Road Cycling Events in South West

This popular early season sportive returns for 2024 with incredible cycling routes to support SSAFA, the Armed Forces Charity. Combining smooth, flat roads and challenging hill climbs, join hundreds of other riders to make this event part of your cycling calendar. 

Sportiva Events

Taunton Flyer

Join this fantastic charity cycle in aid of Challengers, based in Hampshire. Explore the surrounding countryside, soaking in some amazing scenery, as you're spurred on in your ride by a supportive atmosphere. Come along to support an incredible cause, with 100% of all money raised going to Challengers.

Kelly's Storage Charity Events

Kelly's Cycle Challenge 2024 (Sportive)

The UKCE Classic series is designed with all riders in mind, and the Mendips Classic is no different. 3 different distances allows all riders to enjoy the wonderful roads of this stunning Area of Outstanding Natural Beauty. The brilliant routes and friendly atmosphere will make it a day to remember!

UK Cycling Events

The Mendips Classic 2024

Embrace the fantastic scenery of the Jurassic Coast on this fantastic classic ride. Feel the cool sea air against your skin as you ride for fun on this hilly route. There will be plenty spots of outstanding beauty. Test your endurance to earn your finisher's medal.

The Jurassic Classic 2024

Begin your spring sportive season with an incredible ride around Cornwall's stunning West coast. A perfect event for view chasers, sportive regulars and newbies alike to enjoy. Expect some stunning views, undulating hills and on-course support with you every step of the way. 

Let’s Go Velo

St Ives Brewery Sportive

Take on a challenging ride across the Meon Valley, experiencing beautiful scenery as you ride. Beginning in Swanmore, you'll ride an 100 mile, 82 mile, 57 mile or 28 mile route, refuelling at well-stocked aid stations along the way. Come to earn your bespoke finisher's medal. 

BigFeat Events

Beast to the East

Enjoy this incredible summer sportive through the stunning Oxford countryside, culminating in a well-deserved pint at the Hook Norton Brewery. Suitable for a range of abilities, choose between 40 or 60 miles of cycling. Come for the amazing scenery and social atmosphere. 

Hook Norton Brewery Sportive

Start and finish this sportive at the award-winning Chiltern Valley Winery and weave your way through the stunning landscape of the Chiltern Valley, with its picturesque villages. Choose from a 35-mile or 57-mile distance and complete your ride with a well-earned drink. 

Chiltern Valley Winery & Brewery Sportive

Explore the Buckinghamshire countryside with this excellent road cycling sportive. Beginning and ending at the Vale Brewery, riders can choose from a 90k or 56k option. Finish your ride with a well-earned pint of locally made ale. 

Vale Brewery Sportive 

Experience the beauty of the Malvern Hills as you take on 66 miles or 100 miles of incredible cycling. With mechanical support on hand and feed stops to keep you fuelled, this event is ideal for both experienced cyclists and beginners.  

Mad Hare

Mad Malvern Hare

Explore the stunning Cornish Peninsula as you cycle along its quiet country roads. Offering three distances, there's a distance for every level of cyclist. Experience amazing views of the sea and landscape during this exhilarating event. 

Land's End 100

Immerse yourself in the breathtaking landscape of the New Forest National Park at this cycling event. With a range of distances on offer, this day out is perfect for all ages and abilities. Enjoy the stunning scenery and take home an epic medal and goody bag.

The New Forest Tour 2024

Take on this incredible ride, exploring the wild, open moorlands of Dartmoor National Park and the beautiful Devonshire coastline. Offering a selection of different distances, this event has something for everyone. Enter for the finisher's medal, and exclusive event T-shirt to commemorate your ride.

Moor to Sea

This summer sportive is a great way to explore the beautiful landscape of the Isle of Wight. Choose to cycle 67k or 92k, taking in some of the island's best cycling routes as you go. Once you finish, you'll be able to enjoy some of the brewery's award-winning beer!

Goddards Brewery Sportive

Take on this fantastic cycling challenge based at Thruxton Circuit in Hampshire to raise funds for a good cause. Open to all ages and abilities, this event is fully inclusive, with the fast, flat, wide track ideal for cycling beginners and children. Come along for the supportive atmosphere and claim your medal.

Regain Sports Charity

The Regain Cycling Challenge

<p style="margin-top: 0; margin-bottom: 0;">Take on the challenge of the UK's premier Land's End to John O'Groats cycle, covering 980 miles of stunning terrain. The 9 day event will see you cycle from Cornwall to the Scottish Highlands, with route highlights including Cheddar Gorge, the River Wye, the Lake District the Forth River Bridge and the Cairngorms National Park. With mechanical support, chaperone riders and fully loaded pit stops, this is the perfect way to experience a once in a lifetime ride!</p>

Applied Filters

Road Cycling Events in South West 2024-2025

1. Taunton Flyer

2. Kelly's Cycle Challenge 2024 (Sportive)

3. The Mendips Classic 2024

4. The Jurassic Classic 2024

5. St Ives Brewery Sportive

6. Beast to the East

7. Hook Norton Brewery Sportive

8. Chiltern Valley Winery & Brewery Sportive

9. Vale Brewery Sportive

10. Mad Malvern Hare

11. Land's End 100

12. The New Forest Tour 2024

13. Moor to Sea

14. Goddards Brewery Sportive

15. The Regain Cycling Challenge

16. Ride Across Britain 2024