Castellina in Chianti Holidays

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Things to do near Castellina in Chianti

Castellina in Chianti offers a romantic and outdoor escape, perfect for those seeking relaxation and adventure. Indulge in spa treatments or enjoy the local theatre scene. For the more active, cycling through the picturesque Chianti region and embarking on hiking tours are must-do activities that showcase the stunning landscapes. Embrace the charm of this Tuscan gem for a memorable holiday.

Shopping

In Castellina in Chianti, you can explore charming local shops for unique souvenirs. If you're up for a drive, The Mall Luxury Outlet, located 29.0km away, offers high-end brands, while the Conte of Florence Factory Outlet, 41.8km away, is perfect for sporty apparel.

Recreation

Experience invigorating activities at Stadio Artemio Franchi, where the sports atmosphere energises your spirit. Enjoy family-friendly entertainment at Chianti Observatory, and unwind in the tranquil surroundings of Alta Val d'Elsa River Park, perfect for relaxation and wellness amidst nature’s beauty.

Adventure

The Sentierelsa Trail offers a stunning hiking experience, located 12.9km from Castellina in Chianti, with breathtaking scenery and a sense of adventure. For thrill-seekers, the Siena Circuit, 24.1km away, provides exciting karting fun. Additionally, the Acquacalda Swimming Pool, 14.5km away, is perfect for a refreshing swim.

Nightlife

For a delightful nightlife experience in Castellina in Chianti, visit Il Fiaschetto, a charming pub located 25.7km away. This venue offers a romantic atmosphere with vibrant entertainment, perfect for enjoying a drink and immersing yourself in the local culture.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Castellina in Chianti

Castellina in Chianti, a charming destination in Tuscany, is ideal for romantic and outdoor getaways. Visitors can explore captivating churches, picturesque piazzas, and historic castles, making it perfect for those seeking culture and a city experience. Don't miss the opportunity to tour local Chianti wineries and discover the best villas in Castellina, including the impressive Castellina Fortress, which enriches the area's allure for travellers looking to indulge in the region's rich heritage.

  • Verrazzano Castle: Nestled 14.5km from Castellina in Chianti, Verrazzano Castle offers a romantic atmosphere steeped in history. Explore its stunning architecture and enjoy the surrounding vineyards, making it a perfect spot for wine enthusiasts.
  • Palazzo Pubblico: Located 17.7km away, Palazzo Pubblico is a historic palace that embodies the cultural essence of the region. Wander through its elegant halls and admire the beautiful art and architecture that reflect Tuscany's rich heritage.
  • Medieval Criminal and Torture Museum: Situated 19.3km from Castellina, this intriguing museum provides a haunting glimpse into the darker aspects of medieval justice. Discover fascinating exhibits that showcase historical punishments and the evolution of legal systems.

Best time to go to Castellina in Chianti

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyAverageSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyAverageSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnySlightly HighAverage
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 RainSunnySlightly HighAverage
August75.6°F (24.2°C)No RainSunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October58.5°F (14.7°C)Light RainMostly SunnySlightly LowAverage
November50.0°F (10.0°C)Light RainMostly SunnySlightly LowSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnySlightly LowAverage

Tips to save on your trip to Castellina in Chianti

  • 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 Castellina in Chianti.
  • 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 Castellina in Chianti

c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3 Florence FI
Fully refundableReserve now, pay when you stay
The price is S$219 per night from 22 Feb to 23 Feb
S$219
22 Feb - 23 Feb
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Great location, short walk to the Duomo, museums and shopping. A clean quiet room awaited me.

Reviewed on 21 Jan, 2026

c-hotels Ambasciatori
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 22 Feb to 23 Feb
S$161
22 Feb - 23 Feb
includes taxes & fees
9.6/10 Exceptional! (1,150 reviews)
Everyone was very nice and room was great!

Reviewed on 11 Feb, 2026

IQ Hotel Firenze
Bernini Palace

Bernini Palace

5 out of 5
Piazza San Firenze 29 Florence FI
Fully refundableReserve now, pay when you stay
The price is S$386 per night from 19 Feb to 20 Feb
S$386
19 Feb - 20 Feb
includes taxes & fees
9.8/10 Exceptional! (1,003 reviews)
This is a wonderful hotel. Friendly staff, very clean rooms, and great location. Wish I could stay longer.

Reviewed on 9 Feb, 2026

Bernini Palace
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.

What to do in Castellina in Chianti

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