Montalcino Holidays from £237

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Your Montalcino Holiday

Say goodbye to the hassle of planning and hello to a Montalcino holiday package. With your travel details organised before you take off, you can focus on discovering the best of this city, starting with Montegiovi, which is great for views, walking and nature. Abbazia di SantAntimo, Tenuta Greppo Franco Biondi Santi and Fortress of Montalcino are just some of the sights worth checking out during your trip to Montalcino. Don't delay visiting this city any longer. The ultimate Montalcino holiday is a couple of clicks away with Expedia.

Top Montalcino Flight + Hotel Deals

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was £562, price is now £237 per person
£237
per person
28 Sept - 1 Oct
found 11 hours ago
Return flight included
London (LGW) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
It was not entirely clean, the staff don't do much. Breakfast is from the day before. Air conditioning excellent.

Reviewed on 3 Jul 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,089, price is now £566 per person
£566
per person
14 Sept - 18 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.

Reviewed on 5 Jul 2026

Il Malaspina

Il Malaspina

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was £1,013, price is now £591 per person
£591
per person
14 Sept - 18 Sept
found 1 day ago
Return flight included
Birmingham (BHX) to Florence (FLR)
9.8/10 Exceptional! (147 reviews)
Súper recomendado 10/10

Reviewed on 8 Jul 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was £1,955, price is now £1,146 per person
£1,146
per person
14 Sept - 18 Sept
found 1 day ago
Return flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on 19 Jun 2026

Boccioleto Resort&Spa

Boccioleto Resort&Spa

4 out of 5
Save 100% on your flight
Price was £490, price is now £289 per person
£289
per person
21 Aug - 26 Aug
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.2/10 Wonderful! (120 reviews)
Staff were very friendly and the rooms were clean and spacious!

Reviewed on 17 Nov 2025

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
Pienza Cathedral, Castello Banfi and Tenuta Greppo Franco Biondi Santi

Top hotels in Montalcino

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 £583 per night from 3 Aug to 4 Aug
£583
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (359 reviews)
"Is ok"

Reviewed on 30 Jun 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 £1,448 per night from 2 Aug to 3 Aug
£1,448
2 Aug - 3 Aug
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is £423 per night from 9 Aug to 10 Aug
£423
9 Aug - 10 Aug
includes taxes & fees
10/10 Exceptional! (74 reviews)
"Probably the best hotel I ever been to, everything was perfect"

Reviewed on 24 Jun 2026

Mastrojanni Relais - Small Luxury Hotels of the World
See all 7,206 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

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.
See properties

What to do in Montalcino

Montepulciano Gran Tour

Montepulciano Gran Tour

£13
per adult
Montepulciano Gran Tour
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

£39
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

£22
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
See all activities in Montalcino

Frequently asked questions

Why should I book my Montalcino holiday with Expedia?
Expedia has your back for every aspect of your Montalcino holiday. You'll always get the best deal possible, but when you bundle your flights, accommodation and/or car hire into a holiday package, you'll score even more savings. Looking to truly make the most of your stay? Add a few exciting tours and activities to your customised package. Expedia offers flexible cancellation policies on most bookings, so there's no need to worry if your plans change. Head over to our Customer Service Portal link to learn more.
When is the best time of year to holiday in Montalcino?
To enjoy the energy of peak season, take off in February, April and May. September, October and December are generally quieter and a good idea if you want to get away from the crowds. Organise your escape to Montalcino according to what type of adventure you want. January is the coolest month, when average daytime temperatures are 4ºC. In July, the warmest month, you'll experience averages of 22ºC during the day.
What are the top hotels for my holiday in Montalcino?
Many travellers choose to stay at Le Ragnaie in Tavernelle. If this is your first time in Montalcino, you'll get a warm welcome here.
How do I get a cheap holiday to Montalcino?
Search for flights that suit your schedule, add a hotel room to your booking and see how much you save with a Montalcino holiday. It's that easy! From flights and hotels to tours and hire cars, Expedia makes travelling on a budget easy. And with more than 400 partner airlines and 321,000 hotels globally to select from, you won't be short of choice. Learn more about how you can save money on your next holiday when you combine your hotel and flight bookings with Expedia.
What should I do on my Montalcino holiday?
With top attractions such as Abbazia di SantAntimo and Castello Banfi, a holiday in Montalcino is packed with exciting places to visit. Tenuta Greppo Franco Biondi Santi and Fortress of Montalcino are two other sights worth discovering.
What is the best area to stay in when on holiday in Montalcino?
There's so much to explore in Montalcino, so stay close to its top attractions and spend more time sightseeing. Abbazia di SantAntimo is one place to put on your itinerary.
Do I need a visa for my Montalcino holiday?
Research the latest information on official government websites. Your nationality and whether you're visiting for work or pleasure will determine if you'll need a visa for Montalcino. Make yourself familiar with the application process, including any required documentation, fees and turnaround times. Start your application well in advance to allow sufficient time for processing. Some visas may take several weeks or even months to obtain, depending on the country and time of year.
What should I wear on my Montalcino holiday?
Do a little research into the types of clothing people in Montalcino wear, and maybe even look up style blogs for some fashion inspiration. Whatever your look, try to create a versatile wardrobe with pieces that work for your destination and showcase your unique sense of style. Take a look at the weather forecast so you can pack your bags accordingly. The warmest time of year in Montalcino is July, with average daytime temperatures of 22ºC. If you plan to visit in the coolest month of January, the mercury averages 4ºC during the day.
What does an Expedia Montalcino holiday include?
Flights, hotels and hire cars — we've got them all. With Expedia, you can create your Montalcino travel package however you want. All you have to do is determine exactly what you need. Once you've made your booking, why not add extras like activities and experiences? The more you bundle, the greater the savings! Expedia features different types of properties, with the most sought after in Montalcino being villas and apartments. With Expedia, you'll always have the freedom and flexibility to tailor your dream escape your way.
Does Expedia offer Book Now, Pay Later Montalcino holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply pick the payment plan that works for you during checkout and take away the stress of budgeting for your next trip. Be sure to bundle your flights, car hire and hotel with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month is something that would work for you, Klarna can help. Paying in easy monthly instalments will make that dream getaway possible.
  • No-deposit holidays: When you stumble on an amazing deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to get what you want.

Can I choose my airline with a Montalcino Expedia holiday?
Yes, you're in charge. Expedia has access to more than 400 airlines across the globe, so you can customise your Montalcino adventure according to your style and budget.

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. Flight-inclusive packages are ATOL protected.