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What's on in Tuscany this October

What's on in Tuscany this October

October means the flavors of fall have arrived: if you happen to be in Tuscany during this month, you'll have a wide selection of events and manifestations dedicated to some of the most traditional products in Tuscany, from chestnuts to mushrooms to truffles. October is dedicated to spending time in the woods: in particular, the Casentino, Mugello and Mount Amiata are the areas where prestigious varieties of chestnuts grow abundantly and have gained the important IGP quality designation.

But that is only the beginning, the harvest of the olives begins, as well as the first pressing that leads to our renown extra virgin olive oil. It's also grape harvesting time (although sometimes it starts earlier in September), and many people eagerly await the novello wines (which literally means the season's newly made wine).

With so much to choose from, we have divided this month into a few separate calendars so you we can list more activities and so you can focus on what interest you the most:


Traveling to Florence while visiting Tuscany? Remember to check out the calendar for Florence and the many select events that happen in this great city.

October Events:  Grape Harvest & the Vendemmia

We are constantly updating the activities for the each year however, if they have not yet been posted by official sites then we write in TBA (to be announced) - so keep checking in with us...or write us on the Forum.

Tuscany | #DomenicalMuseo | 1° Sunday in October

A standing appointment every month

How about enjoying a bit of art, history and culture on a Sunday? How about enjoying it with free admission? Then mark the first Sunday of the month on your calendar and make note of the following State museums (and archaeological areas) across Tuscany where you can take advantage of free entrance.

See a List of State Museums in Tuscany


the Cultural Capital of Italy for 2017

Celebrate together with Pistoia! Between classical music concerts, art exhibits, cultural activities, blues & jazz in the town squares and so much more, this stunning little Tuscan town is prepared to show the world their true colors when it comes to their cultural prowess. Each month they are planning over 200 events including theater, music, book presentations, learning labs and more. Check in here every month to see select highlights from the Pistoia calendar.

Official link

Pistoia: Events March 2017

Arezzo | FIERA ANTIQUARIA | Sept 30 -  October 3

The oldest and the biggest antique fair

Many years ago, Ivan Bruschi gave life to one of the oldest and biggest antique fairs in Tuscany...maybe even all of Italy. He transformed his love for the old, unique and precious into an event that fills the streets of Arezzo every first Sunday of the month and the Saturday that precedes it that month.

Official Site

Panzano in Chianti | APRILANTE | 1st Sunday in October

Handcrafts & Vintage

We know they call the fair "April"ante, but it really goes all year round! This monthly market in the streets of this charming town in Chianti is where you will find hand crafts, vintage and delicious typical foods and all of it this is just outside in the countryside surrounding Florence.

Official link

Markets in and Around Florence March 2017

Greve in Chianti | IL PAGLIAIO | Every 4th Sunday of October

Organic and Artisan Market

Piazza Matteotti is filled with locals who feature goods from their gardens, their kitchens and their workshops. Often you will find not only great bargains, but music and opportunities to do some taste testing.

Facebook Page

Barga | MERCATINO ANTIQUARIATO | 2nd weekend of the month

head into the Garfagnana

It's not all about the food, in fact just north of Lucca in the area known as the Garfagnana you will find fall colors, flavors and an antique fair that merits a visit.

Gaiole in Chianti | L’EROICA | Oct 1

Vintage bike race in the Chianti countryside

L’Eroica started in 1997 because of one man, Giancarlo Brocci, who admired the values of a past cycling so much that he wanted to reconnect others to the heritage that inspired much Italian history, literature, culture, and music. L’Eroica is a non-competitive cycling event which is inspired by historical cycling traditions. The route includes long segments of gravel roads in the stunning landscape of Chianti. Participation in L’Eroica is dedicated to cyclists dressed in vintage or vintage-inspired cycling gear, riding historical or vintage-style bikes

Official Website

Carmignano | FESTA DI SAN MICHELE | Sept. 30 - Oct 1

Street performers & a donkey race

In the province of Prato, in the panoramic landscape filled with vineyards, olive groves and Etruscan ruins, the small hamlet of Carmignano prepares a spectacular feast! Three days filled with street performers. Music, singing, games and colorful parades finish with a fanciful race between “rione” (town neighborhoods) who saddle up their favorite donkey and gallop...or maybe not, to the finish line.

Official Website

Cinigiano | FESTA DELL'UVA | Sept 29, 30 & Oct 1

Carnival in October

The townspeople of Cinigiano in Grosseto borrowed the idea of the floats from Viareggio and made them the protagonist of their festival in honor of the grape, the true diva of the territory.

October Events: Cinigiano Carnival

Impruneta | FESTA DI SAN LUCA | Oct 14-22

the oldest livestock fairs in all of Europe

The fair of San Luca was first documented the 1600's. Even in today's modern and hectic lifestyle, it remains an important moment, as see by this quote:

The lives of the people of Impruneta revolved around ‘La Fiera' or ‘The Fair.' They lived their lives waiting for The Fair so that they could enjoy some honest and healthy fun; they would wait until The Fair to ask their Madonna for an indulgence; to take a spin on the Merry-Go-Round; to profess their love to their beloved or to buy a new umbrella. […]' Leo Codacci, from The Most Beautiful Town in the World or Il Paese più Bello del Mondo (Officine Grafiche, Firenze, 1968

Official Website:

Corazzano | FIERA MERCATO DEL TARTUFO BIANCO | 1° weekend of October

International Market and Fair of the White Truffle

One of the most important and prestigious events taking place in the province of Pisa is the International Market and Fair of the White Truffle at Corazzano (a suburb of San Miniato). San Miniato is the most important town for truffles and you'll have the chance to taste and buy one the most prestigious food products.


chestnuts, truffles and new wine

The name is a mouthful, but so are the flavors! Dedicated to the full range of fall perfumes, colors and foods. Palaia in the province of Pisa and near the enticing town of San Miniato, will feature chestnuts, white truffles and vin Novo.

October Events: Palio in Volterra

Volterra | PALIO DEI CACI | 2nd to la last Sunday of October

mixing food and fun

During the Palio dei Caci (a sort of "cheese competition"), participants of each contrada (district of the city) will roll a wheel, which represents a form of cheese through the small streets of the city center. A silly game - but a serious skill! One that will have you cheer and laughing along with the locals. The entire town comes out to cheer their district in this competition and to see who is the fastest in this antique game of skill.

Volterra | VOLTERRAGUSTO | Oct 21 - 22 & 28 - 31 and Nov. 1

20th edition for the White Truffle

It will be a very special edition this year, organized by "ORIGINE TERRA" theme, with a calendar of initiatives that will allow visitors to mix tastes and tastings of local specialties and not just presented by producers - "diamond tip". With the possibility of discovering a unique architectural and cultural heritage, stretching for centuries between the Etruscan, Roman and medieval presence.

Official Site

Balconevisi | PALIO DEL PAPERO | 2nd weekend in October

the loser ends up in the pot

It began as a lark 34 years ago, when an improvised race between ducks was set up in the city streets...what started as fun and games has now become a chance to uphold the honor of the different areas of this small city at the foot of San Miniato. Fun and games are always combined with a hearty menu...but the loser needs to beware - his (or her) photo is taken in the pot...over a flame!

More Information

Balconevisi | SAGRA DEL TARTUFO BIANCO E DEL FUNGO | 3rd weekend in October

Since the people of this small town saw the success of San Miniato, and since many of the truffles that end up at that fair actually come from their borders, decided to celebrate the tastes of fall with many food events to chestnuts, wine, mushrooms and truffles.

October Events:  Wine at Montescudaio

Montescudaio | FESTA DEL VINO DOC | 1° weekend of October

50th Edition: DOC wine festival

14 small jewels (wine producers) nestled in the Tuscan landscape characterized by its closeness to the sea produce a DOC which includes a territory in all of the comune of the Val di Cecina, except for Volterra. This year they celebrates 40 years of DOC nomination at their wine festival.

More Information

Castelnuovo di Val di Cecina | CASTAGNALANDIA | 3° weekend of October

Every year they change theme but to be honest, it's not the townspeople who are featured at this fair. This year’s theme (the 1950’s) will include the entire town, is on 22 of October, 2017. The protagonist is the chestnut, a typical product of this territory but also traditions, foods and games from important moments throughout history, like the Union of Italy, the 1600's and even the Medieval period.

More Information

Abbadia San Salvatore | FESTA D'AUTUNNO | 2° & 3° weekend of October

festival of Autumn

A celebration of a time when the nearby Monte Amiata provided all that was required to survive the year. The festival celebrates the harvest, and the recreation of antique recipes using the flavours of the season.

Piancastagnaio | FESTA DEL CRASTATONE | Oct 28 - Nov 1

chestnuts roasting on an open fire

The most ancient and important event among the chestnut manifestations throughout the area of ​​Amiata. It takes place on the 1st of November and the nearest weekend (before) to celebrate the end of the chestnut harvest and the beginning of the winter season. The term Crastatone derives from the dialectical verb "crastare", that is, the act of cutting the chestnut before putting it on the fire, from which "crastata" (caldarrosta).

More Information

Campiglia d'Orcia | FESTA DEL MARRONE | last Sunday of October

not just chestnuts

The town of Campiglia, in order to preserve their own special personality and history celebrate not only the chestnut, or "marrone", in its many forms but the "rioni" or town sections (called Agitati, Dentro and Borgassero) decorate the city streets with a theme adding color and fantasy to this festival.

More Information

Poggibonsi | STREETFOOD VILLAGE | Oct 6 - 8

Italy has found the fun in street food, which isn't surprising for a nation known worldwide for its delicious recipes. Poggibonsi in Chianti opens their gates to food trucks from all over, and their offerings which range from classic street food to fantasy recipes, from antipasti treats to delectable desserts.

Camigliano | TIRO DELLA DRUZZOLA & SAGRA DEL GALLETTO | 1° Sunday of October

antique games near Montalcino

A game that has its origins in the 1600's: a small olive wood disc with a ring of iron around the edges, wrapped with a cord and "thrown" - the longest throw wins. Mix fun and games with fire roasted chicken and the delicious wines of Montalcino for the perfect combination.

More Information

October Events: Druzzola

Montalcino | SAGRA DEL TORDO | Last Sunday of October

a hunt with bows and arrows

This celebration actually takes place twice, once in August with the opening of the hunting season, and then again in October (29th) when the town districts compete in a traditional bow and arrow competition. And of course everything is followed by a food festival where one the main ingredient is the thrush (a small bird).

More Information


celebrating the chestnut harvest

A true celebration of all the flavors of the "marroni di Marradi", with food stands offer the traditional recipes such as tortelli di marroni (chestnut pasta), torta di marroni (chestnut cake), il castagnaccio (chestnut dessert), jams and marmalades with chestnuts, marrons glacés7, i bruciati or caldarroste (roasted chestnuts). You can even reach Marradi on a steam engine. leaving from Pistoia, which stops in Florence and several other locations before arriving at the chestnut sagra.

October Events: Marradi Chestnut Festival


Festival of the new olive oil harvest

One of the first events of the year which highlight the new olive harvest, which is why they call it "Olio Novo". Not only can you arrive by traditional means (by car) but this event is also one of the itineraries on the steam engine calendar.

Bagno Vignoni | CASTAGNATA D'AUTUNNO | Oct 29

chestnuts in Val d'Orcia

The charming town of Bagno Vignoni between Pienza and Montalcino, features a lovely setting for taste testing chestnuts.

More Information

October Events:  First Extra Virgin Olive Oil


first press olive oil

Garfagnana celebrates the arrival of the season with many festivals dedicated to chestnuts and to the new season's wine, especially in the little hamlet of Cascio in the comune of Molazzana on the 8th from 12:30 till 6:30 pm. What you really must see to believe: the fountain of the town, for the celebrations, spews wine instead of water! Wine is the perfect complement to taste the many local traditional delicacies!

Monticello Amiata | FESTA DELLA CASTAGNA | 2° weekend in October

following the road of the chestnut

7, 8 & 9 October you will find the traditional festival of the chestnut with tastings, music, markets, guide tours of the "Via della Castagna" and the "Tegliate" which are large pans which you will find positioned throughout the town where you can cook the chestnuts.

More Information

Orbetello | GUSTATUS | Oct 28 - Nov 1

perfume and flavours of the farming & lagoon traditions

The next edition of a festival that highlights the traditions of the Maremma and Tuscany in general.

More Information

Arcidosso | LA CASTAGNA IN FESTA | 2nd & last week of October

IGP Registered Chestnuts

A celebration of the Castagna del Monte Amiata, a fruit that has been awarded the IGP trademark. During the feast days, the medieval hamlet of Arcidosso will open its wineries to the public, within which tastings, lunches and dinners can be found with typical dishes of the area, some of which are made of chestnuts.

Montalcino | GRAN FONDO DEL BRUNELLO | Oct 8

biking your way through Val d'Orcia

Another winning mix, beautiful scenery, a quaint hamlet, great wine and biking - don't miss the fun and excitement in Val d'Orcia where the mountain bikes follow an itinerary on the panoramic roads and dirt paths in the valley.

More Information

October Events: Gran Fondo in MTB

Vergaio | PASSIONE D’AUTUNNO | Oct 8 - To be confirmed

chocolate and chestnuts

Instead of celebrating the fruits of the season, this small town outside of Pratofocuses its attention on an ingredient that has no season, that tickles the appetite of children and grown-ups alike: chocolate. Come and check out handmade, artisan chocolate, in addition to other traditional local food products.

More Information

Bacchereto | CHESTNUT FESTIVAL | Oct 14-15 & 21-22

Picturesque little town outside of Prato, near the metropolis of Florence, where you can go and enjoy the flavors of autumn


October Events:  Arezzo Mercato International

three km of streets with stands & tastings

For most of us, traveling around the entire world might be a dream difficult to achieve, but the Markets around the World along the streets of Arezzo can let you do so in a virtual way! Explore some of the most distant corners of the planet and off-the-beaten-paths through food delicacies and handicraft specialties from many countries. Let yourself be carried away by the aroma of faraway places in what we'd love to be our "80 days around the world" journey.


Caprese Michelangelo | FESTA DELLA CASTAGNA | 3° & 4° weekend in October

in celebration of the kissed chestnuts

The first chestnuts were planted by the monks in the medieval times, and for centuries this tree and its fruit feed the inhabitants of this small town between Arezzo and Florence from starvation which often threatened this mountain town in the harsh winters.(14th & 15 / 21 & 22 October


a hundred flavors of the Apennines

During the course of the exhibition, the restaurants which participate in the initiative Cento Gusti will have special menus, tastings and meetings (morning and afternoon) where you can view in more detail honey, breadmaking, sweets and after dinner liquors. The festival starts on the 31st of October and includes the 1 & 2 of November

Balze of Montemarciano | FESTA D’AUTUNNO | Oct TBA

the hills of Terranuova Bracciolini

To enjoy both a culinary festival and a guided excursion into the local area, head to the Fall Festival visits with experts to the Balze of Montemarciano, where you'll find music, wine, cornmeal mush, castagnaccio (chestnut flour cake) and bruciate (roasted chestnuts, also called frugiate or caldarroste), gastronomic stands and tastings.

Arezzo | MADE IN ITALY | Oct TBA

all that glitters in Arezzo

The city of Arezzo will be celebrating one of the most important "Made in Italy" products: the goldworking tradition of the city at Gold Italy.

Camaiore | FESTA PIC | Oct 7 & 8

and some like it hot

PIC stands for Piccante. The city center of Camaiore on the coast of Tuscany is for all those who like it hot, "peperoncino" hot. An exhibition featuring many different varieties from all over the world of chili peppers. In addition you will find music, shows and fun.

October Events:  Festa of the Chili Pepper

Borgo a Mozzano | LA NOTTE NERA | Oct 29-31

the best Halloween Event in Tuscany

Most eagerly-awaited Halloween Feast is at Borgo a Mozzano - where the legendary Ponte del Diavolo or Ponte della Maddalena is located. This festival is so popular across the region that it always attracts thousands of people from everywhere in Tuscany. Plan to arrive a bit earlier in the afternoon, or you'll probably have trouble finding parking.
Official Website

Capraia | GARA E SAGRA DEL TOTANO | Oct 28 - 29

16th edition of surf & turf

Actually, it's the sea area of Livorno province that will be housing a characteristic food festival and competition: the Gara e Sagra del Totano (literally, Squid Competition and Festival) will be taking place on the island of Capraia (one of the islands of the Tuscan Archipelago). The competition, held on Saturday afternoon will be aimed to fish as much squid as possible to be cooked the day after by the best local restaurants.

Official link

Camaiore | HALLOWEEN | October 28-29

There's another Halloween event we strongly suggest you consider: Halloween in passeggiata (Halloween on the promenade) in Camaiore on October 28 and 29 (instead of 31).

Chianciano Terme | LA NOTTE DELLE STREGHE | Oct 31

the witching hour

Trick or treat and frightening costumes will be at the center of the Night of Witches in Chianciano Terme south of Montepulciano.

Author: Donna Scharnagl

It has been more than 25 years since I took my first steps in Italy and I still haven’t found a good reason to leave.  Between the food, the culture, the history, the art, the landscapes … did I mention the food? I have become a lifelong student. It didn't take long to learn that Italians all have stories that long to be told; stories that paint a picture of how hard work produces character, how life is made of ups and downs and how good it feels to laugh.


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