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

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

HK$705
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

HK$437
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

HK$1,241
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

HK$580
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

HK$1,696
per adult
100% of travellers recommend
Small-Group Montepulciano and Pienza Day Trip from Siena
Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano

Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano

HK$1,740
per adult
96% of travellers recommend
Tuscany Day Trip From Florence With Chianti, Siena and San Gimignano
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

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

HK$437
per adult
90% of travellers recommend
Tuscany Day Trip to Siena & San Gimignano with Optional Wine Tasting
Siena Medieval Power Quest: Self-Guided Family Feud Game

Siena Medieval Power Quest: Self-Guided Family Feud Game

HK$67
per adult
Siena Medieval Power Quest: Self-Guided Family Feud Game
Florence Duomo Cathedral Skip-the-line Guided Tour from Siena

Florence Duomo Guided Tour from Siena by Train

HK$660
per adult
Florence Duomo Guided Tour from Siena by Train
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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 quaint area.
See properties
A vineyard with rows of grapevines, rolling hills, and distant buildings.

Poggibonsi

A cobblestone square with historic buildings, a fountain, and a church with a bell tower.

Monteriggioni

A hillside village with terraced vineyards, historic stone buildings, and a prominent tower.

Panzano in Chianti

A rural landscape with vineyards, rolling hills, and scattered houses.

Tavarnelle Val di Pesa

A vineyard with rows of grapevines under a clear blue sky.

Castelnuovo Berardenga

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.