Title: Montepulciano Vacation Packages & Trips 2026 from CA $1,809 | Expedia.ca

[Montepulciano Travel Guide](https://expedia.ca/Montepulciano.dx601351)[Hotels in Montepulciano](https://expedia.ca/Montepulciano-Hotels.d601351.Travel-Guide-Hotels)[Vacation Rentals in Montepulciano](https://expedia.ca/Montepulciano-Vacation-Rentals.d601351.Travel-Guide-VacationRentals)[Flights to Montepulciano](https://expedia.ca/Cheap-Flights-To-Montepulciano.d601351.Travel-Guide-Flights)[Things to do in Montepulciano](https://expedia.ca/Things-To-Do-In-Montepulciano.d601351.Travel-Guide-Activities)[Montepulciano Car Rentals](https://expedia.ca/Car-Rentals-In-Montepulciano.d601351.Car-Rental-Guide)

![](https://images.trvl-media.com/place/601351/8e058793-a90b-4fbe-bc1c-fe0b632a5e96.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Montepulciano Vacation Packages

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#### Your Montepulciano Vacation

Get to know the hilltop city of Montepulciano with a Montepulciano vacation package and immerse yourself in the best it can offer. From its rich history and cultural experiences to its spectacular views, prepare to fall for the charms of this vibrant destination. A trip to Montepulciano is a superb opportunity to do some sightseeing. Make sure you visit big-name attractions such as [Pienza Cathedral](https://www.expedia.ca/Pienza-Cathedral-Pienza.d6105122.Vacation-Attraction), [Palazzo Piccolomini](https://www.expedia.ca/Palazzo-Piccolomini-Pienza.d6105120.Vacation-Attraction) and [Tenuta Valdipiatta](https://www.expedia.ca/Tenuta-Valdipiatta-Montepulciano.d6105004.Vacation-Attraction). Whoever you're heading away with and whatever your bank balance, your ultimate Montepulciano vacation is only clicks away with Expedia.

## Top Montepulciano Vacation Deals

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

![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 $1,809

per person

Jun 3 - Jun 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) 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

![Hotel Garibaldi Blu](https://images.trvl-media.com/lodging/10000000/9510000/9501700/9501656/c8ccdc67_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Garibaldi Blu

Historic Centre of Florence

CA $3,688

per person

May 26 - Jun 1

found 8 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

9.2/10 Wonderful! (839 reviews)

The staff was helpful and kind, they offered to store our luggage until check in and then when it was check in time, they already had put the luggage in our room. The breakfast was very well stocked and tasty. The staff made recommendations of food places to eat at. They were very kind and attentive and the whole experience was enjoyable.

Reviewed on Mar 14, 2026

![Villa Tolomei Hotel & Resort](https://images.trvl-media.com/lodging/6000000/5950000/5948900/5948813/3d0e0f4f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Villa Tolomei Hotel & Resort

Oltrarno

CA $1,822

per person

May 27 - Jun 2

found 1 hour ago

Roundtrip flight included

Toronto (YYZ) to Florence (FLR)

8.8/10 Excellent! (402 reviews)

Staff is wonderful and kind, very accommodating. We stayed here with a lot of family members for our wedding, we got a beautiful spacious suite with the best courtyard views. The rooms are so beautifully designed, the whole villa is just dreamy and true Tuscany. Breakfast is amazing with so many options and so fresh, so delicious! Service is great too. Overall cannot beat the location. We also held our wedding reception dinner here and the food and service and spaces we used were amazing. They even gave us complimentary bottle of champagne and homemade cookies in our room with a lovely note. Overall, we hope to be back!

Reviewed on Nov 25, 2025

![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 $2,412

per person

May 25 - May 31

found 5 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

8.8/10 Excellent! (971 reviews)

There were no Vineyard views but it is in a decent location in Florence. The "Garden Suite" is a joke. It overlooks a courtyard that was covered in green moss and had a hose strewed about. It was not usable. So there was no view of anything. We opened the window overlooking it at night to get some air and I assume this is why we woke up with lots of bites! We never saw a mosquito though. They told us the AC didn't work. The hotel's elevator is a 1 person elevator that was too scary to use really. Our room was on the seventh floor. The staff did help with bringing the luggage up but if you don't like to climb MANY stairs, this is not the place for you. We tried to upgrade to a third person and this caused quite the comotion and really I feel they charged us in excess by making us upgrade to a suite and then charged more per person. They blamed a communication error but that was really not it! One desk person tried to make it right and was very nice but really in the end fell short. The suite was spacious and nice but the glass shelf in it had not been dusted in quite some time. It had a soaking tub, steam room and sauna, although the sauna and steam room did not work. The rooftop bar has a nice view but it is a workout to get up there! It's also where they serve breakfast and where the workout room is. I would not recommend this hotel.

Reviewed on Mar 17, 2026

![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/a69619e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Moon Boutique Hotel & Spa

Historic Centre of Florence

CA $2,404

per person

Jun 14 - Jun 17

found 22 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Florence (FLR)

9.6/10 Exceptional! (512 reviews)

Staff excellent, room very good, food good. Facilities and location all good. Would be happy return and to recommend to family and friends. Thank you for such a pleasant stay

Reviewed on Mar 17, 2026

## Ready to book your vacation to Montepulciano?

Choose your dates

## Montepulciano Hotel Deals

![Precise Tale Poggio Alla Sala](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/33c1dfc6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10 Montepulciano SI

Fully refundableReserve now, pay when you stay

CA $445

CA $499 total

Mar 27 - Mar 28

includes taxes & fees

9.4/10 Exceptional! (123 reviews)

Perfect escape

Fantastic hotel in an incredible setting. Staff were extremely helpful, attentive and understanding. The perfect location for a relaxing break and a centre for exploring Tuscany

Reviewed on Oct 27, 2025

[](https://expedia.ca/Hotel-Search?startDate=27%2F03%2F2026&endDate=28%2F03%2F2026&selected=90888666&PinnedHotelID=90888666&HadPinnedHotel=true&regionId=601351)

![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/cd88e58c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Albergo San Biagio

Via San Bartolomeo 2 Montepulciano SI

Fully refundableReserve now, pay when you stay

CA $79

CA $94 total

Apr 19 - Apr 20

includes taxes & fees

8.6/10 Excellent! (206 reviews)

Room was a good size and had a lovely view of Montepulciano old town from the balcony. Staff were friendly. Evening meal in restaurant was good and therecwas a good choice for breakfast. Excellent location and vety good value for money.

Reviewed on Mar 10, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=3224141&PinnedHotelID=3224141&HadPinnedHotel=true&regionId=601351)

![AgriHotel Villa Ambra](https://images.trvl-media.com/lodging/3000000/2530000/2524000/2523911/65139c2f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

AgriHotel Villa Ambra

Santalbino Montepulciano SI

Fully refundableReserve now, pay when you stay

CA $91

CA $107 total

Mar 22 - Mar 23

includes taxes & fees

9.2/10 Wonderful! (177 reviews)

The staff was wonderful and the room was clean and spacious. Location is beautiful, breakfast is wonderful, restaurant is also great. Best part of our trip!

Reviewed on Nov 1, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=2523911&PinnedHotelID=2523911&HadPinnedHotel=true&regionId=601351)

[See all 428 properties in Montepulciano](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&regionId=601351)

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 Montepulciano

#### Terme di Montepulciano Spa

Commune with nature and explore the great outdoors at Terme di Montepulciano Spa during your travels in Sant'Albino. While you're here, you can savor the wineries. 

[](https://expedia.ca/Terme-Di-Montepulciano-Spa-Montepulciano.d6169786.Vacation-Attraction)

#### Palazzo Ricci

Learn about the local history of Montepulciano with a stop at Palazzo Ricci. While you're here, you can savor the wineries. 

[](https://expedia.ca/Palazzo-Ricci-Montepulciano.d553248621532500182.Vacation-Attraction)

#### Consorzio del Vino Nobile di Montepulciano

You can enjoy a tasting or tour at Consorzio del Vino Nobile di Montepulciano during your travels to Montepulciano. While you're here, you can savor the wineries. 

[](https://expedia.ca/Consorzio-Del-Vino-Nobile-Di-Montepulciano-Montepulciano.d6105000.Vacation-Attraction)

### What to do in Montepulciano

![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)

![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)

![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 $53

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)

[See all activities in Montepulciano](https://expedia.ca/things-to-do/search?rid=601351)

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- [Tenuta Greppo Franco Biondi Santi ](https://www.expedia.ca/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Vacation-Attraction)
- [Tenuta Valdipiatta ](https://www.expedia.ca/Tenuta-Valdipiatta-Montepulciano.d6105004.Vacation-Attraction)
- [Terme di Montepulciano Spa ](https://www.expedia.ca/Terme-Di-Montepulciano-Spa-Montepulciano.d6169786.Vacation-Attraction)
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- [Pienza Vacation Rentals ](https://www.expedia.ca/Pienza-Vacation-Rentals.d6023645.Travel-Guide-VacationRentals)
- [Val d'Orcia Vacation Rentals ](https://www.expedia.ca/Val-DOrcia-Vacation-Rentals.d6047918.Travel-Guide-VacationRentals)

- [Things to do in Montefollonico ](https://www.expedia.ca/Things-To-Do-In-Montefollonico.d6285797.Travel-Guide-Activities)
- [Things to do in Pienza ](https://www.expedia.ca/Things-To-Do-In-Pienza.d6023645.Travel-Guide-Activities)

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