September is harvest season in Tuscany and Umbria—ripe grapes, open-air feasts, and villages alive with folklore. Staying at Il Fontanaro puts you at the heart of it all. Here’s your chronological guide to every unmissable event in September 2025.

August 31 – September 1: Arezzo Treasures & Medieval Joust

• Arezzo Antique Fair – Italy’s oldest vintage and antiques market in Piazza Grande.
• Giostra del Saracino – Knights compete in a medieval joust for city honor.
• Cacio al Fuso, Pienza – Cheese lovers delight in Pecorino games and tastings.
   More info: Arezzo Antique Fair | Visit Pienza

September 1, 6 & 8: Classical Music by the Lake

Castiglione del Lago Concerts – Piano evenings at Palazzo della Corgna, overlooking Lake Trasimeno.

 More info: Castiglione del Lago Events

September 3–8 & 10–15: Cannara Onion Festival

Umbrian onions star in this beloved sagra—soups, sauces, jams, and street feasts.

 More info: Festa della Cipolla | Cannara Guide

September 3–7  Doncky competition at Montepulciano Stazione

the donkey race in Montepulciano September 2025

 More info: Festa della Cipolla | Cannara Guide

September 5–8: Panicale & Città di Castello Celebrate Art + Orvieto

• Fili in Trama, Panicale – International lace & embroidery fair.
• Antiquarian Book Fair, Città di Castello – Rare books and manuscripts.
   More info: Fili in Trama | Città di Castello
• Lo Sbaracco in Orvieto city center – 3 days of sale shopping inside the village  + street shows

September 5–20: Sagra Musicale Umbra “Visionari”

Concerts across Perugia, Montefalco, Foligno, and more—sacred and classical music in historic venues.

 More info: Sagra Musicale Umbra | Perugia

September 6: Ancient Music in Arrone

Free early music concert in Valnerina’s medieval convent.

 More info: Arrone Event

September 6–7 + 14 and 15 + 20 and 21  Picnicco at Cantina Madrevite 

music in the vineyard with cantina madrevite

September 6–8: Wine & Harvest Festivals

• Enologica Wine Festival, Montefalco – Sagrantino tastings and local gastronomy.
  More info:  Enologica

September 8 to 14 ✨ Giostra della Quintana – La Rivincita 2025 📍 Foligno (PG)

The Giostra della Quintana is one of Umbria’s most spectacular historical re-enactments, blending Renaissance pageantry, medieval traditions, and thrilling equestrian competitions. In September, Foligno comes alive with parades, rituals, and the famous joust known as La Rivincita, where the ten rioni (districts) of the city compete for glory. Program Highlights 2025

• Friday, September 12 – Toi Hai in “Danza del Fuoco”  10:00 PM –  Saturday, September 13 – Corteo delle Rappresentanze Rionali 🎭 Historic centre streets, 9:45 PM 📜 Ceremonial reading of the Bando, enrollment and blessing of the knights , 11:00 PM • Sunday, September 14 – Giostra della Quintana “La Rivincita” 🏇 Campo de li Giochi “Marcello Formica e Paolo Giusti”, 3:00 PM

September 9–11: Honey Week, Montalcino

Honey tastings, pairings, and workshops in Tuscany’s Brunello capital.

 More info: Montalcino Honey Week

September 10–14: Live Rock Festival, Acquaviva

Electric concerts, street food, and harvest joy near Montepulciano.

 More info: Live Rock Festival | Montepulciano

September 11 to 14:

• Festa dell’Uva, Panicale – Wine, folklore, and harvest traditions.
• More info: Festa dell’Uva

wine festival in Panicale to celebrate the grape harvest

Small Wine Festival, Panicale

A boutique event with artisanal wineries and tastings.

 More info: Panicale Events

• September 12–13–14 – 20 -21-23 – Borgo Dentro is one of the three historic districts (‘Terzieri’) of Città della Pieve. During the celebrations of beati Giacomo villa, the tavern opens and everyone eats together at long sharing tables, enjoying traditional dishes lovingly cooked by the local nonnas. It’s a warm and authentic experience that feels like joining one big family.

September 12–14: Wine, Opera & Sacred Music

• Umbria Wine Festival, Perugia – Tastings and guided underground tours.
• Mozart’s Le Nozze di Figaro, Spoleto – Opera at Teatro Nuovo.
• Festival of Sacred Music, Todi – Cherubini’s Requiem in Renaissance glory.
   More info: Umbria Wine Festival | Spoleto Opera | Todi

September 13 and 14 in Radicofani: Palio del Bigozio 

• More info https://visitradicofani.it/evento/palio-del-bigonzo/

September 14: Mille & Una Umbria & Donkey Palio

• Mille & Una Umbria, Paciano – Street feast, artisans, and music.
• Palio della Tonna, Civita di Bagnoregio – Donkey race in a surreal hilltop setting.
   More info: Mille & Una Umbria | Civita Palio

a social lunch in the street of Paciano

September 15–17: Enologica Wine Festival (Second Edition)

Montefalco again hosts wine tastings, concerts, and cultural events.

 More info: Enologica Montefalco

September 16–17: Goose Festival, Montepulciano Stazione

Goose-themed dishes, parades, and village fun.

 More info: Montepulciano Festivals

September 19 -21 Sorsi di Vagliagli.  The medieval village of Vagliagli (Siena) hosts the 3rd edition of Sorsi di Vagliagli: a weekend celebrating Chianti Classico DOCG, local flavors, and Tuscan culture.

Highlights include: • Fri 19 Sept: Gourmet dinner with blind tasting at La Taverna di Vagliagli (reservation required).

• Sat 20 Sept (18:00–24:00) & Sun 21 Sept (12:00–19:00): Wine and food stands, street food, crafts, and live music.

• Sun 21 Sept: Walking and cycling tours through vineyards and hills. Entry (Sat & Sun): €25, including a tasting glass and 10 tokens.

September 20–21: Perugia Flower Show

Rare plants, floral design, and garden workshops at Villa del Colle del Cardinale.

September 24th to 27th. Music Festival in Chianciano Terme

The Chianciano Terme Music Festival returns from The stage in Fucoli Park will feature: Thursday the 24th, Cigarilla, Disonasty, Babaman, Brusco, and DJ Ferdy….

 More info: Perugia Flower Show

September 26–28: Chiusi Wine Festival

Tastings, live music, and local flavors in Chiusi Alto.

 More info: Chiusi Wine Festival

september wine festival in chiusi siena

September 26: World Tourism Event

The Lake Trasimeno region showcases UNESCO landscapes, villages, and heritage itineraries.

 More info: Trasimeno Event

September 27–28: A Grand Finale

• Primi d’Italia, Foligno – Italy’s festival of pasta and “first courses.”
• I Giochi de le Porte, Gualdo Tadino – Medieval games and neighborhood rivalry.
   More info: Primi d’Italia | Giochi de le Porte

 Why Visit in September

From antiques in Arezzo to pasta in Foligno, September offers the richest calendar of events in Tuscany and Umbria. Staying at Il Fontanaro means you can explore them all—wine in Montefalco, onions in Cannara, donkey races in Civita, music in Perugia. It’s the perfect month to live like a local.