Cleveland Way

The Cleveland Way, established in 1969, is both an interesting and a beautiful path. It stretches for over 100 miles from Helmsley, on the southern edge of the North York Moors National Park, to Filey on the east coast.

The way passes through two very distinct types of landscape. From Helmsley to Saltburn-by-the-Sea, it traverses classic moorland scenery, through forests and along escarpments, giving the walker panoramic views over the Cleveland Hills and the rest of the National Park. The other half of the route, from Saltburn-by-the-Sea to Filey, follows a dramatic coastline and runs along the top of some of the highest sea cliffs in the country.

Click here to read about our colleague Lynne’s walk along the Cleveland Way.

Our Holidays

We offer 3 holidays over the entire length of the route, from 7 to 11 days walking, depending on how far you want to go each day, and how much time you want to relax and soak up the views! We have 3 shorter breaks, all of 5 days walking, covering the moorland section, the coastal section, and finally a bit of both.

The Whole Cleveland Way Path

Helmsley to Filey 107 miles/172 km

We offer 3 holidays covering the whole route - the longer the holiday, the shorter you have to walk each day.

Code Length Average per day Price range
CL8 7 days walking (8 nights) 15 miles/24 km $870 - $1017 Full Info Book
CL10 9 days walking (10 nights) 12 miles/19 km $1053 - $1242 Full Info Book
CL12 11 days walking (12 nights) 10 miles/16 km $1215 - $1447 Full Info Book

Cleveland Way - The Moorland Highlights

Helmsley to Saltburn-By-The-Sea 60 miles/97 km

The Moorland and Meadows section of the Clevelend Way across the beautiful North York Moors

Code Length Average per day Price range
CLM6 5 days walking (6 nights) 12 miles/19 km $661 - $766 Full Info Book

Cleveland Way - The Combined Highlights

Osmotherley to Robin Hood's Bay 62 miles/100 km

The Moorland and Coast section of the Cleveland Way across the northern end of the Moors and down the North Yorkshire Heritage Coast.

Code Length Average per day Price range
CLJ6 5 days walking (6 nights) 12 miles/19 km $661 - $766 Full Info Book

Cleveland Way - The Coastal Highlights

Saltburn-By-The-Sea to Filey 52 miles/84 km

The Beaches and Cliffs section of the Cleveland Way taking in the dramatic North Yorkshire Heritage Coast

Code Length Average per day Price range
CLC6 5 days walking (6 nights) 10 miles/16 km $661 - $766 Full Info Book

Client Feedback

There is very little to find fault with – all went as planned.

Would you use Mickledore again? Yes. Our second with you. Have recommended you many times to fellow Canadians/Americans.

Cleveland Way, August 2017
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Would you use Mickledore again? Yes, this was our second time and experience was just as good.

Cleveland Way, July 2017
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All good. Thanks a lot.

Would you use Mickledore again? Absolutely. Hadrian’s Wall is next!

Cleveland Way, June 2017
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