Title: Castel San Gimignano Vacation Packages 2026 from $1,147 | Expedia.com [Castel San Gimignano Travel Guide](https://expedia.com/Castel-San-Gimignano.dx6285675)[Hotels in Castel San Gimignano](https://expedia.com/Castel-San-Gimignano-Hotels.d6285675.Travel-Guide-Hotels)[Vacation Rentals in Castel San Gimignano](https://expedia.com/Castel-San-Gimignano-Vacation-Rentals.d6285675.Travel-Guide-VacationRentals)[Flights to Castel San Gimignano](https://expedia.com/Cheap-Flights-To-Castel-San-Gimignano.d6285675.Travel-Guide-Flights)[Car Rentals in Castel San Gimignano](https://expedia.com/Car-Rentals-In-Castel-San-Gimignano.d6285675.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Castel San Gimignano Vacations from $1,147 ## Book a Hotel + Flight or Car together to unlock savings - ## 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 Castel San Gimignano Vacation With everything organized before you head off, our Castel San Gimignano vacation packages mean you can simply focus on enjoying your getaway. Whether you're staying in the neighborhood of Montegabbro, which is great for history, or someplace else, this lively city offers a wealth of discoveries. Make your trip to Castel San Gimignano even more fulfilling by including some sightseeing. [Collegiate Church of Santa Maria Assunta](https://www.expedia.com/Collegiate-Church-Of-Santa-Maria-Assunta-San-Gimignano-City-Centre.d6105346.Vacation-Attraction), [Piazza Duomo](https://www.expedia.com/Piazza-Duomo-San-Gimignano-City-Centre.d6105352.Vacation-Attraction) and [Medieval Criminal and Torture Museum](https://www.expedia.com/Medieval-Criminal-And-Torture-Museum-San-Gimignano-City-Centre.d6287299.Vacation-Attraction) are some of the top attractions worth exploring. A few quick clicks is all it takes to put together your perfect Castel San Gimignano vacation on Expedia. ## The Latest Castel San Gimignano 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 $1,147 per person May 30 - Jun 3 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 7.6/10 Good! (1,002 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 ![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 $1,385 per person May 30 - Jun 3 found 1 day ago Roundtrip non-stop 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 $1,737 per person May 18 - May 24 found 14 hours ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) 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 ![Hotel Berchielli](https://images.trvl-media.com/lodging/1000000/530000/521300/521260/3061994d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Berchielli Historic Centre of Florence Save 100% on your flight $2,023 per person May 27 - Jun 1 found 9 hours ago Roundtrip non-stop flight included New York (NYC) to Florence (FLR) 9.4/10 Exceptional! (1,001 reviews) Very good Breakfast with many food options. Great service ! Reviewed on Jan 21, 2026 ![LHP Hotel River & SPA](https://images.trvl-media.com/lodging/1000000/900000/892100/892069/e70b4d61_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### LHP Hotel River & SPA Historic Centre of Florence $1,524 per person May 15 - May 21 found 1 day ago Roundtrip flight included New York (NYC) to Florence (FLR) 8.8/10 Excellent! (251 reviews) The rooms were clean and the staff was very friendly. Breakfast had a great variety of food to choose from and the staff was wonderful! Reviewed on Nov 29, 2025 Don't see what you're looking for? See all available trips from Columbus to Castel San Gimignano [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-05/2026-04-12/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=FLR&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_6285675) ### Discover the most popular places to visit in Castel San Gimignano ![Piazza Duomo showing a church or cathedral and heritage architecture](https://images.trvl-media.com/place/6105352/93a840a9-2dc4-4967-8fba-c66c2222ebea.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Piazza Duomo Browse the collections of ancient art, which grace the walls of the medieval landmarks that surround this resplendent public square. [](https://expedia.com/Piazza-Duomo-San-Gimignano-City-Centre.d6105352.Vacation-Attraction) ![Piazza della Cisterna which includes a city, street scenes and a square or plaza](https://images.trvl-media.com/place/6105348/19428489-8453-4592-8815-109013b2cabe.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Piazza della Cisterna Admire the palaces and towers that frame this beautiful square, which was once a medieval marketplace. Today, it’s a venue for cultural events. [](https://expedia.com/Piazza-Della-Cisterna-San-Gimignano-City-Centre.d6105348.Vacation-Attraction) ![landscapes of Italy. medieval San Gimignano - Tuscany, Shutterstock ID 383524231, SF SSA Case with Manager Approval: Case 07151371, Job: Prepay credit, Client/Licensee: , Other:](https://images.trvl-media.com/place/6105356/c35dfd1b-a11e-451a-97a8-5310432b09a1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### San Gimignano Communal Palace You can browse the exhibits at San Gimignano Communal Palace, a museum with a storied past, during your trip to San Gimignano. Discover the area's beautiful countryside, or seek out its local tours. [](https://expedia.com/San-Gimignano-Communal-Palace-San-Gimignano-City-Centre.d6105356.Vacation-Attraction) ### What to do in Castel San Gimignano ![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/711ec9bb-4d40-40e5-a110-59519c36ce6d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Chianti Half Day Wine Tour from Florence $58 per adult **88%** of travellers recommend [](https://expedia.com/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details) ![Florence Day Trip: Medieval Villages & Cooking Class](https://mediaim.expedia.com/localexpert/321506/1e2813e3-17ae-4ee9-bf76-f82b70d58df9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florence Day Trip: Medieval Villages & Cooking Class $164 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/florence-day-trip-medieval-villages-cooking-class.a321506.activity-details) ![Monteriggioni fortress](https://mediaim.expedia.com/localexpert/1139505/e7076e74-fe99-4b02-a9fc-f527a478919b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tuscany Hiking Tour from Siena Including Wine Tasting $71 per adult [](https://expedia.com/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.activity-details) [See all activities in Castel San Gimignano](https://expedia.com/things-to-do/search?rid=6285675) ## Castel San Gimignano Hotel Deals ![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 $121 nightly $138 total Mar 9 - Mar 10 Total with taxes and fees 9.2/10 Wonderful! (1,001 reviews) Clea Reviewed on Feb 27, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F9%2F2026&endDate=3%2F10%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true®ionId=6285675) ![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Ristorante Alcide Viale Marconi, 67/A Poggibonsi SI Fully refundableReserve now, pay when you stay $49 nightly $61 total Mar 15 - Mar 16 Total with taxes and fees 8/10 Very Good! (480 reviews) I highly recommended Reviewed on Oct 14, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=1402058&PinnedHotelID=1402058&HadPinnedHotel=true®ionId=6285675) ![NH Siena](https://images.trvl-media.com/lodging/1000000/20000/15800/15716/9d41d91a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### NH Siena Piazza La Lizza 1 Siena SI Fully refundableReserve now, pay when you stay $98 nightly $114 total Mar 22 - Mar 23 Total with taxes and fees 8.2/10 Very Good! (1,001 reviews) Nicely central. Reviewed on Feb 12, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=15716&PinnedHotelID=15716&HadPinnedHotel=true®ionId=6285675) [See all 6,291 properties in Castel San Gimignano](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F6%2F2026&endDate=3%2F7%2F2026®ionId=6285675) 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 Castel San Gimignano Vacation Packages ## Castel San Gimignano Essential Information | Language | Italian | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Euros | | Local Welcome | Ciao | | Local Goodbye | Ciao | | Closest Airport | Peretola Airport (FLR) | | Population | 150 | | Max Temp Winter | 50ºF | | Max Temp Summer | 85ºF | | Top Sights | [Tenuta Torciano Winery](https://www.expedia.com/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction), [Sovestro in Poggio Winery](https://www.expedia.com/Sovestro-In-Poggio-Winery-San-Gimignano.d6166763.Vacation-Attraction) and [Museo Civico](https://www.expedia.com/Museo-Civico-San-Gimignano-City-Centre.d553248621533000545.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 Castel San Gimignano vacation package cost? ### What are the cheapest months to go to Castel San Gimignano? ### How many days is enough for Castel San Gimignano? ### How to find the best Castel San Gimignano package deals? ### Is it cheaper to book a Castel San Gimignano vacation as a package? ### When to book a vacation package to Castel San Gimignano? ### Does Expedia offer Book Now, Pay Later Castel San Gimignano vacation 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