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Rosewood Castiglion del Bosco is a resort destination wedding venue in Montalcino, Italy, hosting 200 at dinner, where a wedding for 80 guests costs about €316,000 (our estimate), reached from Florence Peretola (FLR), ~1 h 55 by car. Best months: May, June, September, October.

Rosewood Castiglion del Bosco

MontalcinoToscana, Italy

An eight-hundred-year-old borgo on the Via Francigena pilgrim route, its five thousand acres making it one of the largest privately owned estates in Italy, bought in 2003 by fashion scion Massimo Ferragamo and restored into what became, in 2015, Italy’s first Rosewood.

Guests
200 at dinner
Cost
About €316,000for 80 guestsAisle estimate
Ceremony
Chapel on site
Season
January, March to December
Getting there
FLRabout 1 h 55 by carAisle estimate

About the venue

An eight-hundred-year-old borgo on the Via Francigena pilgrim route, its five thousand acres making it one of the largest privately owned estates in Italy, bought in 2003 by fashion scion Massimo Ferragamo and restored into what became, in 2015, Italy’s first Rosewood.

Travel + Leisure named it the number-one hotel in the world in 2022.

Weddings unfold across the medieval hamlet: ceremony in the frescoed church of San Michele Arcangelo (around fifty guests), receptions in the castle ruins or gardens for up to about two hundred, and a full-resort buyout available when a couple wants all forty-two suites and eleven villas to themselves.

The estate’s winery was a founding member of the Brunello di Montalcino consortium in 1967, so the wine list at dinner is the land you’re standing on.

  • T+L World’s Best Awards 2022. No. 1 hotel in the world
  • ~5,000-acre estate; borgo documented from ~1100 AD
  • Frescoed medieval church for ceremonies (~50 guests)
  • Castle-ruin receptions up to ~200; full-resort buyout available

Ask about your month

Tell the venue your year and month, your guest count and your budget. They reply with the dates they have free and what a wedding with them costs.

Year

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Capacity, rooms and facilities

Last updated

Capacity

Seated dinner
200 guests

Staying over

Whole property to yourselves
Yes

House rules

Weddings held
January, March to December
Fireworks
Yes
Pets
Yes
Children
Yes

The wedding season

Aisle estimate
  1. January: out of season
  2. February: out of season
  3. March: out of season
  4. April: good
  5. May: best
  6. June: best
  7. July: good
  8. August: good
  9. September: best
  10. October: best
  11. November: out of season
  12. December: out of season
Best weatherGoodFairNo weddingsVenue websiteWeather does not tell you whether a date is free.

Getting there

Nearby venues on a map
Nearest airport
FLRAisle estimate
Step-free access
Yes
Guest transport
Yes

Questions about the venue

Where a number is our estimate, we say so.

How many wedding guests can Rosewood Castiglion del Bosco host?
The frescoed San Michele Arcangelo church seats about 50 for ceremonies; the castle ruins and outdoor spaces take receptions up to roughly 200 depending on layout. Indoor spaces run 45–70. Official capacities are quoted per event by the wedding specialists.
Can you buy out the whole resort?
Yes, full buyouts give exclusive access to all 42 suites, 11 villas, both restaurants, the spa and event spaces. Pricing is by quote; the resort publishes a wedding brochure but not rates.
How do guests get to Castiglion del Bosco?
Florence is about 1 h 55 by car and Rome about 2 h 50; Grosseto is the closest private airport and the estate has its own helipad with charter service. The nearest rail station is Buonconvento, 15 minutes away.

A sample wedding weekend

See the day-by-day outline

Use this as a starting point and adapt it to your bookings and guests.

Friday · day 01
  • 19:00Brunello tasting at the estate winery, dinner at Campo del Drago
Saturday · day 02
  • 16:30Ceremony in the church of San Michele Arcangelo
  • 19:30Reception in the castle ruins as the valley goes gold
Sunday · day 03
  • 11:00Golf, spa, or a last drive through the Val d’Orcia

Press coverage

The venue is one part of the budget. Budget a wedding in Tuscany with Aisle’s calculator: it starts from modelled estimates for food and drink, bedrooms, a welcome dinner and suppliers in Tuscany, and you can replace each one with a quote.

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Aisle also works inside Claude and ChatGPT. Ask either one for venues in Italy by guest count and budget. Find venues in Claude · Find venues in ChatGPT

Sources and booking notes

Confirm your dates, guest numbers, room arrangements and inclusions with the venue before booking. An enquiry does not reserve a date. Figures labelled Aisle estimate are modelled from regional rates and public sources; they are not venue quotes.

Planning with Aisle: Start for free · Ask us a question

Sources for individual venue facts

  • Seated dinner: 200 guests

    “Outdoor capacity: up to 200 guests, depending on the space chosen Indoor capacity: up to 45-70 guests, depending on the room chosen Ceremony: Catholic ceremony in the near San Michele Arcangelo church Accommodation: 11 villas, 42 suites In-house caterer: available Distance from popular cities: Montalcino - 20 minutes; Pienza - 40 minutes; Siena – 45 minutes Private transfers: rent of private car and van for the transfer Other services: private pool, wellness center, tasting of Brunello di Montalcino wines, cooking classes, private Golf Club”
    Read the source for seated dinner

  • Whole property to yourselves: Yes

    “The property can be rented and used exclusively, having all the necessary spaces at your disposal.”
    Read the source for whole property to yourselves

  • Chapel on site: Yes

    “Inside the village, there is also the small church of San Michele Arcangelo, where it is possible to celebrate the wedding with a Catholic rite.”
    Read the source for chapel on site

  • Outdoor ceremony: Yes

    “In Rosewood Castiglion del Bosco, you can celebrate your wedding outdoors or in indoor spaces, depending on the season.”
    Read the source for outdoor ceremony

  • Indoor option if it rains: Yes

    “In Rosewood Castiglion del Bosco, you can celebrate your wedding outdoors or in indoor spaces, depending on the season.”
    Read the source for indoor option if it rains

  • Religious ceremonies: Catholic

    “Inside the village, there is also the small church of San Michele Arcangelo, where it is possible to celebrate the wedding with a Catholic rite.”
    Read the source for religious ceremonies

  • In-house catering: Yes

    “Outdoor capacity: up to 200 guests, depending on the space chosen Indoor capacity: up to 45-70 guests, depending on the room chosen Ceremony: Catholic ceremony in the near San Michele Arcangelo church Accommodation: 11 villas, 42 suites In-house caterer: available Distance from popular cities: Montalcino - 20 minutes; Pienza - 40 minutes; Siena – 45 minutes Private transfers: rent of private car and van for the transfer Other services: private pool, wellness center, tasting of Brunello di Montalcino wines, cooking classes, private Golf Club”
    Read the source for in-house catering

  • Bar on site: Yes

    “Later, the open bar kept the celebration flowing, with the espresso martini emerging as the undeniable star of the night.”
    Read the source for bar on site

  • Weddings held: January, March to December

    “The resort, restaurant and spa close annually from 6 January to 21 March; during this time, you can still stay in a villa, but only breakfast and some concierge services will be available.”
    Read the source for weddings held

  • Fireworks: Yes

    “After a night full of music, dancing, fun, and laughter, both the guests and the couple could only watch the spectacular fireworks display that closed their fairytale Tuscan wedding with a glass of prosecco in hand and a dreamy smile on their faces, knowing their special day had been truly that: perfectly, blissfully special.”
    Read the source for fireworks

  • Pets: Yes

    “At Castiglion del Bosco, A Rosewood Hotel, we like to take care of our furry friends as much as we take care of our human ones.”
    Read the source for pets

  • Children: Yes

    “An enchanting backdrop for adventure, surrounded by meadows and cypress trees: perfect for kids to play and imagine.”
    Read the source for children

  • Step-free access: Yes

    “Castiglion del Bosco, A Rosewood Hotel offers several accessibility solutions to support guests with different needs.”
    Read the source for step-free access

  • Guest transport: Yes

    “Outdoor capacity: up to 200 guests, depending on the space chosen Indoor capacity: up to 45-70 guests, depending on the room chosen Ceremony: Catholic ceremony in the near San Michele Arcangelo church Accommodation: 11 villas, 42 suites In-house caterer: available Distance from popular cities: Montalcino - 20 minutes; Pienza - 40 minutes; Siena – 45 minutes Private transfers: rent of private car and van for the transfer Other services: private pool, wellness center, tasting of Brunello di Montalcino wines, cooking classes, private Golf Club”
    Read the source for guest transport

  • Reception indoors: Yes

    “In Rosewood Castiglion del Bosco, you can celebrate your wedding outdoors or in indoor spaces, depending on the season.”
    Read the source for reception indoors

  • Reception outdoors: Yes

    “In Rosewood Castiglion del Bosco, you can celebrate your wedding outdoors or in indoor spaces, depending on the season.”
    Read the source for reception outdoors

  • Space for dancing: Yes

    “The Garden of Bossi greenhouse is an excellent choice for a reception with many guests.”
    Read the source for space for dancing

  • Swimming pool: Yes

    “The property, completely renovated, accommodates 42 suites, 11 villas, two restaurants, a cooking school, a wellness center, and a swimming pool.”
    Read the source for swimming pool

  • Vineyard: Yes

    “There you will find hills, cypress avenues, ancient hamlets, and endless stretches of vineyards cultivated for the production of Brunello di Montalcino wine.”
    Read the source for vineyard

  • Gardens: Yes

    “There's a sauna and steam bath, and a lavender-scented garden where you can sip herbal teas and smoothies made from garden-plucked ingredients.”
    Read the source for gardens

  • Private grounds: Yes

    “Castiglion del Bosco is the perfect venue to celebrate your wedding surrounded only by the affection of your guests.”
    Read the source for private grounds

  • Historic building: Yes

    “Inside the Tuscan village, the ruins of the castle are the most requested place to get married.”
    Read the source for historic building
About €316,000for 80 guestsAisle estimate

Could this be your venue?

Ask about prices and free dates for the month you have in mind. You do not need a fixed date.