Tuscany in October: Weather, Festivals, and Where to Stay
Timeless wanderers: Updated August 19, 2025
October is the Perfect Time for Tuscany
October is one of the best times to visit Tuscany.
The heat of summer has softened into golden afternoons, the hills are showing the first colors of autumn, and villages across the region celebrate harvests with centuries-old festivals.
If you’ve been wondering whether October is a good month to explore Tuscany, the answer is definitely yes.
With cooler weather, fewer tourists, and an authentic local atmosphere, it’s an ideal moment to soak in Florence’s Renaissance beauty, sip wine in Chianti, or wander medieval hill towns without the summer crowds.
In this guide we share why October is the best time to visit, festivals and events, weather in October, Florence this time of year, where to stay, and other tips for visiting Tuscany in October.
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After more than 20 years of travelling to Tuscany—and loving it so much we decided to make it our home—we now live here and explore the region at a relaxed, local pace.
Planning a trip to Tuscany is exciting, but choosing where to go, how long to stay, and how to get around can quickly become overwhelming.
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We offer a personalised planning service that helps you decide exactly how to explore Tuscany, based on your travel style, budget, and pace.
Plus, we can help you plan scenic drives, time in hilltop towns, food and wine experiences, and those small local moments that make a trip truly special—making your Tuscany holiday easier, smoother, and full of memories you’ll treasure long after you return home.
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Why Visit Tuscany in October?
Visiting Tuscany in October means immersing yourself in a slower rhythm.
The frenetic energy of summer has passed, and locals turn their attention to the harvest—the lifeblood of Tuscan culture.
Vineyards are alive with activity, olive groves prepare for picking, and markets brim with porcini mushrooms, chestnuts, and truffles.
For travelers, this means:
Authenticity – You experience Tuscany as locals do, celebrating seasonal produce and wine.
Lower crowds – Fewer tourists than in July or August, especially in Florence, Siena, and San Gimignano.
Better prices – Hotels and agriturismos often lower their rates, making charming countryside stays more affordable.
Perfect sightseeing weather – Warm enough for outdoor cafés but cool enough for long days exploring.
October is also ideal for travelers who enjoy cultural experiences, particularly those who enjoy food and wine tours.
You can tour Renaissance art one day and join a truffle hunt the next.
Weather in Tuscany in October
October weather in Tuscany is pleasantly mild, making it perfect for sightseeing.
In Florence, daytime highs usually range from 18°C to 22°C (64–72°F), while evenings cool to around 10–12°C (50–54°F).
Coastal areas like Pisa and Livorno tend to be slightly warmer, while the rolling hills of Chianti and Val d’Orcia can feel brisk, especially at night.
Rainfall increases compared to the dry summer months, so pack a light waterproof jacket or umbrella.
The occasional shower only adds to the romantic charm—mist curling over the vineyards, cobbled streets glistening after rain, and cafés filling with locals enjoying an espresso or a glass of Chianti Classico.
October also makes it a dream for photographers.
Sunrise is later and sunset earlier, painting Tuscany’s hills and olive groves in golden colors.
Festivals and Events in Tuscany in October
Chestnut Festivals (Sagre delle Castagne)
October is chestnut season, and villages in the Apennines and Garfagnana regions host charming chestnut festivals.
Expect roasted chestnuts, chestnut flour sweets, polenta, and hearty autumn dishes served alongside local wine.
Marradi, north of Florence, is particularly famous for its chestnut festival, drawing visitors with its lively stalls and folk music.
Grape Harvest and Wine Events
Although the grape harvest (vendemmia) usually begins in September, October still buzzes with wine-related celebrations.
Many vineyards in Chianti, Montepulciano, and Montalcino welcome visitors for harvest tours and tastings.
Some agriturismos even let guests join in picking grapes—a truly memorable Tuscan experience.
Alba White Truffle Season (Tartufi Bianchi)
October also signals the beginning of truffle season.
Tuscany’s San Miniato, near Pisa, is renowned for its white truffles, and while the main festival runs in November, restaurants in October already feature truffle-based dishes.
Imagine handmade tagliolini pasta with freshly shaved truffle, paired with a glass of Brunello di Montalcino—pure October indulgence.
Medieval Festivals
Some towns stage autumn medieval fairs, re-enacting centuries-old traditions with parades, jousts, and food stalls.
Volterra and Lucca often host small-scale cultural events celebrating their heritage during October weekends.
*Read my full guide* The 14 Best Things to Do in Tuscany: The Complete Guide (2026)
Explore the Villages and Countryside
Montepulciano:
This picturesque town is renowned for its Vino Nobile wine.
October is grape harvest season, so this is the perfect time to visit a vineyard in Montepulciano, enjoy a tasting, and take in the stunning autumn colors of the surrounding countryside.
Lucca:
Lucca is one of Tuscany’s most charming cities, famous for its perfectly preserved Renaissance walls that now serve as a tree-lined walking and cycling path.
Inside the walls, you’ll find cobbled streets, elegant piazzas, and stunning churches like San Michele in Foro.
Lucca is a must-visit stop on any Tuscan itinerary. ( Our Favorite)
Pienza:
Often referred to as the “ideal city of the Renaissance,” Pienza is a UNESCO World Heritage site. Its charming streets are lined with boutique shops selling local cheeses, wines, and crafts, making it a delightful place to explore in the autumn sunshine.
San Gimignano:
Known as the “Medieval Manhattan,” San Gimignano is famous for its towers that rise above the rolling hills.
October is a fantastic time to visit, as the cooler weather makes it pleasant to wander through its cobbled streets, and the views of the surrounding vineyards are breathtaking.
Florence in October
Florence, Tuscany’s Renaissance jewel, is a delight in October. With temperatures in the low 20s°C, you can comfortably explore on foot without the summer heat.
The Uffizi Gallery, Accademia, and Duomo are still popular, but queues are noticeably shorter.
Florence in October also takes on a cozy atmosphere.
Cafés spill out onto piazzas, markets like Mercato Centrale overflow with autumn produce, evenings enjoy a glass of Chianti by the Arno.
Don’t miss strolling through Boboli Gardens, where autumn colors create shadows against statues and fountains.
Art lovers can also take advantage of special exhibitions often scheduled in the autumn months.
Florence is central, it makes an ideal base for day trips to Chianti vineyards, Siena, or Pisa.
Tours of Florence
Joining a tour can help save you time waiting in line, allow you to learn more about Florence from a knowledgeable guide, and introduce you to sights that you may not be able to do on your own.
Here are some of the best tours in Florence.
This small group tour is the perfect way to get the most out of your visit to the Uffizi Gallery.
Climb the dome, visit the Baptistery, and tour the Opera del Duomo Museum with an experienced guide on this small group tour.
Take a guided tour of the Uffizi and Accademia.
Go shopping in the central market in Florence and then learn how to cook a Tuscan meal. This tour gets nothing but rave reviews.
Take a food tour of Florence or a 2-hour guided sightseeing bike tour.
Where to Stay in Tuscany in October
October’s lower tourist numbers mean more options and better prices. Here are some of the best types of stays:
In Florence
Hotel Brunelleschi – A luxury stay in a historic tower with views of the Duomo.
Hotel L’Orologio – Mid-range boutique near Santa Maria Novella, perfect for exploring the city on foot.
B&B La Terrazza Sul Duomo – A charming budget option with rooftop views.
In the Countryside
Agriturismo Podere Campriano (Greve in Chianti): A family-run organic farm offering comfortable rooms and winemaking experiences.
Castello di Velona (Montalcino) – A castle turned luxury spa hotel surrounded by vineyards. Set on a hill overlooking Val d’Orcia, Castello di Velona Resort, Thermal SPA & Winery. The Velona’s rooms offers views of Tuscan vineyards.
Relais Il Chiostro di Pienza – Elegant with garden views. How many people have stayed in a 15th-century convent.
Coastal Tuscany
If you’re drawn to the Tyrrhenian Sea, October is quieter but still pleasant along the coast. Stay in Viareggio or Castiglione della Pescaia for seaside charm without the summer crowds.
P.S. You can read my full guide on where to Stay in Florence for more hotel recommendations and insights!
Other accommodation in Tuscany.
Practical Tips for Visiting Tuscany in October
Pack layers – Mornings and evenings are cool, while afternoons can still be warm.
Bring waterproof shoes – October showers are common, especially in hilly areas.
Book festivals early – Popular chestnut and truffle festivals can draw crowds of locals.
Car rental – If you plan to visit countryside towns and vineyards, a rental car is invaluable in October’s quieter season.
Best Day Trips from Florence in October
Pisa (½ day)
Lucca (full day)
Siena (full day)
San Gimignano & Volterra (full-day duo)
Chianti wineries
Val d’Orcia road trip (ideal with a Car Rental:)
October temperatures make exploring comfortable and uncrowded.
Best Tuscany tours
Visiting Tuscany on your own is very easy. But if you don’t want to deal with all the logistics, you can always take an organized tour.
Tuscany is very popular for day trips from Florence, so there are many tours available that combine the best of both worlds..
Frequently Asked Questions
What is the weather like in Tuscany in October?
October weather in Tuscany is mild, with daytime temperatures ranging from 15°C to 20°C (59°F to 68°F) and cooler evenings. It’s perfect for outdoor activities without the summer heat.
What should I pack for a trip to Tuscany in October?
Pack layers to adapt to varying temperatures. A light jacket, comfortable walking shoes, and a scarf will serve you well. Don’t forget a camera to capture the stunning autumn scenery!
Are the vineyards open for visits in October?
Yes, October is harvest season, and many vineyards welcome visitors for tours and tastings. It’s an excellent time to experience the wine-making process first hand.
What are the best towns to visit in Tuscany during October?
San Gimignano, Lucca, Montepulciano, and Pienza are all excellent choices, offering rich history, beautiful scenery, and fewer tourists compared to summer.
Can I still visit Florence in October?
Absolutely! Florence is less crowded in October, making it a perfect time to explore its art, architecture, and culinary delights.
Are there any special events or festivals in Tuscany in October?
Yes, October hosts several festivals, including the La Sagra del Tordo in Montalcino and various truffle festivals. These events offer a taste of local culture and cuisine.
What are the best luxury hotels in Tuscany?
Some of the best luxury hotels in Tuscany include Castello di Casole, Borgo Santo Pietro, and Rosewood Castiglion del Bosco. Each offers a unique blend of luxury, comfort, and stunning surroundings.
Do You Need Travel Insurance for Tuscany?
(Short Answer: Yes — It’s Still a Smart Idea)
Travel insurance isn’t legally required to visit Tuscany, but it’s one of the smartest things you can have when travelling in Italy.
Even in a relaxed destination like Tuscany, things can go wrong — from delayed flights and lost luggage to medical issues, rental car damage, or unexpected trip cancellations. And while Italy has excellent healthcare, medical treatment for visitors can still be costly without proper coverage.
As long-term travellers living in Italy, we’ve found SafetyWing to be a practical option for trips around Europe, offering coverage for medical care, travel delays, and lost belongings without complicated fine print.
SafetyWing
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It’s the kind of insurance you hope you never need—but you’ll be very glad you have if something unexpected happens.
Final Thoughts: Tuscany in October
Tuscany in October is a season of excitment.
From chestnuts and truffles to harvest celebrations and golden vineyards, it’s when the region truly belongs to the locals again.
You’ll experience the perfect balance of cultural highlights in Florence, medieval town wanderings, and countryside indulgence—all without the intensity of summer crowds.
Whether you’re sipping Chianti in a vineyard, walking through autumn-tinged olive groves, or watching the sunset over Florence’s rooftops, October offers a Tuscany that feels timeless, authentic, and deeply rewarding.
PLAN YOUR TUSCANY ADVENTURE
These are our favorite companies we use when planning a trip, they consistently have the best prices, great customer service, and overall, are better than their competitors.
BOOK YOUR FLIGHT – Going is a great search engine if you are flexible about your travel destination and dates. Sign up for their newsletter and get the latest deals on destinations around the world. GOING is our new go to.
CAR RENTAL – We recommend using Discover Cars or Rental Cars when booking a car rental, they work with hundreds of companies worldwide to help you find the best car for your needs.
TRAINS –OMIO – is our favorite, this site is very reliable and easy to use.
BUS – OMIO – this website allows you to book train or bus tickets to travel from city to city the best and cheapest way. FLIXBUS is another terrific website with routes between 20 European countries.
ACCOMMODATIONS
BOOKING.com – is our go to for hotel searches around the world, we find they always have the cheapest rates and offer different payment options. In addition, VRBO is another terrific website for all types of accommodations.
HOSTELWORLD – is great if you’re traveling on a budget, and if you need a cheap place to stay.
SIGHTSEEING TOURS
GET YOUR GUIDE – is our favorite; they have stacks of tours and excursions available in cities all over the world. VIATOR is another great website for all types of tours.
TAKE WALKS – This walking tour company provides inside access to attractions and places you can’t get elsewhere.
TRAVEL INSURANCE
SAFETY WING – is our go to travel medical insurance company, especially for longer trips. You can either purchase a monthly plan or a plan for specific trip dates (i.e. 1-2 week trips). They cover people from all over the world, while outside their home country.
ARC’TERYX – is a go to reliable brand for outdoor adventure and travel, their wide range includes light weight durable, easy to clean travel gear.
Check out our RESOURCE PAGE for more additional planning.