Autumn in Chianti is a magical season, when nature gives its most precious fruits and the landscape is tinged with warm, enveloping colors. Among the vineyards and olive groves, the air is filled with the scent of grapes ready for harvest and fine white truffles. It is the perfect time to explore the region with hiking through the hills, tasting new wine and olive oil, and participating in local events. Discover an authentic Chianti rich in traditions just waiting to be experienced.
Autumn is one of the best times to visit Tuscany, and in particular Chianti, when the hills are dressed in warm hues and the air is crisp. This season offers the perfect mix of natural beauty, culinary experiences and outdoor activities.
It is the perfect time for those who want to explore historic villages, discover the art of grape harvesting, walk among vineyards and olive groves, or go truffle hunting in the woods. Lovers of nature, culture and good food will find plenty of experiences to enjoy, making every visit a special opportunity to discover the authentic heart of Tuscany.
The grape harvest in Chianti: an adventure between Hiking & Wine
Autumn is the season when the earth and nature give us some of their most precious fruits, starting with the bunches of grapes that reach maturity in the vineyards and give off incredible colors and scents.
The grape harvest in Tuscany is the most important time for the wine world, the best time to really get to know and appreciate in all their charm the hills of Tuscany and the historic wineries of Chianti Classico.
The grape variety par excellence in the Chianti region is Sangiovese, an ancient vine, which together with Canaiolo, Colorino, Malvasia Nera and many other varieties gives Chianti Classico wine an extraordinary elegance.
Observing the various stages that characterize the grape harvest-the picking of the grapes, the destemming, the crushing-and also witnessing the various processes of winemaking-from fermentation of the must to racking and decanting-allows one to understand the magical evolution that leads each berry to become the “nectar of the gods.”
If the idea of a walking tour of foliage, grape harvest and good wine appeals to you, come walk with us with the Hiking & Wine experiences to discover the Chianti region and visit a winery, family-owned and operated, that produces Chianti Classico wine.
Hiking & Tastes: truffle hunting in Chianti with WeHike
Autumn in Chianti is also synonymous with perhaps the most precious fruit on earth, the prized white truffle or “Tuber Magnatum Pico.”
Its aroma and flavor crown it the “king of kings,” the most prized species of truffle that grows spontaneously underground living in symbiosis with the roots of specific plants, such as hazel, downy oak, turkey oak, aspen hornbeam and linden, which are very present in Chianti.
If you want to discover, learn about and savor the white truffle of the hills of Tuscany and the secret corners of the Chianti region, truffle hunting in Chianti, organized by WeHike, is the most fascinating experience you can have.
Diving into the woods with a truffle hunter and his dogs will allow you to go in search of the earth’s gold and experience a new and fun activity surrounded by nature. At the end you will also be able to taste the truffles collected in combination with typical local dishes, such as Florentine steak with truffles.
Hiking & Tastes: discovering the new oil of Chianti
Finally, autumn is also the favorite season for new, freshly pressedoil. The rolling hills of the Chianti region are an exceptional treasure chest in which to go in search of green gold: in the heart of Tuscany, with WeHike’s Oil Tasting experience, you can in fact immerse yourself in the beautiful olive groves where an extra virgin olive oil rich in essences and chromatic nuances is produced, thanks to the varieties of Tuscan olive trees present: frantoio, leccino, moraiolo and pendolino.
After a hike through the Chianti hills, you will have a chance to visit an olive mill in the midst of its activity, watch the olives being pressed and taste the freshly pressed Tuscan EVO oil, with its multifaceted richness of incomparable aromas, flavors and organoleptic properties.
Chianti Classico DOP olive oil is characterized by a fairly intense green color, sometimes somewhat fruity, with a spicy and slightly bitter flavor. On the table it goes excellently with traditional Tuscan dishes such as ribollita, pappa al pomodoro and panzanella.
Fall 2024: must-see events in Chianti, Tuscany
If you are thinking of a trip out of town or a weekend getaway in October and November in Tuscany and Chianti, there are numerous events and appointments that could make your stay even more memorable.
In addition to the scenic and cultural beauty and experiences offered by WeHike, the Tuscan autumn in Chianti offers a number of not-to-be-missed events. We have selected for you some of the most significant initiatives:
Wine Festival – Boccaccesca in Certaldo
Wine Festival in Certaldo dedicated to Giovanni Boccaccio, with the involvement of both Upper and Lower Certaldo. The public will be able to purchase the Boccaccesca chalice and taste wines from the farms inside the Church SS Thomas and Prospero
Usually in October – Certaldo (Fi) – Find out more details
Chianti Classico Ecomarathon
Sportsmen cannot miss theEcomarathon on the Chianti trails (Competitive races: ECOMARATONA DEL CHIANTI 42km, CHIANTI TRAIL 21km, TRAIL DEL LUCA 14km, as well as 3 other non-competitive races: ARCENO NORDIC WALKING, 11km, ECOPASSEGGIATA, 10km, PASSEGGIANDO PER CANTINE, 8km, San Gimignano: “Medioevo in Rocca”).
October 17-18-19, 2025 – Castelnuovo Berardenga (SI) – Updates
Crete Senesi White Truffle Market Exhibition
The White Truffle Market Exhibition is heaven for truffle lovers. This exclusive event allows you to explore the universe of the white truffle, from harvesting to cooking. You can also buy fresh truffles and truffle products from local suppliers.
Usually in November – San Giovanni d’Asso (Montalcino) – For updates visit the Montalcino municipal website
Autumn in Chianti: an experience not to be missed
Autumn in Chianti is a multi-sensory journey that leaves you breathless.
It is the season of the grape harvest, truffle hunting and oil pressing, activities that immerse you in the very essence of Tuscany. From tasting delicious wines to hiking among the olive trees, Chianti in autumn is an experience to be experienced in all its nuances.
WeHike offers you the opportunity to discover the area in an authentic and adventurous way, from tours of historic wineries to truffle hunting in the heart of the Tuscan forests. And with events scattered throughout the region, there is always something new and exciting to discover.
So put a visit between October and November to Tuscany on your agenda and get ready to fall in love with Chianti like never before.
