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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. Visit the churches and wineries in this walkable area.
The Mall Luxury Outlet
8.8/10 (355 reviews)
During your visit to Leccio, you can enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries 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 visit to Castle of Brolio. Discover the beautiful countryside and cosy cafes in this walkable area.
Verrazzano Castle
9.8/10 (10 reviews)
You can find out about the history of Greve in Chianti when you stop by 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 with a stop at Piazza Matteotti. Discover the beautiful countryside in this walkable area or enjoy its local tours.
Meleto Castle
8.6/10 (10 reviews)
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.
What to do in Chianti Region
Express Pasta & Tiramisù Small Group Cooking Class With Unlimited Wine
"We enjoyed our stay immensely. The staff was very accommodating, especially with our two year old. The activities we did (movie night- included; dinner in the olive grove, truffle hunting, & a cooking class- paid) were all lovely experiences. We loved the property grounds."
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent.
One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while...
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.
How to find luxurious holiday packages in Chianti Region?
How to find a luxury holiday in Chianti Region?
Whether you fancy heading off on an unforgettable spa break or relaxing on an all-inclusive vacation, finding your perfect 2026 luxury escape Chianti Region couldn’t be easier. Use Expedia’s filters to find luxury escapes Chianti Region hotels and luxury holiday rentals with the amenities you need to make your holiday extra special.
How to book a luxury holiday in Chianti Region with Expedia?
Once you’ve identified your ideal luxury holiday Chianti Region you simply need to enter your travel dates to view your travel and accommodation options. You can select from luxury holiday rentals to luxury hotels. Use the filters to find luxury escapes Chianti Region deals around your selected dates and you could save money too.
Are luxury holidays in Chianti Region worth the cost?
Memories are priceless so splashing out on luxury getaways to Chianti Region in 2026 can be well worth the extra expense. That said, there are some great value luxury escapes Chianti Region deals available if you’re prepared to book a holiday out of season. Consider booking villas or luxury holiday homes in Chianti Region for a group or larger family holiday to keep costs down.
How do I choose the perfect luxury holiday package for Chianti Region?
Make sure you think carefully about what you want from your luxury holiday in Chianti Region before you book. If you’re taking the kids, click on the “family-friendly” filter to find hotels with facilities they’ll love—along with a pool bar and sauna for the adults to enjoy.
Where can I find excellent deals on luxury holidays in Chianti Region?
Luxury doesn’t have to cost the earth. If you’re looking for discount luxury escapes Chianti Region deals, then Expedia can help. Whether you’re after cost-effective luxury weekend getaways to Chianti Region or a longer trip with luxury hire car, use the filters to access some of the best deals available.
How to find luxury spa Chianti Region holiday packages?
Expedia can help you discover some of the most luxurious spa hotels to fit your budget, taste, and dates. You can compare prices and read reviews before deciding. It’s also often possible to get a luxury holiday Chianti Region with free cancellation too, so you can book with confidence.
How to discover last-minute luxury holiday deals to Chianti Region with Expedia.
While booking ahead is a good way to seal in some great value deals, it’s also possible to access top-notch last-minute luxury escapes to Chianti Region. Simply enter your dates to see what’s on offer, and if you can be flexible about flights and hotels, so much the better for your pocket.
How to find luxury pet-friendly Chianti Region holiday packages?
If you don’t want to leave your pet at home, no problem. It doesn’t mean you have to miss out on luxury facilities. Use the “pet-friendly” filter to find luxury escapes Chianti Region hotels that will welcome your furry friend.
How to find great luxury beach holiday packages in Chianti Region?
To discover some of the most luxurious beach lodgings available, tick the “all-inclusive” and “sea view” filters. You’ll be able to select from a big selection of luxury escape Chianti Region hotels and apartments with direct access to beaches.
Why book luxury holiday packages in Chianti Region with Expedia?
Expedia’s handy travel filters can help you search through a huge number of options and book a luxury escape Chianti Region you’ll never forget. From rooms with a view to resorts with top-rated golf courses, you can customise your vacation and find one that ticks all your boxes.