Title: Gaiole in Chianti Vacation Packages & Trips 2026 from CA $1,559 | Expedia.ca

[Gaiole in Chianti Travel Guide](https://expedia.ca/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Vacation Rentals in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Vacation-Rentals.d603149.Travel-Guide-VacationRentals)[Flights to Gaiole in Chianti](https://expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Rentals](https://expedia.ca/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide)

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# Gaiole in Chianti Vacation Packages

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#### Your Gaiole in Chianti Vacation

When a city getaway is calling, answer it with a Gaiole in Chianti vacation package. The neighborhood of Badia Coltibuono, which is great for families, nature and walking, makes an excellent base for your adventures. Any trip to Gaiole in Chianti needs a well-crafted itinerary. Fill yours with famous sights like [Castle of Brolio](https://www.expedia.ca/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction), [Meleto Castle](https://www.expedia.ca/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction) and [Castello di Albola](https://www.expedia.ca/Castello-DAlbola-Radda-in-Chianti.d553248621532500720.Vacation-Attraction). Whoever you're going away with and whether your budget is big or small, your dream Gaiole in Chianti vacation is only clicks away with Expedia.

## Top Gaiole in Chianti 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 $1,559

per person

Apr 2 - Apr 7

found 1 hour ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

7.6/10 Good! (1,002 reviews)

Yes, to both questions. Wi-fi needs work.

Reviewed on Feb 7, 2026

![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 $2,615

per person

May 1 - May 7

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Florence (FLR)

9.4/10 Exceptional! (1,002 reviews)

Very good Breakfast with many food options. Great service !

Reviewed on Jan 21, 2026

![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 $1,623

per person

Apr 2 - Apr 7

found 1 hour ago

Roundtrip non-stop flight included

Montreal (YMQ) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

This is not a typical hotel where there is a lobby or staff to greet you . Instead it is a set of apartments in a corner building . The person who let us in was awaiting for us at the door at check in. Breakfast was serve in a buffet style . Staff would ask if you would order something else if you like. Continental breakfast is available .Overall it was comfortable and easy to find . Shops and restaurants are all walking distance.

Reviewed on Jan 15, 2026

![Rivoli Boutique Hotel](https://images.trvl-media.com/lodging/1000000/30000/25100/25023/w2557h3840x3y0-33247bda_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Rivoli Boutique Hotel

Historic Centre of Florence

CA $1,853

per person

Apr 17 - Apr 23

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Florence (FLR)

9/10 Wonderful! (1,000 reviews)

Fourth time staying here. Love this hotel - staff, rooms, location and breakfast

Reviewed on Oct 29, 2025

![Residenza Florentia](https://images.trvl-media.com/lodging/2000000/1140000/1133600/1133528/4a95c46d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Residenza Florentia

Historic Centre of Florence

CA $2,067

per person

Apr 26 - May 2

found 5 hours ago

Roundtrip non-stop flight included

Calgary (YYC) to Florence (FLR)

8.4/10 Very Good! (46 reviews)

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

Reviewed on Jun 12, 2025

## Ready to book your vacation to Gaiole in Chianti?

Choose your dates

## Gaiole in Chianti Hotel Deals

![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13 Gaiole in Chianti SI

9.4/10 Exceptional! (260 reviews)

All good

Reviewed on Oct 20, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=2540741&PinnedHotelID=2540741&HadPinnedHotel=true&regionId=603149)

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=2540741&PinnedHotelID=2540741&HadPinnedHotel=true&regionId=603149)

![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Agriturismo San Sano

Località San Sano Gaiole in Chianti SI

10/10 Exceptional! (82 reviews)

You can never go wrong in Toscana , even in off season . San Sano even more so, hidden from mass tourism.

Reviewed on Nov 9, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true&regionId=603149)

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true&regionId=603149)

![Ultimo Mulino Wellness Country Hotel](https://images.trvl-media.com/lodging/1000000/930000/920300/920216/ddb477f3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Ultimo Mulino Wellness Country Hotel

Localita La Ripresa di Vistareni Gaiole in Chianti SI

8.6/10 Excellent! (146 reviews)

Fantastico

Reviewed on Oct 12, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=920216&PinnedHotelID=920216&HadPinnedHotel=true&regionId=603149)

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=920216&PinnedHotelID=920216&HadPinnedHotel=true&regionId=603149)

[See all 8,265 properties in Gaiole in Chianti](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&regionId=603149)

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 Gaiole in Chianti

#### Medieval Tower of Barbischio

Find out about the history of Gaiole in Chianti when you take a trip to Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area, or enjoy its local tours. 

[](https://expedia.ca/Medieval-Tower-Of-Barbischio-Gaiole-in-Chianti.d6238143.Vacation-Attraction)

#### Church of San Sigismondo

After visiting Church of San Sigismondo, make a plan to see the other sights and activities in Gaiole in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours. 

[](https://expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction)

### What to do in Gaiole in Chianti

![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Siena, San Gimignano, Monteriggioni & Chianti from Florence

CA $84

per adult

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/siena.a553041.activity-details)

![Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://mediaim.expedia.com/localexpert/50461757/3e831945-ea8c-42c0-99b8-ad639429e34c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Siena: Civic Museum and Palazzo Pubblico Entry Ticket

CA $16

per adult

[](https://expedia.ca/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)

![Wine Tasting in Tuscany](https://mediaim.expedia.com/localexpert/3575311/e0ae8813-3d7f-4797-b9dd-5fb830d13057.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Casa Emma Wine Tasting

CA $57

per adult

[](https://expedia.ca/things-to-do/casa-emma-wine-tasting.a3575311.activity-details)

[See all activities in Gaiole in Chianti](https://expedia.ca/things-to-do/search?rid=603149)

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