Summary
Located in Italy’s stunning Tuscany region, the medieval city of Siena is an exceptional destination for a long weekend or as part of a broader road trip through Italy’s most remarkable cities. With a history spanning thousands of years, there are numerous notable attractions in Siena, all distributed across this relatively compact city.
From its extraordinary towers to its magnificent cathedral and historic piazza, your visit to Siena is certain to be enriching.
Due to its manageable size, Siena is particularly conducive to leisurely exploration on foot. There is no necessity for metro lines, long bus rides, or expensive taxis; simply don a comfortable pair of shoes, and you can navigate the entirety of Siena with ease.
With this in mind, I would like to highlight several popular locations in the city that I hope you will appreciate. Furthermore, it’s quite convenient to combine this trip with visits to Florence and Rome.
Explore the best things to do in Siena below. Enjoy your visit!
1.) Torre del Mangia
Constructed over 800 years ago, the Torre del Mangia is situated within Piazza del Campo and is one of Italy’s iconic historic towers.
Upon completion, it was the tallest tower in what is now modern-day Italy, still standing prominently over the Tuscan landscape.
This tower was intentionally designed to mirror the height of Siena Cathedral, emphasizing the equal authority of both church and governance in Siena.
Although the tower appears lofty, it is manageable to climb and enjoy the breathtaking views from its summit. However, be prepared for potential crowds and warmth during busy times. Nevertheless, reaching the top remains one of the best experiences in Siena, as the panoramic views are truly rewarding.
2.) Piazza del Campo
Piazza del Campo is best described as the vibrant heart of Siena. A stroll through this piazza is essential, especially with the various activities and sights surrounding it.
While in Piazza del Campo, take some time to explore the charming independent bars, Cappella di Piazza, and Loggia della Mercanzia adorning the square.
After perusing the square, consider visiting Osteria La Mossa for delightful salmon and their acclaimed burrata dish.
3.) Duomo
Undoubtedly, visiting the Duomo (or Cathedral) is one of the most outstanding experiences in Siena, thanks to its impressive architecture, which makes it unmissable.
Ensure you acquire your tickets ahead of time to visit the Duomo and the exquisite Piccolomini Library, which also allows you to bypass lengthy queues.
While exploring, keep an eye out for the stunning mosaics and intricate floor designs. The marble flooring underwent hundreds of years of craftsmanship, making it a notable highlight.
You can also briefly visit their museum, which, although small, adds to the overall experience and affords a glimpse into the cathedral’s history.
After your visit, consider dining at La Taverna di San Giuseppe, which is beautifully situated within the stone arches of the historic building, prevailing with old-world charm ideal for dinner.
Be sure to sample their delectable truffle pasta dishes; they are truly delightful.
4.) Piccolomini Library
Part of the Duomo complex, the Piccolomini Library stands out as a remarkable site. This is not your conventional library; it exudes a palatial aesthetic. A leisurely walk around will quickly confirm this impression.
The exquisite centuries-old frescoes are a highlight and definitely shouldn’t be missed; it is one of the most worthwhile activities in Siena. Be sure to secure your tickets for expedited access to the Piccolomini Library, which also includes entry to the Cathedral.
Accessible through the Duomo, it would require a deliberate effort to overlook this extraordinary site!
5.) Basilica Cateriniana
The gothic Basilica Cateriniana San Domenico has been a majestic fixture in Siena since the 13th Century. This is another location where centuries of artistic legacy can still be appreciated today.
Once you arrive, take time to visit the Chapel of Saint Catherine, admire the frescoes, and scrutinize the naves’ walls, where historic artworks by Casolani and Vannuccio can be found.
Furthermore, if you wish to venture outside the city, consider exploring a Chianti vineyard by joining this vineyard tour.
You’ll have the chance to spend an evening in a picturesque Tuscan farmhouse, sampling some of the best wines from the region alongside a four-course Italian dinner. Keep in mind to plan this in advance, as availability can fill up quickly.
6.) Pubblico Palace
Situated in Piazza del Campo, the compact layout of Siena becomes evident upon arrival. To gain entry, secure a ticket for Palazzo Pubblico.
Be sure to observe the captivating artworks adorning the walls of the Sala di Balìa, which date back to the 1400s. This ticket also encompasses access to the Loggia dei Nove, a splendid 14th-century gallery.
Additionally, you can conveniently explore the palace alongside the adjacent Tower of Mangia. Should you enter, do not miss the beautifully historic Room of the Risorgimento.
After working up an appetite, visit La Locanda dei Tintori, known for its exceptional seasonal menu. Their dishes are not only delicious but also among the finest dining options in the city, particularly their tagliolini with Italian truffles.
7.) Porta Camollia
Positioned on Via Camollia, traversing the city gate of Porta Camollia is essential for those who appreciate Siena’s rich medieval history.
This gate served as a primary entry point into the medieval city and played a crucial role in safeguarding the area from external threats, particularly in protecting the route to Florence.
While the passage through may take just a few minutes, it is certainly worth a visit.
8.) Explore more of Tuscany
Visitors to Siena will find an abundance of activities to engage in, without a doubt! However, if you are inclined to venture outside the city, consider a drive to Montepulciano (roughly a 60-minute drive) or San Gimignano (approximately 45 minutes away).
Both represent stunning examples of quintessential Tuscan hilltop towns and offer a perfect opportunity for a day trip, should you have the time to spare.
9.) Palio di Siena
Conducted twice annually, the Palio di Siena is a historic horse race that lasts merely 90 seconds, with horses representing each of the city’s wards.
This tradition, which originates from Medieval times, holds immense significance in Siena and is profoundly interwoven into the city’s cultural fabric, drawing crowds from far and wide to partake in the festivities.
Following an eventful day, make dining reservations at Tar- Tufo, where fine dining reaches new heights in Siena.
Located slightly off the beaten path from Piazza Del Campo, their tasting menu is exceptional, and the presentation of their dishes is akin to art—truly remarkable!
10.) Siena’s Medieval Centre
Of course, it is essential to explore Siena’s medieval center! In truth, it is nearly impossible to overlook it.
While navigating, be attentive to the charming cobbled alleys, artist studios, and quaint shops lining the pedestrian paths.
Additionally, for exceptional gelato, stop by Grom and treat yourself to a few scoops. Delicious!
