Walker on the Cleveland Way

Cleveland Way

The Cleveland Way explores an untouched area of Northern England where dinosaurs once used to roam. On this trail of varying landscapes, from high cliff tops to peaceful moorland, you will continually skirt the North York Moors National Park. Here pilgrims found peace and settled on these moors creating important abbeys and churches, the remains of which can still be seen today.  Wander through historic villages, explore picturesque old shops, and enjoy local hospitality. Revel in the impressive views over the Cleveland Hills and also pass Rock Cliff, the highest point in Eastern England. This journey also hugs the coastline and takes you through such charming seaside towns as Saltburn-by-the-Sea and Filey.
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updated on: July 23, 2020
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Viewing format
recommended route Difficulty easy
Distance 16 km
Duration 5:00 h
Ascent 351 m
Descent 115 m

Start off on your Cleveland Way journey through woodland and past quintessential rural English villages to a viewpoint that shows off the ...

from Macs Adventure,   Macs Adventure Ltd
recommended route Difficulty easy
Distance 18.4 km
Duration 5:30 h
Ascent 154 m
Descent 294 m

This section to Osmotherley is fairly gentle, following moorland trails and an old drove road. 

from Macs Adventure,   Macs Adventure Ltd
recommended route Difficulty moderate
Distance 17.7 km
Duration 8:00 h
Ascent 699 m
Descent 596 m

This section between Osmotherley and Clay Bank top will test your stamina but reward with lofty views. 

from Macs Adventure,   Macs Adventure Ltd
recommended route Difficulty moderate
Distance 15.1 km
Duration 4:02 h
Ascent 213 m
Descent 310 m

Follow clear paths and minor roads as you ascend to the summit of the Cleveland Way before descending back toward the sheltered village of Kildale. 

from Macs Adventure,   Macs Adventure Ltd
recommended route Difficulty easy
Distance 22.4 km
Duration 6:17 h
Ascent 402 m
Descent 566 m

Cross from country to coast today as you set off from Kildale north and westward to the sea. 

from Macs Adventure,   Macs Adventure Ltd
recommended route Difficulty easy
Distance 13.8 km
Duration 4:30 h
Ascent 275 m
Descent 274 m

This is the start of a strenous section following the coastline south, and you'll walk a meandering route with some steep ascents and descents ...

from Macs Adventure,   Macs Adventure Ltd
recommended route Difficulty moderate
Distance 18.7 km
Duration 5:32 h
Ascent 309 m
Descent 306 m

More coastal cliffs and coves, plus a long, sandy stretch take you to bustling Whitby. 

from Macs Adventure,   Macs Adventure Ltd
Hiking trail · Scarborough
Whitby to Robin Hood's Bay
recommended route Difficulty easy
Distance 11.1 km
Duration 3:33 h
Ascent 236 m
Descent 195 m

Apart from a few steep inclines, enjoy a gentler stretch and turn your attention to the wide-reaching views as you walk to Robin Hood's Bay. 

from Macs Adventure,   Macs Adventure Ltd
recommended route Difficulty moderate
Distance 25.2 km
Duration 6:30 h
Ascent 273 m
Descent 308 m

A challenging section ahead continues to hug the coast as you make your way to the Victorian resort of Scarborough. 

from Macs Adventure,   Macs Adventure Ltd
recommended route Difficulty easy
Distance 13.4 km
Duration 4:02 h
Ascent 161 m
Descent 164 m

 As you head down to Filey and the end of the Cleveland Way, look back at the vibrant colours from South Cliff and reflect on your walking adventure.

from Macs Adventure,   Macs Adventure Ltd