Cortona

Travel Guide

Cortona
Cortona
Cortona
Cortona
Cortona

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

A cloudy day in Arezzo: a view of the city's bell towers, towers, and roofs from the Confraternita dei Laici tower

Cortona Old Town

5/5(39 area reviews)

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

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 ₩1,017,589 per night from May 16 to May 17
₩1,017,589
₩1,133,214 total
May 16 - May 17
includes taxes & 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 ...
9.8/10 Exceptional! (232 reviews)
This is an incredible oasis in the hills of Tuscany. The restaurant is terrific, the rooms are beautiful and the staff is exceptional

Reviewed on Apr 29, 2026

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 ₩506,114 per night from May 10 to May 11
₩506,114
₩570,632 total
May 10 - May 11
includes taxes & 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! (266 reviews)
Staff was phenomenal!! Great team every accomplished

Reviewed on Apr 20, 2026

Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
The price is ₩213,697 per night from May 24 to May 25
₩213,697
₩248,932 total
May 24 - May 25
includes taxes & fees
Book a stay at this business-friendly hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
9/10 Wonderful! (274 reviews)
Great and helpful staff. Room was great

Reviewed on Apr 28, 2026

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.
Hu Firenze Camping In Town

Hu Firenze Camping In Town

Via Generale Dalla Chiesa, 1-3 Florence FI
Book a stay at this family-friendly campground in Florence. Enjoy free parking, an outdoor pool, and 3 poolside bars. Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,646 reviews)
We enjoyed our stay in our bungalow. The room was very clean and the staff were attentive. We would definitely stay here again. The only thing we didnt like was the bus route. We didn’t remove a star since it wasn’t the hotel fault, but it wasn’t reliable nor frequent.

Reviewed on Apr 23, 2026

Hu Firenze Camping In Town
Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Lungarno Corsini 2 Florence FI
Stay at this apartment in Florence. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our ...
9.2/10 Wonderful! (510 reviews)
Good place nice location

Reviewed on Apr 29, 2026

Il Rivalta - Place of Charme
Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca

Lungarno Corsini 2 Florence FI
Book a stay at this luxury residence in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (770 reviews)
the rooms are huge, high ceiling and very clean. we loved the roof too lounge.

Reviewed on Apr 28, 2026

Palazzo Alfieri Residenza d’epoca
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.

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