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Discover the most popular places to visit in Chianti Region
Antinori nel Chianti Classico
9.4/10 (16 reviews)
You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.
The Mall Luxury Outlet
8.8/10 (355 reviews)
During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area.
Tenuta Torciano Winery
9.2/10 (40 reviews)
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.
Castle of Brolio
9.2/10 (44 reviews)
You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area.
Verrazzano Castle
9.8/10 (10 reviews)
You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.
Castello di Albola
9.0/10 (9 reviews)
You can enjoy a tasting or tour at Castello di Albola during your travels to Radda in Chianti. Discover the beautiful countryside in this romantic area, or enjoy its local tours.
Piazza Matteotti
9.4/10 (21 reviews)
Find out about the history of Greve in Chianti when you take a trip to Piazza Matteotti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.
Croce del Pratomagno
10.0/10 (2 reviews)
You can learn about the history of Loro Ciuffenna when you stop by Croce del Pratomagno. Discover the countryside in this relaxing area, or seek out the campsites.
"Our family of 5 had a fantastic stay at The House of Swallows. Everything was just as described. Chiara was super welcoming and made sure we had everything we needed for a great stay. The beds were really comfortable - perfect after a full day out and about. She also gave us some awesome local tips, including a biking tour that ended up being one of our favourite parts of the trip. Highly recommend!"
"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...
"Gigantic property! Very cool old chateau feel with the doors, keys & furniture. Remote location in Tuscany. The check-in was a little challenging, as GPS did not bring us to the correct location, but we eventually figured it out. The owners live next door, so they were available for questions, but that means it is a shared backyard with the owners. The kitchen did not have any paper products, such as paper towels or napkins, nor were there any kitchen towels to dry dishes with. Still a...
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.
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.
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Why should I book a package to Chianti Region?
You'll often snag package savings on your Chianti Region vacation when bundling together your flights and accommodation. Expedia even shows you how much you're saving by booking a package. It's not just cheaper prices, either. Packages often have more flexible booking conditions, meaning you're more likely to get a refund in case your 2026 plans change. While booking flights and hotels separately usually requires full payment, Chianti Region vacation packages often let you pay a small upfront deposit to confirm.
How to plan a cheap vacation to Chianti Region?
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