Why should I book my Chianti Region holiday with Expedia?

Expedia has your back for every detail of your next Chianti Region trip. You'll always land the best deal possible, but when you bundle your flights, hotel and/or car hire into a holiday package, you'll save even more. Want to truly make the most of your break? Add a few exciting tours and activities to your package. Expedia offers flexible cancellation policies on almost all bookings, so there's no need to stress if your travel plans change. Head over to our Customer Service Portal link to learn more.

When is the best time of year to holiday in Chianti Region?

If you enjoy the atmosphere of peak season, head to Chianti Region in May, June and August. If you prefer a calmer vibe, November, December and January are better times to visit. Arrange your escape to Chianti Region based on what style of adventure you're looking for. January is the coolest time of year, when average daytime temperatures are 4ºC. In July, the warmest month, you'll experience temperatures of around 24ºC during the day.

What are the top hotels for my holiday in Chianti Region?

For properties in Val dElsa with cosy beds and friendly service, check out Grand Hotel Duomo and NH Pisa . If you plan to explore Greve in Chianti as well, you'll get a great night's sleep at Hotel Spadai or Grand Hotel Baglioni .

How do I get a cheap holiday to Chianti Region?

Booking a flight and hotel together with Expedia won't just save you time — it'll save you money too. A Chianti Region holiday makes it simple to create the ideal trip. With more than 400 airlines across the world to select from, finding convenient flights that suit your schedule will be no sweat. Not only that, we have over 321,000 hotels globally to choose from. Now that's what you call choice. Whatever your budget, Expedia puts the world within your reach. Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.

What should I do on my Chianti Region holiday?

Plan your next holiday in Chianti Region around major attractions like Collegiate Church of Santa Maria Assunta and The Mall Luxury Outlet . Many sightseers also recommend Antinori nel Chianti Classico and Tenuta Torciano Winery .

What is the best city to stay in when on holiday in Chianti Region?

Val dElsa is a great base for your holiday. Find a cosy stay here and start exploring this city's best attractions, like Collegiate Church of Santa Maria Assunta.

Do I need a visa for my Chianti Region holiday?

Check the latest information on official government websites. Your nationality and whether you're visiting for work or pleasure will determine if you require a visa for Chianti Region. Get familiar with the application process, including the required documentation, turnaround times and fees. Finalise your application well in advance to allow enough time for processing. Some visas may take weeks or even months to go through, depending on the country.

What should I wear on my Chianti Region holiday?

First, think about the type of activities planned during your trip to Chianti Region and select versatile pieces that you can easily mix and match. For fashion inspiration or information on any dress codes, browse a few style blogs or social media accounts. It's also a smart move to check the weather forecast so you can pack appropriately. July is the warmest month in Chianti Region, with average temperatures of 24ºC. January is when much of this destination is at its coolest, so pack your cases for daily temperatures of around 4ºC.

What does an Expedia Chianti Region holiday include?

With Expedia, you can select any combination of car hires, hotels and flights to create your ideal Chianti Region travel package. Once you've made your booking, simply add on the fun stuff like day tours and activities. Remember — the more you bundle, the more you'll save! Expedia offers a wide array of properties in Chianti Region, giving you the flexibility to tailor-make your holiday. Apartments and villas are two of the most-favoured options for our customers here.

Does Expedia offer Book Now, Pay Later Chianti Region holidays?

Yes, we do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply click on the payment plan that suits best during the checkout process and take away the stress of budgeting for your next trip. Be sure to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your buck. Consider these flexible payment options below: Pay monthly holidays : Klarna offers manageable monthly payment plans that suit all budgets, so you can escape on that well-deserved holiday now. No-deposit holidays : When you want to jump on an awesome deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to secure your getaway.

Can I choose my airline with a Chianti Region Expedia holiday?

Yes — and it's simple too. Expedia has access to more than 400 partner airlines globally. Our packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.

Chianti Region Holidays 2026 from £349

Top Chianti Region Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.

Aurum Firenze

Historic Centre of Florence

Save 100% on your flight

£349

per person

6 Sept - 9 Sept

found 1 day ago

Return flight included

London (LON) to Florence (FLR)

7.4/10 Good! (1,011 reviews)

Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

£502

per person

31 Aug - 4 Sept

found 7 hours ago

Return flight included

London (LCY) to Florence (FLR)

7.6/10 Good! (1,003 reviews)

Boutique Hotel La Casa di Morfeo

Historic Centre of Florence

Save 100% on your flight

£470

per person

14 Sept - 19 Sept

found 1 day ago

Return flight included

London (LGW) to Florence (FLR)

8.8/10 Excellent! (228 reviews)

This hotel was not what I expected in that the photos on Expedia and on the hotel website were much nicer than in person. Also, there was air conditioning but the way it was set up did not make me feel the safest because the window had to remain open. (The AC was an individual standing unit that was plugged into an outlet. I could not close the window because it was so hot in Florence.) Additionally, the lights went out multiple times in the room on the first day because there were three items plugged into two separate outlets. The light switches, the area that you can turn on and off to reset the lights was in the room, so that was pressed a few times before the lights came back on. Lastly, there was construction going on (I believe in the building or very close by) that started so early in the morning (around 8am). The one other thing I will note is that the staff were very kind, but I do believe there were too many issues during the stay. Unfortunately, I will not stay here again.

Reviewed on 16 Jul 2026

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

Save 100% on your flight

£647

per person

15 Oct - 19 Oct

found 1 day ago

Return direct flight included

Edinburgh (EDI) to Florence (FLR)

9/10 Wonderful! (1,004 reviews)

The staff was great from when we checked in to the time we left. The rooftop bar was amazing every evening to overlook Venice and the location couldn’t be better for those who like an inter-city hike and time at the museums. We travelled with our children and they loved it as well. Only two small issues were some ants in the room, and the shower drain seemed to be quite plugged. I am sure those are easily fixed and would not stop me from coming again. Worth every Euro, must be one of the best places in downtown Florence.

Reviewed on 31 Jul 2026

Hotel Caravaggio

Historic Centre of Florence

Save 100% on your flight

£844

per person

9 Sept - 16 Sept

found 1 day ago

Return direct flight included

Birmingham (BHX) to Florence (FLR)

9/10 Wonderful! (1,005 reviews)

Things to do near Chianti Region

Discover the enchanting Chianti Region, perfect for a romantic getaway or an adventurous outdoor holiday. Indulge in spa treatments and unwind with body therapies, while exploring the area's renowned Chianti wine and tasting tours. Enjoy leisurely walks through the picturesque landscape, engage in local tours, and savour delectable culinary excursions that highlight the region's rich gastronomic heritage. Experience the charm and beauty of Tuscany in this idyllic setting.

Shopping

The Chianti Region offers delightful shopping experiences such as The Mall Luxury Outlet, located 20.9km away, featuring luxury brands in a vibrant setting. Nearby, Ra-Ma snc and Fashion Groove, both 19.3km away, provide unique local finds in a charming atmosphere perfect for souvenirs.

Recreation

Experience luxury at Villa a Sesta Polo Club, where you can indulge in exclusive amenities amidst serene countryside. For relaxation, the Alta Val d'Elsa River Park offers tranquil nature walks and wellness activities, while the Stadio Artemio Franchi provides an exciting atmosphere for sports enthusiasts.

Adventure

Experience the stunning landscapes of the Chianti Region on Hedonistic Hiking, located 27.4km away, where adventure meets nature. For a thrilling ride, head to the Siena Circuit, 25.7km away, for exhilarating karting. Alternatively, explore the outdoors with Tuscany MTB Guide, situated 22.5km away, perfect for mountain biking enthusiasts.

Nightlife

The Chianti Region offers a vibrant nightlife, with places like Il Fiaschetto, a charming drinking pub located 27.4km away. Enjoy its romantic atmosphere while sipping on delightful drinks and soaking in the lively entertainment that brings the local culture to life.

*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 adventure, ideal for tourists seeking cultural experiences. Visitors can explore charming churches, historic castles, and lively piazzas, all while indulging in the renowned Chianti wine. With Florence nearby, this picturesque area is a delightful destination for those looking to immerse themselves in the beauty and culture of Tuscany.

Meleto Castle: Nestled 9.7km from Chianti, Meleto Castle offers a romantic glimpse into Tuscany's past. Explore its stunning architecture and lush surroundings while soaking up the rich cultural heritage that permeates the castle's walls, making it an enchanting attraction.
Church of Santa Maria Assunta: Located 4.8km away, this charming church is a serene spot steeped in history and culture. Its beautiful architecture and tranquil atmosphere provide a perfect setting for reflection and appreciation of local artistry.
Piazza del Campo: A vibrant square 22.5km from Chianti, Piazza del Campo is famous for its unique shell shape and lively atmosphere. Experience local events and savour the bustling city vibes while enjoying the surrounding historic buildings.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	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

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.

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Closest Airport	Galileo Galilei Airport (PSA)

Language

Italian

Currency

Euros

Local Welcome

Ciao

Local Goodbye

Ciao

Closest Airport

Galileo Galilei Airport (PSA)

Top hotels in Chianti Region

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI

Fully refundableReserve now, pay when you stay

£57

8 Aug - 9 Aug

includes taxes & fees

8.2/10 Very good! (357 reviews)

"Room was clean, staff was helpful and easy to park."

Reviewed on 27 Jun 2026

Villa I Barronci Resort & Spa

Via Sorripa 10 San Casciano in Val di Pesa FI

Fully refundableReserve now, pay when you stay

£171

26 Aug - 27 Aug

includes taxes & fees

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13 Gaiole in Chianti SI

Fully refundableReserve now, pay when you stay

£332

9 Aug - 10 Aug

includes taxes & fees

9.6/10 Exceptional! (278 reviews)

"Very nice calm and relaxing stay"

Reviewed on 11 Jul 2026

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.

Stay near popular Chianti Region attractions