Rosewood Castiglion delBosco
Rosewood Castiglion del Bosco occupies a 5,000-acre private estate in the hills above Montalcino, built around a medieval borgo whose stone architecture, working winery, and 12th-century castle ruins have remained largely intact for centuries.
- Ceremony
- 10 seated
- Reception
- 200 seated
- Nearest airport
- FLR · Approx. 1 hr 30 min by car
- Open season
- May – August
- Price range
- $$$$
Rosewood Castiglion del Bosco is a estate destination wedding venue in Montalcino, Italy, hosting 10 to 200 guests in the $$$$ price range, reached from Florence Amerigo Vespucci International Airport (FLR), Approx. 1 hr 30 min by car. Best months: May, June, July, August.
Rosewood Castiglion del Bosco in Montalcino, open May–August.
Rosewood Castiglion del Bosco occupies a 5,000-acre private estate in the hills above Montalcino, built around a medieval borgo whose stone architecture, working winery, and 12th-century castle ruins have remained largely intact for centuries.
Ceremonies take place inside the Chiesa di San Michele Arcangelo, a medieval church adorned with original frescoes by Sienese master Pietro Lorenzetti, while receptions unfold against the castle ruins at the heart of the borgo — open sky, golden travertine, and uninterrupted views across Brunello vineyards.
Private stone villas scattered across the estate provide accommodation with their own gardens, terraces, and pools, keeping wedding parties contained within a single landscape rather than dispersed across a town.
The scale is genuinely rare: exclusive use of the entire estate is available, meaning the vineyards, spa, golf course, and in-villa dining infrastructure all operate as a private backdrop for the duration of the celebration.
4 notes, from the desk.
5,000-acre private estate in Montalcino's Brunello wine country
Chiesa di San Michele Arcangelo features original Pietro Lorenzetti frescoes
Medieval castle ruins (c. 1100 AD) available as a ceremony or reception venue
Estate winery produces Brunello di Montalcino — available for tastings and menus
Best held in May, June, July.
The months the weather — and the local rhythm — is kindest to a stay at Rosewood Castiglion del Bosco.
Check availability.
Choose a day from the calendar.
We hold dates in pencil. A first note comes back within two business days.
How the weekend usually runs.
Yours will be different — nothing below is required. Every planning begins with the three meals you most want to eat, and builds outward.
- 5:00 PMWelcome reception at the borgo piazza — estate Brunello pours, aperitivo, and guided tour of the castle ruins
- 11:00 AMCeremony at Chiesa di San Michele Arcangelo, officiated beneath original 14th-century Lorenzetti frescoes
- 1:00 PMWedding lunch at the castle ruins — long-table setting with seasonal Tuscan menu and estate wine pairings
- 7:30 PMEvening reception and dinner — candle-lit terrace setting, live music, Italian haute cuisine tasting menu
- 10:00 AMFarewell vineyard picnic — guided walk through the Brunello vines, light Tuscan fare, and a final Brunello tasting at the winery
Things worth knowing.
FLR · Approx. 1 hr 30 min by car
Guests fly into Florence Amerigo Vespucci International Airport. The desk arranges every transfer.
$180,000
Venue hire, catering, and accommodation are typically quoted separately; florals, entertainment, transportation, and décor are arranged through the wedding specialist and billed additionally.
$5,000
A one-time licence and setup fee, paid to the venue.
$350 / head
A seated dinner with wine and service, by headcount.
$1,200 / night
A standard room in the wedding window. Group rates on request.
May – August
4 viable months. Shoulder dates soften the light and the rates.
Asked along the way.
What is the maximum guest capacity for a wedding?+
The estate can accommodate wedding celebrations ranging from intimate elopements up to approximately 150–200 guests for a full reception, depending on the venue configuration. Outdoor settings around the castle ruins and borgo piazza offer the most flexibility for larger gatherings, while the church and private villa settings suit smaller ceremonies of 20–80 guests.
Are exclusive buyouts available?+
Yes. Rosewood Castiglion del Bosco offers full exclusive use of the entire estate, which encompasses the medieval borgo, all private villas, the winery, the spa, and the golf course. This option is suited to multi-day wedding parties that want complete privacy across the property — a meaningful distinction given the estate's scale and the number of bookable spaces within it.
When is the best season to marry here?+
Late spring (May–June) and early autumn (September–October) are the strongest windows. Spring brings green hillsides and mild temperatures ideal for outdoor ceremonies; autumn aligns with the Brunello harvest, adding a layer of regional context to the celebration. Summer works logistically but midday heat in July and August makes outdoor afternoon ceremonies uncomfortable. The estate's stone architecture retains warmth well into October.
What's the food and beverage approach?+
The culinary program emphasizes freshly sourced seasonal ingredients and ranges from Italian haute cuisine to traditional Tuscan fare, with menus developed in partnership with couples through the wedding specialist team. The on-site Castiglion del Bosco winery produces Brunello di Montalcino, making estate wine a natural and distinctive element of any reception. In-villa dining, garden barbecues, stone-oven pizza, and vineyard picnics are available as ancillary experiences for guests across the wedding weekend.
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Hold dates at Rosewood Castiglion del Bosco.
A note to the desk with a rough season and guest count. We hold dates in pencil for three weeks before confirmation. A reply comes within two business days, from a person by name.