Montalcino Holidays from AU$1,976

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Your Montalcino Holiday

With plenty of highlights as well as some hidden gems, this city is best experienced with a Montalcino holiday package. Find a place to stay in Montegiovi, which is good for views, walking and nature. A trip to Montalcino is an ideal opportunity to do some sightseeing. Make sure you visit renowned attractions like Abbazia di SantAntimo, Tenuta Greppo Franco Biondi Santi and Fortress of Montalcino. Don't delay exploring this city any longer. Your ultimate Montalcino holiday is a few quick clicks away with Expedia.

The Latest Montalcino Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

Historic Centre of Florence
AU$1,976
per person
22 Dec - 29 Dec
found 20 hours ago
Return direct flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (63 reviews)
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
Save 100% on your flight
AU$1,987
per person
22 Dec - 29 Dec
found 20 hours ago
Return direct flight included
London (LON) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Even having arrived very early our room was immediately available. All staff were very helpful. Our room was immaculately clean. The breakfast staff were outstanding very friendly and very hospitable. The highlight though was the spa facility - out of this world. Highly recommend The Moon Boutique.

Reviewed on 16 Oct 2026

The Hoxton, Florence

The Hoxton, Florence

Historic Centre of Florence
AU$1,986
per person
22 Dec - 29 Dec
found 20 hours ago
Return direct flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (358 reviews)
Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
AU$1,978
per person
22 Dec - 29 Dec
found 20 hours ago
Return direct flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (1,000 reviews)
Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

Historic Centre of Florence
AU$2,135
per person
22 Dec - 29 Dec
found 20 hours ago
Return direct flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (627 reviews)
An excellent hotel in a perfect location for exploring the historic centre. Room was perfect, with an excellent bed, very good bathroom and shower, and a proper coffee machine. Staff were very helpful and friendly. Breakfast was plentiful and good, though constantly having to queue for poor machine coffee was annoying - and we didn't discover you could request proper coffee until just before we left! Have recommended the hotel to friends and would definitely book it again.

Reviewed on 15 Oct 2026

Montalcino Holiday

Montalcino Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
2,100
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Castello Banfi, Pienza Cathedral and Tenuta Greppo Franco Biondi Santi

Our pick of the best Montalcino 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
AU$1,956
3 Nov - 4 Nov
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
AU$206
8 Nov - 9 Nov
includes taxes & fees
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
AU$892
17 Nov - 18 Nov
includes taxes & fees
9/10 Wonderful! (379 reviews)
"La vue est panoramique et le château est grandiose"

Reviewed on 16 Oct 2026

Castello di Velona Resort Thermal SPA & Winery
See all 7,129 properties in Montalcino
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 Montalcino attractions

Castello Banfi

9.4/10 (51 reviews)
This medieval estate blends Tuscan tradition with world-renowned winemaking excellence. Sample award-winning Brunello di Montalcino while overlooking rolling vineyards from the restored 18th-century village.
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Tenuta Greppo Franco Biondi Santi

8.6/10 (8 reviews)
Birthplace of Italy's prestigious Brunello di Montalcino wine, Tenuta Greppo has defined excellence since 1888. Tour the historic cellars and vineyards where the Biondi-Santi family's winemaking traditions thrive.
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Fortress of Montalcino

9.2/10 (54 reviews)
This pentagonal medieval stronghold was the final bastion of Siena's resistance against Medici conquest. Climb its historic ramparts for panoramic Tuscan views before sampling Brunello wines at the fortress enoteca.
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Castiglion del Bosco Winery

9.6/10 (5 reviews)
This historic estate, a founding consortium member, produces Italy's finest Brunello di Montalcino wines. Tour the vineyard and cellars before savouring wine pairings with local cheeses amid the Tuscan countryside.
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Abbazia di Sant'Antimo

9.6/10 (111 reviews)
This medieval Romanesque abbey offers a serene glimpse into monastic life amid Tuscan olive groves. Explore the intricate stone carvings and listen for occasional Gregorian chants echoing through its ancient walls.
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Poggio Antico

9.6/10 (7 reviews)
Perched at one of Montalcino's highest elevations, Poggio Antico produces exceptional Brunello wines in a stunning Tuscan setting. Tour the vineyards and cellar, then sample their distinguished vintages.
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Museum of Brunello

9.4/10 (12 reviews)
Explore Brunello di Montalcino's history through artefacts, photographs, and films at this immersive museum. The guided tour ends at the Brunello Labyrinth, featuring over 200 bottles from local wineries.
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Capanna of Cencioni

10.0/10 (10 reviews)
This family-run Tuscan winery crafts prestigious Brunello di Montalcino wines using traditional methods since 1957. Tour their hillside vineyards and cellars, then enjoy tastings paired with local delicacies.
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What to do in Montalcino

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

AU$40
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

AU$73
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Vino Nobile di Montepulciano winery tour and tasting

Vino Nobile di Montepulciano winery tour and tasting

AU$48
per adult
Vino Nobile di Montepulciano winery tour and tasting
See all activities in Montalcino

Frequently asked questions

How much does a Montalcino holiday package cost?
Offering great value package deals from AU$1,976 on Expedia, you'll be thrilled with how little a holiday to Montalcino costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Montalcino?
December, January and February are the best times to look for cheap Montalcino holiday packages. Travelling in less busy months means you can generally find lower prices on flights and accommodation.
How many days is enough for Montalcino?
For a Montalcino holiday, a few days will be enough to explore the highlights. Make sure to stop by Capanna of Cencioni — it's one of the main sights in this destination. If you're looking for more activities, think about basing yourself here and heading off on some trips from Montalcino.
Is it worth booking a holiday package to Montalcino?
Well known for its views, nature and bars and pubs, a Montalcino holiday is a hit with all kinds of travellers. Be sure to visit major sights like Fortress of Montalcino and Civic and Diocesan Museum of Sacred Art of Montalcino, and consider renting a car for day trips to explore even more.
How to find the best Montalcino package deals?
Bagging a cheap Montalcino package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can customise your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Montalcino package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Montalcino holiday as a package?
You can enjoy significant savings on your next Montalcino getaway by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Montalcino?
If you have your Montalcino holiday dates finalized, book early to score some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for quick escapes.
How to plan a trip to Montalcino?
  1. Pick your travel dates: The things you plan to do in Montalcino and your favourite season can help you decide when to go.
  2. Budget wisely: Besides the cost of your accommodation, you should consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Montalcino.
  3. Decide how long to go for: Now that you know more about Montalcino, you can figure out the perfect length of your holiday. Create a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Montalcino holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.