Montalcino Holidays from £302

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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.
Hotel Ginori al DUOMO

Hotel Ginori al DUOMO

4 out of 5
Historic Centre of Florence
Price was £418, price is now £302 per person
£302
per person
11 Dec - 15 Dec
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
8.8/10 Excellent! (72 reviews)

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was £554, price is now £388 per person
£388
per person
1 Dec - 4 Dec
found 4 hours ago
Return flight included
London (LGW) to Florence (FLR)
9.6/10 Exceptional! (605 reviews)
Everything was wonderful about our stay at The Moon Hotel and Spa. The room was beautiful and clean, the staff were friendly and helpful and it was a great location for sightseeing in Florence. We especially appreciated the very generous breakfast that was always served efficiently and with a smile. We would definitely stay again.

Reviewed on 23 Oct 2026

The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was £460, price is now £324 per person
£324
per person
27 Nov - 30 Nov
found 1 day ago
Return flight included
Edinburgh (EDI) to Florence (FLR)
9.4/10 Exceptional! (370 reviews)

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Save 100% on your flight
Price was £1,001, price is now £731 per person
£731
per person
30 Dec - 3 Jan
found 22 hours ago
Return flight included
Manchester (MAN) to Florence (FLR)
10/10 Exceptional! (357 reviews)
Beautiful historic property well located with just enough to do. Very relaxing .

Reviewed on 26 Oct 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was £431, price is now £317 per person
£317
per person
1 Dec - 4 Dec
found 4 hours ago
Return flight included
London (LGW) to Florence (FLR)
8.8/10 Excellent! (445 reviews)
Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on 13 Oct 2026

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

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 £1,049 per night from 4 Nov to 5 Nov
£1,049
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (86 reviews)
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."

Reviewed on 23 Oct 2026

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 £91 per night from 15 Nov to 16 Nov
£91
15 Nov - 16 Nov
includes taxes & fees
Corte Francigena - Apartments
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 £473 per night from 15 Nov to 16 Nov
£473
15 Nov - 16 Nov
includes taxes & fees
9/10 Wonderful! (380 reviews)
"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The ..."

Reviewed on 23 Oct 2026

Castello di Velona Resort Thermal SPA & Winery
See all 7,099 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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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

Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

£38
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montepulciano Gran Tour

Montepulciano Gran Tour

£13
per adult
Montepulciano Gran Tour
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

£29
per adult
100% of travellers recommend
Montepulciano: Winery Tour and 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.