Brunello di Montalcino Wine Area Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Xandrah Fuentes

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Brunello di Montalcino Wine Area Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Corte Guelfa

Corte Guelfa

3 out of 5
Historic Centre of Florence
Price was CA $1,702, price is now CA $1,314 per person
CA $1,314
per person
Jan 20 - Jan 26
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.6/10 Exceptional! (225 reviews)

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was CA $2,454, price is now CA $1,494 per person
CA $1,494
per person
Jan 20 - Jan 26
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Amazing location. So cool to be literally across from the Duomo. Easy walk to so many places to shop and eat. Free sparkling and still water was great. Snacks and free gelato! Staff was the most friendly and helpful. Highly recommend this place!

Reviewed on Nov 3, 2026

The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was CA $1,963, price is now CA $1,445 per person
CA $1,445
per person
Jan 20 - Jan 26
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.4/10 Exceptional! (370 reviews)
Great location, helpful staff. Excellent restaurant, bar and coffeehouse located in the hotel. Highly recommend!

Reviewed on Nov 13, 2026

Glance Hotel In Florence

Glance Hotel In Florence

4 out of 5
Historic Centre of Florence
Price was CA $2,185, price is now CA $1,658 per person
CA $1,658
per person
Jan 20 - Jan 26
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
A

Reviewed on Nov 15, 2026

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Price was CA $4,299, price is now CA $3,354 per person
CA $3,354
per person
Dec 28 - Jan 2
found 4 hours ago
Roundtrip flight included
Montreal (YUL) to Florence (FLR)
9.2/10 Wonderful! (78 reviews)
All

Reviewed on Oct 31, 2026

Ready to book your vacation to Brunello di Montalcino Wine Area?

 

Choose your dates

Brunello di Montalcino Wine Area 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 CA $1,274 per night from Dec 2 to Dec 3
CA $1,274
CA $1,417 total
Dec 2 - Dec 3
includes taxes & fees
10/10 Exceptional! (88 reviews)
"Unique property well maintained and quite Serene , great staff"

Reviewed on Oct 30, 2026

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 CA $163 per night from Nov 16 to Nov 17
CA $163
CA $192 total
Nov 16 - Nov 17
includes taxes & fees
Corte Francigena - Apartments
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 CA $831 per night from Dec 9 to Dec 10
CA $831
CA $929 total
Dec 9 - Dec 10
includes taxes & fees
9/10 Wonderful! (385 reviews)
"Absolutely lovely experience all around. The rooms, amenities and staff were all wonderful. On-site dining, food and drinks are over priced IMO. The restaurant does legitimately have good food but over charges for basics. As long as you know that going in you’ll enjoy everything."

Reviewed on Nov 14, 2026

Castello di Velona Resort Thermal SPA & Winery
See all 5,320 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 CA $1,314. 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.

Explore a world of travel with Expedia

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