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 centre 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 kilometres) 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 Palazzo Comunale.
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 CA $884 per night from Sep 2 to Sep 3
CA $884
CA $985 total
Sep 2 - Sep 3
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! (245 reviews)
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."

Reviewed on Aug 17, 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
Fully refundableReserve now, pay when you stay
The price is CA $490 per night from Sep 13 to Sep 14
CA $490
CA $552 total
Sep 13 - Sep 14
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! (319 reviews)
"The hotel was amazing and the staff very friendly and helpful. The breakfast was spectacular. we really enjoyed ourselves at this hotel and in the city of Cortona."

Reviewed on Aug 30, 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 CA $777 per night from Sep 29 to Sep 30
CA $777
CA $868 total
Sep 29 - Sep 30
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.
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! (48 reviews)
Review for stay from 06 July 2026 to 12 July 2026
"Fast and polite communication. Flexible for check in/check out was a big help for us due to traffic issues.The accomodation was exactly what we wanted. The house, the Pool and garden were very clean. The airco and bbq were perfect during the warm weather. Thank you !"

Reviewed on Jul 15, 2026

Antico Casale - Holiday Country Villa with swimming pool in Cortona
A small cottage in authentic Tuscany. Serves 4

A small cottage in authentic Tuscany. Serves 4

Fratticciola Tuscany
Book a stay at this family-friendly apartment in Cortona. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Farneta Abbey and Cortona Archaeological ...
9.8/10 Exceptional! (73 reviews)
"We had a wonderful time during our holiday at Casina del Bibo! Anna Maria and Lorella gave us a warm welcome, they surprised us with wine, fresh fruits and lots of local products. The appartment was very clean and comfortable, the airconditioning worked perfectly and there were mosquito screens installed ..."

Reviewed on Aug 24, 2026

A small cottage in authentic Tuscany. Serves 4
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.

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