Castiglione del Bosco Holidays from AU$3,576

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Your Castiglione del Bosco Holiday

Our Castiglione del Bosco holiday packages let you customise your own adventure. Tailor your journey to suit your needs and interests and make every moment count in this fantastic city. Make your trip to Castiglione del Bosco even more fun by including some sightseeing. Tenuta Greppo Franco Biondi Santi, Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino are some of the popular attractions worth exploring. Your Castiglione del Bosco holiday is a few clicks away. Explore flights, accommodation and more on Expedia for a getaway that's tailored just for you.

The Latest Castiglione del Bosco Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Sense Experience Resort

The Sense Experience Resort

5 out of 5
per person
2 Oct - 8 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.2/10 Wonderful! (186 reviews)
Great rooms and great beach

Reviewed on 3 Aug. 2025

Grand Hotel Bristol Spa Resort - by R Collection Hotels

Grand Hotel Bristol Spa Resort - by R Collection Hotels

5 out of 5
per person
2 Oct - 8 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Pisa (PSA)
9/10 Wonderful! (900 reviews)
Food is amazing. First class food and staff

Reviewed on 31 Jul. 2025

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
per person
2 Oct - 8 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.4/10 Exceptional! (569 reviews)
Everything about the property was wonderful from the cleanliness to the staff's helpfulness. The only thing that could be improved is the gym area, it only contains a treadmill, ab machine, and three sets of dumbbells that range in weight from 3-10lbs.

Reviewed on 10 Aug. 2025

The FRAME Hotel

The FRAME Hotel

4 out of 5
Historic Centre of Florence
per person
2 Oct - 8 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.6/10 Exceptional! (549 reviews)
Best Hotel, great customer service, super clean and amazing location!

Reviewed on 9 Aug. 2025

Helvetia & Bristol Firenze – Starhotels Collezione

Helvetia & Bristol Firenze – Starhotels Collezione

5 out of 5
Historic Centre of Florence
per person
2 Oct - 8 Oct
found 1 day ago
Return flight included
Sydney (SYD) to Florence (FLR)
9.2/10 Wonderful! (515 reviews)
Our Family of fove absolutely loves the property. The staf were genuinely the kindest and most helpful and the hotel was beautiful - we loved our adjoining suite / room for the kids - just perfect! And could not be a better location.

Reviewed on 6 Aug. 2025

Castiglione del Bosco Holiday

Castiglione del Bosco Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Castello Banfi, Tenuta Greppo Franco Biondi Santi and Civic and Diocesan Museum of Sacred Art of Montalcino

Our pick of the best Castiglione del Bosco Hotel Deals

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is AU$3,391 per night from 12 Aug to 13 Aug
AU$3,391
12 Aug - 13 Aug
includes taxes & fees
10/10 Exceptional! (65 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 refundable
The price is AU$265 per night from 23 Aug to 24 Aug
AU$265
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"Beautiful location overlooking the hills of Tuscany! Right from Martina checking us in, and the beautiful room with views, everything was amazing! Very clean rooms and comfortable bed. Very nice bathroom and all the amenities. We enjoyed the breakfast each morning, nice selection of food to choose ..."

Reviewed on 3 Aug. 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 12 Aug to 13 Aug
AU$194
12 Aug - 13 Aug
includes taxes & fees
9.2/10 Wonderful! (684 reviews)
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on 9 Aug. 2025

Palazzo Ravizza
See all 3,264 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.
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Discover the most popular places to visit in Castiglione del Bosco

Castello Banfi

Castello Banfi

5/5(2 reviews)

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas or simply enjoy its wineries.

Castello Banfi

What to do in Castiglione del Bosco

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

AU$407
per adult
100% of travellers recommend
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Brunello di Montalcino small-group Wine Tour

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

AU$322
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
small town in Italy

Brunello di Montalcino Small Group Wine Tour from Siena

AU$286
per adult
98% of travellers recommend
Brunello di Montalcino Small Group Wine Tour from Siena
See all activities in Castiglione del Bosco

Frequently asked questions

How much does a Castiglione del Bosco holiday package cost?
Offering excellent value package deals from AU$3,576 on Expedia, you'll be thrilled with how little a holiday to Castiglione del Bosco costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Castiglione del Bosco?
To score cheap Castiglione del Bosco holiday packages, plan your getaway outside of busy periods such as school holidays. You'll typically find better availability and lower prices when it's less busy.
How many days is enough for Castiglione del Bosco?
Typically, a handful of days is enough to visit the main sights during your Castiglione del Bosco holiday. However, if you prefer to have some time to kick back or take day trips, think about extending your trip.
How to find the best Castiglione del Bosco package deals?
Use Expedia's filters to find some of the best Castiglione del Bosco package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Castiglione del Bosco package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Castiglione del Bosco holiday as a package?
You can enjoy significant savings on your Castiglione del Bosco retreat by booking a personalised holiday package. Check the "Package" heading, then enter your destination and travel dates to view the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Castiglione del Bosco?
If you're considering an impromptu Castiglione del Bosco getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Castiglione del Bosco?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Castiglione del Bosco.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to put aside for your trip to Castiglione del Bosco. Then, pick a property that matches your budget, whether that's a low-cost stay or a high-end retreat.
  3. Decide how long to go away for: Now that you're up to speed on Castiglione del Bosco, you can work out the right length of your holiday. Create a rough itinerary and allocate enough time to cover everything you want to see.
  4. Combine your accommodation and airfare: Once you've settled on your dates and duration, book the right Castiglione del Bosco holiday package for you.

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