Cortona

Travel Guide

Cortona
Cortona
Cortona
Cortona
Cortona

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(39 area reviews)

Cortona Old Town is noteworthy for its historic sites, and you can make a stop at top attractions like Piazza della Repubblica and Signorelli Theatre.

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
$616 nightly
The price is $687 total per night from May 27 to May 28
$687 total
May 27 - May 28
Total with taxes and 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! (234 reviews)
The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ...

Reviewed on May 14, 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
$340 nightly
The price is $383 total per night from May 24 to May 25
$383 total
May 24 - May 25
Total with taxes and 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! (274 reviews)
Everything was perfect. Customer service was everything. The classic room itself is slightly small, but a lovely big bathroom, and we were hoping for a view but understandably that would be the deluxe room. We used the spa amenities and it was pretty good for the price - recommended after a day or ...

Reviewed on May 9, 2026

Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
$127 nightly
The price is $149 total per night from May 18 to May 19
$149 total
May 18 - May 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Cortona. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
9/10 Wonderful! (276 reviews)
Great and helpful staff. Room was great

Reviewed on Apr 28, 2026

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

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! (71 reviews)
We loved staying in Fratticciola. The apartment was perfect for us (a couple). Many places outside in the beautiful garden to sit. The owner was very friendly and chatted to me in my broken Italian. The village was quiet- the best sleeps we have had in a long time. Would gladly stay again at this ...

Reviewed on May 8, 2026

Casina in authentic Tuscany
Tina's House

Tina's House

Cortona Provincia di Arezzo
Book a stay at this family-friendly apartment in Cortona. Enjoy free WiFi, laundry facilities, and bathrobes. Popular attractions Giuseppe Garibaldi Memorial ...
10/10 Exceptional! (6 reviews)
We had a lovely stay and Tina helped out with timely restaurant and travel suggestions. Hope to return and would stay at Tina’s house again!

Reviewed on Apr 21, 2026

Tina's House
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! (42 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
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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