ListedMontalcino, ItalyResort

Rosewood Castiglion del Bosco

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.

Rosewood Castiglion del Bosco is a resort destination wedding venue in Montalcino, Italy, hosting 50 to 200 guests in the $$$$ price range, reached from Florence Peretola (FLR), ~1 h 55 by car. Best months: May, June, July, August.

About Rosewood Castiglion del Bosco

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.

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Capacity, rooms and facilities

Getting there

Nearest airport
FLRAisle estimate

Venue highlights

  • 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

The wedding season

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PeakGoodShoulderOff season

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

Costs and booking details

Getting there
FLR · ~1 h 55 by car

Guests fly into Florence Peretola. Our team arranges every transfer.

Typical total
€250,000–500,000+Aisle estimate

Rosewood publishes a wedding brochure but no pricing; estimates reflect the resort’s tier and buyout format. Contact cdelbosco.events@rosewoodhotels.com.

See the full figure+

€250,000–€500,000+ all-in for a buyout weekend (estimated)

Ceremony fee
By quote, wedding brochure published, rates on requestAisle estimate

A one-time licence and setup fee, paid to the venue.

Reception
€250–350 / headAisle estimate

A seated dinner with wine and service, by headcount.

See the full figure+

Estimated €250–350 per person at this tier

Room rate
€1,500–2,500 / nightAisle estimate

A standard room in the wedding window. Group rates on request.

See the full figure+

Suites from ~€1,500–2,500/night in season (estimated)

Weather window
May – August

The 4 months the weather is kindest. Weather does not indicate whether a date is available.

Questions about the venue

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.

Press coverage

Before you keep looking

Could this be your venue?

Ask about your plans, pricing and availability. You do not need a fixed date yet.

Still deciding? Elena is Aisle’s AI wedding planner. Give her a month and a guest count and she will forecast the budget, work out how your guests would travel, and put a first plan on paper. No account needed.

Last updated

Ask about dates at Rosewood Castiglion del Bosco.

Send your dates or a rough season, your guest count and what you’d like to know. The venue can then confirm availability and pricing.

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.