Cortona Old Town Vacation Packages

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Top Holiday Package Deals in Cortona Old Town

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 CA $2,456, price is now CA $1,559 per person
CA $1,559
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
Yes, to both questions. Wi-fi needs work.

Reviewed on Feb 7, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,614, price is now CA $1,623 per person
CA $1,623
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
This is not a typical hotel where there is a lobby or staff to greet you . Instead it is a set of apartments in a corner building . The person who let us in was awaiting for us at the door at check in. Breakfast was serve in a buffet style . Staff would ask if you would order something else if you like. Continental breakfast is available .Overall it was comfortable and easy to find . Shops and restaurants are all walking distance.

Reviewed on Jan 15, 2026

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Price was CA $3,039, price is now CA $2,067 per person
CA $2,067
per person
Apr 26 - May 2
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Florence (FLR)
8.4/10 Very Good! (46 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was CA $2,365, price is now CA $1,649 per person
CA $1,649
per person
Apr 2 - Apr 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Art Atelier

Art Atelier

4 out of 5
Historic Centre of Florence
Price was CA $2,559, price is now CA $1,824 per person
CA $1,824
per person
Apr 2 - Apr 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Our room was beautiful, the staff was incredible helpful, and the location was perfect - walking distance to everything.

Reviewed on Feb 4, 2026

Cortona Old Town Hotel Deals

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
The price is CA $439 per night from Mar 12 to Mar 13
CA $439
CA $489 total
Mar 12 - Mar 13
includes taxes & fees
9.8/10 Exceptional! (260 reviews)
Everything was great! Lovely hotel

Reviewed on Jan 4, 2026

Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
9/10 Wonderful! (270 reviews)
Very friendly and helpful staff. Nice rooms

Reviewed on Sep 7, 2025

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Hotel San Michele
Hotel Italia

Hotel Italia

3 out of 5
Via Ghibellina 5/7 Cortona AR
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (281 reviews)
The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel!

Reviewed on Dec 7, 2025

Get rates
Hotel Italia
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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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Frequently asked questions

How much does a Cortona Old Town vacation package cost?
From as little as CA $1,559. 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 vacation 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 vacation in Cortona Old Town is much closer than you thought!
Where should I stay in Cortona Old Town?
A vacation 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 Center 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 vacation?
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 vacation!
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 vacation rentals such as beachside villas and serviced residences. The list is almost endless!
Can I choose my airline with a Cortona Old Town Expedia vacation 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 vacation 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.

Things to do

Tuscany: Sanctuary of La Verna Day Tour Private Tour

Tuscany: Sanctuary of La Verna Day Tour Private Tour

CA $758
per traveller
Tuscany: Sanctuary of La Verna Day Tour Private Tour
Cortona

Cortona Private Guided Tour

CA $420
per traveller
Cortona Private Guided Tour
DA Florence Cortona and Montepulciano Day with Wine Tasting

DA Florence Cortona and Montepulciano Day with Wine Tasting

CA $1,940
per adult
DA Florence Cortona and Montepulciano Day with Wine Tasting
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.