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 £380 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 £550 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 | £550 | |
| R-CLEVW2 | From Helmsley to Filey | 4 days running | £635 | |
| R-CLEVW3 | From Helmsley to Filey | 6 days running | £845 | |
| R-CLEVW4 | From Helmsley to Filey | 7 days running | £955 |
Travel to Helmsley where your first night's accommodation will be booked
Helmsley to Clay Bank Top(T). 34 miles (54km) / 4941 ft (1506 m) ascent
Clay Bank Top(T) to Runswick Bay(L). 36 miles (58km) / 4715 ft (1437 m) ascent
Runswick Bay(L) to Filey. 41 miles (65.5km) / 4905 ft (1495 m) ascent
Depart from Filey after breakfast
This itinerary lists our preferred overnight stops for this tour. Sometimes there may be a shortage of available accommodation in a preferred location, in which case we will transfer you from the trail to your accommodation and back again at no extra charge. Overnight stops marked with a (T) will always require transfers as standard.
Overnight stops marked with an (L) have very limited accommodation, and therefore more often than not will also require a transfer, particularly on bank holidays and weekends. We will use non-transfer accommodation wherever possible.
The daily mileages quoted are average trail miles only and do not include the distance from the trail to your accommodation. We do not expect you to have to travel more than a mile from the trail to your accommodation in most cases; should your accommodation be further than this, transfers will be provided as standard if practical. A very limited number of stops will require you to travel on foot up to two miles off the trail, however these instances will be clearly communicated to you if applicable.
Further transfers may also be required due to some accommodations having a two-night minimum booking policy, especially at weekends.
Below are the additional costs that may apply depending on your requirements. Dog-friendly tours are subject to a Daily Dog Charge, which will be listed below if applicable. Our standard prices per person are based upon two people sharing a room; if you are on your own, or are part of a group but require a room of your own, then the Solo Traveller or Single Supplements apply respectively:
You can add rest days at any of the overnight stops:
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Visiting locations rich in history and heritage, from Rievaulx Abbey, Scarborough Castle and Mount Grace Priory to the inspiration for Dracula in Whitby.
Spotting the variety of wildlife, from grouse in the heather moors to the sea birds along the coastline.
Being rewarded by dramatic coastal views as you reach the North Yorkshire coastline on the approach to Filey.
You can add rest days at any of the overnight stops:
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To find out more about the weather forecast for your chosen holiday's general location, please see the following websites:
Dog friendly