Cortona Old Town Vacations from ￥77,624

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The Latest Cortona Old Town 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
Price was ￥98,633, price is now ￥77,624 per person
￥77,624
per person
Feb 13 - Feb 15
found 19 hours ago
Roundtrip flight included
London (LHR) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
9 day stay. The property hit my must-haves! Central location, clean, affordable, and safe. 5/5 in all these areas! There is nothing they can do about dirty streets but the filth did not cross the threshold. T2 tram from the airport is 2 blocks away. The central market is 2 blocks in the other direction. Key card swipe after dark. 24 hour desk service. Breakfast on the 5th floor with views. Very courteous staff. The only complaint is breakfast tables are cleared very quickly while I went for a americano refill. Will definitely return here.

Reviewed on Jan 3, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was ￥101,845, price is now ￥78,963 per person
￥78,963
per person
Feb 13 - Feb 15
found 19 hours ago
Roundtrip flight included
London (LHR) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Great Locations walkable to all the placese.

Reviewed on Dec 15, 2025

Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
Price was ￥100,662, price is now ￥84,461 per person
￥84,461
per person
Feb 13 - Feb 15
found 19 hours ago
Roundtrip flight included
London (LHR) to Florence (FLR)
9/10 Wonderful! (232 reviews)
I loved everything on and around this property. Sitting at the heart of that shopping district, every place I wanted to visit, was just max 15 mins walking distance.

Reviewed on Dec 29, 2025

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was ￥116,703, price is now ￥98,203 per person
￥98,203
per person
Feb 13 - Feb 15
found 19 hours ago
Roundtrip flight included
London (LHR) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
Great hotel with warm and helpful staff. The suite was great, clean and comfortable beds, warm towel racks and an over the top breakfast buffet. Location was perfect as well.

Reviewed on Dec 31, 2025

Maxim Axial

Maxim Axial

3 out of 5
Historic Centre of Florence
Price was ￥104,230, price is now ￥89,316 per person
￥89,316
per person
Feb 13 - Feb 15
found 19 hours ago
Roundtrip flight included
London (LHR) to Florence (FLR)
8.6/10 Excellent! (1,003 reviews)
Staff are friendly and helpful

Reviewed on Jan 3, 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
9.8/10 Exceptional! (258 reviews)
Everything was great! Lovely hotel

Reviewed on Jan 4, 2026

Get rates
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

Get rates
Hotel San Michele
Villa Santa Margherita

Villa Santa Margherita

3 out of 5
Viale Cesare Battisti 17 Cortona AR
9.8/10 Exceptional! (18 reviews)
The room was large and very clean. Breakfast was very good. Will stay there if I return to Cortona

Reviewed on Dec 6, 2025

Get rates
Villa Santa Margherita
See all 4,982 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 vacation package cost?
From as little as ￥77,624. 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

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Amazing four courses cooking class in Tuscany

￥40,242
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

￥85,789
per traveler
Tuscany: Sanctuary of La Verna Day Tour Private Tour
Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland

Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland

￥58,351
per adult
Tuscany & Umbria-food and wine tour: flavors of Italy’s heartland
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.