Title: Chianti Region Vacation Packages 2026 from $1,198 | Expedia.com [Chianti Region Travel Guide](https://expedia.com/Chianti-Region.dx603148)[Hotels in Chianti Region](https://expedia.com/Chianti-Region-Hotels.d603148.Travel-Guide-Hotels)[Vacation Rentals in Chianti Region](https://expedia.com/Chianti-Region-Vacation-Rentals.d603148.Travel-Guide-VacationRentals)[Flights to Chianti Region](https://expedia.com/Cheap-Flights-To-Chianti-Region.d603148.Travel-Guide-Flights)[Things to do in Chianti Region](https://expedia.com/Things-To-Do-In-Chianti-Region.d603148.Travel-Guide-Activities)[Car Rentals in Chianti Region](https://expedia.com/Car-Rentals-In-Chianti-Region.d603148.Car-Rental-Guide) ![](https://images.trvl-media.com/place/603148/a6b4be95-df3f-44a2-bf6d-bb1e6f500def.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chianti Region Vacations from $1,198 ## 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 Chianti Region Vacation Lock in a vacation package to Chianti Region and enjoy what it means to travel on your own terms. You'll be charmed by its walking trails, cycling and views. Start your trip to Chianti Region with some time exploring [San Gimignano](https://www.expedia.com/San-Gimignano.d11091.Destination-Travel-Guides) visiting popular attractions like Medieval Criminal and Torture Museum and Piazza Duomo. [Gaiole in Chianti](https://www.expedia.com/Gaiole-In-Chianti.d603149.Destination-Travel-Guides) is another city that draws travelers from near and far. Castello di Albola and Meleto Castle are two of the leading places to see in this destination. If you're ready to stop dreaming and start traveling, Expedia will help turn your Chianti Region vacation into reality. ## The Latest Chianti Region vacation packages Price found within the past 48 hours. Click for updated prices. ![c-hotels Ambasciatori](https://images.trvl-media.com/lodging/1000000/10000/1900/1829/ac4739c5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### c-hotels Ambasciatori Historic Centre of Florence $1,198 per person Apr 13 - Apr 16 found 23 hours ago Roundtrip non-stop flight included Atlanta (ATL) to Florence (FLR) 8.2/10 Very Good! (1,000 reviews) It was amazing and clean and really really perfect Reviewed on Feb 17, 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 $1,491 per person May 18 - May 24 found 5 hours ago Roundtrip flight included Boston (BOS) 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 ![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 Save 100% on your flight $1,561 per person May 20 - May 26 found 1 day ago Roundtrip flight included Atlanta (ATL) to Florence (FLR) 7.6/10 Good! (1,002 reviews) The location is great. Free breakfast was provided and in my opinion it was a good one. Staff is very nice and helpful. Reviewed on Mar 9, 2026 ![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 $1,512 per person May 20 - May 25 found 1 day ago Roundtrip flight included Atlanta (ATL) to Florence (FLR) 7.6/10 Good! (1,006 reviews) Location is great, breakfast included and that is great but the coffee machine did not give hot chocolate. Staff ate friendly. Very close to the Terminal and Mercato Centrale and Duomo Florence👍👍 Reviewed on Mar 9, 2026 ![Il Rivalta - Place of Charme](https://images.trvl-media.com/lodging/46000000/45800000/45790300/45790281/9555d572_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Il Rivalta - Place of Charme Historic Centre of Florence $1,532 per person Apr 13 - Apr 16 found 23 hours ago Roundtrip non-stop flight included Atlanta (ATL) to Florence (FLR) 9.2/10 Wonderful! (472 reviews) Staff was extremely attentive Reviewed on Mar 4, 2026 Don't see what you're looking for? See all available trips from Columbus to Chianti Region [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-09/2026-04-16/?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_603148) ### Discover the most popular places to visit in Chianti Region ![A woman on a spiral stairway, part of the modern architecture at Antinori Winery Nel Chianti Classico, San Casciano in Val di Pesa, Tuscany, Italy.](https://images.trvl-media.com/place/6270044/b012c8ba-fe88-4c40-bf4a-cfb2024bed1b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Antinori nel Chianti Classico You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the stunning cathedral and wineries in this walkable area. [](https://expedia.com/Antinori-Nel-Chianti-Classico-San-Casciano-in-Val-di-Pesa.d6270044.Vacation-Attraction) ![Night view of the architecture of the small town of Florence, Shanghai](https://images.trvl-media.com/place/6143206/806ebe24-ab7b-4765-b117-386f5cb12367.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Mall Luxury Outlet During your visit to Leccio, you can search for that perfect souvenir at The Mall Luxury Outlet. Discover the acclaimed art scene and stunning cathedral in this walkable area. [](https://expedia.com/The-Mall-Luxury-Outlet-Reggello.d6143206.Vacation-Attraction) ![Castellina in Chianti which includes farmland](https://images.trvl-media.com/place/553248635823420151/ee82ec03-289c-48c5-8d68-58e0a551a93c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Buondonno Winery You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this quaint area. [](https://expedia.com/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction) ### What to do in Chianti Region ![Skip-the-Line Duomo: Priority-Access 30-Minute Guided Tour](https://mediaim.expedia.com/localexpert/507532/cbdef260-9919-420e-a482-1d2f9b3d6ccc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour $26 per adult **80%** of travellers recommend [](https://expedia.com/things-to-do/skip-the-line-florence-duomo-priority-access-express-guided-tour.a507532.activity-details) ![Micheal Angelo's David](https://mediaim.expedia.com/localexpert/2479829/2bebb71d-abeb-452a-9a00-2b6fddf3b233.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skip the Line: Florence's Accademia Gallery Priority Entrance Ticket $37 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/skip-the-line-florences-accademia-gallery-priority-entrance-ticket.a2479829.activity-details) ![Uffizi Gallery Small-Group Guided Tour with Skip-the-Line ](https://mediaim.expedia.com/localexpert/177545/64032470-3160-4cb3-af48-28fcc0e58d64.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Uffizi Gallery: Small Group Guided Tour or Reserved Entry Ticket $50 per adult **86%** of travellers recommend [](https://expedia.com/things-to-do/uffizi-gallery-small-group-guided-tour-or-reserved-entry-ticket.a177545.activity-details) [See all activities in Chianti Region](https://expedia.com/things-to-do/search?rid=603148) ## Chianti Region Hotel Deals ![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/84e9dcbe_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Ristorante Alcide Viale Marconi, 67/A Poggibonsi SI Fully refundableReserve now, pay when you stay $47 nightly $59 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=603148) ![Borgo Vescine](https://images.trvl-media.com/lodging/2000000/1190000/1180600/1180553/8d2f3252_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Borgo Vescine Località Vescine Radda in Chianti SI $465 nightly $521 total Apr 7 - Apr 8 Total with taxes and fees 9.4/10 Exceptional! (244 reviews) You are paying for the view!!!! This hotel was not worth the money spent in my opinion. The hotel staff was not very accommodating, though the restaurant staff was lovely. We had to bring our luggage up to our room and back down during check in and check out — no one even offered and trust me it ... Reviewed on Oct 5, 2025 [](https://expedia.com/Hotel-Search?startDate=4%2F7%2F2026&endDate=4%2F8%2F2026&selected=1180553&PinnedHotelID=1180553&HadPinnedHotel=true®ionId=603148) ![Relais Villa Olmo](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/cc13c05a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Relais Villa Olmo Via Imprunetana Per Tavarnuzze 19 Impruneta FI $110 nightly $125 total Mar 29 - Mar 30 Total with taxes and fees [](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=797278&PinnedHotelID=797278&HadPinnedHotel=true®ionId=603148) [See all 4,834 properties in Chianti Region](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F10%2F2026&endDate=3%2F11%2F2026®ionId=603148) 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 Chianti Region Vacation Packages ### Things to do near Chianti Region The Chianti Region in Tuscany, Italy, offers a romantic and outdoor vacation experience filled with entertainment. Visitors can indulge in luxurious spa treatments, enjoy scenic Chianti and wine tours, and participate in delightful wine tastings that showcase the area's renowned vineyards. Whether you're seeking relaxation or adventure, Chianti is the perfect destination for a memorable getaway. **Shopping** In the Chianti Region, indulge in a shopping spree at [The Mall Luxury Outlet](https://www.expedia.com/The-Mall-Luxury-Outlet-Reggello.d6143206.Vacation-Attraction), just 13 miles away, featuring high-end brands. [Fashion Groove](https://www.expedia.com/Fashion-Groove-Figline-e-Incisa-Valdarno.d553248635742560256.Vacation-Attraction), located 12 miles away, offers a vibrant atmosphere with diverse shops. Don't miss Ra-Ma snc, a charming store also 12 miles from the region. **Recreation** At the [Chianti Observatory](https://www.expedia.com/Chianti-Observatory-Barberino-Tavarnelle.d553248621532497725.Vacation-Attraction), enjoy an enchanting experience under the stars in this family-friendly planetarium. For luxury, visit [Villa a Sesta Polo Club](https://www.expedia.com/Villa-A-Sesta-Polo-Club-Bucine.d553248622945495059.Vacation-Attraction), where you can indulge in exclusive amenities. Finally, relax at [Alta Val d'Elsa River Park](https://www.expedia.com/Alta-Val-DElsa-River-Park-Colle-di-Val-dElsa.d794864780380164096.Vacation-Attraction), a beautiful spot for wellness and rejuvenation amidst nature. **Adventure** Embark on the [Sentierelsa Trail](https://www.expedia.com/Sentierelsa-Trail-Colle-di-Val-dElsa.d684137498050039808.Vacation-Attraction), a stunning hiking experience located 14 miles from Chianti, where you'll enjoy breathtaking outdoor scenery. For thrill-seekers, the [Siena Circuit](https://www.expedia.com/Siena-Circuit-Castelnuovo-Berardenga.d553248621532500702.Vacation-Attraction) offers exhilarating karting 16 miles away, while [Tuscany MTB Guide](https://www.expedia.com/Tuscany-MTB-Guide-Impruneta.d553248621562141424.Vacation-Attraction) promises unforgettable mountain biking adventures, also 14 miles from the region. **Nightlife** In the Chianti Region, enjoy a vibrant nightlife at [Il Fiaschetto](https://www.expedia.com/Il-Fiaschetto-Montespertoli.d553248621532498699.Vacation-Attraction), a cozy pub just 17 miles away. With its romantic atmosphere and lively entertainment, it's the perfect spot to unwind, sip on local wines, and immerse yourself in the region's charming evening energy. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions near Chianti Region The Chianti Region in Tuscany, Italy, is perfect for a romantic and outdoor getaway, featuring enchanting churches, historic castles, and lively piazzas. Visitors can immerse themselves in the rich culture while exploring renowned Chianti wine areas, sampling the best wines, and discovering fascinating destinations. This picturesque region seamlessly blends romance and adventure, making it an ideal choice for travelers seeking unforgettable experiences. - **[Castello di Albola: ](https://www.expedia.com/Castello-Di-Albola-Radda-in-Chianti.d553248621532500720.Vacation-Attraction)** Located 2 miles from the Chianti Region, this enchanting castle offers a romantic atmosphere steeped in culture. Visitors can explore the stunning architecture and picturesque vineyards, making it a perfect spot for wine lovers and history enthusiasts alike. - **[Piazza Matteotti: ](https://www.expedia.com/Piazza-Matteotti-Greve-in-Chianti.d6292128.Vacation-Attraction)** Situated 5 miles away, this vibrant piazza is the heartbeat of local life, showcasing the rich culture of the area. Enjoy the lively atmosphere, cafes, and shops while soaking in the beautiful surroundings and engaging with the community. - **[Church of Santa Maria Assunta: ](https://www.expedia.com/Church-Of-Santa-Maria-Assunta-Greve-in-Chianti.d6333574.Vacation-Attraction)** Just 3 miles from Chianti, this charming church features impressive architecture and a serene ambiance, making it a wonderful place to appreciate local artistry and spirituality. ### Best time to go to Chianti Region The best time to visit Chianti Region can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Chianti Region falls in July, when visitor numbers are moderately high and weather is sunny with no rain. The coolest average temperature around Chianti Region falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 40.6°F (4.800000000000001°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | February | 42.8°F (6.0°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | March | 47.5°F (8.6°C) | Light Rain | Mostly Sunny | Average | Average | | April | 54.0°F (12.2°C) | Light Rain | Mostly Sunny | Average | Average | | May | 60.4°F (15.8°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 69.8°F (21.0°C) | Light Rain | Sunny | Average | Slightly High | | July | 75.9°F (24.4°C) | No Rain | Sunny | Moderately High | Average | | August | 75.6°F (24.200000000000003°C) | No Rain | Sunny | Moderately High | Average | | September | 67.1°F (19.5°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | October | 58.5°F (14.7°C) | Light Rain | Mostly Sunny | Average | Average | | November | 50.0°F (10.0°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | December | 43.2°F (6.2°C) | Light Rain | Mostly Sunny | Moderately Low | Average | ### Tips to save on your trip to Chianti Region - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Chianti Region. - Consider traveling to Chianti Region during the low season (January to February and November) for more affordable options. - Use the *Price per traveler* filter on Expedia to find a package deal that suits your budget. - Check the *VIP Access properties* filter to discover outstanding hotels with added member perks at select properties. ## Chianti Region Essential Information | Language | Italian | | --------------- | ----------------------------- | | Currency | Euros | | Local Welcome | Ciao | | Local Goodbye | Ciao | | Closest Airport | Galileo Galilei Airport (PSA) | ## 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) 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