Carefully curated selection of activities and excursions are designed to highlight the region’s landscape and culture.

There are so many things to do in Tuscany. From guided walking tours at the Duomo Square, to hot-air ballooning over the Tuscan landscape, Rosewood Castiglion del Bosco is located in close proximity to the destination's top points of interest and Tuscany attractions.



The Tuscan countryside resembles an immense living canvas, a painting brimming with nature, wildlife, history and unique activities. Rosewood Castiglion del Bosco provides the ideal base for exploring this fascinating region. The 800-year-old estate is situated on the ancient Via Francigena, a route travelled by merchants and pilgrims, in the heart of the UNESCO-protected Val d’Orcia. A meandering, cypress-lined road leads to the Borgo, the historic heart of the state’s bygone farming community. Located on a hilltop, overlooking patchwork fields that stretch out below towards Montalcino, the Borgo was the center of the estate’s activities for hundreds of years. Dominated by the ruins of the medieval castle that gives the estate its name, it is a place brimming with memories.

Further afield, Tuscany is a fascinating, multi-layered landscape that invites discovery. Guests can immerse themselves in Italian gastronomy, wine itineraries, active leisure pursuits, historical sightseeing and the timeless traditions of local artisans, craftsmen and farmers. Local guides and exclusive access make the experiences richer when exploring the region’s unique way of life.




Throughout the year, cultural festivals, historic celebrations, wine events and sporting engagements mark the changing seasons in Tuscany. Rosewood Castiglion del Bosco is brilliantly positioned to allow guests to join in the rich and varied local and regional events.