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At a glance

  • You'll love

    Tasteful Tuscan suites

    Naturally soothing spa

    Cookery school & winery

  • Kids will love

    Afternoon activities

    Hilltop infinity pool

    Kids club & playground

  • Don’t expect

    Inexpensive extras

    Crèche for under-3s

    Non-stop golf


Discerning families in search of sun and sanctuary will love child-friendly Tuscan hotel Rosewood Castiglion del Bosco near Siena. This palatial family hotel, home to sumptuously traditional suites and villas, is set in 4,000 acres of Unesco-protected park, with a Brunello di Montalcino winery, private golf course, spa and an impressive roll-call of family-friendly activities.

Smith Extra

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

Free extra bed and entrance to the kids' club (including activities) every day for all children

Special offers

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

'More Rosewood': fourth night free


‘Travelling with toddlers? The playground and sandpit may be all you need. There’s a kids club for under-12s, when you want to escape to the spa or a cookery class; even better, the club's times lend themselves to slipping off for a quiet supper for two…’

Smith & Family


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Castiglion del Bosco - Tuscany - Italy

Need To Know


23, including 20 suites.


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


Double rooms from £960.53 (€1,090), including 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 include breakfast (an American or Tuscan spread). Children 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).


Younger guests are welcomed with a small toy (for under-12s) or cookies or sweets on arrival; and access to the kids club is free (some of the more structured activities are charged though, so check on the day).

At the hotel

Spa; swimming pool; gym; restaurants; bars; cookery school; winery with an enoteca (tasting room); extensive grounds including tennis courts, football pitch, bocce (Tuscan bowls) pitch, playground, organic orto (kitchen garden) and a little church; table tennis; indoor play area; book and DVD library; free WiFi throughout; boutique selling clothes, shoes and local delicacies. Guests can also access the private golf course a maximum of four times a year (each).

In your room

Flatscreen TV, CD/DVD player, iPod dock, radio, Nespresso machine, free minibar and bottled water, black-out blind, bathrobes, slippers and Ferragamo toiletries.

Our favourite rooms

Starting at 50sq m, rooms at Rosewood Castiglion del Bosco are more akin to studios in size. (Special Rooms will take a cot but an extra bed is a tight squeeze.) All suites are one-bedroomed, housing extra beds either in with you or in the separate living room. 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. If your children are old enough to be trusted around luxurious fabrics and hand-picked furnishings, opt for a CdB Suite: these are super-chic and dotted around the Borgo – 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 ideal if you’re travelling with toddlers.


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. For an infinity pool, it’s surprisingly family-friendly, too: entrance to the pool is gated, there is a shallow end and a lifeguard in attendance. Your kids can borrow inflatables and floats, plus there’s the option to book private in-villa swimming lessons on request.


The spa offers therapies and products based on organic ingredients grown in the orto, available in its five treatment rooms – and all massages can be offered as couple’s treatments. Ingredients are seasonal; past elixirs have featured Brunello grape must and Bacchus nectar. No time for a treatment? Enjoy a nose around the facilities and head to the sauna and steam room.


PlayStation 2 consoles are available to borrow from reception.

Book ahead

Organise kids’ club places when you make your hotel reservation (booking essential). Book treatments at the spa for the duration of your stay when you arrive at the property; there is a charge for cancelling with less than 24 hours’ notice. Reserve babysitters at least 24 hours in advance (perhaps plan a little further ahead if you want more than a one-off session or daytime childcare for under-3s).


Pint-sized dogs can come too, at no extra cost; a bed, bowl, grooming products, and a little leaving present are provided. Just let the hotel know when booking.

Food and drink

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Castiglion del Bosco - Tuscany - Italy


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 (and adults-only by night) Ristorante Campo del Drago excels at Italian fine dining, serving rich Tuscan classics such as Chianina steak in Brunello sauce. A tempting breakfast menu with strawberry pancakes, smoked salmon with pears on black bread and bruschetta with anchovy butter is served here.

Family fare

Highchairs and booster seats are available at all-day eatery Osteria La Canonica, where the menu of pasta and pizza lends itself to easygoing family meals, and items can be adapted to suit their tastes on request (staff will also heat milk or baby food niente problema). Children are also welcome at Ristorante Campo del Drago, where they'll happily do half-portions for kids, and the children's menu is a deliciously Italian list that includes dishes such as maccheroncello with fresh tomato sauce, tagliatelle with beef ragout, crispy chicken breast, lemon veal escalopes and carrot salad (there are also French fries, and yoghurt with mixed berries and puffed rice). Toddler-friendly snacks and baby purées are also available to buy at the hotel. 

Hotel Bar

The hotel has a trio of watering holes: the pool bar serves soft drinks, beers, wine and cocktails, as well as light dishes such as salads and pizzas. By night, the CdB bar is the hotel’s glamorous drinking den – marry your cocktail or glass of champagne with little stuzzichini (appetisers) on a wonderful terrace overlooking the woods, lakes and Montalcino. Bar La Canonica is the estate’s enoteca and the place to sample its award-winning home-grown wines. Children are welcome at all three, but best catered for at the pool bar.

Last orders

Osteria La Canonica is open for lunch and dinner, 12.30–3pm and 7pm–10pm, although the kitchen stays open in between, serving an all-day menu of light dishes. Campo del Drago opens for breakfast 7am–10.30am, and for dinner 7.30pm–10.30pm. The pool bar is open from 11.30am until 5pm; head to CdB between 6pm and midnight; Bar La Canonica is open between 12 noon and 10pm.

Smith Insider

  • Top table

    Enjoy an alfresco breakfast on the sun-warmed terrace at Ristorante Campo del Drago. For lunch, the antipasti and salads served at La Canonica are ideal.

  • Room service

    Available 24/7 in one form or another: order club sandwiches, pizza, pasta and salads 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 of cold snacks, available 10pm–7.30am.


    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 vertical tasting session is obligatory for wine fans. Staff can also arrange a decadent picnic in the vineyards.


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Castiglion del Bosco - Tuscany - Italy

Parent approved

‘Travelling with toddlers? The playground and sandpit may be all you need. There’s a kids club for under-12s, when you want to escape to the spa or a cookery class; even better, the club's times lend themselves to slipping off for a quiet supper for two…’

Smith & Family


There's no crèche, but you can book a babysitter to look after your teeniest Smiths anywhere on site from €30 an hour (book ahead).

Kids Club

The CdB Kids Club provides childcare for kids aged 3–12 daily from 3pm–9pm (there is a supplement if you'd like them to have dinner there) – you’ll need to book places when you reserve your room. Most of the weekly-changing kids club activities (daily from 3pm–7.30pm) are free, including treasure hunts or painting classes, but some are charged. For older children there's an extensive choice of extra activities too, with private classes covering cookery, painting, tennis and archery offered alongside pony rides and tours of the farm.


The hotel can organise a babysitter or nanny from €30 an hour (minimum three hours; maximum three children per sitter): allow at least 24 hours' notice.


Baby monitors are provided for use in-suite, but – given the Borgo’s many-buildinged layout – don’t expect this to be a listen-from-anywhere solution.

Other Services

The late closing time of the kids club means you can dine à deux stress-free; there's a supplement if you'd like your children to have dinner there, and if you're making a lingering evening of it, there's the option to extend their session to 11pm (fees apply; pre-booking required).

What's there already?

For babies

• Highchairs • Weaning spoons • Beakers/sippy cups • Travel cot • Cot bedlinen • Black-out blinds • Baby monitors • Changing mat • Stair gates • Soft toys • Sandpit • Crayons • Board books

For toddlers

• Highchairs • Booster seat • Cutlery • Beakers/sippy cups • Cot beds • Cot bedlinen • Black-out blinds • Changing mat • Stair gates • Swimming aids/inflatables • Toddler-proof toys • Sandpit • Crayons/pens • Craft materials • Picture books • U-rated DVDs

For older children

• DVD library • Puzzles • Board games • Craft materials • Ping-pong table • Swimming aids/inflatables • Bikes to borrow • Bicycle helmets • PlayStation 2 to borrow


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Castiglion del Bosco - Tuscany - Italy

Things to do

A boutique retreat at the heart of a natural park is a rare luxury to be enjoyed by Rosewood Castiglion del Bosco guests. Hike or bike the verdantly forested estate’s extremeties, or meander its margins while horse riding. Closer to the Borgo, you can play tennis, bowls or football. Practise your swing on the golf course or retreat to the spa for a treatment, or wander the well-kept kitchen garden – tended to by the Vatican’s man. For your children, there is a playground outdoors – and for rainy days, the CdB Kids Club. Complementing the hotel’s natural wonders are the epicurean ones: try a lesson at the cookery school or a wine tasting of the estate’s finest.

Sunny days

With more than 4,000 acres, the estate is one huge outdoor playground, criss-crossed with hiking and biking trails that wend through olive groves, orchards and forests, and lead you past streams, waterfalls and hidden ruins. Visit the estate’s charming church, San Michele Arcangelo (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. Point-scoring pursuits include Tuscan bowls, football and tennis – there are pitches and courts near the Borgo (over 6s can have private tennis or archery tuition, at an extra cost). Enjoy a game of table tennis or entertain little ones at the playground, which features a swing, slide, climbing frame and sand pit. The concierge can easily arrange bike hire or a horse ride.

Rainy days

Enjoy a treatment at the spa while your little ones are entertained at the kids club. Perhaps a cookery lesson at La Canonica, perfecting culinary alchemy with fresh seasonal ingredients from the hotel’s kitchen garden is more your style? Or perhaps you’d prefer a brimming-with-Brunello-reds wine-tasting session at Rosewood Castiglion del Bosco’s enoteca? For your children, the hotel’s kids club is a weatherproof treasure, stocked with toys, board games, DVDs and computer games.

And there's more…

The gym offers more than just cardio: book a personal trainer or sign up for group or private lessons in yoga or pilates. Trying to get away from your home routine? Other activities on offer have included astronomy, photography – even private holy mass in the little church.

Local Guide

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Castiglion del Bosco - Tuscany - Italy
Smith tip

Had enough grape juice? Visit a local apiary, olive mill or farm to sample home-grown produce other than vino: the honeys, hams and pecorino are to die(t) for.

Don't miss…

For Tuscan-flavoured fine dining, book a table at Michelin-starred Arnolfo Ristorante in Montalcino ( Expect the tiny portions and big flavours typical of high-end eateries. Request a terrace table: the views are lovely.

With the Val D'Orcia as your backdrop, Tuscany's best bits are at your disposal. This rolling, rural, impossibly romantic region of Italy is fertile not only with vines but with culture, too – the great wine-producing vineyards of Montalcino and Montepulciano are not far away, and Gothic and Renaissance icons dot the valleys and crown the hilltops.

Head to the charming little town of Buonconvento (well it does mean 'happy place') for a mini museum of sacred art by Sienese School painters (Duccio, Lorenzetti), and some of the best handmade pasta you'll ever eat: at Osteria La Via di Mezzo (+39 05 7780 6320) at 53 via Soccini, dishes are authentic, flavoursome, and fairly priced. Try the pinci or the ribbollita. As with most places in Italy, there aren't any special concessions for children here, but staff know how to handle small kids and extend a friendly welcome to families.

In nearby Montalcino, you'll find traditional Tuscan fare at Osteria Porta al Cassero, 32 via Ricasoli (+39 05 7784 7196): it 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. This low-key family-run restaurant is great for a laid-back lunch with the kids; there are no children's menus but pasta, crostini and an unpretentious atmosphere make life easy.

A picturesque 45-minute drive away is the mediaeval marvel that is Siena, with a wealth of Gothic riches including the humbug-striped Duomo and its marble pulpit, as well as important works by Donatello (in the baptistery), Duccio (in the Museo dell’Opera del Duomo) and Lorenzetti (in the Palazzo Pubblico). Wander across the Campo, Siena's iconic main square, or play 'spot the animal' with the kids as you explore its maze of 17 contrade (districts), each with their own loyalty-stirring symbol (such as eagle, panther and, um, snail).

Nannini in Siena is renowned for making the city's best panforte, torrone, cantucci and chewy, orange-infused almond riciarelli biscuits. The original outpost at Conca D’Oro (24 Via Banchi di Sopra; +39 0577 236009) opened in 1931 and is still the place to go for a coffee and a little something sweet, or an aperitif. There's another branch at 42–44 Via Massetana Romana (+39 0577 285208); this one has tables at the back where you can sit and take your time over your Tuscan patisserie. You could also have a light lunch here – sandwiches, wine and beer as well as ice-creams are all up for grabs.

+ Enlarge
Rosewood Castiglion del Bosco
Loc. Castiglion Del Bosco, Montalcino, Tuscany, 53024
Hotel setting

Verdant Val d’Orcia

Getting There

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.

Parent travel tip

Hiring a car? The Tuscan scenery warrants booking an MPV or people carrier: the more your little ones can see of the undulating countryside through their window, the more entertained (aka pacified) they’ll be (that’s the theory, anyway…). Don't forget to request booster or baby seats when booking if you need them.


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Castiglion del Bosco - Tuscany - Italy

Smith & Family  Parent Panel reviews

Every property featured in the Smith & Family collection – including Rosewood Castiglion del Bosco – has been selected and approved by parents.

Ferragamo’s 800-year-old estate is Tuscany in miniature: if the ancient terracotta-topped Borgo and iconic cypress trees can’t convince you, perhaps the olive groves, Brunello di Montalcino vines and lovingly tended kitchen garden will. There are Lorenzetti frescoes in the estate chapel (take that, Florence!); there's wine tasting in the enoteca (who needs Montepulciano?) – there are even the ruins of an Etruscan fort cosseted within the hotel grounds.

How you spend your days will depend not just on the age of your children, but also your willingness to leave the perfectly poised infinity pool crowning the estate. Tempting the intrepid, there are walking trails and paths to bike or explore on horseback; if you’re travelling with toddlers, the playground and sandpit may be all you need. There’s a supervised kids club for under-12s, when you want to escape to the spa or a cookery class – even better, the club's times lend themselves to slipping off for a lingering supper for two. And the cultural programme extends to younger guests, too, with junior cookery and art lessons, astronomy, gastronomy, garden tours and horseback excursions during summer months. All this, and you haven’t even begun to tap the concierge for regional recommendations – and what a waste of Siena, Florence et al that would be…

Smith & Family

In Montalcino, it’s as though Massimo Ferragamo has created a mediaeval little village with its very own church, spa and two restaurants. Laced with luxury, naturally. With an infinity pool overlooking rolling Tuscan hills and carefully manicured gardens and fragrant flowers, Rosewood Castiglion del Bosco is a beautiful bubble to be in. We only ate in the Osteria as the main restaurant is closed on Sunday and Mondays, but the relaxed atmosphere and wood-oven pizzas, local pastas and meats suited our trio well and we never need – or wanted – to leave.

Having our own patio garden was bliss for Xanthe to run around in – our terrace Junior Suite had more space than we could have hoped for. For children over four there is a dedicated kids’ club on weekdays; we were happy to have a little park below the pool with a slide, swings and climbing frames for our toddler to make the most of.

Restored to the highest spec, with staff that knows how to be truly accommodating without being intrusive, CdB had us feeling as though we had been transported to another world. ‘This is the kind of place you dream of hosting your daughter’s wedding in,’ said Mr Smith. Let’s hope we’re back a little sooner than that.

Anonymously reviewed by Natasha Shafi, Smith Hotels

The Guestbook  Smith member reviews

Whenever you book a stay at a Smith & Family hotel, we'll invite you to review it when you get back. Read what real-life family guests had to say about Rosewood Castiglion del Bosco in the Guestbook below.

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