Brunello di Montalcino Wine Area Holidays from NZ$2,811

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The Latest Brunello di Montalcino Wine Area Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Max Hotel Livorno

Max Hotel Livorno

NZ$2,811
per person
16 Sept - 18 Sept
found 15 hours ago
Return direct flight included
Auckland (AKL) to Florence (FLR)
8.6/10 Excellent! (1,000 reviews)
Rooms were good. All television channels are in Italian if you are someone who doesn’t speak the language and wants to watch TV. There’s a nice big window that opens up so you can get fresh air however there’s no outdoor space so we personally felt trapped inside the hotel room, especially considering there is not much around the hotel itself. You have to travel to the downtown area (by car- which is about a 14 min drive or 40 min walk) to have any sort of entertainment. Same with food, the closest place we found was a pizza spot that was about a 7 minute drive. We didn’t enjoy the inland city at night, we actually felt a bit unsafe. However by the water at night time seemed much better. Air conditioning in the hotel was great. Bathroom was beautiful and clean. If you’re planning on doing a bunch of day trips to surrounding cities then this is a good spot. Pisa is 20 minutes away, Florence and Luca are 1 hour, and Siena is 1 hour 50 min. Just make sure you bring snacks and water to your hotel room as again, there is no where near to get it (at night specifically).

Reviewed on 7 Aug 2026

Brunello di Montalcino Wine Area Holiday

Our pick of the best Brunello di Montalcino Wine Area Hotel Deals

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
NZ$1,187
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (365 reviews)
"one of the best place to enjoy Tuscany area. there are 2 very beautiful pool in the top of the hill, and a very nice restaurant facing west where you can see fantastic sunset."

Reviewed on 5 Aug 2026

Castello di Velona Resort Thermal SPA & Winery
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI
NZ$5,392
1 Sept - 2 Sept
includes taxes & fees
10/10 Exceptional! (80 reviews)
"Best hotel ever."

Reviewed on 27 July 2026

Castiglion del Bosco, A Rosewood Hotel
Mastrojanni Relais - Small Luxury Hotels of the World

Mastrojanni Relais - Small Luxury Hotels of the World

Localita Loreto e San Pio Montalcino SI
NZ$979
11 Aug - 12 Aug
includes taxes & fees
9.8/10 Exceptional! (77 reviews)
"Perfect, pristine, could not be any better!"

Reviewed on 6 Aug 2026

Mastrojanni Relais - Small Luxury Hotels of the World
See all 5,513 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.
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Fortress of Montalcino

9.2/10 (54 reviews)
Find out about the history of Montalcino when you take a trip to Fortress of Montalcino. Visit the area's spas or simply enjoy its wineries.
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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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Abbazia di Sant'Antimo

9.6/10 (111 reviews)
You can learn about the history of Montalcino with a visit to 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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Civic and Diocesan Museum of Sacred Art of Montalcino

9.4/10 (6 reviews)
You can spend time browsing the exhibits at Civic and Diocesan Museum of Sacred Art of Montalcino during your travels in Montalcino. Discover the area's countryside and wineries.
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Castello Tricerchi Winery

You can enjoy a tasting or tour at Castello Tricerchi Winery during your travels to Montalcino. Visit the area's spas or simply enjoy its wineries.
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Frequently asked questions

How much does a Brunello di Montalcino Wine Area holiday package cost?
We make it easy to travel the world, with Brunello di Montalcino Wine Area packages starting from as little as NZ$2,811. You'll have the flexibility to combine your favourite 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 holiday 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 holiday.
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 holiday?
It can be hard to know exactly when the best time is to book your holiday 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 holiday 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 holiday package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Brunello di Montalcino Wine Area holiday 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.