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 Piazza della Repubblica and Cortona Cathedral.

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 NZ$555 per night from 24 Aug to 25 Aug
NZ$555
24 Aug - 25 Aug
includes taxes & fees
Stay at this 5-star 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! (230 reviews)
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on 7 Aug. 2025

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
The price is NZ$1,162 per night from 20 Aug to 21 Aug
NZ$1,162
20 Aug - 21 Aug
includes taxes & fees
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (218 reviews)
"AMAZING! Gorgeous! I would recommend to everyone!"

Reviewed on 29 Jul. 2025

Villa di Piazzano - Small Luxury Hotel of the World
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370, Cortona, AR
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cortona Cathedral and Museo Diocesano are ...
9.2/10 Wonderful! (113 reviews)
"The propriety is one of the nicest I’ve stayed at. Very relaxing atmosphere, comfortable large pool area. Breakfast and lunch options are delicious. Room was very comfortable and spacious. The only problem I experienced was both adjacent rooms were smokers and did so on their patios. We couldn’t ..."

Reviewed on 14 Aug. 2025

Il Falconiere - Relais e Chateaux
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.
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Cortona Arezzo
Book a stay at this family-friendly apartment in Cortona. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Signorelli Theatre ...
9.6/10 Exceptional! (61 reviews)
Beautiful terrace apartment in Cortona
"My husband and I loved our stay here! It was so close to town and the terrace was absolutely stunning. Would definitely stay here again!"

Reviewed on 4 May 2025

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Luxury Cortona view hilltop Villa

Luxury Cortona view hilltop Villa

cortona
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! (35 reviews)
What a Villa in Tuscany is all about.
"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes ..."

Reviewed on 2 Jun. 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
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! (25 reviews)
"The property was lovely, and the grounds immaculate; there were a couple of issues which would have improved the property from my perspective:1. More electrical sockets in the kitchen; there were only 2, and there was a Nespresso coffee machine, a kettle, and a microwave.2. A filter coffee machine/large ..."

Reviewed on 4 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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