16 Cute Small Towns of Tuscany To Visit

ByCassandra Tresl

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Tour the best towns in Tuscany without the crowds of tourists! Discover beautiful small towns in Tuscany worth visiting that many don’t know about.

The countless charming and medieval towns of Tuscany are one of the top reasons for visiting the beautiful region.

Starting with world renowned destinations such as Pisa and its leaning tower to walled cities like Lucca, travellers may very well already have an idea of which Tuscan towns are worth visiting. However, an influx of tourists to many of Tuscany’s medieval towns has resulted in congested historic centres and inauthentic experiences. 

For those who are looking to skip the crowds, long queues and tourist traps, you’re in luck! Travellers interested in off the beaten path destinations will be pleased to know there are many alternatives to the overflowing UNESCO World Heritage Sites of Tuscany.

From clifftop micro villages to hidden gems, you too can discover the best non touristy towns in Tuscany. 

In this guide, you’ll find information on how to reach the countryside of Tuscany and the top small towns of Tuscany to visit.

🎒 Recommended: Guided Tour of Pisa, Siena, San Gimignano, and Chianti

Not interested in a self guided tour of Tuscan towns? Book an all-inclusive package instead!

Quick List: The Most Beautiful Small Towns of Tuscany to Visit

  • Cortona
  • San Gimignano
  • Volterra
  • Arcidosso
  • Castel del Piano
  • Sorano
  • Abbadia San Salvatore
  • Monteriggioni
  • Sovana
  • Passignano sul Trasimeno
  • Castiglione del Lago
  • Panicale
  • Buonconvento
  • Tuscania
  • Civita di Bagnoregio
  • Orbetello
  • Porto Santo Stefano
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What Is Tuscany Best Known For?

There are certain places in our world which merit their flawless reputation. The popular destination of the Toscana region and its breathtaking landscape is unquestionably one of them.

If you’re asking yourself whether Tuscany is worth visiting, the answer is absolutely yes. If you’re still wondering why people head to Tuscany, there are many reasons to justify a visit.

Tuscany is firstly known for cultivating and farming. The region’s rolling hills blanketed in grapevines and olive groves are Tuscany’s most prized possession. With this, comes impeccable Italian cuisine and world class wine tasting.

It also creates one of the most romantic sceneries in the world. If it’s not food or love you’re after, travellers with an appetite for history and art will relish in Tuscany’s distinguished culture.

Medieval hilltop villages and beautiful towns are without question one of the more marvellous attractions that are sure to impress anyone visiting Tuscany. 

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Map of Small Tuscan Towns

The Most Popular Small Towns of Tuscany

1. Cortona

Located in the province of Arezzo, Cortona is particularly one of the more known towns of Tuscany. Its well preserved medieval architecture, charming alleys filled with cafes and surrounding vineyard hills make it a desirable tourist destination.

For any pop culture fans, a visit to the Villa Bramasole from the “Under the Tuscan Sun” movie and book is a must. Cortona is also an archaeological attraction and a prominent site for Etruscan history.

View from Cortona Tuscany

What to See in Cortona:

Where to Stay in Cortona

Domus Ghibellinae – CHECK PRICES

Agriturismo Frantoio Valiani – CHECK PRICES

2. San Gimignano

The triangular historic town center of ancient San Gimignano is just one distinct trait which makes it one of the most frequented Tuscan towns. Visitors flock to San Gimignano to see its notable medieval towers emerging from the village’s skyline.

Most of San Gimignano is comparatively well preserved, with 12th-century frescoes, historic city walls and many cobbled streets to get lost in.

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top small towns of tuscany

What to See in San Gimignano:

Where to Stay in San Gimignano

Il Castro Luxury Apartments – CHECK PRICES

Azienda Agricola Polveraia – CHECK PRICES

3. Volterra

Rich in Entruscan heritage and preservation, Volterra is a small town packed with much to see. It is also no stranger to visitors with its multiple parking lots and tourist attractions.

You’ll find two Roman theatres, a bell tower from the 13th-century, a park with archaeologic ruins and countless panoramic views from the top of the city walls. It is one of the few small towns of Tuscany where you can carve out an entire day long itinerary for. 

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What to See in Volterra:

Where to Stay in Volterra

Podere Campiano – CHECK PRICES

Borgo Gatteraia – CHECK PRICES

Non Touristy Towns in Tuscany

4. Arcidosso

Located near the slopes of Monte Amiata, Arcidosso is situated just over 600 meters above sea level. This makes the scenery and landscape of Arcidosso a bit different than many of the top Tuscan towns.

Instead of olive groves and rows of grape vines, the town is nestled among deep green forests.

What to See in Arcidosso:

Where to Stay in Arcidosso

B&B Amiata – CHECK PRICES

Podere Madonna – CHECK PRICES

5. Castel del Piano

Just a stone’s throw away from Arcidosso is the village of Castel del Piano. The peak of the town’s skyline can be seen among the surrounding birch and chestnut trees, which are native to the area.

The medieval center of Castel del Piano resembles a labyrinth with its many alleyways, small town squares and narrow stairways. The town’s most notable cultural contribution is by the The Nasini family from the 1700s through the 1800s. The art collection can be seen at the gallery of Le Collezioni di Palazzo Nerucci.

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What to See in Castel del Piano:

Where to Stay in Castel del Piano

Grand Hotel Impero – CHECK PRICES

Podere Le Balze Nuove – CHECK PRICES

6. Sorano

Sorano is undoubtedly one of the best hidden gems of Tuscany. The village is strongly steeped in Etruscan history with ancient caves to explore just outside of the town centre.

Sorano impressively rests on a clifftop ridge and is dug into the rock, all while looking over the Lente River below. The historic center is filled with charming streets, ancient landmarks and hidden courtyards. 

cliffside village in tuscany

What to See in Sorano:

Where to Stay in Sorano

Hotel Della Fortezza – CHECK PRICES

Villaggio Le Querce – CHECK PRICES

7. Abbadia San Salvatore

Snuggled at the base of Monte Amiata is the town of Abbadia San Salvatore, the largest city in the Monte Amiata area.

One of its most prominent features includes the San Salvatore Abbey equipped with an underground ancient crypt, extraordinary architecture, astounding relics and detailed columns. The abbey is without a doubt one of the best lowkey attractions in all of Tuscany.

What to See in Abbadia San Salvatore:

Where to Stay in Abbadia San Salvatore

Hotel Relais San Lorenzo – CHECK PRICES

B&B Gli Archi – CHECK PRICES

8. Monteriggioni

Surrounded by the Chianti wine region, Monteriggioni is a magical micro town on a hilltop. The village is completely hugged by an ancient wall with two access points for pedestrians.

There is only one main town square, a few small streets to wander through and only a handful of accommodation options. It is a mini piece of Tuscan paradise in a petite package.

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What to See in Monteriggioni:

Where to Stay in Monteriggioni

Rooms and Wine al Castello – CHECK PRICES

Il Mandorlo di Monteriggioni – CHECK PRICES

9. Sovana

Sovana is the smallest village on this list of best small towns of Tuscany. It is comprised of just one street which is aesthetically decorated and lined with a couple of a cute cafes.

The village brings in the most visitors who are visiting the incredible archaeological site just down the hill. Caves, tunnels and even tombs are just some of the magnificent things to see at the Etruscan open air museum. 

What to See in Sovana:

Where to Stay in Sovana

Sovana Hotel & Resort – CHECK PRICES

Maremma Country Chic – CHECK PRICES

10. Passignano sul Trasimeno and Castiglione del Lago

On the border of the Tuscany region, Lago Trasimeno (or Lake Trasimeno) is technically located in the Umbria region but has historically been important for both regions. It is one of the most overlooked sites for people visiting other popular destinations such as Cortona.

Lake Trasimeno’s waterfront is filled with small towns and villages, many which rarely see tourists. Passignano sul Trasimeno and Castiglione del Lago both sit directly along the lake and are the biggest towns in the Parco Regionale del Lago Trasimeno, ideal for some family fun.

Passignano sul Trasimeno lake town
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Passignano sul Trasimeno Tuscany

What to See in Passignano sul Trasimeno:

Where to Stay in Passignano sul Trasimeno

Hotel Kursaal – CHECK PRICES

B&B Florida House – CHECK PRICES

What to See in Castiglione del Lago:

Where to Stay in Castiglione del Lago

Antica Casa di Famiglia – CHECK PRICES

Il Torrione – CHECK PRICES

11. Panicale

Near the Umbria and Tuscany borderline is Panicale, a quaint medieval village which remains unspoiled. Unlike the handful of towns in Tuscany which see a regular shuffle of tourists, Panicale is a best kept secret.

With its original structure still intact, Panicale is a classic hilltop village with maze-like paths and panoramic views from above. Although there are not many restaurant options, the ones that are present are worthy of appointing Panicale one of the best towns in Tuscany for food.

What to See in Panicale:

Where to Stay in Panicale

Rastrello – CHECK PRICES

Cottage La Dolce Agogia – CHECK PRICES

12. Buonconvento

As hilltop villages receive all the attention, other towns like Buonconvento easily get passed up. Located in the Crete Senesi region of Siena, it’s surrounded by classic rolling hills, vineyards and olive groves.

The historic town centre itself is very well preserved, picturesque and still surrounded by its original medieval walls.

Buonconvento landmark
Buonconvento town

What to See in Buonconvento:

Where to Stay in Buonconvento

La Maison de Nonnì – CHECK PRICES

Casa Prisca nel Borgo Antico – CHECK PRICES

13. Tuscania

Although its name suggests Tuscany, the town of Tuscania is actually located in the Viterbo province of the Lazio region. It is a surprising destination for archaeological ruins, which includes the national museum of Museo Archeologico Nazionale di Tuscania.

Through Tuscania’s ancient wall portal is the old town center, filled with impeccable dining options and charming courtyards. 

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Tuscania apartment
Buildings in Tuscan Towns
Tuscania town in Tuscany region

What to See in Tuscania:

Where to Stay in Tuscania

Case Vacanza Il Castello – CHECK PRICES

La Torretta – CHECK PRICES

14. Pitigliano

Pitigliano is positioned along the ridge of a cliff and arguably the most famous Tuscan town which is built into tuff, a type of volcanic rock. It is also known as “Little Jerusalem” since it historically served as an important haven for Jews fleeing Rome at one point in time.

Just down the hill from the town centre are hiking paths which lead to multiple ancient Etruscan sites. Because of Pitigliano’s majestic location, it is unquestionably a must see town of Tuscany.

Pitigliano Panorama

What to See in Pitigliano:

Where to Stay in Pitigliano

Country House Maremma Nel Tufo – CHECK PRICES

Mozzafiato Pitigliano – CHECK PRICES

15. Civita di Bagnoregio

Visiting Civita di Bagnoregio is a one of a kind experience as the small village is only accessible by a pedestrian bridge. It is arguably one of the most unique towns of Tuscany (well, technically on the border of Tuscany). Unless you are staying at one of the cliff’s hotels, you must park and pay to access the town.

Founded by the Etruscans more than 2,500 years ago, Civita di Bagnoregio holds a deep heritage, history and stories to be told.

Read More: How to Visit Civita di Bagnoregio

CIVITA DI BAGNOREGIO

What to See in Civita di Bagnoregio:

Where to Stay in Civita Di Bagnoregio

Case di Civita – CHECK PRICES

Acqua di Civita Beauty & Rooms – CHECK PRICES

16. Orbetello and Porto Santo Stefano

At the tip of Tuscany and in the province of Grosseto sits Orbetello. Unlike the other towns which are located on Tuscany’s coastline, Orbetello is found on a thin strip of land. It is directly surrounded by a lagoon with promenade walkways on both sides of the town.

best way to visit tuscany

There is a bridge at the end of Orbetello which allows you to reach the semi-island of Monte Argentario (which is technically a peninsula). The peninsula is somewhat of an isolated destination and mostly mountainous.

Since a majority of the island isn’t developed, Porto Santo Stefano and Porto Ercole are considered the largest towns. Monte Argentario is most known for beaches, hiking trails and panoramic views atop the mountain.

What to See in Orbetello:

Where to Stay in Orbetello

B&B Il Gabbiano – CHECK PRICES

Casa Iris Bed and Breakfast – CHECK PRICES

What to See in Porto Santo Stefano:

Where to Stay in Porto Santo Stefano

Appartamento del Sole – CHECK PRICES

Il Ciliegio – CHECK PRICES

How to Get to Tuscany

The region of Tuscany is located in central Italy. Its neighbouring regions which it shares borders with includes Umbria, Lazio, Emilia-Romagna, Liguria and Marches.

Tuscany’s capital is Florence which naturally makes it the most common access point for visiting the countryside of Tuscany. If you are planning on driving through Tuscany, taking a train or joining a tour of Tuscany, Florence makes the most sense as a starting location.

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Flying to Florence

Florence’s international airport (FLR) is small but located in close proximity to the center of Florence. By tram, one can reach Florence from the airport in 20 minutes for around €2 one-way.

If you’re flying within Europe, direct flights to Florence are very easy to find and depart regularly from most major European cities. Popular airlines such as Lufthansa, Air France, British Airways and more service flights to Firenze.

However, choosing the budget airline of Vueling is your best bet for finding the cheapest flight to Florence. 

Upon arriving in Florence, you can begin your journey to and throughout Tuscany by renting a car in Florence. Visiting the small towns of Tuscany is possible by making a loop, which will begin and end in the same location (Florence).

✈️ Book Cheap Flights to Florence
must see towns tuscany

Taking a Train to Florence

Train travel is the classically reliable option for getting around Europe. Whether you’re departing from another Italian or European city, reaching Florence by train is uncomplicated. Popular nonstop train routes to Florence include:

  • Milan to Florence: 2 hours by train (perfect weekend trip idea!)
  • Bologna to Florence: 40 minutes by train
  • Verona to Florence: 2 hours by train
  • Venice to Florence: 2 hours by train
  • Naples to Florence: 3 hours by train
🚊 Book Cheap Train Tickets in Tuscany
non touristy towns in tuscany

Train Routes to Main Cities in Tuscany

For reaching the countryside of Tuscany directly, there are a handful of major cities and towns which are quickly accessible by railway. For example, it is easily possible to visit the popular hilltop town of Cortona by train from Florence.

However, visiting the lesser known villages of Tuscany by train will take more time and logistical planning. If you are mostly interested in visiting the non touristy towns of Tuscany, it’s best to do this by car.

Still, some effortless train routes to beautiful places in Tuscany include:

  • Florence to Cortona: 1.5 hours by train for under €15 one-way
  • Florence to San Gimignano: 1 hour by train for under €10 one-way
  • Florence to Siena: 1.5 hours by train for under €10 one-way
  • Florence to Lucca: 2 hours by train for under €10 one-way

Getting to Tuscany from Rome

Many Italy itineraries include Rome and Tuscany in one trip. Getting from Rome to Tuscany (or vice versa) is quickest by either train or plane. A plane ride from Rome to Florence takes less than one hour and will cost under €100 one-way.

Taking the fast train from Rome to Florence is more affordable around €30 one-way for a 1.5 hour journey.

✈️ Book Cheap Flights to Florence

For those driving or looking to rent a car in Rome and drive to Tuscany, touring the Tuscan region from south to north is doable. Florence is only three hours away from Rome by car.

You can easily start and end your driving loop to see the towns of Tuscany in Rome instead of Florence. 

🚗 Find a Cheap Rental Car in Florence

The Best Way to Visit the Towns of Tuscany

The best way to visit Tuscany is positively by car or with a group/guided tour. Although it is possible to reach some towns of Tuscany by train, it is unfortunately not the most efficient.

For those who are only spending a few days or one week in Tuscany, it’s recommended to take a road trip through Tuscany in order to make the most of your time.

The small towns of Tuscany are typically perched on hilltops. For those that may be intimidated by driving in Italy because of the narrow roads, don’t be! By driving throughout Tuscany, you’ll be able to get as close as possible to these villages without having to actually navigate the nearly impossible tiny and medieval streets.

Nearly all of the small towns in Tuscany will have at least one large parking lot designated for tourists, or non residents. These parking lots are usually located just before the town centres and are therefore easy to reach.

If you are not interested in driving yourself, there are many tours which depart from big cities like Florence. Joining a guided tour with transportation included is a phenomenal way to experience Tuscany without having to rent a car.

Tuscany tours will usually include multiple towns, dining options and even wine tasting.

🚗 Find a Cheap Rental Car in Florence

More Towns in Italy to Explore:

Travel Resources for Tuscany

☔️ TRAVEL INSURANCE: EKTA or VisitorsCoverage

✈️ FLIGHTS: Skyscanner, CheapOair or Kiwi.com

🚙 CAR RENTALS: Discover Cars or Rentalcars.com

🚊 TRAINS & BUSES: Busbud, Trainline or Omio

🛳 FERRIES: Direct Ferries

🛌 ACCOMMODATION: Booking.com, Agoda or Trivago

☎️ ESIM / CELL PHONE DATA: Airalo

📸 TOURS & ACTIVITIES: GetYourGuide or Viator

Cassandra Tresl is the author and owner of Adventures of Ace, a travel blog that helps fellow adventurers uncover underrated destinations, budget travel hacks and family travel tips. She serves as the head co-pilot on road trips and is known to get captivated for hours by a search in Google Maps. When she isn't writing, Cassandra enjoys navigating life abroad in Italy and cooking for her daughter and husband.