Title: Visit Castellina in Chianti: 2026 Travel Guide for Castellina in Chianti, Tuscany | Expedia.com [Hotels in Castellina in Chianti](https://expedia.com/Castellina-In-Chianti-Hotels.d55534.Travel-Guide-Hotels)[Vacation Rentals in Castellina in Chianti](https://expedia.com/Castellina-In-Chianti-Vacation-Rentals.d55534.Travel-Guide-VacationRentals)[Flights to Castellina in Chianti](https://expedia.com/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Things to do in Castellina in Chianti](https://expedia.com/Things-To-Do-In-Castellina-In-Chianti.d55534.Travel-Guide-Activities)[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) # Castellina in Chianti ## Travel Guide ![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 which includes a statue or sculpture and heritage architecture](https://images.trvl-media.com/place/55534/80a3ee69-f4b2-485b-97ab-9bdac6a37210.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Castellina in Chianti Things to do Reviews #### High up on a hill in the Tuscan countryside sits this old town with an ancient castle, centuries-old churches and burial sites that date back to Etruscan times. Castellina in Chianti is an ancient town of cobblestone streets and old buildings. Situated on a hilltop at the crossroads of three valleys, the town has commanding views of the surrounding countryside. Tour historical churches and fortifications, shop in medieval streets and visit burial sites that are more than 2,000 years old. Discover Castellina's past in the many centuries-old buildings and ancient sites in and around the town. Explore the Rocca Comunale of Castellina, the old fortress that towers over the rest of the town. It houses an archeological museum featuring relics excavated from the local area. See Bronze Age and Etruscan finds, including an Etruscan chariot and medieval artifacts. While you are at the castle, head up the 14th-century tower for views over the town and the surrounding landscape. Visit the neo-Romanesque Church of San Salvatore, which was rebuilt after the devastation of World War II. Inside is a 15th-century fresco depicting the Virgin Mary with Child. Walk down the Via delle Volte, a covered passageway that skirts the ancient walls and is lined with shops and restaurants. A short walking distance from the town center is Montecalvario, an Etruscan tomb with four burial chambers. Objects that were found here are now on display in the Museum of Archeology of Chianti Senese at Castellina’s Piazza del Comune. Uncover more history at the Etruscan Necropolis of Poggino, a few minutes’ drive from Castellina. The site features five Etruscan tombs that date back to the 6th century B.C. Enjoy the town's hospitality in the restaurants on Via Ferruccio, the main street. There are also numerous shops along this street. Reach Castellina in Chianti’s ancient streets, buildings and archeological sites by bus and train from several other Chianti destinations. Note that the train station is a few miles from the town. The nearest international airport is in [Florence](https://www.expedia.com/Province-Of-Florence.d179893.Destination-Travel-Guides), which is 31 miles (49.9 kilometers) north. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=DX_SPRING_PROMO_55534) - Castellina in Chianti Hotel Deals - Vacation Rentals in Castellina in Chianti ![Hotel Machiavelli Palace](https://images.trvl-media.com/lodging/1000000/530000/521300/521248/ab2b96dc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Machiavelli Palace Via Nazionale 10 Florence FI $79 nightly $101 total Mar 17 - Mar 18 Total with taxes and fees Stay at this hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ... 8.4/10 Very Good! (169 reviews) was so perfect! Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F17%2F2026&endDate=3%2F18%2F2026&selected=521248&PinnedHotelID=521248&HadPinnedHotel=true®ionId=55534) ![IQ Hotel Firenze](https://images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/72f32f77_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### IQ Hotel Firenze Via Camillo Cavour, 88 Florence FI $144 nightly $174 total Mar 16 - Mar 17 Total with taxes and fees Book a stay at this spa hotel in Florence. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the breakfast and the pool in our reviews. ... 9.6/10 Exceptional! (1,184 reviews) Superb hotel with amazing staff Immaculately clean with the added bonus of a tram stop just outside Reviewed on Mar 14, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F16%2F2026&endDate=3%2F17%2F2026&selected=89035039&PinnedHotelID=89035039&HadPinnedHotel=true®ionId=55534) ![The Social Hub Florence Lavagnini](https://images.trvl-media.com/lodging/24000000/23200000/23198300/23198289/fdc60d68_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Social Hub Florence Lavagnini Viale Spartaco Lavagnini 70 72 Florence FI $101 nightly $128 total Mar 22 - Mar 23 Total with taxes and fees Book a stay at this business-friendly hotel in Florence. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the breakfast and the pool in ... 9/10 Wonderful! (1,317 reviews) The hotel was really nice and so many spots where you can work! The location was great - I’ll definitely come back. Reviewed on Mar 10, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=23198289&PinnedHotelID=23198289&HadPinnedHotel=true®ionId=55534) [See all 15,273 properties in Castellina in Chianti](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F16%2F2026&endDate=3%2F17%2F2026®ionId=55534) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ![Farmhouse in the heart of the real chiantishire](https://images.trvl-media.com/lodging/20000000/19150000/19149200/19149185/c265eef8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Farmhouse in the heart of the real chiantishire Castellina in Chianti Tuscany Stay at this vacation home in Castellina in Chianti. Enjoy a garden, laundry facilities, and patios. Popular attractions Casa Vinicola Luigi Cecchi and Castellina ... [](https://expedia.com/Castellina-In-Chianti-Hotels-Farmhouse-In-The-Heart-Of-The-Real-Chiantishire.h19149185.Hotel-Information) ![Villa with large garden in the Chianti hills](https://images.trvl-media.com/lodging/31000000/30360000/30357400/30357304/3365f041_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa with large garden in the Chianti hills Siena Tuscany Book a stay at this family-friendly vacation home in Castellina in Chianti. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Lilliano Estate ... 9.6/10 Exceptional! (75 reviews) Very quiet and nice place to stay. Host’s were great and easy to communicate with Reviewed on Oct 28, 2025 [](https://expedia.com/Castellina-In-Chianti-Hotels-Villa-With-Large-Garden-In-The-Chianti-Hills.h30357304.Hotel-Information) ![Riserva di Fizzano Residence](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/3c3931cd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Riserva di Fizzano Residence Localita Fizzano Castellina in Chianti SI Book a stay at this family-friendly residence in Castellina in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lilliano Estate ... [](https://expedia.com/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.Hotel-Information) [See all properties in Castellina in Chianti](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=55534&sort=VACATION_RENTAL) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. ## Check Castellina in Chianti hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=55534&startDate=2026-03-15&endDate=2026-03-16)[Mar 15 - Mar 16](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=55534&startDate=2026-03-15&endDate=2026-03-16) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=55534&startDate=2026-03-16&endDate=2026-03-17)[Mar 16 - Mar 17](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=55534&startDate=2026-03-16&endDate=2026-03-17) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=55534&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)[Mar 20 - Mar 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=55534&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026) ### Popular places to visit ![Castellina in Chianti which includes farmland](https://images.trvl-media.com/place/553248635823420151/ee82ec03-289c-48c5-8d68-58e0a551a93c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Buondonno Winery You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.com/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction) #### City Hall Castellina In Chianti 5/5(1 review) City Hall Castellina In Chianti is just one of the places to see in Castellina in Chianti, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and charming coffeehouses in this walkable area. [](https://expedia.com/City-Hall-Castellina-In-Chianti-Castellina-in-Chianti.d553248635175258965.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) #### 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) #### 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) ### Things to do ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/711ec9bb-4d40-40e5-a110-59519c36ce6d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chianti Half Day Wine Tour from Florence $58 per adult **88%** of travellers recommend [](https://expedia.com/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena, San Gimignano, Monteriggioni & Chianti from Florence $77 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/siena.a553041.activity-details) ![Florence Day Trip: Medieval Villages & Cooking Class](https://mediaim.expedia.com/localexpert/321506/1e2813e3-17ae-4ee9-bf76-f82b70d58df9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florence Day Trip: Medieval Villages & Cooking Class $164 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/florence-day-trip-medieval-villages-cooking-class.a321506.activity-details) ![Monteriggioni fortress](https://mediaim.expedia.com/localexpert/1139505/e7076e74-fe99-4b02-a9fc-f527a478919b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tuscany Hiking Tour from Siena Including Wine Tasting $71 per adult [](https://expedia.com/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details) ![From Florence: Siena & San Gimignano Day Trip with Lunch & Wine Tasting](https://mediaim.expedia.com/localexpert/599682/9aaa51e2-9a73-4f4e-9476-329b0fe89b06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena & San Gimignano Day Trip from Florence with Chianti Views $58 per adult **90%** of travellers recommend [](https://expedia.com/things-to-do/siena-san-gimignano-day-trip-from-florence-with-chianti-views.a599682.activity-details) ![The Winery view](https://mediaim.expedia.com/localexpert/1142212/3b6918a9-7b30-4ae7-97da-0e415b38ca8e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Discover Chianti Through its Wines $50 per adult [](https://expedia.com/things-to-do/discover-chianti-through-its-wines.a1142212.activity-details) [See all activities in Castellina in Chianti](https://expedia.com/Things-To-Do-In-Castellina-In-Chianti.d55534.Travel-Guide-Activities) ## Reviews of Castellina in Chianti 4.9 Top Destination 5 - Excellent 18 4 - Good 2 3 - Okay 0 2 - Disappointing 0 1 - Terrible 0 ### 5/5 - Excellent RS Enjoy the hotel and its amenities! I highly recommend the cooking class at Tenuta Torciano, which the hotel recommends. ### 5/5 - Excellent Bill Quiet, friendly good food. ### 5/5 - Excellent Verified traveler Castellina is what you picture Tuscany to be. It has beautiful landscapes and quaint towns. Will visit this area again. ### 5/5 - Excellent Verified traveler Suggest check-in staff explain all the amenities available verbally or in writing at the time of check-in (there is a pool, the cantina, the restaurant, etc.). It took us a while to discover all available at this lovely property. ### 5/5 - Excellent Verified traveler We found driving into town & parking was more desireable than walking. This property is not really 'safely' walkable into town centro. We loved the views out out room window & will absolutely be returning & staying at this property. ### 5/5 - Excellent Russ Wonderful town. Heck, I might move there!! ## Cities near 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 ## Explore a world of travel with Expedia - Lodging - 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[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) - [Visit Lucarelli ](https://www.expedia.com/Lucarelli.dx3000384348) - [Isole e Olena Winery ](https://www.expedia.com/Isole-E-Olena-Winery-Barberino-Tavarnelle.d6230534.Vacation-Attraction) - [Visit Cignan Bianco ](https://www.expedia.com/Cignan-Bianco.dx553248622858941063) - [Casa Emma ](https://www.expedia.com/Casa-Emma-Barberino-Tavarnelle.d553248621532497726.Vacation-Attraction) - [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) - [Visit Cignano ](https://www.expedia.com/Cignano.dx553248622858952310) - [Chianti Observatory ](https://www.expedia.com/Chianti-Observatory-Barberino-Tavarnelle.d553248621532497725.Vacation-Attraction) - [Visit Radda in Chianti ](https://www.expedia.com/Radda-In-Chianti.dx601693) - [Visit Sicelle ](https://www.expedia.com/Sicelle.dx6343024) - [Pieve di San Leolino ](https://www.expedia.com/Pieve-Di-San-Leolino-Greve-in-Chianti.d553248635976415397.Vacation-Attraction) - [Castello di Radda Winery ](https://www.expedia.com/Castello-Di-Radda-Winery-Radda-in-Chianti.d553248621532501476.Vacation-Attraction) - [Visit Vagliagli ](https://www.expedia.com/Vagliagli.dx6047102) - [Borgo di Vescine - Tenute di Castelvecchi ](https://www.expedia.com/Borgo-Di-Vescine-Tenute-Di-Castelvecchi-Radda-in-Chianti.d553248621532500717.Vacation-Attraction) - [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) - [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) - [Castello di Monsanto ](https://www.expedia.com/Castello-Di-Monsanto-Barberino-Tavarnelle.d6230523.Vacation-Attraction) - [Visit Chianti Region ](https://www.expedia.com/Chianti-Region.dx603148) - [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) - Cities near Castellina in Chianti - Places of interest [Poggibonsi](https://expedia.com/Poggibonsi.dx4964)[Monteriggioni](https://expedia.com/Monteriggioni.dx5722)[Radda in Chianti](https://expedia.com/Radda-In-Chianti.dx601693)[Greve in Chianti](https://expedia.com/Greve-In-Chianti.dx601773)[Panzano in Chianti](https://expedia.com/Panzano-In-Chianti.dx602564)[Tavarnelle Val di Pesa](https://expedia.com/Tavarnelle-Val-Di-Pesa.dx6023366)[Castelnuovo Berardenga](https://expedia.com/Castelnuovo-Berardenga.dx6034141)[Barberino Val d'Elsa](https://expedia.com/Barberino-Val-DElsa.dx6046188)[Castellina Scalo](https://expedia.com/Castellina-Scalo.dx6139999)[Fonterutoli](https://expedia.com/Fonterutoli.dx6342141)[Sicelle](https://expedia.com/Sicelle.dx6343024)[Lornano](https://expedia.com/Lornano.dx3000027679)[Lucarelli](https://expedia.com/Lucarelli.dx3000384348)[Cavallari](https://expedia.com/Cavallari.dx553248622858908079)[Cignan Bianco](https://expedia.com/Cignan-Bianco.dx553248622858941063)[Cignano](https://expedia.com/Cignano.dx553248622858952310)[Colle Petroso](https://expedia.com/Colle-Petroso.dx553248622858970030)[Lilliano](https://expedia.com/Lilliano.dx553248622859062176) - [City Hall Castellina In Chianti ](https://expedia.com/City-Hall-Castellina-In-Chianti-Castellina-in-Chianti.d553248635175258965.Vacation-Attraction) - [Buondonno Winery ](https://expedia.com/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction) - [Casa Vinicola Luigi Cecchi ](https://expedia.com/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction) - [Archaeological Museum of Chianti ](https://expedia.com/Archaeological-Museum-Of-Chianti-Castellina-in-Chianti.d553248621533001050.Vacation-Attraction) - [Montecalvario ](https://expedia.com/Montecalvario-Castellina-in-Chianti.d553248621533001049.Vacation-Attraction) - [Piazza di Santa Maria Novella ](https://expedia.com/Piazza-Di-Santa-Maria-Novella-Historic-Centre-of-Florence.d6167447.Vacation-Attraction) - [Cathedral of Santa Maria del Fiore ](https://expedia.com/Cathedral-Of-Santa-Maria-Del-Fiore-Historic-Centre-of-Florence.d501046.Vacation-Attraction) - [Uffizi Gallery ](https://expedia.com/Uffizi-Gallery-Historic-Centre-of-Florence.d6075462.Vacation-Attraction) - [Ponte Vecchio ](https://expedia.com/Ponte-Vecchio-Historic-Centre-of-Florence.d6075434.Vacation-Attraction) - [Pitti Palace ](https://expedia.com/Pitti-Palace-Historic-Centre-of-Florence.d501032.Vacation-Attraction) - [Piazza del Duomo ](https://expedia.com/Piazza-Del-Duomo-Historic-Centre-of-Florence.d508338.Vacation-Attraction) - [Palazzo Vecchio ](https://expedia.com/Palazzo-Vecchio-Historic-Centre-of-Florence.d501034.Vacation-Attraction) - [Basilica of Santa Maria Novella ](https://expedia.com/Basilica-Of-Santa-Maria-Novella-Historic-Centre-of-Florence.d501050.Vacation-Attraction) - [Piazza della Signoria ](https://expedia.com/Piazza-Della-Signoria-Historic-Centre-of-Florence.d508341.Vacation-Attraction) - [Central Market ](https://expedia.com/Central-Market-Historic-Centre-of-Florence.d6075422.Vacation-Attraction) - [Piazzale Michelangelo ](https://expedia.com/Piazzale-Michelangelo-Historic-Centre-of-Florence.d508356.Vacation-Attraction) - [Piazza del Campo ](https://expedia.com/Piazza-Del-Campo-Siena-City-Centre.d6077950.Vacation-Attraction) - [Fortezza da Basso ](https://expedia.com/Fortezza-Da-Basso-Historic-Centre-of-Florence.d501036.Vacation-Attraction) - [Gallery of the Academy of Florence ](https://expedia.com/Gallery-Of-The-Academy-Of-Florence-Historic-Centre-of-Florence.d501039.Vacation-Attraction) - [Careggi Hospital ](https://expedia.com/Careggi-Hospital-Careggi-Rifredi.d6273229.Vacation-Attraction) - [Siena Cathedral ](https://expedia.com/Siena-Cathedral-Siena-City-Centre.d6077922.Vacation-Attraction) - [Fortezza Medicea ](https://expedia.com/Fortezza-Medicea-Siena-Historical-Center.d6287282.Vacation-Attraction) - [Antinori nel Chianti Classico ](https://expedia.com/Antinori-Nel-Chianti-Classico-San-Casciano-in-Val-di-Pesa.d6270044.Vacation-Attraction) - [Arno River ](https://expedia.com/Arno-River-Tuscany.d553248621532501484.Vacation-Attraction) - [Tenuta Torciano Winery ](https://expedia.com/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction) - [Piazza San Marco ](https://expedia.com/Piazza-San-Marco-Historic-Centre-of-Florence.d553248621532502479.Vacation-Attraction) - [Piazza Santa Croce ](https://expedia.com/Piazza-Santa-Croce-Historic-Centre-of-Florence.d6248194.Vacation-Attraction) - [Medici Fortress ](https://expedia.com/Medici-Fortress-Volterra.d6073868.Vacation-Attraction)