Title: Montalcino Vacation Packages & Trips 2026 from CA $1,000 | Expedia.ca

[Montalcino Travel Guide](https://expedia.ca/Montalcino.dx6025631)[Hotels in Montalcino](https://expedia.ca/Montalcino-Hotels.d6025631.Travel-Guide-Hotels)[Vacation Rentals in Montalcino](https://expedia.ca/Montalcino-Vacation-Rentals.d6025631.Travel-Guide-VacationRentals)[Flights to Montalcino](https://expedia.ca/Cheap-Flights-To-Montalcino.d6025631.Travel-Guide-Flights)[Things to do in Montalcino](https://expedia.ca/Things-To-Do-In-Montalcino.d6025631.Travel-Guide-Activities)[Montalcino Car Rentals](https://expedia.ca/Car-Rentals-In-Montalcino.d6025631.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6025631/a4fff669-7ab2-4916-b5e4-83b0ec3a76bf.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Montalcino Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Montalcino Vacation

Say goodbye to the hassle of planning and hello to a Montalcino vacation package. With your travel details organized 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](https://www.expedia.ca/Abbazia-Di-SantAntimo-Montalcino.d6077912.Vacation-Attraction), [Tenuta Greppo Franco Biondi Santi](https://www.expedia.ca/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction) and [Fortress of Montalcino](https://www.expedia.ca/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction) 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 vacation is a couple of clicks away with Expedia.

## Top Montalcino Vacation Deals

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

![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/26fd50f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Firenze

Historic Centre of Florence

CA $1,000

per person

Jan 15 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

7.6/10 Good! (1,002 reviews)

Fantastic location, exceptionally good staff, situated close to all amenities, shopping , public transport, site seeing, highly recommended

Reviewed on Dec 11, 2025

![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/862ad26c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aurum Uffizi

Historic Centre of Florence

CA $1,334

per person

Mar 3 - Mar 9

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

The location was great. The breakfast was surprisingly really good. The hot water lasted like five minutes, but I guess it’s European thing but for the price you can’t beat it location phenomenal the rooms are all updated but I went with my two kids, which was fine but my wife could’ve thrown a fit if she’s not accustomed to less than five star accommodation.

Reviewed on Dec 11, 2025

![The St. Regis Florence](https://images.trvl-media.com/lodging/1000000/10000/500/439/88d9ead3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The St. Regis Florence

Historic Centre of Florence

CA $2,653

per person

Jan 15 - Jan 21

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

9.6/10 Exceptional! (261 reviews)

Nice property in a great location.

Reviewed on Jun 29, 2025

![Art Atelier](https://images.trvl-media.com/lodging/5000000/4060000/4053100/4053096/64645dd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Art Atelier

Historic Centre of Florence

CA $1,308

per person

Mar 3 - Mar 9

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Florence (FLR)

9.2/10 Wonderful! (1,001 reviews)

We loved how close everything is! The staff were quick to accommodate our needs and the complimentary breakfast was a nice addition to jumpstart our day.

Reviewed on Dec 4, 2025

![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/205f9600_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Moon Boutique Hotel & Spa

Historic Centre of Florence

CA $1,714

per person

Mar 3 - Mar 9

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Florence (FLR)

9.6/10 Exceptional! (495 reviews)

Everything—the breakfast, the staff, and the cleanliness—was perfect. The room was quiet and supremely comfortable. Highly recommend!

Reviewed on Nov 17, 2025

## Ready to book your vacation to Montalcino?

Choose your dates

## Montalcino Hotel Deals

![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Rosewood Castiglion del Bosco

Localita Castiglion del Bosco Montalcino SI

Fully refundableReserve now, pay when you stay

CA $1,671

CA $1,854 total

Jan 4 - Jan 5, 2026

includes taxes & fees

10/10 Exceptional! (69 reviews)

Wonderful stay

Reviewed on Nov 25, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=2173539&PinnedHotelID=2173539&HadPinnedHotel=true&regionId=6025631)

![Castello di Velona Resort Thermal SPA & Winery](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI

CA $736

CA $826 total

Jan 6 - Jan 7, 2026

includes taxes & fees

8.8/10 Excellent! (338 reviews)

The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing.

Reviewed on Nov 11, 2025

[](https://expedia.ca/Hotel-Search?startDate=06%2F01%2F2026&endDate=07%2F01%2F2026&selected=1037832&PinnedHotelID=1037832&HadPinnedHotel=true&regionId=6025631)

![Mastrojanni Relais](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Mastrojanni Relais

Localita Loreto e San Pio Montalcino SI

Fully refundableReserve now, pay when you stay

CA $581

CA $655 total

Dec 19 - Dec 20

includes taxes & fees

9.8/10 Exceptional! (61 reviews)

This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!!

Reviewed on Dec 1, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F12%2F2025&endDate=20%2F12%2F2025&selected=42576161&PinnedHotelID=42576161&HadPinnedHotel=true&regionId=6025631)

[See all 7,161 properties in Montalcino](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=15%2F12%2F2025&endDate=16%2F12%2F2025&regionId=6025631)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Montalcino

![Fortress of Montalcino](https://mediaim.expedia.com/destination/2/b5ccd5baef96cf0e1be2bd8bc16e0d1e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fortress of Montalcino

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries. 

[](https://expedia.ca/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Vacation-Attraction)

#### 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. 

[](https://expedia.ca/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction)

### What to do in Montalcino

![3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

CA $100

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details)

![Bottaia](https://mediaim.expedia.com/localexpert/1175608/3e83d505-5c45-4a2c-b4f4-b2f1bc743f59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Tasting Tour in One of The Most Beautiful Cellars in the World

CA $48

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/tasting-tour-in-one-of-the-most-beautiful-cellars-in-the-world.a1175608.activity-details)

![Seggiano: Guided Tour of the Olive Grove and Food Tasting](https://mediaim.expedia.com/localexpert/48314154/3c3e6332-4460-423d-8ee4-7953fc5d8637.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Seggiano: Guided Tour of the Olive Grove and Food Tasting

CA $40

per adult

[](https://expedia.ca/things-to-do/seggiano-guided-tour-of-the-olive-grove-and-food-tasting.a48314154.activity-details)

[See all activities in Montalcino](https://expedia.ca/things-to-do/search?rid=6025631)

## Explore a world of travel with Expedia

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- [4 Star Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/4Star-Brunello-Di-Montalcino-Wine-Area-Hotels.s40-0-d6342620.Travel-Guide-Filter-Hotels)
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- [Flights from Brunello di Montalcino Wine Area ](https://www.expedia.ca/lp/flights/6342620/flights-from-brunello-di-montalcino-wine-area)

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- [Tenuta Valdipiatta ](https://www.expedia.ca/Tenuta-Valdipiatta-Montepulciano.d6105004.Vacation-Attraction)
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- [Car rentals near Brunello di Montalcino Wine Area ](https://www.expedia.ca/Car-Rentals-In-Brunello-Di-Montalcino-Wine-Area.d6342620.Car-Rental-Guide)
- [Car rental Buonconvento ](https://www.expedia.ca/Car-Rentals-In-Buonconvento.d6123437.Car-Rental-Guide)
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- [Luxury Car Rentals in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Luxury-Car-Rentals-In-Brunello-Di-Montalcino-Wine-Area.d6342620-tLuxury.Car-Rental-Guide-Class)

- [Brunello di Montalcino Wine Area Vacation Rentals ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Vacation-Rentals.d6342620.Travel-Guide-VacationRentals)

- [Things to do in Sant'Angelo In Colle ](https://www.expedia.ca/Things-To-Do-In-SantAngelo-In-Colle.d6361516.Travel-Guide-Activities)
- [Things to do in Torrenieri ](https://www.expedia.ca/Things-To-Do-In-Torrenieri.d3000025996.Travel-Guide-Activities)

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