Cycle events in the Chilterns 2016

There are lots of cycling events taking place in the Chilterns throughout the year run by a variety of organisations and groups; everything from road sportives and downhill mountain bike races to family cycling days. Some of the most popular events are listed below along with links to the event website.

We’ve also produced a handy map of the various events mentioned showing the types of event and where they start. (It’s at the very bottom of this page.)

MARCH 2016

Sunday 20th March: Chilterns Cycle Challenge
Ride through the beautiful Chilterns countryside and raise money for Rennie Grove Hospice Care in the Chilterns Cycle Challenge. Choose from a 75 mile, 35 mile or 10k route which all start and finish in Aylesbury town centre.

APRIL 2016

tbc April: Tring in Spring Cycle Sportive
Presented by The Road Room in Tring, a Good Friday sportive with 60 mile and 30 mile sign posted routes and all the other trimmings expected from a sportive.

18th – 29th April: The Big Pedal 2016
The Big Pedal is the UK’s largest inter-school cycling and scooting challenge that inspires pupils, staff and parents to choose two wheels for their journey to school. Powered by Sustrans and funded by the Bike Hub, the 2015 competition will run from 2 to 20 March and is open to individual classes as well as whole schools.

On each day of the challenge schools compete to see who can record the greatest number of pupils, staff and parents cycling or scooting to school. The school’s best 10 days will determine their final position, but they can log journeys on all 15 days if they wish.

tbc April: Oakman Cycle Sportive, Berkhamsted & St Albans
Two start and finish routes and two distances to choose from with feed stops at Oakman pubs along the way. Options are a 70km route starting from The Kings Arms in Berkhamsted, or a 100km route starting at The Beech House in St Albans.

tbc April: On Your Bike Sonning Common
Throw off the excuses, get On Your Bike and join our annual feel-good family ride through Oxfordshire’s leafy lanes (tarmacked). How far? You choose: 6, 12 or 20 miles. There’s also a supervised playground cycle for youngsters who are still a bit wobbly on their wheels. Pedalling starts at Sonning Common Primary School at 10.30am. Organised by Sonning Common PTA.

tbc April: St George’s Sportive, Princes Risborough
Make no mistake, this is a challenging course. Check out the route stats and the figures may not look too daunting to the seasoned eye, but don’t be fooled. Take another look at that buzzsaw profile. Those climbs just keep on coming! There’s no single route defining monster climb here (although a couple of detours off the ridge will stretch you on the way back up), however, the Chilterns don’t lie down flat for long, so you’ll be climbing and dropping like you’re on a mini mountain stage!

MAY 2015

Sunday 10th May: Ride Chartridge (


New family event – Ride Chartridge

The annual cycling sportive to take place in Chesham, hosted by Chartridge School. Delivered in association with IBB Solicitors, the event is organised by parents in support of the school. The sportive features a 100KM route for the serious rider and a 45KM option for anyone who wants to get on their bike and enjoy a beautiful ride through the Chilterns. There will also be a range of cycling-related activities at Chartridge School for the whole family.

Sunday 17th May: Bucks Off Road Sportive (
Organised by West Drayton MBC. 2015 will be the 17th running of the event and once again are expecting good numbers which has become a regular feature in many event calendars. As well as the usual distances of approximately 70 Km, 100 Km and the epic 132 Km circuits, this year to try and cater for the growing popularity of cycling the event will also feature a fun/family distance which will be around 35 km thus opening the event to a number of new or returning cyclists.

Saturday 23rd May – 7th June: The Big Bike Revival, Nationawide
The Big Bike Revival is two fun weeks of family-friendly events taking place at bike recycling centres across the country. It’s all designed to help you get that unloved bike back into use, learn how to look after it for yourself and rediscover how much fun cycling can be.

Sunday 31st May: Chiltern 100 sportive, Bovingdon
Human Race is delighted to announce that the Chiltern 100 Sportive has been added to their prestigious Sportive Series in 2015. The event will be organised in partnership with Verulam Cycling Club of St Albans, the cycle club that created the event and made it the esteemed and challenging sportive that it is today.

JUNE 2015

Mix 96

Tour de Vale, Stoke Mandeville

Sunday 7th June: Mix 96 Tour de Vale
Starting and finishing at Stoke Mandeville Stadium, our three routes will take you through delightful Buckinghamshire countryside and villages, receiving a warm welcome at the refreshment stops along the way. 2013 was the largest ever Tour de Vale bike ride with over 1,500 riders took part and raised a whopping £34,000 to help disabled people.

13th-21st June 2015: Bike Week
Dozens of cycle events and activities are taking place across the country. Full details of all the events taking place near you can be found on their website

Sunday 21st June: Friends Life Women’s Tour Finale
The final stage of the 2015 Women’s Tour will take place in the Chilterns through Buckinghamshire and the Dacorum Borough of Hertfordshire with the finish in Hemel Hempstead. A range of activities will be taking place at the start in Marlow and at Gadebridge in Hemel Hempstead. Watch this space!

JULY 2015

Sunday 5th July: Fete du Velo, Redbourne Common
An afternoon of cycling activities and racing in Redbourne, Hertfordshire. Bike related events on closed roads for all ages and elites. Fastest lap times for all. Food and entertainment on the common. Fun for the whole family.

Sunday 12th July: Chiltern Cycling Festival, Old Amersham
A celebration of all things cycling for the whole family. It’s not just about the main races, but about getting people to get on their bikes and get involved in the festival atmosphere. With events aimed at active children, and their parents., Delicious food stalls, a fantastic Velo Village and Market or you can simply come along, cheer on the riders and find a nice patch of grass to relax on and soak up the atmosphere.


 Monday 31st August: Chenies Velo Classique
Taking place in and around the magnificent Chenies Manor, the Velo Classique has been created to reflect its unique setting. With a choice of routes, fully supported sportives, VIP hospitality, Vintage market, exclusive bike brands, Gourmet food and wine, a Cycling Art exhibition and access to visit the manor house for Cream teas.


Sunday 6th September: Marlow Red Kite Ride
The routes pass through some of the most picturesque landscapes in the Chilterns and Thames Valley. The long climb out of Marlow is often marked by the sight of many red kites soaring overhead as all three distances enter the famous Hambleden Valley, scene of so many Hollywood movies and TV dramas such as “Midsomer Murders” and “The Vicar of Dibley”.

All three events pass over one of the highest points in the Chilterns at Christmas Common with the two longer routes then enjoying stunning views over Oxfordshire before the long downhill to the town of Watlington.

tbc September: Summit 65 Chilterns Challenge
WHY DO THE RIDE: There are routes for all abilities and ages, and it’s the best way to explore the best singletrack in the Chilterns, which is otherwise notorious for being difficult to navigate. All routes are fully waymarked, are over 80% off road, and you will receive an OS route map, GPX files, and be safe in the knowledge that there is a feed station on the route and driver support should you need it.

If you know of any events that we haven’t listed, or are planning an event of your own, please let us know and we’ll be only to happy to add the details to our website.

Please Note: Many of these events are run by third party organisations. Cycle Chilterns and CTC cannot be held responsible for the quality or delivery of the event, the activities that take place or the content of external websites.


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Posted in _Events, _Omni-Chilterns, Amersham, Berkhamsted, Chesham, Great Missenden, Henley-on-Thames, Princes Risborough, Tring, Twyford, Wendover

Event Calendar

March 2016

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