Cortona

Travel Guide

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

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(8 area reviews)

Cortona Old Town is noteworthy for its historical 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
Fully refundableReserve now, pay when you stay
The price is HK$5,332 per night from 1 Apr to 2 Apr
HK$5,332
HK$5,937 total
1 Apr - 2 Apr
includes taxes & fees
Stay at this luxury hotel in Cortona. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular ...
9.8/10 Exceptional! (228 reviews)
Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly

Reviewed on 6 Nov 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 HK$2,186 per night from 29 Mar to 30 Mar
HK$2,186
HK$2,441 total
29 Mar - 30 Mar
includes taxes & fees
Stay at this luxury hotel in Cortona. Enjoy free breakfast, free Wi-Fi and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
The price is HK$1,040 per night from 31 Mar to 1 Apr
HK$1,040
HK$1,180 total
31 Mar - 1 Apr
includes taxes & fees
Stay at this business-friendly hotel in Cortona. Enjoy free Wi-Fi, breakfast (surcharge) and 24-hour room service. Our guests praise the helpful staff in their ...
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.
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

Cortona Tuscany
Stay at this villa in Cortona. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Cortona Archaeological Park and Santa Maria delle Grazie are ...
10/10 Exceptional! (44 reviews)
Review for stay from 25 September 2025 to 29 September 2025
Amazing spot. Cortona is lovely, and this spot right outside the main city was so comfortable. Excellent home base from which to explore Tuscany. Amazing pastry and coffee shop just down the street, as well as a supermarket and great restaurants very close.The house itself is very spacious and private, ...

Reviewed on 24 Nov 2025

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
 Heritage Tuscan Farmhouse with private swimming pool

Heritage Tuscan Farmhouse with private swimming pool

Cortona Toscana
Stay at this family-friendly villa in Cortona. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Parterre Garden and Villa Bramasole are located ...
10/10 Exceptional! (48 reviews)
Beautiful location. Great base to visit Cortona, Montepulciano, Siena, and Florence. Louise was wonderful and helpful. Thoroughly enjoyed our stay.

Reviewed on 14 Jul 2025

Heritage Tuscan Farmhouse with private swimming pool
Casina in authentic Tuscany

Casina in authentic Tuscany

Fratticciola Tuscany
Stay at this family-friendly apartment in Cortona. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Farneta Abbey and Cortona Archaeological ...
9.8/10 Exceptional! (69 reviews)
Just as described, beautiful authentic home and great hospitality from the hosts. Parking on site. Little market a block away and great central location to visit nearby towns. Quiet neighborhood and great views!

Reviewed on 17 Sept 2025

Casina in authentic Tuscany
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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