Tuscany’s San Gimignano is Everything an Italian Hill Town Should Be

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Image of a walled city with soaring stone towers on the top of a hill in Tuscany surrounded by yellow flowers and a vineyard

Perhaps the most famous of the Italian hill towns, this medieval city is a UNESCO World Heritage Site and one of Tuscany’s best destinations.

Known as the “Town of Fine Towers,” San Gimignano is a stunning medieval hill town in Tuscany, Italy. 

Its iconic skyline, dotted with 14 surviving towers, makes it one of the most picturesque destinations in the region. Once a thriving hub during the Middle Ages, San Gimignano is now a UNESCO World Heritage Site that attracts visitors from around the globe, especially during the busy summer months.

With its cobbled streets, beautifully preserved architecture, and rich history, this charming town is a perfect blend of culture, art, and culinary delights – straight out of Italian central casting. 

Whether you’re a history buff, a foodie, or just a lover of all things Tuscan (like me!), San Gimignano won’t disappoint.

That’s why I consider it one of the most amazing places to see in Italy.

Read More: Headed to Italy This Year? Here Are 15 Amazing Places See from the Alps to the Amalfi Coast 🏔️🍋

Here’s everything you need to know to visit.

Note: This post may contain affiliate links. If you choose to book through these links, I receive a small commission, which I will undoubtedly blow on more flights (it’s a vicious cycle).  All of this internet voodoo takes place at no additional cost to you. 

San Gimignano Tuscany Italy
The towers of San Gimignano

Getting There & Tips for Visiting

  • Getting There: San Gimignano does not have a train station so it’s best accessed by car or bus. It’s a short drive from Florence (1 hour) or Siena (45 minutes). From Rome, it’s a longer 3-hour drive but still possible to do as a day trip.
  • Parking: Convenient parking is available just outside the main gate of the town walls.
  • Best Time to Visit: Spring and fall are the best times for good weather and fewer crowds. During the peak summer months, shoot for mornings and evenings to avoid the mid-day tour bus crowds.
  • Wear Comfortable Shoes: The cobblestone streets can be uneven, so comfortable footwear is essential.
  • Plan Ahead for Meals: Popular restaurants can fill up quickly, so make reservations if you want to dine at a specific spot.
San Gimignano Parking Outside Walls Italy
Parking just outside the main gate

Things to See and Do

San Gimignano is compact and easy to explore on your own. But if you love a good guided tour to better understand the history, this 2-Hour Private Walking Tour of San Gimignano is the perfect way to discover the best of this historic town. 

Main Gate San Gimignano Tuscany Italy
Main Gate, San Gimignano

But if you prefer to explore on your own, here are a few things you shouldn’t miss:

Explore Piazza della Cisterna

The heart of San Gimignano, Piazza della Cisterna, is a triangular square surrounded by medieval buildings. Named after the ancient well at its center, the piazza is a lively spot to enjoy local cafes, gelaterias, and artisan shops. It’s the perfect place to soak in the town’s atmosphere.

Visit Cathedral Square (Piazza Duomo)

Another central hub, Piazza del Duomo, is home to some of San Gimignano’s most significant landmarks. Here, you’ll find the Collegiate Church (Duomo) and several impressive medieval buildings, including the Palazzo del Popolo and the Loggia del Comune.

Piazza del Duomo Church San Gimignano
Piazza del Duomo (Cathedral Square)

The square’s historic architecture and cultural significance make it a must-visit during your time in town.

Climb Torre Grossa

For panoramic views of the Tuscan landscape, climb Torre Grossa, the tallest tower in San Gimignano. Built in 1311, this 54-meter tower offers stunning vistas of the surrounding countryside and a unique perspective of the town itself.

Torre Grossa San Gimignano Tuscany
Torre Grossa

Visit the Collegiate Church of Santa Maria Assunto

Dominating Cathedral Square, the Collegiate Church, also known as the Duomo, is a must-visit for art and history lovers. Its interior is adorned with vivid frescoes depicting biblical scenes, created by renowned 14th-century artists. The church provides a glimpse into the religious and artistic heritage of the region.

Stroll Along the Town Walls

Take a leisurely walk along the medieval town walls for stunning views and a quieter escape from the busy streets. The walls offer several vantage points to admire the rolling Tuscan hills.

Streets of San Gimignano Italy
Streets of San Gimignano Italy

Indulge in the Local Tuscan Cuisine

San Gimignano is famous for its Vernaccia di San Gimignano, a crisp white wine produced in the area. Pair it with local specialties like saffron-infused dishes, wild boar ragù, or hand-rolled pici pasta. 

Oh, and don’t forget to try the world champion gelato from Gelateria Dondoli, often hailed as the best in the world.

Read More: First Trip to Italy? Here Are 20+ Iconic Foods (& Drinks!) You Can’t Miss 🍋🍝🍷

​Day Trip or Spend the Night?

A visit to San Gimignano can range from a half-day trip to a full day, depending on your interests and where you’re coming from. If you’re short on time, prioritize the towers, piazzas, and the Duomo. 

Here are the best day trips to San Gimignano:

Day trips to San Gimignano are great, but for a more relaxed experience without the crowds, staying overnight is the only way to go! Once the tour buses leave, you’ll have the chance to enjoy San Gimignano’s quieter, romantic ambiance and have the Piazza del Duomo all to yourself.

​Here are the best hotels in San Gimignano:

Leon Bianco – Location, location, location. It doesn’t get much better than this hotel located in the historic centre of San Gimignano. 

Hotel Bel Soggiorno – Situated just outside the main entrance to the city walls, this charming hotel is still within a short walk of central San Gimignano and conveniently close to parking if you arrive by car. 

Hotel La Cisterna – Located in it’s picturesque, namesake square, this elegant 14th-century building is another great choice within the walls of San Gimignano. Rooms are modern and some have valley views.

​Italy’s Hill Towns are the Perfect Day!

San Gimignano is a true gem of Tuscany’s hill towns. It’s a magical place to get a glimpse into Italy’s medieval past. 

Whether you’re marveling at its iconic towers, savoring a glass of Vernaccia, or wandering its charming streets, this town promises an unforgettable experience. Make sure to bring your camera and your appetite – San Gimignano is as much a feast for the eyes as it is for the palate.

Looking for more great places to visit in Italy? Start Here:

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