Cortona Old Town Holidays from AU$3,747

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Your Cortona Old Town Holiday

Reserving a Cortona Old Town holiday package is a good way to become acquainted with this unique neighbourhood. From its well-known places to its lesser-known gems, there's a lot to delve into. Eager to sightsee during your trip to Cortona Old Town? Be sure to check out nearby attractions like Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica. Expedia can help you turn your ideal Cortona Old Town holiday into reality, no matter your budget or travel plans.

Top Holiday Package Deals in Cortona Old Town

Price found within the past 48 hours. Click for updated prices.
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

Santa Maria Novella
AU$3,747
per person
27 Sept - 3 Oct
found 12 hours ago
Return direct flight included
Perth (PER) to Florence (FLR)
9.4/10 Exceptional! (667 reviews)
Room was perfect for a few nights and the rooftop pool was a nice addition. Convenient location, the tram stops right outside but you can also walk into the central areas. Staff were helpful organising taxis.

Reviewed on 13 Aug 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

Oltrarno
AU$3,800
per person
27 Sept - 3 Oct
found 12 hours ago
Return direct flight included
Perth (PER) to Florence (FLR)
8.8/10 Excellent! (423 reviews)
Wonderful property, amazing hosts. 20 minutes outside of Florence center-easy to get a taxi. My family loved everything about our stay here!

Reviewed on 7 July 2026

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Cortona Old Town
AU$3,924
per person
27 Sept - 3 Oct
found 12 hours ago
Return direct flight included
Perth (PER) to Florence (FLR)
10/10 Exceptional! (302 reviews)
Great property, location and views.The staff is running a bit thin but helpful...Some training re. customer service attention could be improved, management is clearly not on top for oversight or direct feedback from guests (some supposedly G.M. women passed through the lobby on her way to her week end as we were checking in without bothering to take the opportunity to greet us...never to be seen again for the next 2 days !).The parking and directions are not very practical, the restaurant is too pretentious and lifeless compared to many great options 5 mn away in town).The landscaping and maintenance of pool area could be better for such a gorgeous architecture. All in all, I would recommend ownership to invest a little bit more and hire a more attentive and hands on leadership figure for day to day management to make this property deliver a true 5 stars experience as per global standards and surrounding luxury competitors...(the Nun Assisi provided us with a real Luxury service !).

Reviewed on 15 Aug 2026

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World

AU$4,092
per person
27 Sept - 3 Oct
found 12 hours ago
Return direct flight included
Perth (PER) to Florence (FLR)
9.4/10 Exceptional! (496 reviews)
The staff and the look of the resort is top notch! The staff deserves 10 stars. We came for the springs and if you have not been to a pool fed from a sulfur spring, then you will be in shock like we were. We have been to many resorts with hot springs but not like this one. The pools and whole resort had a strong sulphur smell. It was even in our room which was far from the pool. There were flies everywhere, even while getting a massage, flies were buzzing and sometimes landing on me which cancelled out the relaxation of the massage. However, the resort is near the public and free falls/pools which enticed us to the area. For some reason, perhaps the flowing falls and cascading pools, there were not slime clumps floating around, no super strong sulphur smell there like at the resort. The pools should be cleaned of the floating debris more, overall, the top notch staff are amazing and the resort cannot help the way a natural sulphur spring smells or how it attracts flies.

Reviewed on 11 Aug 2026

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels

AU$4,104
per person
27 Sept - 3 Oct
found 12 hours ago
Return direct flight included
Perth (PER) to Florence (FLR)
8/10 Very good! (3 reviews)

Our pick of the best Cortona Old Town Hotel Deals

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
AU$477
23 Aug - 24 Aug
includes taxes & fees
10/10 Exceptional! (308 reviews)
"Great property, location and views.The staff is running a bit thin but helpful...Some training re. customer service attention could be improved, management is clearly not on top for oversight or direct feedback from guests (some supposedly G.M. women passed through the lobby on her way to her week ..."

Reviewed on 15 Aug 2026

Monastero di Cortona Hotel & Spa
Hotel San Luca

Hotel San Luca

Piazza Garibaldi 1 Cortona AR
Fully refundableReserve now, pay when you stay
AU$153
13 Sept - 14 Sept
includes taxes & fees
8.6/10 Excellent! (437 reviews)
"Wonderful place to stay in Cortona Great breakfast"

Reviewed on 23 July 2026

Hotel San Luca
Hotel San Michele

Hotel San Michele

Via Guelfa 15 Cortona AR
Fully refundableReserve now, pay when you stay
AU$229
16 Aug - 17 Aug
includes taxes & fees
9.2/10 Wonderful! (285 reviews)
"Amazing place! Thank you very much for everything. Take advantage of their Private parking space!"

Reviewed on 22 July 2026

Hotel San Michele
See all 5,079 properties in Cortona Old Town
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 Old Town holiday package cost?
From as little as AU$3,747. Yes, you read that correctly. Our Cortona Old Town packages are the quickest way to make your dollar go further. Combine your preferred hotels, flights and rental car and get out and see this wonderful destination.
How do I get a cheap travel package to Cortona Old Town?
Bundle your flights and hotels with Expedia to save big bucks on your next getaway. With more than 550 partner airlines and 1 000 000 hotel options globally, your Cortona Old Town holiday package can be tailored exactly to suit your travel style. With all that extra money, why not include some exciting activities and tours? It's an easy way to unlock even more savings. Your dream holiday in Cortona Old Town is much closer than you thought!
Where should I stay in Cortona Old Town?
A holiday in Cortona Old Town isn't complete without paying a visit to Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona. Spend your evenings near these attractions and make sightseeing simple.
What are the top hotels in Cortona Old Town?
Elegante Appartamento Nel Centro Storico Di Cortona and Giotto Lovely Apartment In The City Centre are a couple of the most sought-after hotels in Cortona Old Town. Why not take a look at the amenities and rates at each and then decide?
How far in advance should I book my Cortona Old Town holiday?
Be rewarded with the widest variety at the lowest prices by booking your adventure to Cortona Old Town early. Air carriers tend to release flight tickets anywhere up to a year before departure, so secure your spot as soon as possible. That being said, Expedia is dedicated to providing you with the best bargains around, so it's never a bad time to book your dream holiday!
What does an Expedia Cortona Old Town travel package include?
From flights and hotels to car rentals, Expedia can help you create a Cortona Old Town package that's ideal for you. Heading off for a week or two? Give some thought to a hotel, flight and rental car bundle. If you're taking a short break, a flight and hotel deal may suit you better. Activities can also be added after you've booked. Our packages make it a cinch to save and plan.
What should I know before booking a Cortona Old Town travel package?
Locking in all the parts of your trip together is one of the best ways to save. Bundle car rentals, airfares and hotels into a convenient little package. But you're not restricted to hotels. Expedia offers all types of properties, including holiday homes such as beachside villas and serviced residences. The list is almost endless!
Can I choose my airline with a Cortona Old Town Expedia holiday package?
Definitely. Expedia has more than 550 partner airlines to select from worldwide. With all that choice at your fingertips, finding the right carrier to whisk you away to Cortona Old Town won't be difficult.
If I'm not able to travel, can I cancel my Cortona Old Town holiday package?
If your travel plans in Cortona Old Town have changed, it's a relief to know that you can cancel your booking. If you booked less than 24 hours ago, you may be eligible to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. For more details, visit our Customer Service Portal.

Stay near popular Cortona Old Town attractions

Cortona Cathedral

9.4/10 (77 reviews)
Cortona Cathedral is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theatre.
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Piazza della Repubblica

9.4/10 (95 reviews)
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.
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Santa Margherita Basilica

9.2/10 (30 reviews)
You can learn about the history of Cortona when you stop by Santa Margherita Basilica. Discover the area's museums and cathedral.
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Signorelli Theatre

9.2/10 (14 reviews)
You can enjoy a show at Signorelli Theatre on your trip to Cortona. Discover the area's countryside and monuments.
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Casali Palace

8.6/10 (7 reviews)
You can study the exhibits at Casali Palace, a museum with a storied past, during your travels to Cortona. Make time to visit the cathedral and monuments while you're in the area.
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Museum of the Etruscan Academy

8.8/10 (18 reviews)
You can browse the exhibits at Museum of the Etruscan Academy, a museum with a storied past, during your holiday in Cortona. Experience the area's museums and musical theatre.
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Palazzo Comunale

9.2/10 (44 reviews)
Palazzo Comunale is just one of the places to see in Cortona, so why not enjoy the other things to explore during your travels? Experience the area's museums and musical theatre.
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Fortress of Girifalco

8.8/10 (25 reviews)
You can find out about the history of Cortona with a trip to Fortress of Girifalco. You can enjoy the wineries while in the area.
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Activities

Lake Trasimeno: Stand-Up Paddleboard Lesson

Lake Trasimeno: Stand-Up Paddleboard Lesson

AU$49
per adult
Lake Trasimeno: Stand-Up Paddleboard Lesson
Cortona: Tagliatelle, Ravioli, and Tiramisu Cooking Class

Cortona: Tagliatelle, Ravioli, and Tiramisu Cooking Class

AU$236
per adult
Cortona: Tagliatelle, Ravioli, and Tiramisu Cooking Class
Pasta or Pizza cooking class in Cortona, vegetarian and vegan

Pasta or Pizza cooking class in Cortona, vegetarian and vegan

AU$195
per adult
Pasta or Pizza cooking class in Cortona, vegetarian and vegan
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.