Title: Castiglione del Bosco Holidays 2026 from £492 | Expedia.co.uk [Hotels in Castiglione del Bosco](https://expedia.co.uk/Castiglione-Del-Bosco-Hotels.d3000028417.Travel-Guide-Hotels)[Holiday Rentals in Castiglione del Bosco](https://expedia.co.uk/Castiglione-Del-Bosco-Holiday-Rentals.d3000028417.Travel-Guide-HolidayRentals)[Things to do in Castiglione del Bosco](https://expedia.co.uk/Things-To-Do-In-Castiglione-Del-Bosco.d3000028417.Travel-Guide-Activities)[Castiglione del Bosco Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Castiglione-Del-Bosco.d3000028417.Car-Hire-Guide) ![](https://images.trvl-media.com/place/6025631/4982164e-5dfb-4949-8519-f2f14021eed9.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Castiglione del Bosco Holidays from £492 ## Book a Hotel + Flight or Car together to unlock savings Photo by tom owens - ## Plan, book, travel with confidence - ### Better together Save up to £335 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 Packages with flights are ATOL protected #### Your Castiglione del Bosco Holiday Take the guesswork out of travel planning with a Castiglione del Bosco holiday package. A great neighbourhood to stay in this vibrant city is Poggioferro, which is great for views and much more. Like to start exploring your surroundings? [Tenuta Greppo Franco Biondi Santi](https://www.expedia.co.uk/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Attraction), [Fortress of Montalcino](https://www.expedia.co.uk/Fortress-Of-Montalcino-Montalcino.d553248621533000896.Attraction) and [Museum of Brunello](https://www.expedia.co.uk/Museum-Of-Brunello-Montalcino.d553248621533000897.Attraction) are among the top places to visit during your trip to Castiglione del Bosco. That dream Castiglione del Bosco holiday is just clicks away. Search flights, accommodation and more on Expedia for an adventure that's tailored just for you. ## Top Castiglione del Bosco Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![La Villa di STR](https://images.trvl-media.com/lodging/11000000/10940000/10938400/10938337/2db26c29_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Villa di STR Siena Historical Center Save 100% on your flight £492 per person 15 Apr - 19 Apr found 1 day ago Return direct flight included London (LHR) to Florence (FLR) 9.2/10 Wonderful! (412 reviews) Clean room, nice villa and breakfast Reviewed on 6 Nov 2025 ![Aurum Uffizi](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541615/862ad26c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Uffizi Historic Centre of Florence Save 100% on your flight £601 per person 4 May - 9 May found 1 day ago Return direct flight included Edinburgh (EDI) to Florence (FLR) 7.8/10 Good! (1,000 reviews) This is not a typical hotel where there is a lobby or staff to greet you . Instead it is a set of apartments in a corner building . The person who let us in was awaiting for us at the door at check in. Breakfast was serve in a buffet style . Staff would ask if you would order something else if you like. Continental breakfast is available .Overall it was comfortable and easy to find . Shops and restaurants are all walking distance. Reviewed on 15 Jan 2026 ![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/26fd50f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aurum Firenze Historic Centre of Florence Save 100% on your flight £510 per person 4 May - 9 May found 1 day ago Return direct flight included Edinburgh (EDI) to Florence (FLR) 7.6/10 Good! (1,002 reviews) Yes, to both questions. Wi-fi needs work. Reviewed on 7 Feb 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 £757 per person 2 Apr - 8 Apr found 13 hours ago Return flight included Edinburgh (EDI) 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 4 Feb 2026 ![Hotel Villani](https://images.trvl-media.com/lodging/15000000/14940000/14932300/14932224/96d37b7c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Villani Historic Centre of Florence Save 100% on your flight £748 per person 4 May - 9 May found 1 day ago Return direct flight included Edinburgh (EDI) to Florence (FLR) 8.6/10 Excellent! (422 reviews) Nice room, great staff Reviewed on 4 Feb 2026 ## Castiglione del Bosco Essential Information | Language | Italian | | --------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Euros | | Local Welcome | Ciao | | Local Goodbye | Ciao | | Max Temp Winter | 10ºC | | Max Temp Summer | 29ºC | | Top Sights | [Castello Banfi](https://www.expedia.co.uk/Castello-Banfi-Montalcino.d6103264.Attraction), [Tenuta Greppo Franco Biondi Santi](https://www.expedia.co.uk/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Attraction) and [Capanna of Cencioni](https://www.expedia.co.uk/Capanna-Of-Cencioni-Montalcino.d553248635976265059.Attraction) | ## Top hotels in Castiglione del Bosco ![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rosewood Castiglion del Bosco Localita Castiglion del Bosco Montalcino SI 9.8/10 Exceptional! (73 reviews) Wonderful stay Reviewed on 25 Nov 2025 [Get rates](https://expedia.co.uk/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=2173539&PinnedHotelID=2173539&HadPinnedHotel=true®ionId=3000028417) [](https://expedia.co.uk/Hotel-Search?startDate=24%2F02%2F2026&endDate=25%2F02%2F2026&selected=2173539&PinnedHotelID=2173539&HadPinnedHotel=true®ionId=3000028417) ![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Athena P Mascagni 55 Siena SI Fully refundableReserve now, pay when you stay £79 3 Mar - 4 Mar includes taxes & fees 9.2/10 Wonderful! (1,000 reviews) Great hotel, beautiful view and excellent service from the personnel. Reviewed on 28 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true®ionId=3000028417) ![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Hotel Continental Siena – Starhotels Collezione Banchi Di Sopra 85 Siena SI Fully refundableReserve now, pay when you stay £248 2 Mar - 3 Mar includes taxes & fees 9.2/10 Wonderful! (579 reviews) Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property. Reviewed on 27 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=796662&PinnedHotelID=796662&HadPinnedHotel=true®ionId=3000028417) [See all 3,235 properties in Castiglione del Bosco](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F02%2F2026&endDate=12%2F02%2F2026®ionId=3000028417) 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 Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.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 Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.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 Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Popular places to visit #### Tenuta Greppo Franco Biondi Santi You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas. [](https://expedia.co.uk/Tenuta-Greppo-Franco-Biondi-Santi-Montalcino.d6103260.Attraction) #### Castiglion del Bosco Winery You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco. [](https://expedia.co.uk/Castiglion-Del-Bosco-Winery-Montalcino.d828039750155694080.Attraction) #### Museum of Brunello 4/5(1 review) You can spend time studying the exhibits at Museum of Brunello in Montalcino. Discover the area's countryside and spas. [](https://expedia.co.uk/Museum-Of-Brunello-Montalcino.d553248621533000897.Attraction) ### What to do in Castiglione del Bosco ![3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch](https://mediaim.expedia.com/localexpert/47282553/e14b5a73-0ff4-428f-a567-234540a94e59.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch £61 per adult **100%** of travellers recommend [](https://expedia.co.uk/things-to-do/from-rome-bagnoregio-orvieto-day-trip-with-tuscany-wine-tasting-lunch.a47282553.activity-details) ![Seggiano: Guided Tour of the Olive Grove and Food Tasting](https://mediaim.expedia.com/localexpert/48314154/3c3e6332-4460-423d-8ee4-7953fc5d8637.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Seggiano: Guided Tour of the Olive Grove and Food Tasting £22 per adult [](https://expedia.co.uk/things-to-do/seggiano-guided-tour-of-the-olive-grove-and-food-tasting.a48314154.activity-details) ![Montalcino: Guided Winery Tour and Wine Tasting](https://mediaim.expedia.com/localexpert/44628122/e1c18867-816c-4ff5-aaae-8b2f08187f9c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Montalcino: Guided Winery Tour and Wine Tasting £39 per adult [](https://expedia.co.uk/things-to-do/montalcino-guided-winery-tour-and-wine-tasting.a44628122.activity-details) [See all activities in Castiglione del Bosco](https://expedia.co.uk/things-to-do/search?rid=3000028417) ## 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. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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