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 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

Find the best Cortona areas and neighborhoods for the activities you enjoy most. Learn more about Cortona
Learn more about Cortona

Cortona Old Town

Cortona Old Town is noteworthy for its historic 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
$653 nightly
The price is $728 total per night from Aug 30 to Aug 31
$728 total
Aug 30 - Aug 31
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! (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 Aug 17, 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
$321 nightly
The price is $362 total per night from Sep 2 to Sep 3
$362 total
Sep 2 - Sep 3
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! (315 reviews)
"Amazing!!!! Very well kept place, the staff treats you like family. Room was cleaned fast in the morning. Restaurant and bar staff as well were amazing. The pool area is good vibes and the drinks and really good too 👍👍 I would definitely come back."

Reviewed on Aug 21, 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
$545 nightly
The price is $608 total per night from Aug 26 to Aug 27
$608 total
Aug 26 - Aug 27
Total with taxes and fees
Book a stay at this luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Museo Diocesano and Santa Maria Nuova are ...
9.4/10 Exceptional! (138 reviews)
"Beautiful property and location."

Reviewed on Aug 14, 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.
A small cottage in authentic Tuscany. Serves 4

A small cottage in authentic Tuscany. Serves 4

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! (72 reviews)
"We absolutely loved our stay at Anna Maria's property in Fratticciola. The bedrooms are roomy, warmly decorated. We had fun cooking in the galley kitchen--the cooktop range was easy to operate and included a small burner just for the mocha. We didn't use the oven, but one is available. There are ..."

Reviewed on Jul 15, 2026

A small cottage in authentic Tuscany. Serves 4
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! (44 reviews)
"Very lovely holiday home in quiet and peaceful beautiful surroundings and an impressive view. The house has everything you need. Madeleine was the perfect host. Definitely a place worth visiting again."

Reviewed on Jul 14, 2026

Beautiful villa with spectacular views in a rural location
Podere Casorbica with free parking, large garden, private pool.

Podere Casorbica with free parking, large garden, private pool.

cortona Tuscany
Stay at this vacation home in Cortona. Enjoy free WiFi, private pools, and a garden. Popular attractions Santa Maria delle Grazie and Parterre Garden are located ...
9.6/10 Exceptional! (18 reviews)
"Das Haus war genau wie beschrieben – 1:1. Der Vermieter ist unglaublich nett. Er spricht nur wenig Englisch und ansonsten Italienisch. Mit einer Übersetzungs-App auf dem Handy funktioniert die Verständigung jedoch problemlos.Er ist sehr zuverlässig, über die App jederzeit per Nachricht erreichbar ..."

Reviewed on Jul 25, 2026

Podere Casorbica with free parking, large garden, private 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.

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