
Cortona Old Town Holidays
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Your Cortona Old Town Holiday
Reserving a Cortona Old Town holiday package is a good way to become acquainted with this unique neighbourhood. From its well-known places to its lesser-known gems, there's a lot to delve into. Eager to sightsee during your trip to Cortona Old Town? Be sure to check out nearby attractions like Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica. Expedia can help you turn your ideal Cortona Old Town holiday into reality, no matter your budget or travel plans.
Our pick of the best Cortona Old Town Hotel Deals

Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is AU$512 per night from 16 Nov to 17 Nov
AU$512
16 Nov - 17 Nov
includes taxes & fees
9.8/10 Exceptional! (244 reviews)
"fabulous hotel with the most beautiful aperol spritz I have ever had served by the pool, and that was only one of the wonderful things I have to say about this beautiful hotel. The staff were helpful and accomodating, breakfast in the courtyard outstanding and our room was divine. Cant recommend ..."
Reviewed on 9 Oct 2025

Hotel San Michele
Via Guelfa 15, Cortona, AR
Fully refundable
The price is AU$349 per night from 19 Oct to 20 Oct
AU$349
19 Oct - 20 Oct
includes taxes & fees
9/10 Wonderful! (267 reviews)
"Very friendly and helpful staff. Nice rooms"
Reviewed on 7 Sept 2025

Hotel San Luca
Piazza Garibaldi 1, Cortona, AR
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (416 reviews)
An Amazing Hotel
"I attended a wedding in Tuscany. I spent two nights in San Luca Hotel; about 30min from the site. A good number of us stayed at San Luca, an absolute 4* and a very comfortable hotel in everyway. I will absolutely recommend San Luca Hotel..."
Reviewed on 5 May 2025
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.
Frequently asked questions
Activities

Private visit to the House of Grand Duke Leopold of Tuscany with invitation
AU$71
per adult

Montepulciano: Wine Tour and tasting
AU$92
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.