Title: 10 TOP Things to Do in Castellina in Chianti February 2026 | Expedia.co.uk [Castellina in Chianti Travel Guide](https://expedia.co.uk/Castellina-In-Chianti.dx55534)[Hotels in Castellina in Chianti](https://expedia.co.uk/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels)[Flights to Castellina in Chianti](https://expedia.co.uk/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Castellina in Chianti Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castellina-In-Chianti.d55534.Car-Hire-Guide)[Castellina in Chianti Holidays](https://expedia.co.uk/Castellina-In-Chianti.d55534.Holidays-City-Breaks) # What to do in Castellina in Chianti ## Activities, attractions and tours ## Visit Castellina in Chianti Types of activities [Castellina in Chianti travel guide](https://expedia.co.uk/Castellina-in-Chianti.dx55534) ![Castellina in Chianti which includes heritage architecture, religious elements and a church or cathedral](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti which includes heritage architecture, religious elements and a church or cathedral](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti showing a city](https://images.trvl-media.com/place/55534/da8d30ba-b5f0-4b43-bab0-c20ae377f3f8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti which includes animals and farmland](https://images.trvl-media.com/place/553248635823420151/49c24782-82a4-4e12-8d75-9d153c754ee1.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Buondonno Winery featuring a sunset](https://images.trvl-media.com/place/553248635823420151/26fd0e10-17fb-447c-99dc-35ee3880ffed.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Castellina in Chianti Attractions Let Expedia help you to experience the best that Castellina in Chianti has to offer! If you’re planning a trip to Castellina in Chianti, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Castellina in Chianti with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Places of interest in Castellina in Chianti Castellina in Chianti is crammed with must-see places to visit and things to do. We can help you decide where to stay in Castellina in Chianti, and make it a breeze to explore Castellina in Chianti and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Castellina in Chianti to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit to Castellina in Chianti, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Castellina in Chianti. #### Castellina in Chianti attractions Castellina in Chianti has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Castellina in Chianti to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Castellina in Chianti. Looking for things to do in Castellina in Chianti can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Castellina in Chianti or catch up with the vibrant local culture, our guides to Castellina in Chianti attractions ensure that you’ll have a successful trip, whatever the season. Happy trails! --- - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save % or more on select activities, hotels, cars and holiday rentals. [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) --- ## Recommended things to do in Castellina in Chianti | Number of things to do | 349 | | ------------------------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Siena Self Guided Audio Experience](/things-to-do/siena-self-guided-audio-experience.a50886723.activity-details): £5 | | Top 5 things to do | [Siena, San Gimignano, Monteriggioni & Chianti from Florence](/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details)[Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)[Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details)[Chianti Wine & Food Experience with Two Authentic Tastings](/things-to-do/chianti-authentic-experience-with-two-wine-tastings.a177267.activity-details)[Chianti Half Day Wine Tour from Florence](/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) | | Half-day tours | [Casa Emma Wine Tasting](/things-to-do/wine-tasting-in-tuscany.a3575311.activity-details)[Private Wine & Oil Tasting with Lunch](/things-to-do/vineyard-tour-and-tasting-with-lunch-or-dinner.a1097624.activity-details)[Exclusive Wine Tasting in the Historic Centre of Siena](/things-to-do/exclusive-wine-tasting-in-the-historic-centre-of-siena.a48855082.activity-details)[Chianti Classico Gallo Nero tasting in the heart of Siena](/things-to-do/chianti-classico-gallo-nero-tasting-in-the-heart-of-siena.a51387340.activity-details)[Wine Tasting in an Authentic Tuscan Cellar in Radda in Chianti](/things-to-do/wine-tasting-in-an-authentic-tuscan-cellar-in-radda-in-chianti.a50641331.activity-details) | | With kids | [Siena, San Gimignano, Monteriggioni & Chianti from Florence](/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details)[Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)[Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details)[Chianti Wine & Food Experience with Two Authentic Tastings](/things-to-do/chianti-authentic-experience-with-two-wine-tastings.a177267.activity-details)[Chianti Half Day Wine Tour from Florence](/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) | ## What to do in Castellina in Chianti --- ### Popular places to visit ![Castellina in Chianti which includes farmland](https://images.trvl-media.com/place/553248635823420151/ee82ec03-289c-48c5-8d68-58e0a551a93c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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 romantic area. [](https://expedia.co.uk/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Attraction) #### 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 wineries in this quaint area. [](https://expedia.co.uk/City-Hall-Castellina-In-Chianti-Castellina-in-Chianti.d553248635175258965.Attraction) #### Archaeological Museum of Chianti You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area or enjoy its local tours. [](https://expedia.co.uk/Archaeological-Museum-Of-Chianti-Castellina-in-Chianti.d553248621533001050.Attraction) #### 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 walkable area or enjoy its local tours. [](https://expedia.co.uk/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Attraction) #### Lilliano Estate Winery You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano. [](https://expedia.co.uk/Lilliano-Estate-Winery-Castellina-in-Chianti.d873863669629562880.Attraction) #### Walls of Monteriggioni You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your trip to Castellina in Chianti. Discover the beautiful countryside and cosy cafes in this walkable area. [](https://expedia.co.uk/Walls-Of-Monteriggioni-Castellina-in-Chianti.d553248621532497696.Attraction) #### Casina di Cornia Winery You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this quaint area. [](https://expedia.co.uk/Casina-Di-Cornia-Winery-Castellina-in-Chianti.d873855187677331456.Attraction) #### 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. [](https://expedia.co.uk/Mazzei-Winery-Castellina-in-Chianti.d873861688406048768.Attraction) #### Castellina Fortress Learn about the local history of Castellina in Chianti with a stop at Castellina Fortress. Discover the countryside and wineries in this relaxing area. [](https://expedia.co.uk/Castellina-Fortress-Castellina-in-Chianti.d715302045798678528.Attraction) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.co.uk/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. --- ## Day trip destinations from Castellina in Chianti ![Summer landscape in the Chianti region at summer](https://images.trvl-media.com/place/4964/b141debc-6b7c-409e-a0f4-11da2aaa94e0.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Poggibonsi ![Piazza Roma in Monteriggioni where are located the church of Santa Maria Assunta, the Arms Museum and a well dedicated to captain Zeti ](https://images.trvl-media.com/place/5722/e5c0c690-0ecf-4da1-82ce-9fbbc239425f.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monteriggioni ![Radda in Chianti which includes heritage architecture](https://images.trvl-media.com/place/601693/84216199-6a1f-439d-9bcf-6662aca51d50.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Radda in Chianti ![Greve in Chianti featuring a small town or village, heritage architecture and street scenes](https://images.trvl-media.com/place/601773/5996ed07-0c40-428e-8012-8a1db19987c6.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Greve in Chianti ![Panzano in Chianti which includes a small town or village and heritage architecture](https://images.trvl-media.com/place/602564/9621b8fb-6446-40fd-9867-16141a18f40d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Panzano in Chianti ![Toscana-Itália](https://images.trvl-media.com/place/6023366/8cc0c9c9-2845-49e8-921c-4ef4fefb5b26.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Tavarnelle Val di Pesa ![Gaiole in Chianti vineyards and panorama at sunset. Tuscany, Italy](https://images.trvl-media.com/place/6034141/742742ec-2351-4570-b774-e482e8359ccf.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castelnuovo Berardenga ## Frequently asked questions ### Is Castellina in Chianti worth visiting? ### How do I spend a day in Castellina in Chianti? ### What is the top tourist attraction in Castellina in Chianti? ### Is three days enough to stay in Castellina in Chianti? ### What are some activities to do in Castellina in Chianti with kids? > - [Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://expedia.co.uk/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details) > - [Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://expedia.co.uk/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details) > - [Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](https://expedia.co.uk/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details) > - [Chianti Wine & Food Experience with Two Authentic Tastings](https://expedia.co.uk/things-to-do/chianti-authentic-experience-with-two-wine-tastings.a177267.activity-details) > - [Chianti Half Day Wine Tour from Florence](https://expedia.co.uk/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) ### What to do in Castellina in Chianti for adults? ### Are there free things to do in Castellina in Chianti? ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [3 Star Hotels in Radda in Chianti ](https://www.expedia.co.uk/3Star-Radda-In-Chianti-Hotels.s30-0-d601693.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Chianti Region ](https://www.expedia.co.uk/4Star-Chianti-Region-Hotels.s40-0-d603148.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Chianti Region ](https://www.expedia.co.uk/5Star-Chianti-Region-Hotels.s50-0-d603148.Travel-Guide-Filter-Hotels) - [Cavallari Hotels ](https://www.expedia.co.uk/Cavallari-Hotels.d553248622858908079.Travel-Guide-Hotels) - 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