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Cleveland Way - 9 Days & 8 Nights

From £820.00
9 Days & 8 Nights
Read 37 reviews

Cleveland Way - 9 Days & 8 Nights

  • Walking through the untouched landscapes of Northern England.
  • Helmsley Castle and the remains of the Norman Rievaulx Abbey.
  • Clifftop walking along the east coast, with sea views.
  • Crossing open heather moorland skirting the North York Moors.
  • Whitby Abbey, the Captain Cook Monument and Robin Hoods Bay.
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-on-Sea and Filey. Read Ben Lerwill's celebration of the Cleveland Way featured in The Sunday Times.


Day 1 Arrive Helmsley and overnight Day 2 Helmsley to Osmotherley 20 miles / 31.5 km Day 3 Osmotherley to Clay Bank Top 11.5 miles / 18 km Day 4 Clay Bank Top to Roseberry Topping 15 miles / 23.5 km Day 5 Roseberry Topping to Saltburn-by-the-Sea 12 miles / 19 km Day 6 Saltburn-by-the-Sea to Whitby 20 miles / 32 km Day 7 Whitby to Scarborough 21 miles / 33.6 km Day 8 Scarborough to Filey 16 miles / 25.5 km Day 9 Onward Travel

This trip has a carbon score of 8kg per person per night, meaning it’s one of our best trips! For comparison, a carbon count of 8kg is equivalent to 12 pints of local beer at the bar. Here at Macs, we pride ourselves on being a responsible travel company and continue to adopt, develop and innovate ways to positively impact the environment. Find out more information on how we've carbon counted our trips.


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Reasons to believe in Macs Adventure:
The Biggest Choice

The Biggest Choice

Self-guided walking & cycling is all we do - we have hundreds of tried & tested trips.
Our Heritage

Around Since 2003

We’re still founder led & the world’s number one self-guided operator with mountains of experience.

21,000+ Customer Reviews

Plus, with a Feefo Platinum Service Award & British Travel Awards, you know you're in good hands.
Positive Impact

Positive Impact

We use independent suppliers to support communities along our routes, as well as work with organisations to help maintain & restore paths.
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