Chianti Region Holidays

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Our pick of the best Chianti Region Hotel Deals

Hotel Ristorante Alcide
Hotel Ristorante Alcide
4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
The price is NZ$102 per night from 5 May to 6 May
NZ$102
per night
5 May - 6 May
8/10 Very Good! (327 reviews)
"Très bien dans l’ensemble Bel ambiance. Très propre."

Reviewed on 7 Oct. 2023

Hotel Ristorante Alcide
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 NZ$226 per night from 28 Apr to 29 Apr
NZ$226
per night
28 Apr - 29 Apr
9.2/10 Wonderful! (324 reviews)
"The food options for vegetarians were few but very delicious. The breakfast spread was excellent. Staff in general were friendly and helpful. The room was clean and comfortable and the views were great. They could improve their gym by replacing or repairing the broken equipment such as the ..."

Reviewed on 8 Apr. 2024

Hotel Borgo di Cortefreda Relais
Castello Vicchiomaggio
Castello Vicchiomaggio
Via Vicchiomaggio, 4, Greve in Chianti, FI
Fully refundableReserve now, pay when you stay
The price is NZ$377 per night from 28 Apr to 29 Apr
NZ$377
per night
28 Apr - 29 Apr
9.4/10 Exceptional! (279 reviews)
"Very nice and updated. Friendly staff. Spectacular views."

Reviewed on 17 Apr. 2024

Castello Vicchiomaggio
See all 4,979 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.

Frequently asked questions

How much does a Chianti Region holiday package cost?
Live it up in Chianti Region from as low as . 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

Image for Historic Center - Downtown

Historic Center - Downtown

Lose yourself in the Renaissance charm of Florence’s old town, where masterpieces by Brunelleschi and Giotto line up alongside cafés, gelato shops and trattorias.

Historic Center - Downtown
Image for Cathedral of Santa Maria del Fiore

Cathedral of Santa Maria del Fiore

4.5/5(58 reviews)

One of the Renaissance’s greatest achievements, the immense dome of the "Cathedral of Saint Mary of the Flower" has become an iconic symbol of the city of Florence.

Cathedral of Santa Maria del Fiore
Image for Uffizi Gallery

Uffizi Gallery

4.5/5(55 reviews)

Superlatives abound for Florence’s Uffizi Gallery: the most famous, most extensive and, some say, most important gallery in the world.

Uffizi Gallery

What to do in Chianti Region

Image for Siena, San Gimignano & Chianti Full Day Trip with Wine Tastings

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

NZ$271
Per adult
Siena, San Gimignano & Chianti Full Day Trip with Wine Tastings
Image for Tuscany Horseback Riding Tour from Siena

Tuscany Horseback Riding Tour from Siena

NZ$132
Per adult
76% of travellers recommend
Tuscany Horseback Riding Tour from Siena
Image for Small-Group San Gimignano and Volterra Day Trip from Siena

Small-Group San Gimignano and Volterra Day Trip from Siena

NZ$316
Per adult
Small-Group San Gimignano and Volterra Day Trip from Siena
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.