Title: Castiglion Fiorentino Vacation Packages & Trips 2026 from CA $1,924 | Expedia.ca

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![](https://images.trvl-media.com/place/6047858/aaab608c-e23c-4d48-acbe-896e0882191d.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Castiglion Fiorentino Vacation Packages

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#### Your Castiglion Fiorentino Vacation

There's no better way to travel than with one of our vacation packages to Castiglion Fiorentino. The rich history and spectacular views are just two of the convincing reasons to visit this captivating city. If sightseeing is on the agenda during your trip to Castiglion Fiorentino, stop by top attractions like [Villa Bramasole](https://www.expedia.ca/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction), [Piazza della Repubblica](https://www.expedia.ca/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) and [Cathedral of Cortona](https://www.expedia.ca/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction). Whoever you're taking time off with and whatever you want to spend, your ultimate Castiglion Fiorentino vacation is just clicks away with Expedia.

## Top Castiglion Fiorentino Vacation Deals

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

![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 $1,924

per person

Apr 28 - May 2

found 1 day ago

Roundtrip flight included

Montreal (YMQ) 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

![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 $1,984

per person

May 25 - May 31

found 2 hours ago

Roundtrip 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

![Hotel Balestri](https://images.trvl-media.com/lodging/1000000/60000/54100/54094/d6e6f443_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Balestri

Historic Centre of Florence

CA $2,858

per person

Jun 2 - Jun 8

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

9.2/10 Wonderful! (1,005 reviews)

Staff we’re lovely and helpful, room was amazing

Reviewed on Mar 16, 2026

![Il Rivalta - Place of Charme](https://images.trvl-media.com/lodging/46000000/45800000/45790300/45790281/9555d572_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Il Rivalta - Place of Charme

Historic Centre of Florence

CA $2,639

per person

May 6 - May 12

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

9.2/10 Wonderful! (472 reviews)

The room was tremendous - so much so that when we first went in we thought it was a lobby😂. The only issue we had was the shower and sink drains were slow, something the desk wasn’t aware of until we told them. Other than that- the entire stay was amazing.

Reviewed on Mar 17, 2026

![c-hotels Joy](https://images.trvl-media.com/lodging/19000000/18190000/18185500/18185470/18011b0a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### c-hotels Joy

Historic Centre of Florence

CA $2,011

per person

May 11 - May 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

9/10 Wonderful! (1,004 reviews)

Instalaciones en buen estado , todo limpio , y ordenado . El personal de la recepción muy amables Ubicación excelente

Reviewed on Mar 2, 2026

## Ready to book your vacation to Castiglion Fiorentino?

Choose your dates

## Castiglion Fiorentino Hotel Deals

![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

CA $896

CA $992 total

Mar 30 - Mar 31

includes taxes & fees

9.8/10 Exceptional! (228 reviews)

Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly

Reviewed on Nov 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=30%2F03%2F2026&endDate=31%2F03%2F2026&selected=971985&PinnedHotelID=971985&HadPinnedHotel=true&regionId=6047858)

![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hotel Relais II Chiostro di Pienza

Corso Rossellino 26 Pienza SI

Fully refundableReserve now, pay when you stay

CA $142

CA $165 total

Mar 25 - Mar 26

includes taxes & fees

8.8/10 Excellent! (635 reviews)

A little tired, extremely clean, with an amazing staff

Reviewed on Jan 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=893017&PinnedHotelID=893017&HadPinnedHotel=true&regionId=6047858)

![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

Fully refundableReserve now, pay when you stay

CA $387

CA $432 total

Mar 29 - Mar 30

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=23264410&PinnedHotelID=23264410&HadPinnedHotel=true&regionId=6047858)

[See all 6,482 properties in Castiglion Fiorentino](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=19%2F03%2F2026&endDate=20%2F03%2F2026&regionId=6047858)

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)

### What to do in Castiglion Fiorentino

![Oil museum and oil mill in Tuscany: tour and tasting](https://mediaim.expedia.com/localexpert/47137603/cba72fc6-87d4-4e36-971f-bc6dc0d28c6e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Oil museum and oil mill in Tuscany: tour and tasting

CA $32

per adult

[](https://expedia.ca/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.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)

![Montepulciano Wine Tasting with typical Tuscan Cold Cuts](https://mediaim.expedia.com/localexpert/50050116/b42fdd72-c9bb-49c8-8b4d-78b4f50de384.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Montepulciano Wine Tasting with typical Tuscan Cold Cuts

CA $73

per adult

[](https://expedia.ca/things-to-do/montepulciano-wine-tasting-with-typical-tuscan-cold-cuts.a50050116.activity-details)

[See all activities in Castiglion Fiorentino](https://expedia.ca/things-to-do/search?rid=6047858)

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