Castiglione del Bosco Vacations from ¥402,458

Book a Hotel + Flight or Car together to unlock savings

Photo by tom owens
  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Castiglione del Bosco Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Maxim Axial
The Moon Boutique Hotel & Spa
Hotel La Scaletta Al Ponte Vecchio
Grand Hotel Cavour
Bernini Palace

Find the Best Castiglione del Bosco Vacation Packages

Castiglione del Bosco Hotel Deals

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is ¥234,989 per night from Apr 16 to Apr 17
¥234,989
¥260,330 total
Apr 16 - Apr 17
includes taxes & fees
10/10 Exceptional! (74 reviews)
Everything was perfect

Reviewed on Mar 25, 2026

Castiglion del Bosco, A Rosewood Hotel
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is ¥30,294 per night from Apr 6 to Apr 7
¥30,294
¥34,244 total
Apr 6 - Apr 7
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
Nice staff, plentiful breakfast, clean room. However we stayed in March and the room was unbearably hot. It was like sleeping in a furnace. We did not sleep the two nights we stayed. We were told by reception the heat was automatic and there was nothing they could do. Other guests were complaining ...

Reviewed on Mar 30, 2026

Hotel Athena
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is ¥18,437 per night from Apr 6 to Apr 7
¥18,437
¥21,202 total
Apr 6 - Apr 7
includes taxes & fees
8.8/10 Excellent! (1,000 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 Mar 22, 2026

Hotel Chiusarelli
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.

Discover the most popular places to visit in Castiglione del Bosco

What to do in Castiglione del Bosco

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.