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
Fully refundableReserve now, pay when you stay
The price is S$2,584 per night from 19 Jun to 20 Jun
S$2,584
19 Jun - 20 Jun
includes taxes & fees
10/10 Exceptional! (63 reviews)
"Definitely the best property in Tuscany.. People, food, amenities, the property itself - all perfect !"

Reviewed on 29 May, 2025

Rosewood Castiglion del Bosco
Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is S$225 per night from 6 Jul to 7 Jul
S$225
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Excellent with a wonderful service. Good location, easy walk to the center. Terrace restaurant was wonderful with an incredible view!! Rooms with an outstanding a/c!!! Highly recommended!"

Reviewed on 9 Jun, 2025

Hotel Athena
Hotel Italia
Hotel Italia
3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (982 reviews)
"The hotel is very welcoming with an excellent location and walking distance to all. - The staff are professional, friendly and helpful - The bed is very comfortable and clean, the bathroom is clean and neat - it’s very traditional and durable built - the breakfast buffet is fresh and delicious Overall ..."

Reviewed on 2 Jun, 2025

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Hotel Italia
See all 3,215 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.

Frequently asked questions

How much does a Castiglione del Bosco holiday package cost?
Offering excellent value package deals 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.

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

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

S$336
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

S$264
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Val d'Orcia Full Day Tour with Wine Tasting from Florence

Val d'Orcia Full Day Tour with Wine Tasting from Florence

S$190
per adult
Val d'Orcia Full Day Tour with Wine Tasting from Florence
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.