Title: Castiglion Fiorentino Vacation Packages 2026 from $1,124 | Expedia.com [Castiglion Fiorentino Travel Guide](https://expedia.com/Castiglion-Fiorentino.dx6047858)[Hotels in Castiglion Fiorentino](https://expedia.com/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[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) ![](https://images.trvl-media.com/place/6047858/aaab608c-e23c-4d48-acbe-896e0882191d.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Castiglion Fiorentino Vacations from $1,124 ## Book a Hotel + Flight or Car together to unlock savings Photo by Sophia Field - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Your Castiglion Fiorentino Vacation There's no better way to travel than with one of our vacation packages to Castiglion Fiorentino. The rich history and spectacular views are just two of the convincing reasons to visit this captivating city. If sightseeing is on the agenda during your trip to Castiglion Fiorentino, stop by top attractions like [Villa Bramasole](https://www.expedia.com/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction), [Piazza della Repubblica](https://www.expedia.com/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) and [Cathedral of Cortona](https://www.expedia.com/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction). Whoever you're taking time off with and whatever you want to spend, your ultimate Castiglion Fiorentino vacation is just clicks away with Expedia. ## The Latest Castiglion Fiorentino vacation packages Price found within the past 48 hours. Click for updated prices. ![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/3c6602ae_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Firenze Historic Centre of Florence Save 100% on your flight $1,124 per person Apr 15 - Apr 21 found 1 day ago Roundtrip flight included Boston (BOS) to Florence (FLR) 7.6/10 Good! (1,006 reviews) It was near the train and next to awesome places. The view if you get a balcony is so cute and peaceful Reviewed on Feb 28, 2026 ![Art Atelier](https://images.trvl-media.com/lodging/5000000/4060000/4053100/4053096/64645dd6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Art Atelier Historic Centre of Florence Save 100% on your flight $1,407 per person May 10 - May 16 found 1 day ago Roundtrip flight included New York (NYC) to Florence (FLR) 9.2/10 Wonderful! (1,001 reviews) The hotel location is great. Staff are very friendly. And the breakfast is great. Hotel room across the street is very clean. Reviewed on Mar 5, 2026 ![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/4fb74083_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Uffizi Historic Centre of Florence Save 100% on your flight $1,272 per person Apr 15 - Apr 21 found 1 day ago Roundtrip flight included Boston (BOS) to Florence (FLR) 7.6/10 Good! (1,000 reviews) Smaller room then expected and shower did flood the floor so not the best of showers. Bed very comfortable Nice friendly & helpful staff and perfect location to explore the city. Reviewed on Feb 22, 2026 ![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/88283612_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Florence Boutique Historic Centre of Florence Save 100% on your flight $1,418 per person May 12 - May 18 found 6 hours ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 8.6/10 Excellent! (483 reviews) The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants. Reviewed on Dec 13, 2025 ![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/a69619e4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Moon Boutique Hotel & Spa Historic Centre of Florence Save 100% on your flight $1,810 per person May 27 - Jun 1 found 21 hours ago Roundtrip non-stop flight included New York (NYC) to Florence (FLR) 9.6/10 Exceptional! (511 reviews) Outstanding Boutique Hotel. Friendly Multilingual Staff, Great Breakfast, beautiful and spacious room. Absolutely amazing Wellness Spa! Centrally located for easy access to all of Firenze via public transportation. 30 mins from airport. I highly recommend The Moon Hotel And Spa! Reviewed on Feb 23, 2026 Don't see what you're looking for? See all available trips from Columbus to Castiglion Fiorentino [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-06/2026-04-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=PEG&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6047858) ### Discover the most popular places to visit in Castiglion Fiorentino #### 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) #### 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) ### What to do in Castiglion Fiorentino ![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) ![Oil museum and oil mill in Tuscany: tour and tasting](https://mediaim.expedia.com/localexpert/47137603/cba72fc6-87d4-4e36-971f-bc6dc0d28c6e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Oil museum and oil mill in Tuscany: tour and tasting $24 per adult [](https://expedia.com/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.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 Castiglion Fiorentino](https://expedia.com/things-to-do/search?rid=6047858) ## Castiglion Fiorentino Hotel Deals ![Farmhouse in the hills with panoramic view and swimming pool](https://images.trvl-media.com/lodging/19000000/18790000/18782100/18782015/452f0cb7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Farmhouse in the hills with panoramic view and swimming pool Ristonchia Tuscany [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F20%2F2026&endDate=3%2F21%2F2026&selected=18782015&PinnedHotelID=18782015&HadPinnedHotel=true®ionId=6047858) [](https://expedia.com/Hotel-Search?startDate=3%2F20%2F2026&endDate=3%2F21%2F2026&selected=18782015&PinnedHotelID=18782015&HadPinnedHotel=true®ionId=6047858) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/cd1e0f87_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relais Villa Grazianella - UNA Esperienze Via Grazianella 5 Montepulciano SI Fully refundableReserve now, pay when you stay $194 nightly $218 total Mar 22 - Mar 23 Total with taxes and fees 9.8/10 Exceptional! (279 reviews) 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! Reviewed on Dec 5, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=4310479&PinnedHotelID=4310479&HadPinnedHotel=true®ionId=6047858) ![Precise Tale Poggio Alla Sala](https://images.trvl-media.com/lodging/91000000/90890000/90888700/90888666/33c1dfc6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Precise Tale Poggio Alla Sala Via Poggio alla Sala 10 Montepulciano SI $380 nightly $425 total Mar 20 - Mar 21 Total with taxes and fees 9.4/10 Exceptional! (123 reviews) Perfect escape Fantastic hotel in an incredible setting. Staff were extremely helpful, attentive and understanding. The perfect location for a relaxing break and a centre for exploring Tuscany Reviewed on Oct 27, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F20%2F2026&endDate=3%2F21%2F2026&selected=90888666&PinnedHotelID=90888666&HadPinnedHotel=true®ionId=6047858) [See all 6,474 properties in Castiglion Fiorentino](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F7%2F2026&endDate=3%2F8%2F2026®ionId=6047858) 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. ## Find the Best Castiglion Fiorentino Vacation Packages ## Castiglion Fiorentino Essential Information | Language | Italian | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | Euros | | Local Welcome | Ciao | | Local Goodbye | Ciao | | Population | 8,300 | | Max Temp Winter | 45ºF | | Max Temp Summer | 80ºF | | Top Sights | [Cathedral of Saints Peter and Donato](https://www.expedia.com/Cathedral-Of-Saints-Peter-And-Donato-Arezzo.d6104274.Vacation-Attraction), [Signorelli Theatre](https://www.expedia.com/Signorelli-Theatre-Cortona-Old-Town.d645383631929692160.Vacation-Attraction) and [Cathedral of Cortona](https://www.expedia.com/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Castiglion Fiorentino vacation package cost? ### What are the cheapest months to go to Castiglion Fiorentino? ### How many days is enough for Castiglion Fiorentino? ### Is it worth booking a vacation package to Castiglion Fiorentino? ### How to find the best Castiglion Fiorentino package deals? ### Is it cheaper to book a Castiglion Fiorentino vacation as a package? ### When to book a vacation package to Castiglion Fiorentino? ### How to plan a trip to Castiglion Fiorentino? > 1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Castiglion Fiorentino. > 2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Castiglion Fiorentino. > 3. Use Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning) to discover Castiglion Fiorentino: Research every aspect of your trip to Castiglion Fiorentino with this handy planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings. > 4. Determine how many days away: Start by compiling a list of the activities and attractions you want to get to in Castiglion Fiorentino. Then, estimate how long you'll need at each, along with any travel time. > 5. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, book the ideal Castiglion Fiorentino vacation package for you. > 6. Add on experiences and excursions: Take a look at our travel guide to find some incredible [things to do in Castiglion Fiorentino](https://www.expedia.com/Things-To-Do-In-Castiglion-Fiorentino.d6047858.Travel-Guide-Activities). Book tickets or make reservations before you go to save time and skip the hassle of looking for activities once you arrive. ### Does Expedia offer Book Now, Pay Later Castiglion Fiorentino vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - 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) - [Gay friendly Hotels in Rigutino ](https://www.expedia.com/Rigutino-Hotels-LGBT-Welcoming-Hotel.0-0-d6361226-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Rigutino Hotels ](https://www.expedia.com/Rigutino-Hotels.d6361226.Travel-Guide-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) - 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[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) - [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 La Strada-Santa Cristina ](https://www.expedia.com/La-Strada-Santa-Cristina.dx6361315) - [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) - 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[Cortona Vacations ](https://www.expedia.com/Cortona.d601360.Destination-Travel-Guides) - [Santa Margherita Basilica ](https://www.expedia.com/Santa-Margherita-Basilica-Cortona-Old-Town.d553248621532500209.Vacation-Attraction) - [Visit Cortona ](https://www.expedia.com/Cortona.dx601360) - [Where to stay in Cortona ](https://www.expedia.com/Cortona.dx601360.Where-To-Stay) - [Fortress of Girifalco ](https://www.expedia.com/Fortress-Of-Girifalco-Cortona-Old-Town.d553248621532500540.Vacation-Attraction) - [Villa Bramasole ](https://www.expedia.com/Villa-Bramasole-Cortona.d553248635931712561.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) - 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