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

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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 Palazzo Pretorio.

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
Il Borro - Relais & Châteaux
Il Borro - Relais & Châteaux
Località Borro, 1, San Giustino Valdarno, Loro Ciuffenna, AR
The price is S$807 per night from 29 Apr to 30 Apr
S$807
includes taxes & fees
29 Apr - 30 Apr
Book a stay at this golf farm stay in Loro Ciuffenna. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Il Borro Wines and La Salceta Winery ...
9.2/10 Wonderful! (76 reviews)
"Amazing time with great wine, food, rooms, and adventures!"

Reviewed on 9 Apr, 2025

Il Borro - Relais & Châteaux
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4 out of 5
Via Roma 191, Barberino Tavarnelle, FI
The price is S$176 per night from 12 May to 13 May
S$176
includes taxes & fees
12 May - 13 May
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! (405 reviews)
"The location was beautiful, staff were excellent, property offered everything we needed and more. Will stay again!"

Reviewed on 11 Apr, 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
The price is S$627 per night from 22 Apr to 23 Apr
S$627
includes taxes & fees
22 Apr - 23 Apr
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! (219 reviews)
"Staff, spa and food was all perfect"

Reviewed on 1 Oct, 2024

Castello di Spaltenna- Small Luxury Hotels of the World
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! (272 reviews)
"Everything ok 🙂"

Reviewed on 29 Sep, 2024

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 Uffizi Gallery and Historic Centre ...
9.4/10 Exceptional! (201 reviews)
"Lovely hotel. Nice rooms - but a bit dark. The restaurant was very good and well priced. All of the staff was extremely helpful and accommodating. However without a car this hotel is quite isolated. The town nearby has very limited options for dining and shops."

Reviewed on 30 Mar, 2025

Relais Villa Olmo
Riserva di Fizzano Residence
Riserva di Fizzano Residence
3 out of 5
Localita Fizzano, Castellina in Chianti, SI
Stay at this 3-star family-friendly residence in Castellina in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Walls of Monteriggioni ...
9.8/10 Exceptional! (13 reviews)
Great Place to stay in Tuscany !
"Amazing stay and experience. The property is well maintained and very peaceful. Everyone on the staff is friendly and very excited to have you as a guest. Food was wonderful. 5 stars all around. Convenient location for day trips or to just relax by the pool. Highly recommend"

Reviewed on 6 Jun, 2024

Riserva di Fizzano Residence
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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