Siena
Tuscany, Italy

Arguably the most perfect medieval city in the world, Siena is a glorious ensemble of red brick buildings and exquisite monuments, famous for its fan-shaped Campo and Il Palio horse race.
Recommended place to stay:
An impeccable country hotel set on a huge working wine estate, Castiglion del Bosco sits in one of the most beautiful corners of Tuscany.
It’s all done out in opulent Tuscan country style, with 23 huge suites in the borgo (the farm hamlet) and nine villas dotted throughout the estate.
Guests can eat spinach and ricotta tortellini with black truffles, local pigeon with prickly pear and other creative Italian dishes at the upmarket Campo del Drago restaurant, or try something more rustic (pasta with wild boar sauce or Tuscan spare ribs) at the more casual Osteria.
Like many luxury resorts, this feels a little like living in a highly-privileged gated community. That said, it does offer a taste of life in rural Tuscany, albeit with the added bonus of a Daniel Steiner spa, golf course and a wide range of experiences; guests can sign up for truffle hunting, wine tours, cheese tasting, walking and biking through the nearby Val d’Orcia.
The estate is large enough to buffer against any signs of modern life; views are of rolling wooded hills, vineyards and olive trees.
The estate lies around 20 minutes’ drive from the old town of Montalcino, and is surrounding by Brunello wine country, meaning plenty of opportunity for wine tasting close by.
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Destination guides including or relevant to this place to stay
Tuscany, Italy
Arguably the most perfect medieval city in the world, Siena is a glorious ensemble of red brick buildings and exquisite monuments, famous for its fan-shaped Campo and Il Palio horse race.
Tuscany, Italy
The astonishingly beautiful region of Tuscany has it all: art cities and ancient hill towns, high mountains and long sandy beaches, alongside luxurious hotels and some of Italy’s best food and wine.