England

Cleveland Way itineraries

Most people start with the 9-day plan. We publish 5–11 walking days.

Walking plans by average and longest day
Plan	Average	Longest day
5 days Endurance Four nights: Osmotherley, Kildale on the path after the hills, then Staithes and Ravenscar on the coast.	21.6 mi 34.8 km	23.9 mi 38.5 km
6 days Challenge Adds a night at Slapewath below Guisborough Woods, and swaps Staithes for Runswick Bay.	18.0 mi 29 km	21.3 mi 34.3 km
7 days Express Walks Helmsley to Osmotherley in one day, then keeps the short day over the Cleveland Hills.	15.4 mi 24.9 km	21.3 mi 34.3 km
8 days Compact Starts with a night at Kilburn below the White Horse, and joins two coast days at Staithes.	13.5 mi 21.8 km	19.6 mi 31.5 km
9 days Classic Usual start The standard walk, with a short day over the Cleveland Hills and nights at Saltburn and Runswick Bay.	12.0 mi 19.3 km	15.7 mi 25.3 km
10 days Relaxed Slows the coast with nights at Staithes and Whitby, and a short day on to Robin Hood's Bay.	10.8 mi 17.4 km	15.7 mi 25.3 km
11 days Leisurely Adds Guisborough, so the walk down to the sea at Saltburn is two short days.	9.8 mi 15.8 km	15.7 mi 25.3 km

Distances follow the trail's GPS route. Walking to your stay adds extra distance. A shorter plan is the same route with nights joined.