Montalcino Holidays from £214

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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.
Rocca Palazzaccio

Rocca Palazzaccio

3 out of 5
Save 100% on your flight
per person
19 Sept - 23 Sept
found 2 hours ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (13 reviews)
The apartment is great as is the pool, and marco who looks after it is very nice. There is absolutely nothing in the area, you need to get the 37 bus to Florence if you want to eat or drink anything. The co-op is closed from 8pm and all day Sunday, the only restaurant closed down recently so at 7:30pm on a Saturday we found ourselves with nowhere whatsoever to eat. We had bread that we bought earlier at the shop, and on Sunday we ate in Florence before getting the bus back - be careful, half of the buses don’t turn up Recommended for sure if you have a car, the complex is excellent, but the local village is desolate

Reviewed on 24 Aug 2023

Hotel Bencista

Hotel Bencista

3 out of 5
per person
6 Sept - 13 Sept
found 24 hours ago
Return flight included
Manchester (MAN) to Florence (FLR)
7.2/10 Good! (12 reviews)
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
per person
12 Sept - 18 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (98 reviews)
The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the room for me right away. Highly recommended for beauty, serene peace and quiet

Reviewed on 19 Jul 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
6 Oct - 10 Oct
found 11 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on 6 Jun 2025

Hotel Palazzo Ognissanti

Hotel Palazzo Ognissanti

4 out of 5
Historic Centre of Florence
per person
6 Sept - 13 Sept
found 1 day ago
Return flight included
London (STN) to Florence (FLR)
7.8/10 Good! (479 reviews)
We loved the location close to the Arno River and the city center. Had a delicious pizza around the corner and there is also a small grocery store for last minute necessities and water! The staff was very kind, and the breakfast was delicious. They offer free luggage storage which was convenient. Within walking distance from the main train station. We loved our stay and will be back!

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

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
8.8/10 Excellent! (323 reviews)
"We stayed two nights midway through travelling around Tuscany. It was a lovely peaceful break for us. We felt very pampered by all of the staff who were superb. Dining by the pool area was lovely. A very happy couple of days."

Reviewed on 29 Jul 2025

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

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
The price is £1,405 per night from 5 Aug to 6 Aug
£1,405
5 Aug - 6 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
SI Montalcino Hotel

SI Montalcino Hotel

3 out of 5
Via Osticcio 21, Montalcino, SI
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (347 reviews)
"The hotel is in a great location, and our room had a partial view of the sea. The bed, unfortunately, was not as comfortable as I think it could be. It was relatively hard, and we had two double beds, rather than a full-size bed. Service was good as was the breakfast."

Reviewed on 23 Jul 2025

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SI Montalcino Hotel
See all 7,240 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.
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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

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
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

£39
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Olive Oil Tours and Tasting at Frantoio di Montalcino

Olive Oil Tours and Tasting at Frantoio di Montalcino

£44
per adult
Olive Oil Tours and Tasting at Frantoio di Montalcino
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.