Cortona

Travel Guide

Cortona featuring a city and farmland
Cortona featuring farmland
Cortona featuring heritage architecture
Cortona which includes farmland
Cortona featuring heritage architecture

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

Cortona

Cortona Old Town

5/5(38 area reviews)

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

Cortona Old Town
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
The price is ₩634,135 per night from Oct 22 to Oct 23
₩634,135
₩710,745 total
Oct 22 - Oct 23
includes taxes & fees
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (223 reviews)
"I stayed at Villa di Piazzano for two nights and overall had a lovely experience. The check-in process was seamless, and the staff were warm, professional, and very attentive, which set a great tone from the start. The property itself is absolutely gorgeous, with beautiful grounds and a peaceful ..."

Reviewed on Sep 23, 2025

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
The price is ₩455,747 per night from Oct 26 to Oct 27
₩455,747
₩514,518 total
Oct 26 - Oct 27
includes taxes & fees
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (238 reviews)
"Beautiful property, the staff were really friendly and helpful."

Reviewed on Sep 21, 2025

Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15, Cortona, AR
The price is ₩187,702 per night from Oct 22 to Oct 23
₩187,702
₩219,669 total
Oct 22 - Oct 23
includes taxes & fees
Stay at this 4-star business-friendly hotel in Cortona. Enjoy free WiFi, 24-hour room service, and valet parking (surcharge). Our guests praise the helpful staff ...
9/10 Wonderful! (267 reviews)
"Very friendly and helpful staff. Nice rooms"

Reviewed on Sep 7, 2025

Hotel San Michele
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.
Podere Romina

Podere Romina

Loc. Gabbiano, 109, Cortona, AR
Stay at this apartment in Cortona. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Fattoria Le Capezzine and La Braccesca Winery are ...
Podere Romina
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.

Popular places to visit

Reviews of Cortona

4.9
Top Destination
5 - Excellent
36
5 - Excellent 88%
4 - Good
4
4 - Good 10%
3 - Okay
1
3 - Okay 2%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

We enjoyed our stay inthe off season of May. No crowds so we were able to enjoy the true feel of Cortona.

5/5 - Excellent

Verified traveler

Wonderful old world feel, restaurants and shopping were great. Very clean, safe. History is truly alive here.

5/5 - Excellent

Verified traveler

Cortona was SPECTACULAR! If I’m able to, I would definitely like to retire there in the future. It is the most picturesque, friendly town I have ever encountered. I absolutely love it!

4/5 - Good

Verified traveler

Nice place for dining options and pretty views.

5/5 - Excellent

Verified traveler

If you want peace and quiet after a day of exploring the country-side, pick an agriturismo-type lodging. But if you want some level of "nightlife" and a variety of options for dinner after a day of driving around, pick Cortona.

5/5 - Excellent

Verified traveler

A nice q

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