Cortona

Travel Guide

A hillside town with historic buildings, a church, and vineyards.
Olive groves and stone buildings with arched windows.
A historic European town square with stone buildings, green shutters, and outdoor seating areas.
A historic stone building with a bell tower, surrounded by lush greenery and olive trees.
A street with a shop selling jewelry and a signboard.

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

Find the best Cortona areas for the activities you enjoy most.

Cortona Old Town

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

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 S$992 per night from 8 Oct to 9 Oct
S$992
8 Oct - 9 Oct
includes taxes & fees
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! (250 reviews)
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"

Reviewed on 20 Sept, 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
The price is S$518 per night from 11 Oct to 12 Oct
S$518
11 Oct - 12 Oct
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 ...
10/10 Exceptional! (335 reviews)
"There was nothing to be improved because everything was perfection!!"

Reviewed on 19 Sept, 2026

Monastero di Cortona Hotel & Spa
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370 Cortona AR
The price is S$579 per night from 22 Oct to 23 Oct
S$579
22 Oct - 23 Oct
includes taxes & fees
Stay at this luxury hotel in Cortona. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Museo Diocesano and Santa Maria Nuova are located ...
9.4/10 Exceptional! (144 reviews)
"Amazing stay for our 25th anniversary. The property is breathtaking and every corner was like a Tuscan postcard! The room was beautiful, the pools were great and the food was exceptional. Would highly recommend and would go back in a second!"

Reviewed on 18 Sept, 2026

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.
Hu Firenze Camping In Town

Hu Firenze Camping In Town

Via Generale Dalla Chiesa, 1-3 Florence FI
Stay at this family-friendly campsite in Florence. Enjoy free parking, an outdoor pool and 3 poolside bars. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,736 reviews)
"It took awhile for staff to find our reservation through Expedia, we weren’t sure if it even existed on their end.. It’s about an hour walk to the city center, but bus, bike, taxi options are available. The staff were rude when we struggled to buy smokes from the machine in reception (if you don’t ..."

Reviewed on 14 Sept, 2026

Hu Firenze Camping In Town
Teatro Luxury Apartments Firenze - Starhotels Collezione

Teatro Luxury Apartments Firenze - Starhotels Collezione

Via Magenta 6 Florence FI
Stay at this luxury apartment in Florence. Enjoy free Wi-Fi, a rooftop terrace and a fitness centre. Popular attractions Ponte Vecchio and Cathedral of Santa ...
9.8/10 Exceptional! (127 reviews)
"Book this for our honeymoon and will definitely come back"

Reviewed on 20 Sept, 2026

Teatro Luxury Apartments Firenze - Starhotels Collezione
Forte16 View & Spa

Forte16 View & Spa

Viale Antonio Gramsci 16 Florence FI
Stay at this luxury aparthotel in Florence. Enjoy free Wi-Fi, a full-service spa and a rooftop terrace. Our guests praise the helpful staff and the clean rooms ...
9.6/10 Exceptional! (1,008 reviews)
"Unfortunately, my stay at Forte16 View & Spa was disappointing. The check-in process wasn’t very welcoming, and I expected a friendlier experience. My room also had a strong cigarette odor that made it uncomfortable to stay. Due to health concerns related to the odor, I had to check out the same ..."

Reviewed on 20 Sept, 2026

Forte16 View & Spa
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.

Stay near popular Cortona attractions

Things to do