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Challenge walks in South West in May 2025

Find challenge walks near me in South West in May 2025 - search by date or place, display on a map or use the advanced search to find your perfect race.

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The ultimate coast path challenge! Walk 60 miles of the South West Coast Path over 3 days and take in the breathtaking sights and soak up the camaraderie for Children’s Hospice South West.
  • Fri 16 - Sun 18 May 2025
  • £350
  • Fri 16 - Sun 18 May 2025
  • £350
Westward Ho!, Devon, UK

Incredible Hike

The ultimate coast path challenge! Walk 60 miles of the South West Coast Path over 3 days and take in the breathtaking sights and soak up the camaraderie for Children’s Hospice South West.

  • Enter online
  • Fundraising required
  • Undulating
  • Hilly
  • Traffic free
  • Rural
  • Coast
  • Age 18 & over
  • 60 miles hiking
A demanding challenge, taking on 100km along the UNESCO World Heritage Jurassic Coast, starting from Corfe Castle on a fully-supported challenge visiting the highlights of the region.
  • Sat 17 - Sun 18 May 2025
  • 13 charities
  • Sat 17 - Sun 18 May 2025
  • 13 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | Full 100km continuous charity places

A demanding challenge, taking on 100km along the UNESCO World Heritage Jurassic Coast, starting from Corfe Castle on a fully-supported challenge visiting the highlights of the region.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 100 km trail running + 2300 m ascent
Take on the full 100km challenge across two days, to enjoy the entirety of the route during daylight, with camping options at the halfway Basecamp in Weymouth.
  • Sat 17 - Sun 18 May 2025
  • 13 charities
  • Sat 17 - Sun 18 May 2025
  • 13 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | Full 100km over 2 days charity places

Take on the full 100km challenge across two days, to enjoy the entirety of the route during daylight, with camping options at the halfway Basecamp in Weymouth.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 100 km trail running + 2300 m ascent
58km of beautiful trail, with ups and downs giving over 1600m of ascent on a gorgeous coastal route which visits some of the highlights of the Jurassic Coast.
  • Sat 17 May 2025
  • 13 charities
  • Sat 17 May 2025
  • 13 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | 1st Half charity places

58km of beautiful trail, with ups and downs giving over 1600m of ascent on a gorgeous coastal route which visits some of the highlights of the Jurassic Coast.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 58 km trail running + 1700 m ascent
The route is 3/4 of the Full Challenge – so starts at the Corfe Castle main start, takes in the fantastic 2nd 1/4 Challenge route to Weymouth, and then on to West Bay & the finish line at Bridport.
  • Sat 17 May 2025
  • 13 charities
  • Sat 17 May 2025
  • 13 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | 3/4 Challenge charity places

The route is 3/4 of the Full Challenge – so starts at the Corfe Castle main start, takes in the fantastic 2nd 1/4 Challenge route to Weymouth, and then on to West Bay & the finish line at Bridport.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 76 km trail running
A classic Jurassic challenge, starting from Corfe Castle, along the Purbeck Ridge to Durdle Door, where the undulating route leads to the finish at Weymouth
  • Sat 17 May 2025
  • 13 charities
  • Sat 17 May 2025
  • 13 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | 2nd Quarter charity places

A classic Jurassic challenge, starting from Corfe Castle, along the Purbeck Ridge to Durdle Door, where the undulating route leads to the finish at Weymouth

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 14 & over
  • 34 km trail running + 1100 m ascent
A looped route which follows the Purbeck Way to Swanage, before returning along the coast, to finish at Church Knowle near Corfe Castle, for a well-deserved glass of fizz.
  • Sat 17 May 2025
  • 13 charities
  • Sat 17 May 2025
  • 13 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | 1st Quarter charity places

A looped route which follows the Purbeck Way to Swanage, before returning along the coast, to finish at Church Knowle near Corfe Castle, for a well-deserved glass of fizz.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 14 & over
  • 25 km trail running + 600 m ascent
A marathon distance challenge departing from Weymouth, visiting Chesil Beach and the West Dorset Heritage Coast en route to the finish line at Bridport.
  • Sat 17 May 2025
  • 13 charities
  • Sat 17 May 2025
  • 13 charities
Weymouth, Dorset, UK

Jurassic Coast Ultra Challenge | 2nd Half charity places

A marathon distance challenge departing from Weymouth, visiting Chesil Beach and the West Dorset Heritage Coast en route to the finish line at Bridport.

  • Chip timing
  • Enter online
  • GPS tracking
  • Undulating
  • Age 18 & over
  • 42 km trail running + 600 m ascent

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