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Challenge walks in South East

Find challenge walks in South East in 2025/2026 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Your chance to combine the beauty of the Isle of Wight Coastal Path with its sea views, glades and tall ridges, with your love of wild walking, and support those with brain cancer in each step.
  • Sat 16 - Sun 17 May 2026
  • £20-£30
Cowes, Isle of Wight, UK

Follow the Seagulls | Isle of Wight

Your chance to combine the beauty of the Isle of Wight Coastal Path with its sea views, glades and tall ridges, with your love of wild walking, and support those with brain cancer in each step.

  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 18 & over
  • Charity walk 2
Starting in Brighton, hike the South Downs Way along dramatic cliffs and rolling countryside, passing the Seven Sisters and Beachy Head to support people living with cancer.
  • Sat 13 Jun 2026
  • £20-£25
Brighton, East Sussex, UK

Mighty Hikes | South Coast

Starting in Brighton, hike the South Downs Way along dramatic cliffs and rolling countryside, passing the Seven Sisters and Beachy Head to support people living with cancer.

  • Recycling
  • Fancy dress
  • Event village
  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 14 & over
  • Charity hike 2
Hike from Windsor along the peaceful Thames Path, following England’s most iconic river through beautiful countryside to support Macmillan’s vital work for people living with cancer.
  • Sat 13 Jun 2026
  • £20-£25
Windsor, Berkshire, UK

Mighty Hikes | Thames Path

Hike from Windsor along the peaceful Thames Path, following England’s most iconic river through beautiful countryside to support Macmillan’s vital work for people living with cancer.

  • Recycling
  • Fancy dress
  • Event village
  • Rural
  • Sustainability policy
  • Public transport links
  • Age 14 & over
  • Charity hike 2
England’s greatest river provides a fantastic backdrop for an unforgettable 'festival' challenge weekend, with distances from 10km right up to 100km there’s a Thames Challenge for everyone!
  • Fri 11 - Sun 13 Sep 2026
  • £39-£199
London, UK

Thames Path Ultra Challenge

England’s greatest river provides a fantastic backdrop for an unforgettable 'festival' challenge weekend, with distances from 10km right up to 100km there’s a Thames Challenge for everyone!

  • Families
  • Beginner-friendly
  • Entertainment
  • Music
  • Event village
  • Urban
  • Rural
  • Age 14 & over
  • 100K ultra run 2
  • 50K ultra run 2
  • Trail run 4
  • Ultra run
  • 10K run
  • + 4 more races
Hike through the quintessentially English countryside of the Cotswolds, finishing with a spectacular view of the magnificent Blenheim Palace, to support people living with cancer.
  • Sat 12 Sep 2026
  • £20-£25
Woodstock, Oxfordshire, UK

Mighty Hikes | Cotswolds

Hike through the quintessentially English countryside of the Cotswolds, finishing with a spectacular view of the magnificent Blenheim Palace, to support people living with cancer.

  • Recycling
  • Fancy dress
  • Event village
  • Rural
  • Sustainability policy
  • Public transport links
  • Age 14 & over
  • Charity hike 2
  • Sun 22 Mar 2026
Redhill, Surrey, UK

Y2Y North Downs Trek / Run | Marathon Walk

  • 26.2 miles walking

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