Title: Gaiole in Chianti Vacation Packages & Trips 2026 from CA $1,975 | Expedia.ca [Gaiole in Chianti Travel Guide](https://expedia.ca/Gaiole-In-Chianti.dx603149)[Hotels in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Hotels.d603149.Travel-Guide-Hotels)[Vacation Rentals in Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti-Vacation-Rentals.d603149.Travel-Guide-VacationRentals)[Flights to Gaiole in Chianti](https://expedia.ca/Cheap-Flights-To-Gaiole-In-Chianti.d603149.Travel-Guide-Flights)[Things to do in Gaiole in Chianti](https://expedia.ca/Things-To-Do-In-Gaiole-In-Chianti.d603149.Travel-Guide-Activities)[Gaiole in Chianti Car Rentals](https://expedia.ca/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 Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## 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 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.ca/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction), [Meleto Castle](https://www.expedia.ca/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction) and [Castello di Albola](https://www.expedia.ca/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. ## Top Gaiole in Chianti Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Grand Hotel Cavour](https://images.trvl-media.com/lodging/1000000/20000/11000/10993/50470bbc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Cavour Historic Centre of Florence CA $1,975 per person Apr 9 - Apr 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Florence (FLR) 9.2/10 Wonderful! (1,002 reviews) Great hotel near the center. Walking distance to everything. I enjoyed the quality of the hotel and the roof top bar was amazing. Good service. Rooms were a little small but not sure if that was because of my budget or whether the hotel rooms were just smaller due to the type/age of the building. All in all I would recommend and most of your time is spent outdoors anyway. Reviewed on Mar 3, 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 CA $2,064 per person May 13 - May 19 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) 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 La Scaletta Al Ponte Vecchio](https://images.trvl-media.com/lodging/2000000/1610000/1604300/1604285/d1c916cb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel La Scaletta Al Ponte Vecchio Historic Centre of Florence CA $2,435 per person May 13 - May 19 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Florence (FLR) 8.8/10 Excellent! (965 reviews) The staff at breakfast prepare plain scrambled eggs for our 7 month old son and were very sweet! This our second time staying here and we absolutely love the hotel. Location, views, comfort. 10/10! Reviewed on Feb 28, 2026 ![Cappuccina Country Resort](https://images.trvl-media.com/lodging/2000000/1350000/1343600/1343502/603783b3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cappuccina Country Resort CA $2,172 per person Apr 25 - May 1 found 3 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Florence (FLR) 8.6/10 Excellent! (93 reviews) Great stay. Very good experience. Reviewed on Oct 20, 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 CA $2,169 per person Apr 19 - Apr 25 found 2 days ago Roundtrip flight included Montreal (YMQ) 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 ![](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.ca/deals?rfrr=PKG_SPRING_PROMO_603149) ## Ready to book your vacation to Gaiole in Chianti? Choose your dates ## Gaiole in Chianti Hotel Deals ![Castello di Spaltenna- Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540741/4ff99473_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castello di Spaltenna- Small Luxury Hotels of the World Via Spaltenna 13 Gaiole in Chianti SI 9.6/10 Exceptional! (261 reviews) All good Reviewed on Oct 20, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=2540741&PinnedHotelID=2540741&HadPinnedHotel=true®ionId=603149) [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=2540741&PinnedHotelID=2540741&HadPinnedHotel=true®ionId=603149) ![Ultimo Mulino Wellness Country Hotel](https://images.trvl-media.com/lodging/1000000/930000/920300/920216/5a39b85d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ultimo Mulino Wellness Country Hotel Localita La Ripresa di Vistareni Gaiole in Chianti SI CA $134 CA $161 total Mar 24 - Mar 25 includes taxes & fees [](https://expedia.ca/Hotel-Search?startDate=24%2F03%2F2026&endDate=25%2F03%2F2026&selected=920216&PinnedHotelID=920216&HadPinnedHotel=true®ionId=603149) ![Agriturismo San Sano](https://images.trvl-media.com/lodging/2000000/1500000/1492000/1491964/6322c664_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.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true®ionId=603149) [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=1491964&PinnedHotelID=1491964&HadPinnedHotel=true®ionId=603149) [See all 8,377 properties in Gaiole in Chianti](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F03%2F2026&endDate=06%2F03%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. ![](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) ### Discover the most popular places to visit in Gaiole in Chianti #### Medieval Tower of Barbischio Find out about the history of Gaiole in Chianti when you take a trip to Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area, or enjoy its local tours. [](https://expedia.ca/Medieval-Tower-Of-Barbischio-Gaiole-in-Chianti.d6238143.Vacation-Attraction) #### Church of San Sigismondo After visiting Church of San Sigismondo, make a plan to see the other sights and activities in Gaiole in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. [](https://expedia.ca/Church-Of-San-Sigismondo-Gaiole-in-Chianti.d6238140.Vacation-Attraction) ### What to do in Gaiole in Chianti ![Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](https://mediaim.expedia.com/localexpert/329818/151bf7bf-958a-43e4-8bc4-b332a2585668.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine CA $127 per adult **88%** of travellers recommend [](https://expedia.ca/things-to-do/florence-san-gimignano.a329818.activity-details) ![Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://mediaim.expedia.com/localexpert/50461757/3e831945-ea8c-42c0-99b8-ad639429e34c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Siena: Civic Museum and Palazzo Pubblico Entry Ticket CA $16 per adult [](https://expedia.ca/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details) ![Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards](https://mediaim.expedia.com/localexpert/3575311/34d2cee2-49d7-407c-92ae-12e02671c095.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards CA $40 per adult [](https://expedia.ca/things-to-do/organic-wine-tourtasting-overlooking-chianti-classico-vineyards.a3575311.activity-details) [See all activities in Gaiole in Chianti](https://expedia.ca/things-to-do/search?rid=603149) ## 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