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

Piazza del Campo Siena

Siena and San Gimignano: Small-Group Tour with Lunch from Florence

P10,479
per adult
100% of travellers recommend
Siena and San Gimignano: Small-Group Tour with Lunch from Florence
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

P13,363
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Horseback Ride, visit S.Gimignano, Lunch wine Tasting &much more

Horseback Ride, visit S.Gimignano, Lunch wine Tasting &much more

P13,363
per adult
100% of travellers recommend
Horseback Ride, visit S.Gimignano, Lunch wine Tasting &much more
Tuscan wine cellar

Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner

P10,479
per adult
100% of travellers recommend
Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

P4,572
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Small Group Chianti Wineries Tuscan Lunch San Gimignano and more

Small Group Chianti Wineries Tuscan Lunch San Gimignano and more

P13,363
per adult
100% of travellers recommend
Small Group Chianti Wineries Tuscan Lunch San Gimignano and more
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

P1,551
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

P13,363
per adult
100% of travellers recommend
Small-Group Montepulciano and Pienza Day Trip from Siena
Medieval Centre

Skip the Line: Siena Duomo and City Walking Tour

P2,813
per adult
100% of travellers recommend
Skip the Line: Siena Duomo and City Walking Tour
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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

A historic square with a church, a bell tower, and parked cars.

Greve 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 travelers 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 neighborhoods, 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.