Fri 3 - Mon 6 Apr 2026 Helmsley, North Yorkshire, UK

Cleveland Way Challenge

Take on the Cleveland Way Trek Challenge where you'll conquer 109 miles of stunning moorland and Coastline, passing some of the most beautiful scenery the UK has to offer!

Enter now
  • Fri 3 - Mon 6 Apr 2026
Helmsley Castle, Helmsley
Cleveland Way Challenge

07:30

Age 18 & over

£299

  • 4 days trekking

Event overview

Starting in Helmsley, you'll trek over 4-consecutive days to Filey. Get ready to immerse yourself in breathtaking views and push your limits on this epic journey.

Event details

  • Average fitness
  • Newcomers

Route

  • Check points
  • First aid
  • Way markers

Location

  • Accommodation
  • Bag transfer
  • Camping
  • Coast
  • Free parking
  • Paid parking
  • Rural
  • Showers
  • Toilets

What's included

  • Camping
  • Certificate
  • Drinks
  • Medal
  • Snacks

How to enter

  • Age 18 & over
  • Entries open
  • Enter online
Enter now

Other Yorkshire events

Other UK events

4 steps to wellbeing
Sleep well

A good night's sleep is an essential foundation for a healthy lifestyle, effective training and weight control.

Train slow

Low-intensity training is easier for you, reduces the risk of injury and helps builds an efficient aerobic system.

Eat natural

Cut out sugar & junk food, reduce carbs, eat natural foods and train your body to burn fat for fuel.

Get outdoors

Fresh air, natural light and reconnecting with nature all help to improve mental and physical wellbeing.