Title: Montalcino Vacation Packages & Trips 2026 from CA $1,933 | 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.

![The Hoxton Florence](https://images.trvl-media.com/lodging/105000000/104900000/104897200/104897196/3780a3c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Hoxton Florence

Historic Centre of Florence

CA $1,933

per person

Apr 20 - Apr 26

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

9.6/10 Exceptional! (205 reviews)

Great hotel - room was lovely - bed

Reviewed on Mar 2, 2026

![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/88283612_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Eurostars Florence Boutique

Historic Centre of Florence

CA $1,960

per person

Apr 20 - Apr 26

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

8.6/10 Excellent! (483 reviews)

The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

![Bernini Palace](https://images.trvl-media.com/lodging/1000000/20000/14000/13999/c71352fb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bernini Palace

Historic Centre of Florence

CA $3,855

per person

May 10 - May 15

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

9.8/10 Exceptional! (1,000 reviews)

Professional, kind staff. Cleanest hotel I have ever stayed at! Perfectly located!

Reviewed on Mar 1, 2026

![Hotel La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/d1c916cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

CA $2,187

per person

Apr 20 - Apr 26

found 20 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

8.8/10 Excellent! (965 reviews)

The staff at breakfast prepare plain scrambled eggs for our 7 month old son and were very sweet! This our second time staying here and we absolutely love the hotel. Location, views, comfort. 10/10!

Reviewed on Feb 28, 2026

![Hotel Santa Maria Novella](https://images.trvl-media.com/lodging/1000000/930000/920500/920451/7b96b723_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Santa Maria Novella

Historic Centre of Florence

CA $3,394

per person

May 18 - May 24

found 10 hours ago

Roundtrip flight included

Montreal (YUL) to Florence (FLR)

9.6/10 Exceptional! (1,000 reviews)

Absolute perfection!!

Reviewed on Mar 3, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_6025631)

## Ready to book your vacation to Montalcino?

Choose your dates

## Montalcino Hotel Deals

![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 $723

CA $811 total

Apr 1 - Apr 2

includes taxes & fees

9/10 Wonderful! (341 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=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=1037832&PinnedHotelID=1037832&HadPinnedHotel=true&regionId=6025631)

![Castiglion del Bosco, A Rosewood Hotel](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/fd17fc16_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Castiglion del Bosco, A Rosewood Hotel

Localita Castiglion del Bosco Montalcino SI

CA $1,767

CA $1,959 total

Mar 21 - Mar 22

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=21%2F03%2F2026&endDate=22%2F03%2F2026&selected=2173539&PinnedHotelID=2173539&HadPinnedHotel=true&regionId=6025631)

![SI Montalcino Hotel](https://images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/04b8b26d_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

SI Montalcino Hotel

Via Osticcio 21 Montalcino SI

9.2/10 Wonderful! (377 reviews)

Beautiful ground, good breakfast, not much service,

Reviewed on Nov 12, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=8662747&PinnedHotelID=8662747&HadPinnedHotel=true&regionId=6025631)

[](https://expedia.ca/Hotel-Search?startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&selected=8662747&PinnedHotelID=8662747&HadPinnedHotel=true&regionId=6025631)

[See all 7,053 properties in Montalcino](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=06%2F03%2F2026&endDate=07%2F03%2F2026&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

#### 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)

#### 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)

### 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 $127

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)

![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)

![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Montepulciano Wine Tasting in the Tuscan Countryside

CA $40

per adult

[](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.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)
- [5 Star Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/5Star-Brunello-Di-Montalcino-Wine-Area-Hotels.s50-0-d6342620.Travel-Guide-Filter-Hotels)
- [Hotels near Abbazia di Sant'Antimo ](https://www.expedia.ca/Abbazia-Di-SantAntimo-Hotels.0-l6077912-0.Travel-Guide-Filter-Hotels)
- [Argiano Hotels ](https://www.expedia.ca/Argiano-Hotels.d3000028975.Travel-Guide-Hotels)
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- [Aparthotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Apart-Hotels.d6342620-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Bed-And-Breakfast.d6342620-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Hostels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hostels.d6342620-aaHostels.Travel-Guide-Accommodation)
- [Beach Hotel Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Beach-Hotel.0-0-d6342620-tBeachHotel.Travel-Guide-Filter-Hotels)
- [Boutique Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Boutique-Hotel.0-0-d6342620-tBoutiqueHotel.Travel-Guide-Filter-Hotels)
- [Cheap Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Cheap-Hotels.0-0-d6342620-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotels & Resorts for Couples in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Couples-Resorts-Hotels.0-0-d6342620-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)
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- [Hotels with a Pool in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Hotel-With-Pool.0-0-d6342620-tHotelwithPool.Travel-Guide-Filter-Hotels)
- [Hotels with Balconies in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Hotels-With-Balconies.0-0-d6342620-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Hotels with Hot Tubs in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Hotels-With-Hot-Tubs.0-0-d6342620-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Hotels with Tennis Courts in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Hotels-With-Tennis-Courts.0-0-d6342620-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels)
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- [Mountain Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Mountain-Hotels.0-0-d6342620-tMountainHotels.Travel-Guide-Filter-Hotels)
- [Pet-Friendly Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Pet-Friendly-Hotel.0-0-d6342620-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
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- [Ski Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Ski-Hotel.0-0-d6342620-tSkiHotel.Travel-Guide-Filter-Hotels)
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- [Winery Hotels in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Hotels-Winery-Hotel.0-0-d6342620-tWineryHotel.Travel-Guide-Filter-Hotels)
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- [Resorts in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Resort-Hotels.d6342620-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area-Townhomes.d6342620-aaTownhomes.Travel-Guide-Accommodation)
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- [Monte Amiata Hotels ](https://www.expedia.ca/Monte-Amiata-Hotels.d553248635149762617.Travel-Guide-Hotels)
- [Poggio alle Mura Hotels ](https://www.expedia.ca/Poggio-Alle-Mura-Hotels.d6285693.Travel-Guide-Hotels)
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- [Vergelle Hotels ](https://www.expedia.ca/Vergelle-Hotels.d3000395568.Travel-Guide-Hotels)

- [Flights to Brunello di Montalcino Wine Area ](https://www.expedia.ca/Cheap-Flights-To-Brunello-Di-Montalcino-Wine-Area.d6342620.Travel-Guide-Flights)
- [Flights to Castelnuovo dell'Abate ](https://www.expedia.ca/Cheap-Flights-To-Castelnuovo-DellAbate.d603290.Travel-Guide-Flights)
- [Flights to Montenero ](https://www.expedia.ca/Cheap-Flights-To-Montenero.d6285656.Travel-Guide-Flights)
- [Flights to San Quirico d'Orcia ](https://www.expedia.ca/Cheap-Flights-To-San-Quirico-DOrcia.d602606.Travel-Guide-Flights)
- [Flights from Brunello di Montalcino Wine Area ](https://www.expedia.ca/lp/flights/6342620/flights-from-brunello-di-montalcino-wine-area)

- [Visit Argiano ](https://www.expedia.ca/Argiano.dx3000028975)
- [Art Studio di Adelina Quadri ](https://www.expedia.ca/Art-Studio-Di-Adelina-Quadri-Pienza.d553248621562145321.Vacation-Attraction)
- [Bagni San Filippo Vacations ](https://www.expedia.ca/Bagni-San-Filippo.d6285851.Destination-Travel-Guides)
- [Visit Bagno Vignoni ](https://www.expedia.ca/Bagno-Vignoni.dx6142908)
- [Brunello di Montalcino Wine Area Vacations ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area.d6342620.Destination-Travel-Guides)
- [Visit Brunello di Montalcino Wine Area ](https://www.expedia.ca/Brunello-Di-Montalcino-Wine-Area.dx6342620)
- [Cantina del Redi ](https://www.expedia.ca/Cantina-Del-Redi-Montepulciano.d553248621533004765.Vacation-Attraction)
- [Cascate del Mulino ](https://www.expedia.ca/Cascate-Del-Mulino-Manciano.d553248621532500047.Vacation-Attraction)
- [Visit Castelnuovo dell'Abate ](https://www.expedia.ca/Castelnuovo-DellAbate.dx603290)
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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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