Title: 10 TOP Things to Do in Castiglion Fiorentino November 2025 | Expedia.co.uk [Castiglion Fiorentino Travel Guide](https://expedia.co.uk/Castiglion-Fiorentino.dx6047858)[Hotels in Castiglion Fiorentino](https://expedia.co.uk/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[Flights to Castiglion Fiorentino](https://expedia.co.uk/Cheap-Flights-To-Castiglion-Fiorentino.d6047858.Travel-Guide-Flights)[Castiglion Fiorentino Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castiglion-Fiorentino.d6047858.Car-Hire-Guide)[Castiglion Fiorentino Holidays](https://expedia.co.uk/Castiglion-Fiorentino.d6047858.Holidays-City-Breaks) # What to do in Castiglion Fiorentino ## Activities, attractions and tours ## Visit Castiglion Fiorentino Types of activities [Castiglion Fiorentino travel guide](https://expedia.co.uk/Castiglion-Fiorentino.dx6047858) ![Photo by Sophia Field](https://mediaim.expedia.com/destination/2/59350a3bc41450f5b5d368ced692c83f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Sophia Field](https://mediaim.expedia.com/destination/2/59350a3bc41450f5b5d368ced692c83f.jpg) ![Photo by Daniel Reed](https://mediaim.expedia.com/destination/2/5f81565998ae4d766015fa6fa2345399.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Daniel Reed](https://mediaim.expedia.com/destination/2/5f81565998ae4d766015fa6fa2345399.jpg) ![Photo by Giammy McMario](https://mediaim.expedia.com/destination/2/ab5564b2f10c3b06db50e9d0ca8e0c96.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo by Giammy McMario](https://mediaim.expedia.com/destination/2/ab5564b2f10c3b06db50e9d0ca8e0c96.jpg) ![Photo "Castiglion Fiorentino" by Pigellino (CC BY) / Cropped from original](https://mediaim.expedia.com/destination/3/d8d4ae1397822a67d8979fb2f7e60e0b.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [](https://mediaim.expedia.com/destination/3/d8d4ae1397822a67d8979fb2f7e60e0b.jpg)[Photo](https://mediaim.expedia.com/destination/3/d8d4ae1397822a67d8979fb2f7e60e0b.jpg) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([CC BY](https://creativecommons.org/licenses/by/3.0)) ![Photo "Castiglion Fiorentino" by Pigellino (CC BY) / Cropped from original](https://mediaim.expedia.com/destination/3/e5cb7f53052c9d61a6acb2c167c58f27.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [](https://mediaim.expedia.com/destination/3/e5cb7f53052c9d61a6acb2c167c58f27.jpg)[Photo](https://mediaim.expedia.com/destination/3/e5cb7f53052c9d61a6acb2c167c58f27.jpg) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([CC BY](https://creativecommons.org/licenses/by/3.0)) ## Castiglion Fiorentino Attractions Let Expedia help you to experience the best that Castiglion Fiorentino has to offer! If you’re planning a trip to Castiglion Fiorentino, 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 Castiglion Fiorentino 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 Castiglion Fiorentino Castiglion Fiorentino is crammed with must-see places to visit and things to do. We can help you decide where to stay in Castiglion Fiorentino, and make it a breeze to explore Castiglion Fiorentino 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 Castiglion Fiorentino 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 Castiglion Fiorentino, 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 Castiglion Fiorentino. #### Castiglion Fiorentino attractions Castiglion Fiorentino 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 Castiglion Fiorentino 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 Castiglion Fiorentino. Looking for things to do in Castiglion Fiorentino 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 Castiglion Fiorentino or catch up with the vibrant local culture, our guides to Castiglion Fiorentino attractions ensure that you’ll have a successful trip, whatever the season. Happy trails! * * * - ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. - ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. - ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself One Key members save % or more on select activities, hotels, cars and holiday rentals. [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) * * * ## Recommended things to do in Castiglion Fiorentino | Number of things to do | 52 | | --- | --- | | Cheapest thing to do on Expedia | [Arezzo Walking Tour with Audio and Written Guide by a Local](https://expedia.co.uk/things-to-do/arezzo-walking-tour-with-audio-and-written-guide-by-a-local.a49740499.activity-details): £6 | | Top 5 things to do | - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.co.uk/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) - [Tasting with Private Walk in a Cellar in Tuscany](https://expedia.co.uk/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details) - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.co.uk/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) - [Arezzo Gran Tour](https://expedia.co.uk/things-to-do/arezzo-gran-tour.a51013277.activity-details) - [2 Hours Free Arezzo tour without the use of your smartphone](https://expedia.co.uk/things-to-do/2-hours-free-arezzo-tour-without-the-use-of-your-smartphone.a47894859.activity-details) | | Half-day tours | - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.co.uk/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) - [Tasting with Private Walk in a Cellar in Tuscany](https://expedia.co.uk/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details) - [2 Hours Free Arezzo tour without the use of your smartphone](https://expedia.co.uk/things-to-do/2-hours-free-arezzo-tour-without-the-use-of-your-smartphone.a47894859.activity-details) - [Casentino: Horseback Riding Tour with Verna Sanctuary View](https://expedia.co.uk/things-to-do/casentino-horseback-riding-tour-with-verna-sanctuary-view.a47739717.activity-details) - [Assisi: Grand Tour Tuk Tuk - Italian driver](https://expedia.co.uk/things-to-do/assisi-grand-tour-tuk-tuk-italian-driver.a50475330.activity-details) | | With kids | - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.co.uk/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) - [Tasting with Private Walk in a Cellar in Tuscany](https://expedia.co.uk/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details) - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.co.uk/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) - [Arezzo Gran Tour](https://expedia.co.uk/things-to-do/arezzo-gran-tour.a51013277.activity-details) - [Assisi: Grand Tour Tuk Tuk - Italian driver](https://expedia.co.uk/things-to-do/assisi-grand-tour-tuk-tuk-italian-driver.a50475330.activity-details) | ## What to do in Castiglion Fiorentino * * * ### Popular places to visit #### Tennis Club Castiglionese Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.co.uk/Tennis-Club-Castiglionese-Castiglion-Fiorentino.d553248621580159024.Attraction) #### Agricola Buccelletti Winery You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries. [](https://expedia.co.uk/Agricola-Buccelletti-Winery-Castiglion-Fiorentino.d553248621580159025.Attraction) #### Cassero Tower Find out about the history of Castiglion Fiorentino when you take a trip to Cassero Tower. You can enjoy the wineries while in the area. [](https://expedia.co.uk/Cassero-Tower-Castiglion-Fiorentino.d553248621580159023.Attraction) #### Archaeological Museum You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.co.uk/Archaeological-Museum-Castiglion-Fiorentino.d553248621580159022.Attraction) #### Vasari Loggia You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area. [](https://expedia.co.uk/Vasari-Loggia-Castiglion-Fiorentino.d553248621580159026.Attraction) #### Municipal Art Gallery You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.co.uk/Municipal-Art-Gallery-Castiglion-Fiorentino.d553248621533001056.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 Castiglion Fiorentino ![Arezzo which includes a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/119000/119649-Arezzo-Province.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Arezzo [](https://expedia.co.uk/Arezzo.dx11306) ![Cortona featuring farmland and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157531-Arezzo-Province.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cortona [](https://expedia.co.uk/Cortona.dx601360) ![Photo by Alessandro Ricciardi](https://mediaim.expedia.com/destination/2/ced4e76c609fe26542e4b2e2f773fae7.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monte San Savino [](https://expedia.co.uk/Monte-San-Savino.dx6122898) ![Photo by Leanne](https://mediaim.expedia.com/destination/2/f09c64daf24171364564afbd338566d1.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Foiano della Chiana [](https://expedia.co.uk/Foiano-Della-Chiana.dx6123312) ![Photo "Polvano" by Pigellino (CC BY) / Cropped from original](https://mediaim.expedia.com/destination/3/2c0d40460569d621ce24a185089ca2c7.jpg?impolicy=fcrop&w=512&h=288&q=medium) [](https://creativecommons.org/licenses/by/3.0)[Photo](https://creativecommons.org/licenses/by/3.0) by [Pigellino](https://www.panoramio.com/user/2766323?with_photo_id=22952763) ([CC BY](https://creativecommons.org/licenses/by/3.0)) ### Polvano [](https://expedia.co.uk/Polvano.dx6292817) ## Frequently asked questions ### Is Castiglion Fiorentino worth visiting? > Renowned for its walking trails and nightlife, discovering cool things to do in Castiglion Fiorentino is a breeze. Remember to add Agricola Buccelletti Winery to your itinerary while here. ### How do I spend a day in Castiglion Fiorentino? > Casali Palace and Palazzo delle Logge Vasariane are two great places to start your holiday adventures. Remember to check out the dining and shopping options in Castiglion Fiorentino while you're here too. ### What is the top tourist attraction in Castiglion Fiorentino? > Agricola Buccelletti Winery is one of the top tourist attractions in Castiglion Fiorentino and deserves a place on every to-do list of the area. ### Is three days enough to stay in Castiglion Fiorentino? > You can easily tick off leading sights like Agricola Buccelletti Winery, Casali Palace and Signorelli Theatre with a three-day stay in Castiglion Fiorentino. On average, many travellers book three days here. There's plenty to experience nearby too, so stay a bit longer and venture to Siena. ### Is Castiglion Fiorentino a walkable city? > With popular neighbourhoods and major attractions within walking distance of the city centre, Castiglion Fiorentino is a great place to experience on foot. Enjoy wandering between Agricola Buccelletti Winery and Archaeological Museum. Then take a stroll around Podere Viti, located 2 kms (1 mile) from the centre, and Pergognano, which is roughly 2 kms (1 mile) away. ### What are some activities to do in Castiglion Fiorentino with kids? > If you're looking for attractions and activities for all ages, have a look at these great ideas for what to do in Castiglion Fiorentino with kids. > > > > - [Oil museum and oil mill in Tuscany: tour and tasting](https://expedia.co.uk/things-to-do/oil-museum-in-tuscany-interactive-tour-and-tasting.a47137603.activity-details) > - [Tasting with Private Walk in a Cellar in Tuscany](https://expedia.co.uk/things-to-do/tasting-with-private-walk-in-a-cellar-in-tuscany.a5138996.activity-details) > - [Montepulciano Wine Tasting in the Tuscan Countryside](https://expedia.co.uk/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) > - [Arezzo Gran Tour](https://expedia.co.uk/things-to-do/arezzo-gran-tour.a51013277.activity-details) > - [Assisi: Grand Tour Tuk Tuk - Italian driver](https://expedia.co.uk/things-to-do/assisi-grand-tour-tuk-tuk-italian-driver.a50475330.activity-details) ### What to do in Castiglion Fiorentino for adults? > Agricola Buccelletti Winery and San Luciano Winery are just a couple of the things to do in Castiglion Fiorentino. With plenty of activities available, there's something here for everyone to experience. ### Are there free things to do in Castiglion Fiorentino? > One of the easiest ways to learn about free things to do in Castiglion Fiorentino is to ask a local tour guide. You'll get insider recommendations on interesting neighbourhoods, parks and other highlights you can experience without opening your wallet. 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[Visit Sodo](https://www.expedia.co.uk/Sodo.dx6361280) - [Villa Bramasole](https://www.expedia.co.uk/Villa-Bramasole-Cortona.d553248635931712561.Attraction) - [Avis Rental Cars in Cortona](https://www.expedia.co.uk/Avis-Car-Rentals-In-Cortona.d601360-c41.Car-Rental-Guide-Suppliers) - [Car hire Camucia](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Camucia.d6289367.Car-Hire-Guide) - [Car hire near Cortona Old Town](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Cortona-Old-Town.d553248633938945259.Car-Hire-Guide) - [Car hire Cortona](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Cortona.d601360.Car-Hire-Guide) - [Enterprise Rental Cars in Cortona](https://www.expedia.co.uk/Enterprise-Car-Rentals-In-Cortona.d601360-c15.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Cortona](https://www.expedia.co.uk/Hertz-Car-Rentals-In-Cortona.d601360-c40.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Cortona](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Cortona.d601360-c35.Car-Rental-Guide-Suppliers) - 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