Castiglion del Bosco, Montalcino, inside the Val d’Orcia. Massimo Ferragamo acquired the estate in 2003 and reopened it in instalments: the new winery in 2004, the first nine villas and a twenty-three-suite borgo in 2008 and 2009, Tom Weiskopf’s golf course in 2010, and the Rosewood name in 2015. It now holds forty-two suites and eleven villas on 2,000 hectares, with sixty-two hectares of organic Sangiovese. It is seated in Exclusive-Use Estates because the whole of it is let as one.
The house
The estate is older than the wine law it helped write. Its own history dates the castle to 1100 — “The castle is erected in classic medieval style” — and puts at 1345 the year “Pietro Lorenzetti (1280-1348) finished his Annunciation and Six Saints in the San Michele Arcangelo church”. “The Biondi brothers, then owners of the estate, received leading international accolades for their wines” in 1902, and in 1967 “Castiglion del Bosco is a founding member of the Brunello di Montalcino Wine Consortium,” one of twenty-five producers then making some 850,000 bottles between them.
“Massimo Ferragamo acquired Castiglion del Bosco and initiated restoration of the estate’s historic sites” in 2003. In 2004 “The new winery is built, boasting a capacity of 3,000 hectoliters”. “Castiglion del Bosco opens the first nine villas” in 2008, and in 2009 “After meticulous restoration, the Borgo reveals its charm as 23 refined suites.” The golf club followed, “completed in 2010, with a stunning 18-hole course designed by Tom Weiskopf”, and in 2013 “A limited edition Brunello di Montalcino is launched, titled Zodiaco.” “In 2015 the resort became part of the prestigious brand Rosewood Hotels & Resorts.” Massimo and Chiara Ferragamo restored the clubhouse with the interior designer Teresa Bürgisser Sancristoforo; in 2022 the estate was transferred to an international family office.
What distinguishes it
One of twenty-five in 1967; one of 140 now Castiglion del Bosco was a founding member of the Brunello di Montalcino consortium in 1967, when twenty-five producers made about 850,000 bottles between them. The estate’s own history puts the consortium today at 140 wineries and over six million bottles. Its sixty-two hectares of organic-certified vineyard are planted to Sangiovese alone, which is the grape the 1967 rule was written around.
The estate did not open; it was let out in instalments over twelve years Ferragamo bought in 2003. The winery came in 2004, the first nine villas in 2008, the twenty-three-suite borgo in 2009, the golf course in 2010, the Zodiaco Brunello in 2013 and the Rosewood management in 2015. No single opening date exists for this house, which is why the register dates it from the 2003 acquisition and lists the rest.
Why this sits in Exclusive-Use Estates and not in Wine Estates The house is a working Brunello producer and could have been seated among the wine estates, but its terms are those of an estate let whole: “Full buyout for 250 guests includes 42 Suites, 11 Villas (90 rooms)”, with “exclusive use of The Spa, two restaurants, infinity pools, the historical borgo, and gardens.” A partial buyout takes the nineteen borgo suites for groups up to 100 and leaves the eleven villas bookable separately. The villas themselves are whole houses of three to six bedrooms, each with “a Land Rover Defender or similar 4x4 vehicle”, and kitchens by the Florentine artisan Riccardo Barthel “equipped for both self-catering and private chef experiences.” Ninety rooms that can be taken as one unit is the Volume 14 test, and this house passes it.
The golf course is Weiskopf’s only design on the continent, and it is closed to visitors The Club’s media pack calls the eighteen-hole course “the only Continental European design” by Tom Weiskopf (1942–2022), the 1973 Open champion, and it was completed in 2010. Play is reserved for members and resident guests of the hotel, with a limited number of tee times held for residents. Membership is “a family membership”, covering a spouse or partner and children, and extends to a personal locker in the Members’ Private Wine Cellar.
The villas are 17th- and 18th-century farmhouses, restyled in 2024 Rosewood’s release of 22 March 2024, announcing the house’s re-opening after its seasonal closure, describes the “three-to-six bedroom villas” as former 17th- and 18th-century farmhouses given new fabrics, textiles, furniture and lighting. The kitchens were done by Riccardo Barthel. The buildings are agricultural in origin, which is the physical reason this estate can be let in pieces as well as whole.
The house closes for the winter — Rosewood announced its 2024 season as a re-opening after seasonal closure on 22 March — so a visit outside the season is not possible. The golf is shut to anyone who is neither a member nor a resident guest, and membership is a family subscription rather than a green fee. A guest who wants a hotel in a town will find instead ninety rooms distributed across a 2,000-hectare estate, with eleven of the villas standing out in the countryside and supplied with a four-wheel-drive vehicle because that is how one reaches them.
Signature rooms and dates
Competitive landscape
Sources
What the entry rests on, read 13 October 2026. Each reference records the facts it supports, so a disputed line can be traced to the account it came from.