Cleveland Way Run
Run the Cleveland Way National Trail on a self-guided trail running holiday, luggage transfers included.
Cleveland Way Run
https://www.contoursrun.co.uk/cleveland-way-run
A trail running holiday through the North York Moors and along the Cleveland Heritage Coast, from Helmsley to Filey.
From £402 per person
High open moorland and breezy coastal running await on the Cleveland Way, a trail running holiday of two distinct halves. From Helmsley, delve through the North York Moors National Park. Here the route hikes to its highest point at Roseberry Topping, but it’s suitably apologetic with smooth, pleasant trails and great views over purple moorland. Soon you’ll take on the North Yorkshire and Cleveland Heritage Coast, where you’ll spy sandy beaches from hilly cliff-top trails. Top up your reserves with a seaside fish and chips and press on to the route’s end in Filey. It’s a scenic, refreshing run with some challenging gradients.
Dogs are welcome on select routes along this trail. Look for the pawprint icon when choosing your holiday.
We also organise walking holidays along this route. Find out more.
From £580 per person
Mixing high, open moorland with the breezy joys of coastal running, the Cleveland Way is a journey of two halves.
First, inviting trails guide you around the North York Moors National Park, visiting woodland, green dales, and moorland that turns deep purple in late summer. The route lifts you to its highest point, with huge views to match, at Roseberry Topping.
The second half rewards with classic coastal terrain: the full expanse of the North Yorkshire and Cleveland Heritage Coast. An undulating route carries you across cliff tops, around wide, sandy bays and clandestine coves, and through the narrow streets of small resorts.
With far-reaching views, castles, ancient stone crosses, fishing villages and much more, the Cleveland Way is a rewarding journey from moor to coast.
| Code | Tour | Duration | Price per person | |
|---|---|---|---|---|
| R-CLEVW1 | From Helmsley to Filey | 3 days running | £580 | |
| R-CLEVW2 | From Helmsley to Filey | 4 days running | £670 | |
| R-CLEVW3 | From Helmsley to Filey | 6 days running | £935 | |
| R-CLEVW4 | From Helmsley to Filey | 7 days running | £1056 |
Dog friendly