Castiglione del Bosco Holidays from AU$9,741

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

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.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Santa Croce
per person
12 Apr - 14 Apr
found 22 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
8/10 Very Good! (1,000 reviews)
Good location, next door to the Uffizi! Staff was helpful in booking a taxi. Breakfast was unpleasant but convenient.

Reviewed on 1 Feb. 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Santa Croce
per person
12 Apr - 14 Apr
found 22 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
9.4/10 Exceptional! (218 reviews)
Wonderful experience of Florence at a top class hotel where all the team had great knowledge and excellent customer service. Big call out to Larissa for wonderful breakfast service.

Reviewed on 12 Jan. 2025

Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

5 out of 5
Duomo
per person
12 Apr - 14 Apr
found 22 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
9.8/10 Exceptional! (284 reviews)
Top shelf in every respect

Reviewed on 29 Dec. 2024

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Duomo
per person
12 Apr - 14 Apr
found 22 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
9/10 Wonderful! (942 reviews)
Walkable to all major attractions just steps away from the Duomo. Staffs are very pleasant and helpful. My room was clean and comfortable. Highly recommended!

Reviewed on 12 Feb. 2025

Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Oltrarno
per person
12 Apr - 14 Apr
found 22 hours ago
Return flight included
Brisbane (BNE) to Florence (FLR)
9.6/10 Exceptional! (559 reviews)
I stayed at this hotel 2 years in a row. It's beautiful, clean and the staff is the absolute best! Would go back in a heartbeat.

Reviewed on 30 Jan. 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
9.8/10 Exceptional! (57 reviews)
"Rosewood Castiglion Del Bosco is an exceptional hotel offering a stunning view of Val d'Orcia, a beautiful valley in Tuscany. The picturesque surroundings provide a truly memorable experience for guests seeking a peaceful retreat. The hotel's ambiance and service are top-notch, creating a luxurious ..."

Reviewed on 3 Jan. 2025

Get rates
Rosewood Castiglion del Bosco
Hotel Chiusarelli
Hotel Chiusarelli
3 out of 5
Viale Curtatone 15, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 23 Feb to 24 Feb
AU$129
includes taxes & fees
23 Feb - 24 Feb
8.6/10 Excellent! (969 reviews)
"Well located and walking distance to many key spots. Lorenzo was very helpful and nice hotel."

Reviewed on 30 Nov. 2024

Hotel Chiusarelli
Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 19 Feb to 20 Feb
AU$166
includes taxes & fees
19 Feb - 20 Feb
9/10 Wonderful! (973 reviews)
"The hotel was beautiful and the staff were excellent, very accommodating. The restaurant was wonderful, our dinners both nights were superb, and the breakfast bar had everything you could wish for. Highly recommend this hotel."

Reviewed on 20 Dec. 2024

Hotel Athena
See all 3,023 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Castiglione del Bosco holiday package cost?
Offering excellent value package deals from AU$9,741 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.

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$382
per adult
100% of travellers recommend
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Woman with red wine outside at a vineyard in Tuscany

Chianti, Montalcino & Montepulciano Small Group Minivan Tour

AU$475
per adult
100% of travellers recommend
Chianti, Montalcino & Montepulciano Small Group Minivan Tour
Montalcino: Premium Wine Tasting with light-lunch and Tour

Montalcino: Premium Wine Tasting with light-lunch and Tour

AU$148
per adult
100% of travellers recommend
Montalcino: Premium Wine Tasting with light-lunch and Tour
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.