Castiglione del Bosco Travel Guide

Tourist Guide

Beautiful view of the hotel pool (a number of the villas have their own pools) from a terrace above, with the Tuscan hillside in the background.
Main pedestrian walkway through the property (was originally a small hill-town). This place is so beautiful.
Probably among the top 3 vacation properties I've seen/stayed. There is over the top, and then there is over that top! I'm not being facetious, this place is stunningly beautiful, and this (picture) is among the nicest golf courses (on the property) in Italy.  Beautiful grounds, stand alone villas, tennis, golf, Brunello vineyards/winery, golf, and all ridiculously, stunningly beautiful.  If you want to go big, and really treat yourself, go here!
Rosewood Castiglion del Bosco, Villa Stabbi on this pic. The most amazing hotel resort in Tuscany or perhaps the whole of Italy...
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
The price is AU$1,971 per night from 29 Mar to 30 Mar
AU$1,971
29 Mar - 30 Mar
includes taxes & fees
Stay at this luxury hotel in Montalcino. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte Pavone ...
Castiglion del Bosco, A Rosewood Hotel
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 26 Mar to 27 Mar
AU$181
26 Mar - 27 Mar
includes taxes & fees
Stay at this business-friendly hotel in Siena. Enjoy free breakfast, free Wi-Fi and room service. Our guests praise the breakfast and the helpful staff in their ...
8.8/10 Excellent! (1,005 reviews)
The hotel was just outside of the town, so the location was good. It was a beautiful property. The breakfast was good. Just be prepared to walk stairs. No lifts. But overall, good.

Reviewed on 22 Mar 2026

Hotel Chiusarelli
 Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
The price is AU$192 per night from 25 Mar to 26 Mar
AU$192
25 Mar - 26 Mar
includes taxes & fees
Stay at this hotel in Siena. Enjoy free Wi-Fi, room service and parking (surcharge). Our guests praise the breakfast and the helpful staff in their reviews. ...
9.4/10 Exceptional! (763 reviews)
This is a gem and well worth the stay!!! So so amazing

Reviewed on 20 Mar 2026

Palazzo Ravizza
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Stay at this business-friendly residence in Pienza. Enjoy free Wi-Fi, an outdoor pool and room service. Popular attractions RI Crea RE and Enoteca Di Ghino are ...
9.4/10 Exceptional! (138 reviews)
This hotel was the highlight of our Tuscany trip. It is very well decorated, stunning italian furniture and arts on the wall. There is a restaurant for dining. About 2 minutes walking from Pienza old town entrance. Staff was super nice, even their mascot, an yellow cat, came to greet us. It is a ...

Reviewed on 19 Mar 2026

Hotel San Gregorio
Casanova - Panoramic Rooms and Suites

Casanova - Panoramic Rooms and Suites

3 out of 5
Strada Provinciale 146 di Chianciano San Quirico d'Orcia SI
Stay at this residence in San Quirico d'Orcia. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
Casanova - Panoramic Rooms and Suites
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Piazza San Giovanni, 13 Siena SI
Stay at this residence in Siena. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. Popular attractions ...
9.6/10 Exceptional! (200 reviews)
Excellent service! Great communication. A beautiful set up for our family with two rooms. Very accommodating and we loved the slippers. Elevator was great for luggage. A must stay in a beautiful and centrally located area.

Reviewed on 31 Dec 2025

Il Battistero Siena - Residenza d'Epoca
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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