Cortona Old Town

Cortona

A historic town with medieval architecture, including a prominent tower and a church with a bell tower.
A historic square with cobblestone pavement, traditional buildings, and outdoor seating areas.
A panoramic view of a rural landscape with rolling hills, a clear blue sky, and a mix of agricultural fields and scattered buildings.
A church surrounded by a forest and clouds.
A bee on a sunflower.

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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Things to do

Foiano della Chiana: Chianina and Cinta Senese Farm Tour

Foiano della Chiana: Chianina and Cinta Senese Farm Tour

S$51
per adult
Foiano della Chiana: Chianina and Cinta Senese Farm Tour
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

S$76
per traveller
Montepulciano: Wine Tour and tasting
Montalcino: Wine Tasting and Tuscan Lunch

Montalcino: Wine Tasting and Tuscan Lunch

S$86
per adult
Montalcino: Wine Tasting and Tuscan Lunch
PIZZA

Tuscan Cooking Classes in Cortona Pizza Focaccia and Calzoni

S$179
per adult
Tuscan Cooking Classes in Cortona Pizza Focaccia and Calzoni
NOODLES

Authentic Tuscan Cooking Classes in Cortona-Pasta and Tiramisu'

S$161
per adult
Authentic Tuscan Cooking Classes in Cortona-Pasta and Tiramisu'
Montemelino Rare Wines Selection

Montemelino Rare Wines Selection

S$66
per adult
Montemelino Rare Wines Selection
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Top hotels in 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 S$359 per night from 25 Oct to 26 Oct
S$359
25 Oct - 26 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! (353 reviews)
"Frederico went above and beyond to transfer us to our villa and Giulio was a fantastic bartender"

Reviewed on 13 Oct, 2026

Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
The price is S$175 per night from 2 Nov to 3 Nov
S$175
2 Nov - 3 Nov
includes taxes & fees
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! (295 reviews)
"Perfect location. Very friendly staff and spacious rooms. Right in the heart of Cortona!"

Reviewed on 11 Oct, 2026

Hotel San Michele
Hotel San Luca

Hotel San Luca

4 out of 5
Piazza Garibaldi 1 Cortona AR
The price is S$125 per night from 26 Oct to 27 Oct
S$125
26 Oct - 27 Oct
includes taxes & fees
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! (448 reviews)
"Well located"

Reviewed on 14 Oct, 2026

Hotel San Luca
Hotel Italia

Hotel Italia

3 out of 5
Via Ghibellina 5/7 Cortona AR
The price is S$163 per night from 15 Nov to 16 Nov
S$163
15 Nov - 16 Nov
includes taxes & fees
Stay at this hotel in Cortona. Enjoy free breakfast, free Wi-Fi and room service. Popular attractions Casali Palace and Piazza della Repubblica are located ...
Hotel Italia
Hotel Villa Marsili

Hotel Villa Marsili

4 out of 5
Viale Cesare Battisti 13 Cortona AR
The price is S$295 per night from 2 Nov to 3 Nov
S$295
2 Nov - 3 Nov
includes taxes & fees
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 ...
Hotel Villa Marsili
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$970 per night from 24 Oct to 25 Oct
S$970
24 Oct - 25 Oct
includes taxes & fees
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 ...
9.8/10 Exceptional! (254 reviews)
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"

Reviewed on 5 Oct, 2026

Villa di Piazzano - Small Luxury Hotel of the World
See all 5,059 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