Castellina in Chianti

Travel Guide

Castellina in Chianti
Castellina in Chianti
Castellina in Chianti
Castellina in Chianti
Castellina in Chianti

High up on a hill in the Tuscan countryside sits this old town with an ancient castle, centuries-old churches and burial sites that date back to Etruscan times.

Castellina in Chianti is an ancient town of cobblestone streets and old buildings. Situated on a hilltop at the crossroads of three valleys, the town has commanding views of the surrounding countryside. Tour historical churches and fortifications, shop in medieval streets and visit burial sites that are more than 2,000 years old.

Discover Castellina's past in the many centuries-old buildings and ancient sites in and around the town. Explore the Rocca Comunale of Castellina, the old fortress that towers over the rest of the town. It houses an archeological museum featuring relics excavated from the local area. See Bronze Age and Etruscan finds, including an Etruscan chariot and medieval artifacts. While you are at the castle, head up the 14th-century tower for views over the town and the surrounding landscape.

Visit the neo-Romanesque Church of San Salvatore, which was rebuilt after the devastation of World War II. Inside is a 15th-century fresco depicting the Virgin Mary with Child. Walk down the Via delle Volte, a covered passageway that skirts the ancient walls and is lined with shops and restaurants.

A short walking distance from the town centre is Montecalvario, an Etruscan tomb with four burial chambers. Objects that were found here are now on display in the Museum of Archeology of Chianti Senese at Castellina’s Piazza del Comune. Uncover more history at the Etruscan Necropolis of Poggino, a few minutes’ drive from Castellina. The site features five Etruscan tombs that date back to the 6th century B.C.

Enjoy the town's hospitality in the restaurants on Via Ferruccio, the main street. There are also numerous shops along this street.

Reach Castellina in Chianti’s ancient streets, buildings and archeological sites by bus and train from several other Chianti destinations. Note that the train station is a few miles from the town. The nearest international airport is in FlorenceOpens in a new window, which is 31 miles (49.9 kilometres) north.

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
The price is CA $253 per night from May 3 to May 4
CA $253
CA $301 total
May 3 - May 4
includes taxes & fees
Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the breakfast and the pool in ...
9/10 Wonderful! (1,342 reviews)
Great rooftop gym with views of the skyline! Wish the site mentioned the pool was closed for maintenance (which was the main reason I booked the property) but I still got to enjoy laying in the sun on the rooftop. The courtyard was open and comfortable with nice seating, great spot to have an espresso. ...

Reviewed on Apr 21, 2026

The Social Hub Florence Lavagnini
Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
The price is CA $178 per night from May 29 to May 30
CA $178
CA $208 total
May 29 - May 30
includes taxes & fees
Stay at this hostel in Florence. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,005 reviews)
Nice place, budget friendly.

Reviewed on Apr 27, 2026

Plus Florence - Hostel
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
The price is CA $418 per night from May 28 to May 29
CA $418
CA $482 total
May 28 - May 29
includes taxes & fees
Book a stay at this spa hotel in Florence. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ...
9.6/10 Exceptional! (1,228 reviews)
Friendly and helpful staff

Reviewed on Apr 25, 2026

IQ Hotel Firenze
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.
Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Castellina in Chianti Tuscany
Stay at this vacation home in Castellina in Chianti. Enjoy a garden, laundry facilities, and patios. Popular attractions Montecalvario and Castellina Fortress ...
10/10 Exceptional! (153 reviews)
Great farmhouse, wonderful scenery in the vineyards. Great and always helpful host.

Reviewed on Mar 22, 2026

Farmhouse in the heart of the real chiantishire
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views

Castellina in Chianti Siena
Book a stay at this family-friendly villa in Castellina in Chianti. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions Castellina ...
10/10 Exceptional! (64 reviews)
Most beautiful villa for our family for a big birthday. I wanted a fabulous outdoor patio dining table that could manage our group of 12 over looking views and vineyards. I wanted comfortable updated bathrooms, bedrooms for all guests with air conditioning. I wanted a dreamy pool experience sipping ...

Reviewed on Sep 28, 2025

ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills

Siena Tuscany
Book a stay at this family-friendly vacation home in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lilliano Estate ...
9.6/10 Exceptional! (77 reviews)
It was a little tricky finding the villa but worth it. Better instructions would be helpful. The home was lovely. The gardens wonderful. A great respite fromThe city.

Reviewed on Apr 26, 2026

Villa with large garden in the Chianti hills
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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