Chianti Region

Travel Guide

Chianti Region
Chianti Region
Chianti Region
Chianti Region
Chianti Region

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

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

While there might not be top attractions in Il Serraglio, you can explore the larger area and discover places like Antinori nel Chianti Classico and Monastary of Sorelle Clarisse.

Il Serraglio
Hotel Toscana Ambassador

Hotel Toscana Ambassador

4 out of 5
Via Salceto, 11 Poggibonsi SI
The price is CA $86 per night from May 6 to May 7
CA $86
CA $105 total
May 6 - May 7
includes taxes & fees
Book a stay at this business-friendly hotel in Poggibonsi. Enjoy free WiFi, free parking, and 24-hour room service. Our guests praise the helpful staff in our ...
8.2/10 Very Good! (334 reviews)
We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service. If you ever visit Poggibonsi, Tuscany, ...

Reviewed on Nov 27, 2025

Hotel Toscana Ambassador
Relais Vignale & Spa

Relais Vignale & Spa

4 out of 5
Via Pianigiani 9 Radda in Chianti SI
The price is CA $264 per night from May 17 to May 18
CA $264
CA $339 total
May 17 - May 18
includes taxes & fees
Book a stay at this spa hotel in Radda in Chianti. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Castello di Radda Winery and Borgo ...
Relais Vignale & Spa
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 CA $573 per night from Jun 2 to Jun 3
CA $573
CA $647 total
Jun 2 - Jun 3
includes taxes & fees
Book a stay at this spa hotel in Gaiole in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gaiole in Chianti Stadium and Castello ...
9.6/10 Exceptional! (263 reviews)
Hotel located in a gorgeous mountain settings, the views absolutely stunning, the food was ok, fresh and decent choices on the menu. Room was very clean, but moldy smell was still in the room. The service was excellent. Spa i was not impressed at all. Chlorine smell inside the facility, average massage ...

Reviewed on Apr 28, 2026

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 Firenze Certosa camping in town

hu Firenze Certosa camping in town

Via San Cristofano 2 Impruneta FI
Stay at this campground in Impruneta. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Ponte Vecchio and Uffizi Gallery are ...
hu Firenze Certosa camping in town
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

4 out of 5
Via Norcenni 7 Figline e Incisa Valdarno FI
Book a stay at this spa campground in Figline e Incisa Valdarno. Enjoy free parking, 7 outdoor pools, and 3 restaurants. Popular attractions Museum of Terranuova ...
8.6/10 Excellent! (313 reviews)
Beautiful place for family

Reviewed on Jan 2, 2026

Hu Norcenni Girasole Village
Relais Villa Olmo

Relais Villa Olmo

Via Imprunetana Per Tavarnuzze 19 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! (239 reviews)
One of the most hotels we have ever stayed at! I would reccomend to anyone. It’s close to Florence, but just far enough away that you feel like you’re in the Tuscan country side. The winery there is also fantastic!

Reviewed on Apr 29, 2026

Relais Villa Olmo
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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Cities near Chianti Region

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