Road Cycling Events in Oxford

Showing 1 - 14 of 14 events
JUN2
Registration Perks
Chiltern Valley Winery & Brewery Sportive
Henley-on-Thames, South East, United Kingdom

The Chiltern Valley Winery and Brewery Sportive start at a majestic location hidden away on a tiny rural lane in the heart of the Chiltern Valley. Just north of Henley on the Thames, the routes take you through a number of stunning villages where the Vicar of Dibley and Midsummer Murders were filmed. This Sportive has two distances of 37 and 70 miles to accommodate all abilities!

Details

Chiltern Valley Winery & Brewery Sportive

Dudley Ln, Henley-on-Thames RG9, UKView event
About the event
From the organiser

The Chiltern Valley Winery and Brewery Sportive start at a majestic location hidden away on a tiny rural lane in the heart of the Chiltern Valley. Just north of Henley on the Thames, the routes take you through a number of stunning villages where the Vicar of Dibley and Midsummer Murders were filmed. This Sportive has two distances of 37 and 70 miles to accommodate all abilities!

£22.50 - £35
Chiltern Valley Winery & Brewery Sportive
JUL7
Broughton Castle Cycling Sportive

Riding through one of the country's biggest areas of outstanding natural beauty, competitors are also treated to a scenic finish in the grounds of the castle on this sportive. Incredible value for money, 4 different events are on offer from the 5.5 Mile family ride, right through to the epic 100 Mile Monster, ensuring there's something to suit all levels of rider.

Details

Broughton Castle Cycling Sportive

Marston Cyclepath, Oxford OX1 3JA, UKView event
About the event
From the organiser

Riding through one of the country's biggest areas of outstanding natural beauty, competitors are also treated to a scenic finish in the grounds of the castle on this sportive. Incredible value for money, 4 different events are on offer from the 5.5 Mile family ride, right through to the epic 100 Mile Monster, ensuring there's something to suit all levels of rider.

£5 - £30
Broughton Castle Cycling Sportive
MAY25
Welland Valley Sportive

This is the sixth Macmillan Harborough Sportive, (now renamed 'Welland Valley Sportive'), organised again this year by Welland Valley Cycling Club with the assistance of many volunteers. Our aim is twofold: first to raise funds for Macmillan Cancer Support and second, to encourage cycling for all abilities and ages. All proceeds to Macmillan.

Details

Welland Valley Sportive

Grange Farm, Milton Keynes MK8, UKView event
About the event
From the organiser

This is the sixth Macmillan Harborough Sportive, (now renamed 'Welland Valley Sportive'), organised again this year by Welland Valley Cycling Club with the assistance of many volunteers. Our aim is twofold: first to raise funds for Macmillan Cancer Support and second, to encourage cycling for all abilities and ages. All proceeds to Macmillan.

£15 - £25
Welland Valley Sportive
JUL20
Ride Cotswolds Sportive
Moreton-in-Marsh, South West, United Kingdom

Theres a reason holidaymakers flock to the Cotswolds in their droves its amazingly scenic countryside makes for the perfect weekends cycling. A selection of great climbs and miles of rolling rural roads provide an ideal mix for a day in the saddle.

Details

Ride Cotswolds Sportive

Fire Service College, London Rd, Moreton-in-Marsh GL56 0RH, UKView event
About the event
From the organiser

Theres a reason holidaymakers flock to the Cotswolds in their droves its amazingly scenic countryside makes for the perfect weekends cycling. A selection of great climbs and miles of rolling rural roads provide an ideal mix for a day in the saddle.

£3 - £40
Ride Cotswolds Sportive
JUL20
Ride Cotswolds
Moreton-in-Marsh, South West, United Kingdom

At the height of summer, the Cotswolds will be at their immaculate best and what better way to enjoy them than by bike as you navigate the intertwining lanes and tackle the rolling hills. With all three routes barely leaving the confines of this area of natural beauty the event showcases the region like never before. Constantly undulating from start to finish the rapid succession of climbs and descents will keep you on your toes all day, and although those in the first half of the ride are relatively tame, those in the later stages pack a significantly bigger punch. Rising up the ridge from Broadway, Snowshill Road is the big wake up call after the gentle start and will have you climbing for over eight kilometres before you reach the summit. With the epic route heading south the ups become bigger and so do the downs as you head south to Bourton Hill then loop back via Clapton-on-the-hill and the last big test of the day Rissington Road. Climbing up and through the pretty village of Rissington, winding between its pristine stone cottages and manicured gardens this is the quintessential Cotswolds climb, and at 2.3 kilometres long with an average of 5% a pretty tough one too round of a wonderful day.

Details

Ride Cotswolds

Moreton-in-Marsh GL56 0RH, UKView event
About the event
From the organiser

At the height of summer, the Cotswolds will be at their immaculate best and what better way to enjoy them than by bike as you navigate the intertwining lanes and tackle the rolling hills. With all three routes barely leaving the confines of this area of natural beauty the event showcases the region like never before. Constantly undulating from start to finish the rapid succession of climbs and descents will keep you on your toes all day, and although those in the first half of the ride are relatively tame, those in the later stages pack a significantly bigger punch. Rising up the ridge from Broadway, Snowshill Road is the big wake up call after the gentle start and will have you climbing for over eight kilometres before you reach the summit. With the epic route heading south the ups become bigger and so do the downs as you head south to Bourton Hill then loop back via Clapton-on-the-hill and the last big test of the day Rissington Road. Climbing up and through the pretty village of Rissington, winding between its pristine stone cottages and manicured gardens this is the quintessential Cotswolds climb, and at 2.3 kilometres long with an average of 5% a pretty tough one too round of a wonderful day.

£3 - £40
Ride Cotswolds
JUL8
The Buzzard 600
Leighton Buzzard, East of England, United Kingdom

600km cycling event starting from Leighton Buzzard. Controls at Pangborne, Chandler's Ford, Salisbury, Sherborne, Exeter, Wells, Cirencester and Brackley.

Details

The Buzzard 600

3 Baker St, Leighton Buzzard LU7 1BL, UKView event
About the event
From the organiser

600km cycling event starting from Leighton Buzzard. Controls at Pangborne, Chandler's Ford, Salisbury, Sherborne, Exeter, Wells, Cirencester and Brackley.

£6
The Buzzard 600
JUL14
L’Etape London by Le Tour de France

LEtape London is moving to Chiltens in 2019! Organised by Human Race and in support of Access Sport, L'Etape brings the glamour of the Tour de France to the capital, following sister event the Maserati Tour de Yorkshire Ride. The open roads route for the event takes in much of Stage Three of the 2014 Tour de France route and culminates spectacularly with a lap of honour around the Lee Valley VeloPark at the Queen Elizabeth Olympic Park, home of the London 2012 Games. It sold out in 2015, making it a must-ride event for those lucky enough to get a place.

Details

L’Etape London by Le Tour de France

Penn House Estate, Penn Street, Amersham HP7 0PS, UKView event
About the event
From the organiser

LEtape London is moving to Chiltens in 2019! Organised by Human Race and in support of Access Sport, L'Etape brings the glamour of the Tour de France to the capital, following sister event the Maserati Tour de Yorkshire Ride. The open roads route for the event takes in much of Stage Three of the 2014 Tour de France route and culminates spectacularly with a lap of honour around the Lee Valley VeloPark at the Queen Elizabeth Olympic Park, home of the London 2012 Games. It sold out in 2015, making it a must-ride event for those lucky enough to get a place.

£49 - £52
L’Etape London by Le Tour de France
JUL14
L'Etape UK

Cycletta will this year be incorporated into some of the UKs most highly-regarded sportives for the first time. As more and more women have taken to their bikes over the course of Cyclettas lifespan, demand has shifted away from introductory-style rides to more challenging courses, which is why we have chosen to incorporate women only waves into our prestigious series of cycling events.

Unrivalled route management and support ensure that your focus is 100% on your ride, whether the Chiltern 100 is your main challenge in 2017 or a crucial leg of a longer journey.

Firmly established as one of the toughest sportives in the UK and situated right on Londons doorstep, the Chiltern 100 takes in the finest riding the Chilterns Area of Outstanding Natural Beauty has to offer proving that brutal can be beautiful. The sportive is a best of the regions many gruelling climbs, including the infamous Whiteleaf Hill (as featured on Simon Warrens list of the 100 Greatest UK Cycling Climbs) and Wardrobes. Unrivalled route management and support ensure that your focus is 100% on your ride, whether the Chiltern 100 is your main challenge in 2017 or a crucial leg of a longer journey.

Details

L'Etape UK

Penn House Estate, Penn Street, Amersham HP7 0PS, UKView event
About the event
From the organiser

Cycletta will this year be incorporated into some of the UKs most highly-regarded sportives for the first time. As more and more women have taken to their bikes over the course of Cyclettas lifespan, demand has shifted away from introductory-style rides to more challenging courses, which is why we have chosen to incorporate women only waves into our prestigious series of cycling events.

Unrivalled route management and support ensure that your focus is 100% on your ride, whether the Chiltern 100 is your main challenge in 2017 or a crucial leg of a longer journey.

Firmly established as one of the toughest sportives in the UK and situated right on Londons doorstep, the Chiltern 100 takes in the finest riding the Chilterns Area of Outstanding Natural Beauty has to offer proving that brutal can be beautiful. The sportive is a best of the regions many gruelling climbs, including the infamous Whiteleaf Hill (as featured on Simon Warrens list of the 100 Greatest UK Cycling Climbs) and Wardrobes. Unrivalled route management and support ensure that your focus is 100% on your ride, whether the Chiltern 100 is your main challenge in 2017 or a crucial leg of a longer journey.

£49 - £52
L'Etape UK
AUG17
Magnificat Sportive

The MagnifiCat sportive has gained the reputation of a prestigious event with a fierce pedigree and formidable challenge. Forging the rolling Hampshire countryside and classic climbs on the South Downs as one, this event is one of a carefully picked few that many cyclists aim to tick off the to do list.

Details

Magnificat Sportive

M4, Thatcham RG18 9QZ, UKView event
About the event
From the organiser

The MagnifiCat sportive has gained the reputation of a prestigious event with a fierce pedigree and formidable challenge. Forging the rolling Hampshire countryside and classic climbs on the South Downs as one, this event is one of a carefully picked few that many cyclists aim to tick off the to do list.

£3 - £45
Magnificat Sportive
SEP22
The Howler

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.

Details

The Howler

2A Woodways, Haddenham, Aylesbury HP17 8DS, UKView event
About the event
From the organiser

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.

£15 - £20
The Howler
JUL28
The Great Shakespeare Ride

The Great Shakespeare Ride really does offer something for cyclists of all abilities. The challenging 100 mile Sportive will take you to your limit, while the 100 km Challenge is a tough undulating route, but definitely achievable. The Friendly 5O km, returning for this year, is the perfect course for those new to cycling a beautiful, flatter route along quiet roads with lots of support from start to finish.

Details

The Great Shakespeare Ride

Walton Hall & Hotel, Warwick CV35 9HU, UKView event
About the event
From the organiser

The Great Shakespeare Ride really does offer something for cyclists of all abilities. The challenging 100 mile Sportive will take you to your limit, while the 100 km Challenge is a tough undulating route, but definitely achievable. The Friendly 5O km, returning for this year, is the perfect course for those new to cycling a beautiful, flatter route along quiet roads with lots of support from start to finish.

£35 - £40
The Great Shakespeare Ride
SEP1
Marlow Red Kite Ride

This sportive is based in the picturesque village of Marlow, and run by Marlow Riders cycling club.

We will have three routes covering 50, 80 and 100 miles. All three routes go over the Chilterns and the longest routes extending out into the Vale of Aylesbury. The routes include hills and flatter sections, so are suited to experienced riders aiming for a fast time and for riders aiming to complete a 'century' or a 'half' for the first time.

Details

Marlow Red Kite Ride

Marlow Sports Club, Pound Lane, Marlow SL7 2AE, UKView event
About the event
From the organiser

This sportive is based in the picturesque village of Marlow, and run by Marlow Riders cycling club.

We will have three routes covering 50, 80 and 100 miles. All three routes go over the Chilterns and the longest routes extending out into the Vale of Aylesbury. The routes include hills and flatter sections, so are suited to experienced riders aiming for a fast time and for riders aiming to complete a 'century' or a 'half' for the first time.

£33
Marlow Red Kite Ride
OCT19
Cobbler Classic

Taking its name from the shoe-making history of its Northamptonshire surroundings, the Sigma Sports Cobbler Classic Sportive will take you through some of the countys best sights and cycling roads.

Details

Cobbler Classic

Unnamed Road, Brackley NN13, UKView event
About the event
From the organiser

Taking its name from the shoe-making history of its Northamptonshire surroundings, the Sigma Sports Cobbler Classic Sportive will take you through some of the countys best sights and cycling roads.

£3 - £40
Cobbler Classic
MAY26
Registration Perks
Towcester Mill Brewery Sportive

Welcome to The Towcester Mill Brewery Sportive. This is a fantastic adventure through the Northamptonshire countryside from one of the best breweries in the Midlands taking you along the most scenic routes. With two distances of 57km (35 miles) and 97 km (60 miles), this sportive is for everyone!

Details

Towcester Mill Brewery Sportive

Towcester Mill Brewery, Towcester Mill, Chantry Ln, Towcester NN12 6YY, UKView event
About the event
From the organiser

Welcome to The Towcester Mill Brewery Sportive. This is a fantastic adventure through the Northamptonshire countryside from one of the best breweries in the Midlands taking you along the most scenic routes. With two distances of 57km (35 miles) and 97 km (60 miles), this sportive is for everyone!

Booking Closed
Towcester Mill Brewery Sportive

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All EventsCheveron Right IconRoad Cycling Events

What you need to know about Road Cycling Events

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.

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