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.

Cleveland Way Signpost

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.

We also offer the Cleveland Way as a walking holiday, for those looking to enjoy this trail at a gentler pace. Click here to find out more.

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Map of the Cleveland Way

Route facts

  • Length 110 miles (176 km)
  • Ascent 18018 ft (5492 m)
  • High point 1490 ft (454 m)
  • Ascent per km 31 m
  • Start and Finish
  • Helmsley/Filey
  • Grade
  • Moderate to Strenuous  
  • Season
  • 24th March to 31st October

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Holiday options

• Cleveland Way Short Break

  • Cleveland Way countryside

    Countryside views near Wainstones.

  • Saltburn Bay on the Cleveland Way

    Saltburn Bay, taken by Tina Kerry.

  • Views over fields from Sutton Bank on the Cleveland Way

    Looking over the fields from Sutton Bank.

Trail profile

Cleveland Way Profile


4 nights
3 days running

Grade: Strenuous


52 km (32.5 miles) and 1975 m (6480 ft) ascent

Clay Bank Top(T)

58.5 km (36.5 miles) and 1768 m (5801 ft) ascent

Runswick Bay

66 km (41 miles) and 1845 m (6053 ft) ascent


More Information

Tour code: R-CLEVW1

Price £390 per person


5 nights
4 days running

Grade: Challenging


34.5 km (21.5 miles) and 1066 m (3497 ft) ascent


48 km (30 miles) and 1681 m (5515 ft) ascent


41 km (25.5 miles) and 1355 m (4446 ft) ascent


53 km (33 miles) and 1412 m (4633 ft) ascent


More Information

Tour code: R-CLEVW2

Price £450 per person


7 nights
6 days running

Grade: Moderate


34.5 km (21.5 miles) and 1066 m (3497 ft) ascent


36 km (22.5 miles) and 1123 m (3684 ft) ascent

Captain Cook's Monument(T)

20 km (12.5 miles) and 711 m (2333 ft) ascent


33 km (20.5 miles) and 1197 m (3927 ft) ascent


34 km (21 miles) and 891 m (2923 ft) ascent


19 km (12 miles) and 521 m (1709 ft) ascent


More Information

Tour code: R-CLEVW3

Price £560 per person


Our prices are based upon two people sharing a room. If you are running on your own, or are part of a group, but require a room of your own, one of the following charges applies:

  • Solo Runner Supplement: £43 per person / per night
  • Single Supplement: £33 per person / per night

You can add rest days at any of the overnight stops:

  • Extra night (Standard): £60 per person / per night

The price you pay includes:

  • Breakfast each day.
  • Door to door luggage transfer.
  • Maps with the route marked on and a guidebook describing the trail.
  • An information pack containing an itinerary, instructions on how to find your accommodation each night, town plans, information about facilities and places of interest along the trail and a kit list.
  • Useful information and travel links to assist you in travelling to the start of the holiday and back from the end of it
  • Emergency assistance.

Useful information and travel links that will assist you in your plans to travel to the start of the holiday and back from the end of it are sent to you with your full tour pack. A summary is given below:


The most convenient international airports are Leeds-Bradford Airport and Durham Tees Valley Airport.


The nearest rail link to Helmsley is Malton. There is a railway station at the end of the trail (Filey).

For London - There is a frequent train service from London Kings Cross to Malton.


For advice on driving to the start of the trail, please visit www.theaa.com which has a very useful route planner.

Returning to the start

The easiest way to return to the start is to catch a train from Filey to Malton. Then take a taxi to Helmsley.
If you would like to add an extra night into your holiday to explore the locations along the Cleveland Way, or to take a break from running for a day, then there are plenty of interesting locations to choose from along the trail.

The thriving village of Osmotherley, with its neat stone cottages huddled around its green, ancient market cross and stone table where John Wesley preached during one of his sermon tours, is a popular choice for an extra night?s stay. Not only are there a number of shops and pubs to enjoy, but a short walk from here visits the Lady Chapel and Mount Grace Priory, an attractive 14th century Carthusian monastery.

Runswick Bay is another pretty village by the seaside that makes for a perfect relaxation stop, with its red-roofed cottages, golden beaches and tiny Methodist chapel built in the early 1800s. Just a few miles down the road from here is the fishing village of Staithes, famed for its community of well-known artists and their highly popular Arts Festival during the autumn. Here, you can visit the art galleries and learn more about the village?s history, before enjoying lunch or afternoon tea in one of their many pleasant cafes.

The Cleveland Way also visits the characterful town of Whitby, with plenty of attractions to occupy you during a rest day. Not only is there an attractive harbour to visit, several fascinating museums to explore and the infamous ruined abbey atop a hill in which Dracula was said to have resided, but there is a variety of shops and some of the most famous restaurants and fish and chip shops in the UK. There are also plenty of sports shops, leisure centres and swimming pools in Whitby, as well as a couple of sports massage clinics if you?re beginning to feel a bit sore from your run.

If you fancy somewhere livelier however, you could consider the bustling seaside resort of Scarborough, where you can soak your feet in the sea, go rock-pooling or even try your hand at surfing, with many sports shops and leisure centres dotted around the town. There is a wide range of attractions to suit everyone; whether you want to relax on the beach, challenge your friends to a game of miniature golf, enjoy delicious locally-produced food or explore the surrounding trails on foot or by bike hire, Scarborough promises to keep you entertained throughout your stay.

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