Cleveland Way

About the Trail

• Start: Helmsley, North Yorkshire
• End: Filey Brigg, North Yorkshire
• Length: 109 mile (175 km)

The Cleveland Way National Trail is a 109 mile (175 km) walking route through beautiful and ever-changing landscapes and scenery. Officially opened on 24th May 1969, it was the second recognised National Trail in England and Wales.

Starting from the attractive market town of Helmsley, the Cleveland Way heads across the inspirational, and breathtaking heather moorland of the North York Moors National Park, before reaching the coast at Saltburn-by-the-Sea. From here it’s a visual feast along the North Yorkshire coastline to Filey, passing old fishing villages and lively coastal towns.

The National Trail runs through the famous smuggler’s village of Robin Hood’s Bay and the popular seaside resorts of Scarborough and Whitby – one of England’s best coastal towns and home to Whitby Abbey, the inspiration for Bram Stoker’s Dracula.

There are Route Descriptions in the Further Information section of this website.

Anyone who is reasonably fit can walk the Cleveland Way. The route is challenging in places, especially on the Cleveland Hills and some of the coastal sections, but this adds to the overall experience. Whilst the route is well-signed throughout, an up-to-date map or GPS mapping is essential.

You can walk the Cleveland Way at any time of year but if you want to see the moorland heather in bloom, the best time to visit is late August and early September.

Most people walk the route in a clockwise direction from Helmsley to Filey as you are likely to have the wind behind you. But there is no right or wrong way and plenty of people enjoy walking the route in the opposite direction.