Pitigliano                                 

Tuscany

Pitigliano, often referred to as “Little Jerusalem,” is one of Tuscany’s most enchanting hilltop towns. Nestled in the province of Grosseto, this medieval gem is perched on a dramatic tuff cliff, offering breathtaking views of the surrounding countryside. With a rich history, charming stone alleyways, and fascinating Etruscan heritage, Pitigliano is a must-visit for travellers seeking an authentic Italian experience away from the more tourist-heavy spots of Tuscany. The town’s well-preserved Jewish heritage, stunning architecture, and delicious local cuisine make it an unforgettable destination.

In this travel guide, we reveal all the information on Pitigliano in Tuscany. In addition, we show you the best things to do, beautiful pictures, where to eat, how to get there, and where you can find the best places to stay.

 

PLAN YOUR TUSCANY ADVENTURE

These are our favorite companies we use when planning a trip, they consistently have the best prices, great customer service, and overall, are better than their competitors.

BOOK YOUR FLIGHT – SKYSCANNER – we always start here and usually always finish here. They price check over 1,200 travel sites to help you find the best prices. You can also try GOING to search prices across a variety of sites.

TRAVEL OPTIONS

CAR RENTAL – We recommend using Discover Cars or Rental Cars when booking a car rental, they work with hundreds of companies worldwide to help you find the best car for your needs.

TRAINSTRAINLINE – is our favorite, this site is very reliable and easy to use.

BUSOMIO – this website allows you to book train or bus tickets to travel from city to city the best and cheapest way. FLIXBUS is another terrific website with routes between 20 European countries.

ACCOMMODATIONS

BOOKING.com – is our go to for hotel searches around the world, we find they always have the cheapest rates and offer different payment options. In addition, VRBO is another terrific website for all types of accommodations.

HOSTELWORLD – is great if you’re traveling on a budget, and if you need a cheap place to stay.

SIGHTSEEING TOURS

GET YOUR GUIDE – is our favorite; they have stacks of tours and excursions available in cities all over the world. VIATOR is another great website for all types of tours.

TAKE WALKS – This walking tour company provides inside access to attractions and places you can’t get elsewhere.

TRAVEL INSURANCE

SAFETY WING – is our go to travel medical insurance company, especially for longer trips. You can either purchase a monthly plan or a plan for specific trip dates (i.e. 1-2 week trips). They cover people from all over the world, while outside their home country.

ARC’TERYX – is a go to reliable brand for outdoor adventure and travel, their wide range includes light weight durable, easy to clean travel gear.

Check out our RESOURCE PAGE for more additional planning.

 

Interesting information about Pitigliano

Pitigliano is located in the southern part of Tuscany, in the scenic region of Maremma, within the province of Grosseto. It is a small town with a population of approximately 3,500 residents, offering a peaceful and immersive experience for visitors. The best time to visit is during the spring months from April to June and in the fall from September to October when the weather is pleasant, and the crowds are fewer. Pitigliano is known for its deep historical roots, from the Etruscan civilization to its medieval and Renaissance influences. One of its most notable features is its Jewish heritage, which has earned it the nickname “Little Jerusalem.” The town is also famous for its striking tuff rock architecture, which gives Pitigliano its distinctive appearance, as well as for producing excellent local wines, including the renowned Bianco di Pitigliano.

 

Best Things to Do in Pitigliano

  
Explore the Historic Center

Wander through Pitigliano’s medieval streets is like going back in time, the best thing is to just stroll along where every corner offers a glimpse into the town’s rich past. The stone buildings, charming piazzas, and hidden alleyways create a magical atmosphere. Particularly picturesque are the old stone houses, built with the local red tuff, and the many plants and flowers that decorate the alleys.

Visit the Orsini Fortress

This imposing fortress is a former defensive complex built by the Aldobrandeschi family in the 12th century, which then became the property of Orsini in 1312. The latter transformed the castle complex and had the high walls gathered. Today Palazzo Orsini houses the Museum of religious art and the municipal Archaeological Museum. Paintings, sculptures, as well as goldsmith art can be viewed. As well as providing stunning views over the surrounding countryside.

 
Discover the Jewish Quarter and Synagogue

Pitigliano has a significant Jewish heritage, earning it the nickname “Little Jerusalem.” The historic Jewish Quarter features a beautifully restored synagogue founded in 1598, a ritual bath, and a kosher butcher shop. The Jewish Museum provides insights into the community’s history and traditions.

 
 Admire the Aqueduct

The Medici-built aqueduct is one of Pitigliano’s most striking architectural features. Its large, arched structures stand tall above the town and are a must-see for visitors.

Old Town Walls

The walls of the old town are one of the most stunning attractions of Pitigliano. The historical center is still surrounded by medieval walls, with historic gates, such as the beautiful Porta della Cittadella, which allows access to the center.

Explore the Etruscan Caves and Vie Cave

The ancient Etruscans carved a network of roads and caves into the tuff rock surrounding Pitigliano. Walking along the Vie Cave, narrow paths cut into the cliffs some 20 meters deep, is a unique and slightly eerie experience.

Visit the Cathedral of Saints Peter and Paul

The town’s main cathedral is an impressive religious site with a stunning Baroque facade. The interior features beautiful frescoes and religious artifacts.

 Relax in the Thermal Baths of Sorano and Saturnia

A short drive from Pitigliano, these natural hot springs offer a perfect way to unwind while enjoying the scenic beauty of Tuscany.

Taste Local Wines and Cuisine

The region is known for its Bianco di Pitigliano wine, a crisp white wine produced in the surrounding vineyards. Visit a local winery or enoteca to sample the best of Pitigliano’s wine culture.

Where to Eat in Pitigliano
  1. Trattoria Il Grillo
  • Cuisine: Traditional Tuscan
  • Highlights: Handmade pasta, wild boar ragu, and local cheeses
  • Why Visit: Cozy atmosphere with authentic, locally sourced dishes
  1. Hostaria del Ceccottino
  • Cuisine: Tuscan and Maremma specialties
  • Highlights: Tagliatelle with truffle, Fiorentina steak, and house-made desserts
  • Why Visit: Elegant yet welcoming ambiance with a fantastic wine list
  1. La Rocca Ristorante
  • Cuisine: Italian and seafood
  • Highlights: Fresh fish, homemade pastas, and excellent Bianco di Pitigliano wine
  • Why Visit: Great terrace seating with a view
  1. Forno del Ghetto
  • Cuisine: Bakery and Jewish specialties
  • Highlights: Sfratti (traditional Jewish cookies filled with nuts and honey)
  • Why Visit: A great spot to try Jewish-inspired Tuscan treats
 
Where to Stay in Pitigliano

 La Casa degli Archi

A charming boutique guesthouse located in the heart of Pitigliano, La Casa degli Archi offers stunning views of the surrounding countryside and beautifully designed rooms that blend historic charm with modern comforts.

 Locanda Il Tufo Rosa

This cozy and welcoming inn provides an authentic Tuscan experience with rustic-style rooms and a fantastic location within walking distance of Pitigliano’s main attractions.

 Agriturismo Poggio al Tufo

For those seeking a countryside retreat, this agriturismo is a great option. Surrounded by vineyards, it offers comfortable accommodations, delicious farm-to-table meals, and an immersive Tuscan experience.

 Albergo Guastini

A historic hotel with traditional décor and a warm atmosphere, Albergo Guastini is a great choice for visitors looking main sites.to stay in a classic Italian setting with easy access to Pitigliano’s

 

How to Get to Pitigliano

By Car

Driving is the best way to reach Pitigliano, as public transport options are limited. The town is well-connected to major Tuscan cities:

  • From Rome: Approx. 2.5-hour drive (160 km)
  • From Florence: Approx. 2.5-hour drive (180 km)
  • From Siena: Approx. 2-hour drive (120 km)
  • From Grosseto: Approx. 1-hour drive (80 km)
  • Compare these car rental prices at Discover car or Rental cars.com, we use both these companies. Both highly recommended.

By Train and Bus

There is no direct train to Pitigliano. The nearest railway station is in Albinia or Orbetello, from where you can take a bus to Pitigliano. Buses run infrequently, so renting a car is the most convenient option.

By Air

The closest airports are:

  • Rome Fiumicino (FCO) – 2.5 hours by car
  • Florence (FLR) – 2.5 hours by car
  • Pisa (PSA) – 3 hours by car
Book your flight here.

Pitigliano is a true hidden treasure of Tuscany offering natural beauty, whether you’re strolling through ancient streets, exploring Etruscan sites, or savouring delicious local food and wine, this enchanting town promises an unforgettable experience. If you’re looking to escape the crowds and discover an off-the-beaten-path destination in Italy, Pitigliano should be at the top of your list.

Tours of Pitigliano

If you don’t plan on renting a car while in Tuscany, you can visit Pitigliano on a tour. This takes care of your transportation to and from Pitigliano, which can save you a lot of time. Here are several tours from nearby towns.

                                                        

More places to visit in Tuscany

LUCCAThe Gem of Tuscany

MONTEPULCIANOA Guide to the Wine City

SAN GIMIGNANO – A Guide to the Wine City

VOLTERRA Medieval Hillside Town

FLORENCEBest Day Trips