Cortona Holidays from AU$2,540

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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 Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was AU$3,453, price is now AU$2,540 per person
AU$2,540
per person
26 Oct - 31 Oct
found 1 day ago
Return flight included
Perth (PER) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Great location. Few minutes away from train station. Not so quiet. You could hear people from outside even the windows closed. If you are staying for a few days, it’s a great location.

Reviewed on 14 Aug. 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Price was AU$5,953, price is now AU$4,115 per person
AU$4,115
per person
26 Oct - 31 Oct
found 1 day ago
Return flight included
Perth (PER) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul. 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was AU$3,658, price is now AU$2,616 per person
AU$2,616
per person
26 Oct - 31 Oct
found 1 day ago
Return flight included
Perth (PER) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
In my particular case, I tink is a good hotel , I would like the breakfast has more options. Probably I comeback next time.

Reviewed on 18 Aug. 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was AU$3,714, price is now AU$2,722 per person
AU$2,722
per person
26 Oct - 31 Oct
found 1 day ago
Return flight included
Perth (PER) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on 13 Aug. 2025

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was AU$7,203, price is now AU$5,427 per person
AU$5,427
per person
26 Oct - 31 Oct
found 1 day ago
Return flight included
Perth (PER) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
A great property to stay at near the Vecchio area of Florence.

Reviewed on 16 Aug. 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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is AU$608 per night from 24 Aug to 25 Aug
AU$608
24 Aug - 25 Aug
includes taxes & fees
9.8/10 Exceptional! (230 reviews)
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on 7 Aug. 2025

Monastero di Cortona Hotel & Spa
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
Fully refundableReserve now, pay when you stay
The price is AU$911 per night from 20 Aug to 21 Aug
AU$911
20 Aug - 21 Aug
includes taxes & fees
9.6/10 Exceptional! (218 reviews)
"AMAZING! Gorgeous! I would recommend to everyone!"

Reviewed on 29 Jul. 2025

Villa di Piazzano - Small Luxury Hotel of the World
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is AU$650 per night from 1 Sept to 2 Sept
AU$650
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (113 reviews)
"The propriety is one of the nicest I’ve stayed at. Very relaxing atmosphere, comfortable large pool area. Breakfast and lunch options are delicious. Room was very comfortable and spacious. The only problem I experienced was both adjacent rooms were smokers and did so on their patios. We couldn’t ..."

Reviewed on 14 Aug. 2025

Il Falconiere - Relais e Chateaux
See all 1,304 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.
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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

Cortona

Cortona Private Guided Tour

AU$465
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$159
per adult
100% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

AU$93
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
See all activities in Cortona

Frequently asked questions

How much does a Cortona holiday package cost?
You'll find cheap prices from AU$2,540 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.

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