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The Cleveland Way is a National Trail in the historic area of Cleveland in North Yorkshire, Northern England. It runs between Helmsley and the Filey Brigg at Filey, skirting the North York Moors National Park.
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 Ebor Way goes from Ilkley (where it connects with the Dales Way) 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.
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