Cleveland Way is a National Trail in northern England. It is a 110 mile route between Helmsley and the Brigg at Filey.
Cleveland Way began in the 1930s when the Teesside Ramblers' Association pressed for the creation of a long distance path in the north-east of Yorkshire linking the Hambleton Drove Road, the Cleveland escarpment and footpaths on the Yorkshire coast. It wasn't until 1953, that a formal proposal to create the route was submitted to the North Riding of Yorkshire Council by the National Parks Commission. The trail was officially opened in 1969.
The trail can be walked in either direction linking the trailheads of Helmsley and Filey. The trail is waymarked along its length using the standard National Trail acorn symbol.
The trail falls into two roughly equal sections. The inland section leads west from Helmsley, then north, then east around the west of the North York Moors National Park. It then leaves the National Park near Guisborough to meet the coast at Saltburn. It re-enters the National Park just north of Staithes. The coastal section follows the coast from Saltburn to Whitby, then leaves the National Park for the final time at Cloughton Wyke to reach Scarborough and Filey.
The Cleveland Wayalso connects to various other long distance footpaths