Chianti Region

Travel Guide

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.
A historic square with a prominent tower and a large open space with people walking.
A plate of bruschetta with tomato topping and a glass of red wine on a stone surface with green leaves in the background.
A bustling square with historic buildings, outdoor cafes, and a prominent tower in the background.
A narrow street with an archway, a no parking sign, and a gas meter.

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.

Hotel Toscana Ambassador

Hotel Toscana Ambassador

4 out of 5
Via Salceto, 11 Poggibonsi SI
The price is ₩99,390 per night from Jul 26 to Jul 27
₩99,390
₩119,452 total
Jul 26 - Jul 27
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! (353 reviews)
"Room was clean, staff was helpful and easy to park."

Reviewed on Jun 27, 2026

Hotel Toscana Ambassador
Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

4 out of 5
Via Sorripa 10 San Casciano in Val di Pesa FI
The price is ₩289,519 per night from Jul 28 to Jul 29
₩289,519
₩328,594 total
Jul 28 - Jul 29
includes taxes & fees
Book a stay at this luxury hotel in San Casciano in Val di Pesa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our ...
9.2/10 Wonderful! (441 reviews)
"An amazing place to stay and relax in Florence. Highly recommend if you want a place to relax and away from the crowds . The staff was very respectful, polite and accommodating. Breakfast was amazing especially the chocolate croissants. Great value for the price. Thank you villa I Barronci!"

Reviewed on Jul 13, 2026

Villa I Barronci Resort & 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
Fully refundableReserve now, pay when you stay
The price is ₩579,774 per night from Aug 9 to Aug 10
₩579,774
₩654,624 total
Aug 9 - Aug 10
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! (277 reviews)
"Very nice calm and relaxing stay"

Reviewed on Jul 11, 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.
Villa San Filippo

Villa San Filippo

4 out of 5
Strada delle Ginestre, 6 Barberino Tavarnelle FI
Book a stay at this family-friendly residence in Barberino Tavarnelle. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Tenuta Torciano ...
8.6/10 Excellent! (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."

Reviewed on Jun 1, 2026

Villa San Filippo
Villa Il Palagio

Villa Il Palagio

Via Il Palagio 59 Rignano sull'Arno FI
Book a stay at this family-friendly apartment in Rignano sull'Arno. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions The Mall Luxury Outlet ...
Villa Il Palagio
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 ...
8.4/10 Very Good! (88 reviews)
"it was pleasant and clean"

Reviewed on Jul 18, 2026

hu Firenze Certosa camping in town
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.

Stay near popular Chianti Region attractions

Cities near Chianti Region