Cortona Old Town Holidays

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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
24 Sept - 28 Sept
found 17 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Excellent Location, friendly staff and good standard room

Reviewed on 1 Jul 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
24 Sept - 28 Sept
found 17 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Fantastic people and best view in Florence at night. Breakfast the best in Florence. Would go back in a heart beat

Reviewed on 25 Jun 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
24 Sept - 28 Sept
found 17 hours ago
Return direct flight included
Dublin (DUB) 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 6 Jun 2025

Hotel Caravaggio

Hotel Caravaggio

3 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
24 Sept - 28 Sept
found 17 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (1,004 reviews)
Great stay at Hotel Caravaggio! The location is perfect, just a short walk to all the main sights. The staff was friendly and helpful, and the room was clean and comfortable. Would definitely stay here again!

Reviewed on 3 Jul 2025

Hotel Ville sull'Arno

Hotel Ville sull'Arno

5 out of 5
Campo di Marte
Save 100% on your flight
per person
24 Sept - 28 Sept
found 17 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (728 reviews)
Nice property. Decent room, but pay attention to room choice. My room, a suite, only had one small window overlooking the river. Some of the staff members are fantastic and others not. While marketed as a 5 star hotel, it is a mid 4 star hotel. While it has parking, it can only accommodate a few cars and street parking is rough. I had some day trips to do so parking for a rental was important. Otherwise I would have stayed in town center.

Reviewed on 14 May 2025

Top hotels in Cortona Old Town

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 €322 per night from 27 Jul to 28 Jul
€322
27 Jul - 28 Jul
includes taxes & fees
9.8/10 Exceptional! (213 reviews)
Fantastic!
"It’s impossible to praise this hotel enough! What an amazing experience, from the care and concern after booking, to check-in and the attention to detail throughout our stay. The location is good, not too far to walk to local restaurants in Cortona but far enough to be tranquil. The hotel is spotless ..."

Reviewed on 30 Jun 2025

Monastero di Cortona Hotel & Spa
Hotel San Michele
Hotel San Michele
4 out of 5
Via Guelfa 15, Cortona, AR
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (263 reviews)
"Very conveniently located in the heart of Cortona."

Reviewed on 20 May 2025

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Hotel San Michele
Hotel Villa Marsili
Hotel Villa Marsili
4 out of 5
Viale Cesare Battisti 13, Cortona, AR
Fully refundableReserve now, pay when you stay
9.8/10 Exceptional! (296 reviews)
"The hotel was ideally situated for convenient access to shops and restaurants in Cordona. It was close to parking, both free and paid. The rooms were nice and we loved the breakfast that was included. But the best part was the staff. They were both incredibly kind and very helpful."

Reviewed on 25 Jun 2025

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Hotel Villa Marsili
See all 5,243 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 €600. 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 rentals 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.

Things to do

For your personal cooking class in Tuscany

Amazing four courses cooking class in Tuscany

€265
per adult
Amazing four courses cooking class in Tuscany
Cortona

Cortona Private Guided Tour

€260
per traveller
Cortona Private Guided Tour
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

€52
per adult
100% of travellers recommend
Montepulciano: Wine Tour and 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.