Castiglione del Bosco Vacations from ￥402,679

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The Latest Castiglione del Bosco Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
If one is not there for a fancy hotel room, but for sightseeing, this is a great, clean, bare bones room. It is close to the train station. We were on the 5th floor and had a great view! Breakfast was also on the 5th floor. Close proximity to all the museums and Duomo, 20 minute walk or less to everything. We walked everywhere!

Reviewed on Jun 21, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun 6, 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
8.8/10 Excellent! (865 reviews)
Incredible property and amenities were on point, asked for a wheelchair accessible room and it was very well suited for someone using a manual wheelchair wanting to visit this beautiful city

Reviewed on Jun 11, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
What a lovely hotel in this majestic area !

Reviewed on Jun 20, 2025

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Very good location, great personnel, best service, beautiful room.

Reviewed on May 26, 2025

Find the Best Castiglione del Bosco Vacation Packages

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 ￥355,046 per night from Jul 17 to Jul 18
￥355,046
￥392,234 total
Jul 17 - Jul 18
includes taxes & fees
10/10 Exceptional! (64 reviews)
"Peaceful, Relaxing Stay in Tuscany We had a great experience here. The setting is quiet and secluded—felt like a true escape from everyday life. The golf was excellent, the food was consistently good, and the service was friendly and professional. It is remote, which adds to the charm, but just a ..."

Reviewed on Jun 21, 2025

Rosewood Castiglion del Bosco
Hotel Athena
Hotel Athena
4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is ￥20,941 per night from Jul 16 to Jul 17
￥20,941
￥23,877 total
Jul 16 - Jul 17
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"From the moment we arrived for our two night stay Matteo and Tomasso were kind helpful and informative - We wanted a bigger room and were immediately accommodated - room was clean and comfortable and the hotel was in walking distance to all activities"

Reviewed on Jun 21, 2025

Hotel Athena
Hotel Executive
Hotel Executive
4 out of 5
Via Nazareno Orlandi 32, Siena, SI
Fully refundableReserve now, pay when you stay
8.2/10 Very Good! (477 reviews)
"Really comfortable hotel , only stayed one night . A great nights sleep . All the staff without exception were friendly, helpful and could not do enough for us. Breakfast selection was in abundance but unfortunately the quality of the food was not great . Maybe less selection with better quality ..."

Reviewed on Oct 2, 2024

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Hotel Executive
See all 3,233 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 vacation package cost?
Offering excellent value package deals from ￥402,679 on Expedia, you'll be thrilled with how little a vacation 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 vacation 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 vacation. 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 vacation package well in advance.
Is it cheaper to book a Castiglione del Bosco vacation as a package?
You can enjoy significant savings on your Castiglione del Bosco retreat by booking a personalized vacation 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 vacation 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 vacation. Create a rough itinerary and allocate enough time to cover everything you want to see.
  4. Combine your accommodations and airfare: Once you've settled on your dates and duration, book the right Castiglione del Bosco vacation package for you.

Discover the most popular places to visit in Castiglione del Bosco

Abbazia di Sant'Antimo

5/5(55 reviews)

You can learn about the history of Castelnuovo dell'Abate when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries.

Abbazia di Sant'Antimo

Museum of Brunello

You can spend time exploring the galleries in Museum of Brunello during your travels in Montalcino. Discover the area's countryside and spas.

Museum of Brunello

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

￥37,822
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

￥29,729
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

￥21,401
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.