Title: Gaiole in Chianti Vacation Packages 2026 from $943 | Expedia.com [Gaiole in Chianti Travel Guide](https://expedia.com/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.com/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Vacation Rentals in Gaiole in Chianti](https://expedia.com/Gaiole-In-Chianti-Vacation-Rentals.d603149.Travel-Guide-VacationRentals)[Flights to Gaiole in Chianti](https://expedia.com/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.com/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Car Rentals in Gaiole in Chianti](https://expedia.com/Car-Rentals-In-Gaiole-In-Chianti.d603149.Car-Rental-Guide) ![](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Gaiole in Chianti Vacations from $943 ## Book a Hotel + Flight or Car together to unlock savings ## Your Gaiole in Chianti Vacation When a city getaway is calling, answer it with a Gaiole in Chianti vacation package. The neighborhood of Badia Coltibuono, which is great for families, nature and walking, makes an excellent base for your adventures. Any trip to Gaiole in Chianti needs a well-crafted itinerary. Fill yours with famous sights like [Castle of Brolio](https://www.expedia.com/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction), [Meleto Castle](https://www.expedia.com/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction) and [Castello di Albola](https://www.expedia.com/Castello-DAlbola-Radda-in-Chianti.d553248621532500720.Vacation-Attraction). Whoever you're going away with and whether your budget is big or small, your dream Gaiole in Chianti vacation is only clicks away with Expedia. ## The Latest Gaiole in Chianti vacation packages Price found within the past 48 hours. Click for updated prices. ![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 $943 per person Apr 13 - Apr 18 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 7.8/10 Good! (1,000 reviews) Great location for short walks to many must-see places. Hotel is very compact but offers a fair level of comfort and convenience, and was kept clean and serviced as requested. Staff all very obliging and professional. Reviewed on Feb 18, 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 $954 per person May 1 - May 6 found 23 hours ago Roundtrip non-stop flight included Boston (BOS) to Florence (FLR) 7.6/10 Good! (1,002 reviews) I was there for three nights and had no issues. Staff were very polite, the rooms/bathrooms were clean and the hotel itself is in a good location. I would say, however, that I was by myself and the room could be slightly cramped if two people (even though double bed was comfortable). Would recommend if you’re looking for mid-budget hotels. Reviewed on Feb 18, 2026 ![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 Save 100% on your flight $1,115 per person May 1 - May 6 found 23 hours ago Roundtrip non-stop flight included Boston (BOS) 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 ![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 $1,331 per person Apr 9 - Apr 15 found 1 day ago Roundtrip non-stop flight included Los Angeles (LAX) to Florence (FLR) 8.6/10 Excellent! (422 reviews) Room was spotless! Front desk staff was amazing, incredibly helpful. They went above and beyond I was very impressed!! Reviewed on Feb 19, 2026 ![Hotel Duomo Firenze](https://images.trvl-media.com/lodging/3000000/2550000/2541700/2541603/fdd7cf48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Duomo Firenze Historic Centre of Florence Save 100% on your flight $1,414 per person Apr 2 - Apr 7 found 10 hours ago Roundtrip flight included Boston (BOS) to Florence (FLR) 9.2/10 Wonderful! (1,002 reviews) All good experience! Reviewed on Feb 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Gaiole in Chianti [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-21/2026-03-28/?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_603149) ### Discover the most popular places to visit in Gaiole in Chianti #### Castle of Brolio You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area. [](https://expedia.com/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction) #### Meleto Castle Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.com/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction) #### Cantalici Winery You can enjoy a tasting or tour at Cantalici Winery during your travels to Gaiole in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.com/Cantalici-Winery-Gaiole-in-Chianti.d553248621562144630.Vacation-Attraction) ### What to do in Gaiole in Chianti ![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena, San Gimignano, Monteriggioni & Chianti from Florence $61 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/siena.a553041.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 $65 per adult [](https://expedia.com/things-to-do/tuscany-hiking-tour-from-siena-including-wine-tasting.a1139505.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) [See all activities in Gaiole in Chianti](https://expedia.com/things-to-do/search?rid=603149) ## Gaiole in Chianti Hotel Deals ![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/75ac6194_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castello di Spaltenna- Small Luxury Hotels of the World Via Spaltenna 13 Gaiole in Chianti SI 9.4/10 Exceptional! (260 reviews) All good Reviewed on Oct 20, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F7%2F2026&endDate=3%2F8%2F2026&selected=2540741&PinnedHotelID=2540741&HadPinnedHotel=true®ionId=603149) [](https://expedia.com/Hotel-Search?startDate=3%2F7%2F2026&endDate=3%2F8%2F2026&selected=2540741&PinnedHotelID=2540741&HadPinnedHotel=true®ionId=603149) ![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/f2375def_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Agriturismo San Sano Località San Sano Gaiole in Chianti SI 10/10 Exceptional! (82 reviews) You can never go wrong in Toscana , even in off season . San Sano even more so, hidden from mass tourism. Reviewed on Nov 9, 2025 [Get rates](https://expedia.com/Hotel-Search?startDate=3%2F7%2F2026&endDate=3%2F8%2F2026&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true®ionId=603149) [](https://expedia.com/Hotel-Search?startDate=3%2F7%2F2026&endDate=3%2F8%2F2026&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true®ionId=603149) ![Ultimo Mulino Wellness Country Hotel](https://images.trvl-media.com/lodging/1000000/930000/920300/920216/ddb477f3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ultimo Mulino Wellness Country Hotel Localita La Ripresa di Vistareni Gaiole in Chianti SI $106 nightly $126 total Mar 24 - Mar 25 Total with taxes and fees 8.6/10 Excellent! (146 reviews) Fantastico Reviewed on Oct 12, 2025 [](https://expedia.com/Hotel-Search?startDate=3%2F24%2F2026&endDate=3%2F25%2F2026&selected=920216&PinnedHotelID=920216&HadPinnedHotel=true®ionId=603149) [See all 8,411 properties in Gaiole in Chianti](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F22%2F2026&endDate=2%2F23%2F2026®ionId=603149) 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 Gaiole in Chianti Vacation Packages ## Gaiole in Chianti Essential Information | Language | Italian | | --------------- | ------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------ | | Currency | Euros | | Local Welcome | Ciao | | Local Goodbye | Ciao | | Closest Airport | Peretola Airport (FLR) | | Population | 1,100 | | Max Temp Winter | 50ºF | | Max Temp Summer | 85ºF | | Top Sights | [Siena Cathedral](https://www.expedia.com/Siena-Cathedral-Siena-Historical-Center.d6077922.Vacation-Attraction), [Monteriggioni Castle](https://www.expedia.com/Monteriggioni-Castle-Monteriggioni.d6258231.Vacation-Attraction) and [Castle of Brolio](https://www.expedia.com/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.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 Gaiole in Chianti vacation package cost? ### What are the cheapest months to go to Gaiole in Chianti? ### How many days is enough for Gaiole in Chianti? ### Is it worth booking a vacation package to Gaiole in Chianti? ### How to find the best Gaiole in Chianti package deals? ### Is it cheaper to book a Gaiole in Chianti vacation as a package? ### When to book a vacation package to Gaiole in Chianti? ### How to plan a trip to Gaiole in Chianti? > 1. Choose your dates: The things you want to do in Gaiole in Chianti and your favorite season can help you decide when to get away. > 2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Gaiole in Chianti. > 3. Organize your Gaiole in Chianti escape with Expedia's [trip planning tool](https://www.expedia.com/why/trip-planning): Look for and book accommodations and experiences all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Gaiole in Chianti together. > 4. Set the duration of your trip: Start by listing all the activities and sights you want to get to in Gaiole in Chianti. Then, estimate how long you'll need for each, including any travel time. > 5. Bundle your accommodations and airfare: After you've nailed down your travel dates and duration, book the right Gaiole in Chianti vacation package for you. > 6. Book any activities or day trips: Now to the fun part — locking in everything you want to do and see. Check out some of the exciting [things to do in Gaiole in Chianti](https://www.expedia.com/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities) and book your tickets in advance to save time (and maybe some dollars too!). ### Does Expedia offer Book Now, Pay Later Gaiole in Chianti vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Villas in Vertine ](https://www.expedia.com/Vertine-Villas.d632712480144572416-aaVillas.Travel-Guide-Accommodation) - [Hotels near Meleto Castle ](https://www.expedia.com/Meleto-Castle-Hotels.0-l6186842-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Montegrossi ](https://www.expedia.com/Montegrossi-Condos.d553248622859355230-aaCondos.Travel-Guide-Accommodation) - [3 Star Hotels in Montegrossi ](https://www.expedia.com/3Star-Montegrossi-Hotels.s30-0-d553248622859355230.Travel-Guide-Filter-Hotels) - [Guest Houses in Rietine ](https://www.expedia.com/Rietine-Guest-Houses.d553248622859452554-aaGuestHouses.Travel-Guide-Accommodation) - 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[Radda in Chianti Vacation Rentals ](https://www.expedia.com/Radda-In-Chianti-Vacation-Rentals.d601693.Travel-Guide-VacationRentals) - [Chianti Region Vacation Rentals ](https://www.expedia.com/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals) - [Things to do in Lecchi in Chianti ](https://www.expedia.com/Things-To-Do-In-Lecchi-In-Chianti.d553248635974650979.Travel-Guide-Activities) - [Things to do in Radda in Chianti ](https://www.expedia.com/Things-To-Do-In-Radda-In-Chianti.d601693.Travel-Guide-Activities) - [Things to do in Volpaia ](https://www.expedia.com/Things-To-Do-In-Volpaia.d3000403024.Travel-Guide-Activities) - [Things to do in Chianti Region ](https://www.expedia.com/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.