Cortona, Val Di Chiana Travel Guide

Explore Cortona, a stunning Tuscan hill town filled with medieval charm, fantastic cuisine, and breathtaking landscapes that transport you to another era.

Nestled in the heart of Tuscany, Cortona enchants visitors with its stunning medieval architecture, breathtaking landscapes, and rich cultural heritage. This picturesque hilltop town offers a glimpse into Italy's past, making it an ideal destination for tourists seeking beauty and history.

A brief summary to Cortona

Cortona, Province of Arezzo, IT

From Eve

Know before you go

Hi, I'm Eve. Here are a few practical things to know before exploring Cortona.

Visit during the golden hour for stunning photographs of the landscape.
Try local wines at a winery nearby for an authentic Tuscan experience.
Explore the less-traveled paths to discover hidden gems away from the crowds.
Check the local festival schedule to experience Cortona's vibrant culture.
Wear comfortable shoes as the cobblestone streets can be steep and uneven.

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Other nearby places you may find interesting

The closest places of the same kind, if this one is not quite what you had in mind.

Piazza della Repubblica

Piazza Luca Signorelli

Piazza Garibaldi

Villa Bramasole

Fattoria Bistecca

Explore Cortona on the Map

A handpicked selection of must-see spots near Cortona, mapped for you.

Getting There

Walking

If you are in the center of Montepulciano, start at Piazza Grande, the main square. From there, head east on Via di Gracciano nel Corso. Continue straight until you reach the intersection with Via delle Lettere. At this intersection, take a left. Continue along this road, which will lead you out of Montepulciano towards the countryside. After about 1.5 kilometers, you will see signs directing you towards Cortona. Follow the signs, and after approximately 3 kilometers, you will arrive at the beautiful town of Cortona.
Public Transport

From Montepulciano, walk to the nearest bus stop located on Via della Libertà. Take the bus heading towards Cortona. The bus schedule may vary, so be sure to check the local timetable or ask locals if you're unsure. The bus ride will take approximately 30 minutes. Once you arrive at the main bus station in Cortona, you can easily explore the town on foot.
Bicycle Rental

If you prefer a more active approach, consider renting a bicycle from a local shop in Montepulciano. Start from Piazza Grande and head down Via di Gracciano nel Corso. Continue until you reach the outskirts of town, then follow the cycling paths towards Cortona. The ride is scenic and will take about 30-40 minutes, depending on your speed. Be sure to wear a helmet and stay on marked paths for safety.

Discover more about Cortona

Cortona, a charming hill town in Tuscany, Italy, is a hidden gem that captivates travelers with its stunning vistas, historic architecture, and rich cultural tapestry. Perched high on a hill, Cortona boasts breathtaking views of the surrounding Val di Chiana, making it a perfect spot for photography enthusiasts and nature lovers alike. The town’s narrow, winding streets are lined with ancient stone buildings, quaint shops, and inviting cafes, offering visitors a glimpse into a bygone era. As you stroll through its picturesque alleys, you'll discover well-preserved landmarks such as the Etruscan Academy Museum, which showcases artifacts from the region's ancient past, and the magnificent Diocesan Museum of Cortona, home to remarkable works of art. Food lovers will appreciate the local cuisine, which features traditional Tuscan dishes made from fresh, local ingredients. Enjoy a leisurely meal at one of the many trattorias, where you can savor specialties like pici pasta and renowned Tuscan wines. Cortona also hosts various festivals throughout the year, celebrating everything from local produce to historical traditions, providing visitors with a unique cultural experience. For those looking to explore further, Cortona serves as an excellent base for day trips to nearby towns such as Arezzo and Montepulciano, as well as the stunning landscapes of the Tuscan countryside. Whether you’re seeking adventure, relaxation, or a deep dive into history and art, Cortona offers a delightful blend of experiences that will leave you enchanted and eager to return.