Valdichiana Wine Festival
Edition 2026 Gastronomy Wine Local produce

Valdichiana Wine Festival

Three days dedicated to Valdichiana wines in the Cloister of San Francesco in Castiglion Fiorentino

Castiglion Fiorentino — Arezzo (051) Since 2023
Dates 01 May — 03 May 2026
Location Castiglion Fiorentino (051)
Prices —
Status Finished

About Valdichiana Wine Festival

Every spring, the Valdichiana Wine Festival transforms the evocative Cloister of San Francesco in Castiglion Fiorentino, in the province of Arezzo, into a grand showcase of Tuscan wine. Over fifty wineries from the Aretine and Sienese Valdichiana, alongside producers from Umbria and guests from other regions, present around three hundred labels for tasting at the sampling desks. With masterclasses led by sommeliers and oenologists, pairings with local products, and a Wine Shop where you can buy bottles at cellar prices, it is the ideal event to discover the viticultural soul of the valley.

A journey through Valdichiana wines

The Valdichiana Wine Festival is the premier wine event in the municipality of Castiglion Fiorentino, located in the province of Arezzo in the heart of eastern Tuscany. Every year, at the beginning of May, the lush Renaissance cloister of Piazza San Francesco becomes a wine lounge: a path of tasting desks where producers personally present their labels, ranging from historic denominations to small artisanal estates.

Wineries and wines

The festival brings together over fifty wineries and offers around three hundred wines for tasting. The focus is on the Valdichiana territory, covering both the Aretine and Sienese sides, complemented by producers from Umbria and guests from other Italian regions. Alongside local wines, visitors can sample great Tuscan denominations such as Vino Nobile di Montepulciano and Brunello di Montalcino, in a comparison that spans different styles and territories.

Masterclasses and in-depth sessions

A key part of the festival is dedicated to limited-seating masterclasses, led by sommeliers, oenologists, and producers. These sessions provide an opportunity to delve into the characteristics of grape varieties and denominations, often featuring guest wineries from outside the region. The program also includes book presentations and thematic meetings on wine culture.

Wine Shop and food pairings

One of the most appreciated features is the Wine Shop, which allows you to purchase bottles from participating wineries at prices more advantageous than standard retail. To complete the experience, there are pairings with local products from the Valdichiana, creating a dialogue between wine and local gastronomic traditions.

A setting to discover

Visiting the festival is also a way to explore Castiglion Fiorentino, an Etruscan-origin village that overlooks the Valdichiana from its hillside perch. The event is organized by the Municipality in collaboration with the Barolo vs Brunello association, the Strada del Vino Terre di Arezzo, and the Pro Loco, and is a staple in the town's spring calendar.

Valdichiana Wine Festival — edition 2026

The fourth edition of the Valdichiana Wine Festival took place from Friday, May 1st to Sunday, May 3rd, 2026, in the Cloister of San Francesco in Castiglion Fiorentino. Fifty-three wineries, around three hundred wines for tasting, three masterclasses with guest producers from outside the region, book presentations, and the new Wine Shop enlivened three days dedicated to Valdichiana wine and great Tuscan denominations.

The 2026 edition of the Valdichiana Wine Festival confirmed the format that made the event popular: tasting desks with producers, thematic masterclasses, and pairings with local products, all within the setting of the Cloister of San Francesco in Castiglion Fiorentino.

Among the novelties, the Wine Shop allowed for the purchase of bottles at advantageous prices, alongside a program of cultural insights into the world of wine.

Programme Valdichiana Wine Festival 2026

Friday, May 1

  • Tasting desks open from 10:30 AM to 7:00 PM
  • 5:00 PM — Masterclass with the Ghëddo winery (La Morra, Langhe)

Saturday, May 2

  • Tasting desks open from 10:30 AM to 7:00 PM
  • 3:30 PM — Presentation of the book Enologia teorica e pratica, 2nd volume by oenologist Guido Fatucchi
  • Masterclass with the Casa Caterina winery (Classic Method)

Sunday, May 3

  • Tasting desks open from 10:30 AM to 7:00 PM
  • Masterclass with the Vallepicciola winery (Chianti Classico)

Over 50 wineries present with about 300 labels for tasting, including producers from the Aretine and Sienese Valdichiana, Umbria, and guests from other regions.

Highlights Valdichiana Wine Festival 2026

Three masterclasses with guest wineries from outside the region (Ghëddo, Casa Caterina, Vallepicciola), the presentation of Guido Fatucchi's oenology book, and the new Wine Shop for purchasing bottles at cellar prices.

Prices Valdichiana Wine Festival 2026

Entrance ticket with access to tasting desks available on-site. Masterclasses at €20.00 each, limited seating with mandatory reservation; those who purchase a masterclass ticket get free access to the tasting desks on the same day.

Practical information — Valdichiana Wine Festival

Location

Chiostro di San Francesco, Piazza San Francesco, 52043 Castiglion Fiorentino (AR), Tuscany.

How to get there

By car: take the Monte San Savino exit on the A1 motorway, then follow signs for Castiglion Fiorentino; alternatively, use the E78 expressway (Siena-Bettolle-Perugia) or the SS71. By train: the Castiglion Fiorentino station is on the Florence-Arezzo-Rome line, a short distance from the historic center.

Tickets and reservations

Entrance tickets with access to the tasting desks can be purchased directly on-site. Masterclasses have limited seating and require mandatory booking by calling +39 338 862 4562 or emailing [email protected].

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Where does it take place — Valdichiana Wine Festival

Chiostro di San Francesco

Piazza San Francesco, 52043 Castiglion Fiorentino

Contact Valdichiana Wine Festival

Valdichiana Wine Festival in brief

Gastronomy Wine Local produce Heritage Folk traditions Folklore Outdoor Multidisciplinary Arezzo

History of Valdichiana Wine Festival