The route of the Cleveland Way is punctuated at intervals with interesting market and fishing towns, steeped in history and literary association. The walk must not be underestimated, as there are plenty of ascents and descents, and it traverses over high moorland with some steep climbing.

Highlights of the Cleveland Way include the remains of the Norman Rievaulx Abbey, Whitby Abbey (with its connections to Bram Stoker’s novel, Dracula), the Captain Cook Monument, and Robin Hoods Bay with its cliff-hanging cottages.