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 Giuseppe Garibaldi Memorial.

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 ¥99,908 per night from Oct 19 to Oct 20
¥99,908
¥111,314 total
Oct 19 - Oct 20
includes taxes & fees
Book a stay at this luxury hotel in Cortona. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (253 reviews)
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"

Reviewed on Oct 5, 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 ¥42,442 per night from Oct 25 to Oct 26
¥42,442
¥48,105 total
Oct 25 - Oct 26
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! (351 reviews)
"Beautiful hotel up high in this hill town. Great service and restaurants."

Reviewed on Oct 10, 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
The price is ¥55,859 per night from Nov 10 to Nov 11
¥55,859
¥62,154 total
Nov 10 - Nov 11
includes taxes & 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 ...
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.
"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
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
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

Cities near Cortona