Title: TOP 10 Hotels in Castiglion Fiorentino from $53 - Competitive Prices | Expedia.com [Castiglion Fiorentino Travel Guide](https://expedia.com/Castiglion-Fiorentino.dx6047858)[Vacation Rentals in Castiglion Fiorentino](https://expedia.com/Castiglion-Fiorentino-Vacation-Rentals.d6047858.Travel-Guide-VacationRentals)[Flights to Castiglion Fiorentino](https://expedia.com/Cheap-Flights-To-Castiglion-Fiorentino.d6047858.Travel-Guide-Flights)[Things to do in Castiglion Fiorentino](https://expedia.com/Things-To-Do-In-Castiglion-Fiorentino.d6047858.Travel-Guide-Activities)[Car Rentals in Castiglion Fiorentino](https://expedia.com/Car-Rentals-In-Castiglion-Fiorentino.d6047858.Car-Rental-Guide)[Castiglion Fiorentino Vacation Packages](https://expedia.com/Castiglion-Fiorentino.d6047858.Destination-Travel-Guides) ![Castiglion Fiorentino e i girasoli della Val di Chio](https://images.trvl-media.com/place/6047858/283772a8-9464-465e-a2df-85ffd89fc89a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Pigellino ![](https://images.trvl-media.com/place/6047858/283772a8-9464-465e-a2df-85ffd89fc89a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Castiglion Fiorentino Family friendly [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&travelerType=family_friendly) Spa [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=SPA_ON_SITE) Pool [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=POOL) Farm [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=AGRITOURISM) Pet friendly [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=PETS) Hot tub [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=HOT_TUB) Apart­ment [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=APARTMENT) Villa [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=VILLA) Waterpark [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&amenities=WATER_PARK) Cottage [](https://www.expedia.com/Hotel-Search?destination=Castiglion+Fiorentino%2C+Tuscany%2C+Italy®ionId=6047858&latLong=43.341667%2C11.923695&adults=2&startDate=2026-02-19&d1=2026-02-19&endDate=2026-02-21&d2=2026-02-21&lodging=COTTAGE) ## Check prices for these dates Tonight [Feb 5 - Feb 6](https://www.expedia.com/Hotel-Search?regionId=6047858&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.com/Hotel-Search?regionId=6047858&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=6047858&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=6047858&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Castiglion Fiorentino hotels ![Rooftop terrace](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b2055c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/23dcc3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, hot tub, steam room, massages](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/8d91f199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite | Premium bedding, down comforters, memory foam beds, minibar](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/b24d70f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monastero di Cortona Hotel & Spa [](https://www.expedia.com/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) Cortona Old Town 10/10 Exceptional (260 reviews) "Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Florence and Robert [](https://www.expedia.com/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/d0de7308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, Turkish bath](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/728de755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite, 2 Bedrooms, Terrace | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/4c43baea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/028e7c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Falconiere - Relais e Chateaux [](https://www.expedia.com/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) Cortona 9.4/10 Exceptional (122 reviews) "Absolutely Amazing place / stay ! My wife and I only have raving reviews…for us it is in our Top 3 best Hotel stay ever…and we have been to some amazing Hotels before around the world. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) jacques [](https://www.expedia.com/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1680000/1677700/1677691/975db080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/2000000/1680000/1677700/1677691/58148767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1680000/1677700/1677691/96f86bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1680000/1677700/1677691/12bc3783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Borgo San Pietro [](https://www.expedia.com/Cortona-Hotels-Villa-Borgo-San-Pietro.h1677691.Hotel-Information) Cortona 9.2/10 Wonderful (102 reviews) "Beautiful property very close to Cortona - friendly staff led by Alessandro" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Grant [](https://www.expedia.com/Cortona-Hotels-Villa-Borgo-San-Pietro.h1677691.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/12e8ca86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/971bb732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City view](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/431b7339.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Room | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/930000/921400/921392/1311985c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais Villa Baldelli [](https://www.expedia.com/Cortona-Hotels-Relais-Villa-Baldelli.h921392.Hotel-Information) Cortona 9.2/10 Wonderful (130 reviews) "Beautiful place. Fantastic staff and breakfast. Close to Corrona, Assisi Arezzo. And a great cooking class. You will be glad you stayed here. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael [](https://www.expedia.com/Cortona-Hotels-Relais-Villa-Baldelli.h921392.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/055c3d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; garden views](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/e3139115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/e8c1d640.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa di Piazzano - Small Luxury Hotel of the World [](https://www.expedia.com/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) Cortona 9.8/10 Exceptional (228 reviews) "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melodee [](https://www.expedia.com/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9770000/9763000/9762926/02212943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Regional cuisine](https://images.trvl-media.com/lodging/10000000/9770000/9763000/9762926/057445b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9770000/9763000/9762926/bdf9c157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Terrace | View from room](https://images.trvl-media.com/lodging/10000000/9770000/9763000/9762926/1a3888dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Cantina Relais - Fattoria Il Cipresso [](https://www.expedia.com/Arezzo-Hotels-La-Cantina-Relais-Fattoria-Il-Cipresso.h9762926.Hotel-Information) Arezzo 10/10 Exceptional (110 reviews) "Stay was exceptional." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne [](https://www.expedia.com/Arezzo-Hotels-La-Cantina-Relais-Fattoria-Il-Cipresso.h9762926.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2533300/2533253/47408733.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/3000000/2540000/2533300/2533253/689747d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/3000000/2540000/2533300/2533253/cbabd446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment | Exterior](https://images.trvl-media.com/lodging/3000000/2540000/2533300/2533253/c58934db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cortona Resort - Le Terre Dei Cavalieri [](https://www.expedia.com/Cortona-Hotels-Cortona-Resort-Le-Terre-Dei-Cavalieri.h2533253.Hotel-Information) Cortona 9.8/10 Exceptional (72 reviews) "I will be back again! Lovely place. Restaurant is excellent too!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dana [](https://www.expedia.com/Cortona-Hotels-Cortona-Resort-Le-Terre-Dei-Cavalieri.h2533253.Hotel-Information) ![Romantic Double Room | Private spa tub](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/84d3678f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/220cb8bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/0ee8c962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, manicures and pedicures](https://images.trvl-media.com/lodging/1000000/990000/984500/984435/99add659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Michele [](https://www.expedia.com/Cortona-Hotels-Hotel-San-Michele.h984435.Hotel-Information) Cortona Old Town 9.0/10 Wonderful (273 reviews) "Very friendly and helpful staff. Nice rooms" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yvonne [](https://www.expedia.com/Cortona-Hotels-Hotel-San-Michele.h984435.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/6590bf1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Exclusive with SPA | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/20336e14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/4d911619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite Exclusive with SPA | Room amenity](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/b75decd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relais La Corte dei Papi [](https://www.expedia.com/Cortona-Hotels-Relais-La-Corte-Dei-Papi.h915401.Hotel-Information) Cortona 9.6/10 Exceptional (65 reviews) "Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Traci $444 nightly $493 total Mar 7 - Mar 8 Total with taxes and fees [](https://www.expedia.com/Cortona-Hotels-Relais-La-Corte-Dei-Papi.h915401.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/c5455b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/e66362e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Camera Suite King con Vista Panoramica | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/0bc6f6db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/4bc4d215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Villa Marsili [](https://www.expedia.com/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information) Cortona Old Town 10/10 Exceptional (322 reviews) "The bar and the breakfast were both excellent! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph [](https://www.expedia.com/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/d08fd4e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/43a2679c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/9224a007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/7ab23519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda del Molino [](https://www.expedia.com/Cortona-Hotels-Locanda-Del-Molino.h2690302.Hotel-Information) Cortona 9.6/10 Exceptional (35 reviews) "family run business with great hospitality and excellent food" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) stefania [](https://www.expedia.com/Cortona-Hotels-Locanda-Del-Molino.h2690302.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/2000000/1190000/1183500/1183404/27963802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Twin Room (Collection) | Down comforters, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1190000/1183500/1183404/7fa5823c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Turkish bath](https://images.trvl-media.com/lodging/2000000/1190000/1183500/1183404/bee8143a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch and dinner served](https://images.trvl-media.com/lodging/2000000/1190000/1183500/1183404/7ce37668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Minerva [](https://www.expedia.com/Arezzo-Hotels-Hotel-Minerva.h1183404.Hotel-Information) Arezzo 8.8/10 Excellent (560 reviews) "Staff were helpful in highlighting the best places to visit in the city. Room was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas $98 nightly $115 total Feb 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Arezzo-Hotels-Hotel-Minerva.h1183404.Hotel-Information) ![Daily continental breakfast (EUR 4 per person)](https://images.trvl-media.com/lodging/3000000/2700000/2691400/2691302/832cd19a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Double Room, Balcony | Minibar, in-room safe, desk, soundproofing](https://images.trvl-media.com/lodging/3000000/2700000/2691400/2691302/43ea6cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Balcony, Garden View | Minibar, in-room safe, desk, soundproofing](https://images.trvl-media.com/lodging/3000000/2700000/2691400/2691302/76de6e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2700000/2691400/2691302/5131cb4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Luca [](https://www.expedia.com/Cortona-Hotels-Hotel-San-Luca.h2691302.Hotel-Information) Cortona Old Town 8.6/10 Excellent (422 reviews) "great view, very clean, friendly staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) eun koung [](https://www.expedia.com/Cortona-Hotels-Hotel-San-Luca.h2691302.Hotel-Information) ![Land view from property](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/0a04afd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Camera Classic vista valle o terrazza privata | Bathroom | Shower, hair dryer, bathrobes, slippers](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/03cdd27f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/5a958be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/6fe442af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Locanda agli Amici [](https://www.expedia.com/Cortona-Hotels-Locanda-Agli-Amici.h90300548.Hotel-Information) Cortona 9.8/10 Exceptional (36 reviews) "Very clean and beautiful room. Amazing views! Breakfast and staff were the best!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexander [](https://www.expedia.com/Cortona-Hotels-Locanda-Agli-Amici.h90300548.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/3000000/2540000/2536200/2536133/36b5c21f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Double Room, Balcony, City View | Minibar, desk, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/3000000/2540000/2536200/2536133/fd92701a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double or Twin Room, City View | Minibar, desk, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/3000000/2540000/2536200/2536133/b9ac2d82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite | Minibar, desk, blackout drapes, free WiFi](https://images.trvl-media.com/lodging/3000000/2540000/2536200/2536133/5fdab707.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### I PORTICI HOTEL RESIDENZA D’EPOCA [](https://www.expedia.com/Arezzo-Hotels-I-PORTICI-BOUTIQUE-HOTEL.h2536133.Hotel-Information) Arezzo Centro Storico 8.2/10 Very Good (185 reviews) "Friendly staff Good cleaning " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Auguste [](https://www.expedia.com/Arezzo-Hotels-I-PORTICI-BOUTIQUE-HOTEL.h2536133.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/84000000/83490000/83480500/83480427/30db8f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Chapel](https://images.trvl-media.com/lodging/84000000/83490000/83480500/83480427/256f1fbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/84000000/83490000/83480500/83480427/2e4557b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/84000000/83490000/83480500/83480427/956d78bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Santa Margherita [](https://www.expedia.com/Cortona-Hotels-Villa-Santa-Margherita.h83480427.Hotel-Information) Cortona Old Town 10/10 Exceptional (18 reviews) "Good facilities and good value. Very helpful staff, too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George [](https://www.expedia.com/Cortona-Hotels-Villa-Santa-Margherita.h83480427.Hotel-Information) ![Lobby lounge, garden views, open daily](https://images.trvl-media.com/lodging/2000000/1610000/1600300/1600259/0efc2996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double or Twin Room, City View | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1610000/1600300/1600259/c665b2e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1610000/1600300/1600259/e2b17e86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1610000/1600300/1600259/38d716fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Badia di Pomaio small luxury hotels of the world [](https://www.expedia.com/Arezzo-Hotels-Badia-Di-Pomaio.h1600259.Hotel-Information) Arezzo 10/10 Exceptional (21 reviews) "We were looking for a quiet and tranquil location and this is it. Wonderful views from the magnificant gardens which surround the tastefully restored monastery. The exterior and interior have been tastefully renovated to the highest standard and our room was perfect. Yet the main contribution to our stay was the warmth and oustanding service that we received from the whole service team. We loved this hotel; we have travelled all around Europe and feel this is the best we have stayed in." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linton [](https://www.expedia.com/Arezzo-Hotels-Badia-Di-Pomaio.h1600259.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1636900/1636874/199d05e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1640000/1636900/1636874/8d36f073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food court](https://images.trvl-media.com/lodging/2000000/1640000/1636900/1636874/9aa04ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1640000/1636900/1636874/35677412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Le Capanne [](https://www.expedia.com/Arezzo-Hotels-Hotel-Le-Capanne.h1636874.Hotel-Information) Arezzo 9.4/10 Exceptional (53 reviews) "A very nice stay. Friendly and helpfull staff. Very nice Pool. Good breakfast outside. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Georg $109 nightly $128 total Feb 15 - Feb 16 Total with taxes and fees [](https://www.expedia.com/Arezzo-Hotels-Hotel-Le-Capanne.h1636874.Hotel-Information) ![Superior Studio Suite, Hot Tub | Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/3000000/2060000/2057800/2057760/95a0b3ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Senior Suite | Living room | Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/3000000/2060000/2057800/2057760/cd2fc896.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2060000/2057800/2057760/a7219337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2060000/2057800/2057760/fb566b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Graziella Patio Hotel [](https://www.expedia.com/Arezzo-Hotels-Graziella-Patio-Hotel.h2057760.Hotel-Information) Arezzo Centro Storico 8.8/10 Excellent (36 reviews) "Really quint hotel with good customer service " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jyotish [](https://www.expedia.com/Arezzo-Hotels-Graziella-Patio-Hotel.h2057760.Hotel-Information) ![Suite (Michelangelo) | Room amenity](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/4e74b419.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/ed90d4ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/03c3fa70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/d14f63ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Continentale [](https://www.expedia.com/Arezzo-Hotels-Hotel-Continentale.h1749370.Hotel-Information) Arezzo Centro Storico 8.6/10 Excellent (464 reviews) "Great location and nice staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alvaro $108 nightly $130 total Feb 8 - Feb 9 Total with taxes and fees [](https://www.expedia.com/Arezzo-Hotels-Hotel-Continentale.h1749370.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20®ionId=6047858&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCastiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCastiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels) ## Stay near popular Castiglion Fiorentino attractions ### 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621580159024) ### 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621580159022) ### 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621580159026) ### 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621580159025) ### 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621580159023) ### 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. [See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621533001056) ## Learn more about Castiglion Fiorentino Climb the medieval walls of this hilltop town for sweeping views across Tuscany's Val di Chiana countryside. Explore the Etruscan Archaeological Museum inside Palazzo Casali, then enjoy aperitivo with locals in Piazza del Municipio. [See all hotels in Castiglion Fiorentino](https://www.expedia.com/Hotel-Search?startDate=2026-02-19&endDate=2026-02-20&adults=2®ionId=6047858) ![Castiglion Fiorentino e i girasoli della Val di Chio](https://images.trvl-media.com/place/6047858/283772a8-9464-465e-a2df-85ffd89fc89a.jpg?impolicy=fcrop&w=899&h=674&p=1&q=high) Photo by Pigellino ## Top Castiglion Fiorentino Hotel Reviews ![Albergo San Biagio](https://images.trvl-media.com/lodging/4000000/3230000/3224200/3224141/c85acee6_y.jpg) ### Albergo San Biagio 10/10 Excellent "Muy amable " [](https://expedia.com/Montepulciano-Hotels-Albergo-San-Biagio.h3224141.Hotel-Information) ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "Everything was great! Lovely hotel " [](https://expedia.com/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg) ### Hotel Relais II Chiostro di Pienza 10/10 Excellent "A little tired, extremely clean, with an amazing staff" [](https://expedia.com/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Hotel Continentale](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/73e76ee4_y.jpg) ### Hotel Continentale 10/10 Excellent "Great location and nice staff " [](https://expedia.com/Arezzo-Hotels-Hotel-Continentale.h1749370.Hotel-Information) ![Grand Hotel Terme](https://images.trvl-media.com/lodging/2000000/1290000/1289200/1289175/3fd53b10_y.jpg) ### Grand Hotel Terme 10/10 Excellent "Clean room and friendly staff" [](https://expedia.com/Chianciano-Terme-Hotels-Grand-Hotel-Terme.h1289175.Hotel-Information) ![Abbadia Sicille Relais](https://images.trvl-media.com/lodging/11000000/10660000/10653000/10652908/80de574a_y.jpg) ### Abbadia Sicille Relais 10/10 Excellent "Room was beyond expectations. Helpful staff and overall great experience. " [](https://expedia.com/Trequanda-Hotels-Abbadia-Sicille.h10652908.Hotel-Information) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg) ### Relais Villa Grazianella - UNA Esperienze 10/10 Excellent "Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!" [](https://expedia.com/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information) ![Borgo Sant'Ambrogio Resort](https://images.trvl-media.com/lodging/25000000/24050000/24047000/24046952/bd574044_y.jpg) ### Borgo Sant'Ambrogio Resort 10/10 Excellent "It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!" [](https://expedia.com/Trequanda-Hotels-Borgo-SantAmbrogio-Resort.h24046952.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " [](https://expedia.com/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ## More cheap stays in Castiglion Fiorentino ![Hotel Chenno](https://images.trvl-media.com/lodging/6000000/5190000/5182700/5182629/5cdbc8d0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Chenno Via Don Lorenzo Boschi 29 Subbiano AR $48 nightly $53 total Feb 6 - Feb 7 Total with taxes and fees 7.8/10 Good! (25 reviews) [](https://expedia.com/Subbiano-Hotels-Hotel-Chenno.h5182629.Hotel-Information) ![Hotel La Terrazza di Montepulciano](https://images.trvl-media.com/lodging/4000000/3810000/3801900/3801871/2cd509e0_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel La Terrazza di Montepulciano Via Pié al Sasso 16 Montepulciano SI $118 nightly $135 total Feb 6 - Feb 7 Total with taxes and fees 9.2/10 Wonderful! (196 reviews) [](https://expedia.com/Montepulciano-Hotels-Hotel-La-Terrazza-Di-Montepulciano.h3801871.Hotel-Information) ![La Locanda di Casalmustia](https://images.trvl-media.com/lodging/7000000/6300000/6299700/6299629/6595c9c9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### La Locanda di Casalmustia Piazza della Pieve 3 Trequanda SI [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=6299629&PinnedHotelID=6299629&HadPinnedHotel=true®ionId=6047858) 8.4/10 Very Good! (41 reviews) [](https://expedia.com/Trequanda-Hotels-La-Locanda-Di-Casalmustia.h6299629.Hotel-Information) ![Locanda Granducato](https://images.trvl-media.com/lodging/100000000/99890000/99886200/99886147/2f403afd_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Locanda Granducato località paccianese 48 Chiusi SI [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=99886147&PinnedHotelID=99886147&HadPinnedHotel=true®ionId=6047858) [](https://expedia.com/Chiusi-Hotels-Locanda-Granducato.h99886147.Hotel-Information) ![Tenuta La Pieve Casale Presciano](https://images.trvl-media.com/lodging/24000000/23400000/23393000/23392977/155ae711_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Tenuta La Pieve Casale Presciano Via di Migliari Pergine Valdarno AR [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=23392977&PinnedHotelID=23392977&HadPinnedHotel=true®ionId=6047858) [](https://expedia.com/Pergine-Valdarno-Hotels-Tenuta-La-Pieve-Casale-Presciano.h23392977.Hotel-Information) ![Tenuta La Pieve Casale La Valle](https://images.trvl-media.com/lodging/24000000/23400000/23392800/23392731/78ef0a1d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Tenuta La Pieve Casale La Valle Via Giovanni XXII Pergine Valdarno AR [Get rates](https://expedia.com/Hotel-Search?startDate=2%2F19%2F2026&endDate=2%2F20%2F2026&selected=23392731&PinnedHotelID=23392731&HadPinnedHotel=true®ionId=6047858) [](https://expedia.com/Pergine-Valdarno-Hotels-Tenuta-La-Pieve-Casale-La-Valle.h23392731.Hotel-Information) ## Hotels in Castiglion Fiorentino with star-rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg) 5 Star Hotels 8 properties [](https://expedia.com/5Star-Castiglion-Fiorentino-Hotels.s50-0-d6047858.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 70 properties [](https://expedia.com/4Star-Castiglion-Fiorentino-Hotels.s40-0-d6047858.Travel-Guide-Filter-Hotels) ## Find out more about Castiglion Fiorentino ### Top reasons to visit Castiglion Fiorentino - **Outdoor Adventures:** Engage in unique activities like truffle hunting and scenic tours that showcase the stunning Tuscan landscape. - **Cultural Exploration:** Visit historic churches, picturesque piazzas, and stunning cathedrals that reflect the rich heritage of the region. - **Relaxing Spa Treatments:** Indulge in rejuvenating body treatments and amenities at local private clubs for a refreshing experience. - **Charming Accommodations:** Choose from a variety of stays, including agritourism properties and cozy bed and breakfasts. - **Nearby Attractions:** Explore nearby towns like Montepulciano and Montecatini Terme for additional cultural immersion. ### Find great hotels near Castiglion Fiorentino Discover the charm of Castiglion Fiorentino with a range of accommodation options designed to cater to every traveler. From inviting agritourism properties to cozy bed and breakfasts, you’ll find the perfect spot for your Tuscan getaway. Enjoy pet-friendly amenities, family-friendly services, and a touch of historic charm as you explore this captivating Italian town. Check out hotel reviews and room rates to find your ideal stay in Castiglion Fiorentino. - **[Monastero di Cortona Hotel & Spa: ](https://www.expedia.com/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information)** Nestled 6 miles away from Castiglion Fiorentino, Monastero di Cortona Hotel & Spa is a luxurious 5-star retreat that embraces a spa-themed adventure experience. With a stunning backdrop, this hotel caters to thrill-seekers and relaxation enthusiasts alike. Guests can indulge in a full-service spa featuring an outdoor pool, sauna, steam room, and various massage treatments. For those eager to explore, adventure sports activities such as mountain biking, hiking, and bicycle rentals are available nearby. This hotel seamlessly blends luxury with adventure, ensuring a rejuvenating stay. - **[Borgo Il Melone: ](https://www.expedia.com/Cortona-Hotels-Borgo-Il-Melone.h2529552.Hotel-Information)** Located just 5 miles from Castiglion Fiorentino, Borgo Il Melone is a charming 4-star hotel perfect for those seeking a unique winery and business-themed getaway. The hotel offers excellent facilities for business travelers, including a conference space, meeting rooms, and a business center. Its proximity to a vineyard provides guests with easy access to wine tastings and local produce. The beautiful Tuscan landscape surrounding the hotel creates a serene atmosphere for both work and leisure, making it an ideal choice for professionals and wine enthusiasts. - **[Villa di Piazzano - Small Luxury Hotel of the World: ](https://www.expedia.com/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information)** Situated 9 miles from Castiglion Fiorentino, Villa di Piazzano is a distinguished 5-star boutique hotel known for its exquisite Tuscan-style design and luxury offerings. This property features unique decor and artworks, reflecting the region's rich culture. Guests can enjoy access to a nearby winery vineyard, perfect for wine lovers looking to explore local vintages. The intimate ambiance combined with top-notch amenities ensures a sophisticated and memorable experience, making it a fantastic choice for travelers in search of luxury and charm. ### Where to stay in and around Castiglion Fiorentino Experience the enchanting charm of Castiglion Fiorentino, a perfect destination for outdoor adventures, romantic getaways, and cultural explorations. Nestled in the heart of Tuscany, this city offers a delightful mix of historical sites and a friendly atmosphere. Discover nearby gems like Montepulciano and Montecatini Terme, where you can indulge in local culture while enjoying the serene, relaxing vibes of the region. Whether you're wandering through charming attractions or savoring local cuisine, your vacation will be unforgettable. - **[Cortona: ](https://www.expedia.com/Cortona-Hotels.d601360.Travel-Guide-Hotels)** Nestled just 6 miles from Castiglion Fiorentino, Cortona is a charming city rich in history and culture. Visitors are drawn to its scenic landscapes and romantic ambiance, particularly peaking from April and July to August. Outdoor enthusiasts can enjoy various activities amidst the beautiful surroundings, while those seeking relaxation can indulge in local spas and body treatments. Notable attractions include picturesque lakes, historic sites, and stunning bridges that showcase the city’s timeless beauty. Cortona’s vibrant theater scene adds to its cultural allure, making it a perfect destination for a fulfilling getaway. - **[Arezzo: ](https://www.expedia.com/Arezzo-Hotels.d11306.Travel-Guide-Hotels)** Located approximately 9 miles away, Arezzo is a cultural gem that captivates travelers with its rich heritage and outdoor activities. The city attracts visitors year-round, especially during peak months such as April, July, and September. Arezzo boasts an array of engaging venues, including spas and arena entertainment facilities, ensuring a memorable experience for all. History buffs will appreciate the numerous historic sites and squares that dot the landscape, making it easy to immerse yourself in the local culture. With its romantic charm and vibrant atmosphere, Arezzo is a must-visit destination. - **[La Strada-Santa Cristina: ](https://www.expedia.com/La-Strada-Santa-Cristina-Hotels.d553248635149765595.Travel-Guide-Hotels)** This quaint village lies in the vicinity of Castiglion Fiorentino and offers a unique blend of outdoor entertainment and romantic experiences. Peak tourist season runs from July to September, attracting visitors eager to partake in horseracing and musicals. The area is rich in history, with several historic houses and sites to explore, along with a welcoming visitor center. La Strada-Santa Cristina provides a delightful escape for those looking to enjoy both the tranquility of village life and engaging entertainment, making it an ideal stop on your Tuscany adventure. ### Things to do in and around Castiglion Fiorentino Castiglion Fiorentino offers a delightful blend of outdoor adventures and romantic cultural experiences. Visitors can indulge in spa treatments, enjoy the amenities of a country private club, and partake in rejuvenating body treatments. Not to be missed are unique activities like truffle hunting, scenic Tuscany tours, exciting day trips, and private picnics, making it an ideal destination for a memorable vacation. **Shopping** In Castiglion Fiorentino, you can enjoy shopping at local boutiques and markets. If you're up for a drive, visit [Valdichiana Outlet Village](https://www.expedia.com/Valdichiana-Outlet-Village-Hotels.0-l6153160-0.Travel-Guide-Filter-Hotels), located 10 miles away, which offers a variety of shops and entertainment. For a broader selection, check out [RI Crea RE](https://www.expedia.com/RI-Crea-RE-Hotels.0-l553248621562145314-0.Travel-Guide-Filter-Hotels), situated 22 miles from town. **Recreation** At [Tennis Club Castiglionese](https://www.expedia.com/Tennis-Club-Castiglionese-Hotels.0-l553248621580159024-0.Travel-Guide-Filter-Hotels), enjoy a serene atmosphere perfect for tennis enthusiasts seeking luxury. [Golf Club Valdichiana](https://www.expedia.com/Golf-Club-Valdichiana-Hotels.0-l553248621562145339-0.Travel-Guide-Filter-Hotels), 10 miles away, offers an exhilarating outdoor experience for golf lovers. For ultimate relaxation, visit [San Giovanni Terme Rapolano](https://www.expedia.com/San-Giovanni-Terme-Rapolano-Hotels.0-l553248621532500193-0.Travel-Guide-Filter-Hotels), 17 miles from town, featuring rejuvenating body treatments in a tranquil setting. **Adventure** Embark on [Hannibal's Journey](https://www.expedia.com/Hannibals-Journey-Hotels.0-l553248621532500228-0.Travel-Guide-Filter-Hotels), an exhilarating hiking trail located 11 miles from Castiglion Fiorentino, offering stunning scenery and outdoor adventure. For a thrilling experience, visit the [Siena Circuit](https://www.expedia.com/Siena-Circuit-Hotels.0-l553248621532500702-0.Travel-Guide-Filter-Hotels), 23 miles away, for karting, or the [Magione Racetrack](https://www.expedia.com/Magione-Racetrack-Hotels.0-l6188097-0.Travel-Guide-Filter-Hotels), 21 miles away, for exciting motor racing. **Nightlife** The nightlife in Castiglion Fiorentino offers a blend of culture and entertainment. Enjoy a show at the [Signorelli Theatre](https://www.expedia.com/Signorelli-Theatre-Hotels.0-l645383631929692160-0.Travel-Guide-Filter-Hotels), just 6 miles away, or catch a film at the romantic [Cesare Caporali Theater](https://www.expedia.com/Cesare-Caporali-Theater-Hotels.0-l553248621565224138-0.Travel-Guide-Filter-Hotels), located 23 miles away. For a family-friendly vibe, visit the [Petrarca Theater](https://www.expedia.com/Petrarca-Theater-Hotels.0-l553248635975742731-0.Travel-Guide-Filter-Hotels), only 9 miles away. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Booking tips and Expedia advantages for Castiglion Fiorentino To save money on your trip to Castiglion Fiorentino, plan your visit between January and March for lower accommodation prices. Book hotels at least a month in advance, or check Expedia for last-minute deals. Saturdays tend to be cheaper than Sundays for stays. Use Expedia's search tool to compare rates, filter by eco-friendly options, and consider booking a package that includes flights and activities for added savings. Joining Expedia's One Key membership can provide exclusive discounts and rewards for future bookings. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Castiglion Fiorentino are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher. - **The best time to book a hotel:** The cheapest time to book a hotel in Castiglion Fiorentino is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Castiglion Fiorentino is Saturday. The most expensive day to stay in Castiglion Fiorentino is Sunday. - **Find cheap hotels on Expedia:** Expedia's search tool enables you to set your budget, choose your desired location, and much more. You can easily sort the results to display prices from lowest to highest, helping you find the most affordable hotels right away. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will show you a range of sustainable and eco-friendly hotels that are available for booking. - **Consider bundling your trip:** You can save money by booking an Expedia package that combines your hotel stay in Castiglion Fiorentino with your flights and activities. - **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels. ### Find the best attractions near Castiglion Fiorentino Castiglion Fiorentino is a charming destination perfect for outdoor, romantic, and cultural vacations. Visitors can explore local attractions such as historic churches, picturesque piazzas, and stunning cathedrals that highlight the rich culture and family-friendly experiences in the area. Whether you’re wandering through the town or enjoying the beautiful landscapes, there’s something for everyone to enjoy in this lovely Tuscan gem. - **[Villa Bramasole: ](https://www.expedia.com/Villa-Bramasole-Hotels.0-l553248635931712561-0.Travel-Guide-Filter-Hotels)** This historic villa, located 6 miles from Castiglion Fiorentino, exudes a rich cultural ambiance. Known for its stunning architecture and beautiful gardens, it offers a glimpse into the past while providing a serene atmosphere perfect for relaxation and reflection. - **[Piazza Grande: ](https://www.expedia.com/Piazza-Grande-Hotels.0-l6104294-0.Travel-Guide-Filter-Hotels)** Situated 9 miles away, Piazza Grande is a vibrant square that showcases the heart of local culture. Surrounded by charming cafes and shops, it’s a great spot to soak in the lively atmosphere and enjoy authentic Tuscan cuisine. - **[Eremo Le Celle: ](https://www.expedia.com/Eremo-Le-Celle-Hotels.0-l6273941-0.Travel-Guide-Filter-Hotels)** Just 5 miles from Castiglion Fiorentino, this serene church is nestled in nature and offers a peaceful retreat. The spiritual energy and historic significance make it a unique place for contemplation and connection with the local heritage. ### Best time to go to Castiglion Fiorentino The best time to visit Castiglion Fiorentino can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Castiglion Fiorentino falls in July, when visitor numbers are slightly high and weather is sunny with no rain. The coolest average temperature in Castiglion Fiorentino falls in January, visitor numbers are average and weather is mostly cloudy with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 39.2°F (4.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 41.2°F (5.1°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | March | 46.0°F (7.8°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | April | 52.7°F (11.5°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 59.5°F (15.3°C) | Light Rain | Mostly Sunny | Average | Average | | June | 69.1°F (20.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | | July | 74.8°F (23.8°C) | No Rain | Sunny | Slightly High | Slightly High | | August | 74.5°F (23.6°C) | No Rain | Sunny | Slightly High | Slightly High | | September | 65.7°F (18.7°C) | Light Rain | Mostly Sunny | Average | Average | | October | 56.8°F (13.8°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | November | 48.6°F (9.2°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 41.7°F (5.4°C) | Light Rain | Mostly Sunny | Slightly Low | Average | ### The nearest major airports for your trip to Castiglion Fiorentino To reach Castiglion Fiorentino, you have several airport options. Florence Airport ([FLR](https://www.expedia.com/Peretola-Airport-Hotels.0-aFLR-0.Travel-Guide-Filter-Hotels)\-Peretola) is situated 48 miles away, with nearby luxury hotels such as [Bernini Palace](https://www.expedia.com/Florence-Hotels-Bernini-Palace.h13999.Hotel-Information) and [Palazzo Montebello](https://www.expedia.com/Florence-Hotels-Palazzo-Montebello.h4019.Hotel-Information), both offering various shuttle services. Perugia San Francesco d'Assisi Airport ([PEG](https://www.expedia.com/Perugia-San-Francesco-DAssisi-Umbria-Intl-Airport-Airport-Hotels.0-aPEG-0.Travel-Guide-Filter-Hotels)) is closer at 34 miles and features the [Sina Brufani](https://www.expedia.com/Perugia-Hotels-Sina-Brufani.h27255.Hotel-Information) and Borgobrufa Spa Resort, providing on-request shuttles. Rimini Airport ([RMI](https://www.expedia.com/Federico-Fellini-Intl-Airport-Hotels.0-aRMI-0.Travel-Guide-Filter-Hotels)\-Federico Fellini) is 58 miles from Castiglion Fiorentino, with accommodations like [Grand Hotel Rimini](https://www.expedia.com/Rimini-Hotels-Grand-Hotel-Rimini.h19695.Hotel-Information) and [i-Suite Hotel](https://www.expedia.com/Rimini-Hotels-I-Suite-Hotel.h4011654.Hotel-Information), offering 24-hour shuttle services. Each airport provides accessible transportation options to ensure a smooth journey to your destination. ## Frequently asked questions ### What is the best area to stay in Castiglion Fiorentino? > The historic center, perched on a hill, offers a truly authentic Tuscan experience. Its narrow, winding streets lead to charming piazzas, medieval churches like the Chiesa di Sant'Angelo, and the impressive Torre del Cassero, which provides panoramic views of the surrounding Val di Chio. You'll find local shops, trattorias, and cafes here, all within easy walking distance. This area is particularly well-suited for couples seeking a romantic and quiet retreat. > > > Just outside the historic walls, particularly on the gentle slopes leading up to the town, you'll find a selection of villas and agriturismos. These accommodations often feature traditional Tuscan architecture, private pools, and expansive views of the countryside. This setting is ideal for families, offering more space and outdoor amenities for children, while still being a short drive or a pleasant walk from the town's amenities. ### What are the best hotels in Castiglion Fiorentino that travelers recommend? > The San Michele al Castello, with an exceptional 9.4 rating, offers a luxurious experience with amenities such as bathrobes, air conditioning, and designer toiletries. Guests often praise the helpful and wonderful staff. For a truly great experience, the hotel offers helicopter and plane tours, couples dining, and a private chef. You can also enjoy champagne service and a winery tasting room on-site. The hotel is conveniently located just 0.1 miles from the Municipal Art Gallery. ### What are the best family hotels in Castiglion Fiorentino? > The 4-star Villa Schiatti, with a 9.0 rating, offers amenities such as a playground, supervised childcare, and complimentary breakfast. The hotel also features child-friendly window designs, ensuring a comfortable stay for families. > > > San Michele al Borgo, rated 9.8, provides free cribs and complimentary cooked breakfast, making it convenient for families with young children. This hotel is also very close to the Municipal Art Gallery, located just 0.1 miles away. > > > Another highly-rated option is Borgo tra gli Olivi, boasting a great 10.0 rating. This property includes free cribs, an outdoor pool with sun loungers, and complimentary WiFi and self-parking. Families will appreciate the convenience of a sofa bed in the accommodations. ### What are the best spa hotels in Castiglion Fiorentino? > San Michele al Borgo, with an outstanding 9.8 rating, offers a full-service spa with a hot tub, sauna, and steam room. Guests can enjoy a wide range of treatments including couples treatments, deep tissue massage, Swedish massage, sports massage, manicures and pedicures, body scrubs, body wraps, and facial treatments. It is conveniently located just 0.1 miles from both Cassero Tower and Vasari Loggia. > > > San Michele al Castello, rated 9.4, also features a full-service spa with a hot tub, sauna, and steam room. Its amenities include Thai massage, Swedish massage, deep tissue massage, sports massage, manicures and pedicures, body treatments, body scrubs, and facial treatments. The staff are frequently praised for being helpful and wonderful. This hotel is exceptionally close to Cassero Tower, just 0.0 miles away, and 0.1 miles from Vasari Loggia. > > > Borgo tra gli Olivi boasts a superb 10.0 rating and provides a full-service spa with a Turkish bath or hammam. Guests can indulge in various treatments such as hot stone massage, body treatments, and facial treatments. > > > The 4-star Villa Schiatti, with a 9.0 rating, offers an on-site spa with massage services. Additionally, guests can enjoy a complimentary buffet breakfast and have access to mountain biking in a nearby location. See all [spa hotels in Castiglion Fiorentino](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Spa-Hotel.0-0-d6047858-tSpaHotel.Travel-Guide-Filter-Hotels) ### What hotels in Castiglion Fiorentino offer free breakfast? > The 4-star Villa Schiatti, with a 9.0 rating, provides a free buffet breakfast daily. Guests can also enjoy free WiFi and mountain biking opportunities nearby. > > > Bed & Breakfast Viziottavo, boasting a great 10.0 rating, offers a free buffet breakfast and complimentary WiFi. This bed and breakfast is conveniently located within 0.1 miles of the Cassero Tower, Vasari Loggia, and the Archaeological Museum. It also features free self-parking and a free train station pickup service. > > > San Michele al Borgo, rated 9.8, provides a free cooked breakfast daily. This hotel also features a full-service spa with various treatments, including massages, facials, and body wraps, along with a sauna, steam room, and hot tub. It is situated just 0.1 miles from the Cassero Tower, Vasari Loggia, and the Archaeological Museum. > > > Another excellent option is San Michele al Castello, which has a 9.4 rating and offers a free full breakfast daily. This hotel also includes an on-site spa with a sauna, steam room, and various massage and beauty treatments. It is exceptionally close to the Cassero Tower, just 0.0 miles away, and 0.1 miles from the Vasari Loggia and the Archaeological Museum. Guests frequently praise the helpful and wonderful staff. ### What are the top pet-friendly hotels in Castiglion Fiorentino? > San Michele al Borgo, with an exceptional 9.8 rating, warmly welcomes both dogs and cats, providing food and water bowls for your companions. Guests also enjoy a complimentary cooked breakfast, making for a convenient start to the day. The Municipal Art Gallery is just 0.1 miles away. > > > Another excellent option is San Michele al Castello, holding a 9.4 rating. This hotel offers a dedicated dog exercise area, pet grooming services, and pet-sitting services, ensuring your pet is well cared for. Food and water bowls are also provided. The helpful and wonderful staff are frequently praised by guests, and it's located just 0.1 miles from the Municipal Art Gallery. > > > The 4-star Villa Schiatti, rated 9.0, is another great choice that permits pets, including dogs, and even allows pets in smoking rooms. Food and water bowls are available for your convenience. ### What are the most romantic hotels in Castiglion Fiorentino for couples? > San Michele al Borgo, with an outstanding 9.8 rating, offers a full-service spa with a hot tub and dedicated couples treatment rooms, great for relaxation together. Guests can also enjoy complimentary cooked breakfast. It is conveniently located just 0.1 miles from both Cassero Tower and Vasari Loggia, making it easy to explore local attractions. > > > Another excellent option is San Michele al Castello, rated 9.4\. This hotel provides a private indoor hot tub and offers couples dining experiences, enhancing the romantic atmosphere. Its full-service spa includes a hot tub, sauna, and steam room, along with various massage and beauty treatments. Like San Michele al Borgo, it is also very close to Cassero Tower and Vasari Loggia. ### What are the best hotels in Castiglion Fiorentino near Municipal Art Gallery? > Bed & Breakfast Viziottavo, with a superb 10.0 rating, is exceptionally close to the Municipal Art Gallery, located just steps away. Guests will appreciate the convenience of free buffet breakfast, free WiFi, and free self-parking, along with the added benefit of free train station pickup. > > > San Michele al Borgo, rated 9.8, is another excellent option situated only 0.1 miles from the Municipal Art Gallery. This accommodation provides a complimentary cooked breakfast and free cribs, making it a comfortable choice for families. > > > Also just 0.1 miles from the Municipal Art Gallery is San Michele al Castello, which boasts a 9.4 rating. This hotel offers a complimentary full breakfast and free cribs. Guests regularly praise the helpful and wonderful staff. For those interested in local experiences, the hotel provides winery tours and has a tasting room. > > > Hotel Park, a 4-star hotel with an 8.8 rating, is located 0.5 miles from the Municipal Art Gallery. This hotel features a refreshing pool, allows pets to stay free, and provides free WiFi. Guests will also find free wired internet in public areas, free self-parking, and complimentary toiletries. ### When is the best time to go to Castiglion Fiorentino? > These periods offer pleasant weather, ideal for exploring the Tuscan countryside and the town's historic sites. You'll find comfortable temperatures for outdoor activities like walking through olive groves or visiting vineyards, without the intense heat of mid-summer. Additionally, these months typically see fewer crowds than the peak summer season, allowing for a more relaxed and authentic experience. > > > Couples looking for a romantic getaway will appreciate the mild weather and beautiful landscapes of late spring and early autumn. The vineyards are either blooming or laden with grapes, and the golden hour light is particularly beautiful for photography or enjoying an aperitivo on a terrace. Many local festivals celebrating food and wine also take place during these times. > > > For travelers who enjoy cultural exploration, early autumn is particularly appealing. The grape harvest (vendemmia) often begins in September, offering a unique opportunity to witness or even participate in local traditions. ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Castiglion Fiorentino hotel booking with Expedia? > \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo. ### How much is the nightly rate at a Castiglion Fiorentino hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - More ways to book - [Pievuccia Hotels ](https://www.expedia.com/Pievuccia-Hotels.d6361309.Travel-Guide-Hotels) - [Hotels near Agricola Buccelletti Winery ](https://www.expedia.com/Agricola-Buccelletti-Winery-Hotels.0-l553248621580159025-0.Travel-Guide-Filter-Hotels) - [Rigutino Hotels ](https://www.expedia.com/Rigutino-Hotels.d6361226.Travel-Guide-Hotels) - [Gay friendly Hotels in Rigutino ](https://www.expedia.com/Rigutino-Hotels-LGBT-Welcoming-Hotel.0-0-d6361226-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [San Pietro a Cegliolo Hotels ](https://www.expedia.com/San-Pietro-A-Cegliolo-Hotels.d6130155.Travel-Guide-Hotels) - [Apartments in Sodo ](https://www.expedia.com/Sodo-Apartments.d6361280-aaApartments.Travel-Guide-Accommodation) - [Town Houses in Sodo ](https://www.expedia.com/Sodo-Town-Houses.d6361280-aaTownHouses.Travel-Guide-Accommodation) - [Hotels near Eremo Le Celle ](https://www.expedia.com/Eremo-Le-Celle-Hotels.0-l6273941-0.Travel-Guide-Filter-Hotels) - [Hotels near Signorelli Theatre ](https://www.expedia.com/Signorelli-Theatre-Hotels.0-l645383631929692160-0.Travel-Guide-Filter-Hotels) - [Cortona Hotels ](https://www.expedia.com/Cortona-Hotels.d601360.Travel-Guide-Hotels) - [Villas in Cortona ](https://www.expedia.com/Cortona-Villas.d601360-aaVillas.Travel-Guide-Accommodation) - [Apartments in Cortona ](https://www.expedia.com/Cortona-Apartments.d601360-aaApartments.Travel-Guide-Accommodation) - [Hotel Wedding Venues Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Wedding-Hotels.0-0-d601360-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-LGBT-Welcoming-Hotel.0-0-d601360-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Winery-Hotel.0-0-d601360-tWineryHotel.Travel-Guide-Filter-Hotels) - [Farmstay in Cortona ](https://www.expedia.com/Cortona-Agritourism.d601360-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Cortona ](https://www.expedia.com/Cortona-Bed-And-Breakfast.d601360-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts & Hotels with Spas in Cortona ](https://www.expedia.com/Cortona-Hotels-Spa-Hotel.0-0-d601360-tSpaHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Ski-Hotel.0-0-d601360-tSkiHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Cortona ](https://www.expedia.com/Cortona-Hotels-Hotels-With-Restaurants.0-0-d601360-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cortona ](https://www.expedia.com/5Star-Cortona-Hotels.s50-0-d601360.Travel-Guide-Filter-Hotels) - [Hotels with a View in Cortona ](https://www.expedia.com/Cortona-Hotels-Hotels-With-View.0-0-d601360-tHotelswithView.Travel-Guide-Filter-Hotels) - [Historic Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Historic-Hotel.0-0-d601360-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Luxury-Hotel.0-0-d601360-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Extended Stay Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Extended-Stay-Hotels.0-0-d601360-tExtendedStayHotels.Travel-Guide-Filter-Hotels) - [Relais & Chateaux Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Relais-Chateaux.0-0-d601360--bRelaisChateaux.Travel-Guide-Filter-Hotels) - [Beach Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Beach-Hotel.0-0-d601360-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Cortona ](https://www.expedia.com/Cortona-Hotels-Hotel-With-Pool.0-0-d601360-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Casino Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Casino-Hotel.0-0-d601360-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Cortona ](https://www.expedia.com/Cortona-Hotels-Couples-Resorts-Hotels.0-0-d601360-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Town Houses in Cortona ](https://www.expedia.com/Cortona-Town-Houses.d601360-aaTownHouses.Travel-Guide-Accommodation) - [Honeymoon Resorts & in Cortona ](https://www.expedia.com/Cortona-Hotels-Honeymoon-Hotels.0-0-d601360-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Cortona ](https://www.expedia.com/Cortona-Hotels-Hotels-With-Tennis-Courts.0-0-d601360-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Cheap-Hotels.0-0-d601360-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Golf-Hotel.0-0-d601360-tGolfHotel.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Cortona ](https://www.expedia.com/4Star-Cortona-Hotels.s40-0-d601360.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Cortona ](https://www.expedia.com/Cortona-Hotels-Hotels-With-Free-Parking.0-0-d601360-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Cortona ](https://www.expedia.com/Cortona-Hotels-Hotels-With-Childcare.0-0-d601360-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Family Hotels in Cortona ](https://www.expedia.com/Cortona-Hotels-Family-Hotel.0-0-d601360-tFamilyHotel.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Cortona ](https://www.expedia.com/3Star-Cortona-Hotels.s30-0-d601360.Travel-Guide-Filter-Hotels) - [Cesa Hotels ](https://www.expedia.com/Cesa-Hotels.d6361221.Travel-Guide-Hotels) - [Hotels near Cortona Old Town ](https://www.expedia.com/Cortona-Old-Town-Cortona-Hotels.0-n553248633938945259-0.Travel-Guide-Filter-Hotels) - [Hotels near Villa Bramasole ](https://www.expedia.com/Villa-Bramasole-Hotels.0-l553248635931712561-0.Travel-Guide-Filter-Hotels) - [Villas in Cesa ](https://www.expedia.com/Cesa-Villas.d6361221-aaVillas.Travel-Guide-Accommodation) - [Historic Hotels in Cortona Old Town ](https://www.expedia.com/Cortona-Old-Town-Cortona-Hotels-Historic-Hotel.0-n553248633938945259-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Cortona Old Town ](https://www.expedia.com/Cortona-Old-Town-Cortona-Hotels-Hotels-With-Free-Parking.0-n553248633938945259-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Beach Hotels in Cortona Old Town ](https://www.expedia.com/Cortona-Old-Town-Cortona-Hotels-Beach-Hotel.0-n553248633938945259-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with Restaurants in Cortona Old Town ](https://www.expedia.com/Cortona-Old-Town-Cortona-Hotels-Hotels-With-Restaurants.0-n553248633938945259-0-tHotelswithRestaurants.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Cortona Old Town ](https://www.expedia.com/Cortona-Old-Town-Cortona-Hotels-Hotels-With-Balconies.0-n553248633938945259-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Fireplaces in Cortona Old Town ](https://www.expedia.com/Cortona-Old-Town-Cortona-Hotels-Hotels-With-Fireplaces.0-n553248633938945259-0-tHotelswithFireplaces.Travel-Guide-Filter-Hotels) - [Flights from Rigutino ](https://www.expedia.com/lp/flights/6361226/flights-from-rigutino) - [Flights to Sodo ](https://www.expedia.com/Cheap-Flights-To-Sodo.d6361280.Travel-Guide-Flights) - [Flights to Cortona ](https://www.expedia.com/Cheap-Flights-To-Cortona.d601360.Travel-Guide-Flights) - [Flights from Cortona ](https://www.expedia.com/lp/flights/601360/flights-from-cortona) - [Municipal Art Gallery ](https://www.expedia.com/Municipal-Art-Gallery-Castiglion-Fiorentino.d553248621533001056.Vacation-Attraction) - [Cassero Tower ](https://www.expedia.com/Cassero-Tower-Castiglion-Fiorentino.d553248621580159023.Vacation-Attraction) - [Tennis Club Castiglionese ](https://www.expedia.com/Tennis-Club-Castiglionese-Castiglion-Fiorentino.d553248621580159024.Vacation-Attraction) - [Visit Poggiolo ](https://www.expedia.com/Poggiolo.dx6361313) - [Casa del Re Vacations ](https://www.expedia.com/Casa-Del-Re.d6361319.Destination-Travel-Guides) - [Visit La Strada-Santa Cristina ](https://www.expedia.com/La-Strada-Santa-Cristina.dx6361315) - [La Strada-Santa Cristina Vacations ](https://www.expedia.com/La-Strada-Santa-Cristina.d6361315.Destination-Travel-Guides) - [Agricola Buccelletti Winery ](https://www.expedia.com/Agricola-Buccelletti-Winery-Castiglion-Fiorentino.d553248621580159025.Vacation-Attraction) - [Visit Castroncello ](https://www.expedia.com/Castroncello.dx6361225) - [Visit Rigutino ](https://www.expedia.com/Rigutino.dx6361226) - [Il Borgo Vacations ](https://www.expedia.com/Il-Borgo.d6361285.Destination-Travel-Guides) - [Visit San Pietro a Cegliolo ](https://www.expedia.com/San-Pietro-A-Cegliolo.dx6130155) - [Visit Polvano ](https://www.expedia.com/Polvano.dx6292817) - [Visit Sodo ](https://www.expedia.com/Sodo.dx6361280) - [Eremo Le Celle ](https://www.expedia.com/Eremo-Le-Celle-Cortona.d6273941.Vacation-Attraction) - [Santa Maria Nuova ](https://www.expedia.com/Santa-Maria-Nuova-Cortona.d6102858.Vacation-Attraction) - [Signorelli Theatre ](https://www.expedia.com/Signorelli-Theatre-Cortona-Old-Town.d645383631929692160.Vacation-Attraction) - [Museum of the Etruscan Academy ](https://www.expedia.com/Museum-Of-The-Etruscan-Academy-Cortona-Old-Town.d6102850.Vacation-Attraction) - [Casali Palace ](https://www.expedia.com/Casali-Palace-Cortona-Old-Town.d553248621533000992.Vacation-Attraction) - [Palazzo Comunale ](https://www.expedia.com/Palazzo-Comunale-Cortona-Old-Town.d6102852.Vacation-Attraction) - [Piazza della Repubblica ](https://www.expedia.com/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) - [Visit Cortona ](https://www.expedia.com/Cortona.dx601360) - [Cortona Vacations ](https://www.expedia.com/Cortona.d601360.Destination-Travel-Guides) - [Where to stay in Cortona ](https://www.expedia.com/Cortona.dx601360.Where-To-Stay) - [Santa Margherita Basilica ](https://www.expedia.com/Santa-Margherita-Basilica-Cortona-Old-Town.d553248621532500209.Vacation-Attraction) - [Fortress of Girifalco ](https://www.expedia.com/Fortress-Of-Girifalco-Cortona-Old-Town.d553248621532500540.Vacation-Attraction) - [Visit Montagnano ](https://www.expedia.com/Montagnano.dx6361223) - [Visit Cesa ](https://www.expedia.com/Cesa.dx6361221) - [Visit Cortona Old Town ](https://www.expedia.com/Cortona-Cortona-Old-Town.dx553248633938945259) - [Car rentals near Sodo ](https://www.expedia.com/Car-Rentals-In-Sodo.d6361280.Car-Rental-Guide) - [Car rentals near Cortona ](https://www.expedia.com/Car-Rentals-In-Cortona.d601360.Car-Rental-Guide) - [Sixt Rental Cars in Cortona ](https://www.expedia.com/Sixt-Car-Rentals-In-Cortona.d601360-c35.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Cortona ](https://www.expedia.com/Hertz-Car-Rentals-In-Cortona.d601360-c40.Car-Rental-Guide-Suppliers) - [Van Car Rentals in Cortona ](https://www.expedia.com/Van-Car-Rentals-In-Cortona.d601360-tVan.Car-Rental-Guide-Class) - [Europcar Rental Cars in Cortona ](https://www.expedia.com/Europcar-Car-Rentals-In-Cortona.d601360-c14.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Cortona ](https://www.expedia.com/Avis-Car-Rentals-In-Cortona.d601360-c41.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Cortona ](https://www.expedia.com/Enterprise-Car-Rentals-In-Cortona.d601360-c15.Car-Rental-Guide-Suppliers) - [Luxury Car Rentals in Cortona ](https://www.expedia.com/Luxury-Car-Rentals-In-Cortona.d601360-tLuxury.Car-Rental-Guide-Class) - [Budget Rental Cars in Cortona ](https://www.expedia.com/Budget-Car-Rentals-In-Cortona.d601360-c39.Car-Rental-Guide-Suppliers) - [Greenmotion Rental Cars in Cortona ](https://www.expedia.com/Greenmotion-Car-Rentals-In-Cortona.d601360-c1093.Car-Rental-Guide-Suppliers) - [Convertible Car Rentals in Cortona ](https://www.expedia.com/Convertible-Car-Rentals-In-Cortona.d601360-tConvertible.Car-Rental-Guide-Class) - [National Car Rental Rental Cars in Cortona ](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Cortona.d601360-c42.Car-Rental-Guide-Suppliers) - [Car rentals near Santa Margherita Basilica ](https://www.expedia.com/Car-Rentals-In-Santa-Margherita-Basilica.d553248621532500209.Car-Rental-Guide) - [Car rentals near Cortona Old Town ](https://www.expedia.com/Car-Rentals-In-Cortona-Old-Town.d553248633938945259.Car-Rental-Guide) - [Cortona Vacation Rentals ](https://www.expedia.com/Cortona-Vacation-Rentals.d601360.Travel-Guide-VacationRentals) - [Things to do in Cortona ](https://www.expedia.com/Things-To-Do-In-Cortona.d601360.Travel-Guide-Activities) - [Book Hotels in Castiglion Fiorentino on Expedia.it ](https://www.expedia.it/Castiglion-Fiorentino-Hotel.d6047858.Guida-Viaggi-Hotel) ![](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