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Hotel Highlights

  • A luxurious estate with every conceivable luxury
  • Two tempting Tuscan restaurants
  • Set on a World Heritage Site


Rosewood Castiglion del Bosco’s personal ad is enticing: 800-year old Tuscan estate with 4,000-plus acres, a Brunello di Montalcino winery, two restaurants, a spa and a pool seeks discerning guests for sun and friendship…

Smith Extra

Here's what you get for booking Rosewood Castiglion del Bosco with us:

A wine-tasting tour for two

Latest deals

Exclusive rates, packages and special offers at Rosewood Castiglion del Bosco

3 nights for the price of 2 Special three-night rate 4 nights for the price of 3 4 nights for the price of 3


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Castiglion del Bosco hotel - Tuscany - Italy

Need To Know


23, including 20 suites.


12 noon, but flexible, subject to availability and a half-day charge up to 6pm. Earliest check-in, 3pm.


Double rooms from $670.30 (€585), excluding tax at 10 per cent. Please note the hotel charges an additional local city tax of €3.50 per person per night on check-out.

More details

Rates generally exclude breakfast (an American or Tuscan spread for €15).

At the hotel

Cookery school, spa, gym, tennis courts, football and bowls pitches, winery with an enoteca (tasting room), a little church, extensive grounds, an organic orto (Italian kitchen garden), book and DVD library, free WiFi throughout and a boutique selling clothes, shoes and local delicacies. Guests can also access the private golf course up to four times a year each. In rooms: flatscreen TV, CD/DVD player, iPod dock, Nespresso machine, and free minibar and bottled water.

Our favourite rooms

The San Michele Suite has an elegant sitting room with a library and garret, and a bathroom with a generous tub. Ask for a front-facing room – they come with little wooden shutters that open out onto the village and the piazzetta (diminutive square). Special Rooms, Junior and Borgo Suites, all in the main house, are decorated in traditional Tuscan shades such as ochre, burgundy and cypress green; furniture is traditional, sturdy and glossy, and beds are often four-poster. Super-chic and dotted around the Borgo are the CdB Suites – one has its own kitchenette, a private garden and wood-burning oven; best of the lot is the glamorous Suite del Vescovo, housed in the Borgo's former ballroom, with period details including a vast fireplace and hand-painted vaulted ceiling. With ground-floor access and pergola-shaded terraces, Terrace Suites in the former Winery and Stables buildings are nice for young families.


The heated infinity pool is set on the crest of a lavender- and bluebell-graced hill, with breathtaking views of the rolling fields and the village of Montalcino in the distance.


The spa is an earthy-hued escape in the estate's former wine cellars. 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. The menu of holistic La Prairie treatments is delightfully indulgent, and there's a small gym where yoga and pilates classes are held.

Packing tips

A sketchpad and watercolours to capture the scenery (or, failing that, a camera); a notebook for scribbling down recipes; sportswear for the sleek, glass-walled gym, which surveys the Tuscan countryside.


Rosewood Castiglion del Bosco is the fifth largest producer of Brunello di Montalcino (a lush red), so have a guided tour of the winery. A tasting session is obligatory. The kitchen gardens are in good hands – they’re tended to by the Vatican’s man.


Pint-sized dogs can come too, at no extra cost; food bowls and beds can be provided.


A free cot or extra bed can be added to larger rooms for under-13s (€150 a night for older children; in villas only the first two are free for under-13s). Babysitting with a local nanny is available from €30 an hour for up to three children; book ahead.

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Food and drink

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Castiglion del Bosco - Tuscany - Italy

Hotel Restaurant

There are two restaurants at Rosewood Castiglion del Bosco: Osteria La Canonica, set in the old priest’s house, is the relaxed option, serving light Italian staples all day from 12 noon – pasta, pizza, salads, cheese, cured meats and the like. The more formal Ristorante Campo del Drago excels at Italian fine dining, serving rich Tuscan classics such as Chianina steak in Brunello sauce; this is also where breakfast is served. Both have terraces with gorgeous views.

Hotel Bar

The snug CdB bar has a wonderful terrace overlooking the woods, lakes and Montalcino. Snack on little stuzzichini (appetisers) and sample the award-winning Brunello di Montalcino wine.

Last orders

Breakfast is 7.30am–11am; lunch is from noon until 3pm (a light lunch is served 3pm–6pm); dinner is a relaxed affair, served between 7.30pm and 9.45pm.

Room service

Order items from the restaurant menus between 7.30am and 10pm. Items from the hotel bar can be ordered between 4.30pm and 1am. There's also a Night Menu with cold snacks, available 10pm–7.30am.

Smith Insider

Dress code

Rural chic: cashmere and corduroy, in olive, corn-gold and russet hues.

Top table

Soak up the sunshine alfresco over glasses of Brunello, or stargaze by night, from one of the restaurant terraces.

Local Guide

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Castiglion del Bosco - Tuscany - Italy
Eat, drink, see, do: local favourites and more…

Worth getting out of bed for

Learn the arts of the Tuscan cucina with a class at the cookery school, set in La Canonica. You’ll start by picking ingredients with the chefs in the kitchen garden, and finish off with a boozy lunch. Visit the estate’s charming church, San Michele Arcangelo, and rub shoulders with the area’s wealthy families, who still worship there. (Look out for the glorious 14th-century fresco by Pietro Lorenzetti, uncovered during the estate’s renovation.) There’s an Etruscan fort and a ruined Gothic chapel on the grounds – seek them out. The Spa offers therapies and products based on organic ingredients grown in the orto. Ingredients are seasonal; past elixirs have featured Brunello grape must and Bacchus nectar. Ask the concierge about hiring bikes or hiking in the grounds. Equine enthusiasts have the chance to ride a Maremma horse, steed of choice for Tuscan herdsman. Jeep your way through the Tuscan hills with a guide. You’ll explore the flora and fauna of the ‘Crete Senesi’ and finish off with lunch at the restaurant. (Staff will arrange.) Go truffle hunting, if the season permits.

Local restaurants

Try the delicious handmade pasta at Osteria La Via di Mezzo (+39 05 7780 6320), at 53 Via Soccini, in the charming little town of Buonconvento. Dishes are authentic, flavoursome, and fairly priced. Osteria Porta al Cassero (+39 05 7784 7196) at 32 Via Ricasoli in Montalcino has a meaty menu (try the stewed boar or spiced, breaded chicken) and a relaxed feel. The dining room’s stone walls are peppered with black-and-white photographs, and there’s a father-daughter team in charge. For fine dining, head to the Michelin-starred Arnolfo Ristorante (+39 05 7792 0549) at 20 Via Settembre. Expect the tiny portions and big flavours so fashionable with high-end eateries.

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Verdant Val d’Orcia

Rosewood Castiglion del Bosco

Loc. Castiglion Del Bosco, Montalcino, Tuscany, 53024

South of Siena, Rosewood Castiglion del Bosco lies surrounded by fields and forest at the heart of a 4,000-acre estate in the Val d’Orcia, near the town of Montalcino.


Florence is the nearest international airport, 120km or an hour and 40 minutes' drive away ( It's well-served from the UK and other European cities by airlines including British Airways (


Buonconvento is 10km from the hotel, and has services connecting to Siena, Grosseto and Florence ( Alternatively arrive at Siena (, via international connections to Florence; Siena station is a 45-minute drive from the hotel. Direct sleeper services run to Florence from Paris (


Bringing or hiring a car will maximise your freedom to explore this wonderful, rural region and the roads, although minor, are fairly straightforward. From the north, take the SS2 from Siena to Buonconvento, then the SP34 and SP103 (which is also the road you’d need if approaching from Montalcino). Car hire such as Avis is available at Florence airport, but not Siena train station. Siena is about a half-hour drive away, and the hotel has plenty of free parking.


Fancy making an entrance? Helicopter transfers can be arranged.


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Castiglion del Bosco hotel - Tuscany - Italy
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco Loc. Castiglion Del Bosco Montalcino 53024 Tuscany Italy

Anonymous review

by , Connoisseur of cars at Ferrari

Rating: 10/10 stars
As an Italian man living in London, Italy is never far from my thoughts. So strong are the memories in my head of summer holidays spent on the Ligurian coast that, when I land, I can tell I’m in Italy even with my eyes closed – maybe because of the background noise, our disorganised way of joining queues, or the yelled invitations from the illegal taxi drivers as soon as you step out o…
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Rosewood Castiglion del Bosco

Anonymous review by Matteo Torre, Connoisseur of cars

As an Italian man living in London, Italy is never far from my thoughts. So strong are the memories in my head of summer holidays spent on the Ligurian coast that, when I land, I can tell I’m in Italy even with my eyes closed – maybe because of the background noise, our disorganised way of joining queues, or the yelled invitations from the illegal taxi drivers as soon as you step out of Arrivals.

Surrounded by green in all its colour-chart graduations, our two-hour drive from Florence airport takes us to the emerald lawns of Rosewood Castiglion del Bosco through a slideshow of what Italy is today: rural farmhouses, vineyards, warehouses at the side of the motorway, railway crossings – and the magnificent and eternal hills of Tuscany. Rosewood Castiglion del Bosco appears at the end of a dirt track; not just a hotel, but an ancient village. An entire borgo has been transformed into a luxury resort and golf course.

‘So, who’s the owner?’ I ask. I’m answered in a hushed voice, their way of respecting someone who doesn’t want to show off: ‘Il Signor Ferragamo.’ They’re referring to Massimo – the son of Salvatore Ferragamo. Soon I see how obvious this is, from the injection of luxurious leather throughout: on the furniture, finely moulded onto edges of plasma screens, on the phone in reception, inserted into the wardrobe’s panels – precise, sophisticated, tailor-made by the same hands that had created bespoke shoes for stars from all over the world. Every detail, such as the impossibly soft bedlinen, or
the beautiful stone in the bathrooms, is an expression of respect of traditional crafts and lifestyles, but also a refinement of modern luxury – as the Italians do best. I can’t help but be patriotic sometimes.

We start our tour of the estate, and as they speak to me in their central-Italian accent, it’s as though I have Roberto Benigni at my side; every ‘k’ endearingly becomes an ‘h’, and kindness is never a formality. There are nearly 4,500 verdant acres to explore; we tackle just one tiny corner, passing by a small 12th-century church with spectacular Lorenzetti frescoes reminiscent of the works of Giotto. As for the infinity pool, it has a view of the Tuscan hills overlooking Montalcino that’s worthy of a masterpiece. I cannot resist taking a picture. The lifeguard coaxes me to dive right in: ‘You must try it! It’s heated at 28 degrees.’ We add swimming and horse-riding in these hills to a fast-lengthening to-do list with ‘spa time’ right at the top.

The spa is located in a dedicated building and after a short walk from our room, we are left in the hands of its superb and professional staff. A magically peaceful place, the spa offers unique therapies based on organic and exotic ingredients. We start with a steam sauna before treating ourselves to a ‘luxury couples massage’, during which a melted mixture of natural oils is drizzled on the skin and combined with a relaxing and unwinding full body rub. I don’t think there is anyone in the world who wouldn’t love this spa.

And now to our suite, which is in a centuries-old building, formerly the stables. It is furnished and decorated in perfect harmony with the style of the rest of the property: ochre-yellow walls blend perfectly with pale, rich fabrics, and the vermilion-red leather mirrors the majolica tiles in the bathroom. The interiors throughout are shot with mouthwatering seasonal hues: cream, khaki, apricot, tomato and grass green. Though this hotel is beautiful enough to justify doing absolutely niente during a stay here, there are plenty of lures to get even the laziest sybarites out of bed and espresso- or Brunello-sipping. Rosewood Castiglion del Bosco is also a members’ club; to keep its VIPs happy, the estate comes with a cookery school, spa, golf course and dedicated concierge service, which can arrange activities from Jeep jaunts to bike rides.

This hotel is not just a feast for the eyes, though, and our minds soon drift to dinnertime… for this, there are two restaurants awaiting. For high gastronomy, there’s Ristorante del Drago, but we’re in a more relaxed mood. Ambling through the butter-toned buildings into a tiny piazza we seek out what was once a priest’s house and is now Osteria la Canonica. We start – of course – with a Brunello di Montalcino, produced by their own vineyard; the estate is one of the five biggest producers of this stand-out Italian red. Deliciously rounded by the barriques, our powerful tipple is the perfect match for simple but superb pici con ragù di manzo and vegetables plucked from the hotel’s own organic garden.

On our last afternoon we visit the mediaeval village of Montalcino, just 10km away. Here, I stare at the faces of the inhabitants, their Etruscan noses, the deep wrinkles etched in by cold winters and torrid summers. Another glass of Brunello warms our souls. A herd of fawns crosses our path. Are they real? Or is that Brunello playing a trick on me?

At the airport, awaiting our flight back, I turn to Mrs Smith and say. ‘Let’s buy it.’ She raises an eyebrow. ‘Let’s buy what?’ she asks. My answer: ‘A return ticket, so we can come back again. Soon.’ Rosewood Castiglion del Bosco is not only a hotel to recommend, it is a quantum leap, and an experience for all your senses...

The Guestbook

Whenever you book a stay at a Smith hotel with us, we'll invite you to review it when you get back. Read what other Smith members have to say about Rosewood Castiglion del Bosco in the Guestbook below…


Stayed on

We loved

We loved the level of service and the genuine interest in the children being happy making us happy parents! There were great kids activities in the afternoon too. 

Don’t expect

The only fault (had to really think!) was that the listening monitor did not work from room to restaurant (but this was corrected by the restaurant manager who offered to check on our 4yr old every 10 mins so as we could enjoy dinner!)

Rating: 10/10 stars


Stayed on

We loved

I liked the formal Tuscan high-ceilinged spacious rooms dotted around a pristine village setting in pretty countryside.

Don’t expect

There could be more atmosphere in restaurants and public areas; it's rather quiet.

Rating: 1/10 stars