31 Sportives in South West

Find sportives in and around South West for 2023/2024 - filter events by date, display on a map or use the advanced search to find your perfect race.

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Themed ride around wartime airfields of East Devon and Somerset, with routes that pass RAF Exeter (Exeter Airport), RAF Dunkeswell, RAF Upottery (Smeatharpe), RAF Culmhead and more sites of interest.
  • Sun 28 Apr 2024
  • £45
Honiton, Devon, UK

Taunton Flyer | Wellington Route

Themed ride around wartime airfields of East Devon and Somerset, with routes that pass RAF Exeter (Exeter Airport), RAF Dunkeswell, RAF Upottery (Smeatharpe), RAF Culmhead and more sites of interest.

  • 101 miles road cycling + 5500 ft ascent
This popular early season sportive offers a mixture of open, flowing, flat roads combined with a couple of testing climbs.
  • Sun 28 Apr 2024
  • £45
Honiton, Devon, UK

Taunton Flyer | Dakota Route

This popular early season sportive offers a mixture of open, flowing, flat roads combined with a couple of testing climbs.

  • 63 miles road cycling + 4000 ft ascent
This popular early season sportive offers a mixture of open, flowing, flat roads combined with a couple of testing climbs. Children aged 11+ can join in accompanied.
  • Sun 28 Apr 2024
  • £45
Honiton, Devon, UK

Taunton Flyer | Spitfire Route

This popular early season sportive offers a mixture of open, flowing, flat roads combined with a couple of testing climbs. Children aged 11+ can join in accompanied.

  • 37 miles road cycling + 2500 ft ascent
A great route showcasing the amazing Cornwall coast road! Each rider will receive a Gold, Silver, or Bronze medal based on the completion time for their appropriate age and gender category.
  • Sat 14 Sep 2024
  • £45
Marazion, Cornwall, UK

Lands End 100 | Long

A great route showcasing the amazing Cornwall coast road! Each rider will receive a Gold, Silver, or Bronze medal based on the completion time for their appropriate age and gender category.

  • 105 miles road cycling + 7200 ft ascent
A great route showcasing the amazing Cornwall coast road! Each rider will receive a Gold, Silver, or Bronze medal based on the completion time for their appropriate age and gender category.
  • Sat 14 Sep 2024
  • £42.50
Marazion, Cornwall, UK

Lands End 100 | Medium

A great route showcasing the amazing Cornwall coast road! Each rider will receive a Gold, Silver, or Bronze medal based on the completion time for their appropriate age and gender category.

  • 72 miles road cycling + 4850 ft ascent
A great route showcasing the amazing Cornwall coast road! Each rider will receive a Gold, Silver, or Bronze medal based on the completion time for their appropriate age and gender category.
  • Sat 14 Sep 2024
  • £40
Marazion, Cornwall, UK

Lands End 100 | Short

A great route showcasing the amazing Cornwall coast road! Each rider will receive a Gold, Silver, or Bronze medal based on the completion time for their appropriate age and gender category.

  • 46 miles road cycling + 3020 ft ascent
Explore the quiet roads of Dartmoor and surrounding area on this medium-long sportive. Chip timed, fully supported with KOM/QOM challenge and supreme views.
  • Sun 29 Sep 2024
  • £42.50
Exeter, Devon, UK

Moor to Sea | Challenge

Explore the quiet roads of Dartmoor and surrounding area on this medium-long sportive. Chip timed, fully supported with KOM/QOM challenge and supreme views.

  • 64 miles road cycling + 5700 ft ascent
Explore the quiet roads of Dartmoor and surrounding area on this long sportive. Chip timed, fully supported with KOM/QOM challenge and supreme views.
  • Sun 29 Sep 2024
  • £45
Exeter, Devon, UK

Moor to Sea | Extreme

Explore the quiet roads of Dartmoor and surrounding area on this long sportive. Chip timed, fully supported with KOM/QOM challenge and supreme views.

  • 101 miles road cycling + 9700 ft ascent
Explore the quiet roads of Dartmoor and surrounding area on this short sportive. Chip timed, fully supported with KOM/QOM challenge and supreme views.
  • Sun 29 Sep 2024
  • £40
Exeter, Devon, UK

Moor to Sea | Inspire

Explore the quiet roads of Dartmoor and surrounding area on this short sportive. Chip timed, fully supported with KOM/QOM challenge and supreme views.

  • 36 miles road cycling + 1085 ft ascent
The toughest cycling challenge in the South West! This epic route is against a pace clock. Any rider who falls behind the minimum pace will be required to retire from the event.
  • Sat 2 Aug 2025
  • £100
Yelverton, Devon, UK

Dartmoor Legend Sportives | Dartmoor Legend

The toughest cycling challenge in the South West! This epic route is against a pace clock. Any rider who falls behind the minimum pace will be required to retire from the event.

  • 200 miles road cycling + 18000 ft ascent
The Mezzofondo features many of Dartmoor's most iconic climbs without having to complete the Dartmoor Legend Ultra also taking place that day!
  • Sat 2 Aug 2025
  • £42.50
Yelverton, Devon, UK

Dartmoor Legend Sportives | Mezzofondo

The Mezzofondo features many of Dartmoor's most iconic climbs without having to complete the Dartmoor Legend Ultra also taking place that day!

  • 92 miles road cycling + 9000 ft ascent
The Leggero features many of Dartmoor's most iconic climbs without having to complete the Dartmoor Legend Ultra also taking place that day!
  • Sat 2 Aug 2025
  • £42.50
Yelverton, Devon, UK

Dartmoor Legend Sportives | Leggero

The Leggero features many of Dartmoor's most iconic climbs without having to complete the Dartmoor Legend Ultra also taking place that day!

  • 74 miles road cycling + 7214 ft ascent
The Fondo features many of Dartmoor's most iconic climbs without having to complete the Dartmoor Legend Ultra also taking place that day!
  • Sat 2 Aug 2025
  • £75
Yelverton, Devon, UK

Dartmoor Legend Sportives | Fondo

The Fondo features many of Dartmoor's most iconic climbs without having to complete the Dartmoor Legend Ultra also taking place that day!

  • 149 miles road cycling + 13000 ft ascent
  • Sat 16 Mar 2024
  • FREE-$61.21
Wiltshire, Wiltshire, UK

The Wiltshire Classic | Long

The Wiltshire Classic cycling event has always been a firm favourite with the riders, crisscrossing through the rolling countryside of Cranborne Chase AONB.

  • 117 km road cycling
  • Sat 16 Mar 2024
  • FREE-$54.97
Wiltshire, Wiltshire, UK

The Wiltshire Classic | Medium

The Wiltshire Classic cycling event has always been a firm favourite with the riders, crisscrossing through the rolling countryside of Cranborne Chase AONB.

  • 71 km road cycling
  • Sat 16 Mar 2024
  • FREE-$42.48
Wiltshire, Wiltshire, UK

The Wiltshire Classic | Short

The Wiltshire Classic cycling event has always been a firm favourite with the riders, crisscrossing through the rolling countryside of Cranborne Chase AONB.

  • 49 km road cycling
  • Sat 27 Apr 2024
  • £35-£50
Shepton Mallet, Somerset, UK

Somerset Sportive | Short Route

A stunning cycle tour of the Somerset levels, followed by a climb up the fabulous Cheddar Gorge.

  • 75 km road cycling
  • Sat 27 Apr 2024
  • £35-£50
Shepton Mallet, Somerset, UK

Somerset Sportive | Medium Route

A stunning cycle tour of the Somerset levels, followed by a climb up the fabulous Cheddar Gorge.

  • 112 km road cycling
  • Sat 27 Apr 2024
  • £35-£50
Shepton Mallet, Somerset, UK

Somerset Sportive | Long Route

A stunning cycle tour of the Somerset levels, followed by a climb up the fabulous Cheddar Gorge.

  • 165 km road cycling
  • Sat 11 May 2024
  • £49
Frome, Somerset, UK

Wessex Gravel Epic | Short Route

A west country epic!

  • 50 km gravel riding
  • Sat 11 May 2024
  • £49
Frome, Somerset, UK

Wessex Gravel Epic | Medium Route

A west country epic!

  • 66 km gravel riding
  • Sat 11 May 2024
  • £49
Frome, Somerset, UK

Wessex Gravel Epic | Long Route

A west country epic!

  • 100 km gravel riding
  • Sat 25 May 2024
  • £35-£50
Cheltenham, Gloucestershire, UK

Cotswolds Sportive | Medium Route

The Cotswolds sportive starting and finishing nr Cheltenham will take in much of the stunning Cotswolds AONB on the cycle routes.

  • 104 km road cycling
  • Sat 25 May 2024
  • £35-£50
Cheltenham, Gloucestershire, UK

Cotswolds Sportive | Long Route

The Cotswolds sportive starting and finishing nr Cheltenham will take in much of the stunning Cotswolds AONB on the cycle routes.

  • 166 km road cycling
  • Sat 15 Jun 2024
  • FREE-$64.07
Wareham, Dorset, UK

The Jurassic Classic | Long

Anyone who has ridden the Jurassic Classic before, previously known as the Jurassic Beast, will know that there are a few punchy climbs on this event.

  • 121 km road cycling
  • Sat 15 Jun 2024
  • FREE-$57.51
Wareham, Dorset, UK

The Jurassic Classic | Medium

Anyone who has ridden the Jurassic Classic before, previously known as the Jurassic Beast, will know that there are a few punchy climbs on this event.

  • 84 km road cycling
  • Sat 15 Jun 2024
  • FREE-$44.38
Wareham, Dorset, UK

The Jurassic Classic | Short

Anyone who has ridden the Jurassic Classic before, previously known as the Jurassic Beast, will know that there are a few punchy climbs on this event.

  • 56 km road cycling
  • Sat 13 Jul 2024
  • FREE-$61.21
Street, Somerset, UK

The Mendips Classic | Long

The Mendips Classic sportive takes on roads that UK Cycling Events have been taking on for years and includes some old favourites from the area.

  • 123 km road cycling
  • Sat 13 Jul 2024
  • FREE-$54.97
Street, Somerset, UK

The Mendips Classic | Medium

The Mendips Classic sportive takes on roads that UK Cycling Events have been taking on for years and includes some old favourites from the area.

  • 83 km road cycling
  • Sat 13 Jul 2024
  • FREE-$42.48
Street, Somerset, UK

The Mendips Classic | Short

The Mendips Classic sportive takes on roads that UK Cycling Events have been taking on for years and includes some old favourites from the area.

  • 58 km road cycling
  • Sat 7 - Sun 15 Sep 2024
  • £1,150-£2,450
  • 5 charities
Penzance, Cornwall, UK

Ride Across Britain

Across 9 epic days, Ride Across Britain covers 980 miles of the most beautiful landscapes accessible on two wheels. We think there is no better way to travel from Land’s End to John O’Groats!

  • 9 days