Explore the Cleveland Way for three days, a week or even longer. Find inspiration for your walking adventure, or plan your trip using our bookable itineraries, below.
Find useful facts and learn more about the Cleveland Way below.
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.
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.
The Cleveland Way follows a horseshoe direction, encompassing great variety around much of the beautiful North York Moors National Park.
Running from the historic market town of Helmsley, across the North York Moors and along the dramatic North Yorkshire coastline to Filey, the Trail is considered a classic route because of the rich and varied landscape through which it passes.
There is a wealth of history and heritage to enjoy along the way including Helmsley Castle, Rievaulx Abbey, the White Horse of Kilburn, Mount Grace Priory House and Gardens, Gisborough Priory, Whitby Abbey and Scarborough Castle.
This National Trail passes through the very best landscapes – places you may want to explore for several days at a time. From cosy country inns to characterful cottages, we’ve got your accommodation near the Cleveland Way covered. You can find accommodation along the trail by using our interactive map.
Discover something new to explore every step of the way, from natural icons and historic attractions to coastal towns and villages…
Feeling inspired? Build a bespoke itinerary and start planning your visit to one of England’s great walking trails here.