Cortona Holidays

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Your Cortona Holiday

Book a Cortona holiday package and prepare to experience the highlights of this city. Think about staying in the neighbourhood of Contrada Castello, which is great for dining, views and culture. Make your trip to Cortona even more fulfilling by going sightseeing. Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica are among the major attractions you'll want to explore. A few clicks is all it takes to put together the ultimate Cortona holiday on Expedia.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Cortona Holiday

Cortona Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
2,200
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Cathedral of Cortona, Signorelli Theatre and San Luciano Winery

Our pick of the best Cortona Hotel Deals

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
9.6/10 Exceptional! (200 reviews)
"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"

Reviewed on 29 Oct. 2024

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
9.8/10 Exceptional! (202 reviews)
"The inside and outside is beautiful. It overlooks the town of Cortona. The staff were fantastic. They treated us like we were part of their own families."

Reviewed on 21 Nov. 2024

Monastero di Cortona Hotel & Spa
Hotel Italia
Hotel Italia
3 out of 5
Via Ghibellina 5/7, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is AU$175 per night from 25 Nov to 26 Nov
AU$175
includes taxes & fees
25 Nov - 26 Nov
9/10 Wonderful! (249 reviews)
"Great location"

Reviewed on 8 Nov. 2024

Hotel Italia
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

How much does a Cortona holiday package cost?
Less than you might think — from just , as a matter of fact! By bundling flights, hotels and car rentals into a tailor-made package, your Cortona escape is just a few clicks away.
How do I get a cheap travel package to Cortona?
Bundling your flight and hotel with Expedia won’t just save you time — it’ll save you cash too. A Cortona holiday package makes it easy to put together the ideal trip. With more than 550 airlines worldwide to select from, finding convenient flights that fit your busy schedule won’t be a hassle. On top of that, we have over 1 000 000 hotels globally to choose from. Now that’s what you call choice. Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Cortona?
With so much to discover in Cortona, we suggest you secure a room in a hotel near its attractions. Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona are some fascinating ones to add to your to-do list.
What are the top hotels in Cortona?
Travellers journeying to Cortona often book a room at Monastero di Cortona Hotel & Spa or Villa di Piazzano - Small Luxury Hotel of the World. You’ll find them in Cortona Old Town. Another interesting neighbourhood is Fratticciola. Hotel San Michele and Borgo Il Melone are popular options in this area.
How far in advance should I book my Cortona holiday?
Search Expedia to compare airfares as soon as possible. You can normally purchase a seat up to 12 months before departure. If it’s too early for your preferred carrier, or you’re booking late, don’t worry. Cheap fares to Cortona occasionally appear a few weeks before departure.
What does an Expedia Cortona travel package include?
Expedia has all you need to book your Cortona trip, but how your package is structured is entirely up to you. Choose from a combination of hotels, rental cars and flights. Looking for a few activities to keep you on the go? Once you’ve made your booking, you can add them on too. No matter your budget, there’s a holiday package to match your needs.
What should I know before booking a Cortona travel package?
Whether it’s adventure or relaxation you’re after, a Cortona holiday package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your hotel with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Cortona Expedia holiday package?
You can. We have more than 550 partner airlines across the globe, so select the carrier that suits your budget and travelling style.
If I'm not able to travel, can I cancel my Cortona holiday package?
Whether it’s your flight or hotel, you can cancel or amend it. Booked your Cortona holiday package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may incur a fee from your airline, hotel or car rental company. For further information, browse our Customer Service Portal. We’ll help you every step of the way.

What to do in Cortona

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.