Cortona

Travel Guide

A hillside town with historic buildings, a church, and vineyards.
Olive groves and stone buildings with arched windows.
A historic European town square with stone buildings, green shutters, and outdoor seating areas.
A historic stone building with a bell tower, surrounded by lush greenery and olive trees.
A street with a shop selling jewelry and a signboard.

Climb up the winding narrow streets of this hilltop town and admire gorgeous vistas of verdant Tuscan valleys from elevated vantage points.

A stone wall encloses the red-roofed medieval buildings that make up the hilltop settlement of Cortona, a cultural hub in the Val di Chiana region. Explore centuries-old churches and enjoy superb views of the scenic Val di Chiana countryside.

Ask locals about some of the stories associated with the town. Legend has it that Cortona was built by a descendent of the biblical figure Noah many years after the Great Flood. The location was chosen because of its high elevation and picturesque views.

Among the most famous landmarks in town is the Cathedral of Cortona, a Renaissance structure that was built over an earlier Romanesque church. Enter to see the beautifully carved 17th-century altars and the religious paintings in the choir.

Just south of the town center is the Santa Maria delle Grazie al Calcinaio church, which was constructed during the late 15th and early 16th century. Admire the Latin cross plan layout, the Renaissance design of the central dome and the pretty surrounding olive trees. The church of Santa Maria Nuova, which was built in the 16th and 17th centuries, features a Baroque-style dome.

Head to the central Piazza della Repubblica, a town square lined with historic buildings. Relax at one of the cafés here and survey the 13th-century Palazzo Comunale and the elegant clock tower.

Learn about the local culture at the Museo Diocesano Del Capitolo art museum and the Museo dell’Accademia Etrusca, which contains relics from Etruscan and Roman times.

Drive south from Arezzo for 19 miles (31 kilometers) to reach Cortona, which is in the southeastern part of Tuscany. Fly to either Perugia San Francesco d’Assisi – Umbria International Airport or Florence Airport. Trains run directly from RomeOpens in a new window, FlorenceOpens in a new window and ArezzoOpens in a new window. Expect hot weather from May to September and cold winters.

With delightful country views and medieval relics, Cortona is among the most appealing of Tuscany’s many charming hill towns.

Where to stay in Cortona

Find the best Cortona areas and neighborhoods for the activities you enjoy most. Learn more about Cortona
Learn more about Cortona

Cortona Old Town

Cortona Old Town is noteworthy for its historic sites, and you can make a stop at top attractions like Piazza della Repubblica and Signorelli Theatre.

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
$648 nightly
The price is $722 total per night from Sep 30 to Oct 1
$722 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
$360 nightly
The price is $406 total per night from Oct 11 to Oct 12
$406 total
Oct 11 - Oct 12
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
10/10 Exceptional! (335 reviews)
"There was nothing to be improved because everything was perfection!!"

Reviewed on Sep 19, 2026

Monastero di Cortona Hotel & Spa
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370 Cortona AR
$522 nightly
The price is $584 total per night from Oct 19 to Oct 20
$584 total
Oct 19 - Oct 20
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Museo Diocesano and Santa Maria Nuova are ...
9.4/10 Exceptional! (144 reviews)
"Amazing stay for our 25th anniversary. The property is breathtaking and every corner was like a Tuscan postcard! The room was beautiful, the pools were great and the food was exceptional. Would highly recommend and would go back in a second!"

Reviewed on Sep 18, 2026

Il Falconiere - Relais e Chateaux
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Antico Casale - Holiday Country Villa with swimming pool in Cortona

Antico Casale - Holiday Country Villa with swimming pool in Cortona

Cortona Tuscany
Stay at this villa in Cortona. Enjoy free WiFi, private pools, and a garden. Popular attractions Santa Maria delle Grazie and Giuseppe Garibaldi Memorial are ...
9.2/10 Wonderful! (49 reviews)
Review for stay from 29 August 2026 to 05 September 2026
"Sehr entzückendes Haus, mit schönem, uneinsichtigem Garten und Pool. Küche gut ausgestattet. Das gesamte Anwesen ist sehr gepflegt. Das Zentrum von Cortona ist fußläufig in ca. 10min zu erreichen. Der Gastgeber ist gut erreichbar und kümmert sich um alle Belange sofort. Absolute Empfehlung."

Reviewed on Sep 14, 2026

Antico Casale - Holiday Country Villa with swimming pool in Cortona
"Villa Stefania" Old  Tuscan Farmhouse - Great View on Cortona

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Cortona Arezzo
Stay at this villa in Cortona. Enjoy private pools, a garden, and laundry facilities. Popular attractions Museo Diocesano and Signorelli Theatre are located ...
10/10 Exceptional! (72 reviews)
"La villa est magnifique et très bien équipé! L'emplacement était idéal. Nous avons adoré notre séjour. Merci de nous avoir accueilli"

Reviewed on Sep 6, 2026

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Beautiful villa with spectacular views in a rural location

Beautiful villa with spectacular views in a rural location

Cortona Toscana
Stay at this villa in Cortona. Enjoy free WiFi, private pools, and a garden.
9.8/10 Exceptional! (44 reviews)
"Very lovely holiday home in quiet and peaceful beautiful surroundings and an impressive view. The house has everything you need. Madeleine was the perfect host. Definitely a place worth visiting again."

Reviewed on Jul 14, 2026

Beautiful villa with spectacular views in a rural location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Cortona attractions

Things to do

Frequently asked questions

Is Cortona worth visiting?
Cortona is worth visiting for its authentic Italian and European dining, offering dishes like pasta and regional specialties. Travelers can also explore standout attractions such as Villa Bramasole and the historic Cortona Cathedral. The destination is easily accessible, with practical train access for convenience.
When is the best time to visit Cortona?
The best time to visit Cortona is from May through September, when travelers can enjoy pleasant weather. For fewer crowds and better value, the quieter months of November through February are a good option, offering cooler temperatures and a more tranquil experience.
Where are the best neighborhoods to explore in Cortona?
The best neighborhoods to explore in Cortona depend on what you want to see:


What is Cortona known for?
Cortona is known for its historic landmarks, including Villa Bramasole, Cortona Cathedral, and Piazza della Repubblica. Travelers can explore the city's neighborhoods, such as Cortona Old Town, and enjoy the rich Italian food culture. This Italian city offers a blend of history and local flavors for travelers to discover.
What is a good itinerary length for Cortona?
A good itinerary length for Cortona is two to three days to explore Cortona Old Town, including Villa Bramasole, Cortona Cathedral, and Piazza della Repubblica. An extended stay of five to seven days allows travelers to enjoy an Authentic Cortona Cooking Class or take an Arezzo Gran Tour, making the most of the surrounding area. See Cortona Activities.
How do you get around Cortona?
Travelers can get around Cortona primarily by train, with services available from nearby Terontola-Cortona Station and Camucia-Cortona Station. These stations offer convenient connections, making train travel a practical way to explore the surrounding area from Cortona.
What are the top things to do in and around Cortona?
Cortona offers historic landmarks, culinary experiences, and tours of the beautiful Tuscan countryside:

  • Visit Villa Bramasole, a well-known landmark.
  • Learn to cook authentic Italian dishes with a Cortona Cooking Class.
  • Discover the nearby area on an Arezzo Gran Tour.
  • Explore Cortona Cathedral, a historic religious site.
  • Enjoy a Buccelletti Wine Tour and Tasting in Castiglion Fiorentino.

How do I plan a trip to Cortona?
To plan your trip to Cortona, search for places to stay on Expedia. Book flights and rental cars in advance, especially during popular times. Consider booking experiences like an Authentic Cortona Cooking Class or an Arezzo Gran Tour. Explore Cortona Old Town, including Villa Bramasole and Piazza della Repubblica. Remember to pair outdoor plans with indoor backups for weather flexibility.
What cuisines can you find in Cortona?
In Cortona you can find Italian cuisine, featuring classic dishes such as pasta, pizza, risotto, and tiramisu. Travelers can also enjoy European Mediterranean options, alongside a selection of Asian, steakhouse, and Latin American dining experiences.
Can I book a refundable hotel in Cortona?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Cortona by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Cortona with Expedia?
Expedia makes it easier to plan your Cortona trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Cortona?
The best choice depends on your travel style. Hotels in Cortona can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Cortona trip on Expedia?
Once you've booked your Cortona trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Cortona trip?
Expedia offers customer support before, during, and after your Cortona trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Cortona?
If it's your first trip to Cortona, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Cortona hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Cortona hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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