Montepulciano Events and Festivals Calendar 2021-2022

Immerse yourself in the Italian culture by experiencing the best Montepulciano events, festivals, and theater for 2021 and 2022.

The calendar below contains just a few of our favorites. During your stay at Fonte Martino bed and breakfast, we will happily update you on current local events.

Although we frequently update the calendar, it is possible for event and festival dates to change.

montepulciano events and festival calendar 2021/2022

FEBRUARY 2022

Carnival in Montepulciano 2022

Carnival in Montepulciano

Sunday February 27, 2022

Piazza Grande & the Fortress of Montepulciano

Each year, Carnival is celebrated in Montepulciano on the Sunday before Mardi Gras. There is a parade through the streets of Montepulciano with elaborate costumes and beautiful masks and a wonderful Carnival party afterwards with shows for children.

MARCH 2021

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Gran Fondo New York Italy 2021

March 27-28, 2021

Montepulciano and Torrita di Siena

Montepulciano is pleased to 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

APRIL 2021

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Cioccolando in Montepulciano: Chocolate Festival in Montepulciano

To be announced

Piazza Grande & the Fortress of Montepulciano

Cioccolando in Montepulciano is a chocolate lover’s dream!  This 2 day chocolate festival includes chocolate workshops, recipe and cooking presentations, and additional shows and attractions.  Best of all, visit the many vendors selling their handcrafted chocolates to indulge your sweet tooth!

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Easter Festival in Montepulciano

To be announced

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

MAY 2021

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Fiera di Sant’Agnese

Saturday, May 1, 2021

Montepulciano

Every May 1st, Montepulciano celebrates Labor Day with a festival in honor of Sant’Agnese. It starts with a historic procession through the ancient streets of Montepulciano celebrating the Saint. Afterwards, enjoy the local festival where you can indulge in tasty street food, shop at the many stands of vendors selling their curiosities, and enjoy a fun loving amusement park.

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Preview of Vino Nobile di Montepulciano 2021

L’Anteprima del Vino Nobile di Montepulciano 2021

May 18, 2021

Piazza Grande & the Fortress of Montepulciano

Join 45 Vino Nobile producers from Montepulciano wineries for a preview of the most recent vintage of this incredible wine. One of the most recognized events, discover why wine is rooted in the Italian culture, enjoy wine tastings, and visit incredible wineries with visitors from all over the world.

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Cantine Aperte 2021

May 29-30, 2021

Montepulciano

Held in late May, the Cantine Aperte is dedicated to everything wine and organized by the Tuscan Wine Tourism Movement. This perfect wine tasting event provides the opportunity to visit numerous wine cellars, let the winemakers share their secrets, and taste the incredible locally-made Italian wines.

JULY 2021

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Cantiere Internazionale d’Arte

July 15 – August 1, 2021

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

AUGUST 2021

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Montepulciano Calici di Stelle 2021

August 10, 2021

Piazza Grande, Montepulciano

Calici di Stelle is one of the most anticipated mid-summer wine lovers’ events of the year. Enjoy exclusive tastings of locally produced quality wines along the cobbled streets of Montepulciano.  There will also be a vast market of art, antiques, and live concerts under the stars. Experience incredible exhibitions by the Flag Throwers and Drummers of Montepulciano.

MORE ABOUT THE MONTEPULCIANO CALICI DI STELLE

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Montepulciano Bravio delle Botti 2021

August 29, 2021

Montepulciano

The Bravio delle Botti is an annual wine barrel race held in Montepulciano since 1974. The 8 Contrada (neighborhoods) of Montepulciano compete by rolling 176 pound wine barrels up the steeply inclined streets for over 1km in the historic center. Join the festivities of this major competition and cheer for your favorite Contrada.

MORE ABOUT THE MONTEPULCIANO BRAVIO

OCTOBER 2021

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Montepulciano Run 2021

October 1-3, 2021

Montepulciano

The Montepulciano Run is a three-day sporting event includes competitive and non-competitive events set in the beautiful landscape of the Tuscan countryside. There are walking, jogging, and running events for everyone to participate in – from the athlete to the enthusiast, enjoy participating among the vineyards and hills surrounding Montepulciano.

MORE ABOUT THE MONTEPULCIANO RUN

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Olive Oil and Autumn Flavours Festival

To be announced

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.

MONTEPULCIANO CHRISTMAS MARKET 2021

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Christmas Market in Montepulciano 2021

November 20, 2021 – January 6, 2022     Open 10:30am to 7:30pm

November 20 – 21
November 27 – 28
December 4 – 12
December 18 – January 6, 2022

Montepulciano

Montepulciano is home to a festive Christmas Market with almost 100 vendors selling handcrafted items, delicatessen products, decorations and gifts. With the streets magically illuminated by twinkling lights, you will think you stepped back in time. Enjoy being entertained by the angelic carolers and of course Santa’s Castle shouldn’t be missed!

MORE ABOUT THE MONTEPULCIANO CHRISTMAS MARKET