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      our holidays > Family holidays > Spain & its Islands > Trails with a Donkey through Castile's Foothills

Trails with a Donkey through Castile's Foothills

Castles, caves & canyons
Holiday information
Nights: 7
Grade: 1, gentle walking
Terrain: woodland, drovers’ trails, grassland
Hotels: three rural hotels
Meals: 7 breakfasts, 6 dinners, 3 picnics
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Extend your stay
As a complete contrast, why not add on a couple of nights in vibrant Madrid, if flying via Spain's capital?
This Holiday in a nutshell
  • self-guided hotel-to-hotel walking with a child-friendly donkey, luggage transported
  • perfectly preserved medieval villages
  • two free days to visit castles, Roman aqueducts, caves, canyons and much more
  • charming, family-friendly hotels

This little-known region is a closely guarded secret that Madrileños tend to keep to themselves. It is a land of handsome medieval villages, fairy-tale castles, dramatic caves and canyons, and glorious scenery.
I led Madrileño while the children ride to the sound of the occasional ding of a cowbell and the call of a cuckoo. Something close to real peace floods through me.
Clover Stroud, The Observer
This memorable family holiday features four days of walking through magnificent woodland, across expanses of wild grassland and along ancient transhumance routes travelled since the Middle Ages by huge flocks sheep in search of fresh pastures. The routes are gentle, and you walk accompanied by a donkey, which the children will love leading – and riding on! The holiday ends with two days free to explore the region’s many cultural and natural treasures with your included hire car. A unique experience.
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