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The North York Moors packs an unusual variety into a small area. In a single day you can ride behind steam from Pickering, walk a moorland edge, and eat chips on a harbour wall at Whitby. Distances look small on the map but the roads are slow and beautiful, so plan around two or three anchors a day rather than six.
The most reliable all-weather days out are the North Yorkshire Moors Railway and Dalby Forest. The most memorable are the ones the weather has to co-operate with: a clear night under the Dark Sky Reserve, or the heather in flower in late August.
Basing yourself in the south of the park, around Thornton-le-Dale, Pickering or Allerston, puts the forest, the railway and the coast all within easy reach.