As the crisp autumn air begins to embrace Tuscany and Umbria, these regions come alive with vibrant festivals and cultural events. October offers the perfect opportunity to immerse yourself in the authentic flavors, traditions, and scenic beauty of these Italian gems. Whether you’re a fan of chestnuts, truffles, wine, or art, there’s something for everyone. Mark your calendars and get ready for an unforgettable adventure filled with rich experiences.

Here are some of the must-see events this October:

October in Tuscany:

•AREZZO – Antique Market

Dates: October 5 and 6

Stroll through one of Italy’s largest and most famous antique markets in the historical center of Arezzo.

•ARCIDOSSO  – SIENA  Chestnut Festival

Dates:  October 18 to 20.  Celebrate the harvest season with chestnuts, local dishes, and plenty of entertainment at this charming festival on Mount Amiata.

•CAMPIGLIA D’ORCIA – VAL D’ORCIA, SIENA  Chestnut Festival

Date: October 20  Taste local chestnut delicacies and enjoy this scenic medieval village in Val d’Orcia.

•MONTALCINO Sagra del Tordo –  Food Festival

Dates: October 25 to 27  Feast on traditional dishes while exploring the beautiful streets of Montalcino. https://www.comune.montalcino.si.it/index.php/it/events/66-sagra-del-tordo

•CHIANCIANO, October 31 at the old town Halloween

• for the whole family. Event organized by the turistic department.

•PIANCASTAGNAIO, Siena  and the Chestnuts festival. (Crostatone food festival). 

Dates: October 31 and November 1, 2 and 3.

a must is to eat at Ristorante Anna where all local goes.

October in Umbria:

•CITTA’ DELLA PIEVE Saffron Festival

Dates: October 26 and 27

Discover the ancient tradition of saffron cultivation and taste delicious saffron-infused dishes.

•PERUGIA,   FIERA DEI MORTI 

Dates: November 1 TO 5  at the Historical center   and

• the Baracconi (LUNA PARK) from October 12  at Pian di Massiano. https://lunaparkperugia.it/

•CORCIANO Wine Festival

Dates: October 4/6  Sip your way through some of the best wines in the region during this picturesque wine festival.

•FOLIGNO Umbria in a Glass Wine Festival

Date: October 26

Sample local wines and food while enjoying the beautiful surroundings of Foligno.

•GUBBIO – Truffle Festival

Dates: October 31 – November 1 – Savor the prized white truffle at this festival, complete with food stalls and workshops.

More info

•PIEGARO Chestnut Festival

Dates: October 11/20 – Enjoy the best of autumn at this charming festival with chestnut-based dishes, local crafts, and entertainment.

•CITTA’ DI CASTELLO – Altrocioccolato 2024.

Dates: October 18/24 – Organic and Indipendent Chocolate Festival

•MONTONE, Perugia – Festa nel Bosco 

Dates: October 31 to November 3 –  the 40° Edition.  Martket, eco village, street bands and more. http://www.festadelbosco.it/wp-content/uploads/2024/10/Programma-Festa-del-Bosco-2024.pdf

These events provide a perfect way to enjoy the best of Tuscany and Umbria during October, blending local traditions, seasonal flavors, and cultural heritage. Ready to explore?