When Tuscany springs to mind, Siena invariably shines as one of the first cities to be recalled, standing alongside its remarkable neighbors, Florence and Pisa. Boasting an unparalleled and exquisitely preserved cultural heritage, Siena establishes itself as the perfect base for uncovering the charms of the region. Dive into our Siena guide and discover the hidden gems of the stunning Tuscan landscape.
Table of Contents
1- Exploring Siena
Siena is a charming small town, home to just over 50,000 inhabitants, nestled in the countryside of Tuscany. But don’t be fooled by the modest resident count: this town has been, and continues to be, one of the wealthiest cities in Italy.
To give you some perspective, the world’s oldest active bank was established in Siena: the Montepaschi di Siena, operational since 1492.
The vibrant heart of Siena is the Piazza del Campo, globally renowned for the medieval horse race known as Il Palio, which takes place twice a year, in July and August.
This square serves as a masterful display of medieval civil architecture with its shell-like shape and the stunning Fonte Gaia, surrounded by historic palaces that add a touch of Renaissance elegance to the area.
Within Piazza del Campo, you can also marvel at prestigious buildings like the Palazzo Pubblico, an impressive 14th-century Gothic palace housing the Museo Civico, celebrated for the Lorenzetti frescoes depicting the effects of good and bad governance.
Ascending the city’s narrow and winding streets, you’ll arrive at the Duomo di Siena, one of the most beautiful cathedrals in Italy. The Piccolomini Library, located within the Duomo, is a special highlight with its walls and ceilings adorned with colorful frescoes.
Visiting Siena is an enriching experience, whether you’re there to admire its architectural and artistic splendors, engage in its vibrant local traditions, or simply to enjoy its serene and welcoming atmosphere. The city has something to offer every visitor, promising an unforgettable stay in the beautiful region of Tuscany.
2 – Where to Stay in Siena
The Best Hotels in Siena
In this guide, we’re going to explore six of Siena’s best hotels, from charming boutiques to luxurious five-star properties, each offering its own unique blend of Tuscan hospitality, history, and style. Whether you’re planning a romantic getaway, a family vacation, or a business trip, these hotels promise to make your stay in Siena unforgettable.
7 Charming Hotels in the Tuscan Countryside
Here we present 7 charming hotels in Tuscany where you can stay and enjoy the beautiful surroundings without breaking the bank. But these recommendations are more than just hotels, they are incredible tips for experiencing amazing places in Italy in a stylish yet affordable way.
3 – Transportation
How to get from Florence to Siena
Whether you’re heading to Siena for a day trip or planning to stay for a few days, we’ve got you covered. If you’ve been wondering how to get from Florence to Siena, you’ve come to the right place. We have options for different needs and budgets.
How to get from Siena to Rome
Here, you’ll find the main transportation options, along with prices and travel durations, so you can choose the one that best matches your travel style. This Siena-to-Rome transportation guide is ideal for independent travelers looking to avoid common mistakes while planning their Italian journey.
Where to park in Siena
This comprehensive guide presents an array of parking options in Siena, complete with prices and tips for a hassle-free trip. After all, you are on vacation, aren’t you?
4 – Museums in Siena
Siena’s Cathedral
This striking Romanesque-Gothic architectural landmark is not just a treasure trove of aesthetic beauty, but also a time capsule brimming with rich history and invaluable art. In this article, you will find useful tips to organize your visit.
5- Concerts in Siena and Surrounding Areas
Matteo Bocelli’s Show in Tuscany (2025)
Teatro del Silenzio, where the great tenor Andrea Bocelli has performed for years, celebrates its 20th anniversary in 2025. But this edition will be even more significant: in addition to Andrea Bocelli’s show in Tuscany, the Teatro del Silenzio in Lajatico will host, for one night only, a solo show by Matteo Bocelli. Could this be the first of many? And you could have the opportunity to be there on this occasion that will mark the history of Italian music.
Andrea Bocelli’s Concert in Tuscany (2025)
Get ready for an unforgettable experience at Andrea Bocelli’s Concert in Tuscany! In this article, we’ll give you all the details you need to know to make the most of your concert experience, from transportation options to parking and more. So sit back, relax, and let’s dive in!
Pistoia Blues Festival 2025
Located approximately 90 km from Siena—or about an hour and a half by car—Pistoia becomes a vibrant hub of music and culture every summer during the Pistoia Blues Festival. Held in June and July, this renowned event transforms the historic Piazza del Duomo into a spectacular stage for world-class performances. Discover more about this unforgettable festival and plan your visit today!
6 – Other Events in Siena and Surrounding Areas
Palio di Siena – Summer 2025
The Palio di Siena is a horse race, but not just any horse race happening at a racecourse. This competition, which stirs passions and rivalries, takes place in Siena’s main square, Piazza del Campo. It’s a special event that happens twice a year and carries almost 800 years of history. It is such a significant event in Italy that it is usually broadcasted on national television. Here, you will learn more about the Palio di Siena with useful information and tips to plan your visit.
7- Day Tour Ideas from Siena
Antinori nel Chianti Classico Winery
Nestled in the heart of Tuscany’s Chianti Classico region lies Antinori nel Chianti Classico Winery, a testament to the family’s deep connection to their land. The Antinori family’s history with the region dates back to 1385, and their winery is a beautiful blend of tradition and innovation. In this article, we’ll take a closer look at this remarkable winery and what makes it so special.
Horseback riding in Tuscany
If you’re a fan of horseback riding, you’ll love this tour held around San Gimignano, amid cultivated fields, olive groves, and vineyards.
10 Great Reasons to Visit Certaldo at Least Once in Your Life
Halfway between Florence and Siena lies a delightful medieval town perched on a hilltop: Certaldo. Still relatively unknown to the crowds of tourists who invade Italy between April and September, Certaldo preserves a magical, authentic atmosphere.
