Cortona

Travel Guide

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

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(38 area reviews)

Cortona Old Town is noteworthy for its historic 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
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 ...
9.8/10 Exceptional! (260 reviews)
Everything was great! Lovely hotel

Reviewed on Jan 4, 2026

Monastero di Cortona Hotel & Spa
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
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! (228 reviews)
Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly

Reviewed on Nov 6, 2025

Villa di Piazzano - Small Luxury Hotel of the World
Hotel San Michele

Hotel San Michele

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

Reviewed on Sep 7, 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.
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 WiFi, 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 Aug 24, 2025

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
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! (39 reviews)
The cottage is secluded in the woods, which is a major plus. Situated on a hill, it offers peace and a beautiful view of nature. However, it means you need to drive at least 10 minutes to reach the nearest shop or bakery. The house was well-equipped, with mosquito nets in all rooms, so we had no ...

Reviewed on Aug 6, 2025

Beautiful villa with spectacular views in a rural location
Luxury Cortona view hilltop Villa

Luxury Cortona view hilltop Villa

cortona arezzo
Book a stay at this family-friendly villa in Cortona. Enjoy free WiFi, private pools, and a water park. Popular attractions Parterre Garden and Santa Maria delle ...
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 Oct 19, 2025

Luxury Cortona view hilltop Villa
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

Things to do

Reviews of Cortona

4.9
Top Destination
5 - Excellent
36
5 - Excellent 88%
4 - Good
4
4 - Good 10%
3 - Okay
1
3 - Okay 2%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveler

We enjoyed our stay inthe off season of May. No crowds so we were able to enjoy the true feel of Cortona.

5/5 - Excellent

Verified traveler

Wonderful old world feel, restaurants and shopping were great. Very clean, safe. History is truly alive here.

5/5 - Excellent

Verified traveler

Cortona was SPECTACULAR! If I’m able to, I would definitely like to retire there in the future. It is the most picturesque, friendly town I have ever encountered. I absolutely love it!

4/5 - Good

Verified traveler

Nice place for dining options and pretty views.

5/5 - Excellent

Verified traveler

If you want peace and quiet after a day of exploring the country-side, pick an agriturismo-type lodging. But if you want some level of "nightlife" and a variety of options for dinner after a day of driving around, pick Cortona.

5/5 - Excellent

Verified traveler

A nice q

Cities near Cortona