Cortona Vacations from ￥402,679

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The Latest Cortona Vacation Packages

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
If one is not there for a fancy hotel room, but for sightseeing, this is a great, clean, bare bones room. It is close to the train station. We were on the 5th floor and had a great view! Breakfast was also on the 5th floor. Close proximity to all the museums and Duomo, 20 minute walk or less to everything. We walked everywhere!

Reviewed on Jun 21, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun 6, 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
8.8/10 Excellent! (865 reviews)
Incredible property and amenities were on point, asked for a wheelchair accessible room and it was very well suited for someone using a manual wheelchair wanting to visit this beautiful city

Reviewed on Jun 11, 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.2/10 Wonderful! (1,000 reviews)
What a lovely hotel in this majestic area !

Reviewed on Jun 20, 2025

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Very good location, great personnel, best service, beautiful room.

Reviewed on May 26, 2025

Find the Best Cortona Vacation Packages

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
Fully refundableReserve now, pay when you stay
The price is ￥83,192 per night from Jul 10 to Jul 11
￥83,192
￥92,864 total
Jul 10 - Jul 11
includes taxes & fees
9.6/10 Exceptional! (209 reviews)
"The service was excellent."

Reviewed on Jun 7, 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
9.8/10 Exceptional! (212 reviews)
"Top Tier Hotel. Great amenities and service!!"

Reviewed on Jun 3, 2025

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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 Jun 1, 2025

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Il Falconiere - Relais e Chateaux
See all 1,308 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 vacation package cost?
You'll find cheap prices from ￥402,679 on Expedia for your Cortona break. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Cortona costs.
What are the cheapest months to go to Cortona?
If you'd like to snag a cheap Cortona vacation package, consider traveling in December, January and February. You're likely to find better prices on airfares and hotels during these months --- perfect for travelers wishing to save money.
How many days is enough for Cortona?
With around 3 days, you'll have enough time to enjoy popular neighborhoods like Cortona Old Town and Sodo during your Cortona vacation. 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 vacation package to Cortona?
Popular for its views, dining and walking trails, a Cortona vacation 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 vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can customize 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 vacation package to Cortona?
If you're considering an impromptu Cortona vacation, 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 favorite 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 accommodations and airfare: Once you've nailed down your dates and duration, book the right Cortona vacation package for you.

What to do in Cortona

For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

￥43,768
per adult
Amazing four courses cooking class in Tuscany
Tuscany: Sanctuary of La Verna Day Tour Private Tour

Tuscany: Sanctuary of La Verna Day Tour Private Tour

￥77,461
per traveler
Tuscany: Sanctuary of La Verna Day Tour Private Tour
Cortona

Cortona Private Guided Tour

￥42,942
per traveler
Cortona Private Guided Tour
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.