Brunello di Montalcino Wine Area Holidays

Photo by Xandrah Fuentes

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Top Flight + Hotel Deals in Brunello di Montalcino Wine Area

Price found within the past 48 hours. Click for updated prices.
Via Del Santo

Via Del Santo

1 out of 5
Price was €706, price is now €522 per person
€522
per person
7 Oct - 11 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Pisa (PSA)
8.8/10 Excellent! (43 reviews)
Excellent location. Great property

Reviewed on 18 Jul 2026

The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Santa Maria Novella
Save 100% on your flight
Price was €1,348, price is now €971 per person
€971
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (627 reviews)
Great staff, very helpful.

Reviewed on 26 Jul 2026

Residence Select Executive

Residence Select Executive

4 out of 5
Santa Maria Novella
Price was €946, price is now €688 per person
€688
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.2/10 Good! (58 reviews)
Staff very friendly and helpful.

Reviewed on 6 Jul 2026

Hotel Alessandro Della Spina

Hotel Alessandro Della Spina

3 out of 5
Pisa City Centre
Price was €906, price is now €660 per person
€660
per person
31 Aug - 6 Sept
found 12 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (767 reviews)
The property was well located but the room was very small. There was a bad 'blocked drain smell" in the bathroom and it also affected the bedroom

Reviewed on 21 Jul 2026

FH55 Hotel Villa Fiesole

FH55 Hotel Villa Fiesole

4 out of 5
Save 100% on your flight
Price was €1,787, price is now €1,320 per person
€1,320
per person
12 Sept - 19 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (402 reviews)
The staff was very kind and helpful. The shower was one of the best we used while we were in Italy - spacious, high water pressure, stable temperature - perfect! The bed was comfortable. The views were lovely. Parking was adequate.

Reviewed on 25 Jul 2026

Top hotels in Brunello di Montalcino Wine Area

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 €577 per night from 21 Aug to 22 Aug
€577
21 Aug - 22 Aug
includes taxes & fees
9/10 Wonderful! (360 reviews)
"An exceptional hotel. One of the most thoroughly enjoyable weeks we’ve had as a couple. Truly stunning surroundings with fantastic amenities. Cannot wait to go back!"

Reviewed on 24 Jul 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 €1,901 per night from 9 Aug to 10 Aug
€1,901
9 Aug - 10 Aug
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 €181 per night from 26 Aug to 27 Aug
€181
26 Aug - 27 Aug
includes taxes & fees
9.8/10 Exceptional! (10 reviews)
"was such a beautiful location I dont have anything bad to say about it...would definitely go again for a relaxing and tranquil stay - you definitely need a car to get there though and to go around.."

Reviewed on 14 Jul 2026

Corte Francigena - Apartments
See all 5,520 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 holiday package cost?
We make it easy to travel the world, with Brunello di Montalcino Wine Area packages starting from as little as €522. 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.