Cleveland Way

Total distance covered; 107 miles (173kms)
8 days walking, based in Whitby

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The Cleveland Way National Trail is a superb 109 mile (176km) route which runs from the market town of Helmsley in Rydale to Filey on Yorkshire’s North Sea coast. The horseshoe-shaped route stays almost entirely within the North Yorkshire Moors National Park and the scenery is as varied as one could wish.

View from the Cleveland escarpment with purple heather in the foreground


The first part of the Cleveland Way follows an exhilarating route across the Hambleden Hills and along the Cleveland Escarpment, which looks west across the Vale of Mowbray towards Richmond and the Yorkshire Dales beyond, and north towards the Cheviot Hills. It passes through lush green valleys, through peaceful pockets of woodland, and over wide expanses of heather moorland, before finally turning east to reach the North Sea coast at Saltburn-on-Sea.


Roseberry Topping with bluebells in the foreground


The second half of the route follows Yorkshire's Heritage Coast southwards across some of England's highest cliffs. The views along the coast are spectacular and the little fishing villages - Staithes, Runswick Bay, Robin Hood's Bay - which nestle in the inlets are a delight. Whitby with its tumble of red-roofed houses, historic harbour and Gothic abbey ruins is a great place to base the holiday.   


View across the North Yorkshire moors from the wainstones

Highlights include the views west across the Vale of Mowbray, as the ground drops away below Sutton Bank, Carlton Bank and Ingleby Bank, the 360º panorama from The Wainstones and Roseberry Topping, the expanse of heather on Black Hambledon and Urra Moor (at 454m, the highest point in the National Park), Captain Cook’s Monument, the views of Roseberry Topping (the 'Yorkshire Matterhorn') from Cockshaw Hill, the Kilburn White Horse, Boulby Cliff (the highest point on the east coast of England), the 199 steps at Whitby, Whitby Abbey, the picturesque fishing village of Robin Hood’s Bay and the sweep of Scarborough Sands.


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What's included in the price of this holiday?

Mini-map Cleveland Way

Holiday Options

Date:Jun 18 - Jun 25, 2017
Grade:3 - 2
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Day 1: Helmsley to Sneck Yate 14 mls (23kms)
Day 2: Sneck Yate to Carlton Bank 15 mls (24kms)
Day 3: Carlton Bank to Kildale 13 mls (21kms)
Day 4: Kildale to Saltburn 15 mls (24kms)
Day 5: Saltburn to Brunswick 12 mls (19kms)
Day 6: Brunswick to Whitby 11 mls (18kms)
Day 7: Whitby to Cloughton 14 mls (23kms)
Day 8: Cloughton to Filey 13 mls (21kms)



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