Road Cycling events in Reading

Show all
  1. Home
  2. Road Cycling

What you need to know about Road Cycling

Discover UK and International Road Cycling events. Featuring Sportives, Gran Fondos and Charity Bike Rides in our 2018 Cycling Calendar. Cycling is a hugely popular sport but can sometimes seem a closely guarded secret, there’s a lot of jargon and kit but once you pop, you absolutely can’t stop. It’s a great weekend activity, go with friends and cruise round city parks or country lanes, you’ll be addicted in no time.

Different road cycling event types

We sort our cycling events by Short (0-50km), Medium (50-100km), Long (100-200km) and Ultra (200km+). Most of these are Sportives. Here are some cycling event names defined:

  • Gran Fondo — a mass participation cycling event at least 120km long. A large event with closed roads, usually chip timed. People travel all over Europe to compete in these events.
  • Century — a cycle of 100 miles (160.9 km) or more within 12 hours, usually as a club sponsored event. A large event with closed roads, people can get there PBs here. Usually chip timed.
  • Sportives — most of the cycling events on our site are sportives, these are the most popular endurance cycling events. They’re held all over the world and rarely exclude traffic. They’re more relaxed and whilst people do go for PBs it’s a much more convivial atmosphere than the more formal Gran Fondo races.

Trending Road Cycling events in Reading

9 results
Official Partner

Open your season with this stunning sportive. The Black Legend is the tale of forbidden love, passion and murder, played out on top of the highest and most sacred hill on the Wiltshire Berkshire border and the Black Legend Sportive will take you up this very same hill. Set in the beautiful countryside of the Berkshire, Lambourn and Marlborough Downs, the three well designed, anti-clockwise routes, roll along quiet country lanes passing through picturesque country villages. Each of the three courses starts and finishes at the John OGaunt School in Hungerford.

The Black Legend Epic, Standard and Short

Hungerford, West Berkshire, GB
3 races
£25£29
The Black Legend Epic, Standard and Short

The Chiltern Hills double up their uses in the Wiggle Chiltern Classic sportive: not only do the winding roads make for some inspired climbing action on the bike, the hills are also a sight to behold whether viewed from the bottom, the top or halfway up on a demanding test of stamina.

Straight out of the starting blocks, this ride will have you going through the gears as we ease you in on a gradual gradient, moving out of the Adams Park departure point in High Wycombe, before making you familiar with the kind of swooping descent that drops as much as youll have to make up soon after, a common trait for this swooping course.

Once youve crossed under the M40, the gradient settles and youre free to get into your own rhythm, pace and time, not dictated by hill climbs, making this a great mid-season test for riders keen on testing their hand against the clock on a kinder course.

Once youre past the outskirts of Thame, youll find yourself among peerless views across the Aylesbury Vale district in an area lined with quaint and quiet villages as you traverse the sheltered country lanes that link them. On leaving the loop exclusive to Epic course riders just east of Oxford youll enter the Chiltern Hills area once more on the way back to base.

A handful of manageable climbs wait before you can claim your finishers medal, t-shirt and PowerBar recovery product, and hopefully youll have enough left in the tank to enjoy these on completion of a rewarding day out on the bike!

Wiggle Chiltern Classic Sportive

Fawley, Buckinghamshire, GB
3 races
£3£45
Wiggle Chiltern Classic Sportive

Back this year with both 90 and 125 km routes taking riders across the stunning countryside of Aylesbury Vale onto the Chiltern Hills and back again via South Oxfordshire. Quiet back roads, beautiful scenery and challenging climbs.

Your lungs and thighs will Howl Guaranteed.

British Cyclings own rating struggles with our landscape and this years Epic route is the toughest weve ever planned. If in doubt register for the 90km course.

The Howler

Haddenham, Buckinghamshire, GB
2 races
£15£20
The Howler

Red Bull Timelaps challenges cyclists to compete in the worlds longest one-day road cycling event. As summer fades to winter, teams of four will race through the night on the weekend the clocks go back in the UK, making it a gruelling 25-hour race against time. In a twist, at 0200 a Power Hour' is activated; and riders shift to a shorter course where laps count double.

Red Bull TimeLaps

Windsor, Windsor and Maidenhead, GB
1 race
£200£250
Red Bull TimeLaps

Ideally situated in the Oxfordshire countryside, this ride will explore the Chilterns and it'll soon become obvious why it's an Area of Outstanding Natural Beauty.

The route will throw up a great selection of climbs to attack and plenty of fast descents to complement. The natural gradients of this area make for a demanding ride that will challenge riders from start to finish.

Efforts will however be rewarded with panoramic views across the English countryside, quiet roads and High5 fuelled feed stations to get you to the end.

Evans Cycles Watlington Road Sportive

Watlington, Oxfordshire, GB
4 races
£7.50£25
Evans Cycles Watlington Road Sportive

209km cycling event starting from Cholsey, E of Didcot. Controls at Waterperry and Chipping Norton, plus 4 information controls.

A gently rolling ride through the Chilterns, Cotswolds and the flatter West Oxfordshire plain. Controls are at commercial cafes, and plenty of hot food (included in the entry) at the end.

Upper Thames

Cholsey, Oxfordshire, GB
Upper Thames

Now in its sixth year, this winter gem is not to be missed!

Starting just south of Basingstoke, were perfectly set up for a great day in the saddle. After leaving the event centre, were quickly out into the countryside and enjoying a seasonal spin that should keep you warm in the December air! The route is mostly undulating and is one of the flatter rides of the series, but will still throw up a credible 4,600 ft of climbing (long route). Riders will head east and then south along quiet country lanes before skirting the South Downs for the return leg.

This ride is a fantastic opportunity to explore the Hampshire countryside and clock up some winter miles, all of course whilst getting in good stead for the festive period and year ahead.

Evans Cycles Hampshire Road Sportive

Basingstoke, Hampshire, GB
4 races
£7.50£25
Evans Cycles Hampshire Road Sportive

207km cycling event starting from Beaconsfield, Buckinghamshire, HP9 2SE. Controls at Alton, Pangbourne and Wheatley M40 services, plus 3 information controls.

Start Location at M40 Services Area. Winter friendly route. Easy access from M40 or London Marylebone. Free parking. Ibis Hotel reasonable rates at Start. Free WiFi. Pub and cafe 24hr services.

An event for experienced Randonneurs, capable of riding long distances in all conditions throughout the winter, carrying all necessary food, clothing, spares, first aid etc. suitable for such conditions. Taking in some quiet lanes in Bucks, Berks, Hants and Oxon, the event is winter friendly and ideal for RRtY riders. Proof of passage has to be obtained by the entrant at main controls which are at commercial outlets, and there are commercial outlets close by each of 3 info controls. On the line entry fee 10.00, Please check in advance if spare cards are available

The South of Bucks Winter Warmer

Beaconsfield, GB
The South of Bucks Winter Warmer

Can't find an event?

Let us know the name and we'll add it as fast as possible. We're talking Usain Bolt fast.

Why Book Through Let’s Do This?

All events with
Official Partner
badge are available for perks
Cancellation ProtectionIf you need to withdraw due to injury or the race is cancelled we’ll refund your ticket
Best Price GuaranteeIf you find this ticket cheaper elsewhere we’ll refund the difference
True SupportWe support you 1–1, just get in touch