Cleveland Way
Follows 109 miles of dramatic North York Moors and Yorkshire coastline from Helmsley to Filey, mixing clifftop paths, moorland tracks and moderate woodland climbs. Terrain varies considerably—expect steep ascents around Sutton Bank and Roseberry Topping, gentler coastal sections with steps and exposed cliff edges. Not suitable for buggies; challenging for young children on longer sections, though individual segments work for families. Dogs welcome but must be under close control near livestock a