Chianti Region Holidays from AU$2,803

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Your Chianti Region Holiday

Leave all the planning to us with a Chianti Region holiday package. With everything organised before you leave, the only thing you'll need to do is sit back, relax and experience this destination's wonders to the fullest. The best way to organise your trip to Chianti Region is to start with its top cities, which include San Gimignano, Figline e Incisa Valdarno and Barberino Tavarnelle. From the moment you book your Chianti Region holiday to when you get back home, Expedia will be with you every step of the way.

The Latest Chianti Region Holiday Deals

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

Loggia Fiorentina

1 out of 5
San Lorenzo
per person
12 Jan - 18 Jan
found 10 hours ago
Return direct flight included
Sydney (SYD) to Florence (FLR)
8/10 Very Good! (531 reviews)
the hotel is very clean and the staff very friendly.

Reviewed on 13 Nov. 2024

Hotel Panama

Hotel Panama

3 out of 5
San Lorenzo
per person
12 Jan - 18 Jan
found 10 hours ago
Return direct flight included
Sydney (SYD) to Florence (FLR)
8/10 Very Good! (661 reviews)
No shower curtain or door , water spills everywhere

Reviewed on 1 Nov. 2024

Hotel Mirage

Hotel Mirage

4 out of 5
per person
12 Jan - 18 Jan
found 10 hours ago
Return direct flight included
Sydney (SYD) to Florence (FLR)
7/10 Good! (749 reviews)
Great hotel, close to the airport. The dinner at their restaurant was great.

Reviewed on 28 Oct. 2024

Hotel Ilaria

Hotel Ilaria

4 out of 5
Lucca Historical Center
per person
12 Jan - 18 Jan
found 10 hours ago
Return direct flight included
Sydney (SYD) to Florence (FLR)
9.4/10 Exceptional! (1,002 reviews)
All was as expected.

Reviewed on 17 Nov. 2024

NH Pisa

NH Pisa

4 out of 5
Pisa City Centre
per person
12 Jan - 18 Jan
found 10 hours ago
Return direct flight included
Sydney (SYD) to Florence (FLR)
8/10 Very Good! (1,001 reviews)
Very close to the train station and just a few minutes walk from the shopping district.

Reviewed on 19 Nov. 2024

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Chianti Region Holiday

Chianti Region Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Galileo Galilei Airport (PSA)
Top Sights
Sentierelsa Trail, Castelvecchio Natural Reserve and Valle dellInferno e Bandella

Our pick of the best Chianti Region Hotel Deals

Villa I Barronci Resort & Spa
Villa I Barronci Resort & Spa
4 out of 5
Via Sorripa 10, (GPS: Via Empolese), San Casciano in Val di Pesa, FI
Fully refundableReserve now, pay when you stay
The price is AU$130 per night from 3 Dec to 4 Dec
AU$130
includes taxes & fees
3 Dec - 4 Dec
9.2/10 Wonderful! (345 reviews)
"The views are impressive, and the rooms (villas) are spacious with a beauriful and practical design."

Reviewed on 16 Nov. 2024

Villa I Barronci Resort & Spa
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
Fully refundableReserve now, pay when you stay
The price is AU$110 per night from 1 Dec to 2 Dec
AU$110
includes taxes & fees
1 Dec - 2 Dec
9.2/10 Wonderful! (390 reviews)
"Amazing place, beautiful"

Reviewed on 16 Oct. 2024

Hotel Borgo di Cortefreda Relais
Il Borro - Relais & Châteaux
Il Borro - Relais & Châteaux
Località Borro, 1, San Giustino Valdarno, Loro Ciuffenna, AR
Fully refundableReserve now, pay when you stay
The price is AU$700 per night from 3 Dec to 4 Dec
AU$700
includes taxes & fees
3 Dec - 4 Dec
9/10 Wonderful! (70 reviews)
"This was an amazing property. Would love to come back"

Reviewed on 28 Oct. 2024

Il Borro - Relais & Châteaux
See all 5,034 properties in Chianti Region
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Chianti Region holiday package cost?
Live it up in Chianti Region from as low as AU$2,803. Choose from a wonderful selection of flights, hotels and rental cars to suit your travel style. You can pick up even more discounts when you add a couple of tours or experiences to your package.
How do I get a cheap travel package to Chianti Region?
Find flights that suit your busy schedule, add a hotel to your booking and watch how much you save with a Chianti Region holiday package. It’s that easy! From flights and hotels to rental cars and activities, Expedia is your gateway to cheap travel. And with over 550 air carriers and 1 000 000 properties around the world to pick from, you won’t be short of choice.
Where should I stay in Chianti Region?
Val dElsa is in the top spot on many Chianti Region must-see lists. Collegiate Church of Santa Maria Assunta is one reason why.
What are the top hotels in Chianti Region?
When it comes to hotels in Val dElsa, Grand Hotel Baglioni and Hotel Spadai are among the favourites. If you’re spending time in Greve in Chianti, Hotel Pendini and The Market Urban Hotel will make you feel at home.
How far in advance should I book my Chianti Region holiday?
While prices change from time to time, we generally suggest booking your flight as soon as possible. Many international airfares can be compared on Expedia up to a year in advance. If circumstances have left you booking late, you may still get lucky. Low prices to Chianti Region sometimes emerge only weeks before departure.
What does an Expedia Chianti Region travel package include?
Much of that is up to you. You can pick from a variety of Chianti Region packages, such as a hotel, rental car and flight. You can also book a flight with a hotel, or a flight with a rental car. Once you’ve made your booking, you can add the fun stuff like experiences and tours. Whatever your perfect Chianti Region holiday looks like, get set to save!
What should I know before booking a Chianti Region travel package?
When you book your flights, hotels and car rentals together, you’ll pick up fantastic discounts. Whether you’re organising a mountain getaway in a cabin or would rather stay in a fancy hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Chianti Region Expedia holiday package?
Yes — that’s one of the best things about an Expedia package. You can mix and match your flights, hotels and more. We have more than 550 partner airlines across the globe, so you have loads of choice when creating your Chianti Region adventure.
If I'm not able to travel, can I cancel my Chianti Region holiday package?
Your situation can change in a flash, so yes. You may be able to cancel or amend your Chianti Region holiday package at no cost if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your airline, hotel or car rental company may charge additional fees. Need more information? Look up our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Chianti Region

The Mall Luxury Outlet

4/5(8 reviews)

During your visit to Leccio, you can enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries and stunning cathedral in this walkable area.

The Mall Luxury Outlet

Isole e Olena Winery

You can enjoy a tasting or tour at Isole e Olena Winery during your travels to Barberino Val d'Elsa. Discover the beautiful countryside in this quaint area or enjoy its local tours.

Isole e Olena Winery

What to do in Chianti Region

Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner

Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner

AU$231
Per adult
Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner
Siena, San Gimignano and Chianti Full Day Trip with Wine Tastings

Chianti, San Gimignano and Siena Full Day Trip with Wine Tastings

AU$254
Per adult
Chianti, San Gimignano and Siena Full Day Trip with Wine Tastings
Chianti Wineries Tour with Food and Wine Tasting from Florence

Chianti Wineries Tour with Food and Wine Tasting from Florence

AU$122
Per adult
Chianti Wineries Tour with Food and Wine Tasting from Florence
See all activities in Chianti Region
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.