Castiglion del Bosco, A Rosewood Hotel — destination wedding venue in 53024 Castiglion del Bosco SI, Italy
Hotel

Castiglion del Bosco, A Rosewood Hotel

53024 Castiglion del Bosco SI, Italy, Italy20–150 guests$$$
Type:Hotel
Capacity:20–150 guests
Budget:$$$
Airport:Florence Airport (Peretola) (FLR), 90 minutes by car

Castiglion del Bosco is a 14th-century fortified estate in Tuscany that was painstakingly restored by Rosewood Hotels, transforming a medieval village into a luxury destination. The property maintains its original stone architecture and towers while offering contemporary amenities across 40 suites. Set on 2,000 acres of Tuscan countryside with vineyards and olive groves, it delivers authentic regional character alongside five-star hospitality.

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Highlights

  • 14th-century medieval fortress with original towers and stone architecture fully restored
  • 40 luxury suites housed within restored village buildings across 2,000 acres
  • On-site Brunello di Montalcino winery producing award-winning wines
  • Michelin-starred restaurant featuring Tuscan cuisine and estate wines
  • Wedding capacity from 20 to 150 guests with multiple ceremony and reception spaces

Quick facts

Capacity20–150 guests
Venue typeHotel
Price range$$$
LocationItaly
Nearest airportFLR
Visit venue website

Plan your wedding at Castiglion del Bosco, A Rosewood Hotel

Getting there

Florence Airport (Peretola) (FLR)

90 minutes by car to venue

Private car transfer

Approximately €200-250 one way

90 minutes · Arranged through hotel concierge from Florence airport

Self-drive rental

Car rental varies; €40-80 per day

60 minutes from Siena · Via SP103 from Siena toward Montalcino

Train to Buonconvento

Train €8-15; transfer €100-150

2.5 hours from Florence · Station 20km away; hotel can arrange pickup

Cost estimate

Ceremony / venue fee

€3,000-5,000 depending on location and guest count

Reception (per guest)

€150-250 for food and beverage

Accommodation (per night)

€600-2,500 per suite depending on season

Estimated total

€25,000-75,000+ for 50-75 guests with full accommodations

Prices vary by season (peak May-October). Custom packages available. Includes venue, catering, and coordination. Accommodation costs separate from wedding fee.

Sample wedding weekend

Friday

4:00 PMGuest arrival and check-in at suites
7:00 PMWelcome dinner and wine tasting in the cellar

Saturday

10:00 AMVineyard tour for interested guests
4:00 PMCeremony in medieval chapel or outdoor terrace
5:30 PMCocktail reception on vineyard terrace
8:00 PMSeated dinner in main restaurant with estate wines

Sunday

10:00 AMFarewell brunch before guest departure

This is a sample itinerary. Your wedding weekend can be fully customized.

Frequently asked questions

What is the history of this property?
Built in the 14th century as a fortified Tuscan village, Castiglion del Bosco fell into disrepair before Rosewood Hotels undertook an extensive restoration in 2008. The project preserved medieval architecture while integrating luxury accommodations and amenities, resulting in a property that operates as both a working winery and five-star hotel.
Can we host ceremonies and receptions on the same day?
Yes. The estate offers multiple indoor and outdoor venues including a medieval chapel, terrace overlooking vineyards, and the wine cellar. Events can be structured across different locations throughout the day.
Are accommodations included for wedding guests?
The property features 40 suites available for wedding guests, allowing for a fully integrated destination wedding experience. Rosewood can arrange group room rates and multi-day packages for wedding parties.
What dining options are available?
The Michelin-starred restaurant serves contemporary Tuscan cuisine using estate produce and wines. Private dining rooms and wine cellar dinners can be arranged for wedding groups.
Can we incorporate the vineyard into our wedding?
Yes. The estate offers wine tastings, vineyard tours, and wine-focused dinners. Ceremonies and receptions can be positioned to feature vineyard views, and Brunello di Montalcino from the estate can be featured at your reception.

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