Cleveland Way

The Cleveland Way, established in 1969, is both an interesting and a beautiful path. It stretches for over 100 miles from Helmsley, on the southern edge of the North York Moors National Park, to Filey on the east coast.

The way passes through two very distinct types of landscape. From Helmsley to Saltburn-by-the-Sea, it traverses classic moorland scenery, through forests and along escarpments, giving the walker panoramic views over the Cleveland Hills and the rest of the National Park. The other half of the route, from Saltburn-by-the-Sea to Filey, follows a dramatic coastline and runs along the top of some of the highest sea cliffs in the country.

Click here to read about our colleague Lynne’s walk along the Cleveland Way.

Our Holidays

We offer 3 holidays over the entire length of the route, from 7 to 11 days walking, depending on how far you want to walk each day, and how much time you want to relax and soak up the views! We have 3 shorter breaks, all of 5 days walking, covering the moorland section, the coastal section, and finally a bit of both.

When choosing your route, please bear in mind that the actual distance walked on any day may sometimes vary by up to 2 miles/3 km from the quoted distances, depending on the exact location of your accommodation. The mileages shown are typical door to door distances for each day.