Chianti Region Holidays

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Top Flight + Hotel Deals in Chianti Region

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

Hotel Villa Kinzica

3 out of 5
Pisa City Centre
per person
28 Mar - 31 Mar
found 5 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.6/10 Good! (726 reviews)
Pros: Location with views of the Tower of Pisa -Charm - Room Key tassel Cons - Old uncomfortable bed- stairs carpet very warn out.

Reviewed on 2 Jan 2025

Hotel Francesco

Hotel Francesco

3 out of 5
Pisa City Centre
per person
28 Mar - 31 Mar
found 5 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.8/10 Good! (238 reviews)
Tidy but old and without charm. The major plus point it’s close to the tower. Walk away to further neighbourhoods for food and drink

Reviewed on 19 Oct 2024

Hotel Caffè Verdi - 24 hours Reception

Hotel Caffè Verdi - 24 hours Reception

3 out of 5
Pisa City Centre
per person
28 Mar - 31 Mar
found 5 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (126 reviews)
This was perfect for a one night stay in Pisa! Clean room with bright big windows (top floor so no worries on privacy) and friendly reception. The cafe downstairs was a perfect quick breakfast as well.

Reviewed on 30 Oct 2024

Hotel Bologna

Hotel Bologna

4 out of 5
Pisa City Centre
per person
28 Mar - 31 Mar
found 5 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (1,003 reviews)
Old property but decent arrangements. The morning staff at the breakfast was rude.

Reviewed on 9 Jan 2025

The Rif - Boutique Hotel

The Rif - Boutique Hotel

3 out of 5
Pisa City Centre
per person
28 Mar - 31 Mar
found 5 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (48 reviews)
This is a very comfortable, renovated hotel with modern, fairly spacious rooms. There’s parking on site (for a fee). The breakfast buffet was outstanding. The location is obviously very convenient to visit the leaning tower.

Reviewed on 19 Oct 2024

Top hotels in Chianti Region

Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
The price is €127 per night from 1 Mar to 2 Mar
€127
includes taxes & fees
1 Mar - 2 Mar
9.2/10 Wonderful! (397 reviews)
"We had a great stay here during Christmas. Lots of options for breakfast."

Reviewed on 27 Dec 2024

Hotel Borgo di Cortefreda Relais
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
The price is €77 per night from 20 Feb to 21 Feb
€77
includes taxes & fees
20 Feb - 21 Feb
9/10 Wonderful! (361 reviews)
"Will come there every time that I’m in Italy!!"

Reviewed on 29 Jan 2025

Villa I Barronci Resort & Spa
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 €50 per night from 9 Feb to 10 Feb
€50
includes taxes & fees
9 Feb - 10 Feb
8/10 Very Good! (438 reviews)
"Very good property"

Reviewed on 26 Sep 2024

Hotel Ristorante Alcide
See all 4,971 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 €319. 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.

Popular places to visit

The Mall Luxury Outlet

4/5(18 reviews)

During your visit to Reggello, 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

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area.

Tenuta Torciano Winery

Verrazzano Castle

You can find out about the history of Greve in Chianti when you stop by Verrazzano Castle. Discover the area's countryside and wineries.

Verrazzano Castle

What to do in Chianti Region

Chianti Wineries Tour with Food and Wine Tasting from Florence

Chianti Wineries Tour with Food and Wine Tasting from Florence

€95
per adult
Chianti Wineries Tour with Food and Wine Tasting from Florence
Chianti Colours and Flavours from Florence

Chianti Wineries Tour with 7 Wine Tastings from Florence

€81
per adult
Chianti Wineries Tour with 7 Wine Tastings from Florence
Siena, San Gimignano and Chianti Full Day Trip with Wine Tastings

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

€154
per adult
Chianti, San Gimignano and Siena Full Day Trip with Wine Tastings
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.