Dust off the walking boots, don your rambling attire and join in the celebration for one of England’s most spectacular long distance treks! 
And as May is National Walking Month, this celebration couldn't be better timed! 
The 109-mile route incorporates coastal paths, fishing villages, stone crosses and heather-clad moorland. 
As with all the National Trails, walkers can choose their starting points, in this case either Helmsley or Filey. Helmsley is often seen at the official start point, however as Filey is on the Yorkshire Coast, let’s begin there. 
The route from Filey hugs the coastal footpath through Cayton Bay, Scarborough, Ravenscar, Robin Hoods Bay and Whitby, before heading north to Sandsend, Runswick Bay, and Saltburn-by-the-Sea. 
The trail then heads inland towards Skelton, Charltons, Roseberry Topping and then on a southerly path before finishing in the market town of Helmsley. 
The coastal route is particularly stunning, as the path hugs sheer cliffs and overlooks hidden coves while the terrain can be tough going with some steep gradients. 
As May is National Walking Month too, the North York Moors National Park is helping celebrate the Cleveland Way’s 50th Birthday, as the trails wanders through much of its territory. 
There is a celebratory booklet available including all the details about the trail in the four different seasons and which itemises the various monuments, family attractions and natural wonders the Cleveland Way includes. 
A new film has been produced about the trail, and the Inspired By … Gallery will host a special exhibition, 109 Miles, from 11th May to 9th June. 
The trail’s birthday falls on Friday 24th May, just head of the Bank Holiday weekend and the half term, so that is great timing if you want to tackle part of the Cleveland Way that are close to our guesthouse! 
The birthday celebrations are set to include a costumed walk – ramblers will wear 1960s hiking gear as they stride out from Rievaulx Abbey. 
If you want to tackle a family fun run, then there’s a 5K on Sunday 16th June starting from Sutton Bank. 
However, we feel the best way to celebrate this special occasion is to simply enjoy the spectacular scenery that can be viewed from our stretch of the trail. 
The section between Scarborough and Whitby is particularly stunning, with Hayburn Wyke and Ravenscar providing spectacular spots. 
As with all walks, a good level of fitness is required and appropriate walking gear is a must. 
As with all walks, a good level of fitness is required and appropriate walking gear is a must. 
Ensure you know the route and have a map in case you get lost, although the coastal sections are very well signposted. 
The Cleveland Way often gets confused with the Cinder Track, which also connects Scarborough with Whitby. 
The Cinder Track follows the former railway route between the two towns and is located inland away from the cliffs. 
The Cinder Track route is suitable for cyclists (with the correct tyres) and has a much easier gradient than the Cleveland Way. It is fantastic for walkers that perhaps want a less strenuous ramble. 
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