
Chianti Region Holidays from £474
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Your Chianti Region Holiday
Make putting together your next amazing adventure a breeze with a holiday package to Chianti Region. If it's walking trails, cycling and views you want to experience, Montevarchi is waiting for you. Begin your trip to Chianti Region with a couple of days in San Gimignano visiting popular attractions like Medieval Criminal and Torture Museum and Piazza Duomo. Radda in Chianti is another city that draws crowds from near and far. Castello di Albola and Meleto Castle are two of the top places to see in this destination. Expedia has everything you need when it comes to planning your Chianti Region holiday. From hotels and flights, to car rentals and more, we know how to create a travel experience like no other.
Top Chianti Region Flight + Hotel Deals



Aurum Firenze
Reviewed on 29 Jul 2025

The Moon Boutique Hotel & Spa
Reviewed on 6 Jun 2025

Precise Tale Poggio Alla Sala
Reviewed on 19 Jul 2025
Chianti Region Essential Information
Language | Italian |
---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Closest Airport | Galileo Galilei Airport (PSA) |
Top hotels in Chianti Region

Castello di Spaltenna- Small Luxury Hotels of the World
Reviewed on 16 Jul 2025

Hotel Borgo di Cortefreda Relais
Reviewed on 28 Jul 2025

Hotel Ristorante Alcide
Reviewed on 7 Jul 2025
Popular places to visit

Meleto Castle
Find out about the history of Gaiole in Chianti when you take a trip to Meleto Castle. Discover the beautiful countryside in this walkable area or enjoy its local tours.
Antinori nel Chianti Classico
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Visit the stunning cathedral and wineries in this walkable area.
The Mall Luxury Outlet
During your visit to Reggello, you can enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries and churches in this walkable area.
What to do in Chianti Region

Chianti Wineries Tour with 7 Wine Tastings from Florence

Chianti Wineries Tour with Food and Wine Tasting from Florence

Vintage Fiat 500 Tuscany Drive with Winery Lunch
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.