Things to do in Castellina in Chianti

Find and book activities, attractions and tours

Castellina in Chianti which includes a church or cathedral, religious elements and heritage architecture
Castellina in Chianti featuring a city
Castellina in Chianti which includes farmland and animals
Buondonno Winery featuring a sunset
Castellina in Chianti which includes a statue or sculpture and heritage architecture

Castellina in Chianti Attractions

It isn't hard to find fun things to do in Castellina in Chianti. Educate yourself on the area's history and check out the best tourist attractions in this charming city. Organize your itinerary now so you can hit the deck running when you arrive.

Explore the best sights in Castellina in Chianti with some popular tours & day trips, or try out our list of {400 fun activities in Castellina in Chianti fun activities in Castellina in Chianti}. We have free cancellation and no added fees, so you can relax and concentrate on planning the vacation of a lifetime.

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Most popular activities in Castellina in Chianti

Tours & day trips

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Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

Activity duration is 7 hours
10.0 out of 10 with 7 reviews
Free cancellation available
Price is $221 per adult
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Private & custom tours

See all 137 activities
Siena: Horseback Adventure in the Tuscan Countryside

Siena: Horseback Adventure in the Tuscan Countryside

Activity duration is 1 hour
Free cancellation available
Price is $81 per adult
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History & culture

See all 134 activities
Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence

Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence

Activity duration is 11 hours
10.0 out of 10 with 1 review
Free cancellation available
Price is $64 per adult
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Classes & workshops

See all 51 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
10.0 out of 10 with 1 review
Free cancellation available
Price is $80 per adult
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Adventure & outdoor

See all 23 activities
Chianti Wine and Food Safari

Chianti Wine and Food Safari

Activity duration is 10 hours
10.0 out of 10 with 9 reviews
Free cancellation available
Price is $262 per adult
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Recommended things to do in Castellina in Chianti

Number of things to do
400
Cheapest thing to do on Expedia
Siena Walking Tour with Audio and Written Guide by a local: $8
Top 5 things to do
Under $25
With kids

What to do in Castellina in Chianti

Free Things to Do in Castellina in Chianti

Leave your purse in the hotel. It's a cinch to entertain yourself in Castellina in Chianti without surrendering a cent.

Walls of Monteriggioni - If you want to explore the history of the area through its landmarks, add this one to your travel schedule.

Things to Do in Castellina in Chianti with Kids

There's fun for all the family wherever you wander in Castellina in Chianti. Here are a few family friendly experiences you can do together that are sure to make your break a blast:

 

Looking for sports, concerts, or theater events in Castellina in Chianti? Search event tickets to see what's happening today, or to plan what to do this weekend!

 

 

Discover the most popular places to visit in Castellina in Chianti

Castellina in Chianti which includes farmland

Buondonno Winery

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.

Buondonno Winery

City Hall Castellina In Chianti

City Hall Castellina In Chianti is just one of the places to see in Castellina in Chianti, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and charming coffeehouses in this walkable area.

City Hall Castellina In Chianti

Archaeological Museum of Chianti

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your trip to Castellina in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

Archaeological Museum of Chianti

Casa Vinicola Luigi Cecchi

You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

Casa Vinicola Luigi Cecchi

Walls of Monteriggioni

You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your travels to Castellina in Chianti. Discover the beautiful countryside and charming coffeehouses in this walkable area.

Walls of Monteriggioni

Castellina Fortress

Learn about the local history of Castellina in Chianti when you spend time at Castellina Fortress. Discover the countryside and wineries in this quaint area.

Castellina Fortress

Mazzei Winery

You can enjoy a tasting or tour at Mazzei Winery during your travels to Fonterutoli. You can enjoy the restaurants while in the area.

Mazzei Winery

Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.

Lilliano Estate Winery

Montecalvario

Find out about the history of Castellina in Chianti when you take a trip to Montecalvario. Discover the beautiful countryside and charming coffeehouses in this quaint area.

Montecalvario

 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 

 

Popular day trips from Castellina in Chianti

Monteriggioni

Monteriggioni

Radda in Chianti showing heritage architecture

Radda in Chianti

Greve in Chianti featuring heritage architecture, street scenes and a small town or village

Greve in Chianti

Panzano in Chianti featuring a small town or village and heritage architecture

Panzano in Chianti

Photo by Leanne

Tavarnelle Val di Pesa

Photo by Anjelah

Castelnuovo Berardenga

Barberino Val d'Elsa

Barberino Val d'Elsa

Frequently asked questions

Is Castellina in Chianti worth visiting?
With a mix of walking trails and hiking, there are plenty of things to do in Castellina in Chianti. While you're here, visit Monteriggioni Castle, a top attraction in the area.
How do I spend a day in Castellina in Chianti?
After you've visited major attractions like Monteriggioni Castle and Meleto Castle, spend the rest of your day exploring Castellina in Chianti's shopping and dining scene.
What is the top tourist attraction in Castellina in Chianti?
The top tourist attraction in Castellina in Chianti is Monteriggioni Castle, so make sure to add it to your agenda.
Is three days enough to stay in Castellina in Chianti?
Three days will be enough time to check out some popular city sights, such as Casa Sola - Chianti Winery, Castello di Radda Winery and Buondonno Winery. The average stay in Castellina in Chianti is three days. If you feel the urge to extend your getaway, Florence isn't far away.
What are some activities to do in Castellina in Chianti with kids?
Deciding what to do in Castellina in Chianti with kids is easier than ever. Whether you're traveling with teenagers or toddlers, there are many family-friendly tours and attractions to keep everyone busy here.

What to do in Castellina in Chianti for adults?
Whether you're a culture enthusiast, food lover or thrill seeker, there are lots of things to do in Castellina in Chianti for adults including Casa Sola - Chianti Winery and Buondonno Winery.
Are there free things to do in Castellina in Chianti?
In Castellina in Chianti, The Rock of Staggia is a popular spot for anyone wishing to experience the city without taking their wallet out. Also, stroll around the other neighborhoods and green spaces, and ask a local tour guide for recommendations. It's a great way to explore the best free things to do in Castellina in Chianti.