What 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 narrow street lined with buildings, outdoor seating at cafes, and people walking.
Rolling hills, a castle, and vineyards.
A church with a bell tower, a street with stone buildings, a wooden door with pink flowers, and a narrow alley with stone walls.
Wooden wine barrels stacked on shelves in a cellar with stone walls.

Things to do

San Gimignano: Evening Flavors Dinner & Wine tasting

San Gimignano: Evening Flavors Dinner & Wine tasting

฿2,115
per adult
San Gimignano: Evening Flavors Dinner & Wine tasting
Chianti Wine and Food Safari

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

฿4,909
per adult
100% of travellers recommend
SMALL-GROUP Wine Safari: Tuscany Wine Tasting Tour from Florence
Siena Medieval Power Quest: Self-Guided Family Feud Game

Siena Medieval Power Quest: Self-Guided Family Feud Game

฿289
per adult
Siena Medieval Power Quest: Self-Guided Family Feud Game
Pasta-making class at a Cesarina's home with tasting - Siena

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

฿6,759
per adult
Pasta-making class at a Cesarina's home with tasting - Siena
Tuscan, Italian, tiramisu cooking class and tasting 3 wines

Tuscan, Italian, tiramisu cooking class and tasting 3 wines

฿3,210
per adult
Tuscan, Italian, tiramisu cooking class and tasting 3 wines
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

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

฿2,983
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Siena: Tour and Wine Tasting in a Tuscan Private Castle

Siena: Tour and Wine Tasting in a Tuscan Private Castle

฿1,624
per adult
Siena: Tour and Wine Tasting in a Tuscan Private Castle
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

฿2,086
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
See all activities in Castellina in Chianti
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Most fun & popular experiences in Castellina in Chianti

Tours & day trips

See all 446 activities
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

Activity duration is 5 hours and 30 minutes
8.8 out of 10 with 65 reviews
Free cancellation available
Price is ฿918 per adult
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Private & custom tours

See all 166 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 ฿2,249 per adult
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Classes & workshops

See all 63 activities
Siena Pasta & Tiramisu Cooking Class With Wine by Cooking Italy

Siena Pasta & Tiramisu Cooking Class With Wine by Cooking Italy

Activity duration is 3 hours
9.4 out of 10 with 112 reviews
Free cancellation available
The previous price was ฿2,774 and current price is ฿2,358 per adult
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Adventure & outdoor

See all 31 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 10 reviews
Free cancellation available
Price is ฿4,872 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 133 reviews
Free cancellation available
Price is ฿11,207 per adult
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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

Day trip destinations from Castellina in Chianti

A historic castle on a hill with surrounding vineyards and a small house.

Monteriggioni

A stone building with a tower, arched windows, and a red-tiled roof.

Radda in Chianti

A sign for 'Antica Macelleria Falorni' above a building with a brick archway.

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.