Cleveland Way

The Cleveland Way is both an interesting and a beautiful path, established in 1969. 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.

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 108 miles/174 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 £547 - £636 Full Info Book
CL10 9 days walking (10 nights) 12 miles/19 km £662 - £777 Full Info Book
CL12 11 days walking (12 nights) 10 miles/16 km £764 - £905 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 Yorkshire Moors

Code Length Average per day Price range
CLM6 5 days walking (6 nights) 12 miles/19 km £416 - £480 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 Yorkshire Heritage Coast.

Code Length Average per day Price range
CLJ6 5 days walking (6 nights) 12 miles/19 km £416 - £480 Full Info Book

Cleveland Way - The Coastal Highlights

Saltburn-By-The-Sea to Filey 53 miles/85 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) 11 miles/18 km £416 - £480 Full Info Book

Client Feedback

Thank you – another great walking holiday! Thanks so much for arranging accommodation so we could stay with our friends all the way.

Would you use Mickledore again? Absolutely – our second walk with you & will return as soon as we can!

Cleveland Way, June 2016
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Would you use Mickledore again? Have used your services before and returned. Have also recommended to others.

Cleveland Way, May 2016
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Had a great holiday!

Cleveland Way, September 2015
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