Cortona Travel Guide

Tourist Guide

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

Cortona

Cortona Old Town

5/5(5 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
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
The price is AU$514 per night from 21 Dec to 22 Dec
AU$514
21 Dec - 22 Dec
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 ...
9.8/10 Exceptional! (253 reviews)
Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally ...

Reviewed on 23 Nov 2025

Monastero di Cortona Hotel & Spa
Hotel Italia

Hotel Italia

3 out of 5
Via Ghibellina 5/7 Cortona AR
The price is AU$240 per night from 24 Dec to 25 Dec
AU$240
24 Dec - 25 Dec
includes taxes & fees
Stay at this hotel in Cortona. Enjoy free breakfast, free Wi-Fi and room service. Popular attractions Casali Palace and Piazza della Repubblica are located ...
9/10 Wonderful! (277 reviews)
The personnel were warm and accommodating. The breakfast was amazing! The views were wonderful!

Reviewed on 14 Nov 2025

Hotel Italia
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
Stay at this business-friendly hotel in Cortona. Enjoy free Wi-Fi, 24-hour room service and valet parking (surcharge). Our guests praise the helpful staff in ...
9/10 Wonderful! (270 reviews)
Very friendly and helpful staff. Nice rooms

Reviewed on 7 Sept 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.
Casina in authentic Tuscany

Casina in authentic Tuscany

Cortona 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! (65 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
Luxury Cortona view hilltop Villa

Luxury Cortona view hilltop Villa

cortona arezzo
Stay at this family-friendly villa in Cortona. Enjoy free Wi-Fi, private pools and a water park. Popular attractions Parterre Garden and Santa Maria delle Grazie ...
10/10 Exceptional! (38 reviews)
Beautiful villa of your dreams on a hillside near Cortona. Everything was exactly as described and the villa is very large. We had 4 couples each in the 4 master bedrooms which are huge and very nicely separated. Be aware the road up to the villa is very challenging! This is not walking distance ...

Reviewed on 19 Oct 2025

Luxury Cortona view hilltop Villa
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

AREZZO Toscana
Stay at this villa in Cortona. Enjoy free Wi-Fi, private pools and a water park. Popular attractions Villa Bramasole and Parterre Garden are located nearby.
9.6/10 Exceptional! (31 reviews)
Lovely property with a great pool. Hosts were very friendly and communication good throughout.

Reviewed on 24 Aug 2025

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
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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