Walk: Cleveland Way National Trail

in Filey in Helmsley in Redcar

The 109 mile horseshoe-shaped Cleveland Way starts in the wonderful market town of Helmsley before stretching across the breathtaking heather moorland of the North York Moors National Park then returning south along the coast from Saltburn-by-the-Sea.

Image name nycstaitheswalker on cleveland way south of staithes credit natural england the 1 image from the post Walk: Cleveland Way National Trail in Yorkshire.com.

The Route

GPX Route Map

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Walk Description

what3words for start point: ///expose.billiard.walnuts

The 109 mile horseshoe-shaped Cleveland Way starts in the wonderful market town of Helmsley before stretching across the breathtaking heather moorland of the North York Moors National Park then returning south along the coast from Saltburn-by-the-Sea. The route progresses along the North Yorkshire coastline to Filey, passing old fishing villages and bustling coastal towns.

The National Trail runs through the smuggler’s village of Robin Hood’s Bay and the fantastic seaside resorts of Scarborough and Whitby

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. It is better to walk it in a clockwise direction from Helmsley to Filey with the wind behind you. It can be challenging in places, especially along the coastal areas. There are plenty of shorter circular walks that incorporate stretches of the path that can be completed in a day.

Related Accommodation

The accommodation below is nearby - and has been updated recently.

Picture of Highview House Redcar-Seaview Apartments

Highview House Redcar-Seaview Apartments

128 High Street, Redcar, TS10 3DH, United Kingdom
Picture of Filey Grange

Filey Grange

27 West Avenue, Filey, YO14 9AX, United Kingdom

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