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Siena, Italy is a quintessential Medieval town with narrow lanes, ornate palaces, vast squares and grandiose churches. Travelers can experience the best of the city with our list of the top things to do in Siena, Italy!
We visited Siena as part of our trip around Tuscany – and were quickly smitten by the historic town. While a popular day trip destination, visitors staying longer can truly savor the charm of Siena.
Planning a Trip to Siena, Italy
There is more to planning a Siena trip than figuring out what to see and do. In addition to our advice for sightseeing in Siena, we also share essential travel tips – like when to go, where to stay and what to pack.
Those planning to visit Siena from abroad will find our Tips for Planning a Europe Vacation to be useful, as well.
Traveling to other parts of Tuscany and Italy? You can use all our Italy Travel Guides to plan your best trip!
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As you plan your travel to Siena, organization is key. We recommend using our Printable Travel Planner to keep track of all the details of your vacation!
25 Best Things To Do in Siena, Italy
There are many things to see in Siena, but the city is also a wonder to wander. Our outline of Siena Things To Do includes it all – plus features a few of the best areas for just aimlessly roaming.
Sightseeing Siena Walking Route
We organized our list of things to see in Siena in an order that connects one sight to the next. In fact, it can be used as a Self-Guided Siena Walking Tour. Now, let’s go see the Best of Siena, Italy!
Pin, Save or Bookmark our Siena Travel Guide to plan your trip to Italy!
#1 Siena City Gates
The historic center of Siena is surrounded by walls – and there are 12 remaining entrances. Not only are these a point of entry, but the most beautiful ones rank as top things to see in Siena, Italy. Of the 12, the Camollia Gate is the most impressive – and it is where we recommend you begin your Siena sightseeing.
The monumental gate has a history that stretches back to the year 1082, but the current design dates to 1604. The decorative brick and stone gate features three arches and welcomes visitors coming from Florence. The inscription above the highest arch reads, Cor magis tibi sena pandit – which roughly translates to ‘Siena’s heart is open to you’.
#2 Via dei Montanini
Many of the ancient streets within the old town walls are Siena attractions – and Via dei Montanini is one of the most atmospheric. From Camollia Gate, Via dei Montanini leads visitors into the town of Siena, Italy.
The elegantly curving street is lined with historic buildings and old palaces – some of which are now boutique shops, restaurants and bakeries.
#3 Piazza Salimbeni
The prominent Piazza Salimbeni is a Siena must-see sight. Bordered on three sides by grand palaces, the picturesque square offers an important legacy to Siena’s banking history.
The 14th century, neo–Gothic Palazzo Salimbeni was built as the home of the Salimbeni family. Today it houses the oldest continuously operating bank in the world, Banca Monte dei Paschi di Siena.
Flanking the Salimbeni Palace are two 16th century palaces: Palazzo Spannocchi and Palazzo Cantucci. In the center of Salimbeni Square is a statue of Sallustio Bandini, who was an 18th century economist, politician and promoter of free trade.
#4 Piazza Tolomei and Church of St. Christopher
Tolomei Square opens on the east side of Via Banchi di Sopra and is marked by a church, a palace and a She-Wolf statue.
The red-brick St. Christopher Church dates to the 11th century and boasts a neoclassical façade with unique brick columns. The Tolomei Palace – one of the oldest palaces in Siena – was built for the wealthy banking family in the 1270s.
The Gothic stone palace is quite imposing when seen from afar and features ornate windows. Pia Tolomei, who lived in Siena in the 1300s, is a character in Dante’s The Divine Comedy.
Standing in the square is an ancient column that is topped with a Capitoline She-Wolf. The sculpture was designed by Sienese artist, Domenico Arrighetti.
#5 Eat a Ricciarelli Almond Pastry
When in Siena, eating a Ricciarelli cookie is a must-do – and Pasticceria Nannini Conca D’Oro is the place to do it!
The famed Ricciarelli almond cookie was created in Siena in the 15th century – and Nannini Conca D’Oro has been selling their version since 1910. The classic confection (which can be found in the cases at the back of the shop) pairs well with their renowned coffee.
Another Sienese treat to try is an almond biscotti called Cantucci. The traditional way to eat it is with a glass of the regional Vinsanto wine. It is said to bring out the flavor of the crunchy biscuit!
#6 Loggia della Mercanzia
The Loggia della Mercanzia is an arched portico with lavish pillars and one of the Siena top attractions.
Designed in the early 1400s, the style demonstrates the confluence of Medieval and Renaissance architecture. It is situated at the intersection of three main throughfares: Banchi di Sopra, Banchi di Sotto and Via di Citta.
The loggia was originally built for the city’s Merchant Guild. However, since the 1700s, it has served as the home of the Circolo degli Uniti – a cultural club for Sienese men.
#7 Piazza del Campo
A must-see in Siena, Italy, Piazza del Campo is the Medieval city’s main square. The focal point of 11 streets, it is enclosed by the congruent architecture of the Palazzi Signorili, where the town’s wealthiest families resided.
The sloping space has been a gathering place for the public since its inception in the late 1200s. It is also the site of the annual Siena Palio Horse Race. The Palazzo Pubblic and rising Torre del Mangia, are situated at the lower end of the Piazza del Campo – and the famous fountain sits at the top of the square.
#8 Palazzo Pubblico
The grandiose Palazzo Pubblico serves as the town hall. Construction of the Pubblico Palace, which is slightly curved to mesh with the circular piazza, commenced in 1297.
The striking building features a blend of architectural styles (Gothic and Medieval) and various elements (stone and brick) and is punctuated by the crenellated roofline.
Visiting the Museo Civico (Civic Museum) inside the Palazzo Pubblico is one of the interesting Siena, Tuscany things to do. The venue exhibits ancient frescoes as well as other masterpiece paintings.
#9 Torre del Mangia
The most dramatic aspect of Palazzo Pubblico is the towering 335-foot-tall Torre del Mangia. Built in the mid-1300s, the bell tower ranked as the tallest structure in Italy when it was completed. The spire got its name – Tower of Eater – from it’s first bell ringer. The man was nicknamed Mangiaguadagni – as he was known for ‘eating through his earnings.’ The name has stuck ever since!
One of the Siena top things to do is to climb the 400 steps to the top for 360-degree views. The tower climb can also be combined with visiting the Museo Civico for a discounted price.
Budget Travel Tip: While the tower and museum both require a ticket for entry, it is free to enter the courtyard of the Pubblico Palace. Walk inside and look up to see a unique vantage point of the soaring bell tower.
#10 Cappella di Piazza
The Cappella di Piazza is one of the beautiful Siena things to see – and we suggest getting an up close look at the details. The white marble tabernacle sits at the base of the Torre del Mangia and is the only structure to disrupt the circular line of the piazza.
Built in 1352 and dedicated to the Virgin Mary, the adorned chapel was an offering of thanks for sparing those who survived the 1348 Black Plague.
#11 Fonte Gaia
When water was piped into the Piazza del Campo Square in the 1340s, this simple fountain was named Fonte Gaia – or Joyous Fountain. In 1419, it was embellished with carved marble panels. They tell stories from the bible and the wolf spouting water is the She-Wolf mother of Remus and Romulus.
The pieces did not fare well and what visitors see today is a replica that was commissioned in 1859. The original marble is on display at the Museum of Santa Maria della Scala, which we feature later.
#12 Lunch on Piazza del Campo
One of the fun things to do in Siena, Italy is to eat lunch in Piazza del Campo. However, most restaurants in the area get less than stellar reviews.
Instead, we recommend picking up lunch at Te Ke Voi and finding a place to sit in the square to enjoy your meal. The sandwich shop is located right next to the Loggia and they make quick and delicious focaccia sandwiches.
#13 Contrade of Siena
During Medieval times, the old city of Siena was segmented into contrade – or districts – for both military and clerical purposes. The contrade in Siena became tight-knit communities and often developed a specific trade.
Although only 17 of the original 59 contrade exist today, each one still operates as a tribe, with a symbol, flag, museum, church, fountain and motto. The Palio Horse Race is a competition between the Siena contrade – and the winner earns bragging rights for the entire year.
One of the unusual things to do in Siena, Italy is to seek out the different districts based on the contrade symbols. Look for plaques by street names, sculpted animals and the colorful contrade flags.
#14 Palazzo Chigi-Saracini
The Gothic Palazzo Chigi-Saracini dates to the 12th century and the building follows the crescent curve of Via di Citta. For centuries, the palace served as a residence, but in 1965, the building was left to the Siena Chigiana Music Academy.
Concerts are often held inside the palace’s rococo concert hall and visitors can join guided tours of the interior. However, the quaint courtyard within the palace is open to visitors for free and it’s one of the hidden things to see in Siena.
#15 Piazza del Duomo and Siena Cathedral
Without a doubt, one of the best things to do in Siena, Tuscany is to visit the famous Cathedral (or Duomo). Fascinating both inside and out, the cathedral in Siena is a sight to behold (even though part of it was never completed) and it’s filled with fabulous treasures.
The façade of the cathedral is intricately carved, while the rather unadorned bell tower is striped with black and white marble (a nod to Siena’s town colors).
Inside the Siena Duomo
The interior of the cathedral in Siena is decorated with an abundance of bewildering artwork, leaving visitors wondering which way to look. The distinctive white-and-black striped pattern extends to the giant columns along the nave – and heads of former bishops peer down at parishioners.
Even the floor features artwork in the form of colorful, etched marble slabs (the Massacre of the Innocents paints a vivid scene). Other artwork that is not to be missed is the statue of St. John the Baptist by Donatello, the statue of St. Paul by Michelangelo that stands in the Piccolomini Altar and the carved marble pulpit by Nicola Pisano.
#16 Piccolomini Library
Located inside the Siena Cathedral (and included with admission), the Piccolomini Library is one of the best Siena sights to see.
The small library room houses a collection of ancient choir books. Their large size ensured the songs could be seen by all the singers. Even more impressive are the detailed and vivid frescoes that bedeck the walls and tell the story of Siena born Enea Silvio Piccolomini – better known as Pope Pius II.
#17 Cathedral Museum, Baptistry and Crypt
The Museo dell’Opera, Baptistry of San Giovanni, and subterranean Crypt are a few more places to go in Siena within the duomo complex.
The Museum Cathedral, which was founded in 1869, hosts a collection of fine artwork, tapestries, jewelry and manuscripts. The Baptistry is festooned in Renaissance frescoes, yet the magnificent marble Baptismal Font is the centerpiece. In the crypt, visitors can see 13th century frescoes that were only discovered in 1999.
All of these sites can be visited with a combination Opa Si ticket that is available for purchase at the cathedral office.
#18 Unfinished Cathedral Façade
The Siena Cathedral was completed in the late 1200s. However, by 1339 there were already plans to expand the structure to double its size. The competition between Siena and Florence was fierce – and Siena wanted a church that was bigger than the one in Florence.
A grand plan was designed and building commenced. Then, in 1348 the Black Plague struck, nearly cutting the population in half. The city never fully recovered – and many of the survivors believed that their competitive attitude was what brought the plague upon them.
Therefore, the Facciatone di Duomo – the New Cathedral Façade – was left in an unfinished state and the expansion project completely abandoned. Today, the incomplete façade is where to go in Siena, Italy for phenomenal panoramic views!
#19 Santa Maria della Scala
One of the oldest hospitals in Europe, Santa Maria della Scala opened in 1090 (but possibly has origins to 898). The hospital was dedicated to feeding the poor, caring for orphans and housing pilgrims on the Via Francigena route from Rome to Canterbury, England.
Throughout the centuries, the hospital amassed a collection of masterpiece artworks and artists were commissioned to paint frescoes on the walls.
In 1995, the hospital was converted into a museum showcasing its historical, archaeological and religious artifacts. The Museo Archeologico Nazionale is part of the Santa Maria della Scala complex.
#20 Via del Costone Pedestrian Path
The Via del Costone walkway is somewhat of a hidden gem and one of the best things to see in Siena. Along the downhill route, you’re greeted with fabulous views and the hulking Basilica Cateriniana San Domenico Church looms large on the side of the hill.
Via del Costone was often used by a young Saint Catherine. It’s said, when she was walking along the path, she had her first spiritual vision of Jesus.
#21 Fontebranda Medieval Fountain
Located in the Contrada dell’Oca District (the Goose neighborhood), the ancient Fontebranda is the city’s most beautiful fountain.
Built in 1246 by the Wool Makers Guild, the brick structure covers a pool of water that is brought in via aqueducts from a natural source 15 miles away. There are three Gothic arched entrances and originally, three basins into which the water was distributed.
Historically, each entryway was dedicated for a specific purpose. The first was drinking water for people, the second provided water for animals and the last was for washing clothes. Fontebranda is also mentioned by Dante in The Inferno.
#22 Santuario Casa di Santa Caterina
The Shrine to St. Catherine is not a church, but rather the home where she grew up and lived. The cheerful yellow complex, with its long, arched portico, is one of the best places to see in Siena for travelers who want to learn more about St. Catherine.
The chapels within the home were created after her death and the shrine is meant to be a place of quiet contemplation. It is free to enter the complex and visit the rooms and chapel.
#23 Basilica Cateriniana San Domenico
There are many, many churches in Siena, Italy – but none quite as intriguing as the Basilica of San Domenico. It dates to 1226, but was renovated in the Gothic style in the 14th century.
The large brick structure is dedicated to St. Catherine. While the vast interior feels a bit cavernous, the site hosts the head of St. Catherine…and her finger, too.
#24 Fortezza Medicea
The massive Medicea Fort was built in the 1560s as a defensive measure to protect the city of Siena. It was used for military functions until the late 1700s.
In 1937, the fort was restored and reopened as a public park. Inside, there are walking paths, fountains, a theater and a bar. The tops of the thick, brick walls have been repurposed into grassy parks.
#25 Vista Panoramica di Siena
One of the top things to see in Siena, Italy is the city from afar – and this is the prime spot! In addition to the terrace providing a phenomenal viewpoint, it also hosts artistic sculptures and a pleasant café and bistro.
More Things To Do in Siena, Tuscany
We have shared our top picks for the best things to see in Siena, Italy. However, there are a few more sights that fellow travelers might be interested in seeking out.
Via della Galluzza
The sloping Via della Galluzza provides another dramatic entrance to Siena. Walking beneath the series of picturesque arches leads up to Via Diacetto and Piazza di Indipendenza.
Piazza di Indipendenza
Only designed in the late 1800s, the centerpiece of the square is a yellow, three-arched loggia. The prestigious Teatro dei Rozzi theater also stand on the square.
Botanic Garden
One of the peaceful places to see in Siena, the shaded Orto Botanico dell’Universita is nice escape on hot days. The garden was established in 1588 and its collection of plants (located on the grounds and in greenhouses) are clearly labeled.
Pinacoteca Nazionale
Founded in 1932, the National Art Gallery of Siena houses fine Italian Renaissance art. It features a large collection of paintings from Sienese artists dating from the 14th and 15th centuries.
Wineries in Siena
Situated in one of the most renowned wine making regions in the world, sampling local wine is one of the top things to do in Siena, Tuscany. There are several vineyards in Siena that are just beyond the historic center.
The best way to experience Tuscan wine is to join a tour. This 3-hour tour features a tasting and includes exploring the vineyards, seeing the cellar and tasting local food products, too!
Alternatively, visitors can join a full day tour to one of the top wineries near Siena, Italy. This small-group expedition includes touring the facilities, tasting the wine, eating a local lunch and discovering a Tuscan village.
Cooking Class in Siena
Travelers can learn the art of Tuscan food by joining a class! During this highly rated class, which is led by a professional chef, participants learn how to make a few regional specialties.
Guided Walking Tour of Siena
We’ve highlighted the Siena must-see attractions and listed them in order for a self-guided walk. Those who would rather let a local guide lead the way should join a top-rated tour, like this one!
Places Near Siena
Travelers staying in Siena might consider taking a day trip to explore more of the region. One of the top things to do near Siena is to discover nearby Tuscan villages. Visitors can plan the trip on their own – or join an organized full-day tour that includes Pienza and Montalcino!
Where To Eat in Siena, Italy
Eating in Siena is just as important as sightseeing! Tuscan cuisine is delectable – and Siena visitors should certainly get a taste of the regional specialties. Want to combine Siena sightseeing with the local fare? Join a local guide for a Walking Food Tour!
Antica Trattoria Papei
Ranking as the oldest restaurant in the city – and hailed by many as the best restaurant in Siena – Antica Trattoria Papei is known for their pasta dishes. Order the pici!
Osteria Permalico
Regularly rated as one of the best restaurants Siena, Italy, Osteria Permalico specializes in Tuscan cuisine. It’s a good place to try the Cinta Senese cured meat.
Pretto Prosciutteria e Convivio
Offering typical Tuscan meats, cheeses and sandwiches, Pretto Prosciutteria e Convivio is a favorite spot for a ‘Cutting Board’ meal. They also get rave reviews for their Lampredotto sandwich – a Tuscan specialty!
La Vecchia Latteria
A top pick for the best gelato in Siena, Italy – especially their fruit flavors that feature real pieces of fruit!
San Paolo Pub
One of the best bars in Siena, this pub has balcony tables that overlook Piazza del Campo and craft beer on tap!
Tourist Map of Siena, Italy
Use this Google Map for an interactive version of our Siena map below.
Siena Travel Tips
Now that you know what to see in Siena, we want to share some honest advice that will help make planning your trip easier.
Best Time to Visit Siena, Italy
Although the summer is the most popular time to visit Siena, we don’t recommend it. Not only is the town crushed with other tourists, but the weather can be stifling hot.
Fall can be a fabulous time to visit Siena. The temperatures begin to cool and autumn marks harvest season.
Winters can be cold, but we imagine spending Christmas in Siena would be magical. It could also fit in nicely with some of the other Best Christmas Places in Europe!
Still, we believe spring is the best time to go to Siena, Italy. The weather is warm, but not hot. Plus, there are fewer crowds and better hotel prices than in the summertime.
How To Get to Siena, Italy
Siena can be reached by bus or train. The closest airport to Siena is in Florence (FLR). Other airports in the region are Perugia, Pisa, Bologna and Rome.
Florence, Italy to Siena
The distance between Florence and Siena is 55 miles and the two are well-connected. The close proximity and options for transit make it rather easy to plan a day trip from Florence to Siena.
The drive from Florence to Siena, Italy takes about 1.5 hours. Visitors who do not want to drive can book a private driver – like this one.
There are also trains to Siena from Florence. Riding the train from Florence to Siena takes about 1.5 hours. The fastest bus to Siena from Florence – Bus 131R – takes about 1 hour and 20 minutes.
Travelers can also join one of the popular bus tours to Siena from Florence that include multiple destinations – like this highly rated excursion.
Tips for Arriving in Siena, Italy
We are sharing a few details that travelers will need to know when arriving in Siena.
Parking Lots
If you’re driving to Siena, the city center is a (mostly) pedestrian-only zone. There is parking outside the city walls in lots, garages and on the street. It is important to note that there is typically a fee to park. The most convenient parking lot is just outside of Porta Camollia, however, at the train station is the cheapest.
Train Station
The train from Florence to Siena, Italy arrives at the Siena FS Train Station. The station is located north of the city and is about a 10-minute walk from Porta Camollia (with the help of an escalator).
Main Bus Station
The bus station in Siena, Italy is at Piazza Antonio Gramsci (but is basically a bunch of bus stops). Passengers from Florence taking the 131R bus can opt to exit at the Porta Camollia Bus Stop, and enjoy the pleasant walk into town like we did!
Where To Stay in Siena, Italy
If you are staying in Siena, the city has lodgings to fit every style and budget – from luxury hotels in Siena, Italy to affordable hostels. Use our tips for Finding Cheap Hotels to get the greatest value!
Palazzetto Rosso Art
Quite possibly the Best Hotel in Siena, Palazzetto Rosso is located right in the middle of the old town. The hotel features rooms with Siena views and comfortable beds – plus they offer breakfast. Check rates for your stay!
I Merli di Ada
With a top location and exceptional service, guests rave that I Merli di Ada is the best hotel in Siena. The historic building has been updated with all the modern conveniences, plus they offer breakfast and bicycle rentals. Check availability!
Palazzo di Valli
Interested in sleeping in a castle in Siena? While Hotel Palazzo di Valli is not in the center, the hilltop hotel occupies an 18th century villa and is surrounded by a lush garden. One of the best boutique hotels in Siena, the property gets rave reviews. Check it out!
HostelCiompi
There are not an abundance of hostels in Siena, but HostelCiompi is well-located and offers private rooms with shared bathrooms. Check rates!
Airbnb
Visitors staying for a few days may be more comfortable in a vacation rental. Travelers can find Siena holiday apartments on Airbnb or Booking.com.
What To Pack for Siena
Whether traveling to Siena for a day or a week, there are a few things you will want to pack in your suitcase. Go ahead and grab our FREE Packing Checklist and let’s get you to Italy!
Comfortable Shoes
The best Siena places to visit will require a fair bit of walking. I like to wear lightweight and versatile sneakers for sightseeing and Kris is most comfortable in these trail shoes. You can find specific tips and reviews in our Guide to the Best Shoes for Travel.
Travel Camera
The Siena places to see are stunningly beautiful! Rather than using your phone to capture that beauty, we recommend upgrading to a real camera for your trip to Tuscany.
We use a DSLR Canon Rebel with a 18-135mm lens. Not only does it take quality photos, but it is relatively affordable – making it the best camera for budget travelers!
Appropriate Clothing and Sun Protection
Churches are a few of the top Siena places to visit – and you will want to make sure you are dressed appropriately. We recommend bringing a lightweight wrap that you can use to cover shoulders or knees.
Also, bear in mind that the Tuscan sun is strong! It is best to bring sunscreen for your trip to Siena (as it’s quite expensive locally). Don’t forget a wide-brimmed travel hat and your favorite pair of sunglasses, too!
Day Pack
Those spending a full day exploring the top Siena sights will want to carry a proper day bag. For our Siena trip, we carried these small backpacks. You can read our Reviews for the Best Day Bags for different styles and options.
European Travel Insurance
Trip insurance can cover a range of unexpected costs – from flight cancellations to lost luggage to getting sick abroad. If you haven’t already obtained coverage, check the rates at World Nomads.
Start planning your trip to Italy! Search for the lowest airfares, the best accommodations and fun things to do…then start packing! Want more advice? Head over to our Travel Planning Page for tips on traveling – and for country-specific information, take a look at our Travel Guides Page!
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