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 Giuseppe Garibaldi Memorial.

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 20 Nov to 21 Nov
NZ$555
20 Nov - 21 Nov
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! (250 reviews)
What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile.

Reviewed on 4 Nov 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
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 ...
9.8/10 Exceptional! (227 reviews)
This is a classic luxury hotel. I can't imagine the amount of time and energy it takes to upkeep this property. But they somehow manage to maintain a spotless, manicured and warm environment. The room was quite large and rich in design. The restaurant and the staff who work there are excellent. I ...

Reviewed on 9 Oct 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
Stay at this 4-star 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! (269 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.
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! (37 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
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

cortona
Stay at this vacation home in Cortona. Enjoy free WiFi, private pools, and a garden. Popular attractions Parterre Garden and Santa Maria delle Grazie are located ...
10/10 Exceptional! (4 reviews)
Old world charm
Circa 1500 house with 2 apartments. We rented both to accommodate our party of 6. Beautiful area of Tuscany. Michele gave us great recommendations of sights to see...the city of Cortona is a must! Provided a binder with maps and QR codes for resturants which was very helpful.

Reviewed on 2 July 2025

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

CORTONA
Book a stay at this family-friendly villa in Cortona. Enjoy private pools, a garden, and laundry facilities. Popular attractions Santa Maria delle Grazie and ...
9.4/10 Exceptional! (12 reviews)
Property was as described. It lacked screens in the first floor windows to keep lizards out and English directions for clothes washer, dishwasher and stove.

Reviewed on 30 July 2025

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
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

Reviews of Cortona

4.9
Top destination
5 - Excellent
6
5 - Excellent 86%
4 - Good
1
4 - Good 14%
3 - Okay
0
3 - Okay 0%
2 - Disappointing
0
2 - Disappointing 0%
1 - Terrible
0
1 - Terrible 0%

5/5 - Excellent

Verified traveller

Loved Cortona. A must if you are travelling in Tuscany!

5/5 - Excellent

Verified traveller

Probable the best hill town in all of Tuscany. Piazze, atmosphere, shopping and dining a real experience

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