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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.
Casa Sola - Chianti Winery
You can enjoy a tasting or tour at Casa Sola - Chianti Winery during your travels to Cortine. Discover the beautiful countryside and wineries in this relaxing area.
"The family that runs this BnB are wonderful. They put together the most wonderful breakfast with fresh and delicious variety of choices. They hand-bake the croissants and the cakes for each morning and homemade yogurt. Everything is just amazing! The terrace is a beautiful place to spend time and catch sunshine while overlooking the Tuscan countryside. It is also a short walk to nearby wineries. However, you can also book tours that take you to multiple sites. Walking around the village is nice...
"We enjoyed our stay at Palagina SO MUCH! I wanted to add another night but our schedule didn't allow. The room had an amazing view to wake up to each morning, it was clean, the pool was awesome (especially the shallow kids section) The grounds and property were absolutely beautiful. We had a rough and stressful day and getting to Palagina really made everything better. It was also great that restaurants and food options were within a 10 minute drive. If we ever get to visit Tuscany again I would...
"Our stay was aboslutely wonderful! The house and farm lies high up in the Tuscan hills and we were immersed in lush greenery with a river flowing nearby. Lorenzo was very welcoming and cooked us a delicious Tuscan dinner every night. We also loved his beautiful dog and two cats who made our stay extra nice! The room was sprakling clean and very cozy. "
"Seniora Aysegül und Senior Güsen waren sehr sehr hilfsbereit. Alles lief unkompliziert ab. Trotz ausgebuchtem Event der Macceleria Checchini haben Sie es möglich gemacht dabei zu sein. Das Zimmer liegt sehr zentral. Danke für alles. Herzliche Grüße, Ali I. Akdogan"
"We loved staying here. Barbara was kind, accommodating and made us feel really welcome. She was super with our little daughter. This place has also a hidden gem of a waterfall at a walking distance from the property. Loro Ciuffenna and its surroundings (including Arezzo) is a wilder and beautiful part of Tuscany who I would recommend visiting to anyone. *****"
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.
Find amazing mountains vacations in Chianti Region
How to plan for a mountain vacation in Chianti Region?
The first step to planning your mountain vacation to Chianti Region is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Chianti Region, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Chianti Region, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Chianti Region mountain vacation.
What amenities should I look for when booking a mountain resort in Chianti Region?
When booking accommodation for your mountain vacation to Chianti Region, check to see if where you're staying has heating. Chianti Region's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Chianti Region vacation package.
Why should I choose a package for my mountain vacation in Chianti Region?
Choosing a package for your Chianti Region vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.
What does a Chianti Region package typically include?
Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Chianti Region . Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Chianti Region vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Chianti Region all-inclusive vacation packages as these include all meals.
How can I book my Chianti Region on Expedia?
Comparing some of the best deals using the search wizard is one of the first steps to booking your Chianti Region mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Chianti Region package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.
Why book your Chianti Region mountain vacation with Expedia?
With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Chianti Region vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.
Can I cancel my mountain vacation package booking?
Yes, as most of Expedia's mountain vacation packages to Chianti Region are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Chianti Region vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Chianti Region vacation packages.
What types of mountain accommodations are available in Chianti Region?
5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Chianti Region. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.