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 Giuseppe Garibaldi Memorial.

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$1,001 per night from 8 Sept to 9 Sept
S$1,001
8 Sept - 9 Sept
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! (245 reviews)
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."

Reviewed on 17 Aug, 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$432 per night from 30 Aug to 31 Aug
S$432
30 Aug - 31 Aug
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! (310 reviews)
"We stayed at Monestero di Cortona for six nights, and it felt like the perfect amount of time. The hotel is beautiful, and the service and hospitality teams were incredibly friendly, attentive, and always willing to help or go the extra mile. We also enjoyed the spa services, which were fantastic! ..."

Reviewed on 17 Aug, 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$742 per night from 18 Sept to 19 Sept
S$742
18 Sept - 19 Sept
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! (138 reviews)
"Beautiful property and location."

Reviewed on 14 Aug, 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! (1,720 reviews)
"Very family friendly! Pools were amazing! Great food at the restaurant. Convenient place with nearby laundry area, bar, and grocery store. Super friendly staff."

Reviewed on 17 Aug, 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! (110 reviews)
"The room was exquisite and clean we booked a Studio Flat and it was amazing! The staff was so kind they gave me complimentary champagne, a cake and balloons for my birthday all unexpected and it was very appreciated! The laundry room was also top tier they provide everything you could need in there. ..."

Reviewed on 18 Aug, 2026

Teatro Luxury Apartments Firenze - Starhotels Collezione
Palazzo Alfieri Residenza d’epoca

Palazzo Alfieri Residenza d’epoca

Lungarno Corsini 2 Florence FI
Stay at this luxury residence in Florence. Enjoy free Wi-Fi, 2 bars/lounges and a rooftop terrace. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (812 reviews)
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Reviewed on 16 Aug, 2026

Palazzo Alfieri Residenza d’epoca
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