10

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
  • £350
  • Fri 16 - Sun 18 May
  • £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
  • £199
  • 14 charities
  • Sat 17 - Sun 18 May
  • £199
  • 14 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | Full 100km continuous

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
Walk, jog or run along the spectacular UNESCO World Heritage coastline from Corfe Castle past Lulworth Cove and Durdle Door, with full support, welcoming base camp and finish line celebration!
  • Sat 17 - Sun 18 May
  • £199
  • 14 charities
  • Sat 17 - Sun 18 May
  • £199
  • 14 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | Full 100km over 2 days

Walk, jog or run along the spectacular UNESCO World Heritage coastline from Corfe Castle past Lulworth Cove and Durdle Door, with full support, welcoming base camp and finish line celebration!

  • 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
  • £139
  • 14 charities
  • Sat 17 May
  • £139
  • 14 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | 1st Half

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
  • Hilly
  • 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 and the finish line at Bridport.
  • Sat 17 May
  • £169
  • 14 charities
  • Sat 17 May
  • £169
  • 14 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | 3/4 Challenge

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 and the finish line at Bridport.

  • Chip timing
  • Enter online
  • GPS tracking
  • Hilly
  • Age 18 & over
  • 76 km trail running + 1800 m ascent
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
  • £89
  • 14 charities
  • Sat 17 May
  • £89
  • 14 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | 2nd Quarter

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
  • £89
  • 14 charities
  • Sat 17 May
  • £89
  • 14 charities
Wareham, Dorset, UK

Jurassic Coast Ultra Challenge | 1st Quarter

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
  • £139
  • 14 charities
  • Sat 17 May
  • £139
  • 14 charities
Weymouth, Dorset, UK

Jurassic Coast Ultra Challenge | 2nd Half

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
Take in the stunning sights of Bristol and step into serene nearby nature on the city's outskirts, as part of Bristol Walkfest - the city's month-long programme of all things walking!
  • Sat 31 May
  • £35
  • Sat 31 May
  • £35
Bristol, Somerset, UK

Walk Bristol | 20 Miles

Take in the stunning sights of Bristol and step into serene nearby nature on the city's outskirts, as part of Bristol Walkfest - the city's month-long programme of all things walking!

  • Enter online
  • Fundraising optional
  • Age 16 & over
  • 20 miles walking
Take in the stunning sights of Bristol and step into serene nearby nature on the city's outskirts, as part of Bristol Walkfest - the city's month-long programme of all things walking!
  • Sat 31 May
  • £30
  • Sat 31 May
  • £30
Bristol, Somerset, UK

Walk Bristol | 15 Miles

Take in the stunning sights of Bristol and step into serene nearby nature on the city's outskirts, as part of Bristol Walkfest - the city's month-long programme of all things walking!

  • Enter online
  • Undulating
  • Fundraising optional
  • Age 16 & over
  • 15 miles walking

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