Cortona Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Cortona

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
The price is 14.807.813 ₫ per night from 10 Jul to 11 Jul
14.807.813 ₫
16.529.461 ₫ total
10 Jul - 11 Jul
includes taxes & fees
9.6/10 Exceptional! (209 reviews)
"The service was excellent."

Reviewed on 7 Jun 2025

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
Fully refundableReserve now, pay when you stay
The price is 8.577.158 ₫ per night from 30 Jun to 1 Jul
8.577.158 ₫
9.675.740 ₫ total
30 Jun - 1 Jul
includes taxes & fees
9.8/10 Exceptional! (212 reviews)
"Top Tier Hotel. Great amenities and service!!"

Reviewed on 3 Jun 2025

Monastero di Cortona Hotel & Spa
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
9.2/10 Wonderful! (103 reviews)
"The property was lovely. We spent time each day in their spa watching the view. The pools are great too. Sadly, it was still a bit cold to use them."

Reviewed on 1 Jun 2025

Get rates
Il Falconiere - Relais e Chateaux
See all 1,309 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.

Frequently asked questions

How much does a Cortona holiday package cost?
You'll find cheap prices 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.

Popular places to visit

Cortona showing heritage architecture

Piazza della Repubblica

Find out about the history of Cortona when you take a trip to Piazza della Repubblica. Make time to visit the cathedral and monuments while you're in the area.

Piazza della Repubblica

Cortona Cathedral

Find out about the history of Cortona with a stop at Cortona Cathedral. Make time to visit the cathedral and monuments while you're in the area.

Cortona Cathedral

Giuseppe Garibaldi Memorial

You can learn about the history of Cortona when you stop by Giuseppe Garibaldi Memorial. Experience the area's museums and musical theatre.

Giuseppe Garibaldi Memorial