Due to our April event being fully booked, we've added another date into our events calendar so you can still sign up take on this fantastic challenge, all while raising funds for Daisy Chain!

The Cleveland Four Peaks Challenge includes the peaks of Roseberry Topping, Captain Cook's Monument, Codhill Heights & Highcliff Nab in a 12.6 mile loop to be completed in less than 8 hours. 



Meet at Pinchinthorpe/Guisborough Woodland Walkway car park (Post code TS14 8HD, Grid Ref: NZ 584152) – Start/finishing point.


Set off to complete the challenge:

  • Pinchinthorpe to Roseberry Topping
  • Roseberry Topping to Captain Cook’s Monument.
  • Captain Cook’s Monument to Codhill Heights, via Kildale Village.
  • Codhill Heights to Highcliff Nab
  • Highcliff Nab to Pinchinthorpe
  • End of route


  • Guided walking
  • Support vehicle with snacks provided.
  • Breaks throughout the challenge.


  • Lunch – you will need to bring a packed lunch with you.

The minimum age to take part is 12 years old, and an adult must accompany any participant under the age of 16 (all participants aged between 12 and 18 must have signed consent from their parent/guardian).

Places are limited, so book now before they're gone!

For more information on joining our team, you can:

See our Fundraiser page for details about how you can set up your own online sponsorship page and start raising funds now.

Cleveland 4 Peaks Challenge poster