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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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Select an event for photos, video, route, location, reviews, entry fees and how to enter.

  • Sat 16 - Sun 17 May 2026
Cowes, Isle of Wight, UK

Follow the Seagulls | Isle of Wight

  • 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
  • 30% off
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.

30% off with discount code

  • Recycling
  • Fancy dress
  • Event village
  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 14 & over
  • 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
  • 30% off
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.

30% off with discount code

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

Y2Y North Downs Trek / Run | Marathon Walk

  • 26.2 miles walking + 3025 ft ascent

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