Bucketlist Travels logo

Recommended place to stay:

Hotel Rosewood Castiglion del Bosco

Last updated: 23 December, 2023

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:

General amenities

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 amenities

Room types


Room facilities

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

Bedding options

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