Brunello di Montalcino Wine Area Vacations from ￥289,042

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The Latest Brunello di Montalcino Wine Area Vacation Packages

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

Aurum Firenze

Historic Centre of Florence
￥289,042
per person
Dec 25 - Dec 29
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
7.4/10 Good! (1,015 reviews)
We encountered ants twice. We were given a bottle of raid and kept food in fridge or hanging up high. Appreciated the 24 hour service. There was a medical emergency and the front desk took great care of us. And they had no problem with us staying for an extra 2 days.

Reviewed on Oct 12, 2026

Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
￥291,998
per person
Dec 25 - Dec 29
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence
￥326,704
per person
Dec 25 - Dec 29
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9/10 Wonderful! (1,002 reviews)
Great location! Staff was friendly and helpful. Had a wonderful stay Highly recommend!

Reviewed on Oct 11, 2026

Hotel degli Orafi

Hotel degli Orafi

Historic Centre of Florence
￥336,176
per person
Dec 25 - Dec 29
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (1,005 reviews)
The perfect hotel for your Florence getaway. Charming hotel with a friendly and helpful staff. The location could not be more perfect. Full breakfast is served in the most elegant room. The rooftop bar is the best way to start or end your evening.

Reviewed on Oct 8, 2026

Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

Historic Centre of Florence
￥311,614
per person
Dec 25 - Dec 29
found 15 hours ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
8.8/10 Excellent! (63 reviews)
The hotel is close to everything. Great restaurants near by too. Highly recommend.

Reviewed on Oct 5, 2026

Find the Best Brunello di Montalcino Wine Area Vacation Packages

Brunello di Montalcino Wine Area Hotel Deals

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
￥209,349
￥232,056 total
Nov 5 - Nov 6
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
￥17,419
￥20,580 total
Nov 8 - Nov 9
includes taxes & fees
9.8/10 Exceptional! (19 reviews)
"The unit is very clean, awesome breakfast, beautiful view"

Reviewed on Sep 24, 2026

Corte Francigena - Apartments
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
￥90,926
￥101,792 total
Nov 11 - Nov 12
includes taxes & fees
9/10 Wonderful! (378 reviews)
"Amazing views. Relaxing stay! A very romantic hotel, though I was surprised by the number of families there; given its location and amenities, I had assumed it was geared towards couples. That isn't a negative comment, though—it was simply a case of my own mistaken perception."

Reviewed on Sep 27, 2026

Castello di Velona Resort Thermal SPA & Winery
See all 5,395 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

Tenuta Greppo Franco Biondi Santi

8.6/10 (8 reviews)
You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.
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Fortress of Montalcino

9.2/10 (54 reviews)
Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.
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Abbazia di Sant'Antimo

9.6/10 (111 reviews)
You can learn about the history of Montalcino when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries.
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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.
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Poggio Antico

9.6/10 (7 reviews)
You can enjoy a tasting or tour at Poggio Antico during your travels to Montalcino. Discover the area's countryside and wineries.
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Museum of Brunello

9.4/10 (12 reviews)
You can spend time exploring the galleries in Museum of Brunello during your travels in Montalcino. Discover the area's countryside and spas.
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Capanna of Cencioni

10.0/10 (10 reviews)
You can enjoy a tasting or tour at Capanna of Cencioni during your travels to Montalcino. Discover the area's countryside and wineries.
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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 ￥289,042. 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.