Cortona Old Town Travel Guide

Tourist Guide

A hillside town with historic buildings, a church, and vineyards.
A historic European town square with stone buildings, green shutters, and outdoor seating areas.
A street with a shop selling jewelry and a signboard.
A narrow street with a signboard listing local dishes and a vintage motorcycle parked on the side.
A historic stone building with a bell tower, surrounded by lush greenery and olive trees.

Stay near popular Cortona Old Town attractions

Piazza della Repubblica

9.4/10 (95 reviews)
Find out about the history of Cortona when you take a trip to Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.
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Activities

Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

NZ$103
per traveller
Montepulciano: Wine Tour and tasting
Foiano della Chiana: Chianina and Cinta Senese Farm Tour

Foiano della Chiana: Chianina and Cinta Senese Farm Tour

NZ$69
per adult
Foiano della Chiana: Chianina and Cinta Senese Farm Tour
Authentic Cortona Cooking Class: Pizza, Pasta and Meal

Authentic Cortona Cooking Class: Pizza, Pasta and Meal

NZ$255
per adult
Authentic Cortona Cooking Class: Pizza, Pasta and Meal
NOODLES

Authentic Tuscan Cooking Classes in Cortona-Pasta and Tiramisu'

NZ$218
per adult
Authentic Tuscan Cooking Classes in Cortona-Pasta and Tiramisu'
Castiglion Fiorentino: Tuscan Guided E-Bike Tour

Castiglion Fiorentino: Tuscan Guided E-Bike Tour

NZ$293
per adult
Castiglion Fiorentino: Tuscan Guided E-Bike Tour
Castiglion Fiorentino: Tuscan Cooking Class, Meal and Wine

Castiglion Fiorentino: Tuscan Cooking Class, Meal and Wine

NZ$267
per adult
Castiglion Fiorentino: Tuscan Cooking Class, Meal and Wine
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Our pick of the best Cortona Old Town Hotel Deals

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
The price is NZ$484 per night from 29 Nov to 30 Nov
NZ$484
29 Nov - 30 Nov
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 ...
9.8/10 Exceptional! (366 reviews)
"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"

Reviewed on 2 Nov 2026

Monastero di Cortona Hotel & Spa
Hotel San Luca

Hotel San Luca

4 out of 5
Piazza Garibaldi 1 Cortona AR
Stay at this hotel in Cortona. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Popular attractions Giuseppe Garibaldi Memorial and Piazza della Repubblica ...
8.6/10 Excellent! (449 reviews)
"Well located"

Reviewed on 14 Oct 2026

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Hotel San Luca
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
Stay at this business-friendly hotel in Cortona. Enjoy free Wi-Fi, breakfast (surcharge) and 24-hour room service. Our guests praise the helpful staff in their ...
9/10 Wonderful! (296 reviews)
"Great location"

Reviewed on 1 Nov 2026

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Hotel San Michele
Hotel Villa Marsili

Hotel Villa Marsili

4 out of 5
Viale Cesare Battisti 13 Cortona AR
Stay at this family-friendly hotel in Cortona. Enjoy free Wi-Fi, room service and a 24-hour front desk. Our guests praise the helpful staff and the property ...
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Hotel Villa Marsili
Villa Santa Margherita

Villa Santa Margherita

3 out of 5
Viale Cesare Battisti 17 Cortona AR
The price is NZ$245 per night from 14 Nov to 15 Nov
NZ$245
14 Nov - 15 Nov
includes taxes & fees
Stay at this business-friendly hotel in Cortona. Enjoy free breakfast, free Wi-Fi and a rooftop terrace. Popular attractions Giuseppe Garibaldi Memorial and ...
9.8/10 Exceptional! (27 reviews)
"Recommend do not arrive late at night into Cortona upon arrival. The roads are narrow and NOT like USA at all. GPS showed fastest route. However, part of the road are extremely narrow and hilly. There are no street signs at all. Local people are extremely helpful and friendly. We got lost and they ..."

Reviewed on 9 Nov 2026

Villa Santa Margherita
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 luxury hotel in Cortona. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff in their reviews. Popular attractions ...
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Villa di Piazzano - Small Luxury Hotel of the World
See all 4,939 properties in Cortona Old Town
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.

Cortona Old Town Travel Guide

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