Chianti Region Holidays

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Top Flight + Hotel Deals in Chianti Region

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Aurum Uffizi
Hotel degli Orafi
Relais Uffizi, Tailor made Hotel

Things to do near Chianti Region

The Chianti Region offers a delightful blend of romance and outdoor adventures, making it an ideal destination for tourists. Visitors can indulge in spa treatments, embark on Chianti wine tasting tours, and explore the stunning countryside on foot. Culinary excursions and local tours further enhance the experience, allowing guests to savour the rich flavours and traditions of this enchanting area.

Shopping

In the Chianti Region, indulge in a shopping experience at The Mall Luxury Outlet, located 20.9km away, offering high-end brands. Closer to you, Fashion Groove and Ra-Ma snc, both 19.3km away, present a delightful mix of local fashion and unique gifts for your loved ones.

Recreation

In the Chianti Region, indulge in rejuvenating experiences at the nearby Palasport Mens Sana and Siena Stadium, both offering vibrant sports atmospheres. Visit the Chianti Observatory for a unique family outing, combining entertainment with stargazing in a captivating setting, just a short drive away.

Adventure

Embark on the Sentierelsa Trail for a scenic hike, 22.5km from Chianti, surrounded by breathtaking landscapes. For thrill-seekers, the Saltalbero Adventure Park, 32.2km away, offers exhilarating ziplining experiences. Alternatively, enjoy some adrenaline at the Siena Circuit, located 25.7km from Chianti, perfect for karting enthusiasts.

Nightlife

Chianti Region's nightlife offers a charming mix of romance and entertainment. Visit Il Fiaschetto, a delightful drinking pub just 27.4km away, where you can enjoy a warm atmosphere and unwind with friends over drinks, making for a memorable evening in the heart of Tuscany.

*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 offers a perfect blend of romance and outdoor entertainment, with captivating attractions such as charming churches, historic castles, and picturesque piazzas. Visitors can immerse themselves in the rich culture and romantic experiences while exploring the renowned Chianti wine region and nearby Florence. This enchanting area is ideal for those seeking a memorable getaway filled with beauty and history.

  • Castello di Radda Winery: Nestled 3.2km from Chianti, this enchanting castle offers a romantic atmosphere surrounded by vineyards. Enjoy wine tastings and explore the rich culture of Tuscany while soaking in stunning views of the landscape.
  • Monteriggioni Castle: Located 13.2km away, this historic palace boasts impressive medieval architecture. Stroll along the ancient walls and immerse yourself in the culture and history of the region, with panoramic views of the surrounding countryside.
  • Medieval Tower of Barbischio: Situated 9.7km from Chianti, this charming tower exudes historical significance and features friendly locals. Engage with the community and discover the fascinating stories behind this medieval landmark.

Best time to go to Chianti Region

The best time to visit Chianti Region is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.6°F (4.800000000000001°C)Light RainMostly SunnyModerately LowSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyModerately LowSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No RainSunnyModerately HighAverage
August75.6°F (24.200000000000003°C)No RainSunnyModerately HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyModerately HighSlightly High
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly Low
December43.2°F (6.2°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Chianti Region

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Chianti Region.
  • 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.

Top hotels in Chianti Region

Hotel Ristorante Alcide

Hotel Ristorante Alcide

4 out of 5
Viale Marconi, 67/A Poggibonsi SI
Fully refundableReserve now, pay when you stay
The price is €48 per night from 22 Feb to 23 Feb
€48
22 Feb - 23 Feb
includes taxes & fees
8/10 Very Good! (462 reviews)
I highly recommended

Reviewed on 14 Oct 2025

Hotel Ristorante Alcide
Villa La Borghetta Resort

Villa La Borghetta Resort

4 out of 5
Via del Cesto Figline e Incisa Valdarno FI
7.8/10 Good! (85 reviews)
Beautiful experience!

Reviewed on 1 Jul 2025

Villa La Borghetta Resort
Borgo Vescine

Borgo Vescine

5 out of 5
Località Vescine Radda in Chianti SI
9.2/10 Wonderful! (242 reviews)
This was a beautiful location. The room was spacious and loved the patio for coffee in the mornings. It was very private. We enjoyed the pool and restaurants were great. Breakfast was amazing. We did the picnic and dinner in the Olive Garden and loved getting to know others at our table. The chefs ...

Reviewed on 24 Sept 2025

Borgo Vescine
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.

Popular places to visit

What to do in Chianti Region

Frequently asked questions

Can I cancel my flight booking to Chianti Region due to COVID-19?
Our Customer Service Portal is your one-stop shop for almost every travel question, including about flight changes related to COVID-19. For more peace of mind, we suggest looking over the terms and conditions of your preferred airline before reserving a seat.
What's the best way to find cheap flights to Chianti Region that have flexible change policies?
It's as easy as can be with Expedia. Step 1: Type in your travel dates and click the "Search" button. Second step: Check the "No change fee" box below the "Flexible change policies" filter to the left of your screen. Step 3. Reserve your flexible and cheap flight to Chianti Region.
What are some of the general tips for travellers to Chianti Region during the COVID-19 outbreak?
COVID-19 has changed how the world works in countless ways, including how we're able to travel safely. These tips will help you understand these new challenges and prepare you for your trip to Chianti Region:
  • Look into if any restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so make sure you check before you book.
  • Wear a face mask even during airport screening. A TSA employee will require you to adjust your mask for ID purposes.
  • Avoid handing your boarding pass directly to a TSA officer. Rather, position the pass on the reader and then hold it up for inspection.
  • TSA is now allowing passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will need to be removed from your bag to be screened.
  • To reduce handling during the screening process, place items such as your phone, keys and wallet into your carry-on rather than into the bins.
  • If you're taking food through the security checkpoint, place it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA agent will need to touch your carry-on bag or food container for closer inspection.

Which airlines fly to Chianti Region?
Alitalia offers flights into or near Chianti Region, including 121 that fly into Peretola Airport (FLR) each month. Select your travel dates and then book your seat early for the biggest bargain.
How can I find cheap tickets to Chianti Region?
To nab a terrific deal to Chianti Region, book well in advance. Also think about using Expedia's handy "flexible dates" link at the top of your search results. This will list prices for similar time frames. In the last seven days, was the best price for a flight to Chianti Region.
How much is a flight to Chianti Region?
One-way flights from () sold for as little as in the last seven days. During this time, the cost of a return air ticket to Chianti Region ranged between and . If you find a fantastic deal, book quickly — these prices don't stick around.
What are the most popular airports to fly into in Chianti Region?
Peretola Airport (FLR) is the main entryway for those headed to Chianti Region. Roughly 1323 flights a month land at this airport.
When is the cheapest time to fly to Chianti Region?
Fly out on a Tuesday to better your chances of securing the cheapest airfare to Chianti Region. Mondays are usually the next most affordable day to depart. Saturday is typically the priciest day to fly anywhere.
How much is a plane ticket to Chianti Region?
In the last seven days, tickets to Chianti Region varied between and . Prices usually rise as your travel date nears, so book a great deal today.
Which airlines with flights to Chianti Region employ COVID-19 cleanliness policies?
As passengers and cabin crew begin travelling again, many airlines have introduced social distancing and other vital measures to reduce the impact of COVID-19. Here are some good examples:
  • Ryanair - this airline is known for cleaning with disinfectant and providing passenger masks.
  • Vueling - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Air Dolomiti - this airline is known for cleaning with disinfectant and conducting passenger temperature checks.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.