Cycle Chesterfield

Dr Bike @ Queen's Park
2025-06-07 09:30 - 13:00, 2025-08-02 09:30 - 13:00 (Europe/London) | 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
2025-07-02 16:00 - 18:00, 2025-08-06 16:00 - 18:00 | Langer Fields, Langer Fields, Langer Field Avenue, Chesterfield, S40 2JF

Holmebrook & Beyond
2025-07-04 18:30 - 20:30 | Town Hall, chesterfield, Rose Hill, Chesterfield, S40 1LP
A short and steady evening ride

The festival opener will be one of our Chesterfield Friday Night Rides. From the town hall we’ll head to Holmebrook on cycle paths and quiet roads at a leisurely pace before returning back to the town hall.

Organised by Cycle Chesterfield

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Part of Chesterfield Cycling Festival.

Dr Bike @ Queen's Park
2025-07-05 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

Part of Chesterfield Cycling Festival.

Avenue Washlands Circular
2025-07-05 10:00 - 12:30 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
Join us for a leisurely ride out to Avenue Washlands, Grassmoor Country Park and Hasland

This will be a ride at an easy leisurely pace, cycling out to Hasland via cycle paths and some roads before dropping into Grassmoor Country Park followed by the descent into the Avenue Washlands Park. The tracks in the Washlands are wide and gravelly. We will visit the nature reserve before heading back to Chesterfield via Rother Rec.

Under 18’s to be accompanied by an adult please

Organised by Cycle Chesterfield

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Part of Chesterfield Cycling Festival.

Holymoorside and Lamb Inn circular
2025-07-05 14:00 - 16:30 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
A scenic ride out to Holymoorside via tracks, cycle lanes and quiet roads with an optional refreshment stop at the Lamb Inn!

This is a short hilly ride, using cycle lanes, earth cycle tracks and quiet roads. It will be ridden at an easy pace – suitable for riders with some previous experience of cycling on different, albeit easy terrain.

We will leave Queens Park via the Holme Brook Valley Park cycle route and will then cut across via Bridleway and small lanes to Holymoorside with 1 major road crossing. We then drop steeply down small lanes to the Lamb Inn for an optional drink before returning down the Chatsworth Road cycle lane to the park.

Under 18’s to be accompanied by an adult please

Organised by Cycle Chesterfield

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Part of Chesterfield Cycling Festival.

Chesterfield's Fascinating History Ride
2025-07-06 10:00 - 12:30 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
A surprising historical exploration of some of Chesterfield’s surprising sites and stories

Join us for a morning exploring some of the fascinating history of Chesterfield on two wheels. This ride is perfect for all abilities keen to learn about Chesterfield’s past while enjoying a leisurely bike ride around town. We will use cycle paths, and quiet roads mainly.

Under 18’s to be accompanied by an adult please

Organised by Cycle Chesterfield

Starting from

Part of Chesterfield Cycling Festival.

Adam's Happy Hens
2025-07-06 14:00 - 16:30 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
An easy afternoon ride from the park via the East West protected cycle route out to the Farm Shop cafe at Adam’s Happy Hens

One of our Festival’s favourite family rides to Adam’s Happy Hens on the East West route from Queens Park. This is a short leisurely afternoon ride on good cycle tracks, finishing at Adams Happy Hens cafe for a drink, a cake or an ice cream or all 3.

Suitable for all abilities of rider, ridden at a leisurely pace

Under 18’s to be accompanied by an adult please

Organised by Cycle Chesterfield

Starting from

Part of Chesterfield Cycling Festival.

Trans Pennine Trail Circular
2025-07-07 18:30 - 21:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
An evening ride out to the station, up Crow Lane, through West Wood to Poolsbrook and back via the TPT and canal to Chesterfield

This will be a relaxed ride at a moderate pace. There are sone steep hills but we will wait for everyone.

From the park we will ride out on the station link before climbing steeply up Crow Lane. Once in Brimington, we drop down on a decent track into West Wood before climbing back out steeply to Inkersall. The hills are now largely over as we cycle down through the estate to the Poolsbrook trail back to Staveley Canal Basin and follow the canal / TPT back to Chesterfield.

Under 18’s to be accompanied by an adult please

Organised by Cycle Chesterfield

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Part of Chesterfield Cycling Festival.

Trails Ride to Pleasley Vale
2025-07-08 09:15 - 13:30 | Queen’s Park Sports Centre, Boythorpe Road, Chesterfield, S402NE, United Kingdom
A fun ride with Spire Cycling Club through the trails to Pleasley Vale

Come join Spire Cycling Club for a ride through scenic trails out to Pleasley Vale! This event is perfect for cyclists looking for a fun and challenging adventure. Whether you’re a beginner or a seasoned rider, this ride offers something for everyone. Don’t miss out on the opportunity to explore local landscapes.

The ride will be going through the Avenue trail, then the 5 pits trail to Teversal (coffee stop) before looping around Pleasley Vale and returning (roads) via Hardwick Hall. The ride will be undulating with a couple of steeper pitches.

Trails are mostly well surfaced – suitable for hybrid/gravel/mtb (and e-bike). It’s around 32 miles/4 hours of riding at a steady pace.

Under 18’s to be accompanied by an adult please

Please have at least 1 spare tube of an appropriate size.

Organised by Spire Cycling Club

This is fairly typical of a shorter Chesterfield Spire “touring” ride. There are usually 2 or 3 groups out on the midweek rides giving a choice of more, or less energetic excursions. We aim to ride in a safe and considerate fashion.

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Part of Chesterfield Cycling Festival.

West Chesterfield Tootle
2025-07-08 18:30 - 21:00 | Olde House, Newbold Road, Chesterfield, S404RN, United Kingdom
Join us on a road ride to the west of Chesterfield

No-one will get left behind

We’ll finish at the pub for an optional drink afterwards.

Organised by Bolsover & District Cycling Club

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Part of Chesterfield Cycling Festival.

Eastern Extravaganza – Introduction to Road Riding
2025-07-09 10:00 - 15:00 | Town End Car Park, Town End, Bolsover, S446DT, United Kingdom
Bolsover to Carburton Old School Tea Rooms (Clumber Park)

This ride is an 18 mile road ride using a fairly flat route. If you would like to try a women’s only road cycling experience on quiet roads this would be a good place to start. The route takes us out to the lovely Carburton Old School Tea Rooms near Clumber Park. The ride is suitable for road and hybrid bikes. 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.

We will start the ride at Town End Car Park (S44 6DT) in Bolsover at 10.00am. 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.

Ride to the Albert Inn
2025-07-09 18:30 - 21:00 | Chesterfield Railway Station, Corporation Street, Chesterfield, S417UB, United Kingdom
Cycle paths and trails to the Albert Inn, Woodthorpe

Most of the ride will be on cycle paths and trails, there is a steep climb out of Chesterfield but other than that the ride is relatively easy. Total distance starting and finishing at the station is 12.7 miles.

Suitable for a commuter/gravel/road/mtb cycle, but mudguards fitted would be ideal if it is raining and gears for climbing, especially at the start. The ride is suitable for older children of level two bikeability training age. The ride will be marshalled by DC members, so will probably split into groups.

Any child under 16 must be accompanied by a parent or responsible adult.

Part of the ride will be on roads, so participants must have some road riding experience

Organised by Dronfield Clarion Cycling Club

Preview the route

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Part of Chesterfield Cycling Festival.

South West Road Ride
2025-07-10 09:15 - 13:30 | Queen’s Park Sports Centre, Boythorpe Road, Chesterfield, S402NE, United Kingdom
A hilly road ride heading into the Peak District.

The route will take us to Holymoorside, up Harewood road and south across the tops. Coffee stop at Tansley Barn. Back via Ogston reservoir and Wingerworth.

Road bikes (and e-bikes) with suitable gears for the climbs. Please ensure you have a suitable repair kit and Hydration.

Around 32 miles/3-4 hours of riding at a steady pace. There are hills.

Organised by Chesterfield Spire Cycling Club

This is fairly typical of a shorter Chesterfield Spire “touring” ride. There are usually 2 or 3 groups out on the midweek rides giving a choice of more, or less energetic excursions. We aim to ride in a safe and considerate fashion.

Starting from

Part of Chesterfield Cycling Festival.

Circular Whittington Cock and Magpie
2025-07-10 18:30 - 21:00 | Queen’s Park Cafe, North Lodge, Park Road, Chesterfield, S40 2LP, United Kingdom
An evening ride from the park out to Whittington and a short stop at Chesters

This evening ride will be at a relaxed pace and will be suitable for all riders with some previous experience of cycling. We will set off from the Park via the station link and canal side / TPT before climbing on roads to Whittington. We will then drop down a quiet lane towards Unstone and the Peak Resort cycle path before heading back towards town via the A61 cycle path. We’ll stop off at the award winning Chesters Fish and Chips for supper (optional, see below) before returning to the park A61 cycle path.

Under 18’s to be accompanied by an adult please

Please bring lights on this ride if possible

Organised by Cycle Chesterfield

For those wanting supper, please read the details so we can be organised and pre-order.

Starting from

Part of Chesterfield Cycling Festival.

Adapted Cycling
2025-07-11 13:00 - 15:00 | Queen’s Park, chesterfield, Queen's Park Cricket Pavilion, Chesterfield, S40 2BF, United Kingdom
Free session open to anyone with a disability and their carers. Find us next to the cricket pavilion.

Part of Chesterfield Cycling Festival.

Chesterfield Gravel Ride
2025-07-11 18:00 - 21:00 | 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

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.
