
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 9 Nov to 10 Nov
AU$512
9 Nov - 10 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$514 per night from 20 Oct to 21 Oct
AU$514
20 Oct - 21 Oct
includes taxes & fees
9/10 Wonderful! (267 reviews)
"Very friendly and helpful staff. Nice rooms"
Reviewed on 7 Sept 2025

Hotel Villa Marsili
Viale Cesare Battisti 13, Cortona, AR
Fully refundableReserve now, pay when you stay
9.8/10 Exceptional! (313 reviews)
"The bar and the breakfast were both excellent!"
Reviewed on 16 Oct 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.