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

€79
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

€49
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting

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

€49
per adult
90% 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

€65
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

€139
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
Siena Medieval Power Quest: Self-Guided Family Feud Game

Siena Medieval Power Quest: Self-Guided Family Feud Game

€7
per adult
Siena Medieval Power Quest: Self-Guided Family Feud Game
Tuscan wine cellar

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

€149
per adult
100% of travellers recommend
Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner
Small-Group Montepulciano and Pienza Day Trip from Siena

Small-Group Montepulciano and Pienza Day Trip from Siena

€190
per adult
100% of travellers recommend
Small-Group Montepulciano and Pienza Day Trip from Siena
San Gimignano oil mill experience and oil tasting

San Gimignano oil mill experience and oil tasting

€20
per adult
San Gimignano oil mill experience and oil tasting
See all activities in Castellina in Chianti
  • find price illustration

    Explore activities

    Explore thousands of experiences from activities and attractions to day tours and transfer.
  • calendar shield illustration

    Book with ease

    Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities.
  • trophy illustration

    Treat yourself

    Members save % or more when you book activities.

Most popular experiences in Castellina in Chianti

Tours & day trips

See all 472 activities
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

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

Activity duration is 11 hours
8.8 out of 10 with 149 reviews
Free cancellation available
Price is €79 per adult
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with WineOpens in new tab

Private & custom tours

See all 163 activities
Siena: Chianti Classico Winery Tour, Wine Tasting & Lunch

Siena: Chianti Classico Winery Tour, Wine Tasting & Lunch

Activity duration is 1 hour and 30 minutes
10.0 out of 10 with 1 review
Free cancellation available
Price is €48 per adult
Siena: Chianti Classico Winery Tour, Wine Tasting & LunchOpens in new tab

Classes & workshops

See all 75 activities
Siena: Pasta and Tiramisu Small Group Cooking Class with Wine

Siena: Pasta and Tiramisu Small Group Cooking Class with Wine

Activity duration is 3 hours
9.4 out of 10 with 88 reviews
Free cancellation available
The previous price was €74 and current price is €59 per adult
Siena: Pasta and Tiramisu Small Group Cooking Class with WineOpens in new tab

Adventure & outdoor

See all 32 activities
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence

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

Activity duration is 7 hours
10.0 out of 10 with 9 reviews
Free cancellation available
Price is €130 per adult
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from FlorenceOpens in new tab

Air, helicopter & balloon tours

See all 10 activities
Experience the Magic of Tuscany from a Hot Air Balloon

Experience the Magic of Tuscany from a Hot Air Balloon

Activity duration is 3 hours
9.8 out of 10 with 129 reviews
Free cancellation available
Price is €299 per adult
Experience the Magic of Tuscany from a Hot Air BalloonOpens in new tab

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

Monteriggioni

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 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.