Chianti Region

Travel Guide

Chianti Region featuring farmland
Chianti Region
Panzano in Chianti featuring food and drinks or beverages
Chianti Region
Panzano in Chianti featuring heritage architecture as well as a couple

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

The Chianti region’s mastery of the grape has made it one of the most famous wine regions of the world. Its wine-growing countryside is simply beautiful with miles of green hills, valleys, vineyards, olive groves and ancient forests. Dotted throughout the landscape are medieval villages with old churches, castles and towers. Tour centuries-old settlements, hike or cycle through the scenic countryside and sample Chianti wines, from new varietals to old favorites.

Chianti has been producing wines for more than 2,000 years, reaching prominence as a wine region in the 13th century. Its best-known appellation is the Chianti Classico, which dates back to 1716. Enjoy tasting sessions in wine bars, restaurants and tours of the region's wineries. No matter where you are staying in Chianti, there will be a winery close to you. Guided tours of the region make traveling between wineries easy.

Spend some time in Chianti’s centuries-old villages. Tour Radda in ChiantiOpens in a new window, a medieval walled town. Visit the 15th-century fortress and Etruscan burial sites of Castellina in ChiantiOpens in a new window. At Greve in ChiantiOpens in a new window find an arcaded, triangular plaza bordered by historical buildings.

Although you can move around Chianti by train, bus and car, consider renting a bike for a cycling trip along country lanes. Combine your love of the outdoors with an appreciation of art at the Chianti Sculpture Park in Pievasciata. Among the oak trees are a number of installations by artists from all over the world.

Chianti is a region that loves to party and festivals, concerts and markets are held throughout the year. Savor the summer wine and food festivals in San Casciano, Tavarnelle and many other places. Visit Impruneta in the fall for its festival celebrating the harvest of the grape. Witness how Panzano in ChiantiOpens in a new window marks the start of spring with a procession in period costumes.

Reach Chianti by flying into PisaOpens in a new window or FlorenceOpens in a new window and using a car or public transportation to explore the region’s history, medieval villages, vineyards and countryside.

Where to stay in Chianti Region

Certaldo Alto

You'll enjoy the museums and monuments in Certaldo Alto. You might want to make time for a stop at Casa del Boccaccio or Church of Saint Jacob and Saint Philip.

Certaldo Alto
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Il Serraglio

Though Il Serraglio may not have many top sights, you can venture to the surrounding area to see attractions like Antinori nel Chianti Classico and Montegufoni Castle.

Il Serraglio
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
The price is S$235 per night from 23 Jun to 24 Jun
S$235
23 Jun - 24 Jun
includes taxes & fees
Stay at this 4-star spa hotel in Barberino Tavarnelle. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (418 reviews)
"The pool was very nice overlooking the hills of Tuscany. The hotel has a nice ambience, rustic but very clean an updated. I like there were big windows that could open to a garden from the room. Getting around was a bit difficult even with a car. Very steep hills and is not so walkable. Very windy ..."

Reviewed on 7 Jun, 2025

Hotel Borgo di Cortefreda Relais
Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the World
5 out of 5
Via Spaltenna 13, Gaiole in Chianti, SI
Stay at this 5-star spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Church of San Sigismondo and Gaiole ...
9.4/10 Exceptional! (226 reviews)
"Amazing place and amazing staff. We had the Most relaxing time. Loved the place and we are coming back for sure."

Reviewed on 9 Jun, 2025

Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Ristorante Alcide
Hotel Ristorante Alcide
4 out of 5
Viale Marconi, 67/A, Poggibonsi, SI
The price is S$96 per night from 22 Jun to 23 Jun
S$96
22 Jun - 23 Jun
includes taxes & fees
Stay at this 4-star business-friendly hotel in Poggibonsi. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our ...
8/10 Very Good! (447 reviews)
"Room was nice and spacious. Air conditioner barely kept up with the heat. Had mosquitoes in the room the second night and don’t know how it got in the room. Overall all it’s a decent place to stay."

Reviewed on 28 May, 2025

Hotel Ristorante Alcide
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.
Hu Norcenni Girasole Village
Hu Norcenni Girasole Village
4 out of 5
Via Norcenni 7, Figline e Incisa Valdarno, FI
Stay at this 4-star spa campground in Figline e Incisa Valdarno. Enjoy free parking, 7 outdoor pools, and 3 restaurants. Popular attractions Franciscan Monastery ...
8.4/10 Very Good! (286 reviews)
"Really nice and very helpful"

Reviewed on 11 Jun, 2025

Hu Norcenni Girasole Village
Relais Villa Olmo
Relais Villa Olmo
Via Imprunetana Per Tavarnuzze 19, Villa l'Olmo, Impruneta, FI
Book a stay at this golf residence in Impruneta. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Ponte Vecchio and Uffizi Gallery ...
9.4/10 Exceptional! (207 reviews)
"Beautiful place!! For sure I will come back!!"

Reviewed on 17 May, 2025

Relais Villa Olmo
Camping Village Il Poggetto
Camping Village Il Poggetto
3 out of 5
Via iI Poggetto 143, Rignano sull'Arno, FI
Stay at this 3-star family-friendly campground in Rignano sull'Arno. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Castello di Volognano ...
8/10 Very Good! (47 reviews)
"Beautiful Tuscan countryside"

Reviewed on 31 May, 2025

Camping Village Il Poggetto
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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