I have long dreamed of the rolling Tuscan hills. I had an image of staying in a farmhouse in the countryside, cycling for fresh bread and tomatoes in the mornings, doing some work, and then watching the sunset with a glass of wine and a book. If this isn’t clear yet, I have a tendency to see life as a movie (some might call it a delusion!). So, my expectations were high. I left booking accommodation until about 10 days before. I was not sure where to stay because there are so many beautiful towns rich in history in Tuscany. I also realized that staying in the countryside would be a logistical nightmare – no car, no buses. Where would I even rent or buy that bike I had dreamed of?! After a little research, I found a city called Siena, and it looked perfect.
Siena itself is beautiful; it’s a medieval city surrounded by a 1000-year-old wall. UNESCO describes Siena as the “ideal embodiment of a medieval city,” and I agree. It is a completely walkable and compact city with modern shops, pubs, and restaurants. FlixBus serves the town, making it easy to get to from other areas of Italy. So, what is there to do?
Cool Things To Do In Siena
1. Piazza del Campo
Piazza del Campo is a large shell-shaped square and is the heart of Siena. The Piazza is nestled in the midst of three small hills and is surrounded by eleven narrow streets that slope down to the square. It is considered one of the greatest squares in Europe, and spending time in this beautiful square is one of the best things to do in Siena.
The Piazza’s open design is perfect for outdoor events. On the night we arrived, the square was filled with seats, and a stage was erected for a concert. Not to mention, it is also the venue for the famous Palio.
On a typical day, it is a bustling place with people sitting on the ground, enjoying gelato, or at one of the many cafes and restaurants surrounding it. Additionally, it provides some much-needed shade during the summer heat.
2. Duomo di Siena
At the risk of sounding cliché, this cathedral is truly breathtaking and a fascinating example of Italian Gothic architecture and history. You will be awed by its black and white exterior and even more captivated by its grand interior. The Duomo dates back to 1245 but was not completed until the 19th century.
As this is one of the best things to do in Siena the queue to buy tickets can be extremely long, therefore it is best to purchase your tickets online in advance.
There are a variety of ticket options:
1. NP-INTERO PREV – entry to Cathedral and Piccolomini Library. €7.
2. NP-OPASIPASS PREV – entry to the Cathedral and Piccolomini Library, Museo dell’Opera del Duomo and Facciatone (panorama), Crypt, Baptistry. €15.
3. NP-OPASIPASS BIMBI 7-11 PREV – discounted entry for children aged 7 to 11. €4.
4. Gate Of Heaven (PDC ALL INCLUSIVE INTERO PREV) – entry to Gate of Heaven, Cathedral and Piccolomini Library, Museo dell’Opera del Duomo and Facciatone (panorama), Crypt, Baptistry. €22
You can choose your entry time, but you must adhere to it; otherwise, entry may be denied.
The mosaic floor is often covered to ensure its protection but is uncovered at various times throughout the year. This information will be displayed at the time of booking.
3. Eat The Best Cannoli In Siena
I declare Ke Cassata has the most delicious cannoli in all of Siena, maybe even Italy! Not only do they have cannoli but they also are known for their arancini (breaded rice balls with mozzarella, yum!).
The ricotta filling in the cannoli is not too sweet, and the pastry is perfectly crisp and flaky. I tried the pistachio and orange flavours. They were both absolutely delicious.
You can find Ke Cassata in 2 locations; Strada di Pescaia 117 and Via dei Rossi.
4. Walk Fortezza Medicea
This former fortress, which was once a defense during battles with the Spanish, dates back to 1561. Today, it is the location for many events, such as outdoor cinema, concerts, and art exhibitions.
The views are incredible, with a sea of terracotta roofs, the Duomo, and the rolling Tuscan hills in the distance.
5. Ciacinni from La Piccola Ciaccineria
This is no ordinary pizza; this is ciacinni. Ciacinni is essentially a pizza stuffed with various toppings. Think of it as a light pizza sandwich; the bread is not as thick as a calzone. The ciacinni usually includes a type of meat, such as prosciutto, spicy salami, or speck, and a cheese like mozzarella, stracchino, or mascarpone.
Don’t be fooled by the unassuming exterior; this low-key pizzeria will delight your taste buds. You can choose from many different flavours of ciacinni, and don’t be surprised if you find yourself going back repeatedly; it really is that good! They also offer regular pizzas and calzones.
Prices are very good, a slice starts at only €2.
Find La Piccola Ciaccineria at Via S. Pietro, 52, 53100.
6. Torre del Mangia
Located on Piazza del Campo and visible throughout the city, at 102 meters, Torre del Mangia is Italy’s second-largest tower. It was constructed to the same height as the Duomo di Siena to symbolize that the state and church have equal power.
Climbing the 400 steps is not only one of the best things to do in Siena, but it also offers the best views.
7. Check Out The Naked Lady On Via dei Rossi
On the corner of Via dei Rossi stands a mysterious naked lady named Dama Ignuda, peering through her curtains at the city below, with nothing but a pomegranate dangling in front of her. It’s equal parts bizarre and cool!
This unusual sculpture was created in 1995 by a local artist, Pier Luigi Olla. It’s easy to miss; in fact, I walked by it on many occasions before I noticed it.
8. Take A Day Trip To Remember
- Cycle through the famous Tuscan countryside surrounded by vineyards. This tour involves an e-bike and lunch at a local farm
- Visit the nearby medieval villages of Pienza and Montepulciano. This tour includes a 3 course meal and pecorino cheese tasting at an organic farm and wine cellar tour and tasting in Montepulciano
- Learn albout the famous Brunello wine on a Brunello di Montalcino Guided Wine Tour and lunch. Brunello di Montalcino is made with 100% Sangiovese, this is the wine that according to critics is the best in Italy.
Where To Stay In Siena
The historical centre of Siena is the best place to stay. You will be within walking distance of the main attractions, plenty of incredible restaurants and bars. Check out some of my recommendations below,
Attilio Camere is centrally located just 100 metres from Piazzo del Campo and very close to Siena’s min sights. Rooms are cosy, with high wooden beam ceiling, all are fitted with AC and some have an incredible view of the city. Prices start from €94 per night.
Domus Il Palio is a 3 star bed + breakfast located just 15 minutes walk from Pizza del Campo. Rooms are comfortable with air conditioning and flat screen TV. Prices start from €100 per night.
B&B I Tetti di Siena is located in the historic centre of Siena, rooms are bright and spacious, if you are lucky enough to have a room with a balcony the view of the city is spectacular. Prices start from €134 per night.
Siena Vip B&B, a boutique b&b located just 5 minutes walk to the Duomo. The hotel offers a big breakfast spread that is delivered to your room each morning. The rooms are modern and spacious, you can also choose to stay in a studio or apartment with. a private kitchen. Prices start from €154 per night.
Palazzo Del Papa Guest House, stay next to Piazza del Campo, ideal for exploring the city. Rooms are modern, clean, and come equipped with air conditioning, Flat screen TV, and minibar. Prices start from €182 per night.
Getting To Siena
Flying
The closest airport to Siena is Florence ‘s Amerigo Vespucci Airport (FLR), this is 80 km away.
Florence Airport is small, airlines operating here include British Airways, Air France, KLM, TAP, and Vueling. From Florence you can take a high-speed train to Siena.
The second closest airport is Pisa International Airport, this is the main airport in Tuscany and is 140 km from Siena. Airlines operating here include Ryanir, British Airways, AerLingus, Wizz, and easyJet. From Pisa Airport you can take a high-speed train to Siena.
Another option if you are having trouble finding a direct flight to Siena is to fly into Rome and take a high- speed train to Siena from there.
Using a flight comparison website such as Skyscanner can help in identifying the best airport to land in depending on your departing base.
Trains To Siena
Italy has a fantastic rail network that includes high speed trains that can go up to speeds of 300 km. I always use omio.com to book my trains and buses when travelling through Europe.
It is important to book trains 1-2 weeks in advance. In my experience travelling Italy the train ticket prices can triple when booked close to the departure date.
From Florence a high-speed train takes 1 hour 27 minutes. Prices start from €11.
From Pisa a semi fast train departs from Pisa Centrale to Empoli. Transfer to a regional train to Siena. Total journey takes 1 hour 42 minutes. Prices start from €14.
From Rome take a semi fast train to Chiusi-Chianciano Terme, transfer to a regional train to Siena. Total journey take 3 hours 15 minutes. Prices start from €24.
From Milan a high-speed train departs from Porta Garibaldi to Florence, transfer to a regional train to Siena. Journey takes 3 hours 50 minutes. Prices start from €52.
From Lake Garda a high-speed train departs from Peschiera del Garda to Florence, transfer to a regional train to Siena. Total journey take 4 hours 12 minute. Prices start from €40.
From Lake Como a high-speed train departs from Como San Giovanni to Milan Porta Garibaldi, transfer to another high-speed train to Florence, and finally transfer to a regional train to Siena. Total journey takes 5 hours 20 minutes. Prices start from €70.
Bus
A more budget friendly option, especially if you’ve booked last minute, is to get the bus. Italy has fantastic highways and affordable bus operators.
From Florence it takes 1 hour to reach Siena by bus. Prices start from €6.
From Pisa it takes 2 hours to reach Siena by bus. Prices start from €11.
From Rome it takes 2 hours 50 minutes to reach Siena by bus. Prices start from €6.
From Milan it takes 5 hours to reach Siena by bus. Prices start from €23.
From Lake Garda it takes 9hours 30 minutes to reach Siena by bus. Prices start from €42.
From Lake Como it takes 8 hours to reach Siena by bus. Prices start from €28.
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