Castiglion del Bosco: Italy's Tuscan Gem Crowned Europe's Best Resort

On July 30, 2026, Castiglion del Bosco, A Rosewood Hotel, was named Europe's top resort in Travel + Leisure's World's Best Awards 2026. Located near Montalcino in the UNESCO World Heritage site of Val d'Orcia, the property stands as a testament to Italian elegance amidst rolling hills and historic vineyards.

The estate, once a medieval fortress, transformed into a luxury resort by the Ferragamo family in 2003. It now boasts over 40 suites and 11 private villas, maintaining its deep roots in winemaking and agriculture. The property includes acres of vineyards, farms, and gardens, producing its own Brunello di Montalcino wine.

Gastronomy is central, with a two-Michelin-starred restaurant, Ristorante Campo del Drago, serving innovative Tuscan cuisine. Ingredients are sourced directly from the on-site kitchen garden. For a more casual experience, Osteria La Canonica offers local Italian favorites, including fire-roasted pizza and regional specialties. The estate's commitment to culinary excellence extends to its Brunello di Montalcino, which guests can enjoy directly from the vineyard.

Beyond dining, the resort offers a full complement of luxury amenities: swimming pools, an 18-hole golf course, and a spa. Accommodations range from spacious suites with Tuscan accents and Val d'Orcia views to private villas, centuries-old farmhouses reimagined with modern comforts, private pools, and dedicated 4x4 vehicles. As Islands notes, a Google reviewer "raved" about "Enjoying dinner as the sun set over the vineyards."

The 5,000-acre estate provides ample activities, from wine tastings and cooking classes to exploring the surrounding Tuscan landscape and natural hot springs. The resort closes seasonally, typically from early January to mid-March, though villas are available for year-round rental. Castiglion del Bosco is approximately a three-hour drive from Rome and two hours from Florence.

Our take: Castiglion del Bosco exemplifies the evolution of luxury hospitality, seamlessly blending historical preservation with contemporary indulgence. Its recognition by Travel + Leisure underscores the enduring appeal of authentic Italian experiences, particularly those rooted in exceptional cuisine and viticulture. This property is a benchmark for destination resorts, offering both seclusion and rich cultural immersion.