Cortona Holidays from AU$1,841

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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.

The Latest Cortona Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Santa Croce
per person
16 May - 20 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Florence (FLR)
8/10 Very Good! (1,000 reviews)
Good location, next door to the Uffizi! Staff was helpful in booking a taxi. Breakfast was unpleasant but convenient.

Reviewed on 1 Feb. 2025

Ruby Bea Hotel Florence

Ruby Bea Hotel Florence

4 out of 5
San Lorenzo
per person
16 May - 20 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Florence (FLR)
9.4/10 Exceptional! (116 reviews)
Very clean and great room.

Reviewed on 20 Feb. 2025

AC Hotel Firenze by Marriott

AC Hotel Firenze by Marriott

4 out of 5
Santa Maria Novella
per person
16 May - 20 May
found 1 day ago
Return direct flight included
Sydney (SYD) to Florence (FLR)
8.6/10 Excellent! (767 reviews)
Location is out of the core which made it quiet, and we felt safe walking around. But taxis added to the overall cost of our stay - anywhere from €15 to €20 each way. Front desk staff were SO AWESOME! Upon arrival, Andrea took time to recommend wonderful places in town to visit, and another fella (we didn’t get his name) always greeted us warmly saying our room number. Our room attendant was super friendly and accommodating with extra towels, etc. Room was really clean and comfortable. Air conditioning was great! Shampoo was awful - like stinky baby shampoo.

Reviewed on 10 Sep. 2024

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

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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, AR
9.8/10 Exceptional! (204 reviews)
Good
"Super friendly service from most of the staff and beautiful property, restaurant and bars were great too."

Reviewed on 2 Dec. 2024

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Monastero di Cortona Hotel & Spa
Relais Il Falconiere
Relais Il Falconiere
5 out of 5
Localita San Martino 370, Cortona, AR
9.2/10 Wonderful! (96 reviews)
"Stunning property with an amazing restaurant."

Reviewed on 12 Dec. 2024

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Relais Il Falconiere
See all 1,290 properties in Cortona
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Cortona holiday package cost?
You’ll find cheap prices from AU$1,841 on Expedia for your Cortona break. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to Cortona costs.
What are the cheapest months to go to Cortona?
If you’d like to snag a cheap Cortona holiday package, consider travelling in December, January and February. You’re likely to find better prices on airfares and hotels during these months — perfect for travellers wishing to save money.
How many days is enough for Cortona?
With around 3 days, you’ll have enough time to enjoy popular neighbourhoods like Cortona Old Town and Sodo during your Cortona holiday. Be sure to also add Palazzo Comunale and Museum of the Etruscan Academy to your must-see list. Searching for more adventures? Consider exploring outside of Cortona on tours and day trips.
Is it worth booking a holiday package to Cortona?
Popular for its views, dining and walking trails, a Cortona holiday is a hit with all kinds of visitors. Be sure to check out top sights like Villa Bramasole and Piazza della Repubblica, and consider renting a set of wheels for day trips to discover even more.
How to find the best Cortona package deals?
Start your search for a Cortona package deal by entering your preferred trip dates and destination under our “Packages” tab. Then apply a few filters, like “Property type” and “Popular locations,” to tailor the results to your exact style. You can also sort by “Package discount” and discover offers that come with unbeatable savings. If you don’t find the perfect Cortona package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cortona escape underway.
Is it cheaper to book a Cortona holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can customise your Cortona trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Cortona?
If you’re considering an impromptu Cortona holiday, browse our last-minute deals that can be booked up to one week before you go. Don’t want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Cortona?

  1. Choose when to go: Check your calendar and get packing. Your favourite season and the type of activities available will also help you decide when to escape to Cortona.
  2. Budget wisely: Besides the price of your stay, you’ll need to factor in other expenses too. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Cortona.
  3. Work out your trip length: Think about how much time you’d like to spend discovering Cortona. Plan your itinerary so you can get to all the attractions and experiences you’re interested in at a leisurely pace.
  4. Bundle your accommodation and airfare: Once you’ve nailed down your dates and duration, book the right Cortona holiday package for you.

Discover the most popular places to visit in Cortona

Farneta Abbey

Find out about the history of Farneta when you take a trip to Farneta Abbey. While you're here, you can savour the wineries.

Farneta Abbey

What to do in Cortona

Tuscany: Sanctuary of La Verna Day Tour Private Tour

Tuscany: Sanctuary of La Verna Day Tour Private Tour

AU$775
per traveller
Tuscany: Sanctuary of La Verna Day Tour Private Tour
Cortona

Cortona Private Guided Tour

AU$429
per traveller
Cortona Private Guided Tour
3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

AU$163
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
See all activities in Cortona
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.