Explore Arezzo and Valdichiana: Unmissable Events in June 2026

June is the perfect month to hit the road and discover the wonders of Tuscany. As the days grow longer and the weather warms up, the province of Arezzo and the beautiful Valdichiana come alive with historical festivals, open-air markets, and traditional food fairs.

Having a rental car at your disposal allows you to travel comfortably between medieval villages and city squares without missing a single event. Here is our curated selection of the most fascinating events to make your trip truly unforgettable.

The highlight of the month is undoubtedly the famous Giostra del Saracino, a breathtaking historical jousting tournament that recreates ancient rivalries between Arezzo's neighborhoods.

Mark your calendars for Saturday, June 20, and Sunday, June 21, to witness magnificent costume parades and the thrilling equestrian competition in Piazza Grande.

If you are a lover of vintage items and collectibles, do not miss the Arezzo Antiques Fair on June 6 and 7, where you can stroll through the Logge del Vasari in search of unique treasures.

For an evening of shopping and urban entertainment, the Festa di Pescaiola will liven up the Pescaiola district of Arezzo on June 6 until late at night.

The local culinary tradition is the true star of summer evenings. Until June 2, the Sagra del Maccherone in Battifolle offers delicious traditional Arezzo dishes.

From June 19 to 21, the charming hamlet of Bagnoro will host the Festa della Ciliegia (Cherry Festival), a triumph of sweets, local produce, and country music.

At the end of the month, from June 26 to 28, we highly recommend stopping by the lively Festa Paesana in San Polo to enjoy authentic food and live entertainment in a convivial atmosphere. For those traveling by car, Chiassa in Festa (June 12-14) is a must-see, thanks in part to the Dandy Days vintage car and motorcycle exhibition.

Folklore and medieval art flourish in the surrounding villages, making them ideal for fascinating day trips. In Castiglion Fiorentino, the Festa Medievale Bianco Azzurra will transport you back in time from June 5 to 7 (with events continuing throughout the month) featuring historical reenactments and themed markets. Until June 7, the streets of Lucignano will burst with color for the Maggiolata Lucignanese, an enchanting flower festival complete with allegorical parades. Finally, for a touch of culture and contemporary music, head over to Cortona for the Nume Festival, running until June 20.

In summary, renting a car will give you the freedom to fully experience the magic of these events spread across the territory. Plan your itinerary, enjoy the scenic roads of Tuscany, and let yourself be captivated by the authentic hospitality of Arezzo!