Title: Castiglion Fiorentino Vacation Packages & Trips 2026 from CA $1,844 | Expedia.ca

[Hotels in Castiglion Fiorentino](https://expedia.ca/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[Vacation Rentals in Castiglion Fiorentino](https://expedia.ca/Castiglion-Fiorentino-Vacation-Rentals.d6047858.Travel-Guide-VacationRentals)[Flights to Castiglion Fiorentino](https://expedia.ca/Cheap-Flights-To-Castiglion-Fiorentino.d6047858.Travel-Guide-Flights)[Castiglion Fiorentino Car Rentals](https://expedia.ca/Car-Rentals-In-Castiglion-Fiorentino.d6047858.Car-Rental-Guide)

![](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

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

Photo by Sophia Field

- ##  
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 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.

![Residenza Florentia](https://images.trvl-media.com/lodging/2000000/1140000/1133600/1133528/da5e2175_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Residenza Florentia

Historic Centre of Florence

CA $1,844

per person

Jun 14 - Jun 20

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Florence (FLR)

8.6/10 Excellent! (47 reviews)

Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

![Hotel Berchielli](https://images.trvl-media.com/lodging/1000000/530000/521300/521260/3061994d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hotel Berchielli

Historic Centre of Florence

CA $2,419

per person

May 6 - May 11

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Florence (FLR)

9.4/10 Exceptional! (1,001 reviews)

Very good Breakfast with many food options. Great service !

Reviewed on Jan 21, 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 $3,428

per person

Jun 12 - Jun 18

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) 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 $2,081

per person

May 9 - May 15

found 1 day ago

Roundtrip flight included

Hamilton (YHM) 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 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 $3,393

per person

Jun 12 - Jun 18

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) 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

## 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)

### 

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

CA $889

CA $991 total

Apr 24 - Apr 25

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=24%2F04%2F2026&endDate=25%2F04%2F2026&selected=971985&PinnedHotelID=971985&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)

### 

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

Fully refundableReserve now, pay when you stay

CA $464

CA $523 total

Apr 9 - Apr 10

includes taxes & fees

[](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=23264410&PinnedHotelID=23264410&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)

### 

Hotel Relais II Chiostro di Pienza

Corso Rossellino 26 Pienza SI

Fully refundableReserve now, pay when you stay

CA $94

CA $113 total

Apr 6 - Apr 7

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=06%2F04%2F2026&endDate=07%2F04%2F2026&selected=893017&PinnedHotelID=893017&HadPinnedHotel=true&regionId=6047858)

[See all 6,504 properties in Castiglion Fiorentino](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F03%2F2026&endDate=28%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 $31

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 $39

per adult

[](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details)

![Cellar Tour & Wine Tasting](https://mediaim.expedia.com/localexpert/3097351/68a40ca2-51b5-4652-b05f-599f0a5eb29d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cellar Tour & Wine Tasting

CA $79

per adult

[](https://expedia.ca/things-to-do/cellar-tour-wine-tasting.a3097351.activity-details)

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

## 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.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app