Title: Castiglion Fiorentino Vacation Packages & Trips 2026 from CA $1,649 | Expedia.ca [Hotels in Castiglion Fiorentino](https://expedia.ca/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels)[Vacation Rentals in Castiglion Fiorentino](https://expedia.ca/Castiglion-Fiorentino-Vacation-Rentals.d6047858.Travel-Guide-VacationRentals)[Flights to Castiglion Fiorentino](https://expedia.ca/Cheap-Flights-To-Castiglion-Fiorentino.d6047858.Travel-Guide-Flights)[Castiglion Fiorentino Car Rentals](https://expedia.ca/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 Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Sophia Field - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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.ca/Villa-Bramasole-Cortona.d553248635931712561.Vacation-Attraction), [Piazza della Repubblica](https://www.expedia.ca/Piazza-Della-Repubblica-Cortona-Old-Town.d6102854.Vacation-Attraction) and [Cathedral of Cortona](https://www.expedia.ca/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. ## Top Castiglion Fiorentino Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Eurostars Florence Boutique](https://images.trvl-media.com/lodging/2000000/1170000/1167000/1166901/10f2f159_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Florence Boutique Historic Centre of Florence CA $1,649 per person Apr 2 - Apr 8 found 18 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Florence (FLR) 8.6/10 Excellent! (476 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 ![Residenza Florentia](https://images.trvl-media.com/lodging/2000000/1140000/1133600/1133528/4a95c46d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Residenza Florentia Historic Centre of Florence CA $2,067 per person Apr 26 - May 2 found 22 hours ago Roundtrip non-stop flight included Calgary (YYC) to Florence (FLR) 8.4/10 Very Good! (46 reviews) Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage. Reviewed on Jun 12, 2025 ![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 CA $1,824 per person Apr 2 - Apr 7 found 18 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Florence (FLR) 9.2/10 Wonderful! (1,001 reviews) Our room was beautiful, the staff was incredible helpful, and the location was perfect - walking distance to everything. Reviewed on Feb 4, 2026 ![The Moon Boutique Hotel & Spa](https://images.trvl-media.com/lodging/23000000/22260000/22255000/22254976/205f9600_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Moon Boutique Hotel & Spa Historic Centre of Florence CA $2,322 per person Apr 26 - May 2 found 23 hours ago Roundtrip non-stop flight included Calgary (YYC) to Florence (FLR) 9.6/10 Exceptional! (495 reviews) The spa was wonderful though the jacuzzi could be hotter I think! The only complaint was that the bed wasn’t very comfortable (it was pretty hard) and the pillows were rather flat. Reviewed on Jan 2, 2026 ![Hotel Alessandra](https://images.trvl-media.com/lodging/2000000/1790000/1780300/1780229/8296f435_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Alessandra Historic Centre of Florence CA $2,374 per person Apr 26 - May 2 found 23 hours ago Roundtrip non-stop flight included Calgary (YYC) to Florence (FLR) 9.2/10 Wonderful! (828 reviews) Clean room, amazing staff, location is great Reviewed on Feb 2, 2026 ## Ready to book your vacation to Castiglion Fiorentino? Choose your dates ## Castiglion Fiorentino Hotel Deals ![Farmhouse in the hills with panoramic view and swimming pool](https://images.trvl-media.com/lodging/19000000/18790000/18782100/18782015/3ffb442f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Farmhouse in the hills with panoramic view and swimming pool Ristonchia Tuscany 9.4/10 Exceptional! (72 reviews) Family vacation Was wonderful and beautiful. Reviewed on Nov 30, 2024 [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=18782015&PinnedHotelID=18782015&HadPinnedHotel=true®ionId=6047858) [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=18782015&PinnedHotelID=18782015&HadPinnedHotel=true®ionId=6047858) ![Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI!](https://images.trvl-media.com/lodging/44000000/43500000/43491500/43491483/974c99be_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fenice, Tuscan Villa, Private pool, stunning scenery, WIFI! Castiglion Fiorentino 9.8/10 Exceptional! (38 reviews) Very friendly and accommodating hosts. The meal they cook was excellent. The location was beautiful and the pool area was kept immaculate. It was a characterful and spacious property but some of the furnishings were a little tired and wobbly. The spa bath did not work and neither did the plug in ... Reviewed on Sep 2, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=43491483&PinnedHotelID=43491483&HadPinnedHotel=true®ionId=6047858) [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=43491483&PinnedHotelID=43491483&HadPinnedHotel=true®ionId=6047858) ![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relais Villa Grazianella - UNA Esperienze Via Grazianella 5 Montepulciano SI CA $270 CA $303 total Feb 28 - Mar 1 includes taxes & fees 9.6/10 Exceptional! (278 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.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=4310479&PinnedHotelID=4310479&HadPinnedHotel=true®ionId=6047858) [See all 6,382 properties in Castiglion Fiorentino](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%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. ![](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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### What to do in Castiglion Fiorentino ![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 CA $32 per adult [](https://expedia.ca/things-to-do/oil-museum-and-oil-mill-in-tuscany-tour-and-tasting.a47137603.activity-details) ![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 CA $40 per adult [](https://expedia.ca/things-to-do/montepulciano-wine-tasting-in-the-tuscan-countryside.a50286653.activity-details) ![Montepulciano Wine Tasting with typical Tuscan Cold Cuts](https://mediaim.expedia.com/localexpert/50050116/b42fdd72-c9bb-49c8-8b4d-78b4f50de384.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montepulciano Wine Tasting with typical Tuscan Cold Cuts CA $73 per adult [](https://expedia.ca/things-to-do/montepulciano-wine-tasting-with-typical-tuscan-cold-cuts.a50050116.activity-details) [See all activities in Castiglion Fiorentino](https://expedia.ca/things-to-do/search?rid=6047858) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points 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