Rosewood Castiglion del Bosco
- SLEEPS: 178
- CAPACITY: 200
PRICE FROM
SLEEPS
178
CAPACITY
200
Rosewood Castiglion del Bosco is a luxury destination wedding venue set on a historic 5,000-acre estate in the heart of the UNESCO-protected Val d’Orcia region in Tuscany, Italy. A crown jewel in the Marry the World collection, this five-star resort blends Old World romance with contemporary sophistication. Boasting 42 suites, 11 villas, a private Brunello winery, world-class spa, and an array of exceptional event spaces and on-site activities, the estate is a once-in-a-lifetime experience for partial or full multi-day buyouts for up to 250 guests.
About Rosewood Castiglion del Bosco
Set among rolling vineyards, ancient forests, and golden Tuscan hills, Rosewood Castiglion del Bosco is one of Italy’s most enchanting and exclusive estates. Built around a medieval borgo and 900-year-old castle ruins, the estate weaves history, luxury, and natural beauty into a perfected and bespoke wedding experience for those lucky enough to secure a booking. Its 42 suites and 11 villas, housed in beautifully restored farmhouses and village buildings, offer privacy, many with private pools, panoramic terraces, and indulgent interiors.
A full suite of five-star amenities which words could never describe the experience of; a Michelin-starred restaurant, a rustic-chic trattoria, a private Brunello di Montalcino winery, and an organic kitchen garden provide a backdrop to extraordinary culinary moments. Two panoramic infinity pools, a holistic spa, private golf course, and a cooking school- we struggle to think what this venue doesn’t have that its guests would ever need.
Ideal for couples dreaming of a Tuscan wedding immersed in authenticity, comfort, and pure luxury, Rosewood Castiglion del Bosco accommodates both intimate celebrations and large-scale events with equal grace. With over two dozen ceremony and reception venues to choose from including castle ruins, scenic gardens, private villas, and a medieval church, every couple can find a space that feels uniquely suited to their vision. An experienced planning team ensure that every detail is curated and stress-free, from personalised menus to vintage car arrivals and beyond.
Whether for a full estate takeover or a partial buyout, this property promises a seamless blend of privacy, grandeur, and world-class service, with every inch of the estate tailored to your vision.
Ceremonies
Couples are spoiled for choice when it comes to stunning ceremony settings across this vast estate. For those seeking a deeply romantic and traditional option, San Michele Arcangelo, a medieval church adorned with rare frescoes by Sienese master Pietro Lorenzetti, offers an atmospheric setting for symbolic or religious vows. For an unforgettable outdoor celebration, the iconic Castle Ruins sit at the heart of the Borgo, offering panoramic vistas and a tangible sense of history, accommodating up to 200 guests amidst stone walls and ivy-clad remnants.
For those dreaming of a classic vineyard ceremony, the Capanna Vineyard provides a magical backdrop of rolling hills and rustic elegance, perfect for a stylish yet relaxed exchange of vows. The Belvedere Garden and its grand views over the Val d’Orcia blend natural beauty with manicured simplicity for timeless open-air moments. Meanwhile, the Borgo Piazzetta, nestled among the cobbled streets of the medieval hamlet, exudes old-world Italian charm, while the Terrazza Quadrata, overlooking Montalcino and the valley beyond, offers a refined yet open-air setting for heartfelt vows or romantic cocktail toasts.
Each location is entirely unique in character and can be personalised to match the tone and flow of your day; whether you envision a formal aisle moment or a laid-back barefoot vow exchange, this estate is truly a dreamscape for ceremonies of all kinds.
Receptions & Celebrations
The estate offers a generous array of indoor and outdoor spaces to host celebrations of all kinds, tailored to suit weddings both grand and intimate. At the heart of the Borgo, Il Granaio – a sophisticated glass-walled greenhouse with spectacular views – can host up to 200 guests for dinner, complete with a dancefloor, bar, and stage. For a more refined and elevated reception meal, Ristorante Campo del Drago offers a Michelin-starred dining experience in a warm, elegant setting, accommodating up to 120 guests in banquet style.
Outdoor spaces are equally spectacular: the cobbled Borgo Piazzetta sets the scene for traditional Tuscan celebrations under the stars, while the Pool Terrace offers a relaxed yet elegant setting for cocktail receptions. Private villa gardens provide a luxurious, secluded option for smaller group celebrations. Villa receptions require a four-night minimum stay and are often favoured for their privacy, panoramic views, and exclusivity.
From the very first enquiry to the farewell brunch, Rosewood’s expert planning team are dedicated to realising your vision. Their on-the-ground specialists handle every element with care, whether it’s designing the floral arrangements, curating your weekend schedule, advising on trusted local vendors, or ensuring that the table linens match your mood board.
Accommodation
The resort offers 42 refined suites located throughout the medieval Borgo and hillside. These suites are ideal for couples or small families attending the wedding, offering cozy living areas, marble bathrooms, and rich Florentine textiles, all set against the backdrop of the estate’s rolling hills and vineyards.
For families, groups of friends, or wedding parties desiring a more private and immersive experience, 11 individually designed villas are spread across the estate. Each villa has between three and six bedrooms and is set in its own secluded corner of the estate, complete with a private pool, landscaped garden, and fully equipped kitchen. These historic farmhouses have been carefully restored and filled with elegant custom furnishings, art pieces, and luxurious amenities, creating a home-away-from-home atmosphere that’s perfect for extended stays.
Guests can enjoy daily housekeeping, optional in-villa catering, and the convenience of their own seven-seat Land Rover, included for local exploration. Whether guests choose the intimacy of a suite or the grandeur of a villa, every stay includes access to the estate’s world-class facilities, such as the panoramic pools, holistic spa, tennis courts, and fine dining venues.
In total, the estate offers 90 double bedrooms sleeping up to 178 guests in existing beds. Additional bedding options for children or extra guests may be arranged on request. A full buyout guarantees exclusive access to the entire estate, including all accommodations, restaurants, wellness and recreational facilities, and event venues, offering your wedding party the chance to truly live in this one-of-a-kind Tuscan paradise.
Catering
Dining at Castiglion del Bosco is a deeply immersive journey into the heart of Tuscan culinary tradition, orchestrated by Executive Chef Matteo Temperini (Michelin Starred) and Chef de Cuisine Daniele Bianco. Each menu captures the spirit of the Val d’Orcia, celebrating seasonal produce, much of it grown in the estate’s organic kitchen garden.
Reception meals unfold across a variety of atmospheric settings. The Michelin-starred Ristorante Campo del Drago offers candlelit refinement for formal dinners, while the trattoria-style Osteria La Canonica delivers rustic elegance and views over the vineyards.
Couples might also opt for relaxed open-air formats, think sagra-style feasts in the Borgo Piazzetta, barbecue evenings with live fire stations, or elegant dining under the stars on a private villa terrace. Whatever the setting, every menu is tailored to complement the tone of your celebration, whether you’re planning an opulent banquet or a relaxed gathering.
Themed welcome dinners, wood-fired pizza parties, poolside brunches, aperitivo hours, and alfresco vineyard picnics will ensure you and your guests are blown away by the power of high end Italian cuisine and produce.
The drinks and bar offering is equally exceptional. Guests can enjoy expert wine pairings with each meal, featuring the estate’s own Brunello di Montalcino, as well as curated tastings at the on-site winery. Aperitivo culture is celebrated daily, with handcrafted cocktails, premium Italian vermouths, and local sparkling wines served poolside or on the terrace at golden hour. Late-night festivities might include digestif carts with grappa and limoncello, espresso martinis by the firepit, or a custom bar set-up tailored to your evening’s mood and magic.
Guests can also enjoy private wine tastings, cooking classes, truffle dinners, or indulge in late-night gelato carts and grazing stations. Every detail is customisable, dietary needs, timings, formats, all thoughtfully overseen by a world-class culinary team who understand that the food is not just a part of the event, it is the event.
Activities
With over 5,000 acres to explore, guests can immerse themselves in Tuscan life. Activities include:
- Cooking classes at La Canonica Cooking School
- Wine tours and tastings at the Castiglion del Bosco Winery
- Golf at the estate’s 18-hole private course
- Hiking and cycling through the Val d’Orcia
- Truffle hunting and guided jeep excursions
- Wellness spa treatments and yoga
- Children’s programs and babysitting
Location
- Location: in the heart of Tuscany’s Val d’Orcia, just 20 minutes from the hilltop town of Montalcino
- Nearby Airports:
- Florence International Airport is the closest major hub (approx. 1 hour 40 minutes by car)
- Rome’s airports offer further access with a scenic 2.5–3 hour drive
- Other Transport options:
- Buonconvento Train Station is 10km away; Siena Station approx. 45 mins
- Helicopter transfers available for luxury arrivals
- Parking: complimentary on-site parking available
- Disabled Access: Fully accessible with ground-floor suites and ramp access in communal areas
- Family-friendly with a dedicated kids’ club, babysitting, connecting rooms, and children’s menus
- Pet-friendly with thoughtful amenities and open spaces to enjoy
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
