Title: 10 TOP Things to Do in Castellina in Chianti September 2025 | 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157304-Tuscany.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157506-Chianti-Region.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti which includes animals and farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157672-Castellina-In-Chianti.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157675-Castellina-In-Chianti.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti which includes a statue or sculpture and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157517-Chianti-Region.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! * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ### Most fun & popular experiences in Castellina in Chianti ### Tours & day trips [See all 320 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=ToursDayTrips) ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/183e2e32-2bc9-4a2b-9b14-ce3b16c8add4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Half Day Wine Tour from Florence 5h 30m 8.8/10 54 reviews Free cancellation available £43 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting](https://mediaim.expedia.com/localexpert/329818/686ebe9b-4424-48e3-a5f6-94acd7591fdc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena, San Gimignano, Monteriggioni and Chianti with Lunch & Wine Tasting 11h 8.6/10 130 reviews Free cancellation available £69 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-san-gimignano-monteriggioni-and-chianti-with-lunch-wine-tasting.a329818.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://mediaim.expedia.com/localexpert/236697/0f88e6e6-ef95-4a56-8618-2b7fc4f041a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch 12h 15m 7.8/10 149 reviews Free cancellation available £43 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence](https://mediaim.expedia.com/localexpert/2352995/3c31c3fe-7120-4c91-9786-01bc8b2932c7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence 7h 10/10 8 reviews Free cancellation available £166 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscany-wine-tour.a2352995.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence](https://mediaim.expedia.com/localexpert/46773619/ef900635-4e33-44a5-b043-5a52cc96c076.jpg?impolicy=resizecrop&rw=500&rh=280) ### Medieval Tuscany Experience: Monteriggioni and Val d'Orcia from Florence 11h 10/10 1 review Free cancellation available £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti](https://mediaim.expedia.com/localexpert/4100087/1564dd17-49f0-4fd1-b2ef-8c209068e6b7.jpg?impolicy=resizecrop&rw=500&rh=280) ### VIP Tour: Wine Tasting & Dinner in the Vineyards of Chianti 6h 30m 9/10 15 reviews Free cancellation available £105 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/vip-tour-wine-tasting-dinner-in-the-vineyards-of-chianti.a4100087.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena, San Gimignano, Monteriggioni & Chianti from Florence 8h+ 8.6/10 24 reviews Free cancellation available £57 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena and San Gimignano: Small-Group Tour with Lunch from Florence](https://mediaim.expedia.com/localexpert/1137621/2ce6ba32-d99b-4556-8b0e-90305fa6c8e6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena and San Gimignano: Small-Group Tour with Lunch from Florence 10h 10/10 13 reviews Free cancellation available £130 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-and-san-gimignano-small-group-tour-with-lunch-from-florence.a1137621.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![San Gimignano, Siena and Chianti - Small Group Tour](https://mediaim.expedia.com/localexpert/321506/80527687-31f8-4be3-9eb8-f949818318b6.jpg?impolicy=resizecrop&rw=500&rh=280) ### San Gimignano, Siena and Chianti - Small Group Tour 9h 8.6/10 285 reviews Free cancellation available £104 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/full-day-tuscany-tour-san-gimignano-siena-with-wine-tasting-in-chianti.a321506.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Chianti Authentic Experience with two Wine Tastings](https://mediaim.expedia.com/localexpert/177267/0ec73ce0-4260-4f3b-b3c2-f811015674a8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Authentic Experience with two Wine Tastings 5h 7.2/10 56 reviews Free cancellation available £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/chianti-authentic-experience-with-two-wine-tastings.a177267.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Private & custom tours [See all 124 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=Privatecustomtours) ![Siena: Horseback Adventure in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/48146663/553ab7a1-478e-488c-8bd8-29856eaee45e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Horseback Adventure in the Tuscan Countryside 3h Free cancellation available £140 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Wine & Oil Tasting with Lunch](https://mediaim.expedia.com/localexpert/1097624/5fcd50d5-cbb8-472f-85a1-f7132e12c883.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Wine & Oil Tasting with Lunch 1h 30m Free cancellation available £55 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/vineyard-tour-and-tasting-with-lunch-or-dinner.a1097624.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tour of the historical cellars in Montepulciano](https://mediaim.expedia.com/localexpert/45270989/560c8d2e-6d5f-430d-95ec-8a2ac7eb560e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tour of the historical cellars in Montepulciano 2h 30m Free cancellation available £51 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tour-of-the-historical-cellars-in-montepulciano.a45270989.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Truffle Hunting in Tuscany](https://mediaim.expedia.com/localexpert/3113978/a9f55ec7-b566-49c1-a7df-31ab6ac630ce.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Hunting in Tuscany 8h 10/10 1 review Free cancellation available £331 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/truffle-hunting-in-tuscany.a3113978.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Sarteano: Tasting of oils and bruschetta](https://mediaim.expedia.com/localexpert/48958555/73f80315-b232-4983-9833-86b88acc54fe.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sarteano: Tasting of oils and bruschetta 45m 10/10 1 review Free cancellation available £7 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/sarteano-tasting-of-oils-and-bruschetta.a48958555.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Semi Private Siena and San Gimignano from Rome](https://mediaim.expedia.com/localexpert/585928/c0030797-f308-4ebb-a5a1-c623b1f1e14f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Semi Private Siena and San Gimignano from Rome 12h Free cancellation available £680 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/semi-private-siena-and-san-gimignano-from-rome.a585928.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Day Trip Tuscany Landscape and Wine Tasting from Florence](https://mediaim.expedia.com/localexpert/3241174/5e438f73-b929-4929-a45d-c1b970e3d69b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Day Trip Tuscany Landscape and Wine Tasting from Florence 9h Free cancellation available £288 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/private-day-trip-best-of-tuscany-landscape-and-wine-tour-from-florence.a3241174.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence](https://mediaim.expedia.com/localexpert/1086118/531d041d-c763-468f-9088-d8df86bae6c2.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour in Siena, San Gimignano and Chianti Day Trip from Florence 8h Free cancellation available £602 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/private-tour-in-siena-san-gimignano-and-chianti-day-trip-from-florence.a1086118.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Afternoon of Grape Stomping and Wine Tasting in the Countryside](https://mediaim.expedia.com/localexpert/49815314/f86e30e6-9fb8-4772-8ae8-9de3f382cf2e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Afternoon of Grape Stomping and Wine Tasting in the Countryside 5h £192 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/afternoon-of-grape-stomping-and-wine-tasting-in-the-countryside.a49815314.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscany Experience Private Tour from Florence to Pisa, Siena, S.Gimignano](https://mediaim.expedia.com/localexpert/44480573/af0e9258-fb41-4eed-99e8-12da53e28670.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Experience Private Tour from Florence to Pisa, Siena, S.Gimignano 11h 15m Free cancellation available £784 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/tuscany-experience-private-tour-from-florence-to-pisa-siena-s-gimignano.a44480573.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Classes & workshops [See all 50 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=ClassesWorkshops) ![Siena: Pasta and Tiramisu Small Group Cooking Class with Wine](https://mediaim.expedia.com/localexpert/49774024/816fda58-95b9-44c9-9549-abf3115d8a54.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Pasta and Tiramisu Small Group Cooking Class with Wine 3h 10/10 2 reviews Free cancellation available £60 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-pasta-and-tiramisu-cooking-class-with-wine.a49774024.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Cooking Class on a Family Farm in Chianti with Lunch](https://mediaim.expedia.com/localexpert/3973332/34eba71a-ee48-4eca-86c2-496247412f55.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class on a Family Farm in Chianti with Lunch 4h Free cancellation available £126 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/cooking-lesson-on-the-terrace-of-the-chianti-farm-with-lunch.a3973332.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Homemade Pasta Class and Lunch in the Heart of Chianti](https://mediaim.expedia.com/localexpert/46187763/368d5f1f-ce31-4d9a-9b44-fab34d535806.jpg?impolicy=resizecrop&rw=500&rh=280) ### Homemade Pasta Class and Lunch in the Heart of Chianti 4h Free cancellation available £131 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/homemade-pasta-class-and-lunch-in-the-heart-of-chianti.a46187763.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena countryside: cooking class in a real Tuscan farmhouse](https://mediaim.expedia.com/localexpert/48307488/2cdbdc4c-253d-4c58-ba14-f74d6d209c73.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena countryside: cooking class in a real Tuscan farmhouse 4h Free cancellation available £118 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-countryside-cooking-class-in-a-real-tuscan-farmhouse.a48307488.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscany Jewellery Class - Design and Craft by hand](https://mediaim.expedia.com/localexpert/48041174/d5b0b24f-bdec-4ef6-8f1b-88e7d7952dd1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Jewellery Class - Design and Craft by hand 4h Free cancellation available £174 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/tuscany-highlight-create-your-own-jewellery-in-an-artclass.a48041174.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscan Cooking Class in Central Siena](https://mediaim.expedia.com/localexpert/1052566/82a90dd7-1ba5-4ec6-b34a-3aa8b3dc5534.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class in Central Siena 4h 8/10 4 reviews Free cancellation available £113 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscan-cooking-class-in-central-siena.a1052566.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscan Cooking Class](https://mediaim.expedia.com/localexpert/3177810/362501bb-c03d-442f-bab5-f0d873263dc0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Cooking Class 3h 10/10 2 reviews Free cancellation available £109 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscan-cooking-class.a3177810.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Winemaker For a day: craft your dream blend and take it home](https://mediaim.expedia.com/localexpert/49860591/0c820ade-4c65-4092-abc3-ce89840fb2b8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Winemaker For a day: craft your dream blend and take it home 2h Free cancellation available £51 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/winemaker-for-a-day-craft-your-dream-blend-and-take-it-home.a49860591.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner](https://mediaim.expedia.com/localexpert/48178932/bdefa0b6-2268-4e23-95a2-0f7581dc2fd9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner 4h Free cancellation available £122 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/tuscan-culinary-secrets-unveiled-cooking-class-dinner.a48178932.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![From Siena: Tuscan Cooking Class in a Chianti Farm](https://mediaim.expedia.com/localexpert/231455/7790a6ab-f9cd-4b24-8215-1206bf690e72.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Siena: Tuscan Cooking Class in a Chianti Farm 4h Free cancellation available £100 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/from-siena-tuscan-cooking-class-in-a-chianti-farm.a231455.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Adventure & outdoor [See all 18 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=AdventureOutdoor) ![Chianti Wine and Food Safari](https://mediaim.expedia.com/localexpert/562098/7a7087d5-a4b0-4f6b-bddf-f98cef0a4e42.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wine and Food Safari 10h 10/10 9 reviews Free cancellation available £196 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/chianti-wine-and-food-safari.a562098.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscany Hiking Tour from Siena Including Wine Tasting](https://mediaim.expedia.com/localexpert/1139505/e7076e74-fe99-4b02-a9fc-f527a478919b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Hiking Tour from Siena Including Wine Tasting 4h Free cancellation available £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Chianti Wild Safari Adventure through Tuscan Vineyards](https://mediaim.expedia.com/localexpert/48684548/9f0ef7b3-60f3-403a-974f-520e9670c90f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wild Safari Adventure through Tuscan Vineyards 4h Free cancellation available £95 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/chianti-wild-safari-adventure-through-tuscan-vineyards.a48684548.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![From Florence/Badesse: Chianti quad bike Tour with Wine Tasting](https://mediaim.expedia.com/localexpert/48690613/bd54f0b7-70fd-4b2b-92b2-89dc272305e3.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence/Badesse: Chianti quad bike Tour with Wine Tasting 4h Free cancellation available £166 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/from-florence-badesse-chianti-quad-bike-tour-with-wine-tasting.a48690613.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Small Group Guided Hike to Monteriggioni from Siena](https://mediaim.expedia.com/localexpert/232407/0d19fd5d-5e98-42d2-a871-5b1f71a11bec.jpg?impolicy=resizecrop&rw=500&rh=280) ### Small Group Guided Hike to Monteriggioni from Siena 4h 2/10 1 review Free cancellation available £48 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/small-group-guided-hike-to-monteriggioni-from-siena.a232407.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Taste of Tuscany Tour](https://mediaim.expedia.com/localexpert/49838127/2c8767a9-ec78-45f3-b3ce-7a8ff49db236.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Taste of Tuscany Tour 9h Free cancellation available £253 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/private-taste-of-tuscany-tour.a49838127.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Full-Day Chianti Bike Tour from Siena](https://mediaim.expedia.com/localexpert/229287/ccea3909-89dd-49b1-9be4-0e24c8ab251c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Full-Day Chianti Bike Tour from Siena 6h 30m 10/10 2 reviews Free cancellation available £113 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/full-day-chianti-bike-tour-from-siena.a229287.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Tuscan meal with Wine and EVO oil tasting](https://mediaim.expedia.com/localexpert/1097603/e6a6f35d-6b38-4f32-9777-16145adb7681.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscan meal with Wine and EVO oil tasting 1h 30m 10/10 1 review Free cancellation available £55 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/vineyard-tour-with-wine-olive-oil-tasting-and-tuscan-meal.a1097603.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Quad Tour quad bike Adventure in Chianti. Lunch and Wine Tasting](https://mediaim.expedia.com/localexpert/3104468/5f23d1bc-d146-46f9-969c-42b9f7b8c06b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Quad Tour quad bike Adventure in Chianti. Lunch and Wine Tasting 8h Free cancellation available £279 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/quad-tour-quad-bike-adventure-in-chianti-lunch-and-wine-tasting.a3104468.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscany By E-Bike from Florence](https://mediaim.expedia.com/localexpert/512295/3167280f-d65a-4621-988d-7541b5fe1182.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany By E-Bike from Florence 6h 30m+ 5/10 1 review Free cancellation available £131 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/tuscany-by-e-bike-from-florence.a512295.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Shows & concerts [See all 7 activities](https://expedia.co.uk/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=ShowsConcerts) ![Siena’s Ultimate Food Tour: Full Tuscan Meal with a Local](https://mediaim.expedia.com/localexpert/49104159/3aac937d-82c7-44a3-9d8d-71f86ebce1d0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena’s Ultimate Food Tour: Full Tuscan Meal with a Local 3h Free cancellation available £78 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/siena-walking-food-tour-with-tastings.a49104159.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner](https://mediaim.expedia.com/localexpert/48178932/bdefa0b6-2268-4e23-95a2-0f7581dc2fd9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner 4h Free cancellation available £122 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.co.uk/things-to-do/tuscan-culinary-secrets-unveiled-cooking-class-dinner.a48178932.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Italian Opera in Siena Experience](https://mediaim.expedia.com/localexpert/1137911/9f040549-337c-4d20-a41a-77d665824a22.jpg?impolicy=resizecrop&rw=500&rh=280) ### Italian Opera in Siena Experience 1h 20m 10/10 1 review Free cancellation available £25 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/italian-opera-experience.a1137911.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Vineyard Walk, Lunch or Dinner with Wine Tasting](https://mediaim.expedia.com/localexpert/49299919/7b92ea4a-d975-4273-911a-03a0fb013cc6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Vineyard Walk, Lunch or Dinner with Wine Tasting 3h Free cancellation available £74 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/vineyard-walk-lunch-or-dinner-with-wine-tasting.a49299919.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner](https://mediaim.expedia.com/localexpert/48107984/1488a9ec-3bef-4232-8441-34d80298e961.jpg?impolicy=resizecrop&rw=500&rh=280) ### Barberino Tavarnelle: Truffle Hunt Tour with Lunch or Dinner 3h Free cancellation available £205 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/barberino-tavarnelle-truffle-hunt-tour-with-lunch-or-dinner.a48107984.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Truffle Dinner, Truffle Dogs & Orchard Tour](https://mediaim.expedia.com/localexpert/50462008/6c8a623c-90b0-41e9-be7c-146685ea7101.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Dinner, Truffle Dogs & Orchard Tour 3h Free cancellation available £218 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/truffle-dinner-truffle-dogs-orchard-tour.a50462008.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena: Intimate Opera Concert & Tour in Piazza del Campo](https://mediaim.expedia.com/localexpert/46232486/26e19f67-b7d2-4fc9-bcd7-d7cab6116d86.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Intimate Opera Concert & Tour in Piazza del Campo 1h 15m Free cancellation available £77 includes taxes & fees per adult [](https://www.expedia.co.uk/things-to-do/opera-and-wine-entry-tickets-val-dorcia-in-tuscany.a46232486.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ## Recommended things to do in Castellina in Chianti | Number of things to do | 366 | | --- | --- | | Cheapest thing to do on Expedia | [Siena Walking Tour with Audio and Written Guide by a local](https://expedia.co.uk/things-to-do/siena-walking-tour-with-audio-and-written-guide-by-a-local.a48944099.activity-details): £6 | | Top 5 things to do | - [From Florence: Dinner in Chianti Vineyards with Wine Tasting](https://expedia.co.uk/things-to-do/dinner-in-chianti-vineyards-with-wine-tasting.a399596.activity-details) - [Vintage Fiat 500 Tuscany Drive with Winery Lunch](https://expedia.co.uk/things-to-do/vintage-fiat-500-tuscany-drive-with-winery-lunch.a235711.activity-details) - [Vespa experience on Chianti roads from Florence](https://expedia.co.uk/things-to-do/vespa-experience-on-chianti-roads-from-florence.a512342.activity-details) - [Full-Day Tour of Chianti by Vespa with Lunch from Siena](https://expedia.co.uk/things-to-do/full-day-tour-of-chianti-by-vespa-with-lunch-from-siena.a229267.activity-details) - [Chianti Wild Safari Adventure through Tuscan Vineyards](https://expedia.co.uk/things-to-do/chianti-wild-safari-adventure-through-tuscan-vineyards.a48684548.activity-details) | | Half-day tours | - [Winemaker For a day: craft your dream blend and take it home](https://expedia.co.uk/things-to-do/winemaker-for-a-day-craft-your-dream-blend-and-take-it-home.a49860591.activity-details) - [Wine Loves Food: The Perfect Tuscan Lunch & Wine Pairing Secrets](https://expedia.co.uk/things-to-do/wine-tasting-with-transport-in-italy.a50040821.activity-details) - [Cooking Class in Tuscany](https://expedia.co.uk/things-to-do/cooking-class-in-tuscany.a5108581.activity-details) - [Siena: Pasta and Tiramisu Small Group Cooking Class with Wine](https://expedia.co.uk/things-to-do/siena-pasta-and-tiramisu-cooking-class-with-wine.a49774024.activity-details) - [Siena: Horseback Adventure in the Tuscan Countryside](https://expedia.co.uk/things-to-do/siena-horseback-adventure-in-the-tuscan-countryside.a48146663.activity-details) | | With kids | - [From Florence: Dinner in Chianti Vineyards with Wine Tasting](https://expedia.co.uk/things-to-do/dinner-in-chianti-vineyards-with-wine-tasting.a399596.activity-details) - [Full-Day Tour of Chianti by Vespa with Lunch from Siena](https://expedia.co.uk/things-to-do/full-day-tour-of-chianti-by-vespa-with-lunch-from-siena.a229267.activity-details) - [Chianti Wild Safari Adventure through Tuscan Vineyards](https://expedia.co.uk/things-to-do/chianti-wild-safari-adventure-through-tuscan-vineyards.a48684548.activity-details) - [Tuscany By E-Bike from Florence](https://expedia.co.uk/things-to-do/tuscany-by-e-bike-from-florence.a512295.activity-details) - [Wine Loves Food: The Perfect Tuscan Lunch & Wine Pairing Secrets](https://expedia.co.uk/things-to-do/wine-tasting-with-transport-in-italy.a50040821.activity-details) | ## What to do in Castellina in Chianti * * * ### Popular places to visit ![Castellina in Chianti which includes farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157305-Tuscany.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 relaxing 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 cosy cafes in this walkable 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 quaint area or enjoy its local tours. [](https://expedia.co.uk/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.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 wineries in this walkable area. [](https://expedia.co.uk/Walls-Of-Monteriggioni-Castellina-in-Chianti.d553248621532497696.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 quaint area. [](https://expedia.co.uk/Castellina-Fortress-Castellina-in-Chianti.d715302045798678528.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) #### 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) #### Montecalvario Find out about the history of Castellina in Chianti with a stop at Montecalvario. Discover the beautiful countryside and cosy cafes in this walkable area. [](https://expedia.co.uk/Montecalvario-Castellina-in-Chianti.d553248621533001049.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 ![Monteriggioni](https://mediaim.expedia.com/destination/1/61b7f5fdafadc1f09ff9b9ca09da3e55.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monteriggioni [](https://expedia.co.uk/Monteriggioni.dx5722) ![Radda in Chianti which includes heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157516-Chianti-Region.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Radda in Chianti [](https://expedia.co.uk/Radda-In-Chianti.dx601693) ![Greve in Chianti featuring a small town or village, heritage architecture and street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157695-Greve-In-Chianti.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Greve in Chianti [](https://expedia.co.uk/Greve-In-Chianti.dx601773) ![Panzano in Chianti which includes a small town or village and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157696-Panzano-In-Chianti.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Panzano in Chianti [](https://expedia.co.uk/Panzano-In-Chianti.dx602564) ![Photo by Leanne](https://mediaim.expedia.com/destination/2/3784ae6018bab5466a85e9dfa91f66e7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Tavarnelle Val di Pesa [](https://expedia.co.uk/Tavarnelle-Val-Di-Pesa.dx6023366) ![Photo by Anjelah](https://mediaim.expedia.com/destination/2/18a62aeb10ba1f49080fd123d08d1c64.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castelnuovo Berardenga [](https://expedia.co.uk/Castelnuovo-Berardenga.dx6034141) ## 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. > > > > - [From Florence: Dinner in Chianti Vineyards with Wine Tasting](https://expedia.co.uk/things-to-do/dinner-in-chianti-vineyards-with-wine-tasting.a399596.activity-details) > - [Full-Day Tour of Chianti by Vespa with Lunch from Siena](https://expedia.co.uk/things-to-do/full-day-tour-of-chianti-by-vespa-with-lunch-from-siena.a229267.activity-details) > - [Chianti Wild Safari Adventure through Tuscan Vineyards](https://expedia.co.uk/things-to-do/chianti-wild-safari-adventure-through-tuscan-vineyards.a48684548.activity-details) > - [Tuscany By E-Bike from Florence](https://expedia.co.uk/things-to-do/tuscany-by-e-bike-from-florence.a512295.activity-details) > - [Wine Loves Food: The Perfect Tuscan Lunch & Wine Pairing Secrets](https://expedia.co.uk/things-to-do/wine-tasting-with-transport-in-italy.a50040821.activity-details) ### 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. ## 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) - [Apartments in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Apartments.d603148-aaApartments.Travel-Guide-Accommodation) - [B&B in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Bed-And-Breakfasts.d603148-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Cabin Rentals in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Cabins.d603148-aaCabins.Travel-Guide-Accommodation) - [Caravan Parks in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Caravan-Parks.d603148-aaCaravanParks.Travel-Guide-Accommodation) - [Adults Only Resorts & in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Adults-Only-Resorts.0-0-d603148-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Family-Friendly Hotels in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Family-Friendly-Hotel.0-0-d603148-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Breakfast in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Hotel-With-Breakfast.0-0-d603148-thotelwithbreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Restaurant in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Hotel-With-Restaurant.0-0-d603148-thotelwithrestaurant.Travel-Guide-Filter-Hotels) - [Hotels with Pool in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Hotels-With-Pool.0-0-d603148-tHotelswithPool.Travel-Guide-Filter-Hotels) - [Lakeside Hotels in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Lakeside-Hotel.0-0-d603148-tlakesidehotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Luxury-Hotel.0-0-d603148-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Relais & Chateaux Hotels in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Relais-Chateaux.0-0-d603148--bRelaisChateaux.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Romantic-Hotel.0-0-d603148-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Spa-Hotels.0-0-d603148-tSpaHotels.Travel-Guide-Filter-Hotels) - [Wedding Hotels in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Wedding-Hotel.0-0-d603148-tWeddingHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Chianti Region](https://www.expedia.co.uk/Chianti-Region-Hotels-Winery-Hotels.0-0-d603148-tWineryHotels.Travel-Guide-Filter-Hotels) - [Chianti Region Hotels](https://www.expedia.co.uk/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels) - [Cignano Hotels](https://www.expedia.co.uk/Cignano-Hotels.d553248622858952310.Travel-Guide-Hotels) - [Cortine Hotels](https://www.expedia.co.uk/Cortine-Hotels.d553248622858995402.Travel-Guide-Hotels) - [Fonterutoli Hotels](https://www.expedia.co.uk/Fonterutoli-Hotels.d6342141.Travel-Guide-Hotels) - [Hotels near Il Molino di Grace Winery](https://www.expedia.co.uk/Il-Molino-Di-Grace-Winery-Hotels.0-l6333570-0.Travel-Guide-Filter-Hotels) - [Lucarelli Hotels](https://www.expedia.co.uk/Lucarelli-Hotels.d3000384348.Travel-Guide-Hotels) - [Monsanto Hotels](https://www.expedia.co.uk/Monsanto-Hotels.d553248622859260555.Travel-Guide-Hotels) - [Panzano in Chianti Hotels](https://www.expedia.co.uk/Panzano-In-Chianti-Hotels.d602564.Travel-Guide-Hotels) - [Boutique Hotels in Radda in Chianti](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Boutique-Hotel.0-0-d601693-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Wedding Hotels in Radda in Chianti](https://www.expedia.co.uk/Radda-In-Chianti-Hotels-Wedding-Hotel.0-0-d601693-tWeddingHotel.Travel-Guide-Filter-Hotels) - [Radda in Chianti Hotels](https://www.expedia.co.uk/Radda-In-Chianti-Hotels.d601693.Travel-Guide-Hotels) - [Villas in Radda in Chianti](https://www.expedia.co.uk/Radda-In-Chianti-Villas.d601693-aaVillas.Travel-Guide-Accommodation) - [San Donato in Poggio Hotels](https://www.expedia.co.uk/San-Donato-In-Poggio-Hotels.d6292835.Travel-Guide-Hotels) - [San Leonino Hotels](https://www.expedia.co.uk/San-Leonino-Hotels.d553248635975861535.Travel-Guide-Hotels) - [Sicelle Hotels](https://www.expedia.co.uk/Sicelle-Hotels.d6343024.Travel-Guide-Hotels) - [Villas in Sicelle](https://www.expedia.co.uk/Sicelle-Villas.d6343024-aaVillas.Travel-Guide-Accommodation) - [Vagliagli Hotels](https://www.expedia.co.uk/Vagliagli-Hotels.d6047102.Travel-Guide-Hotels) - [Flights to Chianti Region](https://www.expedia.co.uk/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights) - [Flights to Monsanto](https://www.expedia.co.uk/Cheap-Flights-To-Monsanto.d553248622859260555.Travel-Guide-Flights) - [Flights to Panzano in Chianti](https://www.expedia.co.uk/Cheap-Flights-To-Panzano-In-Chianti.d602564.Travel-Guide-Flights) - [Flights to Radda in Chianti](https://www.expedia.co.uk/Cheap-Flights-To-Radda-In-Chianti.d601693.Travel-Guide-Flights) - [Flights to San Donato in Poggio](https://www.expedia.co.uk/Cheap-Flights-To-San-Donato-In-Poggio.d6292835.Travel-Guide-Flights) - [Archaeological Museum of Chianti](https://www.expedia.co.uk/Archaeological-Museum-Of-Chianti-Castellina-in-Chianti.d553248621533001050.Attraction) - [Buondonno Winery](https://www.expedia.co.uk/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Attraction) - [Castellina Fortress](https://www.expedia.co.uk/Castellina-Fortress-Castellina-in-Chianti.d715302045798678528.Attraction) - [Chianti Region Holidays](https://www.expedia.co.uk/Chianti-Region.d603148.Holidays-City-Breaks) - [Visit Chianti Region](https://www.expedia.co.uk/Chianti-Region.dx603148) - [Visit Cignano](https://www.expedia.co.uk/Cignano.dx553248622858952310) - [Visit Colle Petroso](https://www.expedia.co.uk/Colle-Petroso.dx553248622858970030) - [Fattoria di Montecchio](https://www.expedia.co.uk/Fattoria-Di-Montecchio-Barberino-Tavarnelle.d553248621532497727.Attraction) - [Il Molino di Grace Winery](https://www.expedia.co.uk/Il-Molino-Di-Grace-Winery-Greve-in-Chianti.d6333570.Attraction) - [Visit Lornano](https://www.expedia.co.uk/Lornano.dx3000027679) - [Monsanto Holidays](https://www.expedia.co.uk/Monsanto.d553248622859260555.Holidays-City-Breaks) - [Visit Monsanto](https://www.expedia.co.uk/Monsanto.dx553248622859260555) - [Visit Panzano in Chianti](https://www.expedia.co.uk/Panzano-In-Chianti.dx602564) - [Pieve di San Leolino](https://www.expedia.co.uk/Pieve-Di-San-Leolino-Greve-in-Chianti.d553248635976415397.Attraction) - [Radda in Chianti Holidays](https://www.expedia.co.uk/Radda-In-Chianti.d601693.Holidays-City-Breaks) - [Visit Radda in Chianti](https://www.expedia.co.uk/Radda-In-Chianti.dx601693) - [Visit Sicelle](https://www.expedia.co.uk/Sicelle.dx6343024) - [All inclusive Holiday Packages Chianti Region](https://www.expedia.co.uk/lp/theme-holidays/all-inclusive-holidays/603148/Chianti-Region) - [Honeymoon Holiday Packages Chianti Region](https://www.expedia.co.uk/lp/theme-holidays/honeymoon-holidays/603148/Chianti-Region) - [Car hire near Chianti Region](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Chianti-Region.d603148.Car-Hire-Guide) - [Car hire Panzano in Chianti](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Panzano-In-Chianti.d602564.Car-Hire-Guide) - [Car hire Radda in Chianti](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Radda-In-Chianti.d601693.Car-Hire-Guide) - [Car hire San Donato in Poggio](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-San-Donato-In-Poggio.d6292835.Car-Hire-Guide) - [Ok Mobility Rental Cars in Chianti Region](https://www.expedia.co.uk/OK-Mobility-Car-Rentals-In-Chianti-Region.d603148-c1057.Car-Rental-Guide-Suppliers) - [Chianti Region Holiday Rentals](https://www.expedia.co.uk/Chianti-Region-Holiday-Rentals.d603148.Travel-Guide-HolidayRentals) - [Monsanto Holiday Rentals](https://www.expedia.co.uk/Monsanto-Holiday-Rentals.d553248622859260555.Travel-Guide-HolidayRentals) - [Panzano in Chianti Holiday Rentals](https://www.expedia.co.uk/Panzano-In-Chianti-Holiday-Rentals.d602564.Travel-Guide-HolidayRentals) - [Vagliagli Holiday Rentals](https://www.expedia.co.uk/Vagliagli-Holiday-Rentals.d6047102.Travel-Guide-HolidayRentals) - [Things to do in Barberino Val d'Elsa](https://www.expedia.co.uk/Things-To-Do-In-Barberino-Val-DElsa.d6046188.Travel-Guide-Activities) - [Things to do in Casole d'Elsa](https://www.expedia.co.uk/Things-To-Do-In-Casole-DElsa.d603292.Travel-Guide-Activities) - [Things to do in Certaldo](https://www.expedia.co.uk/Things-To-Do-In-Certaldo.d603153.Travel-Guide-Activities) - [Things to do in Chianti Region](https://www.expedia.co.uk/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities) - [Things to do in Cignano](https://www.expedia.co.uk/Things-To-Do-In-Cignano.d553248622858952310.Travel-Guide-Activities) - [Things to do in Colle di Val d'Elsa](https://www.expedia.co.uk/Things-To-Do-In-Colle-Di-Val-DElsa.d4935.Travel-Guide-Activities) - [Things to do in Gaiole in Chianti](https://www.expedia.co.uk/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities) - [Things to do in Grassina](https://www.expedia.co.uk/Things-To-Do-In-Grassina.d179138.Travel-Guide-Activities) - [Things to do in Greve in Chianti](https://www.expedia.co.uk/Things-To-Do-In-Greve-In-Chianti.d601773.Travel-Guide-Activities) - [Things to do in Lecchi in Chianti](https://www.expedia.co.uk/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities) - [Things to do in Montefioralle](https://www.expedia.co.uk/Things-To-Do-In-Montefioralle.d3000404943.Travel-Guide-Activities) - [Things to do in Monteriggioni](https://www.expedia.co.uk/Things-To-Do-In-Monteriggioni.d5722.Travel-Guide-Activities) - [Things to do in Montespertoli](https://www.expedia.co.uk/Things-To-Do-In-Montespertoli.d602588.Travel-Guide-Activities) - [Things to do in Montevarchi](https://www.expedia.co.uk/Things-To-Do-In-Montevarchi.d602589.Travel-Guide-Activities) - [Things to do in Pancole](https://www.expedia.co.uk/Things-To-Do-In-Pancole.d6361505.Travel-Guide-Activities) - [Things to do in Panzano in Chianti](https://www.expedia.co.uk/Things-To-Do-In-Panzano-In-Chianti.d602564.Travel-Guide-Activities) - [Things to do in Poggibonsi](https://www.expedia.co.uk/Things-To-Do-In-Poggibonsi.d4964.Travel-Guide-Activities) - [Things to do in Province of Siena](https://www.expedia.co.uk/Things-To-Do-In-Province-Of-Siena.d6047850.Travel-Guide-Activities) - [Things to do in Radda in Chianti](https://www.expedia.co.uk/Things-To-Do-In-Radda-In-Chianti.d601693.Travel-Guide-Activities) - [Things to do in San Casciano in Val di Pesa](https://www.expedia.co.uk/Things-To-Do-In-San-Casciano-In-Val-Di-Pesa.d6047590.Travel-Guide-Activities) - [Things to do in San Gimignano](https://www.expedia.co.uk/Things-To-Do-In-San-Gimignano.d11091.Travel-Guide-Activities) - [Things to do in San Polo in Chianti](https://www.expedia.co.uk/Things-To-Do-In-San-Polo-In-Chianti.d6205871.Travel-Guide-Activities) - [Things to do in Sicelle](https://www.expedia.co.uk/Things-To-Do-In-Sicelle.d6343024.Travel-Guide-Activities) - [Things to do in Siena](https://www.expedia.co.uk/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities) - [Things to do in Sovicille](https://www.expedia.co.uk/Things-To-Do-In-Sovicille.d602594.Travel-Guide-Activities) - [Things to do in Tavarnelle Val di Pesa](https://www.expedia.co.uk/Things-To-Do-In-Tavarnelle-Val-Di-Pesa.d6023366.Travel-Guide-Activities) - [Things to do in Terranuova Bracciolini](https://www.expedia.co.uk/Things-To-Do-In-Terranuova-Bracciolini.d601698.Travel-Guide-Activities) - [Things to do in Ulignano](https://www.expedia.co.uk/Things-To-Do-In-Ulignano.d6342128.Travel-Guide-Activities) - [Things to do in Val d'Elsa](https://www.expedia.co.uk/Things-To-Do-In-Val-DElsa.d6047917.Travel-Guide-Activities) - [Things to do in Volpaia](https://www.expedia.co.uk/Things-To-Do-In-Volpaia.d3000403024.Travel-Guide-Activities) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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