Photo by David Bastianoni Studio
Rosewood Castiglion del Bosco
- TYPICAL BUDGET
Over €100k
- SLEEPS
178
- CAPACITY
200
Set across 5,000 acres in the UNESCO-protected Val d’Orcia, Rosewood Castiglion del Bosco is less a single venue and more a fully realised Tuscan estate. Built around a restored medieval borgo and castle ruins, it brings together history, landscape, and contemporary hospitality on a rare scale. With suites, private villas, a working Brunello winery, and multiple event spaces spread across the property, weddings here unfold as multi-day experiences rather than single occasions. It suits couples looking for a wedding venue in Tuscany that combines privacy, range, and depth—where each part of the celebration can take place in a completely different setting without ever leaving the estate.
Details
- MIN STAY: 2
- EXCLUSIVITY
- CAPACITY: 200
- SLEEPS: 178
- BEDROOMS: 90
- ON SITE PLANNER
- IN HOUSE CATERING
- BRIDAL CHANGING ROOM
- SOUND SYSTEM
- PARKING
- CHILD FRIENDLY
- PET FRIENDLY
- POOL
Wedding Packages & Pricing
- ACCOMMODATION
- CATERING
- RECEPTION
Additional information
Weddings & settings
Ceremonies
Ceremonies at Rosewood Castiglion del Bosco are defined by choice, with each setting offering a distinct relationship to the estate’s history and landscape. Both symbolic and religious ceremonies can be arranged on site, supported by an experienced planning team who manage each detail from logistics to design.
Across the estate, settings shift in tone rather than scale.
San Michele Arcangelo church, set within the borgo, this medieval church offers a more contained and atmospheric setting, with frescoed interiors and a sense of history shaping the ceremony.
Castle ruins, positioned at the heart of the estate, the ruins feel open and expansive, with wide views across the valley and the structure itself framing the moment.
Capanna vineyard, surrounded by vines, this setting feels more relaxed and connected to the landscape, with the rhythm of the countryside defining the atmosphere.
Belvedere garden, manicured but open, this space balances structure and view, with the Val d’Orcia stretching beyond.
Borgo Piazzetta & terraces, set within the village, these spaces feel more social and immediate, with architecture and layout creating a sense of closeness between guests.
The range allows ceremonies to feel entirely different depending on the chosen setting, while remaining consistent with the character of the estate.
Photo by Kristijan Rezo
Photo by David Bastianoni Studio
Receptions
At Castiglion del Bosco, receptions are shaped by the scale of the estate, with each part of the celebration unfolding in a distinct setting rather than a single space. Drinks often begin within the borgo or on one of the terraces, where guests gather against the backdrop of the surrounding hills.
Dinner can take several forms depending on the tone of the event. Il Granaio offers a more defined setting, with its glass structure framing the landscape while bringing everyone together in one place. For a more formal atmosphere, Campo del Drago provides a refined indoor setting, while the piazzetta and outdoor spaces allow for open-air dining that feels more connected to the surroundings.
As the evening develops, the celebration extends across the estate. Music, bars, and dancing can be positioned in different areas, allowing the energy to shift rather than remain fixed. The variety of spaces means larger weddings never feel concentrated in one place, while smaller celebrations retain a sense of scale without excess.
Across multiple days, the layout supports a sequence of events—welcome gatherings, dinners, and post-wedding moments—each set in a different part of the estate.
Staying on Site
Accommodation at Castiglion del Bosco is spread across suites within the borgo and private villas positioned throughout the estate, allowing guests to experience different levels of privacy within the same setting.
Borgo suites
Located within restored village buildings, these suites offer a more connected stay, with views over the estate and easy access to the resort’s main spaces.
Private villas
Set apart from the central borgo, the villas range from three to six bedrooms, each with its own pool, garden, and living spaces. These offer a more independent experience, suited to families or groups.
Across both options, interiors balance traditional materials with a more contemporary finish. Guests have access to the estate’s facilities, including pools, spa, and dining venues, while the scale of the property allows for both privacy and shared experience across the wedding stay.
Photo courtesy of Rosewood Castiglion del Bosco
Photo courtesy of Rosewood Castiglion del Bosco
Food & Atmosphere
Dining at Castiglion del Bosco is shaped by its place-led identity, with the estate itself forming the foundation of the experience. From its Brunello winery to the organic kitchen garden, food and wine are closely tied to the land.
Meals move between settings, from the Michelin-starred Campo del Drago to the more relaxed Osteria La Canonica, as well as outdoor spaces across the borgo, terraces, and private villas. Rather than a single format, dining shifts throughout the celebration—more formal dinners balanced with open-air meals that feel rooted in the landscape.
Wine plays a central role, with the estate’s own Brunello integrated into tastings, pairings, and informal moments across the stay. Aperitivo hours, vineyard experiences, and longer, slower meals become part of the overall rhythm rather than separate events.
Across multiple days, food is not confined to the wedding itself but extends throughout the experience, connecting each part of the celebration back to the estate.
Real Weddings at Rosewood Castiglion del Bosco
Other Information
Activities
With 5,000 acres of countryside, Castiglion del Bosco offers a wide range of experiences beyond the wedding itself.
On-site
- Wine tastings and tours at the Brunello winery
- Cooking classes at La Canonica
- Golf on the private 18-hole course
- Spa treatments, yoga, and wellness sessions
- Hiking and cycling across the estate
Nearby, guests can visit Montalcino, explore the Val d’Orcia, or take day trips to Siena and beyond.
Location & Accessibility
Located in the Val d’Orcia, Castiglion del Bosco sits within one of Tuscany’s most recognised landscapes, close to the town of Montalcino.
- Nearest airport: Florence Airport (approx. 1 hour 40 minutes)
- Access: Road connections via Siena; helicopter transfers available
- Parking: On-site parking available
The estate’s setting offers a sense of seclusion while remaining connected to key towns and transport routes across Tuscany.
Photo by Luis Mendoza
Contact the venue
Gallery
Looking for inspiration? Explore real weddings from around the world to see how couples have brought their wedding days to life.