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Cleveland Way

Cleveland Way Map

click on the map to enlarge

The Cleveland Way is a horseshoe-shaped route around the edge of the North York Moors National Park. Beginning in the old market town of Helmsley, the trail follows the western escarpment of the North York Moors to meet the coast at Saltburn-by-the-Sea, and then takes in the whole of the North Yorkshire and Cleveland Heritage Coast to finish at the Victorian seaside town of Filey.

The first half of the Cleveland Way through the North York Moors from Helmsley to Saltburn-by-the-Sea passes through woodland, lush green dales and spectacular heather moorland. Around every corner lies something of interest; a ruined castle, an ancient abbey, the White Horse of Kilburn, an old drove ‘road', a priory, ancient stone markers and crosses, rocky escarpments with far-reaching views, traces of alum, jet and ironstone mining, prehistoric burial mounds, or a grouse flying across the path.

The second half of the Cleveland Way from Saltburn-by-the-Sea to Filey, follows a rugged coast of high cliffs, wide sandy bays and wooded ‘wykes'. Picturesque fishing villages with steep, winding streets and tightly packed cottages; the old whaling port of Whitby, with its imposing abbey, Captain Cook Museum and St Mary's Church whose interior was altered in 1612 to resemble the lower deck of a wooden sailing ship, add to the charm of this delightful walk.

Holiday Options
  • Cleveland Way
    Helmsley to Filey
    110.5 miles (176 km)
    7 to 10 walking days
    from £485 per person
    View tour details
  • North York Moors Section
    Helmsley to Saltburn-by-the-Sea
    57 miles (91 km)
    5 walking days
    £360 per person
    View tour details
  • Heritage Coast Section
    Saltburn-by-the-Sea to Filey
    53.5 miles (85.5 km)
    5 walking days
    £360 per person
    View tour details
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Cleveland Way

Total Distance 110.5 miles (176 km)
Start and Finish Helmsley to Filey
Availability 27th March to 11th October
click on a photo to enlarge
Staithes © BOV
The Cleveland Way © Countryside Agency/Mike Kipling
Tour Code Itinerary Tour Price    
CLEVW1 8 nights, 7 days walking £485 per person More Information Book Online
CLEVW2 10 nights, 9 days walking £595 per person More Information Book Online
CLEVW3 11 nights, 10 days walking £650 per person More Information Book Online

Our prices are based upon two people sharing a room. If you are walking on your own there is a single supplement of £25 per night. You can add rest days at any of the overnight stops. For each extra night add £45 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.


Don’t have the time for the complete walk?

We also offer The Cleveland Way in two sections, each of which is an excellent walk in its own right, giving those with less time the opportunity to complete the trail in stages.

  • North York Moors Section, from Helmsley to Saltburn-by-the-Sea

  • Heritage Coast Section, from Saltburn-by-the-Sea to Filey

Cleveland Way - North York Moors Section

Total Distance 57 miles (91 km)
Start and Finish Helmsley to Saltburn-by-the-Sea
Availability 27th March to 11th October
Tour Code Itinerary Tour Price    
CLEVWM 6 nights, 5 days walking £360 per person More Information Book Online

Our prices are based upon two people sharing a room. If you are walking on your own there is a single supplement of £25 per night. You can add rest days at any of the overnight stops. For each extra night add £45 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.


Cleveland Way - Heritage Coast Section

Total Distance 53.5 miles (85.5 km)
Start and Finish Saltburn-by-the-Sea to Filey
Availability 27th March to 11th October
Tour Code Itinerary Tour Price    
CLEVWC 6 nights, 5 days walking £360 per person More Information Book Online

Our prices are based upon two people sharing a room. If you are walking on your own there is a single supplement of £25 per night. You can add rest days at any of the overnight stops. For each extra night add £45 per person. All of our prices are in British pounds (£). Use our currency converter to convert British pounds (£) to your country’s currency.

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Mr Mountford. Isle of Wight.

A really interesting, varied, scenic route. High quality accommodations, some of which were outstanding. All wonderful but I particularly enjoyed the Coastal section. A thoroughly enjoyable and well organised holiday. Thank you.

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