cafe, using local cycle routes and infrastructure. All welcome.

Derby Bike Festival
2026-04-18 10:00 - 16:00 | Derby Market Hall, Tennant Street, Derby, DE1 2DB
More details and times to follow

Friday Night Ride - Holmebrook Valley Meander
2026-05-01 18:30 - 20:00 | Town Hall, chesterfield, Rose Hill, Chesterfield, S40 1LP
An 8.5 mile circuit from Chesterfield Town Hall steps to Holmebrook Valley Park and back via Somersall Park. Many quiet roads and tracks but 1 section of road for about 0.75 mile. Suitable for all, relaxed pace, but anyone under 18 must be accompanied by an adult. Start at 6.30pm from the Town Hall.

Preview the route on Komoot

Grade 1 Ride
ⓘ

Mostly level ride on good surfaces, maybe some small hills, under 10 miles. Suitable for all.

Saturday Ride
2026-05-16 10:00 - 12:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
We’ll have a leisurely group ride out starting from the Queen’s Park Cafe, using local cycle routes and infrastructure. All welcome.

Further details closer to the time.

Friday Night Ride
2026-06-05 18:30 - 19:30 | Town Hall, chesterfield, Rose Hill, Chesterfield, S40 1LP
A short local ride starting from the Chesterfield Town Hall steps. All welcome.

Further details closer to the time.
