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Tuscany, Italy

Castiglion del Bosco, A Rosewood Hotel

5-Star Hotel
Castiglion del Bosco, A Rosewood Hotel is a luxury hotel in the Tuscan countryside located 7.5 mi from Montalcino. It features comfortable rooms, an outdoor swimming pool with panoramic views, and free Wi-Fi. Parking is free. The spacious rooms come with air conditioning and parquet floors. They include a bathroom with bath and shower, a seating area, and satellite TV. All the rooms offer views of the Tuscan hills. This 5-star hotel provides a generous American breakfast in the morning. The restaurant offers traditional food and wines from Tuscany. Guests can pamper themselves in the hotel’s relaxing facilities including a fitness center, a sauna, and a Turkish bath. The property also offers wine tasting tours in its own cellar and winery. With the green surroundings of Val D’Orcia, this hotel is an ideal place for outdoor activities like cycling, hiking, and fishing. Castiglion del Bosco, A Rosewood Hotel is 25 mi from Siena, and a 2-hour drive from Florence.
5-Star Hotel
Tuscany, Italy
31 km to the centre of Tuscany
Outdoor swimming pool
Free parking
Non-smoking rooms
Free Wifi
2 restaurants
Airport shuttle

Tripplo's verdict, based on guest reviews

By Axel Hernborg · Updated 5 September 2026 · How we review hotels

Castiglion del Bosco, A Rosewood Hotel is aimed at travellers who want wine at the centre of their stay rather than a side activity. The estate runs its own winery with tasting tours, and rooms look out over the surrounding countryside, complemented by a panoramic pool set into the hills. A full spa with sauna and Turkish bath, plus easy access to hiking and cycling trails, rounds out the offering. The significant distance from Siena and Florence means this is not a base for day-tripping into the cities, and the countryside location makes a car necessary; pricing reflects the estate's exclusivity.

Set within the Val d'Orcia countryside near Montalcino, Castiglion del Bosco pairs a working Tuscan winery with the polish of a Rosewood property. It suits travelers seeking a slower pace, wine-focused experiences, and hillside views over quick access to Siena or Florence.

Guests score it 9.7 out of 10 — the average across the 16 hotels we list in Tuscany is 9.3.

  • The estate produces its own Brunello and other Tuscan wines, and guests can tour the cellar and taste vintages on-site, adding a layer of local character rarely found at other countryside hotels.
  • The outdoor pool overlooks the rolling Val d'Orcia landscape, giving guests a quiet spot to take in the scenery while swimming or relaxing on a lounger.

Frequently asked questions

How far is Castiglion del Bosco, A Rosewood Hotel from the centre of Tuscany?

Castiglion del Bosco, A Rosewood Hotel is 31 km from the centre of Tuscany.

How do guests rate Castiglion del Bosco, A Rosewood Hotel?

On Booking.com it scores 9.7/10 from 43 guest reviews.

How many stars does Castiglion del Bosco, A Rosewood Hotel have?

Castiglion del Bosco, A Rosewood Hotel is a 5-star hotel.

What amenities does Castiglion del Bosco, A Rosewood Hotel offer?

Castiglion del Bosco, A Rosewood Hotel offers Outdoor swimming pool, Free parking, Non-smoking rooms, Free Wifi, 2 restaurants, Airport shuttle.

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Località Castiglion del Bosco, 53024 Castiglione del Bosco