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.
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...
Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
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 ...
9.8/10 Exceptional! (72 reviews)
Wonderful stay

Reviewed on 25 Nov 2025

Rosewood Castiglion del Bosco
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
The price is AU$153 per night from 12 Feb to 13 Feb
AU$153
12 Feb - 13 Feb
includes taxes & fees
Stay at this business-friendly hotel in Siena. Enjoy free Wi-Fi, free parking and a rooftop terrace. Our guests praise the breakfast and the helpful staff in ...
9.2/10 Wonderful! (1,000 reviews)
It’s very beautiful

Reviewed on 9 Jan 2026

Hotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
The price is AU$496 per night from 19 Feb to 20 Feb
AU$496
19 Feb - 20 Feb
includes taxes & fees
Stay at this luxury hotel in Siena. Enjoy free Wi-Fi, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (577 reviews)
Good, prompt service. Attractive and clean room and public spaces. Super central.

Reviewed on 8 Jan 2026

Grand Hotel Continental Siena – Starhotels Collezione
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 ...
9.2/10 Wonderful! (134 reviews)
Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!

Reviewed on 25 Oct 2025

Hotel San Gregorio
ApartHotel Anghel

ApartHotel Anghel

via Paolo Frajese 71 Siena SI
Stay at this business-friendly apartment in Siena. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Santa Maria della Scala and National ...
8.2/10 Very Good! (327 reviews)
Would recommend staying here and will hopefully be back!

Reviewed on 17 Oct 2025

ApartHotel Anghel
Abbadia Sicille Relais

Abbadia Sicille Relais

4 out of 5
SP 14 Loc. Abbadia Sicille Trequanda SI
Stay at this business-friendly residence in Trequanda. Enjoy free Wi-Fi, free parking and an outdoor pool. Popular attractions Monastery of Sant'Anna in Camprena ...
8.8/10 Excellent! (162 reviews)
Room was beyond expectations. Helpful staff and overall great experience.

Reviewed on 7 Dec 2025

Abbadia Sicille Relais
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.

Popular places to visit

Activities