no alt text

Best places to stay:

Last updated: 09 November, 2022
Expert travel writer: Nicky Swallow

An impeccable country hotel set on a huge working wine estate, Castiglion del Bosco sits in one of the most beautiful corners of Tuscany.

It’s all done out in opulent Tuscan country style, with 23 huge suites in the borgo (the farm hamlet) and nine villas dotted throughout the estate.

Guests can eat spinach and ricotta tortellini with black truffles, local pigeon with prickly pear and other creative Italian dishes at the upmarket Campo del Drago restaurant, or try something more rustic (pasta with wild boar sauce or Tuscan spare ribs) at the more casual Osteria.

Like many luxury resorts, this feels a little like living in a highly-privileged gated community. That said, it does offer a taste of life in rural Tuscany, albeit with the added bonus of a Daniel Steiner spa, golf course and a wide range of experiences; guests can sign up for truffle hunting, wine tours, cheese tasting, walking and biking through the nearby Val d’Orcia.

Surrounding area

The estate is large enough to buffer against any signs of modern life; views are of rolling wooded hills, vineyards and olive trees.

The estate lies around 20 minutes’ drive from the old town of Montalcino, and is surrounding by Brunello wine country, meaning plenty of opportunity for wine tasting close by.

Please note - we hope to one day have live prices for you, but for now, here are some useful links for you to compare prices...

Check pricing & availability on:

Key facilities

Airport transfers*
Beach: None
Fitness centre
Fitness classes
Golf course
Hot tub
Kids club
Parking: On-site (free)
Pool (adults only)
Pool (indoor)
Pool (outdoor)
Pool (kids)
Tennis courts
WiFi: Free

Food & drink

All inclusive
Kids menu
Restaurant on-site
Self catering
Additional charge

Room types


Room facilities

Air conditioning
Flat screen TV
Jacuzzi (private)
Pool (private)
Tea & coffee making facilities

Bedding options

2+ bedrooms
3+ beds
Connecting rooms
Rollaway/sofa bed

Bucket list experiences our writer says you must do in this destination, closest first

Walk from Montalcino to Sant Antimo

Montalcino, Tuscany, Italy[6.2 miles]

A beautiful 3-hour walk (just over 8 miles) that takes you through farmland and Brunello wine country, passing old farmhouses and tiny stone hamlets that have remained unchanged for centuries.

Best for ages: 13+ | Free | 3 hours

Website >
Overview >

A day in the Val d’Orcia

Val d'Orcia, Tuscany, Italy[21.9 miles]

One of the most beautiful areas of Tuscany, the Val d’Orcia is a ravishing expanse of open, undulating farmland, dotted by atmospheric hill towns and dominated by Monte Amiata, an extinct volcano.

Best for ages: 18+ | Free

Website >
Overview >

Other worthwhile experiences in this destination if you have the time or the interest, closest first

panorama of the Brunello wine lands in the spring with hills covered with soft green grass in the town of Montalcino

Montalcino Wine Region

Montalcino, Tuscany, Italy[6.4 miles]

Known for its highly-prized (and often expensive) DOCG Brunello wine, Montalcino is one of the most famous wine-growing areas in Tuscany. Many of the local wine estates are open for tastings; among the best are Casato Primedonne, Casanova di Neri, Biondi Santi Tenuta Greppo and Castello di Banfi. Visits must be booked in advance.

Best for ages: 18+ | Free

Website >
Overview >
Abbey of Sant’Antimo

Abbey of Sant’Antimo

Castelnuovo dell'Abate, Tuscany, Italy[12.1 miles]

The beautiful Benedictine abbey of Sant’Antimo lies in open countryside close to Montalcino and dates from the 8th century; the resident monks sing Gregorian chants each evening.

Best for ages: 18+ | Free

Website >
Overview >

Destination guides including or relevant to this place to stay


Tuscany, Italy

The astonishingly beautiful region of Tuscany has it all: art cities and ancient hill towns, high mountains and long sandy beaches, alongside luxurious hotels and some of Italy’s best food and wine.

Website >
Overview >