Road Cycling events in Southend-on-Sea

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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 Southend-on-Sea

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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
£22.50£30
Wadworth Brewery Sportive
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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
Bridport Dagger Sportive
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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
Weekend Warriors – Show Your Strengths
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Date: 28th July 2018
Event HQ: Thornbridge Brewery, Riverside Brewery, Buxton Rd, Bakewell DE45 1GS
Fun Ride: 30 Miles
Challenge Ride: 60 Miles

The Thornbridge Brewery Sportive is a fantastic adventure through the Peak District from one of the best breweries in the UK based in one of the most picturesque villages in the UK. With two distances of 30 and 60 miles this sportive is for everyone!

The Thornbridge Brewery Sportive will take you through beautiful rolling countryside across the Dove and into the Staffordshire Peak District taking in the medieval market town of Longnor. You will discover the Manifold Valley, enjoying picturesque views as you journey back via the village of Hartington and the strangely named Custard Fields as you experience the hidden Peak District.

Those that are taking on the FUN RIDE will finish at the brewery while the CHALLENGE RIDERS will take on the second loop towards the delightful village of Tidwells and covering some majestic countryside with some toughish climbs and exhilirating descents. Refreshments and food will be flowing once back at the brewery to mull over the days excursion!!

Thornbridge Brewery Sportive

Bakewell, Derbyshire, GB
2 races
£22.50£35
Thornbridge Brewery Sportive
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Welcome to the awesome Tour de Mon - the cycle sportive which takes you around the beautiful island of Anglesey.

In 2016 we welcomed over 1400 cyclists to the shores of Newry Beach in Holyhead who all enjoyed a memorable day exploring the roads and scenery of this amazing unspoilt island and 2017 is set to be even bigger and better.

The Tour de Mon is one of the best sportives in the country. The Tour de Mon will take you to the most beautiful and iconic locations on this wonderful island of Anglesey. Boasting possibly the most beautiful coastline in the whole of the UK, Anglesey is one of Britains best kept secrets and we want to share it with you.

Tour De Mon

Holyhead, Isle of Anglesey, GB
3 races
£35.99£41.99
Tour De Mon
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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
The Black Legend Epic, Standard and Short
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
London to Brighton Cycle
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"Il Lombardia" - Also known as Tour of Lombardy, it is the final Monument of the season. Finish your season in style staying with us in the beautiful Lake Como area. We will have a selection of hotels and once the route is announced then we will update. Early registration is recommended.

With the Il Lombardia pro race held the day before, you can watch the best 1 day riders in the world and then tackle the same course the very next day. This is one of our most popular packages on the Season Calendar and makes a great getaway to finish off your cycling year.

Good availability and cost of UK flights and quick airport transfers, Lake Como has it all; lake views, smooth coastal roads, climbs of all proportions and, of course, a rich cycling heritage. Il Lombardia serves as the best end of season event, earning its nickname, 'the race of the falling leaves'.

Il Lombardia Sportive

Lombardia, IT
Il Lombardia Sportive
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Ride with former Welsh Rugby Union star Shane Williams MBE at this last club, Amman Utd RFC. It just so happens to be an ideal starting location to explore the surrounding countryside of Carmarthenshire by bike. And what a countryside it is; the roads, hills and vistas are among some of the best cycling routes in the UK.

You will go over the impressive Black Mountain, through the Brecon Beacons National park, ride through the centre of the historic Welsh market towns of Llandovery and Brecon as well as the numerous picturesque valley villages and hamlets and mountain passes along the way. All with a mixture of decent climbs, technical downhills and nice long flat stretches. The two course are challenging but also achievable for all and with the timing of the event being mid October its ideal for one last ride of the season, or a social gathering after a hard season of competing or even a personal challenge to build up to throughout the year. There's something for everyone.

Tour De Shane – The Amman Adventure

Glanaman, Carmarthenshire, GB
2 races
£32£35
Tour De Shane – The Amman Adventure
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The Tour of Flanders or Ronde van Vlaanderen, Belguim. Probably the biggest Sportive on the calendar.

Tour of Flanders had its 101st edition in 2017. Today it is one of the five Monuments of cycling and one of the two major cobbled classics along with ParisRoubaix. This race stops Belgium. Fabian Cancellara won in 2014 and 85.7% of the population of the country watched his victory either live or on television!

The Tour of Flanders weekend will offer you the opportunity to ride in the amateur event "We Ride Flanders" 16000 riders tackle the course before watching the Pros on Sunday. Flanders is famous for featuring short, sharp climbs with cobbled sections.

Tour Of Flanders Sportive

Gent, Vlaanderen, BE
Tour Of Flanders Sportive
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Also known as "The Hell of The North", it is the biggest 1 day race in professional cycling and you can test yourself over the same course 24 hours before the Pros. One of the easiest races to get to for UK riders, it is also one of the hardest to ride. The cobbles have to be experienced since words will never do them justice. We can ensure you are as prepared as possible. Basing you in Roubaix is ideal for soaking up race weekend atmosphere and seeing the Race.

Paris Roubaix Sportive

Paris, Île-de-France, FR
Paris Roubaix Sportive
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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
Yeovil Sportive

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