Chianti Region

Travel Guide

Chianti Region featuring farmland
Chianti Region featuring farmland
Torre del Mangia
Panzano in Chianti featuring food and drinks or beverages
Piazza del Campo which includes a sunset, a square or plaza and a city

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.

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Where to stay in Chianti Region

City gate Porta al Rivellino, Certaldo alto, Certaldo, Comune in the Metropolitan City of Florence, Tuscany, Italy

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 Monastary of Sorelle Clarisse.

Il Serraglio
Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A Poggibonsi SI
The price is S$76 per night from 15 Mar to 16 Mar
S$76
15 Mar - 16 Mar
includes taxes & fees
Stay at this business-friendly hotel in Poggibonsi. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the helpful staff in their reviews. ...
8/10 Very Good! (480 reviews)
I highly recommended

Reviewed on 14 Oct, 2025

Hotel Ristorante Alcide
Villa La Borghetta Resort

Villa La Borghetta Resort

4 out of 5
Via del Cesto Figline e Incisa Valdarno FI
The price is S$158 per night from 22 Mar to 23 Mar
S$158
22 Mar - 23 Mar
includes taxes & fees
Stay at this spa hotel in Figline e Incisa Valdarno. Enjoy free Wi-Fi, a full-service spa and room service. Popular attractions Franciscan Monastery of St. Francis ...
7.8/10 Good! (88 reviews)
Beautiful experience!

Reviewed on 1 Jul, 2025

Villa La Borghetta Resort
Borgo Vescine

Borgo Vescine

5 out of 5
Località Vescine Radda in Chianti SI
Stay at this luxury hotel in Radda in Chianti. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular ...
9.4/10 Exceptional! (244 reviews)
You are paying for the view!!!! This hotel was not worth the money spent in my opinion. The hotel staff was not very accommodating, though the restaurant staff was lovely. We had to bring our luggage up to our room and back down during check in and check out — no one even offered and trust me it ...

Reviewed on 5 Oct, 2025

Borgo Vescine
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.
Relais Villa Olmo

Relais Villa Olmo

Via Imprunetana Per Tavarnuzze 19 Impruneta FI
Stay at this golf residence in Impruneta. Enjoy free breakfast, free parking and an outdoor pool. Popular attractions Piazzale Michelangelo and Pitti Palace ...
Relais Villa Olmo
hu Firenze Certosa camping in town

hu Firenze Certosa camping in town

Via San Cristofano 2 Impruneta FI
Stay at this campsite in Impruneta. Enjoy free parking, an outdoor pool and a 24-hour front desk. Popular attractions Pitti Palace and Ponte Vecchio are located ...
8/10 Very Good! (59 reviews)
Fantastic! The staff was very helpfull, the rooms were impeacable (and warm) and the dinner at the restaurant was delicious. Better than an hotel in our opinion. Congrats! The only drawback as lack of EV charger... but they said it was coming..

Reviewed on 12 Jan, 2026

hu Firenze Certosa camping in town
Riserva di Fizzano Residence

Riserva di Fizzano Residence

3 out of 5
Localita Fizzano Castellina in Chianti SI
Stay at this family-friendly residence in Castellina in Chianti. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Lilliano Estate Winery ...
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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