Cortona Travel Guide

Tourist Guide

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

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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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(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
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
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 AU$456 per night from 22 Mar to 23 Mar
AU$456
22 Mar - 23 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
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 ...
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.
Tina's House

Tina's House

Cortona Provincia di Arezzo
Stay at this family-friendly apartment in Cortona. Enjoy free Wi-Fi, laundry facilities and bathrobes. Popular attractions Giuseppe Garibaldi Memorial and Piazza ...
10/10 Exceptional! (5 reviews)
Amazing stay at Tina's House
We loved the location and the size. It was very cozy and the owner was so gracious and communicative. I haven't had a better host even in the states. Would come back for sure to this same place.

Reviewed on 9 Nov 2024

Tina's House
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.
9.8/10 Exceptional! (35 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
Beautifully converted farmhouse alone on a tuscan hillside with stunning views

Beautifully converted farmhouse alone on a tuscan hillside with stunning views

Cortona Umbria
Stay at this villa in Cortona. Enjoy free Wi-Fi, private pools and a garden.
8.8/10 Excellent! (16 reviews)
Treasure in the middle of the woods!
Having vacationed in this area for the last 20 years and lived here for four, rarely have we come across a restoration with the attention to detail and clearly a personal touch from someone passionate about this special place. A beautifully restored farmhouse interior with plenty of space and good ...

Reviewed on 25 Aug 2024

Beautifully converted farmhouse alone on a tuscan hillside with stunning views
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.

Popular places to visit

Activities

Cities near Cortona

Explore a world of travel with Expedia