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Challenge walks in Whitby

Find challenge walks in Whitby in 2026/2027 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

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Set to be one of the greatest Ultra Challenges, venture from Whitby's historic seafront across wild moorland trails, and discover the dramatic Yorkshire moorland with a powerful celebration finish.
  • Sat 20 - Sun 21 Jun
  • £139
Whitby, North Yorkshire, UK

North Yorks Ultra Challenge | 2nd 1/2 Challenge 50K

Set to be one of the greatest Ultra Challenges, venture from Whitby's historic seafront across wild moorland trails, and discover the dramatic Yorkshire moorland with a powerful celebration finish.

  • 50 km trail running + 1200 m ascent
  • Enter online
  • Hilly
  • Age 16 & over
A trekking challenge taking in moorland, ancient monuments, waterfalls, stunning coastal views and smuggler's coves in support of the brain cancer charity, brainstrust.
  • Sat 12 - Sun 13 Sep
  • £20-£30
  • 50% off
Whitby, North Yorkshire, UK

Follow the Seagulls | Yorkshire

A trekking challenge taking in moorland, ancient monuments, waterfalls, stunning coastal views and smuggler's coves in support of the brain cancer charity, brainstrust.

  • Charity walk 2
  • Dogs allowed at venue
  • Rural
  • Coast
  • Sustainability policy
  • Public transport links
  • Age 18 & over

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