
Essential Info
Length
6 - 12 nights
Full Route Length
109 miles / 176 km
Shortest Break Length
54 miles / 86 km
Average Grade
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Moderate
Why do this walk?
Brilliant panoramas over the surrounding countryside as you traverse the edge of the North York Moors.
Characterful fishing villages set in deep coves dotted along the coast.
Dramatic cliff top walking with views over the North Sea.
Historic Whitby, home of Captain Cook, with its Abbey and harbour.
Beautiful beaches.
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 109 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) | 16 miles/25 km | £462 - £547 | Book Now Full Info |
| CL10 | 9 days walking (10 nights) | 12 miles/19 km | £555 - £664 | Book Now Full Info |
| CL12 | 11 days walking (12 nights) | 10 miles/16 km | £624 - £757 | Book Now Full Info |
Cleveland Way - The Coastal Highlights
Saltburn-By-The-Sea to Filey 54 miles / 86 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/17 km | £349 - £410 | Book Now Full Info |
Cleveland Way - The Moorland Highlights
Helmsley to Saltburn-By-The-Sea 56 miles / 90 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) | 11 miles/18 km | £349 - £410 | Book Now Full Info |
Cleveland Way - The Combined Highlights
Osmotherley to Robin Hood's Bay 64 miles / 102 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) | 13 miles/20 km | £349 - £410 | Book Now Full Info |


