Title: Visit Brolio: 2026 Travel Guide for Brolio, Castiglion Fiorentino | Expedia.com [Hotels in Brolio](https://expedia.com/Brolio-Hotels.d6361222.Travel-Guide-Hotels)[Vacation Rentals in Brolio](https://expedia.com/Brolio-Vacation-Rentals.d6361222.Travel-Guide-VacationRentals)[Flights to Brolio](https://expedia.com/Cheap-Flights-To-Brolio.d6361222.Travel-Guide-Flights)[Things to do in Brolio](https://expedia.com/Things-To-Do-In-Brolio.d6361222.Travel-Guide-Activities)[Car Rentals in Brolio](https://expedia.com/Car-Rentals-In-Brolio.d6361222.Car-Rental-Guide)[Brolio Vacation Packages](https://expedia.com/Brolio.d6361222.Destination-Travel-Guides) # Brolio ## Travel Guide ## Visit Brolio Things to do - Brolio Hotel Deals - Vacation Rentals in Brolio ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa di Piazzano - Small Luxury Hotel of the World Localita Piazzano, C.P. 6 Cortona AR $649 nightly $719 total Mar 30 - Mar 31 Total with taxes and fees Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ... 9.8/10 Exceptional! (228 reviews) Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly Reviewed on Nov 6, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=971985&PinnedHotelID=971985&HadPinnedHotel=true®ionId=6361222) ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Relais II Chiostro di Pienza Corso Rossellino 26 Pienza SI $93 nightly $110 total Mar 25 - Mar 26 Total with taxes and fees Stay at this hotel in Pienza. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Chiesa ... 8.8/10 Excellent! (635 reviews) A little tired, extremely clean, with an amazing staff Reviewed on Jan 1, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F25%2F2026&endDate=3%2F26%2F2026&selected=893017&PinnedHotelID=893017&HadPinnedHotel=true®ionId=6361222) ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Monastero di Cortona Hotel & Spa Via del Salvatore Cortona AR $266 nightly $297 total Mar 29 - Mar 30 Total with taxes and fees Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ... [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=23264410&PinnedHotelID=23264410&HadPinnedHotel=true®ionId=6361222) [See all 5,268 properties in Brolio](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F20%2F2026&endDate=3%2F21%2F2026®ionId=6361222) 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. ![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel San Gregorio Via Della Madonnina 4 Pienza SI Book a stay at this business-friendly residence in Pienza. Enjoy free WiFi, an outdoor pool, and room service. Popular attractions RI Crea RE and Enoteca Di ... 9.4/10 Exceptional! (136 reviews) Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great! Reviewed on Oct 25, 2025 [](https://expedia.com/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Abbadia Sicille Relais](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/39e29e99_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Abbadia Sicille Relais SP 14 Loc. Abbadia Sicille Trequanda SI Book a stay at this business-friendly residence in Trequanda. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Monastery of Sant'Anna ... 8.8/10 Excellent! (168 reviews) Room was beyond expectations. Helpful staff and overall great experience. Reviewed on Dec 7, 2025 [](https://expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Residenza Fabroni](https://images.trvl-media.com/lodging/9000000/8210000/8204400/8204306/124b8b86_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Residenza Fabroni Via di Gracciano nel Corso, 12 Montepulciano SI Book a stay at this historic residence in Montepulciano. Enjoy free WiFi, an attached winery, and a rooftop terrace. Popular attractions Torre di Pulcinella ... 8.8/10 Excellent! (96 reviews) The parking states “on site”, as if there was a parking lot easy and close to get to and from, especially with luggage. The parking lot is a maze to get to and quite difficult to navigate to through the tiny streets. Other then that, place was clean, staff was great Very old school italy Also the ... Reviewed on Jan 19, 2026 [](https://expedia.com/Montepulciano-Hotels-Residenza-Fabroni.h8204306.Hotel-Information) [See all properties in Brolio](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6361222&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 Brolio hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361222&startDate=2026-03-19&endDate=2026-03-20)[Mar 19 - Mar 20](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361222&startDate=2026-03-19&endDate=2026-03-20) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361222&startDate=2026-03-20&endDate=2026-03-21)[Mar 20 - Mar 21](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361222&startDate=2026-03-20&endDate=2026-03-21) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361222&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=6361222&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361222&startDate=3%2F27%2F2026&endDate=3%2F29%2F2026)[Mar 27 - Mar 29](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6361222&startDate=3%2F27%2F2026&endDate=3%2F29%2F2026) ### 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.com/Tennis-Club-Castiglionese-Castiglion-Fiorentino.d553248621580159024.Vacation-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.com/Agricola-Buccelletti-Winery-Castiglion-Fiorentino.d553248621580159025.Vacation-Attraction) #### Archaeological Museum You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area. [](https://expedia.com/Archaeological-Museum-Castiglion-Fiorentino.d553248621580159022.Vacation-Attraction) #### Cassero Tower Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area. [](https://expedia.com/Cassero-Tower-Castiglion-Fiorentino.d553248621580159023.Vacation-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.com/Vasari-Loggia-Castiglion-Fiorentino.d553248621580159026.Vacation-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.com/Municipal-Art-Gallery-Castiglion-Fiorentino.d553248621533001056.Vacation-Attraction) ### Things to do ![Montepulciano Wine Tasting in the Tuscan Countryside](https://mediaim.expedia.com/localexpert/50286653/77c79a76-70f1-4375-9739-0f0f71d7da02.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montepulciano Wine Tasting in the Tuscan Countryside $29 per adult [](https://expedia.com/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) ![Montepulciano Wine Tasting with typical Tuscan Cold Cuts](https://mediaim.expedia.com/localexpert/50050116/b42fdd72-c9bb-49c8-8b4d-78b4f50de384.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montepulciano Wine Tasting with typical Tuscan Cold Cuts $53 per adult [](https://expedia.com/things-to-do/montepulciano-wine-tasting-with-typical-tuscan-cold-cuts.a50050116.activity-details) [See all activities in Brolio](https://expedia.com/Things-To-Do-In-Brolio.d6361222.Travel-Guide-Activities) ## Cities near Brolio ![Cortona featuring a city and farmland](https://images.trvl-media.com/place/601360/f4054673-52dd-4f97-8d57-389d1f349940.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cortona ![Looking out the window on a fast train ride to Florence from Rome...](https://images.trvl-media.com/place/6047858/aaab608c-e23c-4d48-acbe-896e0882191d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Castiglion Fiorentino ![Foiano della Chiana, Arezzo, Tuscany, Italy: the medieval city gate, Porta della Collegiata, in the first ring of walls of the ancient village](https://images.trvl-media.com/place/6123312/9c72367a-8bc0-431c-9d4c-f20b5d33c86e.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Foiano della Chiana - Cities near Brolio - Places of interest [Cortona](https://expedia.com/Cortona.dx601360)[Castiglion Fiorentino](https://expedia.com/Castiglion-Fiorentino.dx6047858)[Foiano della Chiana](https://expedia.com/Foiano-Della-Chiana.dx6123312)[Castroncello](https://expedia.com/Castroncello.dx6361225) - [Lake Trasimeno ](https://expedia.com/Lake-Trasimeno-Umbria.d6055082.Vacation-Attraction) - [Arno River ](https://expedia.com/Arno-River-Tuscany.d553248621532501484.Vacation-Attraction) - [Piazza Grande ](https://expedia.com/Piazza-Grande-Arezzo-Centro-Storico.d6104294.Vacation-Attraction) - [Arezzo Equestrian Centre ](https://expedia.com/Arezzo-Equestrian-Centre-Arezzo.d6312910.Vacation-Attraction) - [Pienza Cathedral ](https://expedia.com/Pienza-Cathedral-Pienza.d6105122.Vacation-Attraction) - [Piazza Grande ](https://expedia.com/Piazza-Grande-Montepulciano.d553248621533000912.Vacation-Attraction) - [Terme di Chianciano ](https://expedia.com/Terme-Di-Chianciano-Chianciano-Terme.d553248621555471461.Vacation-Attraction) - [Dome of Montepulciano ](https://expedia.com/Dome-Of-Montepulciano-Montepulciano.d553248621532500181.Vacation-Attraction) - [San Giovanni Terme Rapolano ](https://expedia.com/San-Giovanni-Terme-Rapolano-Rapolano-Terme.d553248621532500193.Vacation-Attraction) - [Tuscan Surgical Center ](https://expedia.com/Tuscan-Surgical-Center-Arezzo.d553248632870974319.Vacation-Attraction) - [Val di Chiana ](https://expedia.com/Val-Di-Chiana-Tuscany.d6049003.Vacation-Attraction) - [Terme di Montepulciano Spa ](https://expedia.com/Terme-Di-Montepulciano-Spa-Montepulciano.d6169786.Vacation-Attraction) - [San Donato Hospital ](https://expedia.com/San-Donato-Hospital-Arezzo.d553248621583444251.Vacation-Attraction) - [Terme Antica Querciolaia ](https://expedia.com/Terme-Antica-Querciolaia-Rapolano-Terme.d553248621532500215.Vacation-Attraction) - [Piscine Termali Theia ](https://expedia.com/Piscine-Termali-Theia-Chianciano-Terme.d553248621555471462.Vacation-Attraction) - [Villa Bramasole ](https://expedia.com/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction) - [Chapel of our Lady of Vitaleta ](https://expedia.com/Chapel-Of-Our-Lady-Of-Vitaleta-San-Quirico-dOrcia.d553248623503682429.Vacation-Attraction) - [Cathedral of Saints Peter and Donato ](https://expedia.com/Cathedral-Of-Saints-Peter-And-Donato-Arezzo-Centro-Storico.d6104274.Vacation-Attraction) - [Valdichiana Outlet Village ](https://expedia.com/Valdichiana-Outlet-Village-Foiano-della-Chiana.d6153160.Vacation-Attraction) - [Palazzo Avignonesi ](https://expedia.com/Palazzo-Avignonesi-Montepulciano.d553248621533000914.Vacation-Attraction) - [Villa a Sesta Polo Club ](https://expedia.com/Villa-A-Sesta-Polo-Club-Bucine.d553248622945495059.Vacation-Attraction) - [Piazza Guido Monaco ](https://expedia.com/Piazza-Guido-Monaco-Arezzo-Centro-Storico.d553248635975742732.Vacation-Attraction) - [Crete Senesi ](https://expedia.com/Crete-Senesi-Asciano.d553248635171296782.Vacation-Attraction) - [Monte Oliveto Maggiore Abbey ](https://expedia.com/Monte-Oliveto-Maggiore-Abbey-Asciano.d6272329.Vacation-Attraction) - [Piazza Pio II ](https://expedia.com/Piazza-Pio-II-Pienza.d553248621533000907.Vacation-Attraction) - [Palazzo Ricci ](https://expedia.com/Palazzo-Ricci-Montepulciano.d553248621532500182.Vacation-Attraction) - [Consorzio del Vino Nobile di Montepulciano ](https://expedia.com/Consorzio-Del-Vino-Nobile-Di-Montepulciano-Montepulciano.d6105000.Vacation-Attraction) - [Isola Maggiore ](https://expedia.com/Isola-Maggiore-Tuoro-sul-Trasimeno.d3000404297.Vacation-Attraction) - [Cortona Cathedral ](https://expedia.com/Cortona-Cathedral-Cortona-Old-Town.d6102846.Vacation-Attraction) - [Piazza della Repubblica ](https://expedia.com/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) - [Basilica of San Francesco ](https://expedia.com/Basilica-Of-San-Francesco-Arezzo-Centro-Storico.d6104276.Vacation-Attraction)