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Challenge walks in UK in October 2026

Find challenge walks in UK in October 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.

An end-of-season ultra challenge in the Garden of England with a looped route around the Kent Downs starting on the North Downs Way with picturesque scenery and full support all the way.
  • Sat 10 Oct
  • £49-£139
Maidstone, Kent, UK

Kent Downs 50 Ultra Challenge

An end-of-season ultra challenge in the Garden of England with a looped route around the Kent Downs starting on the North Downs Way with picturesque scenery and full support all the way.

  • 50K ultra run
  • Trail run
  • 10K run
  • Families
  • Beginner-friendly
  • Entertainment
  • Music
  • Event village
  • Rural
  • Age 8 & over
"Follow in the Footsteps of Legends". Step onto Scotland’s most storied battlefields, where warriors once fought for freedom, and take on your own epic challenge. Are you ready to take the field?
  • Sat 10 Oct
  • £10-£270
  • Early bird
Stirling, UK

William Wallace Running Festival

"Follow in the Footsteps of Legends". Step onto Scotland’s most storied battlefields, where warriors once fought for freedom, and take on your own epic challenge. Are you ready to take the field?

  • Ultra run
  • 50K ultra run
  • 10K run
  • Fun run
  • Families
  • Venue accessible
  • Beginner-friendly
  • Music
  • Event village
  • Public transport links
  • All ages
Why not risk a hair-raising hike around some of the city’s scary streets and historic haunts? Choose your distance, gather your bravest guys and ghouls to make up a team or go it alone.
  • Sat 31 Oct
  • £89
London, UK

London Halloween Walk | 25km

Why not risk a hair-raising hike around some of the city’s scary streets and historic haunts? Choose your distance, gather your bravest guys and ghouls to make up a team or go it alone.

  • 25 km walking
  • Enter online
  • Flat
  • Age 14 & over

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