Road Cycling events in Portsmouth

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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 Portsmouth

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A ride that takes you through the beauty of the Surrey hills and the North downs, with an beautiful start and finish location, located at Polesden Lacey deep in the surrey hills.

Surrey Sportive

Great Bookham, Surrey, GB
3 races
£25£35
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Date: 17th June 2018
Event HQ: The Bounds, Much Marcle, Ledbury HR8 2NQ
Fun Ride: 31 Miles
Challenge Ride : 68 Miles

The Westons Cider Sportive is a fantastic adventure through the Hereford countryside from one of the best cider houses in the UK taking you along the most scenic routes. With two distances of 31 and 68 miles this sportive is for everyone!

Westons Cider Sportive

Much Marcle, Herefordshire, GB
2 races
£20£35
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Open your season with this stunning ride - one not to be missed! Rolling along quiet country lanes, passing through picturesque country villages, tackling climbs - this event has everything you need to kick-start your season.

Dust off your bike and get started, or test out how well your Winter training has gone. Short (40 miles) or Standard (60 miles) options, both with a start and finish at Buckingham School.

The Buckingham Cycle Sportive

Buckingham, Buckinghamshire, GB
2 races
£25£27
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Our cycling events range from short fun rides to more challenging cross-country adventures. We ride in groups on great countryside routes which are fully marked and well organised, Meet friendly like-minded people and have a great day out. Many of our sportives aim to raise funds for charity too, so you've every reason to get on your bike!

There are 2 options:
Challenge ride - 50 miles
Fun ride - 25 miles

Wadworth Brewery Sportive

Devizes, Wiltshire, GB
2 races
£20£30
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The Bridport Dagger now in its third year and growing into one of the toughest most challenging yet visually stunning cycle Sportives in the South West.

This beautiful and stunning tour around the Dorset countryside is about taking your time, taking in the views and just enjoying the ride, it has lots of long running straights away from large amounts of traffic where you can "Peleton" if that's your thing, we have climbed, some tough, some not so, all on Strava (tut tut), and then there are country lanes with stunning views that go for miles, above all remember its a sportive and not a race, your supposed to enjoy it and have fun.

Bridport Dagger Sportive

Symondsbury, Dorset, GB
3 races
£20£35
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Exciting weekend of racing. The Saturday will host races of separate disciplines: a 10k run, the Mersea Mile swim and a 25 mile cycle time trial. On Sunday athletes will have a choice of a super sprint or standard distance triathlon. You can enter these events individually or register for the whole weekend and become a Weekend Warrior!

Weekend Warriors – Show Your Strengths

Colchester, GB
Charity Tickets

Leave the buzz of the city behind you as you face the challenge of a 54 mile journey on two wheels on the iconic London to Brighton Cycle. You will start from Clapham Common, travelling through idyllic country lanes as you ride through Mitcham, picturesque Carshalton, Chipstead, Banstead, Haywards Heath and finally finish on the colourful and bustling Brighton seafront. The spirit of the event is 'taking part' not 'winning' so you can go as fast or as slow as you like.

London to Brighton Cycle

London, GB
1 race
Charity Tickets
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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
Official Partner

A relaxed yet stunning tour around the Somerset levels, this fun ride is about taking your time, enjoying the views and just getting in some early season miles, with some amazing weather in 2018 and a great vibe.

This new sportive returns in 2019. Come join us for a smile that will last for weeks.

Be under no illusion the long route will still test you, its long with an iconic climb and the last 20 miles include a few more climbs just in case you haven't worked hard enough.
With 3 feeds for the long and 2 for the medium, we will refuel you, all you need do is enjoy the day.

Yeovil Sportive

Yeovil, Somerset, GB
3 races
£20£35

The Swift Carbon Tour of Wessex is the biggest multi stage cyclosportive in the UK. The cycling cognoscenti have been making the annual pilgrimage to Somerset since 2006 to experience the challenge of riding 3 days back to back while enjoying West country hospitality, and the exceptionally fine food & drink. Expect quintessentially English countryside though the lanes and byways of the South West. Each individual stage has its own unique mix of monuments, history and challenging terrain which sets it apart from other events; add the challenge of riding three days back to back and you have truly unique event. Choose from 322 miles, 224 miles or ride an individual stage which each have a choice of two route distances.

Tour of Wessex

Langport, Somerset, United Kingdom

The Wiggle Sussex Gran Fondo will show you the best of what West Sussex and Hampshire have to offer and then both the North and South Downs - yep, the 125-mile route really is a long one. Nine major climbs and five other significant ascents will come before you as this mega-mile epic unfolds, giving this the potential to be your crowning glory of the seasons riding success.

Starting just outside of Chichester, the route passes Cocking, flirts with Midhurst and almost kisses Liphook, skirting under Petersfield before heading north.

A High Cross feed stop signifies the highest north this will take you, before looping back. Small villages such as Kilmeston, Warnford and Brockbridge will soon blur into one as you count down the miles until the finish line.

Crossing over the top of Portsmouth, then Chichester, its smooth sailing back to base camp. After a mega day of riding, youll need those last few miles to be as straightforward as possible!

Wiggle Sussex Gran Fondo

Fontwell, West Sussex, GB
4 races
£3£50

Cycling from London to Paris is one of the great cycle experiences in Europe. Passing through picturesque Kent countryside, we cross the Channel and continue through the small villages and medieval market towns of Northern France. With long days in the saddle and some strenuous hill-climbs, the sight of the Eiffel Tower, our finishing point, will evoke a real sense of achievement. Our last day in Paris allows us to explore the sights and soak up the romantic atmosphere of this majestic city!

London to Paris Cycle – June 2018

London, GB
1 race
£800£1,600

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