The Cleveland Way

There are numerous websites available which give information about the Cleveland Way, books too, but it’s never quite the same when you tackle somewhere new yourself. They are often written by folk who know an area intimately and who therefore assume you know where you’re going at every turn. But in most cases, you want a one-off walk and need to get it right first time.

You can, if you want, tackle the Cleveland Way in one fell swoop, starting in Helmsley and finishing in Filey, or vice versa. It is possible. There are companies that will sort out accommodation and/or transfer your luggage. Otherwise, you may decide to do it as we have, in sections. Some sections are obvious and relatively easy to organise - Whitby to Robin Hood’s Bay, for example - while others need more planning and possibly 2 cars.