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Trail Facts

Total distance: 110 miles (176 km)
Duration: 4 nights, 3 days running
Minimum daily distance: 32.5 miles (52 km)
Maximum daily distance: 41 miles (66 km)
Code: R-CLEVW1

Grade: Strenuous
Season: 24th March - 31st October
Start of holiday: Helmsley
End of holiday: Filey


Day 1: Travel to Helmsley where your first nights accommodation has been booked

Day 2: Helmsley to Clay Bank Top(T). 32.5 miles (52km)

Day 3: Clay Bank Top(T) to Runswick Bay. 36.5 miles (58.5km)

Day 4: Runswick Bay to Filey. 41 miles (66km)

Day 5: Depart from Filey after breakfast

The itinerary above shows our preferred overnight stops, but if accommodation is not available at any one of these locations, we may alter the itinerary slightly.

Extra nights / rest days

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.

Runswick Bay is a 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.

What's included?

  • 4 nights accommodation in en-suite rooms with private bathrooms (where available) in selected hotels, inns and guesthouses along the trail.
  • 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.
  • Detailed travel instructions on how to get to the start of your holiday and back from the end of it.
  • Emergency assistance.

Travel Information


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 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.

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