Castiglione del Bosco Vacations from ￥290,270

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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
Price was ￥469,178, price is now ￥290,270 per person
￥290,270
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
7.4/10 Good! (1,014 reviews)
Room was clean, breakfast was decent. In general, it was a good stay. Would likely consider staying again.

Reviewed on Jun 30, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was ￥453,352, price is now ￥307,918 per person
￥307,918
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.8/10 Excellent! (1,001 reviews)
Great location with great rooms. It was exceedingly hot and the air-conditioning kept up. The roof top bar was amazing- you could see the whole city.

Reviewed on Jul 1, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was ￥468,764, price is now ￥322,023 per person
￥322,023
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (569 reviews)
Wonderful stay, attentive staff, very clean room. The spa facilities are very high quality and had a lovely massage. Good choices for breakfast. I would certainly recommend staying here, the spa was a particular highlight that is free for guests to use.

Reviewed on Jul 2, 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was ￥538,302, price is now ￥372,348 per person
￥372,348
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.8/10 Exceptional! (1,003 reviews)
Beautiful hotel in a very centralized portion of Florence. Very walkable. Breakfast was great and staff was fantastic! Would definitely stay here again!

Reviewed on Jun 30, 2026

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was ￥478,782, price is now ￥335,618 per person
￥335,618
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (1,002 reviews)
Overall very good experience. Breakfast was good but coffee would have been better.

Reviewed on Jul 1, 2026

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 ￥285,102 per night from Aug 2 to Aug 3
￥285,102
￥315,462 total
Aug 2 - Aug 3
includes taxes & fees
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 ￥26,508 per night from Aug 2 to Aug 3
￥26,508
￥30,083 total
Aug 2 - Aug 3
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Great Siena spot just on outskirts of the historic city. Easy uphill walk to the main sites and dinning options. Room was excellent. Breakfast very good. On site parking was essential. Staff all pleasant and helpful. Enjoyed a wine on the terrace to watch an amazing thunder storm rolling around for ..."

Reviewed on Jul 2, 2026

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 ￥25,726 per night from Jul 9 to Jul 10
￥25,726
￥29,224 total
Jul 9 - Jul 10
includes taxes & fees
9.4/10 Exceptional! (820 reviews)
"We have always loved staying ar Ravizza (since the 1980s). We like the rooms, the food, anf the view from the rear terrace every afternoon is completely unbeatable in Tuscany. However, the terrace has been invaded by weeds, and the general state of maintenance could use a littke more extra ..."

Reviewed on Jun 28, 2026

Palazzo Ravizza
See all 3,362 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.

Stay near popular Castiglione del Bosco attractions

Castiglion del Bosco Winery

9.6/10 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
See properties

What to do in Castiglione del Bosco

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

￥16,181
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

￥4,650
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
Montepulciano Gran Tour

Montepulciano Gran Tour

￥2,790
per adult
Montepulciano Gran Tour
See all activities in Castiglione del Bosco

Frequently asked questions

How much does a Castiglione del Bosco vacation package cost?
Offering excellent value package deals from ￥290,270 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.

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