Brunello di Montalcino Wine Area Vacations from ￥377,783

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The Latest Brunello di Montalcino Wine Area Vacation Packages

Price found within the past 48 hours. Click for updated prices.
c-hotels Joy

c-hotels Joy

4 out of 5
Historic Centre of Florence
Price was ￥439,258, price is now ￥377,783 per person
￥377,783
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)
Excellent location - close to train station and walkable for all the must do central attractions. Front desk service was exceptional and we were super impressed with our room. Great pick!

Reviewed on Jul 10, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was ￥509,278, price is now ￥387,416 per person
￥387,416
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.8/10 Excellent! (1,002 reviews)
Great stay overall especially in the courtyard

Reviewed on Jul 7, 2026

Hotel Garibaldi Blu

Hotel Garibaldi Blu

4 out of 5
Historic Centre of Florence
Price was ￥482,420, price is now ￥408,322 per person
￥408,322
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (884 reviews)
The air conditioning didn’t seem to be working consistently, our room was a bit hot. The breakfast was perfect and a great way to start our day. The location was excellent for ask the areas of Florence we wanted try see. We would highly recommend this place.

Reviewed on Jul 5, 2026

Hotel Caravaggio

Hotel Caravaggio

3 out of 5
Historic Centre of Florence
Price was ￥450,184, price is now ￥386,511 per person
￥386,511
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (1,008 reviews)
Nice hotel, convenient to the train and town.

Reviewed on Jul 10, 2026

c-hotels Club

c-hotels Club

4 out of 5
Historic Centre of Florence
Price was ￥442,044, price is now ￥382,511 per person
￥382,511
per person
Sep 18 - Sep 22
found 24 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.4/10 Very Good! (1,004 reviews)
Blood on the bed sheets and mold in the shower. This is a place I’d stay away from. CHotels Joy is just a few blocks away and great. We had a much better stay there.

Reviewed on Jun 29, 2026

Find the Best Brunello di Montalcino Wine Area Vacation Packages

Brunello di Montalcino Wine Area Hotel Deals

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
The price is ￥108,503 per night from Aug 4 to Aug 5
￥108,503
￥121,200 total
Aug 4 - Aug 5
includes taxes & fees
9/10 Wonderful! (359 reviews)
"Is ok"

Reviewed on Jun 30, 2026

Castello di Velona Resort Thermal SPA & Winery
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 ￥284,787 per night from Aug 2 to Aug 3
￥284,787
￥315,122 total
Aug 2 - Aug 3
includes taxes & fees
Castiglion del Bosco, A Rosewood Hotel
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
Fully refundableReserve now, pay when you stay
The price is ￥29,390 per night from Jul 19 to Jul 20
￥29,390
￥34,185 total
Jul 19 - Jul 20
includes taxes & fees
9.8/10 Exceptional! (7 reviews)
"The property, views and amenities were absolutely incredible! The apartment was beautiful decorated, it was new and very clean. We loved every moment and wished we could have stayed longer, we will definitely be back!"

Reviewed on Jun 30, 2026

Corte Francigena - Apartments
See all 5,504 properties in Brunello di Montalcino Wine Area
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 Brunello di Montalcino Wine Area attractions

Castello Banfi

9.4/10 (51 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.
See properties

Frequently asked questions

How much does a Brunello di Montalcino Wine Area vacation package cost?
We make it easy to travel the world, with Brunello di Montalcino Wine Area packages starting from as little as ￥377,783. You'll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add a few experiences and tours to your travel itinerary?
How do I get a cheap travel package to Brunello di Montalcino Wine Area?
Creating your own Brunello di Montalcino Wine Area vacation package with Expedia is a simple way to save. We have more than 550 airlines and 1,000,000 hotels throughout the world. With such a wonderful range to pick from, you'll have no difficulty putting together your next dream vacation.
Where should I stay in Brunello di Montalcino Wine Area?
Close to the action. Many visitors book hotels around top attractions, such as Tenuta Greppo Franco Biondi Santi, Fortress of Montalcino and Capanna of Cencioni.
What are the top hotels in Brunello di Montalcino Wine Area?
One of the top places to stay in Brunello di Montalcino Wine Area is Rosewood Castiglion del Bosco, in the Tavernelle area. Explore the city by day and then kick back in your comfortable room at night.
How far in advance should I book my Brunello di Montalcino Wine Area vacation?
It can be hard to know exactly when the best time is to book your vacation to Brunello di Montalcino Wine Area. But usually the earlier you book, the lower the prices. In some cases, you can secure your flights and hotels up to a year before your departure date. If you're considering a last-minute getaway, no need to stress! There are fabulous deals posted on Expedia all the time.
What does an Expedia Brunello di Montalcino Wine Area travel package include?
Expedia has all you need to lock in Brunello di Montalcino Wine Area escape, but how your package is structured is totally up to you. Pick from any combination of rental cars, flights and hotels. Chasing some tours or experiences to keep you entertained? Once you've made your booking, you can add them too. Whatever your style or budget, there's a package deal to meet your needs.
What should I know before booking a Brunello di Montalcino Wine Area travel package?
You can save a tidy sum by bundling your airfares, hotels and rental cars. Once you've made your booking, you can add on things like sightseeing tours or experiences. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Brunello di Montalcino Wine Area Expedia vacation package?
Yes, the choice is all yours. We have access to over 550 airlines around the world, so you can tailor your Brunello di Montalcino Wine Area adventure according to your travel needs.
If I'm not able to travel, can I cancel my Brunello di Montalcino Wine Area vacation package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Brunello di Montalcino Wine Area vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it's been longer than that, you may incur a fee from your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We'll help you every step of the way.

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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.