Montepulciano Events and Festivals Calendar 2020

Preview of Vino Nobile di Montepulciano 2020

February 14-16, 2020

Piazza Grande & the Fortress of Montepulciano

Celebrating its 20th year, more than 40 local Montepulciano wineries offer a preview of the most recent vintage (2017) of Vino Nobile di Montepulciano. Discover why wine is rooted in the Italian culture at this important wine tasting event.

Carnival di Montepulciano

Sunday before Mardi Gras

Piazza Grande & the Fortress of Montepulciano

Celebrate Carnival in Montepulciano by experiencing a costume procession through the ancient streets leading to the historic Piazza Grande.

Cioccolando: Chocolate Festival in Montepulciano

April 4-5, 2020

Piazza Grande & the Fortress of Montepulciano

This festival is a chocolate lovers dream!  Discover handcrafted chocolates, aperitifs, workshops and guided tastings by expert pastry chefs and chocolatiers.

Gran Fondo New York Italy

April 3-5, 2020

Montepulciano and Torrita di Siena

For the 2nd year in a row, Montepulciano will host the “Gran Fondo New York Italy”. This is an international cycling competition that is 110 km in length and takes place throughout the scenic province of Siena.

MORE ABOUT GFNY MONTEPULCIANO

Easter Festival in Montepulciano

April 11-26, 2020

Montepulciano

This annual event celebrates the Easter season with enchanting music concerts held in the picturesque churches and theaters of Montepulciano.

MORE ABOUT THE MONTEPULCIANO EASTER FESTIVAL

Fiera di Sant’Agnese

May

Montepulciano

Witness this annual historic procession through the ancient streets of Montepulciano in honor of Sant’Agnese.  Afterwards, enjoy the local festival where you can indulge in tasty street food.

Cantine Aperte

Late May

Montepulciano

Held in late May, this weekend event is dedicated to wine. Visit numerous wine cellars, let the winemakers share their secrets, and taste the incredible locally-made wines.

Giostra del Saracino

May

Held at San Biagio

Held at San Biagio church just below Montepulciano, this festival includes local cuisine and events throughout the day. In the evening, witness jousting competitions that will remind you of days past.

Cantiere Internazionale d’Arte

July

Historic Center of Montepulciano

The prestigious Cantiere Internazionale d’Arte (International Art Workshop) is the spotlight of July. This month-long event is a feast of music, art, theater, and dance.

MORE ABOUT THE MONTEPULCIANO CANTIERE INTERNAZIONALE D’ARTE

Montepulciano Calici di Stelle 2020

August 10, 2020

Piazza Grande, Montepulciano

Calici di Stelle, or “Chalices of Stars”, is an annual event to celebrate the night of St. Lawrence. The cobbled streets of Montepulciano will be lined with a market of art and antiques.  There will also be live concerts under the stars as well as exhibitions by the Flag Throwers and Drummers of Montepulciano.

MORE ABOUT THE MONTEPULCIANO CALICI DI STELLE

Bravio delle Botti – Montepulciano Wine Barrel Race

August 22-30, 2020

Montepulciano

This incredible festival occurs in August in honor of the patron saint of Montepulciano, San Giovanni Decollato. The 8 Contrada (districts) of Montepulciano compete by rolling 176 pound wine barrels up the steeply inclined streets. They race to be the first to claim the coveted Bravio, a painted cloth, the pride of their Contrada.

MORE ABOUT THE MONTEPULCIANO BRAVIO

Montepulciano Run

October 2-4, 2020

Montepulciano

This three-day sporting event includes competitive and non-competitive events for everyone set in the beautiful landscape of the Tuscan countryside.

MORE ABOUT THE MONTEPULCIANO RUN

Olive Oil and Autumn Flavours Festival

October 18, 2020

Montepulciano

October brings the harvest of oil-rich olives used to make the highest quality extra virgin olive oil. What better way to celebrate the annual harvest than with the Olive Oil and Autumn Flavours Festival.

Christmas Market in Montepulciano

November 28, 2020 – January 3, 2020 (Every weekend, Weekday Schedule Varies)

Montepulciano

Starting late November and lasting through the first week of January, Montepulciano turns into a festive Christmas Market. With the streets lit by endless hanging lights, you will think you stepped back in time. Piazza Grande magically transforms into an outdoor market full of wonderful treasures and delicious treats. Enjoy being entertained by the angelic carolers and of course Santa’s Castle shouldn’t be missed!

MORE ABOUT THE MONTEPULCIANO CHRISTMAS MARKET