1. Castiglion del Bosco

    A Forbes Five Star luxury resort on a 5,000-acre Tuscan estate that actually produces its own Brunello di Montalcino wine, which is the kind of flex that makes other hotels feel a little embarrassed. The Ferragamo family converted a medieval borgo into a Rosewood property without sanding off the history, so you get castle ruins, working vineyards, and UNESCO-protected views all at once. The crowd wears linen and means it.

    Forbes Travel Guide
    Forbes Five Star
    Address
    SP103, 53024 Castiglion del Bosco SI, Italy · Montalcino
    Online
    Website
    On the Way What's Around

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