Cleveland Way The Cleveland Way is a National Trail in ancient Cleveland in northern England . It runs 110 miles between Helmsley and the Brigg at Filey , skirting the North York Moors National Park .History Development of the 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. Subsequently, in 1953, 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. It was the second official National Trail to be opened.Route The trail can be walked in either direction linking the trailheads of Helmsley and Filey in a horseshoe configuration. 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.Geology and biology Flora and fauna The moorland sections of the trail provide a habitat for species including red grouse , curlews and emperor moth caterpillars . The coastal sections may provide sightings of seabirds such as great cormorants, shags , puffins , guillemots and sea gulls .Connecting trails The Cleveland Way connects with various other long distance footpaths . These are listed in order from Helmsley to Filey. The Ebor Way goes from Ilkley to Helmsley. The White Rose Walk from Kilburn White Horse to Roseberry Topping crosses the Cleveland Way. The whole coastal section of the Cleveland Way forms part of the North Sea Trail . The route of the White Rose Way follows the same coastal section. The Esk Valley Walk from Castleton ends at Whitby. The Coast to Coast Walk starts or ends at Robin Hood's Bay , and the Lyke Wake Walk crosses the moors from Osmotherley to Ravenscar . The Tabular Hills Walk , a regional route developed by the North York Moors National Park Authority , links the two southerly ends of the Cleveland Way, enabling walkers to walk the complete perimeter of the North York Moors National Park. The Yorkshire Wolds Way goes from Filey to Hessle , near Hull , where it connects with the Trans Pennine Trail which forms part of the European walking route E8 .Races The Hardmoors Race Series features ultramarathons, marathons and shorter races based on the Cleveland Way route. Included in the ultramarathon series are a 110-mile race circumnavigating the entire length of the Cleveland Way, and a 55-mile and 60-mile race which race between Helmsley and Guisborough, and Guisborough and Filey respectively in differing directions. There are also longer routes which link up to other trails including the Yorkshire Wolds Way .Circular walks Official circular walks along the Cleveland Way include: *
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