Chianti Region Holidays

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Things to do near Chianti Region

The Chianti Region in Tuscany is perfect for a romantic and adventurous getaway, offering a variety of outdoor activities. Visitors can indulge in spa treatments or embark on delightful Chianti wine and tasting tours. There's also the opportunity to explore the picturesque landscapes on foot with local walking tours, while culinary excursions provide a taste of the region's rich gastronomy. Immerse yourself in the charm and beauty of Chianti for an unforgettable experience.

Shopping

The Mall Luxury Outlet, located 20.9km from Chianti, offers luxury brands in a vibrant setting. Fashion Groove, 19.3km away, is another excellent shopping destination. Don’t miss Ra-Ma snc, a charming store also 19.3km from Chianti, perfect for unique gifts and souvenirs.

Recreation

The Stadio Artemio Franchi offers a vibrant atmosphere for sports enthusiasts, located 22.5km from Chianti. For a celestial experience, visit the Chianti Observatory, just 9.7km away, where families can explore the wonders of the universe. Indulge in luxury at Villa a Sesta Polo Club, also 22.5km away.

Adventure

Embark on the Sentierelsa Trail, a stunning hiking route 22.5km from Chianti, soaking in breathtaking scenery. Experience adrenaline at the Siena Circuit karting venue, located 25.7km away. For mountain biking enthusiasts, Tuscany MTB Guide offers thrilling outdoor adventures, also 22.5km from Chianti.

Nightlife

For an enjoyable night out in the Chianti Region, visit Il Fiaschetto, a charming drinking pub located 27.4km away. This venue offers a romantic atmosphere with lively entertainment, perfect for unwinding after a day of exploring the picturesque Tuscan countryside.

*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, offers a delightful blend of romance, entertainment, and outdoor activities. Visitors can explore charming churches, majestic castles, and lively piazzas while immersing themselves in the region's rich culture. With its renowned Chianti wine, beautiful landscapes, and proximity to Florence, this enchanting area promises a memorable experience for all who seek romance and adventure in a picturesque setting.

  • Verrazzano Castle: Located 11.3km from the Chianti Region, Verrazzano Castle offers a romantic atmosphere steeped in history. Explore its impressive architecture and enjoy breathtaking views of the surrounding vineyards, immersing yourself in the rich culture of Tuscany.
  • Church of San Sigismondo: Situated 8.0km away, this charming church is a hidden gem showcasing exquisite artwork and serene ambiance. The Church of San Sigismondo encapsulates the spiritual and cultural heritage of the area, making it a tranquil spot for reflection.
  • Palazzo Pubblico: This historic palace, 22.5km from Chianti, boasts stunning architecture and fascinating art. As a symbol of local governance, the Palazzo Pubblico invites visitors to delve into Tuscany's political history while appreciating its cultural significance.

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 S$73 per night from 15 Mar to 16 Mar
S$73
15 Mar - 16 Mar
includes taxes & fees
8/10 Very Good! (480 reviews)
I highly recommended

Reviewed on 14 Oct, 2025

Hotel Ristorante Alcide
Borgo Vescine

Borgo Vescine

5 out of 5
Località Vescine Radda in Chianti SI
The price is S$663 per night from 1 Apr to 2 Apr
S$663
1 Apr - 2 Apr
includes taxes & 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 5 Oct, 2025

Borgo Vescine
Relais Villa Olmo

Relais Villa Olmo

Via Imprunetana Per Tavarnuzze 19 Impruneta FI
Get rates
Relais Villa Olmo
See all 4,825 properties in Chianti Region
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

Night view of the architecture of the small town of Florence, Shanghai

The Mall Luxury Outlet

During your visit to Leccio, you can enjoy retail therapy at The Mall Luxury Outlet. Discover the acclaimed art galleries and stunning cathedral in this walkable area.

The Mall Luxury Outlet

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this relaxing area.

Tenuta Torciano Winery

Verrazzano Castle

You can find out about the history of Greve in Chianti when you stop by Verrazzano Castle. Discover the area's countryside and wineries.

Verrazzano Castle

What to do in Chianti Region

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

S$118
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Uffizi Gallery Small-Group Guided Tour with Skip-the-Line

Uffizi Gallery: Small Group Guided Tour or Reserved Entry Ticket

S$63
per adult
86% of travellers recommend
Uffizi Gallery: Small Group Guided Tour or Reserved Entry Ticket
Pisa, Siena and San Gimignano day trip from Florence

Pisa, Siena and San Gimignano day trip from Florence

S$97
per adult
88% of travellers recommend
Pisa, Siena and San Gimignano day trip from Florence
See all activities 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.