Castiglione del Bosco

Travel Guide

A poolside area with lounge chairs and umbrellas, surrounded by a forested landscape.
A cobblestone street flanked by historic buildings with potted plants and trees.
A group of people standing on a golf course with a lake and hills in the background.
A stone staircase leading to a stone building surrounded by hedges.
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
$1,977 nightly
The price is $2,186 total per night from Aug 8 to Aug 9
$2,186 total
Aug 8 - Aug 9
Total with taxes and fees
Book a stay at this luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte ...
Castiglion del Bosco, A Rosewood Hotel
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
$311 nightly
The price is $354 total per night from Aug 10 to Aug 11
$354 total
Aug 10 - Aug 11
Total with taxes and fees
Book a stay at this luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
$150 nightly
The price is $171 total per night from Jul 29 to Jul 30
$171 total
Jul 29 - Jul 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,004 reviews)
"Beautiful rooms, we had one with the terrace and a view. Very quiet. Gorgeous rooftop restaurant, easy parking. 10 min walk to the square."

Reviewed on Jul 9, 2026

Hotel Athena
See all 3,360 properties in Castiglione del Bosco
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.
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 WiFi, and an outdoor pool. Popular attractions Horti Leonini and Chapel of our Lady ...
9.2/10 Wonderful! (92 reviews)
"Our stay at Casanova Panoramic Rooms was absolutely wonderful. The room was beautiful, spotless, and the view was simply breathtaking. The entire check-in process was smooth and welcoming, and having convenient parking made everything even easier. We also loved the restaurant—the food was delicious, ..."

Reviewed on Jul 7, 2026

Casanova - Panoramic Rooms and Suites
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
Stay at this apartment in Montalcino. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Abbazia di Sant'Antimo and Museum of Brunello ...
9.8/10 Exceptional! (7 reviews)
"The property, views and amenities were absolutely incredible! The apartment was beautiful decorated, it was new and very clean. We loved every moment and wished we could have stayed longer, we will definitely be back!"

Reviewed on Jun 30, 2026

Corte Francigena - Apartments
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ...
Hotel San Gregorio
See all properties in Castiglione del Bosco
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.

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

9.6/10 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
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Things to do

Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

$51
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

$217
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

$29
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

$40
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Tasting Tour in One of The Most Beautiful Cellars in the World

Tasting Tour in One of The Most Beautiful Cellars in the World

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
See all activities in Castiglione del Bosco

Cities near Castiglione del Bosco

A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

Montalcino

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