Things to do in Castellina in Chianti

Activities, attractions and tours

A stone building with a clock tower, steps leading up to it, and people walking around.
A historic town with medieval architecture, including a prominent tower and closely packed buildings.
A vineyard path with chickens and a white chicken.
A garden with a tree, a building, and a stone wall.
A statue of a clenched fist in front of a stone building with a flag.

Things to do

Siena: Taste Tuscany on a Full Meal Food Tour with a Local

Siena: Guided Walking Food Tour with Full Meal

RM403
per adult
Siena: Guided Walking Food Tour with Full Meal
Chianti Wine and Food Safari

SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence

RM589
per adult
100% of travellers recommend
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting

RM211
per adult
88% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

RM294
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Pasta-making class at a Cesarina's home with tasting - Siena

Pasta-making class at a Cesarina's home with tasting - Siena

RM811
per adult
Pasta-making class at a Cesarina's home with tasting - Siena
Tuscany vespa tour with amazing views

From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting

RM543
per adult
From San Gimignano: Tuscany Vespa Tour, Lunch & Wine Tasting
Small-Group Brunello di Montalcino Wine Tasting from Siena

Brunello di Montalcino Premium Wine Tour from Siena

RM539
per adult
76% of travellers recommend
Brunello di Montalcino Premium Wine Tour from Siena
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What to do in Castellina in Chianti

Stay near popular Castellina in Chianti attractions

Buondonno Winery

9.6/10 (4 reviews)
You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this relaxing area.
See properties
A narrow street with stone buildings, a 'Zona traffico limitato' sign, and people walking.

Radda in Chianti

Frequently asked questions

Is Castellina in Chianti worth visiting?
Offering a blend of walking trails and hiking, there are plenty of things to do in Castellina in Chianti. When you're here, head to Monteriggioni Castle, a major attraction in the area.
How do I spend a day in Castellina in Chianti?
Kick your day off with a visit to Monteriggioni Castle and Castello di Albola. Then, check out other areas of Castellina in Chianti for local dining and a little retail therapy.
What is the top tourist attraction in Castellina in Chianti?
Don't go home without exploring Monteriggioni Castle, rated the top tourist attraction in Castellina in Chianti.
Is three days enough to stay in Castellina in Chianti?
You can easily enjoy leading attractions like Castello di Radda Winery, Casa Sola - Chianti Winery and Castello di Monsanto with a three-day escape to Castellina in Chianti. On average, most travellers plan three days here. There's plenty to experience nearby too, so linger longer and venture to Florence.
What are some activities to do in Castellina in Chianti with kids?
If you're searching for activities and attractions for all the family, check out these fabulous ideas for what to do in Castellina in Chianti with kids.

What to do in Castellina in Chianti for adults?
Casa Sola - Chianti Winery and Castello di Monsanto are just a few of the things to do in Castellina in Chianti. With loads of activities available, there's something here for everyone to experience.
Are there free things to do in Castellina in Chianti?
In Castellina in Chianti, The Rock of Staggia is a top spot for anyone wishing to experience the city without reaching for their wallet. Also, check out the local parks and neighbourhoods, and ask for recommendations from a local tour guide. It's an easy way to discover the best free things to do in Castellina in Chianti.