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

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.
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Here’s everything you need to know to visit.
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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.
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.
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.
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.
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.
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.
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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:
- From Florence – Tuscany Wine tour & San Gimignano from Florence
- From Rome – Siena and San Gimignano from Rome: Tuscany Wine Tour
- Arriving on a ship? Here’s the Best of Siena and San Gimignano from Livorno
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.
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