Title: Things to Do in Castellina in Chianti in 2026 | Expedia.com [Castellina in Chianti Travel Guide](https://expedia.com/Castellina-In-Chianti.dx55534)[Hotels in Castellina in Chianti](https://expedia.com/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels)[Flights to Castellina in Chianti](https://expedia.com/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Car Rentals in Castellina in Chianti](https://expedia.com/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide)[Castellina in Chianti Vacation Packages](https://expedia.com/Castellina-In-Chianti.d55534.Destination-Travel-Guides) # Things to do in Castellina in Chianti ## Find and book activities, attractions and tours ## Visit Castellina in Chianti Types of activities [Castellina in Chianti Travel Guide](https://expedia.com/Castellina-in-Chianti.dx55534) ![Castellina in Chianti which includes a church or cathedral, religious elements and heritage architecture](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 a church or cathedral, religious elements and heritage architecture](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Castellina in Chianti featuring 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 farmland and animals](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 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](https://www.expedia.com/things-to-do/en/search?rid=55534&rfrr=ATG.LP.BodyContent&categories=ToursDayTrips), or try out our list of {377 fun activities in Castellina in Chianti [fun activities in Castellina in Chianti](https://www.expedia.com/things-to-do/en/search?rid=55534&rfrr=ATG.LP.BodyContent)}. We have free cancellation and no added fees, so you can relax and concentrate on planning the vacation of a lifetime. --- - ![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 vacation rentals. [Learn about One Key](https://www.expedia.com/welcome-one-key) --- ### Most popular activities in Castellina in Chianti ### Tours & day trips [See all 312 activities](https://expedia.com/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=ToursDayTrips) ![Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](https://mediaim.expedia.com/localexpert/329818/151bf7bf-958a-43e4-8bc4-b332a2585668.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine 11h 8.8/10 136 verified reviews Free cancellation available $93 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/florence-san-gimignano-siena-monteriggioni-chianti-lunch-with-wine.a329818.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/711ec9bb-4d40-40e5-a110-59519c36ce6d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Half Day Wine Tour from Florence 5h 30m 8.8/10 56 verified reviews Free cancellation available $58 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.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 7.8/10 152 verified reviews Free cancellation available $58 includes taxes & fees per adult [](https://www.expedia.com/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) ![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 10h 30m 8.6/10 28 verified reviews Free cancellation available ~~$77~~$61 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Florence Day Trip: Medieval Villages & Cooking Class](https://mediaim.expedia.com/localexpert/321506/1e2813e3-17ae-4ee9-bf76-f82b70d58df9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Florence Day Trip: Medieval Villages & Cooking Class 9h 8.6/10 285 verified reviews Free cancellation available $164 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/san-gimignano-siena-and-chianti-small-group-tour.a321506.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 verified review Free cancellation available ~~$65~~$58 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/medieval-tuscany-experience-monteriggioni-and-val-dorcia-from-florence.a46773619.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena & San Gimignano Day Trip from Florence with Chianti Views](https://mediaim.expedia.com/localexpert/599682/9aaa51e2-9a73-4f4e-9476-329b0fe89b06.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena & San Gimignano Day Trip from Florence with Chianti Views 9h 9/10 19 verified reviews Free cancellation available $58 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/from-florence-siena-san-gimignano-day-trip-with-lunch-wine-tasting.a599682.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Chianti Wine & Food Experience with Two Authentic Tastings](https://mediaim.expedia.com/localexpert/177267/bffa6ba4-a36b-46a4-beda-2efb4e2729be.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chianti Wine & Food Experience with Two Authentic Tastings 6h 7.4/10 56 verified reviews Free cancellation available $65 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chianti-authentic-experience-two-wine-tastings-greve-in-chianti-village.a177267.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Essence of Chianti Small Group Tour with Lunch and Tastings from Florence](https://mediaim.expedia.com/localexpert/1137623/300bac00-d210-4345-82f7-03e2beeb2de1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Essence of Chianti Small Group Tour with Lunch and Tastings from Florence 8h 10/10 233 Viator reviews Free cancellation available $176 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/essence-of-chianti-small-group-tour-with-lunch-and-tastings-from-florence.a1137623.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![From Florence Chianti Wine Tour with Tastings Half Day](https://mediaim.expedia.com/localexpert/51069909/7a9c46d4-027e-459b-bdcb-23c7a241b3f6.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Florence Chianti Wine Tour with Tastings Half Day 5h 30m Free cancellation available $58 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/from-florence-chianti-wine-tour-with-tastings-half-day.a51069909.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Private & custom tours [See all 159 activities](https://expedia.com/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=Privatecustomtours) ![An Exclusive Horseback Experience in the Heart of Tuscany](https://mediaim.expedia.com/localexpert/48146663/553ab7a1-478e-488c-8bd8-29856eaee45e.jpg?impolicy=resizecrop&rw=500&rh=280) ### An Exclusive Horseback Experience in the Heart of Tuscany 1h+ 10/10 54 GetYourGuide reviews Free cancellation available $83 includes taxes & fees per adult [](https://www.expedia.com/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 9.4/10 39 Viator reviews Free cancellation available $89 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-wine-oil-tasting-with-lunch.a1097624.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren...](https://mediaim.expedia.com/localexpert/5102351/1e4b44eb-f574-438f-82c4-33617708c5d4.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscany Day Tour: San Gimignano and Chianti Wine Region from Floren... 8h 10/10 3 Viator reviews Free cancellation available $118 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-tuscany-day-tour-san-gimignano-and-chianti-wine-region-from-florence.a5102351.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private E-bike Tour in Chianti from San Gimignano](https://mediaim.expedia.com/localexpert/3084432/06d5ddb5-46ac-4e92-8585-9817311729c6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private E-bike Tour in Chianti from San Gimignano 6h 9/10 2 Viator reviews Free cancellation available $450 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-and-wine-tasting-from-san-gimignano.a3084432.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 8.2/10 11 Viator reviews Free cancellation available $77 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tour-of-the-historical-cellars-in-montepulciano.a45270989.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena: Private Custom Tour with a Local Guide](https://mediaim.expedia.com/localexpert/47380656/4c5103a2-febc-4f97-80d9-386adbec4108.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Private Custom Tour with a Local Guide 2h+ 8.8/10 12 GetYourGuide reviews Free cancellation available $118 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/siena-private-custom-tour-with-a-local-guide.a47380656.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Day Tour in Siena](https://mediaim.expedia.com/localexpert/3284713/4bd0ead8-6b79-42ee-affa-3ae66e2b087f.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Day Tour in Siena 10h Free cancellation available $709 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/private-day-tour-in-siena.a3284713.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Ebike Tour in Chianti](https://mediaim.expedia.com/localexpert/3190447/49c30ff3-6a2f-41b5-9e78-885009370f19.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Ebike Tour in Chianti 6h 10/10 3 Viator reviews Free cancellation available $370 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/e-bike-tour-in-tuscany-with-wine-tasting.a3190447.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Off Road Wine Tour in Chianti](https://mediaim.expedia.com/localexpert/3100938/e204cd45-24c0-4c46-a502-cb2f60bb0409.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Off Road Wine Tour in Chianti 6h 9.6/10 4 Viator reviews Free cancellation available $393 includes taxes & fees per adult\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.com/things-to-do/off-road-tuscan-wine-tour-from-castellina.a3100938.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Truffle Hunting in Tuscany (private tour)](https://mediaim.expedia.com/localexpert/3113978/a9f55ec7-b566-49c1-a7df-31ab6ac630ce.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Hunting in Tuscany (private tour) 8h 10/10 12 Viator reviews Free cancellation available $567 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/truffle-hunting-in-tuscany.a3113978.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Classes & workshops [See all 54 activities](https://expedia.com/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=ClassesWorkshops) ![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 10/10 90 Viator reviews Free cancellation available $171 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-cooking-lesson-in-chianti-farm-with-lunch.a3973332.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 9.6/10 153 Viator reviews Free cancellation available $154 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscan-cooking-class-in-central-siena.a1052566.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Olive Mill Tour with Oil and Food Tasting in Chianciano](https://mediaim.expedia.com/localexpert/50587099/87a29e69-ce27-4a4a-b073-a8cbaf175561.jpg?impolicy=resizecrop&rw=500&rh=280) ### Olive Mill Tour with Oil and Food Tasting in Chianciano 1h Free cancellation available $35 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/olive-mill-tour-with-oil-and-food-tasting-in-chianciano.a50587099.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![4 Hour Private Cooking Class Unique Tuscan Experience in Siena](https://mediaim.expedia.com/localexpert/50321243/f14a0527-0b42-4cda-831c-632a6797d770.jpg?impolicy=resizecrop&rw=500&rh=280) ### 4 Hour Private Cooking Class Unique Tuscan Experience in Siena 4h 10/10 8 Viator reviews Free cancellation available $142 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/4-hour-private-cooking-class-unique-tuscan-experience-in-siena.a50321243.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Truffle Hunting in Chianti, pasta class and lunch](https://mediaim.expedia.com/localexpert/46112698/dc1277f5-bf11-434e-b664-3253de7b6b53.jpg?impolicy=resizecrop&rw=500&rh=280) ### Truffle Hunting in Chianti, pasta class and lunch 4h 10/10 10 Viator reviews Free cancellation available $189 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/3-hours-truffle-hunting-with-pasta-cooking-class-and-lunch.a46112698.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena Small group Cooking Class in a Chianti Farm](https://mediaim.expedia.com/localexpert/50975898/4ca780c4-98dc-4121-a080-572083dd5e99.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena Small group Cooking Class in a Chianti Farm 3h 30m Free cancellation available $118 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-small-group-cooking-class-in-a-chianti-farm.a50975898.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Cooking Class: Italian Authentic Recipes with Lunch](https://mediaim.expedia.com/localexpert/48760354/15695096-597a-4270-9961-c13b9e1b4e89.jpg?impolicy=resizecrop&rw=500&rh=280) ### Cooking Class: Italian Authentic Recipes with Lunch 3h Free cancellation available $130 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscan-and-italian-cooking-class-with-authentic-recipes.a48760354.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards](https://mediaim.expedia.com/localexpert/3575311/34d2cee2-49d7-407c-92ae-12e02671c095.jpg?impolicy=resizecrop&rw=500&rh=280) ### Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards 1h 15m 10/10 3 Viator reviews Free cancellation available ~~$42~~$29 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/wine-tasting-in-tuscany.a3575311.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Tuscan cooking class with wine tasting](https://mediaim.expedia.com/localexpert/50932307/8ff24c64-e71e-4939-9d1e-93d57d0e077d.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tuscan cooking class with wine tasting 3h Free cancellation available $260 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-tuscan-cooking-class-with-wine-tasting.a50932307.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Pici Class in a Tuscan Farm](https://mediaim.expedia.com/localexpert/50018697/ca16fa54-29ca-43f0-9d35-4d0c8b5fc76c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Pici Class in a Tuscan Farm 3h Free cancellation available $148 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/pici-class-in-a-tuscan-farm.a50018697.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Air, helicopter & balloon tours [See all 6 activities](https://expedia.com/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=AirHelicopterBalloonTours) ![Experience the Magic of Tuscany from a Hot Air Balloon](https://mediaim.expedia.com/localexpert/919439/41497245-6034-40ec-8686-1c9c920eaecb.jpg?impolicy=resizecrop&rw=500&rh=280) ### Experience the Magic of Tuscany from a Hot Air Balloon 3h 9.8/10 109 Viator reviews Free cancellation available $318 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/experience-the-magic-of-tuscany-from-a-hot-air-balloon.a919439.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Hot Air Balloon ride in the Chianti Valley Tuscany](https://mediaim.expedia.com/localexpert/3673792/0b823c84-8830-4664-a4c3-2065b24521e1.jpg?impolicy=resizecrop&rw=500&rh=280) ### Hot Air Balloon ride in the Chianti Valley Tuscany 3h 9/10 7 Viator reviews Free cancellation available $360 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/hot-air-balloon-ride-in-the-chianti-valley-tuscany.a3673792.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Hot Air Balloon Flight Over Tuscany from Siena](https://mediaim.expedia.com/localexpert/1153035/74778400-e9be-4eaa-824e-63804a61d910.jpg?impolicy=resizecrop&rw=500&rh=280) ### Hot Air Balloon Flight Over Tuscany from Siena 3h 9.6/10 43 Viator reviews Free cancellation available $366 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/hot-air-balloon-flight-over-tuscany-from-siena.a1153035.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Private Tour: Tuscany Hot Air Balloon Flight from Siena](https://mediaim.expedia.com/localexpert/1153043/699d3ae7-cdfb-4cb4-b63e-366d0dd9f0d5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Tour: Tuscany Hot Air Balloon Flight from Siena 2h 30m Free cancellation available $2,127 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/private-tour-tuscany-hot-air-balloon-flight-from-siena.a1153043.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Siena: Balloon Flight Over Tuscany with a Glass of Wine](https://mediaim.expedia.com/localexpert/44505029/cebd2ada-d125-4c9a-ae6f-655f33f6a6a9.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Balloon Flight Over Tuscany with a Glass of Wine 3h 9.4/10 30 GetYourGuide reviews Free cancellation available $366 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-balloon-flight-over-tuscany-with-a-glass-of-wine.a44505029.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscany Hot Air Balloon Flight Over Chianti and Siena](https://mediaim.expedia.com/localexpert/50951918/2163d624-777b-4834-b3af-278201206e71.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscany Hot Air Balloon Flight Over Chianti and Siena 4h Free cancellation available $484 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscany-hot-air-balloon-flight-over-chianti-and-siena.a50951918.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ### Shows & concerts [See all 3 activities](https://expedia.com/things-to-do/search?&rid=55534&location=Castellina+in+Chianti&filter.categories=ShowsConcerts) ![Siena: Guided Walking Food Tour with Full Meal](https://mediaim.expedia.com/localexpert/49104159/3aac937d-82c7-44a3-9d8d-71f86ebce1d0.jpg?impolicy=resizecrop&rw=500&rh=280) ### Siena: Guided Walking Food Tour with Full Meal 3h 9.6/10 9 GetYourGuide reviews Free cancellation available $105 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/siena-guided-walking-food-tour-with-full-meal.a49104159.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ![Tuscan Culinary Secrets Unveiled: Cooking Class & Lunch](https://mediaim.expedia.com/localexpert/48178932/05d8fdbb-5d30-41d0-814e-d1c4a0f56a48.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tuscan Culinary Secrets Unveiled: Cooking Class & Lunch 3h 10/10 1 GetYourGuide review Free cancellation available $200 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tuscan-culinary-secrets-unveiled-cooking-class-dinner.a48178932.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 10/10 1 GetYourGuide review Free cancellation available $278 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/barberino-tavarnelle-truffle-hunt-tour-with-lunch-or-dinner.a48107984.activity-details?&rid=55534&location=Castellina+in+Chianti&swp=off) ## Recommended things to do in Castellina in Chianti | Number of things to do | 377 | | ------------------------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Cheapest thing to do on Expedia | [TOP Siena : Private Guided Tour with your mobile](/things-to-do/visit-siena-at-your-own-pace-without-groups-or-schedules-with-your-mobile.a51524867.activity-details): $6 | | Top 5 things to do | [Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](/things-to-do/florence-san-gimignano-siena-monteriggioni-chianti-lunch-with-wine.a329818.activity-details)[Siena, San Gimignano, Monteriggioni & Chianti from Florence](/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details)[Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details)[Florence Day Trip: Medieval Villages & Cooking Class](/things-to-do/san-gimignano-siena-and-chianti-small-group-tour.a321506.activity-details)[Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details) | | Under $25 | [Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)[Rome Fiumicino Airport: Shared Transfer to/from Siena by Bus](/things-to-do/rome-fiumicino-airport-shared-transfer-to-from-siena-by-bus.a48267935.activity-details)[Wine tasting in the historical Cantalici winery](/things-to-do/wine-tasting-in-the-historic-cantalici-winery.a46254073.activity-details)[TOP Siena : Private Guided Tour with your mobile](/things-to-do/visit-siena-at-your-own-pace-without-groups-or-schedules-with-your-mobile.a51524867.activity-details)[Siena Walking Tour with Audio and Written Guide by a local](/things-to-do/siena-walking-tour-with-audio-and-written-guide-by-a-local.a48944099.activity-details) | | With kids | [Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](/things-to-do/florence-san-gimignano-siena-monteriggioni-chianti-lunch-with-wine.a329818.activity-details)[Siena, San Gimignano, Monteriggioni & Chianti from Florence](/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details)[Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details)[Florence Day Trip: Medieval Villages & Cooking Class](/things-to-do/san-gimignano-siena-and-chianti-small-group-tour.a321506.activity-details)[Siena: Civic Museum and Palazzo Pubblico Entry Ticket](/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details) | ## What to do in Castellina in Chianti - For free - With kids ### 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](https://www.expedia.com/things-to-do/en/search?rid=55534&rfrr=ATG.LP.BodyContent&categories=Family%20Friendly) you can do together that are sure to make your break a blast: - [Private Cooking Class - Food and Drinks included](https://www.expedia.com/things-to-do/private-cooking-class-food-and-drinks-included.a1176430.activity-details) - [Private Pasta and Ice Cream Cooking Class - Food and Drinks included](https://www.expedia.com/things-to-do/private-pasta-and-ice-cream-cooking-class-food-and-drinks-included.a1176421.activity-details) - [Family-Friendly Cooking Class - Food and Drinks included](https://www.expedia.com/things-to-do/family-friendly-cooking-class-food-and-drinks-included.a1176441.activity-details) - [Private Wine Tasting & Tuscan Light Lunch - Food and Drinks included](https://www.expedia.com/things-to-do/private-wine-tasting-tuscan-light-lunch-food-and-drinks-included.a1176442.activity-details) --- Looking for sports, concerts, or theater events in Castellina in Chianti? [Search event tickets](https://www.expedia.com/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](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.com/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-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.com/City-Hall-Castellina-In-Chianti-Castellina-in-Chianti.d553248635175258965.Vacation-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 trip to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.com/Archaeological-Museum-Of-Chianti-Castellina-in-Chianti.d553248621533001050.Vacation-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.com/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) #### Lilliano Estate Winery You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano. [](https://expedia.com/Lilliano-Estate-Winery-Castellina-in-Chianti.d873863669629562880.Vacation-Attraction) #### 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. [](https://expedia.com/Walls-Of-Monteriggioni-Castellina-in-Chianti.d553248621532497696.Vacation-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.com/Casina-Di-Cornia-Winery-Castellina-in-Chianti.d873855187677331456.Vacation-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.com/Mazzei-Winery-Castellina-in-Chianti.d873861688406048768.Vacation-Attraction) #### 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 relaxing area. [](https://expedia.com/Castellina-Fortress-Castellina-in-Chianti.d715302045798678528.Vacation-Attraction) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.com/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 ![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 showing 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 heritage architecture, street scenes and a small town or village](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 featuring 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 ![Greve in Chianti. Here you can find very delicious wines! 🇮🇹](https://images.trvl-media.com/place/6023366/2741b6e1-bffd-4b9f-b6b3-7bed5dc99af8.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 ![Vista dell'affascinante chiesa in stile neogotico di San Bartolomeo, situata nel borgo fortificato di Barberino Val d'Elsa, un comune toscano in provincia di Firenze, Italia](https://images.trvl-media.com/place/6046188/10d0e13d-cf76-408e-a994-f6c34d58abdc.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Barberino Val d'Elsa ## 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? > - [Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](https://expedia.com/things-to-do/florence-san-gimignano-siena-monteriggioni-chianti-lunch-with-wine.a329818.activity-details) > - [Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://expedia.com/things-to-do/siena-san-gimignano-monteriggioni-chianti-from-florence.a553041.activity-details) > - [Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch](https://expedia.com/things-to-do/tuscany-in-1-day-from-florence-pisa-san-gimignano-siena-with-lunch.a236697.activity-details) > - [Florence Day Trip: Medieval Villages & Cooking Class](https://expedia.com/things-to-do/san-gimignano-siena-and-chianti-small-group-tour.a321506.activity-details) > - [Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://expedia.com/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.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 - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Montecalvario ](https://www.expedia.com/Montecalvario-Hotels.0-l553248621533001049-0.Travel-Guide-Filter-Hotels) - [Villas in Cavallari ](https://www.expedia.com/Cavallari-Villas.d553248622858908079-aaVillas.Travel-Guide-Accommodation) - [B&B in Cavallari ](https://www.expedia.com/Cavallari-Bed-And-Breakfast.d553248622858908079-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cavallari Hotels ](https://www.expedia.com/Cavallari-Hotels.d553248622858908079.Travel-Guide-Hotels) - [Resorts in Cavallari ](https://www.expedia.com/Cavallari-Resorts.d553248622858908079-aaResorts.Travel-Guide-Accommodation) - [Gay friendly Hotels in Colle Petroso ](https://www.expedia.com/Colle-Petroso-Hotels-LGBT-Welcoming-Hotel.0-0-d553248622858970030-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Castles in Colle Petroso ](https://www.expedia.com/Colle-Petroso-Castles.d553248622858970030-aaCastles.Travel-Guide-Accommodation) - [Winery Hotels in Fonterutoli ](https://www.expedia.com/Fonterutoli-Hotels-Winery-Hotel.0-0-d6342141-tWineryHotel.Travel-Guide-Filter-Hotels) - [Fonterutoli Hotels ](https://www.expedia.com/Fonterutoli-Hotels.d6342141.Travel-Guide-Hotels) - [Hotels near Isole e Olena Winery ](https://www.expedia.com/Isole-E-Olena-Winery-Hotels.0-l6230534-0.Travel-Guide-Filter-Hotels) - [RV Parks in Lucarelli ](https://www.expedia.com/Lucarelli-RV-Parks.d3000384348-aaRVParks.Travel-Guide-Accommodation) - [Lucarelli Hotels ](https://www.expedia.com/Lucarelli-Hotels.d3000384348.Travel-Guide-Hotels) - [Hotels near Il Molino di Grace Winery ](https://www.expedia.com/Il-Molino-Di-Grace-Winery-Hotels.0-l6333570-0.Travel-Guide-Filter-Hotels) - [Villas in Cignano ](https://www.expedia.com/Cignano-Villas.d553248622858952310-aaVillas.Travel-Guide-Accommodation) - [Cignano Hotels ](https://www.expedia.com/Cignano-Hotels.d553248622858952310.Travel-Guide-Hotels) - [Radda in Chianti Hotels ](https://www.expedia.com/Radda-In-Chianti-Hotels.d601693.Travel-Guide-Hotels) - [B&B in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Bed-And-Breakfast.d601693-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotel Wedding Venues Hotels in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Wedding-Hotels.0-0-d601693-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Laundry Facilities in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Hotels-With-Laundry-Facilities.0-0-d601693-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Hotels-With-Restaurants.0-0-d601693-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Luxury-Hotel.0-0-d601693-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Golf-Hotel.0-0-d601693-tGolfHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Boutique-Hotel.0-0-d601693-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Farmstay in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Agritourism.d601693-aaAgritourism.Travel-Guide-Accommodation) - [Villas in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Villas.d601693-aaVillas.Travel-Guide-Accommodation) - [Resorts & Hotels with Spas in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Spa-Hotel.0-0-d601693-tSpaHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Winery-Hotel.0-0-d601693-tWineryHotel.Travel-Guide-Filter-Hotels) - [Apartments in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Apartments.d601693-aaApartments.Travel-Guide-Accommodation) - [Hotels with Free Parking in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Hotels-With-Free-Parking.0-0-d601693-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts & in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Honeymoon-Hotels.0-0-d601693-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Business-Hotel.0-0-d601693-tBusinessHotel.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Radda in Chianti ](https://www.expedia.com/5Star-Radda-In-Chianti-Hotels.s50-0-d601693.Travel-Guide-Filter-Hotels) - [Hotels with a Gym in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Hotels-With-Fitness-Center.0-0-d601693-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti-Hotels-Couples-Resorts-Hotels.0-0-d601693-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels near Pieve di San Leolino ](https://www.expedia.com/Pieve-Di-San-Leolino-Hotels.0-l553248635976415397-0.Travel-Guide-Filter-Hotels) - [Sicelle Hotels ](https://www.expedia.com/Sicelle-Hotels.d6343024.Travel-Guide-Hotels) - [Hotels near Borgo di Vescine - Tenute di Castelvecchi ](https://www.expedia.com/Borgo-Di-Vescine-Tenute-Di-Castelvecchi-Hotels.0-l553248621532500717-0.Travel-Guide-Filter-Hotels) - [Apartments in Vagliagli ](https://www.expedia.com/Vagliagli-Apartments.d6047102-aaApartments.Travel-Guide-Accommodation) - [Hotels near Casa Sola - Chianti Winery ](https://www.expedia.com/Casa-Sola-Chianti-Winery-Hotels.0-l553248621532497724-0.Travel-Guide-Filter-Hotels) - [Hotels near Castello della Paneretta ](https://www.expedia.com/Castello-Della-Paneretta-Hotels.0-l6230536-0.Travel-Guide-Filter-Hotels) - [Monsanto Hotels ](https://www.expedia.com/Monsanto-Hotels.d553248622859260555.Travel-Guide-Hotels) - [Condo Rentals in Monsanto ](https://www.expedia.com/Monsanto-Condos.d553248622859260555-aaCondos.Travel-Guide-Accommodation) - [Cottages in Monsanto ](https://www.expedia.com/Monsanto-Cottages.d553248622859260555-aaCottages.Travel-Guide-Accommodation) - [RV Parks in Monsanto ](https://www.expedia.com/Monsanto-RV-Parks.d553248622859260555-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Monsanto ](https://www.expedia.com/Monsanto-Resorts.d553248622859260555-aaResorts.Travel-Guide-Accommodation) - [Hotels near Castello di Monsanto ](https://www.expedia.com/Castello-Di-Monsanto-Hotels.0-l6230523-0.Travel-Guide-Filter-Hotels) - [San Donato in Poggio Hotels ](https://www.expedia.com/San-Donato-In-Poggio-Hotels.d6292835.Travel-Guide-Hotels) - [Hotels with Restaurants in San Donato in Poggio ](https://www.expedia.com/San-Donato-In-Poggio-Hotels-Hotels-With-Restaurants.0-0-d6292835-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Winery Hotels in San Donato in Poggio ](https://www.expedia.com/San-Donato-In-Poggio-Hotels-Winery-Hotel.0-0-d6292835-tWineryHotel.Travel-Guide-Filter-Hotels) - [Villas in Lornano ](https://www.expedia.com/Lornano-Villas.d3000027679-aaVillas.Travel-Guide-Accommodation) - [Lornano Hotels ](https://www.expedia.com/Lornano-Hotels.d3000027679.Travel-Guide-Hotels) - [Panzano in Chianti Hotels ](https://www.expedia.com/Panzano-In-Chianti-Hotels.d602564.Travel-Guide-Hotels) - [Winery Hotels in Panzano in Chianti ](https://www.expedia.com/Panzano-In-Chianti-Hotels-Winery-Hotel.0-0-d602564-tWineryHotel.Travel-Guide-Filter-Hotels) - [B&B in Panzano in Chianti ](https://www.expedia.com/Panzano-In-Chianti-Bed-And-Breakfast.d602564-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Hotels with Restaurants in Panzano in Chianti ](https://www.expedia.com/Panzano-In-Chianti-Hotels-Hotels-With-Restaurants.0-0-d602564-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Castles in Panzano in Chianti ](https://www.expedia.com/Panzano-In-Chianti-Castles.d602564-aaCastles.Travel-Guide-Accommodation) - [Villas in Panzano in Chianti ](https://www.expedia.com/Panzano-In-Chianti-Villas.d602564-aaVillas.Travel-Guide-Accommodation) - [Flights to Radda in Chianti ](https://www.expedia.com/Cheap-Flights-To-Radda-In-Chianti.d601693.Travel-Guide-Flights) - [Flights from Radda in Chianti ](https://www.expedia.com/lp/flights/601693/flights-from-radda-in-chianti) - [Flights to Sicelle ](https://www.expedia.com/Cheap-Flights-To-Sicelle.d6343024.Travel-Guide-Flights) - [Flights to Monsanto ](https://www.expedia.com/Cheap-Flights-To-Monsanto.d553248622859260555.Travel-Guide-Flights) - [Montecalvario ](https://www.expedia.com/Montecalvario-Castellina-in-Chianti.d553248621533001049.Vacation-Attraction) - [Casa Vinicola Luigi Cecchi ](https://www.expedia.com/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) - [City Hall Castellina In Chianti ](https://www.expedia.com/City-Hall-Castellina-In-Chianti-Castellina-in-Chianti.d553248635175258965.Vacation-Attraction) - [Archaeological Museum of Chianti ](https://www.expedia.com/Archaeological-Museum-Of-Chianti-Castellina-in-Chianti.d553248621533001050.Vacation-Attraction) - [Visit Cavallari ](https://www.expedia.com/Cavallari.dx553248622858908079) - [Visit Colle Petroso ](https://www.expedia.com/Colle-Petroso.dx553248622858970030) - [Visit Fonterutoli ](https://www.expedia.com/Fonterutoli.dx6342141) - [Isole e Olena Winery ](https://www.expedia.com/Isole-E-Olena-Winery-Barberino-Tavarnelle.d6230534.Vacation-Attraction) - [Casa Emma ](https://www.expedia.com/Casa-Emma-Barberino-Tavarnelle.d553248621532497726.Vacation-Attraction) - [Visit Lucarelli ](https://www.expedia.com/Lucarelli.dx3000384348) - [Visit Cignan Bianco ](https://www.expedia.com/Cignan-Bianco.dx553248622858941063) - [Il Molino di Grace Winery ](https://www.expedia.com/Il-Molino-Di-Grace-Winery-Greve-in-Chianti.d6333570.Vacation-Attraction) - [Buondonno Winery ](https://www.expedia.com/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction) - [Chianti Observatory ](https://www.expedia.com/Chianti-Observatory-Barberino-Tavarnelle.d553248621532497725.Vacation-Attraction) - [Visit Cignano ](https://www.expedia.com/Cignano.dx553248622858952310) - [Visit Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti.dx601693) - [Pieve di San Leolino ](https://www.expedia.com/Pieve-Di-San-Leolino-Greve-in-Chianti.d553248635976415397.Vacation-Attraction) - [Visit Sicelle ](https://www.expedia.com/Sicelle.dx6343024) - [Castello di Radda Winery ](https://www.expedia.com/Castello-Di-Radda-Winery-Radda-in-Chianti.d553248621532501476.Vacation-Attraction) - [Borgo di Vescine - Tenute di Castelvecchi ](https://www.expedia.com/Borgo-Di-Vescine-Tenute-Di-Castelvecchi-Radda-in-Chianti.d553248621532500717.Vacation-Attraction) - [Visit Vagliagli ](https://www.expedia.com/Vagliagli.dx6047102) - [Fattoria di Montecchio ](https://www.expedia.com/Fattoria-Di-Montecchio-Barberino-Tavarnelle.d553248621532497727.Vacation-Attraction) - [Castello della Paneretta ](https://www.expedia.com/Castello-Della-Paneretta-Barberino-Tavarnelle.d6230536.Vacation-Attraction) - [Visit Monsanto ](https://www.expedia.com/Monsanto.dx553248622859260555) - [Monsanto Vacations ](https://www.expedia.com/Monsanto.d553248622859260555.Destination-Travel-Guides) - [Castello di Monsanto ](https://www.expedia.com/Castello-Di-Monsanto-Barberino-Tavarnelle.d6230523.Vacation-Attraction) - [Visit San Donato in Poggio ](https://www.expedia.com/San-Donato-In-Poggio.dx6292835) - [Visit Lornano ](https://www.expedia.com/Lornano.dx3000027679) - [Visit Panzano in Chianti ](https://www.expedia.com/Panzano-In-Chianti.dx602564) - [Panzano in Chianti Vacations ](https://www.expedia.com/Panzano-In-Chianti.d602564.Destination-Travel-Guides) - [Car rentals near Radda in Chianti ](https://www.expedia.com/Car-Rentals-In-Radda-In-Chianti.d601693.Car-Rental-Guide) - [Avis Rental Cars in Radda in Chianti ](https://www.expedia.com/Avis-Car-Rentals-In-Radda-In-Chianti.d601693-c41.Car-Rental-Guide-Suppliers) - [Car rentals near Monsanto ](https://www.expedia.com/Car-Rentals-In-Monsanto.d553248622859260555.Car-Rental-Guide) - [Car rentals near San Donato in Poggio ](https://www.expedia.com/Car-Rentals-In-San-Donato-In-Poggio.d6292835.Car-Rental-Guide) - [Car rentals near Panzano in Chianti ](https://www.expedia.com/Car-Rentals-In-Panzano-In-Chianti.d602564.Car-Rental-Guide) - [Radda in Chianti Vacation Rentals ](https://www.expedia.com/Radda-In-Chianti-Vacation-Rentals.d601693.Travel-Guide-VacationRentals) - [Things to do in Radda in Chianti ](https://www.expedia.com/Things-To-Do-In-Radda-In-Chianti.d601693.Travel-Guide-Activities) - [Things to do in Panzano in Chianti ](https://www.expedia.com/Things-To-Do-In-Panzano-In-Chianti.d602564.Travel-Guide-Activities) - [Things to do in Chianti Region ](https://www.expedia.com/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app