Castiglione del Bosco Holidays

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Top hotels in Castiglione del Bosco

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
The price is S$2,000 per night from 12 Nov to 13 Nov
S$2,000
12 Nov - 13 Nov
includes taxes & fees
10/10 Exceptional! (67 reviews)
Beautiful property and great service. Was a little disappointed they charge double the price for wine they make in their back yard then I pay here in Montreal.

Reviewed on 3 Aug, 2025

Rosewood Castiglion del Bosco
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
The price is S$133 per night from 27 Nov to 28 Nov
S$133
27 Nov - 28 Nov
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
Staff were awesome

Reviewed on 24 Oct, 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
The price is S$138 per night from 10 Nov to 11 Nov
S$138
10 Nov - 11 Nov
includes taxes & fees
9.2/10 Wonderful! (735 reviews)
Beautiful quaint hotel. Beautiful view from the garden. Walkable to all of the sites and restaurants, at the top of the hill- but everything is on a hill. Nice breakfast. Very relaxing place to stay. Staff was very accommodating.

Reviewed on 23 Oct, 2025

Palazzo Ravizza
See all 3,259 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.

Popular places to visit

Abbazia di Sant'Antimo

5/5(1 review)

You can learn about the history of Castelnuovo dell'Abate with a visit to Abbazia di Sant'Antimo. Visit the area's spas or simply enjoy its wineries.

Abbazia di Sant'Antimo

What to do in Castiglione del Bosco

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

S$134
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Brunello di Montalcino small-group Wine Tour

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

S$270
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

S$38
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
See all activities in Castiglione del Bosco

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.