Montalcino Holidays from £217

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to £335 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

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.
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Save 100% on your flight
per person
17 Sept - 24 Sept
found 3 hours ago
Return flight included
London (LGW) to Florence (FLR)
7.8/10 Good! (132 reviews)
It is very close to autostrada,which is good if you have car. The Breakfast was excellant,with a wonderful hostess. This lady is a big bonus to this hotel.The air-conditioning is building controlled,which would not suit everyone.The cleaner for our area had poor attention to detail. The lead cleaner was very good and corrected our issues.

Reviewed on 24 Sep 2024

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
13 Sept - 18 Sept
found 1 day ago
Return flight included
London (LCY) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Excellent Location, friendly staff and good standard room

Reviewed on 1 Jul 2025

Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
Save 100% on your flight
per person
15 Aug - 21 Aug
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
8.4/10 Very Good! (69 reviews)
We absolutely loved our stay. I wish we got to stay longer. The hotel and the town are so lovely and peaceful. I could have easily stayed there for three days. The staff was so kind. The room was comfortable and very luxurious. Breakfast was yummy.

Reviewed on 28 May 2025

Hotel Bencista

Hotel Bencista

3 out of 5
Save 100% on your flight
per person
21 Aug - 25 Aug
found 1 day ago
Return direct flight included
London (LON) to Florence (FLR)
7.2/10 Good! (12 reviews)
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
per person
19 Sept - 26 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (867 reviews)
The staff, room, lobby and location were exceptionally fabulous. Near everything and even had a roof top dining area with excellent food and gorgeous views of the city. The staff were friendly, super helpful, knowledgeable and went the extra mile for us. We couldn’t have been happier!

Reviewed on 27 Jun 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

Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is £1,592 per night from 1 Aug to 2 Aug
£1,592
1 Aug - 2 Aug
includes taxes & fees
10/10 Exceptional! (64 reviews)
"Peaceful, Relaxing Stay in Tuscany We had a great experience here. The setting is quiet and secluded—felt like a true escape from everyday life. The golf was excellent, the food was consistently good, and the service was friendly and professional. It is remote, which adds to the charm, but just a ..."

Reviewed on 21 Jun 2025

Rosewood Castiglion del Bosco
Castello di Velona Resort Thermal SPA & Winery
Castello di Velona Resort Thermal SPA & Winery
5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is £442 per night from 30 Jul to 31 Jul
£442
30 Jul - 31 Jul
includes taxes & fees
8.8/10 Excellent! (318 reviews)
"Gorgeous property Attentive staff Tranquil setting Fresh culinary standards"

Reviewed on 29 Jun 2025

Castello di Velona Resort Thermal SPA & Winery
SI Montalcino Hotel
SI Montalcino Hotel
3 out of 5
Via Osticcio 21, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is £131 per night from 7 Jul to 8 Jul
£131
7 Jul - 8 Jul
includes taxes & fees
9.2/10 Wonderful! (343 reviews)
"Overall very good."

Reviewed on 28 Jun 2025

SI Montalcino Hotel
See all 7,186 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

Popular places to visit

Tenuta Greppo Franco Biondi Santi

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.

Tenuta Greppo Franco Biondi Santi

Castiglion del Bosco Winery

You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.

Castiglion del Bosco Winery

Museum of Brunello

4/5(1 review)

You can spend time studying the exhibits at Museum of Brunello in Montalcino. Discover the area's countryside and spas.

Museum of Brunello

What to do in Montalcino

small town in Italy

Brunello di Montalcino Small Group Wine Tour from Siena

£137
per adult
98% of travellers recommend
Brunello di Montalcino Small Group Wine Tour from Siena
Tasting of the Best Wines in Siena in an Etruscan Crypt

Tasting of the Best Wines in Siena in an Etruscan Crypt

£107
per adult
Tasting of the Best Wines in Siena in an Etruscan Crypt
Cooking Tuscan Pasta Class and Brunello Tasting with Lunch

Cooking Tuscan Pasta Class and Brunello Tasting with Lunch

£119
per adult
Cooking Tuscan Pasta Class and Brunello Tasting with Lunch
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.

* 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.